32751 Zip Code Real Estate &amp; Homes - Between $500,000 - $600,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook Sec 2-A SubDv. ⋅ 32751 Zip Code

Virtually Staged. Welcome home to this spacious 4-bedroom, 2-bath pool home in Maitland. From the moment you arrive, you'll appreciate the attractive brick exterior and inviting curb appeal. Inside, a welcoming foyer is flanked by a large formal living room with parquet flooring and abundant natural light, while the formal dining room features classic wainscoting and connects directly to the updated kitchen. The kitchen offers granite countertops, wood cabinetry, stainless steel appliances, a breakfast bar, and overlooks the generous family room with French doors leading to the backyard. The split-bedroom floor plan provides plenty of privacy. Two spacious secondary bedrooms with engineered hardwood flooring are located on one side of the home and share a hall bath. The primary suite is tucked away on the opposite side and features engineered hardwood floors, a walk-in closet and an ensuite bath with a walk-in shower. A fourth bedroom is centrally located, making it an ideal guest room, nursery, or home office. Just off the kitchen, you'll also find a large laundry room with built-in cabinetry for extra storage and access to the oversized two-car garage, which offers additional storage space. Step outside to a fully fenced backyard with an updated vinyl fence, a large pool ready for your personal finishing touches, and plenty of yard space for entertaining, pets, or play. Whether you choose to resurface the pool right away or customize it over time, this backyard offers great potential to create your own private outdoor retreat. Conveniently located just off Howell Branch Road, you're only minutes from I-4, Downtown Maitland, Winter Park, shopping, dining, and everyday conveniences. Call today to schedule your private showing!

564 Brookside Circle, Maitland

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented by TIMELESS TERRAZZO and luxury vinyl flooring throughout. The open floor plan creates a seamless flow from the NEWLY RENOVATED KITCHEN to the spacious family room, making it the perfect place to gather with family and friends or entertain guests. Need room for everyone? You'll love the separate living, dining, and family rooms, giving you plenty of flexible space for relaxing, hosting holidays, or creating the perfect home office or playroom. On cooler Florida evenings, cozy up around the WOOD-BURNING FIREPLACE and enjoy the warmth and charm it brings to the home. French doors open to a spacious SCREENED PORCH, creating an ideal indoor-outdoor living experience. Step outside to the LARGE FENCED BACKYARD, where there's plenty of room for kids, pets, gardening, or even adding your dream pool. Additional features include a 2-CAR GARAGE, large FENCED YARD, ceiling fans in all bedrooms and much more. Home RECENTLY REPLUMBED and with the right offer Sellers willing to replace the roof and septic so your worries of big ticket items repairs goes away. Located in a wonderful Maitland neighborhood and zoned for highly sought-after Seminole County Schools, this home offers not only beautiful living spaces but also an exceptional location close to shopping, dining, parks, and major roadways. This is MORE than just a house... it's a place you'll love coming home to. Schedule your private showing today and see why this could be the perfect place to call home!

2464 Hunterfield Road, Maitland

4 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome home to a rare find, one of the largest floor plans in the community, sitting right on Lake Charity. This Mediterranean style townhome greets you with sweeping water views, mature landscaping, and a peaceful stillness that is hard to find this close to everything. Inside, wood floors and tile carry you through the first level. Plantation shutters run throughout the home and you'll find real wood cabinetry, a detail that speaks to the quality of this build. A large family room and dining room combo with a half bath offers plenty of space to entertain. The kitchen features newer appliances and granite countertops, opening into a bright and functional living space. The primary suite is located on the first floor and is oversized, with double vanities, a jacuzzi tub plus separate shower, and a walk in closet. Head upstairs to a spacious landing area that connects three additional bedrooms, featuring walk in closets with closet systems, along with two full bathrooms. Step outside to the true showstopper. Townhomes rarely feel private, but this courtyard is your own Mediterranean oasis. Grow plants, entertain, or simply enjoy the quiet. Another great feature of this home is the all new energy efficient windows and new AC unit, keeping utilities low without sacrificing comfort. Walk through the covered entry to your oversized two car garage, a rare find, offering plenty of room for both vehicles plus storage. As a resident, you'll enjoy a resort style community pool overlooking Lake Charity, all within a gated neighborhood. Minutes from Maitland Boulevard and I4, you're close to Downtown Orlando, Maitland, and Park Avenue. If you're looking to be in the heart of Maitland with the space, privacy and lake views to match, this is the home for you.

1132 Charming Street, Maitland

$549,990

4 Beds ⋅ 3 Baths ⋅ Forest Brook SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome home to this exceptional 4-bedroom, 3-bathroom residence in the heart of Maitland, where timeless style meets modern updates and meticulous care. From the moment you pull into the driveway, you'll immediately notice the incredible pride of ownership that sets this home apart. Completely renovated and lovingly maintained, this move-in-ready property is sure to impress even the most discerning buyers. The beautifully remodeled 2025 kitchen is the centerpiece of the home, featuring contemporary finishes, updated cabinetry, quality stone countertops, and a functional layout that makes cooking, entertaining, and everyday living a pleasure. Just steps away, the spacious living and dining areas provide the perfect setting for family gatherings or hosting friends. The luxurious primary suite offers a peaceful retreat, highlighted by a stunning primary bathroom renovation completed in 2025 with elegant finishes and a spa-inspired feel. Both guest bathrooms were tastefully updated in 2023, ensuring every space in the home feels fresh, modern, and inviting. This home also offers the peace of mind that comes from knowing the major improvements have already been completed. The roof was replaced in 2021, while all windows and sliding glass doors were replaced in 2022, enhancing both energy efficiency and curb appeal. In 2025, the plumbing system received significant updates, including new sewer lines and a new water heater, allowing you to move in with confidence. Even the details have been thoughtfully addressed, with the garage floor and back porch both professionally refinished with durable epoxy coatings in recent years. Step outside and you'll discover an expansive backyard that's ready for whatever lifestyle you envision. There's plenty of room for children and pets to run and play, space to entertain family and friends, or simply relax and enjoy Florida's beautiful weather. Gardening enthusiasts will especially appreciate the raised planter beds, which are ideal for growing fresh vegetables, herbs, flowers, or your favorite fruit plants. Whether you dream of creating your own backyard oasis or simply enjoying the open space, this yard offers endless possibilities. Located in one of Maitland's most desirable areas, you'll enjoy convenient access to outstanding shopping, dining, parks, entertainment, and major roadways while still coming home to a quiet, established neighborhood. Combining extensive renovations, quality craftsmanship, major system upgrades, and impeccable maintenance, this is a home that truly stands out from the competition. Every expensive project has already been completed, allowing you to simply unpack, settle in, and start making memories. The only thing this incredible Maitland home is missing is its new owner.

2666 Tuscarora Trail, Maitland

3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code

Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by original hardwood floors that flow throughout the home, creating warmth and charm from the moment you step inside. The beautifully updated kitchen, renovated in 2019, is both stylish and functional, featuring propane service to the stove, newer appliances replaced in 2023, and an open flow into the living and dining area—perfect for everyday living and entertaining alike. Just beyond the main living space, the expansive Florida room is filled with natural light and features French doors that open to your private backyard oasis. Whether you’re hosting weekend gatherings or enjoying a quiet evening at home, the outdoor space is sure to impress with a sparkling pool, outdoor shower, fully fenced backyard, dedicated boat parking, and plenty of room for gardening, pets, or play. All three bedrooms are conveniently located together down the hall, creating a comfortable and private retreat. The bathrooms were tastefully remodeled in 2023, and additional updates provide peace of mind, including a new HVAC system (2023), a roof that’s just three years old, and a propane water heater. The septic drain field was replaced in 2019, and the septic system was professionally flushed just one year ago. Storage is abundant with an inside laundry room, built-in garage shelving, and a spacious attic for all your storage needs. Ideally located in a quiet pocket of Maitland with no HOA, you’ll enjoy easy access to the shopping, dining, parks, and entertainment of both Winter Park and Altamonte Springs while coming home to the peaceful charm of this established neighborhood. With the new Trader Joe’s planned just five minutes away, this location continues to become even more desirable. Blending classic character with modern updates and an incredible outdoor lifestyle, this move-in-ready Maitland pool home is one you won't want to miss!

1055 Druid Drive, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Seller has received MULTIPLE OFFERS, and are accepting offers until 5pm on Saturday, JULY 11, 2026. Welcome to your own private resort in the heart of Maitland! Perfectly situated on a beautifully landscaped .27-acre lot in the established Oakland Shores neighborhood, this exceptional three-bedroom, two-bathroom home offers close to 1,800 square feet of thoughtfully updated living space designed for both everyday comfort and unforgettable entertaining. The backyard is truly the star of the show, featuring a spectacular saltwater pool and spa completed in 2023. Designed to impress, this outdoor oasis showcases a stunning Tahoe Blue pebble finish, expansive sun shelf, elegant waterfall and scupper features, dramatic integrated fire bowls, and a heater/chiller for year-round enjoyment. The surrounding travertine pool deck, professionally designed landscape lighting, mature landscaping, and fully fenced backyard create an incredibly private setting, while the Paradise Grill summer kitchen(negotiable with the sale) makes outdoor entertaining effortless. The lush, beautifully manicured landscaping is effortlessly maintained by a 10-zone irrigation system with spray heads, back-flow prevention, and convenient Wi-Fi connectivity, allowing you to monitor and control watering schedules from virtually anywhere. Additionally, a comprehensive underground gutter drainage system directs all roof water to the street, minimizing standing water and protecting the home's foundation and landscaping. Inside, the home is equally impressive with an open and inviting layout enhanced by wood laminate flooring installed in 2019, custom white oak interior doors, crown molding, and large picture windows that frame picturesque views of the backyard retreat. The spacious living room, expanded in 2018, features a beautiful wood-burning fireplace added in 2019 along with custom built-in cabinetry and a built-in desk, creating the perfect gathering space. A newly added laundry/utility room(2026) includes the washer and dryer for added convenience. The kitchen is designed for both function and style with custom wood cabinetry, granite countertops, stainless steel appliances, a pantry, and a center island with seating for three, all overlooking the pool through a large picture window. The private primary suite offers custom cabinetry designed for a king-sized bed, custom blackout shades, white oak closet doors, a ceiling fan, and a beautifully remodeled ensuite bathroom completed in 2026 featuring floor-to-ceiling tile, a custom wood vanity, and a spacious frameless glass walk-in shower. Additional highlights include an oversized paver driveway, two-car garage, and an unbeatable location just minutes from Lake Lily Park, the skiable Lake Orienta boat ramp, I-4, and the shopping, dining, and entertainment destinations of Maitland and Winter Park. This is a rare opportunity to own a home where every day feels like a vacation. ROOF - 2016 HVAC - 2018 ELECTRICAL - 2026 WATER HEATER - 2026

623 Woodley Road, Maitland

2 Beds ⋅ 1 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Data Sold Entry

341 Adams Drive, Maitland

$559,900

3 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code

This beautifully redesigned and renovated move in ready pool home sits on a quiet cul-de-sac in desirable Maitland. Inside, the open floor plan features a brand-new kitchen with quartz countertops, shaker cabinetry, waterfall island, and stainless-steel appliances. Luxury flooring, remodeled baths, and modern finishes run throughout. Major updates include a new roof, newer HVAC, newer water heater, and French doors that open to a large backyard oasis. A bonus room with a mini split AC offers flexibility for an office or gym. Enjoy the private pool, patio, and proximity to top schools, shopping, and dining.

726 Forest Glen Court, Maitland

$570,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms, modern fixtures, quartz countertops, and custom cabinetry. The spacious primary suite includes a walk-in closet and renovated en-suite bath, while the additional bedrooms provide flexibility for family, guests, or a home office. A large screened Florida room overlooks the backyard and creates the perfect space for year-round entertaining. Outside, enjoy the oversized swimming pool, expansive patio deck, fully fenced yard, and storage shed, offering plenty of room for recreation and outdoor living. Conveniently located just minutes from Downtown Maitland, Winter Park, Park Avenue, AdventHealth, shopping, dining, and major roadways including I-4, this home combines modern updates, energy-efficient features, and an exceptional location in the heart of Central Florida.

