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$3,193,000
5 Beds 5 Baths Northshore Estates SubDv. 32751 Zip Code
Welcome to this charming stately lakefront estate, a true gem straight from the pages of Southern Living—just minutes from Winter Park and the finest dining in Maitland, all on the serene shores of Lake Sybelia. From the moment you arrive, the large, inviting porch with it's charming swing beckons you into a home flooded with natural light and warm wood floors and a thoughtfully designed layout. The heart of this home is the expansive kitchen, seamlessly flowing into the family room and offering French doors that lead to a picturesque backyard. The downstairs primary suite provides a luxurious retreat, featuring large walk-in closets and a beautifully remodeled bathroom with a soaking tub and dual vanities. A private guest suite is conveniently located off the family room, offering its own entrance and separation from the rest of the home. Upstairs, you'll discover three generously-sized secondary bedrooms, a dedicated theater room, a private study, and a spacious bonus room complete with custom built-ins—perfect for play, work, or relaxation. Move right in as this home has not only been freshly repainted but all bathrooms have been remodeled and refreshed. Step outside to your personal private oasis, with no rear neighbors, where a newly remodeled pool with a sun shelf, stunning decking, and fire bowls set the perfect ambiance for both relaxation and entertaining. The lush side yard enhances the home's charm, while the boat dock provides the perfect spot to watch breathtaking sunsets or enjoy water sports on Lake Sybelia. This exceptional property offers the perfect blend of comfort, style, and lakeside living. Don’t miss the opportunity to make it your own!

571 N Lake Sybelia Drive, Maitland

$448,000
3 Beds 2 Baths Northgate SubDv. 32751 Zip Code
Welcome to the desired community of Northgate, located in the heart of Maitland. This meticulously well-maintained pool home offers 3 bedrooms 2 updated bathrooms and a BRAND-NEW ROOF that was recently installed in February of 2025. When entering this 1-level charmer, you’ll be greeted by a spacious living space, perfect for families or individuals seeking a blend of style and convenience. The well-appointed kitchen will be ideal for entertaining and boasts 18” tile, granite countertops, and stainless steel appliances. You’ll love this home’s floor plan, including a lavish master bedroom with his and her custom walk-in closet and a spa-like bathroom suite featuring dual vanities and an updated walk-in shower. The two additional bedrooms are ideally situated near the guest bathroom, complete with dual granite countertops and a shower and tub combo. Let’s not forget your private pool oasis in your fully fenced-in backyard that can be accessed from the screened-in patio. This home also offers brand new gutters (2025), a brand new storage shed (2024) a newer AC unit, a newer tankless water heater, newer windows, an updated electrical panel, smart locks, updated interior doors, updated landscaping, new sod, a brand new well pump (Irrigation on well), updated exterior stone, and was just freshly painted inside and out. This home offers an ideal location just minutes away from 17/92, Fl-414, Orlando Health, shopping, Orlando attractions, and recreational opportunities. Contact us now for more information or to book your private showing!

1925 Poinsetta Lane, Maitland

$485,000
4 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

2459 Hunterfield Road, Maitland

$999,000
5 Beds 3 Baths Dommerich Estates SubDv. 32751 Zip Code
Prepare to fall head over heels for this meticulously reimagined mid-century modern POOL home, located in the highly sought after Dommerich Estates neighborhood. This home features 5 Bedrooms, 3 Bathrooms and is situated on a spacious 1/3 acre lot! The existing 2-Car Carport can easily be converted into a 2-Car Garage for only $5K and the home can be sold almost entirely FURNISHED (please inquire for more information). Recent updates include a New Roof (2020), HVAC System (2021), Pool Resurfaced and New Pool Pump (2023), Hot Water Heater (2018), Kitchen Appliances (2018) and New Underground Power Lines (2025) and Updated PVC Plumbing! From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features granite countertops and soft close cabinets & drawers with additional storage located on the opposite side of the island. The living room features beautiful espresso tile flooring, exposed wood ceilings, a wood-burning fireplace, and an abundance of natural light. The split floor plan is thoughtfully designed to maximize privacy and comfort with 3 bedrooms one side in addition to the primary suite. The primary suite retreat features his and hers closets and a spa-like en-suite bathroom featuring a freestanding soaking tub, a glass-enclosed shower, and a double sink vanity. On the other side, you'll find a guest bedroom with its own en-suite bathroom offering perfect escape for visitors or extended family. Don't forget to step outside to your own outdoor oasis with a deep, oversized pool, plenty of green space and the perfect set up for ultimate relaxation or unforgettable gatherings. Location? It doesn’t get better! Schools are located within a very short drive or bike ride, you are a 13 min drive to Winter Park's famous Park Ave, 18 min to Downtown Orlando Nestled just minutes from Maitland Park, scenic boardwalks, trails, and nature preserves. Plus, you’re a stone’s throw from Publix and some of the area’s best restaurants, keeping convenience and entertainment at your fingertips. This is more than just a home—it’s a lifestyle. Optional HOA with boat ramp access to Lake Minnehaha with access to the exclusive Winter Park Chain of Lakes. Zoned for top rated schools Dommerich Elementary, Maitland Middle and Winter Park High School!

