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$420,000
3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

2004 Michael Tiago Circle, Maitland
$485,500
3 Beds ⋅ 2 Baths ⋅ Lakewood Shores 2nd Add SubDv. ⋅ 32751 Zip Code
Welcome to 150 Cherrywood Drive in the heart of Maitland, Florida. This inviting 3-bedroom, 2-bath home sits on a large lot in a quiet, established neighborhood and offers a layout that truly lives well. The updated kitchen features stone countertops and opens seamlessly to the main living areas, creating an easy, natural flow that’s perfect for both everyday living and entertaining. The thoughtfully designed floorplan allows each space to connect effortlessly while still offering comfort and functionality. The primary suite provides a relaxing retreat with a remodeled master bathroom, showcasing updated finishes and a fresh, modern feel. Two additional bedrooms offer flexibility for guests, family, or a home office. Outside, the spacious lot offers plenty of room to enjoy outdoor living, with endless possibilities for entertaining, play, or future enhancements. Ideally located near top-rated schools, shopping, dining, parks, and major roadways, this Maitland home combines convenience, charm, and move-in-ready appeal. 150 Cherrywood Drive is a must-see.

150 Cherrywood Drive, Maitland
$475,000
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Take advantage of a rare opportunity to own one of only five double units at Lake Maitland Terrace, perfectly situated on the Winter Park chain of lakes. This 1,224-square-foot ground-floor residence offers 2 bedrooms and 2 baths and has been fully reimagined and renovated with designer finishes, luxury appointments, and thoughtful accessibility features, creating a home that effortlessly blends elegance, comfort, and modern convenience. Bright and inviting, this one-of-a-kind unit features custom cabinetry and lighting, shiplap walls, tongue-and-groove ceilings, wood-grain ceramic tile flooring, and bespoke window treatments throughout. The primary suite includes an ensuite bathroom with a roll-in shower and floating vanity. The gourmet eat-in kitchen comfortably seats eight and boasts a walk-in pantry and built-in appliances. Prewired for Smart-Home technology, this home allows for effortless voice activated control of the AC, lighting, TV, music, and front door locks. A dedicated laundry area completes the thoughtful design. Owners will also enjoy a front patio, accessible parking, and the convenience of walking to Lake Lily, the Enzian Theater, nearby shops and restaurants, as well as direct access to the lakes. This is a rare opportunity to own a fully renovated, one-of-a-kind residence that combines style, sophistication, and independence. Call today to schedule your showing.

1140 S Orlando Avenue Unit C2, Maitland
$443,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code
Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek cabinetry, a spacious island, and a full suite of stainless steel appliances, including refrigerator, stove, microwave, dishwasher, washer, dryer, and range hood—ideal for both everyday living and entertaining. Contemporary flooring flows seamlessly throughout, enhancing the home’s clean and modern aesthetic. Major systems have been thoughtfully updated, providing peace of mind to the next owner: roof replaced in 2021, A/C updated in 2019, and water heater installed in 2020. The home features copper electrical wiring and durable plumbing with cross-linked polyethylene inside walls and PVC piping beneath, reflecting quality construction and modernization. Spacious living areas delivers comfort and functionality, while the backyard provides a versatile outdoor space ready for relaxation, entertaining, or personalization. The property includes a 2-car garage and is located in a community with NO HOA and NO CDD, offering flexibility and lower ownership costs. Conveniently situated near major roads, shopping, dining, and everyday amenities, this home presents an excellent opportunity for buyers seeking style, reliability, and location in one complete package.

2065 Derbyshire Road, Maitland
$525,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.

1220 Winston Road, Maitland
$458,000
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Discover this move-in ready gem in the heart of Maitland! This home offers a stylish open floorplan with VAULTED CEILINGS, abundant natural light, and thoughtfully updated finishes throughout. The RENOVATED KITCHEN features new stainless steel appliances, a deep farmhouse sink, white subway tile backsplash, and modern fixtures. Both bathrooms have also been recently renovated, giving the home a fresh, elevated feel. The spacious primary suite includes a true WALK-IN CLOSET with custom built-ins and a luxurious en-suite bath complete with a double vanity, oversized glass-enclosed shower, and dual showerheads. Both the living area and bedroom open directly onto the outdoor deck, creating a seamless indoor-outdoor flow. Step outside to your FULLY FENCED backyard—perfect for entertaining or relaxing. The yard features BRICK PAVERS, a custom FIREPIT, and a full IRRIGATION SYSTEM for easy maintenance. Located in one of Central Florida’s most desirable areas, this home offers top-rated schools, boutique shopping, and local dining just minutes away. Enjoy quick access to Maitland City Centre, Lake Sybelia, Winter Park, downtown Orlando, and major roadways including I-4, 434, and 414. This one checks every box—don’t miss it & schedule a private showing today!