2494 Castlewood Road, Maitland

$590,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Welcome to 1781 Tonto Trail, a 4-bedroom home in one of Maitland's most desirable neighborhoods, offering just under 1,900 square feet of living space, a split bedroom floor plan, and access to the Winter Park Chain of Lakes. Located on a corner lot just under a quarter acre, this move-in ready residence combines functionality, comfort, and an exceptional Maitland location. Inside, you'll find a formal living room and formal dining room that provide flexible spaces for entertaining, working from home, or everyday living. The spacious family room serves as a central gathering area and connects seamlessly to the home's thoughtful layout. The private primary suite features an ensuite bathroom and double closets, creating a comfortable retreat. Bedrooms two and three offer large walk-in closets, providing abundant storage and flexibility for family, guests, or home office needs. The split bedroom design enhances privacy while maintaining a practical flow throughout the home. Residents of Dommerich Estates enjoy access to highly regarded schools including Dommerich Elementary, Maitland Middle School, and Winter Park High School. A voluntary low-cost HOA provides access to a private boat ramp on the Winter Park Chain of Lakes, creating opportunities for boating, fishing, paddleboarding, and waterfront recreation. The location places you short distance to the Maitland Community Park, Maitland Social, and Maitland City Centre, offering convenient access to local dining, recreation, events, and community amenities. Whether you're looking for more space, access to top-rated schools, or the lifestyle benefits of a lake-access community, this 4-bed home in Dommerich Estates delivers a rare opportunity to enjoy one of Maitland's most established and sought-after neighborhoods.

1781 Tonto Trail, Maitland

$590,000

4 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

The Enclave at Maitland (Montacino), Beautifully Updated, First Floor Primary Bedroom, Oversized 20' x 26' Garage, Gated Community Living in the Enclave at Maitland which is highly sought-after, offering the perfect blend of style, comfort, and maintenance-free living. This fully updated Spanish-style townhome features 4 bedrooms, 3.5 bathrooms, a private paver courtyard, and an oversized attached two-car garage measuring approximately 20' x 26'—providing valuable extra space for storage, hobbies, a workshop area, or larger vehicles. One of the home's most desirable features is the spacious first-floor Primary Suite, offering privacy and convenience along with a beautifully updated en-suite bath featuring dual vanities, a soaking tub, separate shower, and walk-in closet. The thoughtfully designed floor plan is enhanced by soaring 9'8" ceilings on the main level, extensive crown molding, ceiling fans, and abundant natural light throughout. At the heart of the home is a stunning remodeled kitchen featuring 42-inch cabinetry with crown molding, granite countertops, stainless steel appliances, breakfast bar seating, and a cozy breakfast nook overlooking the private courtyard. The kitchen, all bathrooms, and even the laundry room have been tastefully updated, providing a move-in-ready experience for the next owner. You've got to see it! Upstairs you'll find a second private suite with its own updated bathroom, two additional bedrooms, another full bath, and a conveniently located laundry room. Closet organizer systems throughout the home provide exceptional storage and functionality. Residents enjoy access to a resort-style community pool overlooking picturesque Lake Charity, all within the security and convenience of a gated neighborhood. Ideally located near Maitland Boulevard and I-4, this exceptional location provides easy access to Downtowns of Orlando, Maitland and Winter Park, with premier shopping, dining, entertainment, and major employment centers. Offering a rare combination of updated finishes, flexible living space, oversized garage storage, and an unbeatable location, this exceptional townhome is ready to impress even the most discerning buyers.

1149 Charming Street, Maitland

$502,500

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Virtually Staged. This gem is situated in the Brittney Gardens gated neighborhood in desirable Maitland. When you enter the home you are greeted by beautiful, rich wood floors and loads of natural light. The dining room flows seamlessly into the kitchen for ease when entertaining. The kitchen boasts quartz countertops, stainless-steel appliances, ample cabinet and counter space, breakfast bar & closet pantry. The kitchen overlooks the living room, which provides glass doors, complete with retractable screens, leading to the screened-in patio. The primary bedroom is a true private retreat and is on the opposite side of the home from the secondary bedrooms. The primary retreat includes a walk-in closet with a closet system and a spa-like ensuite bathroom with a dual sink vanity. The secondary bedrooms are across the home and share a hallway bathroom. The screened-in patio overlooks a rear paver patio which provides the perfect outdoor space to enjoy the Florida lifestyle. Other amenities and updates include a whole house generator, recently repainted interior, LED lights, new carpet in all the bedrooms, and a new tankless water heater. HVAC was installed in 2024. This home is close to several restaurants and shops and is just a short distance from both the newer Maitland City Center and famed Park Avenue in Winter Park. Welcome Home!

2697 Queen Mary Place, Maitland

$519,000

3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code

VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite — with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!

1065 Gregory Dr, Maitland

$520,000

4 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code

Nestled in the heart of highly desirable Maitland, this spacious 4-bedroom, 2-bath pool home offers the perfect blend of location, functionality, and outdoor living on an oversized .28-acre lot with more than 12,000 square feet of property. Surrounded by mature trees and established neighborhoods, this prime location places you just minutes from Downtown Maitland, Historic Winter Park, Downtown Orlando, world-class shopping, dining, entertainment, and Central Florida’s renowned attractions. Maitland is loved for its charming restaurants, weekend farmer’s market, beautiful lakes, and scenic tree-lined streets, all while bordering some of the most prestigious real estate in Central Florida.The backyard is truly the showstopper of this property, featuring a sparkling open pool, beautiful vinyl fencing, and an expansive yard that is far larger than many homes in the area. Recent landscaping enhancements include a hardscaped entertaining space and decorative stone half wall, creating the perfect setting for relaxing, hosting guests, or enjoying Florida outdoor living under the shade of the beautiful oak tree.Inside, the home features a desirable split-bedroom floor plan with formal living and dining rooms, plus a spacious family room offering plenty of flexibility for everyday living and entertaining. The galley-style kitchen is equipped with granite countertops and overlooks the living areas for easy functionality. Attractive laminate wood flooring and tile flow throughout the home, while all bedrooms have been updated with new ceiling fans. Additional improvements include electrical upgrades, new exterior doors, a new roof installed in 2020, and added attic insulation for enhanced energy efficiency. Built with sturdy concrete block construction, this home offers lasting durability and peace of mind. The indoor laundry room includes the washer and dryer for added convenience. This is a rare opportunity to own a pool home with a large backyard in one of Central Florida’s most established and desirable locations.

1010 Gregory Drive, Maitland

3 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Fully renovated pool home on a desirable corner lot in the highly sought-after English Estates with NO HOA! This move-in-ready 3-bedroom, 2 and 1/2 bath residence showcases extensive recent upgrades and modern finishes throughout, offering the perfect blend of style, comfort, and functionality. Brand-new roof, new fence, new flooring throughout, fresh interior and exterior paint, updated electrical, updated windows and doors, modernized kitchen and bathrooms, upgraded lighting and fixtures, updated cabinets and countertops, and new appliances. Additional enhancements include new baseboards, plumbing updates for an added half bath, professional landscaping with new mulch and plants, and pool equipment upgrades including a new motor and pool pump. The inviting open floor plan features spacious living areas filled with natural light, a beautifully updated eat-in kitchen, and thoughtfully renovated bathrooms designed for modern living. The garage laundry area adds convenience, while the expansive corner lot provides excellent curb appeal and additional outdoor space for entertaining, relaxing, or future enhancements. Ideally located just minutes from Highway 436, shopping, dining, schools, parks, and everyday conveniences, this property offers both exceptional lifestyle appeal and strong long-term value. Whether you are searching for a primary residence, seasonal home, or investment opportunity, this extensively upgraded property is truly move-in ready. Schedule your private showing today and experience the quality, upgrades, and convenience this exceptional English Estates home has to offer!

2464 Derbyshire Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

In the heart of Dommerich and short distance to Dommerich Elementary and Maitland Middle, this charming home offers timeless character and incredible potential to make it your own. On a beautifully elevated lot, a charming front porch awaits you to enjoy our Florida weather, wave to neighbors or cuddle up with a cup of coffee and good book! This home features almost 1,800 square feet with three bedrooms, two baths and a brick, wood-burning fireplace. The front foyer welcomes you into the living and dining room, and the kitchen opens to the family room. Updates throughout the home include interior paint (2021), new carpet (2021), new main electrical panel (2021), new appliances from Southeast Steel (since 2021), new water heater (2023), new roof (2024) and replaced all outflow pipes (2024). Down the street from the Quad, near the newly renovated Maitland Boardwalk that leads to Maitland Community Park and more, this home is ideal for families and individuals alike.

2021 Mohican Trail, Maitland

3 Beds ⋅ 2 Baths ⋅ Druid Hills Ests SubDv. ⋅ 32751 Zip Code

Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot, the property provides a unique blend of privacy, space, and long-term potential. With .41 acres of land, this double lot offers endless possibilities, whether you’re looking to enjoy the generous yard or explore the option to split it into two separate parcels. Inside, the home features 3 bedrooms and 2 bathrooms across 1,623 square feet of thoughtfully designed living space. A spacious layout provides comfort and functionality, while large windows invite in natural light, creating a warm and welcoming atmosphere throughout. The 2-car garage offers ample storage and convenience, complementing the home’s practical appeal for everyday living. Outside, the oversized lot is truly the standout feature—lush, open, and full of potential for outdoor living, expansion, or future development. With its prime location, generous lot size, and first-time availability in decades, this is a one-of-a-kind opportunity you won’t want to miss.

9001 Lake Charity Drive, Maitland

5 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful engineered hardwood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The bright and airy formal living room provides plenty of space, while the dining room includes sliding doors that lead out to the porch. The large eat-in kitchen offers ample cabinet storage and even features a convenient pass-through window to the porch/outside bar—ideal for hosting. The upper level includes three bedrooms two bathrooms. Just a few steps down, the lower level opens to a massive family room with tile floors set to entertain family and friends with two additional bedrooms with carpet and a full bath. Tile flooring runs throughout this level. Additional highlights include outdoor spa , updated windows, a re-piped plumbing system, updated Electrical, and a well-maintained interior full of character. The home comes with paid in full solar panels and a Terminix termite bond and Well Maintained sprinkler system on well. Washer/Dryer are located in the garage. The garage include cabinets for additional storage. The yard features mature Citrus trees and Magnolia trees adding to the home’s charm. With its flexible layout, inviting screened porch, and beautiful salt water pool area, this home truly has it all.

1511 Glastonberry Road, Maitland

$520,000

3 Beds ⋅ 2 Baths ⋅ Greenwood Acres SubDv. ⋅ 32751 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this beautifully updated 3 bedroom, 2 bathroom home offering nearly 1,600 square feet of comfortable living space in the heart of Maitland. Featuring a modern look throughout, this well maintained property showcases luxury vinyl flooring that flows seamlessly through the main living areas, creating both style and durability. The spacious layout includes generous living and dining areas, perfect for relaxing or entertaining, along with a functional kitchen that offers ample storage and workspace. A brand new roof installed in 2025 adds peace of mind and long term value. Step outside to enjoy a fully fenced backyard, ideal for privacy, pets, or outdoor gatherings. A wooden deck provides the perfect space for weekend barbecues or quiet evenings at home. Situated in a quiet, established neighborhood, this home offers a highly convenient location. You are just minutes from major roadways including I-4 and Maitland Boulevard, making commuting throughout Central Florida simple. Nearby shopping and dining options include Maitland Center, Altamonte Mall, and a variety of local plazas along Orlando Avenue. Parks, schools, and everyday essentials are all within easy reach, adding to the home’s overall appeal. This property combines modern updates, functional outdoor space, and a prime location, making it an excellent opportunity for a wide range of buyers.

636 Hillcrest Avenue, Maitland

$497,000

3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

You've been searching for a single-family home — the space, the privacy, the pride of ownership. What if you could have all of that and never mow the lawn, pay a cable bill, or worry about the water bill again? Welcome to 2011 Michael Tiago Circle, where the spaciousness and elegance of single-family home living meets the effortless ease of a low-maintenance lifestyle — truly the best of both worlds! This stunning, move-in ready, Mediterranean-style end-unit townhome is located in the gated enclave of Maitland Village. Step inside and you'll immediately notice the soaring ceilings, extra windows of an end-unit, added natural light and elevated craftsmanship that sets this home apart: decorative chair-rail and wainscoting grace the first floor and crown molding flows throughout every level, lending an air of elegance and sophistication. The open-concept kitchen is a true showstopper, featuring granite countertops, Samsung stainless steel appliances, and 42" custom cabinetry thoughtfully designed for real life — including a pantry cabinet with pull-out drawers, a corner Lazy Susan that maximizes every inch of storage, and a dedicated pull-out trash and recycling cabinet to keep things tidy and tucked away. Whether you're hosting a dinner party or meal-prepping for the week, this kitchen is ready for it all. Sliding glass doors open to your private covered porch overlooking a serene pond— the perfect backdrop for morning coffee or evening unwinding. Upstairs, a versatile loft provides the perfect flex space for a home office, exercise space or playroom. The large primary suite features a walk-in closet and a luxurious bath with dual vanities, soaking tub, glass enclosed shower and private water closet. The other two sizeable bedrooms are down the hall for privacy and share a full bathroom. The Maitland Village HOA fee includes community gated access, swimming pool and clubhouse, lawn/shrub care, irrigation, cable/high-speed internet, water/sewer, trash/recycle pick-up and pest inspections. Conveniently located with easy access to I-4, SR 414/429 and just minutes to local parks, the Orlando Sportsplex, Maitland City Center, Winter Park and Altamonte Springs for a variety of shopping, dining and entertainment options. Make your appointment to see this beautiful home today!

