Location: Maitland
Do Not Show Listings
1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751
$174,900Listed 04/25/2026 6:51PM MLS ID: O6402311
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 898 Built: 2000Monthly Fee: $462 Tax: $2,714 (2025)Community: Visconti WestCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,714
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
Listing Agent: Simon Colak (407-666-7686)
1610 LYNDALE BLVD, MAITLAND, FL 32751
$1,021,00038 Days on yellowkey MLS ID: G5109784
REDUCED by $54,000 (5.0%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2598 Built: 2006 Tax: $17,444 (2025)Community: Dixie TerraceSingle Family
Taxes:$17,444
Elementary School: Dommerich Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.
Listing is courtesy of: CAPITAL EQUITY REAL ESTATE CO (321-300-4211)
Listing Agent: Christian Del Pino (407-925-9389)
2011 MICHAEL TIAGO CIR, MAITLAND, FL 32751
$525,00014 Days on yellowkey MLS ID: O6397660
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2702 Built: 2014Monthly Fee: $340 Tax: $4,685 (2025)Community: Maitland VillageSpa: NoTownhouse
Taxes:$4,685
Remarks: You've been searching for a single-family home — the space, the privacy, the pride of ownership. What if you could have all of that and never mow the lawn, pay a cable bill, or worry about the water bill again? Welcome to 2011 Michael Tiago Circle, where the spaciousness and elegance of single-family home living meets the effortless ease of a low-maintenance lifestyle — truly the best of both worlds! This stunning, move-in ready, Mediterranean-style end-unit townhome is located in the gated enclave of Maitland Village. Step inside and you'll immediately notice the soaring ceilings, extra windows of an end-unit, added natural light and elevated craftsmanship that sets this home apart: decorative chair-rail and wainscoting grace the first floor and crown molding flows throughout every level, lending an air of elegance and sophistication. The open-concept kitchen is a true showstopper, featuring granite countertops, Samsung stainless steel appliances, and 42" custom cabinetry thoughtfully designed for real life — including a pantry cabinet with pull-out drawers, a corner Lazy Susan that maximizes every inch of storage, and a dedicated pull-out trash and recycling cabinet to keep things tidy and tucked away. Whether you're hosting a dinner party or meal-prepping for the week, this kitchen is ready for it all. Sliding glass doors open to your private covered porch overlooking a serene pond— the perfect backdrop for morning coffee or evening unwinding. Upstairs, a versatile loft provides the perfect flex space for a home office, exercise space or playroom. The large primary suite features a walk-in closet and a luxurious bath with dual vanities, soaking tub, glass enclosed shower and private water closet. The other two sizeable bedrooms are down the hall for privacy and share a full bathroom. The Maitland Village HOA fee includes community gated access, swimming pool and clubhouse, lawn/shrub care, irrigation, cable/high-speed internet, water/sewer, trash/recycle pick-up and pest inspections. Conveniently located with easy access to I-4, SR 414/429 and just minutes to local parks, the Orlando Sportsplex, Maitland City Center, Winter Park and Altamonte Springs for a variety of shopping, dining and entertainment options. Make your appointment to see this beautiful home today!