2133 Falkner Road, Maitland
$359,706
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland
$415,000
3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code
Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The modern kitchen shines with new cabinets, stone countertops, and stainless-steel appliances, while both bathrooms have been beautifully remodeled with contemporary finishes. Fresh interior and exterior paint, new lighting and ceiling fans throughout, and lush new landscaping make this home truly move-in ready. Enjoy the best of Central Florida living—just steps from Maitland’s shops and restaurants and minutes from charming downtown Winter Park

6 Barnard Court, Maitland
$385,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code
Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural light fills the open-concept living and dining areas, highlighting the exquisite craftsmanship and premium finishes throughout. The gourmet chef’s kitchen is the true centerpiece — boasting custom cabinetry, sleek quartz countertops, a designer tile backsplash, and top-of-the-line stainless steel appliances. Whether you’re preparing weekday meals or hosting a dinner party, this kitchen delivers style and performance in perfect harmony. The home’s layout is thoughtfully designed for both comfort and connection. The living spaces flow effortlessly toward the screened-in patio, creating an inviting atmosphere for entertaining, relaxing, or enjoying quiet evenings in your own private retreat. Each of the two spa-inspired bathrooms has been completely transformed with luxury tile, contemporary vanities, and premium fixtures — evoking the serenity of a high-end resort. The primary suite serves as a peaceful haven, featuring generous space, soft natural light, and a modern ensuite designed for relaxation and rejuvenation. Step outside and enjoy the Florida lifestyle from your oversized screened patio, ideal for morning coffee, weekend gatherings, or simply unwinding under the stars. The 2-car garage provides plenty of room for vehicles and storage, adding convenience to your daily routine. Perfectly situated with easy access to major highways, this home offers unbeatable proximity to fine dining, upscale shopping, and world-famous theme parks. Whether you’re commuting, exploring, or entertaining, you’ll find yourself at the center of it all — without sacrificing peace and privacy at home. Every element of this remodel has been thoughtfully chosen to create a residence that feels brand new, yet instantly welcoming. From the modern finishes to the open layout and outdoor living space, this property captures the essence of effortless Florida living. Come experience the perfect combination of design, comfort, and location — and fall in love with the home you’ve been waiting for.

314 Banyan Drive, Maitland
$400,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland
$455,000
3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code
Step into this delightful 3-bedroom, 2-bath split plan home, perfectly nestled in one of Maitland's best-kept secret neighborhoods. As you approach, a spacious front porch welcomes you—the perfect spot to enjoy your morning coffee or an evening unwind. Inside, you'll find a home that's been thoughtfully updated and is ready for its new owners. Freshly painted walls and brand-new bedroom carpets create a clean, inviting canvas. The main living areas feature beautiful saltillo tile, a stylish and durable foundation just waiting for your personal touch. The home's open floor plan is anchored by a kitchen that was remodeled in 2013, complete with a cozy eating area that's ideal for casual meals or gatherings. The spacious living room is the heart of the home, boasting vaulted ceilings, with two skylights, and a charming wood-burning fireplace that adds warmth and character. One of the standout features is the incredible backyard, a true entertainer's paradise. A 500-square-foot patio with a wooden pergola provides a fantastic space for relaxing or hosting get-togethers. The generously sized, fully fenced yard offers plenty of room for outdoor fun and games. Plus, a versatile outdoor shed is ready to be transformed into your dream workshop, a tranquil "he/she shed," or even an outdoor kitchen. This home offers the perfect balance of privacy and convenience. Key updates include a new roof (2022) and a complete repipe (2016), giving you peace of mind. Its prime location puts you just minutes from local favorites like the Enzian theater, Publix, Kappy's Subs, the Sunrail station, and the vibrant dining and shopping scene of Winter Park and Lake Lily. Ready to see this Maitland gem for yourself? Let me know if you'd like to schedule a showing!