2011 Michael Tiago Circle, Maitland

$599,900

3 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Motivated seller! Move-in ready. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday functionality. Enjoy cozy evenings by the fireplace or relax in the bright sunroom overlooking the fully fenced backyard with a concrete wall for added privacy. A screened-in porch provides the perfect spot to enjoy Florida living year-round. Homeowners have access to Lake Minnehaha and by the way of the Winter Park chain of lakes, Lake Maitland. Access can use for boat launch or watercraft, dock for fishing, picnic area, kayak storage. It’s only $200 year annually. Only $100 year if no boats or watercraft privileges needed. This home’s prime location in Maitland provides easy access to top-rated schools, parks, shopping, dining, and major highways, making it both a peaceful retreat and a convenient base for daily living!

140 Wigwam Place, Maitland

$595,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Welcome to 2466 Fieldingwood Rd, a fully re-imagined pool home in Maitland, FL. This 4 bedroom, 2 bathroom home has been completely renovated from top to bottom with a fresh, modern feel that is move-in ready and designed for today’s lifestyle. From the moment you arrive, you will notice the clean exterior, updated landscaping, and quiet street that sets the tone for the rest of the home. ALL major systems have been updates: Roof 2022, Plumbing 2024, Hot Water Heater 2024, AC 2016, and newer pool equiptment. Inside, the layout flows effortlessly with light-filled living spaces, updated flooring, and a bright, open feel throughout. The kitchen and main living areas connect seamlessly, making it perfect for both everyday living and entertaining. Step outside to your private backyard retreat featuring a newly refreshed pool and spacious deck area. This is the kind of space that feels like Florida living should. Whether you are hosting friends or enjoying a quiet evening at home, this backyard delivers. The bedrooms offer comfortable, flexible space for families, guests, or a home office, while the primary suite provides a clean and calming place to unwind. Located in English Estates, you are just minutes from Winter Park with easy access to 17-92, 436, and Red Bug Lake Road. Commuting is simple with quick access to I-4 and the express lane entrance, getting you to downtown Orlando efficiently. If you are looking for a fully updated home with a pool in a central location that actually makes your day-to-day life easier, this is one you need to see in person.

2466 Fieldingwood Road, Maitland

$519,999

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.

1776 Bobtail Drive, Maitland

5 Beds ⋅ 3 Baths ⋅ Winfield Unit 2 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to your new home in the vibrant Winfield neighborhood. With close to $70,000 in recent upgrades, this spacious 5-bedroom, 2.5-bathroom home offers 2,330 square feet, ideal for those needing extra space. Enjoy cooking in the brand new remodeled kitchen, featuring soft close cabinetry, upgraded fixtures and lighting. You'll love the three renovated bathrooms too, especially the primary suite which has an extra large soaking tub, dual vanities and high end counters and fixtures. The open floor plan allows natural light to fill the home, showcasing the beautiful wide plank luxury flooring throughout the main living spaces. Step outside to an inviting screened patio, perfect for relaxing or entertaining. Plus the fully fenced backyard is perfect for letting your dogs run free or for a quick game of soccer or tag football. The home is freshly paint inside and out and has new landscaping and fresh sod. Situated near the Maitland Business District and Orlando Sportsplex, you will have quick access to shopping, dining, and entertainment. The Maitland Art Center is also close by. This home suits those wanting a beautiful and serene neighborhood, situated just outside the city bustle, while still being near expressways and top restaurants in Winter Park and Maitland. Make an appointment today!

1662 Bobtail Drive, Maitland

3 Beds ⋅ 4 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to 502 Oak Lane in Maitland, a beautifully updated 3 bedroom, 3.5 bathroom pool home offering comfort, character, and peace of mind. Thoughtfully improved throughout, the home features fully updated plumbing, including the replacement of the original cast iron plumbing, along with a brand-new pool pump. Inside, you will find a well-designed layout with spacious living areas, updated finishes, and abundant natural light. Each bedroom has access to its own private bathroom, providing excellent privacy and flexibility for family members, overnight guests, or a home office. The home has been meticulously maintained and is truly move-in ready. Step outside to your private backyard oasis, complete with a swimming pool that is perfect for relaxing, entertaining, or enjoying Florida living year-round. Located on a quiet street in Maitland, the home is approximately 10 minutes from Winter Park and offers convenient access to major highways, shopping, dining, and everyday conveniences. This is a rare opportunity to own a fully updated pool home in one of Maitland’s most desirable and centrally located areas.

502 Oak Lane, Maitland

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Set along a quiet, tree-lined street in Maitland, this 3 bedroom, 2 bathroom home with 1,922 square feet captures the essence of mid-century modern design with a fresh, updated edge. Clean lines, open flow, and a strong connection to the outdoors define the home from the moment you step inside. Major updates include the kitchen in 2019, bathrooms in 2021, Roof 2022, and HVAC in 2024. The living spaces feel intentional and uncluttered, with natural light highlighting the architectural simplicity that makes this style so enduring. An updated kitchen anchors the home with modern finishes and functionality, complemented by an eat-in dining area that invites everyday gathering. A dedicated bar area adds character and ease for entertaining, creating a space that feels both relaxed and refined. A separate office/flex space provides flexibility for today’s lifestyle, offering a quiet place to work or create without disrupting the flow of the home. Updated bathrooms carry a cohesive, minimalist design throughout, staying true to the home’s architectural roots. The outdoor space continues the story. Minimalist landscaping and open, usable areas create a calm and private setting that feels like a natural extension of the interior. It is a setting designed for both quiet mornings and easy evenings with friends. An optional HOA provides deeded lake access, adding a lifestyle component that is increasingly hard to find. All of this is paired with access to some of the most highly regarded schools in Central Florida and a location just minutes from Park Avenue, dining, and shopping. This is not just a home with style. It is a home with intention.

1750 Pocahontas Path, Maitland

2 Beds ⋅ 2 Baths ⋅ West Cove Condo SubDv. ⋅ 32751 Zip Code

TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.

1100 S Orlando Avenue Unit 306, Maitland

$565,000

3 Beds ⋅ 2 Baths ⋅ Highland Park Estates | Dommerich SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Nestled in the desirable Highland Park Estates within the highly sought-after Dommerich area and a desirable school district, this charming home offers timeless character and incredible potential to make it your own. The retro-style kitchen opens to an inviting family room highlighted by a classic brick accent wall, while the shared brick pass-through fireplace and original terrazzo flooring seamlessly connect the family room to the formal living room. The formal dining room features elegant crown molding and chair railing, and French doors lead to a brand-new, expansive screened patio (2025) overlooking a beautifully fenced backyard filled with mature citrus trees. The exterior was freshly painted in 2025, adding crisp, updated curb appeal. Recent improvements provide peace of mind, including replumbing on the kitchen side of the home, a new dishwasher heat pump, and a new HVAC system installed in 2024. With solid updates already in place, you’ll have the perfect foundation to bring your personal vision to life.

2136 Mohican Trail, Maitland

3 Beds ⋅ 2 Baths ⋅ Westminster SubDv. ⋅ 32751 Zip Code

Beautifully renovated 3-bedroom, 2-bathroom home featuring modern finishes and a bright, open layout. Wood-look tile flows throughout the entire home, creating a cohesive and low-maintenance living space. The stunning white kitchen is the heart of the home, complete with quartz countertops, new appliances, recessed lighting, a large island, and stylish pendant lighting—perfect for cooking and entertaining. The open-concept great room and kitchen create an inviting and spacious feel ideal for gatherings. A split floor plan offers privacy, with two bedrooms located in the front right portion of the home along with a fully renovated guest bathroom featuring a new vanity, bright white tile, and a tub. Just off the kitchen, the sunroom is filled with natural light and provides access to the expansive backyard as well as the large primary suite. The primary bedroom retreat features double barn doors leading to a beautifully updated bathroom with a spacious walk-in shower with built-in seat and a walk-in closet with custom built-ins conveniently located within the bathroom. Step outside to enjoy the large patio area, perfect for outdoor entertaining, surrounded by mature trees that enhance the home’s charm and privacy. Additional updates include a new roof installed in 2023. Conveniently located near I-4 for easy commuting and close to numerous restaurants, grocery stores, and everyday conveniences, this move-in-ready home combines modern upgrades with a fantastic location.

830 Faith Street, Maitland

4 Beds ⋅ 3 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code

Virtually Staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2023 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and flexibility! The spacious single-level layout features 3 bedrooms, 2 bathrooms in the main house, plus an updated guest suite. Enjoy an open living and dining area with a stone fireplace, designer lighting, and luxury vinyl plank flooring. The upgraded kitchen includes wood cabinets, granite countertops, penny tile backsplash, and new stainless appliances. A bright family room leads to two outdoor seating areas, including a brick courtyard with a second fireplace. The oversized primary suite and additional bedrooms feature new plush carpet, while the bathrooms have been fully updated. The detached guest suite offers 1 bedroom, 1 bath, a sitting area, and a wet bar. Additional features include a washer and dryer, security cameras, and a Google/Nest doorbell, all conveying with the home. Double carport, oversized driveway, and a private lot on a quiet street. Conveniently located near downtown Maitland with easy access to I-4.

140 E Faith Terrace, Maitland

$534,900

3 Beds ⋅ 2 Baths ⋅ Dommerich Woods Unit 2 SubDv. ⋅ 32751 Zip Code

Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room centers around a classic brick fireplace that anchors the space perfectly, while the kitchen is a true standout-quartz countertops, stainless appliances, 40-inch soft-close shaker cabinets and a built-in pantry. The layout flows effortlessly between living, dining and family spaces, making it as functional as it is inviting. The split bedroom layout offers great privacy for everyone. The primary suite is a real retreat- vaulted ceiling, spacious walk-in closet and a completely redone en-suite bath with a lovely garden window. Both bathrooms have been given a fresh, modern look that feels clean and polished. The updates list is long and impressive: newer LVP flooring throughout, AC (2022), water heater (2023), roof replaced in 2016, replumbed in 2008, newer paint inside and out, newer light fixtures and ceiling fans. Laundry is indoors and connects right to the two-car garage-a detail you’ll appreciate daily. Out back, the expansive yard is a genuine sanctuary. Mature trees, lush landscaping and total privacy make it the kind of space you’ll actually use. A large shed with 50-amp power is ready for a workshop, hobby space or serious storage-and with NO HOA, bring the toys too! Just minutes from Kewannee Park, the Seminole bike trail and easy access to major roads and local shops and restaurants. It’s a rare find in a neighborhood where homeowners rarely leave. Come take a look.

1230 Hollyridge Trail, Maitland

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Welcome to 1529 Glastonberry Rd, a 4 bedroom, 2 bath pool home in the heart of Maitland. You will love this tastefully updated home. Upon entering, you will love the open floor plan and the way the homes flows from the spacious living room to the airy dining room straight into the bright, sparkling kitchen with stainless steel appliances. The whole area overlooks the inviting salt water pool and enclosed lanai. It's a dream space for entertaining. The primary overlooks the pool with a separate entrance, an updated bath and walk in closet. With three other great sized rooms, there is plenty of room and storage. Located in vibrant Maitland, shopping, restaurants, entertainment and night life are close.