1665 Cheyenne Trail, 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

$1,725,000
4 Beds 3 Baths Landings 02 SubDv. 32751 Zip Code
This stunning modern Mediterranean designed one-level home offers a spacious and open floorplan with vaulted ceilings, situated on a quiet street yet conveniently close to all that Maitland and Winter Park have to offer. The property features a generous 0.42 acre lot (109 wide x 170 deep) and boasts a 3-way split floorplan, a spacious foyer with views straight through to the pool. The kitchen has been beautifully remodeled through Phil Kean Design Group, featuring double islands overlooking the main family room with a fireplace and wine room. Additionally, there is a game room or media room adjacent to the family room. The floor plan is thoughtfully designed with ample space between the primary suite and two secondary bedrooms, as well as a fourth bedroom on the opposite side of the home. Natural light floods the home through large windows and glass doors, showcasing Brazilian hardwood floors throughout. Other notable features include an office off the primary bedroom, an expansive 3-car garage, and plenty of parking with a circular driveway. The landscaping has recently been redone, enhancing the curb appeal of the property. Residents will enjoy being within walking distance to famous local restaurants and shopping, as well as Maitland Lake Lily Park which hosts farmers markets and festivals. Easy access to Winter Park, I-4, and Downtown Orlando make this location highly desirable. Additionally, the home is zoned for A-rated schools, making it an ideal choice for families seeking both luxury and convenience in their next home.

470 Manor Road, Maitland

$188,700
2 Beds 1 Baths Robinhood Villas Condo 02 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Located in the heart of Maitland, this updated 2 bedroom, 1 bathroom condominium is the perfect place to call home! TOUR THE HOUSE WITH THE VIRTUAL TOUR and VIDEO WALK THRU LINKS. As you step in to the spacious living room, you’ll find luxury vinyl flooring with elegant crown molding, new baseboards, and no popcorn ceilings! The oversized kitchen has been updated with lovely cabinetry and custom backsplash, and has space for a breakfast nook, giving you ample room for family meals and entertaining. It also steps out to a screened-in patio where you can enjoy your morning coffee while overlooking the fenced backyard. Both bedrooms have plenty of closet space, and the bathroom features a new vanity, faucet and lighting fixtures, and an elegant tiled tub/shower combo. Plus, your unit has its own washer and dryer! In addition, a new air conditioner was installed in 2019, and water heater in 2016. The sensible monthly HOA fee includes trash, water, irrigation, and grounds maintenance. With your own reserved parking spaces right outside your ground-floor unit, convenience is key! Robinhood Villas is located in a residential neighborhood of single-family homes, and just a 4 minute walk to the Maitland SunRail station, and is close to a Publix-anchored shopping center, and plenty of nearby retail and restaurants.

640 Robinhood Drive Unit B, Maitland

$565,000
4 Beds 3 Baths Dommerich Hills 6th Add SubDv. 32751 Zip Code
Great opportunity for a buyer who wants to make Dommerich Hills home. Built in 1971, this four-bedroom, 2.5-bath ranch home features a two-car side-entry garage and sits on a generous .38-acre corner lot with a beautiful oversized screened pool. The split floor plan, formal dining room conveniently off the kitchen and formal living room featuring a large bay window providing an abundance of natural light showcase this home’s incredible potential. The spacious primary bedroom with a large walk-in closet with window providing natural light and primary bath creates a welcoming private suite. The bedroom/office is down the hall away from the main living area on the same side as the main suite. On the other side of the home, you will find bedrooms three and four, a full bath with access to the pool and inside laundry room. After a long day, relax in front of the wood-burning fireplace in the family room or sit outside under the covered patio overlooking the screened pool that measures 32 by 16 feet. Take advantage of the expansive green space surrounding the pool by creating your backyard oasis. Whether you enjoy gardening or taking on projects around the house, you will find a workbench in the garage. The seller has made numerous improvements since purchasing the home. Here are a few, such as new air conditioner, new water heater, new electrical panels, new garage door, new flooring throughout entire home, new paint throughout, new light fixtures, newly sodded lawn with irrigation and more. A roof was installed in 2017, and the house was re-plumbed with PVC piping in 2006. Don’t miss this opportunity to live in one of the desirable communities. Please be advised, select photos are virtually staged.

