Location: Winter Springs , 32708
Do Not Show Listings
10 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$135,00075 Days on yellowkey MLS ID: O6381696
REDUCED by $10,000 (6.9%) on 04/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973Monthly Fee: $413 Tax: $2,066 (2024)Community: Bay Tree Sec 10Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,066
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on the 2nd floor and a convenient half bath on the first floor. Ample storage space! Appliances include NEW water heater (2026), washer/dryer, refrigerator, range and dishwasher! The Highlands community offers great amenities including a community pool, tennis/pickleball courts and walking trails! Located in Winter Springs and VERY close to Lake Mary, Maitland and major roads, shopping and dining. Ready to make your dreams of homeownership a reality? Schedule a tour today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708
$450,00024 Days on yellowkey MLS ID: O6394544
REDUCED by $20,000 (4.3%) on 04/19/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1917 Built: 1980Monthly Fee: $44 Tax: $1,888 (2025)Community: Tuskawilla PointSpa: NoSingle Family
Taxes:$1,888
Elementary School: Red Bug Elementary
High School: Lake Howell High
Tax Year: 2025
Middle School: Tuskawilla Middle
Remarks: Located in the Tuskawilla area of Winter Springs, this 4-bedroom, 2-bath home with 1,917 square feet sits on a quiet, tree-lined street. The layout includes multiple living areas, with a family room centered around a wood-burning brick fireplace, along with separate living and dining spaces. A garden window highlights the breakfast nook and brings in natural light. The primary suite and additional bedrooms offer flexible space for everyday living, guests, or a home office. The home may benefit from updates to areas such as the flooring, kitchen, and bathrooms, providing an opportunity for a new owner to make changes over time and tailor the space to their preferences. The backyard includes a screened-in patio and pool, along with a fenced yard. Several major components have been updated, including the roof (2017), pool resurfacing (2019), garage door and motor (2019), HVAC (2014), dishwasher (2024), washer & dryer (2024), microwave (2025), and pool screens (2025). The property is located near Seminole County schools, parks, shopping, dining, and major roadways, offering convenient access to daily needs and surrounding areas. This home may be a good fit for buyers looking for space, location, and the ability to make updates over time.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Harry Narvaez-Mercado (407-490-8838)
1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$489,00025 Days on yellowkey MLS ID: O6395600
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $236 Tax: $2,985 (2025)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$2,985
Elementary School: Layer Elementary
Middle School: Indian Trails Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jackie Hughes (407-247-0030)
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$325,00084 Days on yellowkey MLS ID: O6379053
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $4,182 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,182
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
903 TORREY PINE DR, WINTER SPRINGS, FL 32708
$469,90080 Days on yellowkey MLS ID: O6377459
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1998Monthly Fee: $126 Tax: $2,155 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,155
Elementary School: Rainbow Elementary
Remarks: **NEW ROOF TO BE INSTALLED IN APRIL!!** Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Howell Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades. Some outstanding features include a beautifully remodeled eat in kitchen with sleek white cabinetry, solid surface counter top, tile backsplash, and handsome stainless appliances. In addition, easy-care tile flooring is found throughout the main living areas and plush carpeting in the bedrooms. A dreamy master suite offers ample space and an elegant bathroom with walk in shower, soaking tub, and double vanity. The two additional bedrooms are quite private and spacious and are convenient to the full guest bath with spacious vanity and decorative tile. A large open great room leads to the screened porch for entertaining or just relaxing. Create your own secret garden inside the privacy fenced side yard which is very suitable for pets. Leading to the spacious 2 car garage, the laundry room conveniently includes a high quality washer and dryer. Residents of Greenbriar enjoy low-maintenance living along with access to a community pool, making it perfect to enjoy an easy lifestyle right at home. Located near the Tuscawilla golf course, this home is also just minutes from shopping, dining, and everyday conveniences, with easy commuter access to major roadways. Whether you’re a first-time homebuyer, looking to downsize, or searching for a move-in-ready opportunity in an established community, this home checks all the boxes. Don’t miss out on this slice of heaven with beautiful views, simplicity, and community—all in one exceptional property. This is a once in a blue moon opportunity, so pick up your phone and jump in your car today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