1529 Glastonberry Road, Maitland

$535,000

3 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

***UNDER CONTRACT - ACCEPTING BACKUP OFFERS*** Welcome to this stunning 3-bedroom home offering modern upgrades, thoughtful design, and exceptional indoor-outdoor living.Extensively remodeled in 2021, the interior of this home was thoughtfully updated to create a modern and inviting space. The highly desirable open floor plan seamlessly connects the kitchen and living room—perfect for hosting gatherings and enjoying everyday life with ease. Major system updates include a new roof (2023), new AC unit (2023), and ductwork balancing completed in 2025 for improved airflow and comfort. The home also features energy-efficient double pane windows for added comfort and efficiency year-round. Crown molding throughout adds an elegant touch, while the interior was freshly painted in 2023. This home is fully smart-home capable, allowing you to control nearly all lighting and the AC with your voice or through the wall-mounted tablet.The kitchen is equipped with amazing features for any home chef such as a gas range, prep sink and new app-controlled smart appliances installed in 2023. There is an abundance of cabinet storage and countertop space, providing plenty of room for entertaining and everyday organization.The spacious primary suite is thoughtfully separated from the additional bedrooms, offering privacy and a peaceful retreat. The luxurious primary bathroom features dual shower heads, a freestanding soaking tub, and a generous walk-in closet—creating a true spa-like experience at home.Two spare bedrooms feature brand-new carpet (2025), and a dedicated den provides the perfect space for a home office, study, or flex room to fit your needs.Enjoy a spacious yard with plenty of room for pets, complete with a pool (2019), a cozy wood-burning fire pit, a shed, and a patio area with propane hookups ready for your grill.With extensive updates, smart-home features, and exceptional outdoor living space, this home is ready to impress. Schedule your showing today!

1531 Glastonberry Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

Discover mid-century character and cozy comfort at 2081 Mohican Trail in Maitland, a distinctive three bedroom, two bath home with a two car garage on a generous pie-shaped homesite. Mid century touches shine through a striking brick accent wall and decorative brick planter that add warmth and architectural interest to the large family room, accented with plantation shutters, crown molding, and oversized windows flooding the room with sunlight. The flexible floor plan offers multiple living and dining areas, ideal for entertaining, working from home, or creating a play space. Enjoy morning coffee on the expansive front porch, then step into a private backyard that feels like your own retreat through the gated courtyard. Storage is plentiful throughout, helping keep life organized with numerous built-ins, expansive cabinetry, and an oversized garage. A newer roof provides peace of mind plus updates throughout incluidng newer windows/doors, remodeled bathrooms, a full replumb, newer kitchen appliances, recent electrical panel replacements, and water heater replacement just two years ago. Located in the sought-after Dommerich neighborhood of Maitland, enjoy a smooth walk or bike ride to Dommerich Elementary and Maitland Middle, and great community access to Maitland Community Park. This home blends location, function, and style!

2081 Mohican Trail, Maitland

$504,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

206 Quayside Circle Unit 302, Maitland

$599,900

4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Virtually Staged. Short Sale. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????

448 Stonewood Lane, Maitland

$529,500

4 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code

Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park. This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and inviting. The open layout flows effortlessly, ideal for entertaining or relaxed Florida living. Step outside and you’ll discover a true backyard oasis. Surrounded by lush, mature Florida foliage, the oversized pool becomes your private retreat. A dramatic grotto-style waterfall spa adds resort-level ambiance — the kind of feature guests won’t stop talking about..... Condition? New Roof 2024, New A/C condenser and compressor 2025, Tankless Gas Hot Water heater, New Electrical panel, 2022. Pool was added in 2006 - inspected & verified in good condition Dec. 2025.... Location? It doesn’t get better. Enjoy walking distance to: • Downtown Maitland • Lake Lily Park • Maitland Public Library • The Maitland Bike Path • Maitland Center SunRail Station • Parks, schools, and local favorites • And yes — Whole Foods and Trader joes are just down the street. This is more than a home — it’s a lifestyle property in one of Central Florida’s most charming communities.

721 Gamewell Avenue, Maitland

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Virtually Staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer kitchen with quartz countertops, brand-new soft-close cabinetry, and a sleek, open layout that flows seamlessly into the main living and dining areas. All three bathrooms have been completely updated with modern finishes and a comfortable feel. The flexible floor plan offers four spacious bedrooms, perfect for families, guests, or a home office. Step outside to your private backyard retreat and enjoy the freshly refinished pool and shaded yard perfect for relaxing or hosting year-round in the Florida sun. Don't miss out on the chance of making this house your home!

2570 Derbyshire Boulevard, Maitland

$580,000

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom cabinetry, quartz waterfall countertops, and an oversized island that anchors the space. Engineered hardwood floors run throughout, complemented by abundant natural light from new windows and sliding glass doors. Major upgrades include a new electrical panel, new AC, new water heater, new insulation, and full re-piping—giving peace of mind along with style. The spacious primary suite offers a private en-suite bath and walk-in closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a sparkling pool and fully fenced yard—perfect for entertaining, pets, or relaxing Florida evenings. Ideally located near Maitland’s shopping, dining, parks, and top commuter routes, this move-in-ready home delivers quality, comfort, and location all in one.

1917 Hewett Lane, Maitland

$618,000

5 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Perfectly positioned in the highly sought-after Maitland community, this beautifully updated home offers an exceptional blend of space, style, and functionality designed for everyday comfort and effortless entertaining. With 2,376 square feet of living space, the split-level floor plan provides flexibility and privacy, featuring five bedrooms, three full bathrooms, and multiple living areas that easily adapt to family life, work-from-home needs, or hosting guests. Wood laminate flooring flows through the main living areas and is complemented by recessed lighting, ceiling fans throughout, and blinds on all windows. The lower level of the home offers excellent separation of space, featuring a spacious family room or den, two additional bedrooms, and a brand-new full bathroom (2026). This level is ideal for guests, extended family, or a private home office setup, allowing everyone to enjoy their own comfortable living area. At the heart of the home, the open kitchen, dining, and living area creates a natural gathering place. Fully renovated in 2020, the kitchen showcases gray shaker-style cabinetry, quartz countertops, a white tile backsplash, and a large island with seating for three. Stainless steel appliances, a white ceramic farmhouse sink, and recessed lighting complete the space, making it equally suited for casual meals or larger-scale entertaining. The open layout allows the cook to stay connected with guests while enjoying views of the dining, living and outdoor living areas. Down the hall you will pass two bedrooms. The primary suite is located to the end of the hall and offers a peaceful retreat with a beautifully renovated ensuite bathroom completed in 2021. This bathroom features a striking royal blue double vanity topped with quartz countertops, a fully tiled wall and shower with a frameless glass enclosure, and upgraded gold-toned lighting and bath fixtures that add a refined touch of luxury. Step outside to a backyard designed for true Florida living and unforgettable entertaining. The salt-generated pool, resurfaced in 2022, features a new sun shelf, elegant fountains, and heating for year-round enjoyment. New pavers installed in 2022 surround the pool and connect the outdoor living spaces, including a recently extended screened deck and a covered patio ideal for outdoor dining or relaxing in the shade. The fully fenced yard is finished with low-maintenance artificial turf and a grand privacy hedge, creating a clean, polished look while maximizing usable outdoor space. The home’s prime location further enhances its appeal, just minutes from Maitland Community Park offering playgrounds, tennis, basketball and racquetball courts, walking trails, and picnic pavilions. The Lake Maitland Boat Ramp is 13 minutes away, and nearby restaurants and shopping provide everyday convenience. This is a rare opportunity to own a move-in-ready home with thoughtful updates, exceptional outdoor living, and a highly desirable Maitland address. ROOF - 2023 HVAC - 2010 Water Heater - 2025 Pool Pump - 2025

1933 South Boulevard, Maitland

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Discover the charm of Mid-Century Modern living in this beautifully maintained 4-bedroom, 2-bath home located in one of Maitland’s most desirable neighborhoods. This single-story residence offers a bright and inviting layout with clean architectural lines, abundant natural light, and generous living spaces perfect for both everyday comfort and entertaining. Under the carpet is beautiful preserved grey and white terrazzo flooring just waiting to be refinished!! The kitchen and spacious dining and living areas flow seamlessly to the outdoors, where mature landscaping and an oversized yard create a sense of privacy and tranquility. The living room and dining room combo off the kitchen makes meal time easy and with an additional family room off the other side of the kitchen there is plenty of space for all to gather, watch TV etc... The sliding doors that open up to the screened in porch provide additional entertaining space!! Home has four spacious bedrooms with ample closet space. Plenty of driveway parking, the two car carport provides additional covered parking and parking is allowed on the street. Ideally situated near top-rated schools - Dommerich, Maitland Middle and Winter Park High School. Winter Park, Maitland City Centre, Lake Sybelia, local parks, and major commuter routes are all convenient. This home blends timeless style with modern convenience. With its prime location and distinctive Mid-Century character, this Maitland gem is ready to welcome its next owner.

620 Chickapee Trail, Maitland

$520,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Don’t miss this beautifully updated 3-bedroom, 2-bathroom English Estates pool home with a versatile bonus room that can serve as a 4th bedroom, office, gym, or playroom—complete with its own private entrance. Priced below appraised value, this home is packed with thoughtful upgrades and modern conveniences. The exterior boasts fresh paint, updated lighting, and a charming covered front patio with classic brick accents, offering great curb appeal. Inside, you'll find new interior paint, crown molding, plantation shutters, floating wood floors, and newer windows throughout, creating a bright, welcoming space. The updated kitchen is both functional and stylish, featuring stainless steel appliances, granite countertops, decorative tile backsplash, a built-in desk, and an open layout that flows seamlessly into the family and dining rooms. French doors lead you out to a spacious screened-in pool area, perfect for entertaining or relaxing, with adjacent patio perfect for grilling and enjoying the Florida lifestyle. Smart home features include: smart interior lighting to control ceiling lights/fans, etc., from your phone; a smart thermostat; doorbell; smart locks; smart garage door; smart remote blinds in kitchen & office; wired security cameras; and a Tesla EV charger in the attached garage. Additional upgrades include a new pool pump, new window blinds, new light fixtures, a tankless hot water heater, updated electrical, PVC plumbing, 2017 roof and 2022 HVAC system. The garage also offers a storage closet and a climate-controlled laundry room. With a fenced side yard and dedicated dog run, as well as fiber internet availability for those working from home, this property combines style, function, and unbeatable value in one exceptional package. Convenient location in the heart of Maitland, with easy access to Maitland Community Park, Maitland City Centre, the SunRail, and minutes to I-4.

1231 Glastonberry Road, Maitland

$540,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome Home!Don’t miss this fabulous opportunity to own a beautiful ranch-style home in one of the area’s most sought-after communities! Located on a quiet cul-de-sac, this spacious 2,240 sq ft residence sits on a generous 0.4-acre lot and features an oversized 3-car garage—perfect for extra storage or a workshop. 4 Bedrooms 2.5 BathroomsEnjoy large, comfortable bedrooms, a formal dining room, and a separate living room ideal for entertaining. The cozy family room boasts a charming wood-burning fireplace, creating the perfect ambiance for relaxing evenings. Chef’s KitchenThe expansive kitchen includes a central island, a sunny dinette, and a built-in desk—ideal for meal prep, casual dining, or working from home. Durable ceramic tile flooring flows throughout the entire home, offering both style and easy maintenance. Outdoor OasisStep through sliding glass doors to a huge screened-in lanai overlooking a sparkling oversized pool and a fully fenced backyard—your private retreat for outdoor fun and entertaining. Prime LocationJust minutes from downtown Winter Park and the Maitland Center, you’ll have quick access to top-rated schools, shopping, dining, movies, and year-round festivals. Schedule a showing today!

2525 Native Court, Maitland

$571,000

3 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Data Entry

1240 Trust Lane, Maitland

$540,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings, a rarely available lakeside community perfectly positioned across from beautiful Lake Lily. This fully renovated 4th-floor condo combines modern elegance with stunning water views of Lake Maitland, visible right from your living room and screened-in balcony. Inside, you’ll find an open, light-filled layout with white-oak luxury vinyl flooring that sets a clean, contemporary tone. The kitchen has been completely updated with premium appliances, quartz countertops, and brass fixtures, creating a space that’s both stylish and functional. The primary bedroom suite features a spacious walk-in closet and a beautifully finished en-suite bathroom with a large walk-in shower. A second bedroom and full bath offer plenty of room for guests or a home office. Additional conveniences include an in-unit laundry room with washer and dryer, plus elevator access for easy entry. Residents of The Moorings enjoy a host of amenities, including a sparkling community pool, private boat docks, a scenic pier with seating area, a fitness center, and a clubhouse for gatherings. Located just minutes from top-rated restaurants, shopping, and entertainment in Maitland and Winter Park, this condo offers the ideal blend of tranquility and city convenience. Come experience lakefront living at its finest.