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Heather Ward (321-503-2746)
2130 DELORAINE TRL, MAITLAND, FL 32751
$829,00019 Days on yellowkey MLS ID: O6397018
REDUCED by $21,000 (2.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2175 Built: 1964 Tax: $10,394 (2025)Community: Highland Park Estates First AddSpa: NoSingle Family
Taxes:$10,394
Remarks: Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the heart of the home, featuring a stunning marble fireplace and seamless flow into multiple gathering areas, including a dedicated dining space just off the kitchen, a family room that leads to the outside and access to the bedrooms. The fully renovated chef’s kitchen is a true standout, showcasing soft-gray shaker cabinetry, quartz countertops, a Carrera marble backsplash, and stainless steel appliances. With ample counter space and a built-in water filtration system, this kitchen is as functional as it is beautiful. Throughout the home, you’ll find upgraded Italian wood-plank porcelain tile flooring, offering both durability and elegance. The primary suite provides a peaceful retreat with a walk-in closet and a fully updated ensuite bathroom featuring a double-sink vanity, granite countertops, and a spacious walk-in shower with marble and porcelain finishes. Step outside into your private backyard oasis. Designed for true Florida living, this space features a Pebble Tec pool, paver deck, covered gazebo with ceiling fan, a 65” outdoor TV, and a premium sound system perfect for entertaining or relaxing year-round. The lush landscaping, grassy area, and additional storage shed complete the outdoor experience. Additional highlights include a new roof (2019), A/C system (2021), WiFi-enabled irrigation system, fresh interior paint, and new LG washer, dryer, and dishwasher. Located in the desirable Dommerich area, just minutes from top-rated schools, dining, shopping, and major roadways, this home offers the perfect combination of location, upgrades, and lifestyle. This is the one you’ve been waiting for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Mario Zendeli (407-325-3893)
1001 VERSAILLES CT, MAITLAND, FL 32751
$1,050,000Listed 04/25/2026 9:01AM MLS ID: O6401795
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3625 Built: 1981Monthly Fee: $29 Tax: $6,161 (2025)Community: VersaillesSingle Family
Taxes:$6,161
Elementary School: Lake Sybelia Elem
Remarks: One or more photo(s) has been virtually staged. Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features an EXPANSIVE ATTACHED OFFICE, CRAFT ROOM OR SITTING ROOM—perfect for today’s lifestyle. This generous space also presents a unique opportunity for reconfiguration, allowing you to expand the primary bedroom and/or create a truly luxurious bath retreat tailored to your vision. Upstairs, three additional BEDROOMS ARE IMPRESSIVELY SIZED, offering plenty of room for family or guests. A STANDOUT FEATURE of the home is the BONUS ROOM with its own private entrance, located just off the rear garage—ideal for a game room, media lounge, or entertainment hub complete with space for a pool table, ping pong table, and a large-screen TV. At the heart of the home, the EXPANSIVE 23 x14 kitchen is filled with potential and already equipped with premium appliances, including a SubZero refrigerator, separate SubZero freezer, and a Viking cooktop. Built-in desk space and charming banquet seating create a welcoming spot for casual dining and everyday moments. The inviting family room is designed for cozy evenings, featuring a wood-burning fireplace, beverage fridge, ice maker, and sink—perfect for entertaining or unwinding. For larger gatherings, the expansive living room and adjacent dining area provide an elegant backdrop, whether hosting dinner parties, game nights, or enjoying music by a grand piano. Step outside to your private oasis, set on NEARLY HALF ON AN ACRE of beautifully landscaped grounds. The generous deck surrounds a stunning 10-foot-deep SWIMMING POOL offering endless possibilities for outdoor entertaining, relaxation, and recreation. Life in Versailles extends beyond your front door. HOA Residents can enjoy PRIVATE ACCESS TO LAKE Minnehaha, complete with a dock—perfect for paddleboarding, kayaking, or soaking in breathtaking sunset views. Just beyond the back gate, Maitland Community Park offers an array of AMENITIES including playgrounds, tennis courts, basketball, racquetball, and scenic fitness trails. A convenient paved path even connects you to nearby shopping and dining, including Publix. Ideally located with easy access to Maitland Boulevard, SR 414, I-4, and 436, SUNRAIL station is close and ZONED IN TOP RATED SCHOOLS, this home offers both tranquility and convenience. With an optional HOA, you have the freedom to enjoy the community on your terms. This is more than a home—it’s a lifestyle waiting to be embraced. Make your appointment today to view this lovely home!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Heather Frazee (321-689-9465)
790 S LAKE SYBELIA DR, MAITLAND, FL 32751
$975,00053 Days on yellowkey MLS ID: G5108209
REDUCED by $20,000 (2.0%) on 04/08/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2021 Built: 1958 Tax: $6,881 (2025)Community: Acreage & UnrecSingle Family
Taxes:$6,881
High School: Edgewater High