1447 BIRD RD, WINTER SPRINGS, FL 32708
$2,900,00052 Days on yellowkey MLS ID: O6388126
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6132 Built: 2026 Tax: $2,989 (2024)Community: Talis CrossingSingle Family
Taxes:$2,989
Elementary School: Sterling Park Elementary
Remarks: Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry within. Stepping into the grand foyer, you are greeted by statement marble and mosaic flooring that sets a tone of elegance, a design narrative that flows seamlessly throughout the home. Designed for both grand-scale entertaining and intimate daily life, the main living spaces are simply breathtaking. The great room soars with 16-foot ceilings and celestial windows, anchored by a stunning custom fireplace and bookcase display. A bank of 18-foot sliding glass doors dissolves the line between indoors and out, opening to a sprawling 1,125 SF covered patio. The chef’s kitchen is a masterpiece of form and function, featuring a 13-foot island, floor-to-ceiling cabinetry, a pet-feeding station, electric vehicle garage hookup, and a full suite of WiFi-enabled GE Cafe appliances, including a double wall oven and a 48-inch refrigerator. The home offers a versatile and luxurious layout for multi-generational living or visiting guests, highlighted by two distinct primary suites. One wing is dedicated to a private retreat with two walk-in closets, separate vanities, and a spa-inspired wet room with a freestanding tub and a four-port shower system. On the opposite side of the home, a second primary suite offers equal luxury with a massive walk-in closet and its own spa-like wet room, ensuring complete privacy for all. Beyond the main living areas, discover a wealth of flexible spaces tailored to a modern lifestyle. A dedicated movie theater or fitness center is pre-wired for the ultimate audio-visual experience, while two separate offices with storefront glass windows provide inspiring workspaces. A butler’s pantry/kitchen, wet bar with a beverage fridge, and a flexible flex room with a half-bath complete the impeccably designed interior. Outside, your private paradise awaits upon the spacious 1-acre parcel. The pavered pool deck surrounds a white quartz pool with a sun shelf and bubbler, all secured by a sleek black metal fence. Every detail has been considered, from the 150-gallon propane tank servicing the future summer kitchen and pool heater to the 4-zone HVAC, a commercial grade 50-year life-span TPO roof and two tankless water heaters for ultimate comfort. This is more than a home; it is a fully realized vision of eloquent Florida living.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
717 WILSON RD, WINTER SPRINGS, FL 32708
$389,900105 Days on yellowkey MLS ID: O6372938
4 Days Off yellowkey (back on 4/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $164 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$164
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. ASSUMABLE LOW VA LOAN INTEREST RATE of 2.5% TO QUALIFYING BUYER (You DON'T have to be a veteran)!! Saving you $450 MONTHLY!! ADORABLE home located in DESIRABLE TUSCAWILLA Wedgewood Tennis Villas known for its' CHARMING TREE-LINED STREETS!! Walk to clubhouse, tennis games, and fitness center! BEAUTIFUL CURB APPEAL! Home is OPEN, LIGHT, BRIGHT, and SPACIOUS!! With BRICK FIREPLACE and VOLUME CEILINGS!! NEWER laminate wood FLOORING throughout living and bedroom area installed 2018! Kitchen features LIGHT MAPLE WOOD CABINETRY w/pullout drawers for easy reach! and GRANITE COUNTERTOPS!!And EAT-IN SPACE in kitchen! Master bedroom features LARGE WALK-IN CLOSET!! Very spacious COVERED SCREENED-IN PATIO and FENCED-IN BACKYARD!! NEWER ROOF 2018! NEWER A/C 2020!! NEW AC DUCTWORK 2024!! FRESH EXTERIOR PAINT 2024!! NEW WATER HEATER 2023!! NEW ELECTRIC PANEL 2020! NEWER ENERGY EFFICIENT WINDOWS AND DOORS!! Solar panels w/ monthly pmt of only $98, saving owner 100's of dollars monthly!! Water treatment system!! Termite Bond for protection! Vivint Security System in place.Seminole County 2025 ALL "A" SCHOOLS!!!!!