206 Quayside Circle Unit 404, Maitland

$490,000

3 Beds ⋅ 2 Baths ⋅ Maitland Club SubDv. ⋅ 32751 Zip Code

Special Opportunity in the heart of Maitland! Own a piece of history or build your dream home on this generous quarter acre lot that is just a five-minute walk from the Maitland Arts Center. The existing 3-bedroom, 2 bath home has all the character of a historical home, including gorgeous 6-panel doors, unique floor plan, and built-in details. Relish the extensive mature landscaping and block workshop with electric and water. With Lake Sybella within a minute walk from the doorstep, you'll never want for natural beauty. You'll also have all the conveniences that come with living in the heart of Maitland.

400 Boynton Road, Maitland

$575,000

4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Nestled on a gorgeous tree-lined street, this charming residence exudes warmth, elegance, and timeless appeal. From the moment you arrive, the excellent curb appeal draws you in — with an established landscaped yard, paver driveway and walkways, classic brick exterior with shutters, and newer front and garage doors that set the tone for what awaits inside. Step into an inviting home where quality craftsmanship meets modern updates. The updated kitchen is a true showpiece, featuring granite countertops, solid wood cabinetry, tiled backsplash, breakfast bar with pendant lighting, and stainless steel appliances, including a Bosch dishwasher (2024) and a new double oven (2021). Throughout the main living areas, you’ll find gleaming hardwood floors and crown molding, enhancing the home’s sophisticated style. Large windows and solar tubes in the kitchen and family room fill the space with beautiful natural light. Enjoy two cozy wood-burning fireplaces — one in the family room and one in the living room — each flanked by built-in shelving and cabinetry. The living room’s large picturesque window offers the perfect spot for seasonal décor or simply enjoying the tranquil view. A separate dining room with built-in cabinets, crown molding, and sliders to the back porch makes entertaining effortless. The primary suite is spacious and serene, featuring a walk-in closet, crown molding, and a beautifully updated en suite bath with granite counters, tiled shower with glass enclosure, updated lighting and fixtures, and a new TOTO toilet. The three oversized secondary bedrooms offer ample closet space; one is currently used as an office. The updated guest bath includes granite countertops and modern finishes. The large inside laundry room, conveniently located off the kitchen, provides abundant cabinet and counter space, a utility sink, and two pantries, plus a private half bath with a new high-rise toilet for guests. Step into the tiled Florida room, where large windows and motorized retractable screens invite you to relax and enjoy the gorgeous, manicured backyard views. Off the Florida room, a brick porch with a retractable awning and coach lights provides a peaceful spot for morning coffee or evening gatherings. The fenced backyard features a paver-lined walkway and lush landscaping for added privacy and charm. Recent updates include: HVAC (2023) • Whole House Water Softener (2021) • Washer (2023) • Dryer (2019) • Water Heater (2021) • Porch Awning (2016) • Range (2021) • Refrigerator (2016) • Bosch Dishwasher (2024) • Roof (2013) replumbed (2002) Located near Maitland Avenue, I-4, and 414, this home offers easy access to dining, shopping, parks, the Maitland Farmers Market, and top-rated schools. Come see why homes in Stonewood are so highly sought-after — this one truly has it all: charm, comfort, and convenience in one of Maitland’s most picturesque neighborhoods.

448 Plumhollow Lane, Maitland

6 Beds ⋅ 4 Baths ⋅ Oakwood SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. HUGE PRICE DROP! Whole Duplex. 6/4 (3 bed 2 bath in each unit). The Duplex is located in a cul-de-sac on a large lot that backs up to walking trail. Oakmont neighborhood has access directly to Sunrail Maitland Station. No HOA. Unit 933 has a fireplace for those cold Florida winters. The backyard is fully fenced and has an above-the-ground pool and a fully functionable bar with electric and running water. Great Investment Opportunity! Reroofed in 2018. FREE 1-0 Temporary Buydown Rate (receive a 1% lower rate for 12 months) through the seller's preferred lender. Ask your agent for more info!! Offer expires June 30th.

933 and 935 Robinhood Court, Maitland

$583,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully appointed single-story, single-family home located in one of Maitland’s most exclusive gated communities. Nestled on the tranquil shores of Howell Creek and overlooking protected conservation land in the front, this residence offers a rare combination of privacy, natural beauty, and refined living. Step inside to an open and airy layout filled with natural light and serene water views. This residence features a split floor plan with 3 Bedrooms and 2 Full Bathrooms. The Floor Plan includes a Foyer, Formal Dining room with architectural designs, spacious living room with a gas fireplace, Open concept kitchen with generous cabinetry and countertop space, and a cozy dinette. The living spaces are thoughtfully designed for both relaxation and entertaining, featuring new vinyl plank flooring throughout the home. The primary suite offers a tranquil retreat with its own en-suite bath, while the additional bedrooms are ideal for family, guests, or a home office. Enjoy the outdoors in your private backyard oasis, where mature landscaping and direct frontage to Howell Creek create a serene setting for morning coffee or evening sunsets on the tiled screened porch or extended tile patio. The gated community provides added security all within a quiet, well-maintained environment. Just minutes to Park Avenue in Winter Park, Maitland Social, City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2634 Ultra Vista Drive, Maitland

$539,900

3 Beds ⋅ 2 Baths ⋅ Roosevelt Place SubDv. ⋅ 32751 Zip Code

This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and outside, all new baseboards too much to list. Extra Large kitchen, including all kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully left in the house for future use. Two electric fireplaces provide cozy ambiance, and a fully functional wood fireplace offers additional charm and warmth if the buyer wishes to restore it. The property also received a host of exterior enhancements in 2017 and 2018, including a paver patio, fence, and a newly installed drain field for the septic system. The well pump was replaced around the same time Refurbished water treatment system. A relatively new Kinetico Premier water system, though exact installation date eludes memory, comes with operational paperwork for easy use. Further updates in 2020 include new windows in the garage and three bedrooms, a generator switch box, and new electrical panels. The attic received fresh insulation, and the ducts were professionally cleaned, ensuring energy efficiency. To top it all off, a brand-new shed was added in 2022, providing ample storage space for your convenience. This meticulously maintained property is a true gem, offering both modern amenities and peace of mind for years to come. Don't miss the chance to make it your own!

135 Roosevelt Place, Maitland

Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Perfect opportunity to make this your dream home or add to your investment portfolio. This home is located on a 8x100 lot in the heart of Maitland and is walking to distance to Dommerich Elementary and Maitland Middle schools. This property provides loads of potential and offers a fenced backyard and a 2-car garage. Set up your showing today.

107 Tangelo Court, Maitland

3 Beds ⋅ 3 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Perfect opportunity to make this your dream home or add to your investment portfolio. This home is located on an 80x100 lot in the heart of Maitland and is walking to distance to Dommerich Elementary and Maitland Middle schools. This property provides loads of potential and offers a fenced backyard and a 2-car garage. Set up your showing today.

107 Tangelo Court, Maitland

$575,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook 3rd Sec SubDv. ⋅ 32751 Zip Code

Experience refined living in this impeccably maintained 4Bd/2Ba pool home with a spacious layout, perfectly situated in a desirable, well-established neighborhood close to shopping, dining and everyday essentials. The customized kitchen is a true showpiece—featuring an expansive pull-out pantry, double pull-out corner cabinet system, built-in spice rack, and a spacious island designed for both function and elegance. Abundant natural light, updated flush mount lighting, and ample storage create a space that is as beautiful as it is practical. Throughout the home, you’ll find timeless finishes including crown molding, wood-look porcelain tile, and double-pane windows that enhance both style and comfort. Step outside to your private oasis—an extra-large refinished pool (2017) surrounded by premier artificial turf and lush landscaping offering the perfect balance of luxury and low maintenance. The oversized garage impresses with extra shelving, an insulated door with DC quiet opener and battery backup, and the refrigerator is included. Peace of mind comes with thoughtful updates: Roof (2021), HVAC (2016), and new ductwork, R30 insulation and aluminum soffits (2024). A home where craftsmanship meets comfort—modern sophistication and meticulous care make this a rare opportunity not to be missed. CALL TODAY to schedule your private viewing.

671 Brookside Road, Maitland

$571,430

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code

RENOVATIONS OF THE HIGHEST STANDARD!! Sunshine State Home’s experienced design team continues to exceed the expectations of today’s discerning Buyer’s. The renovation of this classic Mid-Century Maitland home brings delightful charm within a highly sought after NON-HOA neighborhood of Indian Hills. The finished product “punches above it’s weight” in every possible way. KITCHEN offers two-tone, solid wood cabinetry topped with contemporary quartz counters. Stylish finishes including an undermount sink with long-neck faucet, upgraded black-matte cabinet door pulls and a modern stainless steel appliance package create a delightful cooking environment. LARGE LIVING SPACES including living / bonus / dinette and separate family rooms offer an abundance of options catering to a variety of lifestyle preferences and activities. BEDROOMS within this split-plan layout include His/Hers closets in the primary suite and a large 2nd bedroom and 3rd bedroom situated privately in the far corner of home. FLOORING throughout the home, upgraded Luxury Vinyl Plank was laid “wall-to-wall” and topped with upgraded 5 ¼“ baseboards, creating a peaceful yet contemporary feel to every room. BATHROOMS (both primary and secondary) have been fully remodeled including sinks, faucets, shower, tub, toilets, lighting and more. FINISHES including modern door hardware & hinges, ceiling fan and LED lighting throughout, wire rack shelving in all closets, updated electrical outlets and switches all combine to bring this vintage home up to today’s look & feel. OUTSIDE, a covered area on the back patio lanai provides the perfect shaded gathering place amidst a sun-filled day splashing in the inground swimming pool. Fully fenced and private, the backyard offers an oasis for sunbathing and a midnight swim. 4-POINT inspection items including roof (2023), hot-water heater (2025), HVAC (2019) will provide peace of mind. COMMUNITY events and activities abound within Indian Hills. Kewannee Park, a county park, offers walking trails and a boardwalk, fishing ponds, basketball court, and playgrounds all within walking distance. A-Rated Seminole County Public School district.

2666 Derbyshire Road, Maitland

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

**2025 ROOF** | **POOL HOME** Start your new life to one of Orlando's most prestigious suburbs! Located in the heart of Maitland and zoned for great schools! This 4 bedroom, 2 bath home is a sanctuary for a growing family or to start yours. In this stunning home comfort meets timeless charm. Outside you will find a Zen-like screened pool area and a serene back yard lushly landscaped with mature fruit trees. Enjoy the benefits of a newly installed roof and upgraded insulation, providing energy efficiency and cost savings. This home offers the perfect blend of value and comfort, situated minutes from downtown Winter Park, downtown Orlando and just walking distance from Kewanee Park. Here you’ll enjoy proximity to upscale boutiques, cafés and fine dining, making this home convenient and comfortable for everyday living. This is a rare opportunity to own a meticulously maintained and perfectly situated home. Ready for you to move in and enjoy!

2632 Derbyshire Road, Maitland

3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code

Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light. The heart of the home is the stunning kitchen, showcasing white cabinetry, quartz countertops, stainless steel appliances, a decorative hood above the cooktop, and a classic subway tile backsplash. A charming bay window creates the perfect breakfast nook, while the open-concept living and dining areas provide ideal space for entertaining and everyday living. A wood-burning fireplace adds warmth and ambiance to the living room, creating a cozy focal point. Step through French doors into a sun-drenched sunroom with walls of windows overlooking tranquil community green space – your own private retreat for morning coffee or evening relaxation. Luxury vinyl plank flooring flows throughout the main level, complemented by plantation shutters and fresh paint. The second floor houses all three generously sized bedrooms, including a serene primary suite with a completely renovated en suite bathroom featuring a double sink vanity, walk-in shower, and spacious walk-in closet with custom built-ins. The updated hall bath offers a tub/shower combo and single-sink vanity. The second bedroom also features custom built-in closet organizers for added storage and convenience. Additional features include ceiling fans, interior laundry, and an attached one-car garage. Living in The Moorings means enjoying exclusive amenities, including a community dock on Lake Maitland, sparkling pool, and clubhouse. The location is unbeatable – just moments from Maitland's charming Lake Lily Park and its popular weekly farmer's market, five minutes from the upscale shops and dining of Park Avenue, and surrounded by the best of Central Florida's shopping, restaurants, and entertainment.