Remarks: One or more photo(s) has been virtually staged. Rare opportunity to own a private 0.66-acre Estate homesite in Maitland with deeded Lake Sybelia access. 790 S Lake Sybelia Drive offers a unique combination of land, privacy, and lake rights in one of Maitland’s most desirable communities. Set on a secluded, no-HOA .66 acre's of land, the property includes 12 feet of lake frontage extending approximately 268 feet into Lake Sybelia, providing true and usable access. Private lake access you can actually use — without the $2M price tag. The updated home features 3 bedrooms and 2.5 bathrooms, a warm living room with a wood-burning fireplace, a panoramic window seat, and a spacious Florida room. Move in and enjoy as-is, or take advantage of the property’s full potential. This property is ideal for expansion, a second-story addition, pool, guest house, or a custom new build, offering flexibility rarely found in Maitland. The 0.66-acre lot is fully fenced with mature landscaping and provides ample space for outdoor living, entertaining, storing your RV or Boat. Opportunities combining large land for privacy and Lake Sybelia access are increasingly rare. Recent updates include: Roof (2019), AC (2023), insulation (2025), and updated electrical and plumbing. Ideally located near Lake Sybelia Park, the Iconic Enzian Theater, Maitland Art & History Center, Lake Lily Park, and just minutes to Winter Park and Downtown Orlando. Enjoy paddleboarding at sunrise or relaxing in your private backyard retreat — this property delivers a rare blend of space, privacy, and lake access in the heart of Maitland.
Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)
Listing Agent: Lisa Pownall (407-927-1698)
1241 MANCHESTER RD, MAITLAND, FL 32751
$625,00026 Days on yellowkey MLS ID: S5146896
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 1963 Tax: $4,268 (2024)Community: English Estates Unit 2Single Family
Taxes:$4,268
Elementary School: English Estates Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Maitland, where space, comfort, and modern design come together effortlessly. From the moment you walk in, you’ll notice the bright open-concept layout that creates a warm and inviting atmosphere, perfect for both everyday living and unforgettable family moments. The seamless flow between the living, dining, and kitchen areas makes this home ideal for gatherings, entertaining, or simply enjoying time at home. Natural light fills the space, enhancing every detail and making each room feel open, airy, and welcoming. Each bedroom offers comfort and versatility, whether you need space for a growing family, a home office, or guest accommodations. The thoughtful updates throughout the home provide a true move-in ready experience. As part of the renovations, the seller has a new roof scheduled, adding even more value for the future owner. Enjoy the charm and convenience of living in Maitland, with easy access to shopping, dining, parks, and major roadways. This is more than just a house—it’s a place where everyday life feels a little more special.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Ricardo Araque (305-922-3413)
987 BRIGHTWATER CIR, MAITLAND, FL 32751
$1,100,0001 Day on yellowkey MLS ID: O6401747
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3270 Built: 1996Monthly Fee: $395 Tax: $12,450 (2025)Community: Maitland Club RepSpa: YesSingle Family
Taxes:$12,450
Remarks: Set on a generous one-third acre lot, the property offers ample room for outdoor enjoyment, from a potential playground to a thoughtfully designed lanai with dedicated areas for dining and lounging. Every corner of this home invites you to linger and enjoy. Ideally located near everything you love, this home offers easy access to premier grocery destinations, vibrant shopping and dining, major roadways, perfectly blending luxury with everyday convenience. Just minutes from Whole Foods, Trader Joe’s, Altamonte Mall, and the renowned shops and restaurants along Park Avenue in Winter Park, you’ll enjoy the best of Central Florida living right at your doorstep. Well-maintained home with A/C replaced in 2017. Interior upgrades completed in 2020, including a renovated kitchen, updated appliances, new flooring, and three beautifully updated bathrooms. No pool heater. Homes of this caliber do not last long.... come experience it for yourself.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gale Milgrim (407-443-9832)
245 QUAYSIDE CIR, MAITLAND, FL 32751
$485,0001 Day on yellowkey MLS ID: O6401831
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1652 Built: 1986 Tax: $2,377 (2025)Community: Moorings On Lake Maitland Condo Bldg 04Townhouse
Taxes:$2,377
Remarks: Welcome to The Moorings on Lake Maitland, one of the most in-demand communities in the area. Consider this unit, 3-bedrooms and 2-1/2 baths, approximately 1700 square feet of living space with a 1-car garage, and overlooking the beautiful peaceful courtyard, to be your blank slate. Gleaming wood floors and fresh painted throughout, it is just waiting for you to make it your own. You'll love this comfortable living space, and there is so much to work with! From the entry foyer you'll find the eat-in kitchen immediately on your right. Head through the kitchen to the spacious dining room, and into the living room with vaulted ceiling and zen garden view. Half-bath and inviting screened lanai complete the ground floor living space. Upstairs you'll find the large primary suite, also overlooking the courtyard, and two more bedrooms, both front-facing, and a full bath in the hallway. The laundry room with washer, dryer and utility sink is in the garage. The grounds, pool and club house are maintained by the community, so all you have to so is enjoy the ambiance of the beautiful grounds and the lakefront. The many advantages to this convenient location include being on Lake Maitland, and, easy access to necessities like grocery and drug stores, and restaurants within walking distance. This one is priced to sell, so don't miss this opportunity!