Listing is courtesy of: FLORIDA USA REALTY (407-493-1438)
Listing Agent: Cameron Hasan (407-493-1438)
110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708
$400,00067 Days on yellowkey MLS ID: O6383626
1 Days Off yellowkey (back on 4/19/2026)
REDUCED by $25,000 (5.9%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 1979 Tax: $5,840 (2025)Community: North Orlando Ranches Sec 09Spa: NoSingle Family
Taxes:$5,840
Remarks: Under contract-accepting backup offers. Welcome home! This beautifully updated 4 bed, 2 bath block home sits on over ¼ acre with no HOA, abundant natural light in every room and no carpets. The split floor plan offers privacy with the secondary bedrooms tucked away on the opposite side of the house featuring new closet doors, closet hardware and blinds. On the other side of the oversized living room, the spacious primary bedroom features a full wall of closets and an updated en-suite bathroom with a large soaking tub/shower combo. Between a dinette space by the separated coffee bar, the oversized prep countertop and the abundance of cabinet storage space, the kitchen is the heart of the home. The updated countertops and dual-toned cabinetry in the kitchen brighten the space as the black appliance seamlessly blend with the modern and warm aesthetic. From the kitchen you can overlook the dining room or flex space and enjoy the back yard through the sliding doors with built in blinds. Step outside to our screened in patio with lights and fan or enjoy your fully fenced in backyard with double gates allowing vehicle access, a charming tree swing and plenty of room for play or future additions. Raised garden beds can convey or be removed on buyers’ preference. The 2-car garage has a washer/dryer hookup and private entry. Major updates include 2019 roof, 2021 water heater, flooring 2023, window, doors, kitchen and bathroom updates 2024. More updates included in attachments. Close to A-rated schools, major highways, Winter Springs Town Center with shopping, dining and entertainment, Torcaso Park and cross Seminole/Osprey Trails.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Cami Coupland (321-456-7367)
431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708
$450,000242 Days on yellowkey MLS ID: O6330022
1 Days Off yellowkey (back on 4/18/2026)
REDUCED by $15,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2092 Built: 1975 Tax: $5,400 (2024)Community: North Orlando Terrace Unit 2 Sec 9Single Family
Taxes:$5,400
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. **Single-Family Home with Detached ADU & Pool** Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint, light fixtures and luxury vinyl plank flooring throughout. WOW! Inside, modern design and timeless comfort blend seamlessly. The open-concept kitchen flows effortlessly into the dining and living spaces, creating the perfect setting for both family life and entertaining. A spacious family room, complete with a cozy fireplace, invites you to unwind, while the expansive primary suite offers a private retreat with a spa-like bath. Generously sized guest bedrooms and beautifully updated bathrooms make the home truly move in ready. Step outside and discover your own Florida oasis, a sparkling pool with elegant pavers and a screened porch designed for year-round enjoyment. And then there’s the showpiece: the detached ADU. With its open concept living/sleeping space, sleek kitchen, and full bath, it’s ideal for multi-generational living, private guests, or generating rental income to offset your mortgage. All of this comes with a central location just minutes from shopping, dining, and major roadways including SR-434 and US-17. This is more than a home, it’s a lifestyle. Don’t miss your chance to own it. Schedule your private showing today!