225 Quayside Circle, Maitland

$635,000

Dixie Terrace SubDv. ⋅ 32751 Zip Code

Tucked away on a quiet dead-end street, this rare double lot is framed by a stately mature oak tree, setting the tone for the estate you’ve always envisioned. Positioned right on the border of Maitland and Winter Park, the location offers the best of both worlds, minutes from Park Avenue’s dining and boutiques, lake days on Lake Maitland, and seamless connectivity to I-4. Surrounded by top-rated schools and established luxury homes, this property offers limitless potential to design and build with the builder of your choice. More than just land, this is an opportunity to create your own sanctuary in one of Central Florida’s most desired enclaves.

1630 Lyndale Boulevard, Maitland

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Seller is willing to assist with buyer closing costs or assist with interest rate buy down. This stunning 4-bedroom, 2-bathroom home has been completely reimagined from the ground up, offering flawless design, and premium finishes. Situated on a generous lot in a sought-after Maitland neighborhood, this home combines comfort, function, and style in every detail. Step inside to an inviting open-concept layout with luxury vinyl plank flooring, new lighting, and abundant natural light streaming through vinyl windows. The designer kitchen steals the spotlight with updates cabinetry, granite countertops with, and new appliances—crafted for the modern entertainer. The primary suite offers a tranquil retreat with a spa-inspired en suite bathroom featuring beautiful tilework and elegant fixtures. Both bathrooms have been tastefully renovated to reflect timeless design. Enjoy the added flexibility of a dedicated laundry room and a 2 car garage offering extra storage and workspace. Outside, the expansive backyard with a newly resurfaced in ground pool is your canvas for creating the outdoor lifestyle you've always wanted—whether it's hosting gatherings, gardening, or relaxing in the Florida sunshine. Located just minutes from top-rated schools, parks, shopping, and dining, 1470 Winston isn’t just move-in ready—it’s transformation perfected. Schedule your private showing today and fall in love with everything this exceptional home has to show. Clean 4 point inspection available by request.

1470 Winston Road, Maitland

$535,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

RARE OPPORTUNITY – Enjoy lakefront living with a PRIVATE BOAT SLIP on the Winter Park chain of lakes in this top-floor penthouse condo. The Moorings on Lake Maitland, one of Central Florida’s most coveted waterfront communities. This spacious 2-bedroom, 2-bath residence offers soaring vaulted ceilings, breathtaking lake views, and your own assigned private boat slip—a rare find on the Winter Park Chain of Lakes. Step inside to an abundance of natural light and a thoughtfully designed floor plan with no upstairs neighbors, ensuring maximum privacy and quiet. The large living area opens to a glass-enclosed sunroom with panoramic views of Lake Maitland—perfect for morning coffee or relaxing at sunset. The kitchen is bright and functional, featuring a breakfast nook and walk-in pantry. The split-bedroom layout offers privacy and flexibility. The primary suite includes a handicap-accessible bath, generous closet space, and tranquil lake views. The guest bedroom and full second bath are perfect for visitors or a home office. The laundry is conveniently located tucked off the main hall, and with custom closets in both bedrooms the amount of storage is great. For larger items the unit includes a locking storage closet on the landing, and is perfect for bikes, golf clubs, holiday decorations etc. The unit comes with one reserved covered parking space and plenty of guest parking. The complex has a newly renovated pool, hot tub & clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this rare top-floor condo offers an unbeatable combination of comfort, convenience, and waterfront access. Live the Florida lake lifestyle—schedule your private showing today!

202 Quayside Circle Unit 404, Maitland

$490,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking the fully fenced backyard. Upgrades include NEW energy-efficient windows, built-in closets, smart lighting and cameras, and fresh, modern paint colors. The chef’s kitchen offers stainless appliances, farmhouse sink, and ample cabinetry. Perfect for entertaining—dine al fresco on the large patio under shade trees or gather inside the Florida Room. No HOA. Just minutes from Maitland City Centre, the 414 for easy travel and 10 minutes to Park Avenue. Call today for your private showing.

515 W Faith Terrace, Maitland

3 Beds ⋅ 4 Baths ⋅ Preserve At Maitland SubDv. ⋅ 32751 Zip Code

This home does more than check boxes. It tells a story. Minutes from downtown Winter Park, this modern residence offers the kind of design and layout that transforms daily routines into meaningful moments. Step inside to find tall ceilings, wide-plank wood floors, and a chef’s kitchen with quartz countertops, a gas range, and space to gather, cook, and connect. Each bedroom is a private suite with its own bathroom and custom closet system. A walk-in pantry, linen closet, dedicated laundry room, loft, and oversized two-car garage provide smart storage and flexibility. The floor plan supports both quiet mornings and lively evenings with room to grow, recharge, and entertain. Upstairs, the primary suite opens to a private balcony and a large patio perfect for a quiet coffee or a vibrant sunset gathering. The backyard is fully fenced and features premium LifeProof turf installed in November 2024. Outdoor outlets on both floors, a built-in gas line for grilling, and a paver patio create an ideal setup for open-air living. Recent upgrades include a roof, A/C, and water heater installed in 2020, along with a UVC light in the air handler to enhance air quality. The community offers access to Lake Howell Creek for fishing and kayaking, shared green space, and a low-maintenance lifestyle with a friendly neighborhood feel. With easy access to Park Avenue, major highways, restaurants, and shopping, this home is a refined blend of design, comfort, and location. It is ready for its next chapter.

2162 Lake Howell Preserve Court, Maitland

5 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to 1411 Glastonberry Road, a spacious 5-bedroom, 2-bathroom home tucked within the desirable English Estates community in Maitland. This established neighborhood is known for its tree-lined streets, sense of community, and highly sought-after location within the top-rated Seminole County Public School System, making it an excellent choice for those looking for both comfort and convenience. Step inside and you will find a thoughtfully designed split floorplan that maximizes space and privacy. The home has been updated with laminate flooring throughout, providing a modern look that is both stylish and low-maintenance. The bathrooms have been tastefully renovated, giving a fresh and contemporary feel that complements the home’s overall design. Essential updates have already been taken care of for you, a durable metal roof provides peace of mind for years to come, a complete re-plumb in 2021. One of the most notable features is that the home has been converted to public sewer! The heart of the home features open living and dining areas that flow seamlessly, creating the perfect setting for both everyday living and entertaining. With five bedrooms, there is ample flexibility for a growing household, guests, or even creating a home office or hobby room to suit your lifestyle needs. Outdoors, the home continues to impress with a spacious fenced backyard that offers plenty of room to play, garden, or simply relax in privacy. Enjoy evenings on the covered patio, or step out to the additional brick paver patio, an ideal spot for hosting barbecues, gatherings, or simply soaking up Florida sunshine. Location is key, and this property delivers. You are just a short 10–15 minute drive to Park Avenue in Winter Park, where you can enjoy upscale dining, boutique shopping, and cultural attractions. Easy access to major roadways ensures quick commutes to Downtown Orlando, the Maitland Business District, and surrounding areas, making this home as practical as it is inviting.

1411 Glastonberry Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Located in the heart of Maitland on a quiet cul-de-sac, this 3 bedroom, 2 bath single-story ranch home is a hidden gem. Light and bright with clean lines, this charming, renovated home is in move-in condition. The functional kitchen features stainless steel appliances, tile backsplash, ample cabinetry, a breakfast bar and an adjoining dining area overlooking the living room. With a wall of windows, the spacious living area is the heart of the home. The primary suite includes a walk-in closet, while the ensuite bath showcases a tiled shower updated vanity, lighting and fixtures. Two secondary bedrooms overlook the front yard and share a hall bath with dual sinks and a tub/shower combo. Outdoor living is a delight with an open-air covered patio, built-in grill, and a fenced back yard accented with flowering foliage. There is plenty of room to add a pool. Additional highlights include a long driveway with ample parking, a shed, a storage room off the patio and a whole-home water purification system. Conveniently located near I-4, Winter Park, SunRail, Maitland Farmer's Market and local area restaurants. Recent improvements include a dishwasher and water heater in 2025, 3-ton AC in 2022 and windows in 2020. Septic system to be replaced in September 2025. This property combines charm, function and location in one exceptional package. Welcome home!

170 E Faith Terrace, Maitland

$579,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living. <iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

1434 Winston Road, Maitland

$529,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Zero maintenance with a gated community for peace of mind when traveling, enjoying your friends, hobbies and family! This open plan home with 3 bedrooms plus office is immaculately cared for and ready for a new owner! The home’s foyer welcomes everyone with high ceilings, crown molding, Brazilian oak flooring and an abundance of natural lighting plus window coverings throughout. The updated chef kitchen has an eat-in area with picturesque views, granite counters, extensive custom cabinetry and a bar for sitting and observing the chef! Newer appliances include Bosch dishwasher and natural gas for cooking! This open plan is ideal for living and entertaining as the kitchen overlooks the dining and the family room beyond! Bedrooms have privacy off the family room and enjoy updated baths. The spacious primary bedroom has a walk-in closet, dual vanities, garden tub, large glass shower and separate toilet area. additional bedrooms have landscaped views, ceiling fans and large closets. An additional den, office or flex space with a French door leads outside to the extended, covered, paver patio overlooking the green space- perfect spot to relax with your favorite beverage or fire up the grill! A large laundry room with Samsung washer/dryer is near the oversized 2-car garage with additional shelving and refrigerator/freezer. Roof-2015, Trane 4 ton HVAC 4-2023, Gas Water Heater-2017 and Termite Bond. Ideal location just minutes from downtown Winter Park, Maitland, 2 Publix's nearby and more! Plus easy access to 436, 408, 417 and I-4! Best location for enjoying Central Orlando and beyond.

2636 Queen Mary Place, Maitland

$569,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

***PRIVATE COMMUNITY BOAT RAMP with Access to the Maitland & Winter Park CHAIN-OF-LAKES!*** Don’t miss this opportunity to own this beautifully renovated 3-bedroom, 2-bath home in highly desirable DOMMERICH ESTATES. Enjoy the waterfront lifestyle just steps away from your front door offering a private community boat ramp, fishing pier, picnic tables, built-in grills, social events and endless sunset views from the shoreline of Lake Minneola. Just outside the community amenities you are sure to enjoy and explore the multiple resident parks with canopied tree walking/biking trails, playgrounds, tennis courts, lush gardens and so much more. As you step into the foyer, you’re welcomed by a bright, open-concept floor plan with a tranquil ambiance. Expansive NEW WINDOWS and SLIDING GLASS DOORS throughout the main living areas flood the home with natural light and offer stunning panoramic views. Seamless indoor/outdoor living is made easy with direct access to the private patio from both the dining room and Florida room—perfect for entertaining family and friends. The bedroom quarters are tucked away down a private hallway off the living room. Newly renovated bathroom features timeless white subway tile, a quartz countertop vanity, and an oversized storage closet of the hallway. The owner’s suite, located at the end of the hall, offers a peaceful retreat with a walk-in closet and private patio access through sliding glass doors—creating your own personal oasis. ***UPGRADES INCLUDE: New Roof & Gutters 2025, Water Heater 2025, Interior & Exterior Paint 2025, Updated Landscaping 2025, Windows & Doors 2025, Newly Renovated Kitchen with New Appliances, Underground Public Utilities and so much more!*** Come experience the active lifestyle and charm of one of Maitland’s most sought-after neighborhoods!

555 Arapaho Trail, Maitland

$555,000

2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland

$580,000

4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style. Heart of the Home: The Kitchen is at the center of the home and has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer space, and a spacious pantry. The cozy eat-in nook overlooks your brick paver-surrounded, screened-in pool, creating a perfect spot for morning coffee or casual meals. Living Spaces: The family room opens easily, featuring a charming brick fireplace with an electric crackle for ambiance. Three additional bedrooms are thoughtfully arranged, including a pool-planned bathroom and a secondary ensuite bath for guests or family. Formal Living & Dining An L-shaped formal living and dining room divides the home, offering elegant spaces for entertaining or relaxing. Primary Suite Retreat The updated primary suite is a true retreat, featuring a private water closet, step-in shower, double sinks, and double closets. Wide doors throughout make movement easy and accessible. Convenience & Extras Laundry facilities are conveniently located on the way to the two-car garage, where you’ll also find a carbonated water filter just outside the door for fresh, sparkling water. Outdoor Living For those who love the outdoors, the large cobblestone deck wraps around the screened-in pool, providing plenty of space for entertaining year-round. There’s a fire pit in the backyard to enjoy. We are proud to offer reality staging and reality renovations with stage, style & design by dakini.