741 Robinhood Drive, Maitland
$475,000
4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully maintained 4-bedroom, 2.5 bathroom home located in the desirable Maitland Village Community with a POND VIEW and END UNIT. This stunning property offers a perfect blend of classic charm and modern convenience, making it an ideal place to call home. As you approach this inviting residence, you’ll notice the lush landscaping and curb appeal that instantly sets the tone for what’s inside. Step into the spacious living area, where natural light pours in through large windows, creating a warm and inviting atmosphere. The open-concept floor plan seamlessly flows into the dining area and kitchen, making this space perfect for both everyday living and entertaining guests. Crown molding enhances the rooms adding just that right touch! Custom Plantation Shutters adorn all the windows downstairs & upstairs. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample cabinet space for all your culinary needs. A walk in panty is another feature of the kitchen. Whether you're preparing a weeknight meal or hosting a dinner party, this kitchen will exceed your expectations. The primary suite is generously sized and offers a peaceful retreat, complete with a private en-suite bathroom featuring a dual vanity, soaking tub, and a separate walk-in shower. Two additional well-appointed bedrooms provide plenty of space for family. The fourth bedroom featuring French Doors is located downsttairs...it can also be used as an office if needed. The Loft upstairs is light & bright and would make a great office or home school area. The Tile Roof brings long lasting peace of mind. This is an End Unit which allows for more light to filter thru from outside. Hot Water Heater is new. New Stainless Steel Dishwasher & Disposal are being installed. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, sprinklers, streetlights, community pool, clubhouse, gate access and management services. Your low HOA fee takes care of all the yard work so you can enjoy the Community Pool. This makes living here "totally carefree living at its best". Other highlights include tile & engineered wood flooring throughout downstairs, a covered porch with a pond view, no neighbor on one side and a 2-car garage that has 2-car EV-ready. Located just minutes from shopping, dining, and major roadways, this home offers the convenience of being close to everything while providing a quiet, serene neighborhood feel. Don't miss your chance to own this charming Maitland home. Schedule a showing today and make 1938 Michael Tioga your new address!

1938 Michael Tiago Court, Maitland
$390,000
3 Beds ⋅ 2 Baths ⋅ Bucher Hgts SubDv. ⋅ 32751 Zip Code
Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida Room, and vinyl fenced backyard provide the perfect background to enjoy every day and a versatile space to accommodate your needs, and ideal for entertaining guests. Additional updates include a new HVAC system (2023), along with complete electrical rewiring featuring updated boxes, outlets, switches and fixtures. Location is a key advantage where convenience defines this neighborhood. Lake Sybelia Elementary is one block away, and primary services and a variety of shopping plazas are just minutes away, ensuring quick access to all your daily needs. For outdoor adventures, the Sandspur Bike Trail is also one block away, while Lake Sybelia and many other parks are close by, while Downtown Winter Park and the surrounding areas offer many quality choices for dining, entertainment, and shopping, providing a list of places to explore within a short distance. Quick access to I-4 makes commuting effortless, whether for work or exploring the greater Orlando area. This combination of recent improvements, desirable features, and prime location creates a prime opportunity just waiting for you. Schedule your private showing today to experience all that this beautiful home and location have to offer.

731 Bucher Road, Maitland
$507,200
3 Beds ⋅ 2 Baths ⋅ Coffins Sub SubDv. ⋅ 32751 Zip Code
Build Your Dream Home in Prime Maitland Location! A rare opportunity awaits at 1550 Ridgewood Avenue — located just steps from the Enzian Theater, Park Maitland School, and minutes from Whole Foods Market. Zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School, this property offers the perfect foundation for your next custom build. With a lot size of 77' x 111' (and the potential to extend to 77' x 136'), this site provides flexibility and vision. Collect rental income from the existing home as you plan your future project. Whether you envision a luxury single-family residence or a high-end duplex, the possibilities are endless. This property is also listed as a pre-construction opportunity, with a preferred builder and architect already designing a one-of-a-kind custom home concept tailored for this parcel. Don’t miss the chance to create something exceptional in one of Central Florida’s most desirable locations.

1550 Ridgewood Avenue, Maitland
$361,200
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland
$375,125
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland
$400,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code
Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A spacious backyard provides plenty of room for entertaining, gardening, or play, while the oversized driveway and attached two-car garage add convenience. Ideally located near schools, shopping, and local amenities, this home is perfect for first-time buyers or those looking to downsize but still want their privacy.

380 Banyan Drive, Maitland
$470,000
4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
Sold Entry Only

2506 Chinook Trail, Maitland
$508,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code
Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home features an open layout with custom details such as designer sconces, a fluted accent wall, and an abundance of natural light throughout. The spacious primary suite includes a spa inspired bathroom designed to feel like a private retreat. Step outside to a fully fenced backyard oasis complete with a sparkling pool and outdoor shower, perfect for entertaining or relaxing in total privacy. Located in a no flood zone, this property offers peace of mind and lifestyle convenience. Just minutes from I-4, the Altamonte Mall, and a short walk or bike ride to the scenic Kawannee Trail, this location provides easy access to everything Orlando has to offer. This is a rare opportunity to own a stunning home in a well established neighborhood. Schedule your private showing today.