Listing is courtesy of: THE SHUGAN GROUP INC (407-755-7588)
Listing Agent: Elliot Shugan (407-755-7588)
1379 TARFLOWER DR, WINTER SPRINGS, FL 32708
$485,00039 Days on yellowkey MLS ID: O6390913
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2024Monthly Fee: $356 Tax: $4,485 (2025)Community: Hickory GroveTownhouse
Taxes:$4,485
Remarks: Under contract-accepting backup offers. RARE END UNIT MOVE IN READY townhome with the PRIMARY BEDROOM DOWNSTAIRS in the heart of the Winter Springs Town Center! This beautifully maintained 3-bedroom, 2.5-bath home features a screened porch, custom California Closets in the primary suite, a rear-entry 2-car garage, and a bright open floor plan just steps from the Cross Seminole Trail, community includes community pool and dog park. Welcome to 1379 Tarflower Drive, located in the desirable Hickory Grove community in the heart of Winter Springs Town Center. This end-unit townhome offers additional privacy, extra windows, and abundant natural light, creating a bright and inviting living space. The open-concept floor plan is ideal for modern living and entertaining, featuring a spacious kitchen with stainless steel appliances, ample cabinetry, a walk-in pantry, and a breakfast bar overlooking the dining and living areas. Just off the living space, the screened-in porch provides the perfect spot to enjoy quiet mornings or relaxing Florida evenings. One of the most desirable features of this home is the first-floor primary suite, offering convenience and privacy. The suite includes a custom California Closet system in the walk-in closet, providing exceptional storage and organization, along with a spacious en-suite bathroom. Upstairs, you’ll find two additional bedrooms and flexible living space, ideal for guests, a home office, or additional family living. Residents of Hickory Grove enjoy low-maintenance living and a charming neighborhood atmosphere located just steps from the Cross Seminole Trail, a nearly 23-mile scenic trail system popular for biking, jogging, and outdoor recreation. The home is located in the highly rated Seminole County Public School District, ranked #1 in Florida, and is conveniently close to Winter Springs High School. Winter Springs itself has earned national recognition as one of Central Florida’s most desirable communities and was ranked among Money Magazine’s Top 100 Best Places to Live in America. Known for its beautiful parks, scenic trails, community events, and strong sense of community, the city offers an exceptional quality of life. With convenient access to SR-434, SR-417, Lake Mary, Oviedo, and downtown Orlando, this location provides the perfect balance of suburban charm and commuter convenience. End units with first-floor primary suites in this location are rarely available—schedule your private showing today.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Melanie Miller (407-745-8317)
608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708
$449,00054 Days on yellowkey MLS ID: O6387661
REDUCED by $11,000 (2.4%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2164 Built: 2013Monthly Fee: $233 Tax: $5,037 (2024)Community: Jesups LandingTownhouse
Taxes:$5,037
Remarks: This END UNIT townhome has been beautifully updated and well maintained. Located in the Jesups Landing community of Winter Springs, a highly desirable part of a vibrant community, and close to shopping, dining, major roads and highways. You'll enjoy the community - small and tucked away from the hustle and bustle and the virtually maintenance free lifestyle! With 4 bedrooms and 3.5 baths, this tri-level townhome has a stately private entrance, lots of living space including a grand kitchen with large island and breakfast bar, quartz countertops, a large pantry, generous living space and a beautiful formal dining area. A half bath on the main living level offers added convenience. This home has THREE private porches/patios - two on the main living level, one is accessible from the living room, one off the dining room and a large covered patio on the first level! Newer LVP flooring added in 2022 throughout the main living areas and lower level bedroom including stairs. ALL 3.5 bathrooms have been updated with modern finishes. The primary bedroom has barn door access to the en suite bath - a decorative and functional, space saving solution! Thoughtfully designed with a 2-car garage and mudroom/bag drop just inside! A block from the waterfront community pool, clubhouse and fitness center. You will absolutely love living in this community, tucked away from the hustle and bustle while being minutes to everyday conveniences. The Seminole trail is just around the corner, perfect for the biking and fitness enthusiast! A clean, modern, bright, updated home ready for you to move right in!