2318 Castlewood Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to 503 Lake Shore Drive in beautiful Maitland – where charm meets modern updates in a prime central location! This beautifully updated home is nestled across the street from scenic Lake Faith and offers a rare combination of character, functionality, and thoughtful renovations — all with no HOA. Step inside to discover an inviting open-concept floor plan featuring luxury vinyl plank floors throughout, a wood-burning fireplace with a brick mantle in the Living room, and built-in shelving in the family room & office that adds both charm and endless storage AND decor options. The versatile bonus room overlooks the expansive backyard and is perfect as a home office, playroom, or hobby space. A breakfast bar off the dining room makes entertaining easy, and the kitchen, remodeled in 2023, showcases modern finishes and plenty of cabinet space. Both bathrooms have been tastefully updated (master bath in 2020, hall bath in 2023) and the home’s major systems are already taken care of, including HVAC & ductwork (~2016), plumbing (2019), windows (2014), hot water heater (2024), roof (2023), and a newer electrical panel — offering peace of mind for years to come. The 2-car garage is more like a tandem 3-car, it is so large! Outdoor living is equally impressive with a charming front porch and a large screened back porch with beautiful wood ceilings, perfect for relaxing or hosting gatherings. The huge, fully fenced backyard features an irrigation system and fire pit, providing endless space for play, pets, or even a future pool. An oversized garage adds extra storage and parking flexibility. Situated in a sought-after Maitland location close to major highways, shopping, dining, and top-rated schools, this home offers the best of convenience and comfort — don't miss out!

503 Lake Shore Drive, Maitland

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 3rd Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS. Close to everything that Maitland and Winter Park known for, shopping dining and more. Don’t wait, come see today.

1024 Kewannee Trail, Maitland

$524,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Welcome to 2621 Queen Mary Place where charm, comfort, and location come together in one perfect Maitland home. Tucked at the end of a quiet cul-de-sac in the gated Brittany Gardens community, this beautifully maintained 3-bedroom, 2-bath home offers over 2,100 sq ft of thoughtfully designed living space. Freshly updated and move-in ready, the home features brand-new flooring, abundant natural light, and elegant touches throughout from crown molding and recessed lighting to custom built-ins. The kitchen is a true standout, with Silestone countertops, modern appliances, generous cabinetry, a functional island, and a sunny bay window breakfast nook. The private primary suite includes a walk-in closet, dual sinks, and a spacious walk-in shower. A smart split-bedroom layout ensures added privacy, with two guest bedrooms and a full bath on the opposite side of the home. Additional highlights include: Laundry room conveniently located off the primary bath 2-car garage with 20 ft ceilings and extra storage. Manicured neighborhood with mature trees and gated access Community access to Howell Creek, Lake Waumpi, and scenic green spaces All just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer. This is more than a home, it’s a lifestyle. Come see it in person to truly appreciate what makes it special.

2621 Queen Mary Place, Maitland

3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code

Immaculate three bedroom, two bathroom home located in the highly desirable Druid Hills neighborhood. This home boasts warmth and charm. Impeccably designed, this home offers the farmhouse style you have been searching for. From the custom kitchen cabinetry to the roof, no detail has been left unattended. Upon entering through the front door you are immediately immersed by the charm of this home. The centerpiece, the kitchen, opens itself to all living areas of the home. The kitchen features custom concrete countertops, classic farmhouse sink, gas range (propane), dual pantries, custom solid wood cabinetry accompanied by upgraded appliances that blend perfectly into the cabinetry setting, all brought together by a vast 9 foot center island featuring a custom made butcher block counter top. Lying just off the kitchen is a cozy, yet elegant dining room accompanied by a quaint dry bar with a beautiful cedar board backdrop. Venturing down the hallway, extended from the main living areas, rests the master suite. Featuring vinyl flooring, the master suite offers a peaceful retreat. The home features a mudroom, including washer and dryer connections and a custom built shoe cubby and coat rack. Some of the newer updates include Low-E Windows 2021, new AC and Ductwork 2022, new Electric Hot Water Heater 2022, a new Vinyl Fence 2022, and new Roof 2024. Enjoy the peaceful sights and sounds of the majestic live oaks that surround this beautiful home, while relaxing on the back patio. Convenience cannot be overstated, located within close proximity and access to Downtown Maitland, I-4 (with quick access to I-4 Express West Bound), superb Seminole County schools, and many local restaurants and establishments.

1004 Gregory Drive, Maitland

$476,500

4 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland

3 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Welcome to the highly sought after subdivision of Stonewood where this beautiful home is ready for new owners! This home has been well maintained and meticulously cared for with pride for the past 30 years by the same owner. As you pull up, you'll notice the stunning curb appeal complete with colorful landscaping, fresh exterior paint, mature oak trees, and brand new roof (2025)! As you step inside, you'll be greeted by an abundance of natural light and an inviting floor plan perfect for any family. The interior has been updated with brand new carpet and vinyl flooring in all of the living areas, fresh paint throughout, and new light fixtures! The kitchen is at the heart of the home and is bright, spacious, and connects to the living room, which is perfect for entertaining! The bedrooms are on a split floor plan ideal for quiet and privacy. The primary bedroom is large and fully equipped with multiple walk in closets and a spacious en suite. Step outside through the french doors into your large screened-in porch so you can enjoy all that Florida has to offer. The backyard is fenced and shaded by the mature oak trees, perfect for a swing set or enjoying time with friends and family. Stonewood is a beautiful, established neighborhood in the heart of Maitland. It has great school options nearby and is also conveniently located near shopping, dining, and major roads allowing for easy commute around town. Don't wait on this one; schedule your showing today!

444 Stonewood Lane, Maitland

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to your beautifully renovated corner-lot oasis in the desirable English Estates community of Maitland! This stunning 3-bedroom, 2-bathroom POOL home offers the perfect blend of modern upgrades, indoor-outdoor living, and an unbeatable location. Step inside and be greeted by an abundance of natural light and a spacious, comfortable floor plan. The upgraded kitchen features sleek GRANITE countertops, modern cabinetry with GOLD hardware, and a striking TILE fireplace—perfect for cozy evenings and stylish entertaining. Relax or entertain year-round in the screened-in porch overlooking your private backyard retreat. Take a refreshing dip in the sparkling POOL, or unwind under the GAZEBO—ideal for gatherings or peaceful mornings with coffee. Major updates include:NEW plumbing, NEW HVAC & A/C, 2023 Roof, and a Smart thermostat. Both bathrooms have been completely RENOVATED with elegant finishes. Location is key—just a short walk or BIKE ride to the scenic Kewannee Trail, and only 4 miles to Altamonte Mall. Here you will be moments from great schools, dining, shopping, and you'll have convenient access to I-4, making it easy for commuting. This home is truly a MUST-SEE. Schedule your private showing today.

2201 Sunderland Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, Maitland

$575,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Welcome to this one-of-a-kind gem in the Maitland neighborhood of English Estates. Originally built in 1961 as the builder's model home, this sprawling 2,649-square-foot ranch-style home has been tastefully and thoughtfully updated, offering a seamless blend of mid-century charm and modern convenience. Situated on a beautifully landscaped CORNER .31 ACRE LOT, this property boasts a functional CIRCULAR DRIVEWAY and 2 CAR SIDE ENTRY GARAGE. Step inside and be captivated by the natural light that pours through the abundance of windows. The large dining room at the front of the home offers views of the front yard, setting the stage for memorable gatherings. The open-concept kitchen has been updated with GRANITE countertops, MODERN cabinets, and REFINISHED TERRAZZO flooring, which flows effortlessly into the inviting family room. From here, sliding doors lead to a spacious screened patio and a FULLY ENCLOSED backyard. Walk through the family room into the living area that features a DOUBLE SIDED FIREPLACE and backyard views. The primary suite features dual closets, backyard views, and an updated en-suite bathroom with a walk-in shower. The secondary bedrooms are generously sized and share a stylish bathroom complete with a double vanity and a tub/shower combination. Additionally, the OVERSIZED INDOOR LAUNDRY ROOM, which once served as the builder's office, offers ample space and includes a convenient nearby half-bath. Significant UPDATES include a BRAND NEW ROOF currently being installed, modern WINDOWS, updated ELECTRICAL AND PLUMBING systems, new interior and exterior PAINT, upgraded ATTIC INSULATION, beautifully refinished terrazzo floors, well for irrigation, A/C UNIT 2019, and WATER HEATER 2017. Enjoy the unbeatable location just minutes from downtown Winter Park, major expressways, shopping, dining, Kewannee Park, and the nearby bike trail. Don't miss your chance to experience this extraordinary home! Schedule a private tour today and see firsthand why this property truly sets the bar in English Estates.

2344 Derbyshire Road, Maitland

$505,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Meticulously renovated in 2025 with an emphasis on luxury design and detail. Set on nearly a third of an acre in Maitland, offering a seamless turnkey home with elegance from the moment you arrive. Inside, open-concept spaces feel bright and welcoming, anchored by luxury vinyl flooring and natural light streaming through brand-new double-pane windows. A floor-to-ceiling fireplace creates a striking focal point. The kitchen is designed for everyday ease, featuring an oversized quartz island, custom shaker cabinetry, a built-in microwave drawer, and a complete suite of stainless steel appliances ideal for preparing meals or hosting gatherings. Four spacious bedrooms provide flexibility for any lifestyle. The primary suite is a peaceful retreat, offering plenty of room to unwind, with an en suite bathroom that feels spa-like and sophisticated. Highlights include a dual-sink Carrera marble vanity, a walk-in shower, and contemporary fixtures that elevate the experience. A second bath continues the clean aesthetic with thoughtful design and luxury. Extensive upgrades ensure lasting peace of mind, including a new roof, updated HVAC with all-new ductwork, CPVC plumbing, electrical, blown-in insulation, and a WiFi-controlled sprinkler system. Even the garage door and motor, soffits, and front entry have been completely renewed. Step outside into a backyard oasis enclosed by fencing and framed by mature trees. A large patio shaded by a graceful palm creates the perfect spot for morning coffee or outdoor dining. The location blends tranquility with convenience—less than 10 minutes to Park Avenue’s boutiques and restaurants, just over 5 miles to Winter Park Village’s movie theater and dining, and approximately 15 minutes to downtown Orlando. For those seeking a move-in ready home that feels brand new while offering the comfort of an established neighborhood, Schedule your showing today.

2089 Sunderland Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully renovated 3 bedroom, 2 bathroom pool home, nestled in the prestigious Dommerich Estates neighborhood in Maitland. This home combines classic midcentury charm with modern updates, offering the perfect balance of comfort and easy living. As you enter the home, you will find an updated kitchen with quartz counters, wood cabinets, stainless steel appliances. stone flooring and an in room dining area. The bright and open living room, dining room, and adjacent bonus room/office are a perfect space for entertaining and have exquisite, recently refinished wood floors. The large primary bedroom has a beautifully refinished wood floor, a walk in closet and it's own adjoining bath room with pedestal sink and shower. The 2 additional bedrooms share an updated bathroom with 2 sinks, bath/ shower combo and ample storage in the updated cabinetry. Plantation shutters are installed on all bedroom windows. The property is beautifully landscaped, and the backyard is a personal oasis, complete with oversized screened in porch covering a gorgeous saltwater pool, hot tub and outdoor dining/lounging area surrounded by beautiful brick pavers. Meticulously maintained and renovated over the years, this home has thoughtful updates throughout, including a newer roof, modern finishes, and updated hvac system. Located within the fantastic Dommerich Estates community, the home is benefitted by deeded lake access to Lake Minnehaha and the community's lake lot and boat ramp. Located within the highly rated Dommerich Elementary, Maitland Middle, and Winter Park High School zones, the home is just a short walk to the Maitland Community Park and the many other amenities this wonderful community offers. Bring your own boat or your kayak and enjoy the best that Dommerich Estates living has to offer.