Listing Agent: Sue Gilman (407-405-0108)
1170 WILLOWBROOK TRL, MAITLAND, FL 32751
$759,00018 Days on yellowkey MLS ID: O6396754
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2159 Built: 1966 Tax: $4,455 (2025)Community: Maitland WoodsSpa: NoSingle Family
Taxes:$4,455
Remarks: Towering oaks and Spanish moss flowing in the breeze set the stage for this oasis in the heart of Maitland. This charming 4 bedroom, 2 bath abode with a tropical courtyard pool has been lovingly updated with luxe finishes and features. Step inside the covered airy breezeway where travertine pavers surround the screen enclosed pool deck and the true front door entrance. Beautiful crown moulding and wood-look ceramic tile flooring runs throughout the house (no carpeting). Double pane windows and sliders with build-in blinds accent the courtyard views. Arched doorways open to the poolside family room with wood-burning marble-surround fireplace and custom built-ins. Large enough for all your family and friends, the spacious living and dining rooms with custom window shutters and recessed lighting is sure to impress. Total kitchen remodel features handmade subway tile backsplash, quartz countertops, stainless steel appliances, and the most charming in-kitchen dining area with views out to the pool. A renovated full hall bathroom with double sink quartz vanity and tub/shower combo opens to the pool and is close to the 3 guest bedrooms (one bedroom also has sliders to the pool). Your large primary suite is tucked away at the back of the house with dressing area, walk-in closet, and separate toilet/shower room. And the views to the pool through the double sliders are inspiring. Indoor/outdoor living is a breeze in this unique Maitland courtyard style pool home. Plus, a fully fenced backyard is still big enough for children and pets to play. You’ll love the location with easy access to I-4, the shops and restaurants of Downtown Maitland and Lake Lily (home of a weekly farmer’s market), and walking distance to Lake Sybelia and lakefront Homer Hough Park. Improvements include NEW hot water heater 2026; NEW solar pool heater 2022; NEW paver driveway and motor court 2022; NEW roof 2021; NEW travertine pool deck 2021; NEW HVAC 2020; NEW Gernerac house generator; and Replumb CPVC 2015.
Listing Agent: Steven Ritz (321-277-8271)
2517 CAPER LN #205, MAITLAND, FL 32751
$120,000172 Days on yellowkey MLS ID: O6358434
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1973 Tax: $1,789 (2025)Community: Carrington Park A CondoCondo
Taxes:$1,789
Remarks: **ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances to Publix, Starbucks and many other stores. It is also just a 10 min drive to Full Sail University and a 30 minute drive to the parks. Best location in Orlando! Best Return available!
