Location: Maitland , 32751
Do Not Show Listings
2453 WORTHINGTON RD, MAITLAND, FL 32751
$585,000137 Days on yellowkey MLS ID: TB8454086
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1959 Built: 1966 Tax: $1,675 (2024)Community: English Estates Unit 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,675
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: A lovely well designed 4bdr. 2 bath home with an eat in kitchen open to a spacious family rm. A formal din.rm. and formal lvg.rm. are ready for any occasion. The long 2 lane brick driveway can accommodate multiple vehicles. Nearby schools for all levels and the amenities for recreation and entertainment are too numerous to list. This house should be added to your list when searching for your new home.
Listing is courtesy of: REALTY OF RIVERVIEW LLC (813-863-3948)
Listing Agent: Stephen Hachey (813-863-3948)
1275 LAKE SHADOW CIR #13107, MAITLAND, FL 32751
$179,90094 Days on yellowkey MLS ID: O6374698
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 2000 Tax: $2,194 (2024)Community: Visconti WestCondo
Taxes:$2,194
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Middle School: Lockhart Middle
Remarks: Welcome home to this truly move-in-ready, beautifully updated 1-bedroom, 1-bath ground-floor condo located in the highly desirable Visconti West community in Maitland. This unit stands out from others of its size by offering upgrades and features that provide both comfort and peace of mind. From the moment you walk in, you’ll notice the new modern flooring throughout the living and bedrooms, creating a clean, updated look that flows seamlessly across the entire space. The kitchen has been completely refreshed and features a full suite of brand-new, high-efficiency appliances, including a built-in microwave, designed not only for style but also to help save money on your monthly utility bills. The home continues to impress with additional upgrades that are hard to find in comparable units, including a brand-new washer and dryer for added convenience. The bathroom has been fully updated with a sleek, modern design, featuring a step-in glass-enclosed shower that elevates the entire space. One of the standout features is the brand-new double pane glass window in the bedroom, offering enhanced insulation, reduced outside noise, and improved energy efficiency—another added benefit for comfort and cost savings. The open and functional layout provides a bright living space filled with natural light, while the private screened patio with additional storage offers the perfect place to relax or enjoy your morning coffee. What truly makes this property special is that no other unit of this size in the community offers this level of upgrades, modern finishes, and energy-efficient improvements. It’s a rare opportunity to own a condo where the big-ticket items have already been taken care of, allowing you to move in with confidence and peace of mind. Located in a gated, resort-style community with amenities including a pool, fitness center, basketball and tennis courts, playground, and beautifully maintained grounds, and just minutes from Winter Park, Downtown Orlando, Altamonte Springs, shopping, dining, and major highways—this home offers both lifestyle and convenience.
Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)
Listing Agent: Carrie Sue Shawfield (407-963-7749)
320 WHITE OAK CIR, MAITLAND, FL 32751
$849,00040 Days on yellowkey MLS ID: O6390473
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2681 Built: 1973Monthly Fee: $31 Tax: $3,975 (2025)Community: Maitland GroveSingle Family
Taxes:$3,975
Tax Year: 2025
Middle School: Maitland Middle
Remarks: ENTERTAINING MAITLAND GROVE POOL HOME. Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings. Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec. Patio and pool decking have pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving Room, Dining Room and 4 bedrooms. Kitchen features all new SS appliances and sink w/ faucet, a separate breakfast room and laundry room. Primary room features en suite updated bathroom with dual vanity, shower, w/ tub, walk in closet and large slider doors overlooking the serene pool. Home offers lots of closet and ample storage. Extra Long driveway with side entry oversized garage includes utility sink. Home has been lovingly cared for. Call to view today!