2595 Sweetwater Trail, Maitland

$263,500
2 Beds 2 Baths Park Lake Villas Condo SubDv. 32751 Zip Code
Recently remodeled one story, end unit, Maitland condo! Gorgeous 2 bedroom/ 2 bath with large private patio and tons of natural light! Updated with beautiful vinyl plank flooring throughout and gorgeous kitchen with quartz countertops with center island, white cabinets and stainless appliances. Both baths completely updated with glass tile, one with a jacuzzi tub! Additional upgrades include new roof (2023), new dish washer (2024), newer hot water heater, newer AC, water softener, and all new light fixtures. Enjoy the outdoors on the spacious fenced brick patio! Designated parking is right out your front door. Steps from the community pool! Minutes from shopping and restaurants, Maitland Farmers Market, Sunrail, Park Avenue, Winter Park Village, and I4.

1615 Grove Street Unit 545, Maitland

$1,150,000
4 Beds 5 Baths Dixie Terrace SubDv. 32751 Zip Code
Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland

$1,920,000
5 Beds 4 Baths Maitland Club SubDv. 32751 Zip Code
Lake Sybelia is calling. This gracious home is on a private spring-fed skiable lake and tucked away on a tree-lined brick street, offering a lifestyle that is unparalleled. On about three quarters of an acre and almost 120 feet of linear lake frontage, it is a wide view of this pristine waterway. A covered boat dock is updated with an electronic lift and new cradle cabling. An open deck with all-weather planks runs along the waterfront and sandy shore to capture all the lake offers. Abundant lakeside green space makes entertaining simple. This one-story home features five bedrooms and four baths with an additional guest house and has been completely reimagined while keeping the charm of vintage Maitland. The main house includes a split four-bedroom plan for privacy with open living spaces that seamlessly blend into one another. Gorgeous warm European white oak wood floors that ground the spaces and walls are crisp and clean with level five drywall finish. Handcrafted European white oak custom built-ins in dining and living spaces add to the style of this comfortable California-inspired ranch. Dining room custom bar adds function and flair with reflecting mirror back that elegantly finishes this appointment. Tumbled limestone floors in the kitchen, front entry and dining area are neutral toned and add character to the timeless finishes. Custom kitchen is renovated with 42-inch cabinetry, Bosch appliances, Rohl faucets, RH hardware, two porcelain farmhouse sinks with European white oak center island all adorned with imported Dolomite counters and backsplash. The kitchen window above the farmhouse sink brings in the lush greenery of the back courtyard. Loads of storage in the utility, pantry and laundry combination, finished with imported handmade Italian tiles, all designed to make daily functions a breeze and beautiful! An independent guest house completes the home with vaulted ceilings with wood beams, original wood floors, spacious living, efficiency kitchen, full bath and bedroom nook. This multi-functional space is versatile and includes an office area but certainly can be used for what fits your lifestyle. Other enhancements include fully renovated baths consistent with the elevated finishes and selections of overall home, and features European white oak built-in cabinets, imported Spanish and Moroccan tile, in common with architectural lighting. Also, all trim, doors, hardware and moldings were replaced, new roofs on all three structures in 2025, RH linen drapes in living and primary, serviced and operational fireplaces and fresh landscaping. Every detail is accounted for and in pristine location. Visit downtown Maitland, enjoy Lake Lily, community events and weekly farmers market, award-winning restaurants and great community parks. Don’t miss the opportunity of a lifetime to own a lakefront in Florida which continues to be a growing investment.