Listing is courtesy of: MAYOLET REALTY LLC (407-491-4893)
Listing Agent: Mayolet Bornas Moreira (407-491-4893)
2809 WAUMPI TRL, MAITLAND, FL 32751
$745,00010 Days on yellowkey MLS ID: O6399820
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 1971 Tax: $6,426 (2024)Community: Dommerich Hills 6Th AddSpa: NoSingle Family
Taxes:$6,426
Remarks: Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout provides clear sight-lines between the kitchen and family room, creating a connected main living area. The pavers meet manicured lawns and fresh landscaping for a clean, contemporary finish that is 100% move-in ready. Additional features include an interior laundry room and a fully fenced backyard with a pool. Enjoy being just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Farhad Haniff (516-587-2799)
1321 BENEVOLENT ST, MAITLAND, FL 32751
$374,90075 Days on yellowkey MLS ID: O6377413
REDUCED by $9,100 (2.4%) on 04/17/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1751 Built: 2006Monthly Fee: $520 Tax: $2,204 (2024)Community: Enclave/Maitland A-FTownhouse
Taxes:$2,204
Remarks: $9K BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $374,900—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET FRIENDLY: Montecino is a gated, pet-loving community. LAKE CHARITY: Enjoy a scenic walk right outside your door. Maintenance-free living with a resort-style pool and gated security. *UPGRADES & VALUE /// MECHANICALLY NEW: New HVAC (Jan 2025), Bosch dishwasher, and 2026 fridge/microwave. DESIGNER FINISHES: Engineered hardwoods, fresh paint, and designer lighting. HOA BONUS: Monthly dues include High-Speed Internet, WiFi, and expanded TV/Streaming.*PEACE OF MIND /// Home just passed INSPECTION. Between the verified value, mechanical updates, and potential interest rate buy-down, this is the most secure and affordable luxury entry in Maitland.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Shirley Jones (407-719-9180)
1421 SUNNYSIDE DR, MAITLAND, FL 32751
$999,999156 Days on yellowkey MLS ID: O6358123
REDUCED by $100,001 (9.1%) on 04/24/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2116 Built: 1966 Tax: $5,513 (2024)Community: Maitland Park SouthSingle Family
Taxes:$5,513
Remarks: One or more photo(s) has been virtually staged. Priced below appraised value for a limited opportunity to capture instant equity. Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready residence features thoughtfully designed indoor and outdoor living spaces and is zoned for the top-rated Dommerich Elementary School. From the moment you arrive, manicured landscaping and an inviting covered front porch create a warm first impression. Inside, natural light fills the home through skylights and bay windows, highlighting hardwood floors and a wood-burning fireplace. The open layout provides a seamless flow between living spaces, ideal for everyday living and entertaining. The chef’s kitchen serves as the heart of the home and features custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. The kitchen opens to the main living areas, creating a functional and welcoming space. The primary suite offers a private retreat with wood floors and French doors leading directly to the porch. The ensuite bathroom includes an oversized shower with spa-style jets and customized storage. Three additional bedrooms and a full bathroom are located down a terrazzo-finished hallway and include custom upgrades. The dining area captures beautiful morning light through the bay window, while the living room features French doors that open to the outdoor living space. The private backyard oasis is designed for year-round enjoyment and includes a heated pool enclosed by a full screened deck and patio, creating a true indoor-outdoor lifestyle. Additional features include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway with a 30-amp electrical hookup for an RV or boat. The home has been freshly painted inside and out, includes new carpet, and reflects quality craftsmanship throughout. Enjoy quick access to Winter Park’s shops, dining, parks, and cultural offerings, along with the conveniences of Maitland living, making this home an exceptional opportunity in a highly desirable Central Florida location.