Listing is courtesy of: OVERSTREET REAL ESTATE INC (407-595-5546)
Listing Agent: Susan Filebark (407-595-5546)
1501 DRUID ISLE RD, MAITLAND, FL 32751
$850,00036 Days on yellowkey MLS ID: O6389520
REDUCED by $25,000 (2.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1971 Tax: $11,716 (2025)Community: Druid IsleSingle Family
Taxes:$11,716
Remarks: LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2024. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
1404 STRATFORD RD, MAITLAND, FL 32751
$419,90048 Days on yellowkey MLS ID: O6387116
1 Days Off yellowkey (back on 3/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2473 Built: 1961Monthly Fee: $3 Tax: $5,107 (2024)Community: English Estates Unit 1Single Family
Taxes:$5,107
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Spacious one-story home featuring 4 bedrooms and 2.5 bathrooms with a functional, open layout. The kitchen offers a convenient breakfast bar overlooking the dining area. Step outside to enjoy the screened-in back porch and private in-ground pool, perfect for relaxing or hosting gatherings. The wood-fenced backyard provides added privacy, and the 2-car garage offers ample storage and parking. A fantastic opportunity with great indoor and outdoor living space!
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Eva Hockenberry (800-583-2914)
310 WHITE OAK CIR, MAITLAND, FL 32751
$849,00096 Days on yellowkey MLS ID: O6373919
1 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2995 Built: 1973Monthly Fee: $35 Tax: $7,779 (2025)Community: Maitland Grove Unit 1Single Family
Taxes:$7,779
Remarks: Under contract-accepting backup offers. Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
344 BANYAN DR, MAITLAND, FL 32751
$398,00012 Days on yellowkey MLS ID: O6397900
1 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1408 Built: 1972 Tax: $1,336 (2024)Community: Druid Hills ParkSingle Family
Taxes:$1,336
Elementary School: Sabal Point Elementary
Remarks: STUNNING MODERN REVIVAL IN THE HEART OF MAITLAND. Welcome to 344 Banyan Drive, where classic Maitland charm meets contemporary elegance. Experience the pinnacle of move-in-ready luxury at 344 Banyan Dr. This impeccably renovated residence has been transformed from top to bottom with sophisticated finishes and meticulous attention to detail. The open-concept interior shines with all-new flooring, contemporary baseboards, and a fresh, designer paint palette. The newly renovated kitchen is a true showstopper, boasting new custom cabinetry, sleek stone countertops, a stylish tile backsplash, and a premium stainless steel appliance package. Both the living spaces and the fully renovated bathrooms feature all-new designer lighting that creates a warm, inviting ambiance throughout. Every inch of this home feels brand new. Don't miss your chance to own a masterpiece in 32751!
Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
Listing Agent: Ketan Patel (416-508-9037)
220 ALPINE DR, MAITLAND, FL 32751
$450,00048 Days on yellowkey MLS ID: O6388051
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 988 Built: 1953 Tax: $5,537 (2024)Community: Sunset RidgeSingle Family
Taxes:$5,537
Remarks: Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Beth Hathaway (407-314-1300)
1529 GLASTONBERRY RD, MAITLAND, FL 32751
$525,00048 Days on yellowkey MLS ID: O6387618
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1655 Built: 1970Monthly Fee: $3 Tax: $5,753 (2024)Community: NorthgateSingle Family
Taxes:$5,753
Remarks: Under contract-accepting backup offers. Welcome to 1529 Glastonberry Rd, a 4 bedroom, 2 bath pool home in the heart of Maitland. You will love this tastefully updated home. Upon entering, you will love the open floor plan and the way the homes flows from the spacious living room to the airy dining room straight into the bright, sparkling kitchen with stainless steel appliances. The whole area overlooks the inviting salt water pool and enclosed lanai. It's a dream space for entertaining. The primary overlooks the pool with a separate entrance, an updated bath and walk in closet. With three other great sized rooms, there is plenty of room and storage. Located in vibrant Maitland, shopping, restaurants, entertainment and night life are close.
Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)
Listing Agent: Tamara Rorman (407-491-1642)
2466 FIELDINGWOOD RD, MAITLAND, FL 32751
$599,00012 Days on yellowkey MLS ID: O6396883
0 Days Off yellowkey (back on 4/12/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 1972 Tax: $1,712 (2024)Community: English WoodsSpa: NoSingle Family
Taxes:$1,712
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: Welcome to 2466 Fieldingwood Rd, a fully re-imagined pool home in Maitland, FL. This 4 bedroom, 2 bathroom home has been completely renovated from top to bottom with a fresh, modern feel that is move-in ready and designed for today’s lifestyle. From the moment you arrive, you will notice the clean exterior, updated landscaping, and quiet street that sets the tone for the rest of the home. ALL major systems have been updates: Roof 2022, Plumbing 2024, Hot Water Heater 2024, AC 2016, and newer pool equiptment. Inside, the layout flows effortlessly with light-filled living spaces, updated flooring, and a bright, open feel throughout. The kitchen and main living areas connect seamlessly, making it perfect for both everyday living and entertaining. Step outside to your private backyard retreat featuring a newly refreshed pool and spacious deck area. This is the kind of space that feels like Florida living should. Whether you are hosting friends or enjoying a quiet evening at home, this backyard delivers. The bedrooms offer comfortable, flexible space for families, guests, or a home office, while the primary suite provides a clean and calming place to unwind. Located in English Estates, you are just minutes from Winter Park with easy access to 17-92, 436, and Red Bug Lake Road. Commuting is simple with quick access to I-4 and the express lane entrance, getting you to downtown Orlando efficiently. If you are looking for a fully updated home with a pool in a central location that actually makes your day-to-day life easier, this is one you need to see in person.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kristine Mckinley (407-415-2412)
361 HICKORY DR, MAITLAND, FL 32751
$369,00020 Days on yellowkey MLS ID: O6395765
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1959 Tax: $2,679 (2024)Community: Druid Hills ParkSingle Family
Taxes:$2,679
Elementary School: Lake Orienta Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Emma Nelson (224-703-9190)
1231 SIDCUP RD, MAITLAND, FL 32751
$495,000259 Days on yellowkey MLS ID: TB8414987
2 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1960 Tax: $1,683 (2024)Community: English Estates Unit 1Spa: NoSingle Family
Taxes:$1,683
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Andrea Heck (813-777-7219)
1256 WELLINGTON TER, MAITLAND, FL 32751
$1,390,00061 Days on yellowkey MLS ID: O6383274
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4280 Built: 1987Monthly Fee: $48 Tax: $13,013 (2025)Community: WellingtonSpa: NoSingle Family
Taxes:$13,013
Remarks: HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Lisa Gould (407-721-7612)
2065 DERBYSHIRE RD, MAITLAND, FL 32751
$449,990110 Days on yellowkey MLS ID: S5140785
REDUCED by $40,000 (8.2%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1430 Built: 1959 Tax: $1,582 (2024)Community: English Estates Unit 1Single Family
Taxes:$1,582
Remarks: 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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ceila Morales (888-883-8509)
350 NORTHWIND RD, MAITLAND, FL 32751
$3,100,00082 Days on yellowkey MLS ID: O6377888
REDUCED by $199,000 (6.0%) on 04/11/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4819 Built: 2019 Tax: $18,531 (2025)Community: Lake Maitland Owl PreserveSpa: YesSingle Family
Taxes:$18,531
Elementary School: Dommerich Elem
High School: Winter Park High
Remarks: Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
1662 BOBTAIL DR, MAITLAND, FL 32751
$525,00015 Days on yellowkey MLS ID: O6395347
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2398 Built: 1997Monthly Fee: $18 Tax: $5,702 (2025)Community: Winfield Unit 2Spa: NoSingle Family
Taxes:$5,702
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your new home in the vibrant Winfield neighborhood. With close to $70,000 in recent upgrades, this spacious 5-bedroom, 2.5-bathroom home offers 2,330 square feet, ideal for those needing extra space. Enjoy cooking in the brand new remodeled kitchen, featuring soft close cabinetry, upgraded fixtures and lighting. You'll love the three renovated bathrooms too, especially the primary suite which has an extra large soaking tub, dual vanities and high end counters and fixtures. The open floor plan allows natural light to fill the home, showcasing the beautiful wide plank luxury flooring throughout the main living spaces. Step outside to an inviting screened patio, perfect for relaxing or entertaining. Plus the fully fenced backyard is perfect for letting your dogs run free or for a quick game of soccer or tag football. The home is freshly paint inside and out and has new landscaping and fresh sod. Situated near the Maitland Business District and Orlando Sportsplex, you will have quick access to shopping, dining, and entertainment. The Maitland Art Center is also close by. This home suits those wanting a beautiful and serene neighborhood, situated just outside the city bustle, while still being near expressways and top restaurants in Winter Park and Maitland. Make an appointment today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Anne-Marie Wurzel (407-702-3610)