1231 Sidcup Road, Maitland
$395,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

637 Magnolia Drive, Maitland
$450,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the interior in natural light throughout the day. The kitchen is open and functional, seamlessly flowing into the dining and living areas—ideal for entertaining or simply enjoying everyday life. With ample cabinetry and sleek stainless steel appliances, it’s both stylish and practical for modern living. Each of the four bedrooms offers comfort, flexibility, and generous space. The primary suite is a private retreat, complete with its own spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. The remaining three bedrooms are equally spacious and well-lit, perfect for guest accommodations, children’s rooms, or home offices—offering a layout that easily adapts to your lifestyle needs. Step outside to your own private oasis, where a sparkling pool and expansive backyard provide the perfect setting for relaxing weekends, gatherings, or outdoor fun. Located just minutes from top-rated schools, parks, shopping, and dining, this home blends comfort, convenience, and Florida charm. Don’t miss this opportunity to make it yours!

736 Forest Glen Court, Maitland
$410,000
4 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell Drive, Maitland
$447,000
4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code
Discover your ideal residence at 1941 South St. in charming Maitland! This meticulously maintained four-bedroom, two-bathroom pool home is ready for you to move in and enjoy. Upon entry, you'll be greeted by a spacious split floor plan that balances privacy with openness. The kitchen stands out, boasting modern granite countertops, recessed lighting, an elegant backsplash, and sleek stainless steel appliances. Its design flows effortlessly into the family room, making it an excellent space for hosting gatherings. Each of the 3 bedrooms features fresh new carpeting, contributing to a warm and inviting ambiance throughout the home. Master bedroom includes hardwood flooring. Both the interior and exterior have been recently refreshed with new paint, enhancing its visual appeal. Step out to the back screened in patio, where new carpeting awaits, along with a sparkling pool that was resurfaced in 2025—ideal for relaxing on warm days. The patio roof was replaced in 2024, adding to the home's charm. The backyard is surrounded by vinyl fencing, providing a secluded area for kids and pets to play safely. Additionally, the air conditioning unit and roof were installed in 2016, ensuring durability and comfort for years ahead. Located in a desirable neighborhood, this home not only offers a wonderful living space but also a vibrant community. Don't let this opportunity pass you by—book your viewing today and explore everything this remarkable property has to offer!

1941 South Boulevard, Maitland
$425,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland
$425,000
Bel Air Estates SubDv. ⋅ 32751 Zip Code
Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

14 Bel Air Street, Maitland
$435,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland
$465,000
4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code
Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai. For guests, the first floor also includes a half bath for convenience. The second floor includes 3 additional bedrooms, a full bath and a spacious loft. Off to the side of the loft is a small private office to maintain your personal bill paying and record keeping. Beautiful paver driveway and a 2 car garage. HOA Fee includes 250-channel cable television, 500 Mbps internet, water, sewer, trash, recycling, landscaping, streetlights, community pool, clubhouse, gate access and management services. Call today to and not miss this great opportunity to own a maintenance free living Townhome in a quiet area of Maitland!

1970 Michael Tiago Circle, Maitland
$400,000
3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code
Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior with towering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primary suite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2 sunny bedrooms with ample closets and hall bath with tub/shower. Large enclosed Florida/bonus room overlooking sparking pool and large backyard. 2 car garage with workspace and utility area. Laminate floors, 2023 roof. Top location at the quiet east end of Derbyshire, centrally located for quick access to 436, Horatio, 17-92. Make this your forever home!

2666 Derbyshire Road, 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
$435,000
4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code
This your opportunity to move into the charming neighborhood of "Indian Hills" in Maitland. It is a 4 bedroom 2 bath home with a screened-in pool and is on a corner lot. The home has been freshly painted inside and out. New kitchen cabinets, countertops with a chef's sink. The roof was replaced in 2023, A/C unit replaced in 2022, Replumbed 10 yrs ago. This home is conveniently located near SR 436 and 17/92, close to restaurants and shopping in a verity of local businesses. The Altamonte Mall and Advent Health Hospital/Medical center is just minutes away. If you're not familiar with the neighborhood, this is your chance to discover this established, tranquil area.

2632 Derbyshire Road, Maitland