Listing is courtesy of: STRICKLAND REALTY GROUP INC (407-448-5068)
Listing Agent: Amanda Binns (407-448-5068)
1325 LAKE SHADOW CIR #12202, MAITLAND, FL 32751
$215,000101 Days on yellowkey MLS ID: O6373693
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000 Tax: $1,234 (2024)Community: Visconti WestCondo
Taxes:$1,234
Remarks: SELLER MOTIVATED Step into effortless living with this beautifully maintained 2-bedroom, 2-bath condo nestled in a highly sought-after gated community! From the moment you enter, you’re greeted by stunning luxury vinyl flooring that flows seamlessly throughout, setting the stage for a bright, open-concept layout that’s perfect for both relaxing and entertaining. The stylish kitchen shines with updated granite countertops and a convenient breakfast bar—ideal for morning coffee or hosting friends. Each spacious bedroom offers its own private retreat, complete with walk-in closets and en-suite bathrooms featuring upgraded vanities for a sleek, modern feel. Unwind on your private balcony with new travertine flooring, where peaceful fountain views create the perfect backdrop for your morning or evening escape. Enjoy added convenience with in-unit laundry and the peace of mind of an AC system replaced in 2021. This vibrant community truly has it all—resort-style pool, clubhouse, fully equipped fitness center, tennis and basketball courts, scenic walking paths, and a charming gazebo overlooking serene lake views. Perfectly located in Maitland, you’re just minutes from shopping, dining, the charm of Park Avenue in Winter Park, and major highways—giving you the ideal blend of tranquility and accessibility. This is the lifestyle you’ve been waiting for!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
921 N THISTLE LN, MAITLAND, FL 32751
$1,049,0009 Days on yellowkey MLS ID: R4911080
REDUCED by $51,000 (4.6%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2300 Built: 1967 Tax: $4,489 (2025)Community: Highland Park EstatesSpa: YesSingle Family
Taxes:$4,489
Remarks: Central location, fully renovated, A-rated schools, a resort-style pool - this Dommerich home checks every box - and it is move-in ready, turnkey for your lifestyle. Situated in one of Central Florida’s most sought-after neighborhoods for over 60 years, Dommerich is known for its top-rated schools, tree-lined streets, parks, and unmatched convenience. This home sits right in the heart of it all. Originally built in 1967 and thoughtfully reimagined in a top-to-bottom renovation completed in 2019, the property blends classic charm with modern design and systems. Major updates include roof, HVAC, plumbing, electrical, windows, doors, insulation, appliances, kitchen, primary wing addition, natural gas connection, and a Rinnai tankless water heater. Inside, the open-concept living and dining spaces flow seamlessly to a designer pool and screened patio, creating an ideal indoor-outdoor lifestyle. The modern kitchen features extensive cabinetry with drawer-based storage, a coffee bar, and easy access to the garage and main living areas. A standout feature is the 2019-built primary suite addition, offering vaulted ceilings, a custom walk-in closet, en-suite bath, laundry, utility closet, and direct access to the pool area. The home also includes a second primary bedroom with its own en-suite bath that doubles as a pool bath, plus two additional bedrooms and a shared hall bath. The curb appeal is anchored by a mature, storybook-style shade tree, setting the tone for the character found throughout the property. Enjoy a short walk to the schools on a secluded sidewalk or take in the open sports fields across the street and Maitland Community park a few streets over.
Listing is courtesy of: VISTA NATIONAL MANAGEMENT INC (407-252-5052)
Listing Agent: Garrett Mcginnis (321-278-9511)
781 GOLDWATER CT, MAITLAND, FL 32751
$860,00066 Days on yellowkey MLS ID: O6383680
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $25,000 (2.8%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2550 Built: 1970 Tax: $5,042 (2025)Community: Maitland Highlands DommerichSingle Family
Taxes:$5,042
Remarks: Under contract-accepting backup offers. Rare Dommerich Opportunity - 5 Bedrooms | 3 Baths + Office with a Pool on an Oversized Lot! Finding a true 5-bedroom, 3-bath home with a dedicated office in Dommerich is incredibly rare—and this one delivers, beautifully. Tucked away on a quiet cul-de-sac and set on over 1/3 acre, 781 Goldwater Ct offers space, privacy, and a lifestyle that’s hard to match. From the moment you arrive, the home’s charm stands out—featuring a welcoming front courtyard perfect for morning coffee or a peaceful garden retreat. Inside, a flexible and functional layout is designed for both everyday living and entertaining. Formal living and dining rooms pair seamlessly with a warm, inviting family room complete with a fireplace and built-ins. The kitchen is both stylish and practical, with granite countertops, stainless steel appliances, bar seating, and a sunny breakfast nook—all opening to the main living areas. Durable wood-look tile flows throughout for easy maintenance and modern appeal. The split-bedroom floor plan provides ideal privacy, with a spacious primary suite in its own wing featuring a renovated bath, dual sinks, and a large walk-in closet. On the opposite side, four generously sized secondary bedrooms include extra storage (two with walk-in closets!) and beautifully updated bathrooms—including a convenient pool bath. Step outside to enjoy true Florida living: a sparkling 20,000+ gallon pool surrounded by an expansive paver deck, offering plenty of room to entertain or unwind. A separate green space adds flexibility for play or pets, while maintaining a low-maintenance yard. An added surprise - this extra-large homesite and unique street allows for a rear entry garage. Not only does that add charm and curb appeal to the front of the home, but if you are a car lover or just need extra parking space, this is the home for you! The lengthy driveway and oversized garage can accommodate multiple vehicles or even a boat! Additional highlights include abundant storage, indoor laundry, enhanced insulation, and major system updates: Roof (2023), AC (2021), PEX replumb, sewer connection (no assessment), and fresh exterior paint. No HOA or community fees! Located just steps from Dommerich Elementary and Maitland Middle, with easy access to parks, dining, Park Avenue, and I-4—this is location and lifestyle in one. Plus, this home is zoned for Winter Park High School! Opportunities like this in Dommerich don’t come often—this is one worth seeing today!