2423 BRANCH WAY #105, MAITLAND, FL 32751
$138,90023 Days on yellowkey MLS ID: O6394096
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1428 Built: 1973Monthly Fee: $574 Tax: $2,810 (2024)Community: Carrington Park A CondoSpa: NoCondo
Taxes:$2,810
Remarks: Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2 bath main floor condo in Carrington Park, offering comfort, convenience and strong investment potential. This unit features numerous updates including a new HVAC system, new front door, new tub/shower combo and new updated bathroom vanities. The kitchen has been refreshed with new cabinets, updated countertops and newer appliances, along with some new flooring throughout. The open layout provides generous living and dining space, while the screened in porch offers a relaxing outdoor retreat. With three well-sized bedrooms and easy ground floor access, this condo is ideal for anyone seeking low maintenance living in a desirable community. Carrington Park offers inground pool, playgrounds, green space, security guard, fitness center and is in the heart of Maitland.
Listing is courtesy of: ERA AMERICAN REAL ESTATE (850-651-2454)
Listing Agent: Marcella Stefani (850-333-4162)
351 WHITE OAK CIR, MAITLAND, FL 32751
$865,00056 Days on yellowkey MLS ID: O6384081
1 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2305 Built: 1978Monthly Fee: $35 Tax: $3,901 (2025)Community: Maitland GroveSingle Family
Taxes:$3,901
Remarks: Under contract-accepting backup offers. Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect for entertaining and daily living. The spa-like primary bathroom offers a serene retreat with luxurious finishes that evoke a high-end resort experience. Enjoy seamless indoor-outdoor living with a private pool that has been completely done including new tile and new pool equipment , ideal for relaxing weekends or hosting guests. Generously sized bedrooms, updated baths, and a functional floor plan provide comfort, style, and flexibility for families or professionals alike. This home has been completely redone with elegance and quality in mind—delivering the look, feel, with everything feeling new and fresh in an established Maitland neighborhood. Move-in ready and truly turn-key, this is a rare opportunity to own a fully updated home with timeless appeal. Roofs updated in 2022 and 2021, updated Electrical and Plumbing. One of a kind set appointment for viewing before it gone!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Edward Johnston (407-509-4600)
2329 SHADOW VIEW CIR #2329, MAITLAND, FL 32751
$320,000378 Days on yellowkey MLS ID: O6295926
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1583 Built: 2000Monthly Fee: $552 Tax: $3,561 (2024)Community: Visconti EastCondo
Taxes:$3,561
Remarks: Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures throughout. Spacious Living Area that flows seamlessly into the gourmet kitchen with quartz countertops, stainless steel appliances, and ample cabinet space. Master Suite featuring a large built in walk-in closet and a luxurious en-suite bath with new vanity and modern finishes. Updated Bathrooms with contemporary vanities and fixtures. Gated, Video-Monitored Access providing added security and peace of mind with Resort-Style Pool with a sun deck for relaxation,Clubhouse with a catering-ready kitchen, perfect for entertaining,ennis & Basketball Courts for active living. Located in a prime area of Maitland, this home is just minutes from major roads, providing easy access to shopping, dining, and entertainment in the Maitland and Orlando areas.Don’t miss your chance to own this move-in-ready, turnkey condo in a sought-after community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julian Carvajal, Llc (407-454-2632)
1111 AUDUBON WAY, MAITLAND, FL 32751
$1,975,00058 Days on yellowkey MLS ID: O6382602
REDUCED by $220,000 (10.0%) on 04/07/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3754 Built: 1985 Tax: $13,827 (2025)Community: Maitland CoveSpa: NoSingle Family
Taxes:$13,827
Remarks: Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Melissa Shipp (407-748-7163)
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