1100 S Lake Sybelia Drive, Maitland

$902,000
3 Beds 3 Baths Dommerich Woods SubDv. 32751 Zip Code
Location, charm, and timeless style define this stunning 3-bedroom, 3-bath home in the highly sought-after Dommerich Estates of Maitland. Situated on an expansive corner lot and cul de-sac, this beautiful residence offers an exceptional blend of modern luxury and classic character. Step inside to rich wood floors, crown molding, and plantation shutters adorning every window. The spacious family room features a wood-burning fireplace, custom built-in bookshelves, and is wired for surround sound—perfect for cozy nights or entertaining guests. A sunroom/reading nook offers a bright and serene retreat and a bar area that seamlessly flows into the living space. The kitchen boasts granite countertops, and newly upgraded LG & Frigidaire Gallery stainless steel appliances (2023). French doors lead to your private backyard oasis, where a newly renovated pool and paved patio provide a perfect setting for outdoor entertaining. The expansive master suite offers a large walk-in closet and a sunken spa-inspired bath, ensuring a perfect escape at the end of the day. Additional recent upgrades include fresh interior and exterior paint. Newer windows, HVAC 2017 with 10-year warranty, updated plumbing lines, electrical panel updated 2023, and roof was installed 2010, making this home move-in ready. Outside, you'll find a front circular driveway with new pavers for added curb appeal and convenience, plus a rear cul-de-sac location that enhances privacy, accessibility, and outdoor fun for families. The location is unparalleled, close to shopping, restaurants, parks and major roadways. Located just 0.6 miles from Dommerich Elementary, this Dommerich Estates home is also zoned for Winter Park High School. Neighborhood amenities include lake access to Lake Minnehaha. Enjoy nearby attractions/ restaurants, Maitland Community Park, Minnehaha Park and downtown Maitland. This is more than just a home; it’s a lifestyle. Don't miss your chance to own in one of Maitland’s most coveted communities! Schedule your private tour today. *Info recorded in the MLS is intended to be accurate, but NOT GUARANTEED. Home square footage, room sizes and lot size should be independently verified. *

1591 Chippewa Trail, Maitland

$440,000
3 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
Nestled in a serene neighborhood, this charming single-family home offers the perfect blend of comfort and functionality. With three spacious bedrooms, it caters to both relaxation and privacy for the entire family. The heart of the home is its open-concept kitchen, which seamlessly overlooks the inviting dining room/family room, making it an ideal space for entertaining and daily interactions. Living room features an abundance of built-ins for books, collectibles and more. Connecting the indoors with the beauty of the outdoors, a screened patio provides a tranquil retreat for enjoying a morning coffee or evening breeze without the intrusion of bugs. Additionally, the rear deck extends the living space, offering a perfect spot for summer barbecues or simply soaking up the sun. The backyard offers peach, plum and loquat trees, pineapples and raised beds for gardening. The fire pit is a great place to entertain on those chilly Florida nights. Fresh exterior paint and landscaping give this home an abundance of curb appeal. This home is a harmonious blend of warmth, convenience, and outdoor allure. Other updates include a newer roof, new exterior paint and new landscaping. Don't delay, schedule your showing today!

2460 Worthington Rd, Maitland

$485,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Welcome to 1220 Cheshire Dr, a beautiful home in Maitland's sought-after English Estates neighborhood. This inviting 3-bedroom, 2-bathroom home boasts new flooring, a new roof, new appliances, a new water heater, a new St. Augustine lawn, and more. Enjoy abundant natural light in the expansive sunroom, providing the perfect spot to relax or entertain. The oversized living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The cozy kitchen includes a dining area with an additional wood-burning fireplace. The spacious patio overlooks the sparkling pool and lush backyard, offering plenty of room for outdoor gatherings and relaxation. With plenty of closet and storage space, you'll find everything you need to make this house your home. The 2-car garage has a large workbench and storage space. This home is nestled within a peaceful neighborhood with an optional HOA. Located just minutes from vibrant downtown Maitland and the iconic Park Avenue in Winter Park, this home offers the best suburban tranquility and city convenience. It’s also close to major Orlando destinations and easy access to I-4 for a seamless commute. Families will appreciate the proximity to excellent K-12 schools, as well as top universities like UCF and Full Sail. Don’t miss out on this stunning property – schedule a tour today!

1220 Cheshire Road, Maitland

$865,000
4 Beds 3 Baths Kings Row SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! This spacious 4-bedroom, 3-bathroom pool home is nestled in the prestigious and highly sought-after Kings Row Community in the heart of Maitland, Florida. Known for its peaceful, suburban atmosphere, Kings Row offers the perfect blend of tranquility and convenience. This well-maintained home features a split bedroom plan, offering added privacy for the family. The expansive Primary Bedroom is a true retreat with two closets, including a walk-in closet located inside the en suite bathroom. The Primary Bathroom boasts dual sinks, abundant counter space, a separate makeup area, and a private water closet. The additional bedrooms are generously sized, ensuring comfort and space for everyone. The large kitchen is a chef's dream, featuring sleek granite countertops, an enormous island, and ample cabinet space. A bright window over the sink provides a perfect view of the screened-in patio and lap pool. Speaking of which, the pool was designed for lap swimming, providing both fitness and relaxation in your own backyard. The cozy family room is highlighted by a stone, wood-burning fireplace and French doors leading out to the screened patio, perfect for entertaining. Just off the Primary Suite, you'll find a versatile sunroom, ideal for use as a sitting area, office, or workout space. Enjoy serene views of the pool while relaxing in this peaceful retreat. The sunroom also features two sets of French doors: one leading directly to the pool and another to the screened patio. Plus, it includes an additional full bathroom, providing privacy and convenience for guests or family members. This home has been meticulously cared for by the original owners, with recent upgrades including a new roof (2017), new AC (2023), new electric panel (2024), energy-efficient windows, and recent plumbing updates. Situated in a prime location, this home is zoned for A-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy proximity to downtown Maitland, with its charming local shops, restaurants, and cultural attractions like the Maitland Art Center. Nearby Lake Lily Park offers walking trails, picnic areas, and a beautiful lake to explore. This home is the perfect blend of comfort, style, and location! Don’t miss your opportunity to make it yours today!