Listing Agent: Erin Baker (407-719-0030)
140 E FAITH TER, MAITLAND, FL 32751
$525,00045 Days on yellowkey MLS ID: V4947849
0 Days Off yellowkey (back on 4/24/2026)
REDUCED by $15,000 (2.8%) on 04/22/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2748 Built: 1956 Tax: $5,451 (2024)Community: Northwood HeightsSingle Family
Taxes:$5,451
Elementary School: Lake Orienta Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and flexibility! The spacious single-level layout features 3 bedrooms, 2 bathrooms in the main house, plus an updated guest suite. Enjoy an open living and dining area with a stone fireplace, designer lighting, and luxury vinyl plank flooring. The upgraded kitchen includes wood cabinets, granite countertops, penny tile backsplash, and new stainless appliances. A bright family room leads to two outdoor seating areas, including a brick courtyard with a second fireplace. The oversized primary suite and additional bedrooms feature new plush carpet, while the bathrooms have been fully updated. The detached guest suite offers 1 bedroom, 1 bath, a sitting area, and a wet bar. Additional features include a washer and dryer, security cameras, and a Google/Nest doorbell, all conveying with the home. Double carport, oversized driveway, and a private lot on a quiet street. Conveniently located near downtown Maitland with easy access to I-4.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Greg Roberts, Llc (407-927-5303)
2150 TORTOISE SHELL DR, MAITLAND, FL 32751
$429,9003 Days on yellowkey MLS ID: O6392895
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1997Monthly Fee: $17 Tax: $5,334 (2025)Community: WinfieldSingle Family
Taxes:$5,334
Middle School: Lockhart Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout. The kitchen serves as the heart of the home, complete with ample cabinetry, generous counter space, and a convenient breakfast bar that opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. Sliding glass doors lead to a private backyard with a paver patio, creating the perfect space to relax or host gatherings. The primary suite offers a peaceful retreat with plenty of space, natural light, and an en-suite bathroom for added convenience. Additional bedrooms are well-sized and versatile, perfect for guests, a home office, or growing households. Situated on a quiet street, this home features a fully fenced yard, mature landscaping, and a two-car garage. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property combines tranquility with accessibility. Don’t miss the opportunity to make this move-in ready Maitland gem your own, schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claire Sims Llc (203-767-8109)
106 OAKWOOD DR, MAITLAND, FL 32751
$649,90043 Days on yellowkey MLS ID: O6390412
REDUCED by $30,000 (4.4%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1877 Built: 1963 Tax: $1,940 (2024)Community: N/ASingle Family
Taxes:$1,940
Remarks: One or more photo(s) has been virtually staged. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy. At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spaces—perfect for both elevated entertaining and everyday living. The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape. Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yard—designed for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs. This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and more—offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement—an exceptional and increasingly rare feature in this area. Buyer to verify access and use. Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadways—giving you the perfect balance of privacy and accessibility.
Listing Agent: Kikzeny Cartagena (215-359-6910)
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