1639 Choctaw Trail, Maitland

$510,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

2220 Derbyshire Road, Maitland

$590,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling frozen in time. Inside, the renovation doesn’t overreach. Instead, it refines. The living areas are open, but grounded. Spaces connect, not collide. Craftsman-style baseboards, framed openings, and wide-plank flooring bring a clean, structured look to every room. Crisp white walls and soft natural light give the space quiet presence. The kitchen walks the line between classic and current: professional-grade appliances, navy and white cabinetry, quartz counters, matte gold hardware. It’s thoughtful and modern without shouting. The oversized island isn’t just for prep — it’s where everything happens: gathering, eating, homework — all flowing into the living room with its brick fireplace and big, bright windows. Bedrooms run along one wing, separated just enough from the living spaces. The primary suite is generously sized, with space for a full sitting area and transom-style windows that let in filtered light while keeping privacy intact. Both bathrooms strike the right balance: vintage-inspired tile, modern fixtures, and a palette that feels calm, clean, and considered. Oversized sliders open onto a wide pool deck, where the lines between inside and out disappear. True to its Maitland roots, the backyard is anchored by a full-size pool—an honest nod to an era when outdoor living wasn’t an afterthought, but a priority. It's the kind of space made for slow mornings, unhurried weekends, and summer evenings that last a little longer than planned. Just a few blocks away, a shaded boardwalk leads into Maitland Community Park—tennis courts, trails, and playgrounds tucked beneath the trees. This pocket of Maitland stays quiet but connected, close to local favorites and major roads, with an optional HOA and a pace that feels just right. This home doesn’t try too hard. It honors its roots—and lives like it’s ready for what’s next. In a city built on mid-century pride, this one simply does it better.

2350 Derbyshire Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

162 Orange Place, Maitland

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$490,000

4 Beds ⋅ 2 Baths ⋅ Maitland Woods Second Add SubDv. ⋅ 32751 Zip Code

Well maintained 4 bedroom, 2 bath home is situated on a gorgeous lot with mature landscaping. Tucked away deep in the established highly sought after neighborhood of Maitland Woods on a tree-lined street. Separate living, dining and great room with wood-burning fireplace and large glass doors with lots of great light overlooking pool and patio area. This home makes outdoor living easy with covered lanai. Ideally located to downtown Maitland, nearby Winter Park, a 5-minute walk to stroll around the park or Lake Sybelia, and minutes to the Farmer's Market, Lake Lily, shops, and restaurants. Close to Maitland amenities and easy access to major roads.

1171 Covewood Trail, Maitland

$530,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best. Step inside and experience a layout that feels natural, open, and deeply considered. Oak-toned luxury plank flooring flows throughout, anchored by smooth-finished walls, modern three-panel doors, custom trim work, and warm LED recessed lighting. The spaces feel bright but grounded, open yet purposeful. At the center, the kitchen stuns with a bold 8-foot quartz island, solid wood soft-close cabinetry, a custom-crafted blue range hood, marble backsplash, brushed brass finishes, and premium stainless appliances including a microwave drawer. The primary suite is private and polished, with detailed wall molding, a generous walk-in closet, and a spa-like bath featuring a 72-inch dual-sink vanity, marble-tiled walk-in shower, and matte black fixtures. Two additional bedrooms—each with new ceiling fans and built-in closets—share a second designer bath finished with striking tilework and wood vanity. Step outside through the French doors and into a backyard designed for both calm and celebration. The grand-size lap pool has been fully resurfaced and retiled, powered by a brand-new pump, and flanked by a custom Bali-style outdoor shower—a standout detail that elevates the space. The grounds have been completely overhauled with new sod, irrigation, sculpted landscaping, privacy fencing, and custom wood accents that give the exterior both structure and softness. The garage door and opener are brand new, and the driveway has been resurfaced for a clean, cohesive finish. 1201 Manchester isn’t just renovated—it’s meticulously refined. Turn the key and live well—your new home awaits. Schedule your tour today.

1201 Manchester Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Located in sought- after Dommerich Hills neighborhood, this classic ranch home offers endless possibilities.The ideal layout includes large living room with wood burning fireplace, spacious bedrooms with generous closets and an abundant amount of natural light throughout. The home has been well cared for by same owner for 50 years with recent updates including 2019 roof and newer HVAC. The sunny all white eat-in kitchen offers great views of back yard. There is a whole house gas generator- just in time for summer storms!! Large fenced backyard with plenty of room for pool or future expansion. Terrazzo floors under carpet. Walk to highly rated Dommerich elementary and Maitland Middle school. Exceedingly well priced, this is an excellent opportunity for buyers looking for a solid, immaculate, well located home with tremendous opportunity to make the most of this special property.

2040 Mohawk Trail, Maitland

$526,000

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Lakefront Maitland Home in the Desirable Lake Eulalia Heights Community! Experience lakefront living at its finest in this charming home located in a peaceful and sought-after Maitland neighborhood. Recent upgrades include a new roof and a new dock ideal for relaxing or entertaining by the water. Enjoy serene lake views from the spacious, open porch perfect for your morning coffee or evening unwind. This home offers a tranquil setting while still being incredibly convenient for I-4 commuters and just minutes from grocery stores, downtown Maitland retail centers, Winter Park, and downtown Orlando. This is one you do not want to miss!

Maitland

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

This 4-bedroom, 3-bathroom home is packed with smart updates and sits in a prime Maitland location, close to shopping, dining, and quick access to the interstate for an easy commute to Orlando and beyond. Inside, you'll love the vaulted ceilings, new luxury vinyl flooring, and a clean, modern aesthetic throughout. The home has been freshly painted and features all-new lighting and fixtures, and a newer HVAC system, offering both comfort and peace of mind. The open kitchen flows seamlessly into the main living space, creating an ideal setup for entertaining or everyday living. A downstairs guest wing offers privacy and flexibility, while upstairs you'll find three bedrooms, including a spacious primary suite with two closets and a large ensuite bathroom. Step outside to enjoy the screened back porch and private pool—perfect for relaxing weekends or hosting friends and family. With its updated condition, great layout, and convenient location, this home is ready to welcome its next owner—no updates needed, just unpack and enjoy. Don't hesitate. Schedule a showing today!

1758 Bobtail Drive, Maitland

$538,000

4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland. Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a stainless steel appliance package with hood vent and microwave drawer oven, beautiful accent shelving, and a large island with eat-in counter seating—crafted for both function and beauty. This home strikes the perfect balance between expansive living spaces and tasteful, high-quality updates, creating a move-in-ready experience that's rare to find. A spacious two-car garage adds everyday convenience and storage. Step outside to a private, screen-enclosed lanai and patio, surrounded by mature landscaping and the peaceful privacy only a corner lot can provide — perfect for relaxing or entertaining year-round. Embracing the best of Maitland’s lifestyle- Publix Super Market at Maitland Place is just 1.5 miles away for everyday convenience. Lake Lily Park and the charming Maitland Farmers Market are only minutes from your doorstep. Downtown Winter Park’s award-winning Park Avenue is less than 10 minutes away, offering an unmatched mix of boutique shopping, acclaimed restaurants, art galleries, and year-round festivals. Quick access to I-4 makes commuting into Downtown Orlando a breeze. With top-rated schools, lush parks, and the very best of Central Florida at your fingertips, this location checks every box. Schedule your tour today.

2327 Fieldingwood Road, Maitland

$570,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Welcome to 2311 Huron Trail, a spacious 3/2 single-story home with 1874 sq ft. It is located in the highly sought-after Dommerich Hills, a neighborhood known for its fantastic location and highly rated schools. Step inside the foyer, which leads to a generous-sized living room with gorgeous hardwood floors and a lovely bow window framed with plantation shutters. The wood floors flow into the large dining room and continue into the family room, which is filled with natural light and features a charming brick fireplace. During the seller's ownership, there have been many wonderful improvements, starting with the kitchen, which has been updated with warm wood cabinets, granite counters, and stainless steel appliances, all the windows have been replaced, and plantation shutters were added to grace the windows throughout. In addition, there have been many recent updates: The primary bath was renovated in 2024, the exterior was painted in 2024, new carpet in all the bedrooms in 2025, new vinyl flooring in the laundry room in 2025, and a new water heater in 2024. When you have finished admiring the interior, go outside to the big fenced backyard to take in the refreshing, oversized swimming pool and separate jacuzzi. Don't miss the opportunity to experience this move-in-ready residence firsthand!!!!

2311 Huron Trail, Maitland

$507,500

4 Beds ⋅ 3 Baths ⋅ Forest Brook SubDv. ⋅ 32751 Zip Code

Tucked away on a quiet cul-de-sac in the coveted Forest Brook neighborhood, this one-of-a-kind, custom-built concrete block home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand foyer, elegant formal living and dining rooms, and a bright, open family room featuring a cozy fireplace — ideal for gatherings. The spacious kitchen is a chef’s delight, complete with a gas oven, ample cabinetry, an eat-in nook, and a built-in desk with shelving. Generous room sizes, recessed lighting, and tray ceilings add a touch of sophistication throughout, while the smart split-bedroom layout ensures privacy and comfort for all. Practical features abound, including a well-equipped laundry room with utility sink, extended counter space, and bonus cabinetry. Step outside into a lush backyard oasis, fully fenced and blooming with vibrant morning glories, a ginger tree, and a colorful array of seasonal plants. The large patio and deck — beautifully redone just 1.5 years ago — set the stage for effortless outdoor entertaining. Enjoy a sparkling 12-foot pool, resurfaced in 2020, with a 2022 pump replacement and premium pool sweep included. Additional upgrades provide peace of mind: hurricane-rated windows, a new roof in 2019, and a new A/C unit in 2020. This exceptional home is ideally situated near shopping, dining, and major roadways — ready to welcome its next owner with comfort, quality, and room to make it your own.

702 Green Meadow Avenue, Maitland

$560,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Nestled under majestic oaks you'll find this wonderful 4 bed 2 bth Pool home just waiting for your personal touches in this popular Dommerich community. This home features a great layout with recent upgrades to include interior and exterior paint, new electrical panel, new water heater and new vinyl fence. Roof was replaced in 2020, over-sized side entry garage and a garden center for your herbs, vegetables or orchids! Terrific location with easy access to area shopping, restaurants and some of the areas BEST schools. Give me a call and let's plan your July 4th pool here!

2609 Chinook Trail, Maitland

$565,000

3 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Welcome to 987 Stonewood Lane, an exceptional home located in the highly sought-after community of Stonewood in Maitland. This well-built, concrete block residence offers 3 spacious bedrooms and 2 well-appointed bathrooms across 1,935 square feet of living space. The oversized .29 acre lot is a rare find, providing ample space for outdoor activities and relaxation. Dive into the below ground pool, perfect for enjoying the Florida sunshine and backyard BBQ's. Recently upgraded with a new HVAC system in 2023 and a new fence in 2024, this home offers modern comforts and privacy. Roof is 2015. Its excellent location ensures easy access to downtown Maitland, Winter Park, I4 express lanes, top restaurants, shopping, and local parks, making it a prime choice for discerning buyers.

987 Stonewood Lane, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome home to this inviting three bedroom, two bathroom pool home in Maitland. The open-concept layout creates a seamless flow throughout the home, providing a welcoming ambiance. As you walk through the front door, you are greeted by a spacious family room equipped with custom built-ins. Escape to the right wing of the home to find the primary suite and two other bedrooms. The family room seamlessly opens up to a generous kitchen equipped with ample counter space, freshly painted cabinets and stainless steel appliances. Cozy up by the wood burning fireplace in the dining room while you enjoy the beautiful view of the luscious backyard. Through the sliding doors, step outside and experience the best of Florida living. The backyard is a true retreat featuring a sparkling heated pool, spacious yard and fire pit area perfect for your entertainment desires. The covered patio area provides the perfect spot for outdoor dining and lounging. Enjoy energy efficiency and low cost utility with the assumable leased Sunnova solar panels. Convenience is at your fingertips, with the property being located in close proximity to downtown Maitland, Winter Park, and Altamonte Springs. Don't miss the opportunity to make this newly updated, charming house your home!

510 W Faith Terrace, Maitland

$570,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Mid-Century Charm with Modern Comforts in Dommerich Hills! This classic 1961 single-family home in Dommerich Hills, Maitland, showcases mid-century architectural appeal with a spacious single-story layout spanning 1,736 sq. ft. The block construction ensures durability, while the gabled composition shingle roof (replaced in 2017) enhances the home’s timeless aesthetic. Designed for both functionality and comfort, the home features three bedrooms and two bathrooms, with an inviting plaster interior and BRAND NEW tile flooring. A fireplace in the main living area adds warmth and character, while large windows (installed in 2024) allow for ample natural light. Outdoor spaces include a finished open porch, a screened-in porch, and a patio, providing multiple options for relaxation and entertaining. The attached 525 sq. ft. garage offers ample storage and parking. Additionally, a private pool enhances the backyard, creating a tranquil retreat. The home includes a 2022 AC system and a 2023 hot water heater for added efficiency and comfort. The city is currently in the process of installing a sewer system. Seller has already paid sewer connection fee and will pay the municipality fees with acceptable offer. With central cooling and forced-air electric heating, this home balances mid-century charm with modern convenience, making it an ideal choice for those seeking classic design and comfortable living.

2251 Chippewa Trail, Maitland