110 Lamorak Lane, Maitland

$378,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Multiple offers are in. Welcome to your new home in the English Estates. A neighborhood in one of Maitland’s coveted areas, where the HOA is optional. This spacious 3 bedroom, 2 bath POOL residence sits on just over ¼ acre of maturely landscaped & fenced corner lot ready for you to enjoy. This mid-century home has some modern updates that compliments the original charm featuring a brick wall fireplace in the kitchen/dinette area and a second fireplace with traditional mantle in the formal living room. The dining room can be private and formal, but open with sliding doors to the screen porch exit out to the pool. Enjoy cooking on the center island & entertaining within the large kitchen & dinette area open to the family room, which flows nicely through to the dining and living rooms or cozy by the fireplace in the dinette. There is ample counter space & solid wood cabinets. The master bedroom also has sliding doors to access the pool. The spacious screen porch offers additional space for gatherings and outdoor fun. Discover the potential of this mid-century modern gem that has beautiful terrazzo flooring under the existing flooring to restore. Don’t miss this opportunity to make this uniquely yours! Roof new 3/2023, electric breaker panel 2012 and AC 2008. The city is in the process of completing new water supply lines throughout the area, please excuse any inconvenience.

2201 Sunderland Road, Maitland

$1,575,000
5 Beds 4 Baths Dommerich Brook SubDv. 32751 Zip Code
Tucked away in a quiet cul-de-sac in the heart of Dommerich, this breathtaking modern farmhouse, built by Keith Groninger in 2014, is set on a serene nature-preserve lot just blocks from A-rated Dommerich Elementary. With over 3,900 square feet of thoughtfully designed living space, this home offers 5 bedrooms (including a spacious oversized loft), 4 bathrooms, an office, a bonus room, and an open-concept great room with stunning views of the surrounding greenery. Designer details such as shiplap accent walls, vaulted ceilings, and wood plank tile floors complement luxurious upgrades throughout. Oversized sliding doors fill the home with natural light and open to a covered patio with motorized screens and a composite-wood deck, perfectly positioned to overlook the saltwater pool and preserve. An outdoor shower adds a touch of resort-style convenience, perfect for rinsing off after a swim or enjoying a refreshing start to the day. Home recently This lifestyle-focused home is ideally located near top-rated schools, major transportation routes, charming Maitland downtown, vibrant Winter Park, and an array of parks, restaurants, and shopping destinations. Energy efficiency and smart living take center stage with features like a 22kW whole-house backup generator (warranty through Q1 2026), radon mitigation and UV systems for the HVAC, Nest smart smoke/carbon monoxide detectors, high-voltage EV charging, solar panels for the water heater, and a solar-heated saltwater pool, and a Florida Green Certified 56 HERS rating. Additional conveniences include French drains, gutter guards, a backyard shed, smart thermostats, and a security system wired for both ADP and Central Alarm. With expansive storage, a dedicated organization hub for a drop zone or study area, and a seamless blend of style, functionality, and sustainability, this home is an exceptional offering that truly stands out.

2131 Dyan Way, Maitland

$1,020,000
4 Beds 3 Baths Highland Park Estates SubDv. 32751 Zip Code
Welcome to your stunning family pool home located on one of Maitland/Dommerich’s most sought-after streets. This beautiful property has been completely rebuilt, every room in the home has been renovated, all new Electrical, Plumbing, HVAC, New Kitchen, New Primary Suite added, Interior Laundry room and All New Bathrooms. The spacious layout 4-bedrooms, 3-bathrooms features an open split floor plan. The new primary bedroom on one end of the home with its own private exterior entrance could double as an in-law suite. It offers a luxurious spa like retreat with an en-suite bathroom, two closets, tub and separate shower. The Kitchen and Living space are the focal point of the home, with designer upgrades, appliances, white quartz counter tops, island bar and more. All this in the center of the home providing plenty of space for family gatherings and entertaining guests. The large windows flood the space with natural light. The additional three bedrooms on the opposite end of the home are also fully renovated with new baths, wood flooring, plantation shutters and the interior laundry. Enjoy the large backyard with sparkling pool, and new pavers, surrounded by lush landscaping and a screened patio with swing. Mature landscaping and designed landscape lighting throughout the park like yard. You’ll find high-end finishes, including hardwood floors, crown molding, designer lighting and hardware. The home includes dual sided cozy fireplaces - wood burning and gas, a versatile home office or craft room and a two-car garage with ample storage. Don’t miss the opportunity to own this exceptional property in one of Central Florida’s most desirable neighborhoods. Situated in the highly regarded Dommerich Elementary school district, and top-rated Winter Park High School. This home is a must see! Contact us today to schedule a private showing. Welcome home!

2081 Geronimo Trail, Maitland

$885,000
4 Beds 3 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
If you’ve been searching for more space without sacrificing location, this is the home you’ve been waiting for. Situated on a sprawling .7-acre corner lot, this fully remodeled 4-bedroom, 2.5-bath gem offers the perfect balance of tranquility and convenience where modern upgrades meet timeless charm. The heart of the home is the brand-new kitchen, a chef’s dream with sleek cabinetry, ample storage, sparkling countertops, and stainless steel appliances – the perfect space for preparing and sharing meals with family and friends. New flooring throughout all the living areas adds a fresh, modern touch, while new windows and exterior doors flood the home with natural light and seamlessly connect indoor and outdoor living. Whether you’re celebrating holidays in one of the two indoor living spaces, gathering loved ones around the dining table, or enjoying summer afternoons by the pool, this home is designed for creating lifelong memories. The primary suite offers a private retreat with a luxurious en-suite bathroom and walk-in closet, while additional bedrooms provide plenty of space for family, guests, or a home office. Outside, your oasis awaits. Picture hosting backyard barbecues on the large paver patio, splashing with the kids in the in-ground pool, or savoring quiet evenings on the covered and screened-in back patio. The expansive lot offers endless possibilities, from gardening to creating the ultimate play space, all while being centrally located near local amenities, schools, and parks, this home offers the perfect balance of space, style, and location.

222 Flame Avenue, Maitland

$619,000
4 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4 Bedroom, 2 Bathroom pool home nestled in Maitland's Dommerich enclave. This stunning property blends comfortable elegance with modern appointments. This well-built home offers exceptional value with possibilities abounding to make it your own! Step inside the stately double front doors to be greeted by fresh interior paint and laminate floors throughout, creating a cozy and cohesive atmosphere. The heart of the home is the remodeled kitchen, featuring stainless steel appliances, elegant quartz countertops, and soft-close cabinetry. Just off the kitchen is the first living area anchored by a brick fireplace and large window. Updates continue in the stylish primary bath, remodeled in 2021, and the guest bath, renovated in 2022, both featuring new tile floors, expanded storage in new cabinetry, and quartz countertops. From the spacious family room, guests have views of the low-maintenance backyard and sparkling pool. The outdoor areas have also been carefully maintained with the oversized pool benefiting from a new filter installed in 2021. The large, screened patio overlooks all this outdoor beauty as the perfect space for entertaining or enjoying quiet moments. Additional recent updates include a new roof (2024), an updated HVAC system (2015), replumbing of the home, and a new main exterior electrical panel (2023), providing peace of mind for years to come.This home is located in the sought-after Dommerich area, known for its beautiful parks and proximity to exceptional schools, including Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy easy access to the celebrated shopping, dining, and cultural attractions of Winter Park, just minutes away. This is more than just a home; it’s a lifestyle. Don’t miss out on the opportunity to own this gem in one of Maitland’s most coveted neighborhoods!

2231 Deloraine Trail, Maitland

$485,000
4 Beds 2 Baths English Woods SubDv. 32751 Zip Code
ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$2,150,000
3 Beds 3 Baths Lake Maitland Point X/8 Lot 1 SubDv. 32751 Zip Code
Discover a once-in-a-lifetime chance to own nearly a half acre of prime lakefront property on Lake Maitland, the largest of the Winter Park Chain of Lakes. Nestled in a serene alcove, this secluded setting is surrounded by multimillion-dollar homes and new custom construction, offering endless possibilities for creating your dream estate. The value of this property lies in the land, making it the perfect canvas for designing the ultimate lakefront retreat. Renovate the existing home or start fresh to craft a residence that meets your every desire. A covered boat dock with lift ensures easy access to the Chain of Lakes, where you can enjoy boating, waterskiing, wakeboarding, paddleboarding, and fishing. The property also features a lakeside pool with spa and a concrete seawall to protect and enhance your waterfront experience. This tranquil neighborhood is graced with towering oak trees and winding roads that create a picturesque setting. Located just minutes from downtown Winter Park, you’ll enjoy fine dining, boutique shopping, and cultural experiences along Park Avenue. The property is zoned for top-rated public schools and conveniently close to everyday necessities. Lake Maitland is not just a home — it’s a lifestyle. A short boat ride takes you to the Winter Park Racquet Club, a premier destination for dining and social events. Don’t miss this extraordinary opportunity to embrace the luxury and leisure of lakefront living on the prestigious Winter Park Chain of Lakes.

451 Northwind Road, Maitland

$650,000
4 Beds 2 Baths Dommerich Ests 1st Add SubDv. 32751 Zip Code
This spacious block home in Dommerich Estates sits on a 0.29-acre lot and offers endless potential for renovation or a complete rebuild. Built by Charlie Clayton, the home features a brick exterior, an oversized two-car garage, and a versatile layout. The original eat-in kitchen connects to a great room that leads to a large Florida room with windows overlooking the pool and a generously sized backyard. The master suite includes terrazzo floors, a walk-in closet, and a shared bathroom that connects to an office, which then leads to a fourth bedroom with its own walk-in closet. Two additional bedrooms, both generously sized, share a second bathroom. A separate family room boasts a brick fireplace, exposed beams, and built-in seating with storage. The backyard offers plenty of space alongside the pool, perfect for entertaining or enjoying the outdoors. Located within walking distance to Dommerich Elementary and Maitland Middle and zoned for Winter Park High School, this property is also near Maitland Community Boardwalk Park and offers optional access to Lake Minnehaha, part of the Winter Park Chain of Lakes, for a nominal annual fee.

1720 Algonquin Trail, Maitland

$312,000
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Totally updated gorgeous condo. Once inside you will see a designer inspired beautiful home! This light and bright home is ready to move into with too many upgrades to list. The Kitchen is a gourmet's delight featuring 42-inch cabinets, a center island, built in oven, built in cook top and stone counters. Don't worry when you entertain as this kitchen opens up to the dining and family room, making it perfect for entertaining. The family room features a vaulted ceiling, a wood burning fireplace, wood floors and plenty of light! The enclosed patio gives you even more space for entertaining and has a beautiful view of the fountain and water. The guest bedroom (currently being used as a den) Is large and spacious featuring a large closet as well. The adjoining guest bath is totally updated in beautiful neutral colors. The primary bedroom is just off from the family room and is large and spacious. Once you enter into the primary ensuite you will feel as though you have walked into a spa. Double vanities and the Shower has got to be seen to be believed Imagine a large walk-in shower with a skylight? You may never want to leave the peace and tranquility of this ensuite bath. A very large walk-in closet will give you plenty of space. Sun Bay club located in the heart of Maitland and has got to be one of the best kept secrets in Maitland. The HOA fee includes all the exterior maintenance, roof, common areas, pool, cable as well as high speed internet and wi-fi. Conveniently located near Maitland Center, I-4, the 414 and is close to medical, shopping, restaurants and much more. Make your appointment today to see this gorgeous home!

1000 Winderley Place Unit 241, Maitland

$475,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
Stunning multi-million $$$ lake front property. Maitland Harbour is a tiny, private 38-unit resort style community nestled on Lake Maitland with the best views and breezes on the entire lake. This 1st floor end-unit is lake front & may be the last one of the six end-units to be for sale for a long time to come. Don't miss out! A gorgeous home, tastefully decorated with elegant southern charm. Upgrades include: "real" hardwood floors, custom cabinetry, granite counters, crown molding, beautiful paint colors, fabulous fixtures & window treatments, rounded walls, newer windows/sliding door, & updated bathrooms. Private back patio deck surrounded by lush tropical landscaping mixed with swaying oak trees, and the gentle breeze of the lake! Enjoy your screened front porch with pool & lake views. Watch the sun & moon rise from inside/outside your home. Maitland Harbour features a lovely courtyard, pool, kayak racks, multiple boat slips and a boat dock with benches, plus covered parking. New roof, milestone inspection and structural integrity reserve study completed. Located next to historic Fort Maitland Park, across from Lake Lily, the heart of Maitland's Culture Corridor with festivals, farmers market, & fireworks. Walk to Enzian’s Florida Film Festival & local restaurants. Only minutes to Park Avenue shopping, restaurants, museums, farmers market, hometown holiday parades, Rollins College and the famous Winter Park art festival. Some light fixtures do not convey.

1000 S Orlando Avenue Unit 6, Maitland

$855,000
3 Beds 2 Baths Dommerich Estates 4th Add SubDv. 32751 Zip Code
Professionally renovated by local interior design firm in 2024, this 3 bedroom / 2 bath home is in a great location within the desirable Dommerich Estates community. Located on a quiet street and walking distance to the A+ rated schools Dommerich Elementary and Maitland Middle School. A short walk across the Maitland Community Park boardwalk takes you to hiking trails, tennis and basketball courts, and playgrounds. The community lakefront lot has a boat ramp and access to the Winter Park Chain of Lakes. Complete with designer finishes and appliances. Oak, wide plank flooring throughout. Marble tile bathrooms. Cafe appliances in spacious kitchen. Recessed lighting in all rooms. Saltwater pool with depths reaching 9 feet in private backyard and mature landscaping plenty of space for entertaining friends and family.

1750 Thunderbird Trail, Maitland

$250,000
3 Beds 2 Baths Visconti West SubDv. 32751 Zip Code
Welcome to your dream condo! This beautifully updated 3-bedroom, 2-bathroom first-floor unit with the screened lanai in Maitland, FL, offers the perfect blend of comfort and convenience. Spanning 1,243 sq. ft., this home features brand-new vinyl flooring throughout and a suite of new appliances, including a refrigerator, oven, cooktop range, hood, dishwasher, washer, and dryer. This beautiful condo comes with a private garage, a carport, and two additional storage spaces, ensuring ample room for all your needs. Enjoy resort-style living with access to community amenities, including a sparkling pool, clubhouse, tennis court, and basketball court. Located in a highly desirable area, this condo is ideal for anyone seeking a modern, low-maintenance lifestyle close to everything in Maitland. Its prime location near I-4 and major expressways ensures quick access to top attractions. Don’t miss the opportunity to make this stunning condo your new home in a gated resort-style community

1175 Lake Shadow Circle Unit 4103, Maitland

$799,900
3 Beds 2 Baths Dommerich Estates 2nd Add SubDv. 32751 Zip Code
This Maitland home is infused with modern West Coast style and customized with great detail and function as over 2,550 square feet. The home boasts an open-concept design, ideal for everyday living and entertaining. The spacious living and family room areas are centered around a wood-burning fireplace, with tile flooring, built-in features and large glass doors that open to the beautiful pool area. The abundance of outdoor living that includes a private, screened-in pool, a pergola, custom vinyl fencing and lush landscaping artificial turf, provides the backdrop for hosting family and friends. The kitchen is outfitted with stainless steel appliances, ample cabinetry, and is conveniently next to a cozy breakfast nook and dining area with additional built-ins. This split-plan home boasts three bedrooms and two baths with opportunity to make the flex space above the primary your own! The large primary suite offers a walk-in closet, dual sinks, a dressing area and a standalone shower. Other features of the home include optional access to the Lake Minnehaha boat ramp which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this property combines comfort and convenience in a sought-after neighborhood.

1691 Shawnee Trail, Maitland

$525,000
3 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Imagine standing on the banks of a tranquil creek where the gentle sound of flowing water creates a soothing symphony. This unique waterfront brick home is located in the Gated Community of Brittany Gardens. Surrounded by lush landscaping with breathtaking views of Howell Creek. A Nature Lovers Paradise. A split floor plan with 3 Bedrooms and 2 Full Bathrooms, Foyer, Living Room, Dining Room, Open Kitchen, Laundry Room and Two Car Garage. An Architecturally pleasing front porch leads you into a Bright and Airy Open Floor Plan, Featuring High Ceilings, Custom built cabinetry and floor to ceiling brick accented fireplace. This home has been freshly painted and textured on the interior ceiling and walls. The Primary Suite includes Private access to the deck that overlooks the creek as well as a walk-in closet an ensuite bathroom featuring a soaking tub, dual sinks and a separate shower. Each additional bedroom offers ample space and comfort. Step outside to your private backyard oasis complete with Lanai, Screened Porch, Deck and BBQ Grill. Pause, breathe deeply and connect with nature, this home offers an escape from the hustle and bustle of everyday life. Mechanical updates include: Re-pipe 2024, Roof 2021, HVAC 2019, Hot Water Heater 2016. Just minutes to Park Avenue in Winter Park, Maitland 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.

2642 Ultra Vista Drive, Maitland