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50053 Days on yellowkey MLS ID: O6385058
REDUCED by $69,500 (4.5%) on 04/16/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6175 Built: 1989Monthly Fee: $142 Tax: $23,523 (2025)Community: Bear Creek EstatesSingle Family
Taxes:$23,523
Elementary School: Keeth Elementary
Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Lynda Miller (407-620-2924)
240 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$193,00012 Days on yellowkey MLS ID: O6399451
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978Monthly Fee: $425 Tax: $2,103 (2024)Community: Baytree VillageCondo
Taxes:$2,103
Remarks: One or more photo(s) has been virtually staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to call home. This MOVE-IN READY second-floor condo offers 3 bedrooms, 2 full baths, and added privacy, all in a prime location close to top-rated schools, parks, shopping, dining, and major roadways for an easy commute. Step inside to a bright, open-concept living and dining area featuring a wall of windows and two sets of triple sliding glass doors, filling the space with natural light and providing seamless access to a large screened balcony with peaceful garden views—perfect for relaxing or entertaining. The kitchen is well-equipped with stainless steel appliances, ample cabinet and countertop space, and easy-care tile flooring. The spacious primary suite offers a comfortable retreat, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. Additional highlights include in-unit laundry and extra storage off the balcony. Residents of Baytree Village enjoy well-maintained amenities and close proximity to local parks, including Audubon Park just minutes away. Whether you're a first-time buyer, downsizing, or investing, this is an opportunity you won’t want to miss. Schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,90010 Days on yellowkey MLS ID: O6398877
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Taxes:$4,461
Remarks: Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$290,00010 Days on yellowkey MLS ID: O6399623
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $127 Tax: $3,719 (2025)Community: Deersong 2Single Family
Taxes:$3,719
Remarks: Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Mariam Sherkawy (407-272-4234)
684 OLEAN CT, WINTER SPRINGS, FL 32708
$849,90010 Days on yellowkey MLS ID: O6399510
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2832 Built: 1988Monthly Fee: $8 Tax: $8,448 (2025)Community: Chelsea WoodsSpa: NoSingle Family
Taxes:$8,448
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: Walk on it and call it home! This amazingly cared for POOL home with 3 Car Garage in Chelsea Woods, Tuscawilla is ready for its new owner! With nearly 3,000 square feet, this spacious 5-bedroom, 4-bathroom home sits on over one-third of an acre and offers the perfect blend of comfort, functionality, and Florida living. As you step inside, you’re greeted by an open and inviting family room with stunning views of the pool, seamlessly connected to the dining area. A bonus: the pool table stays and can double as a dining table for entertaining! To the left of the entry, you’ll find a generously sized primary suite along with an additional bedroom and full bathroom—ideal for guests or a home office setup. The heart of the home is the expansive kitchen, featuring ample space, a cozy kitchenette, and a wet bar—perfect for hosting. The adjoining living room showcases a beautiful fireplace, adding warmth and charm to the space. As you will notice, this home is very LIGHT AND BRIGHT and features NO CARPET! Toward the back of the home are three additional bedrooms and two full bathrooms, including one with a private ensuite—perfect for multi-generational living or added privacy. Step outside to your fully fenced backyard oasis, complete with a screened-in, heated saltwater pool and lanai—ideal for year-round enjoyment. Major updates include a NEW ROOF (2023) and newer AC units (2023 & 2016), offering peace of mind for years to come. Located in the sought-after Tuscawilla area, Chelsea Woods offers optional HOA and convenient access to top-rated schools, Tuscawilla Country Club, SR-417, Seminole Trail, Seminole State College, UCF, Lockheed Martin, and Siemens. This exceptional home won’t last long—schedule your private showing today before this home is SOLD!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
1702 DAVENPORT CT, WINTER SPRINGS, FL 32708
$595,00010 Days on yellowkey MLS ID: O6398359
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2101 Built: 1994Monthly Fee: $42 Tax: $7,266 (2024)Community: Davenport GlenSpa: NoSingle Family
Taxes:$7,266
Remarks: Discover the perfect blend of comfort and convenience in this beautifully refreshed 3-bedroom, 2-bathroom pool home. Boasting a spacious 3-car garage and a sought-after split floor plan, this residence has been revitalized with fresh interior and exterior paint. Experience the ultimate Florida lifestyle—spend your weekends lounging by your private pool or walk across the street to Sam Smith Park. Located just one mile from the prestigious Tuscawilla Country Club and zoned for top-rated Seminole County schools (Oviedo High and Indian Trail Middle), this home offers the lifestyle you’ve been searching for.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Hossin Mosaddad (407-949-1249)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00057 Days on yellowkey MLS ID: O6386661
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: Under contract-accepting backup offers. One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708
$185,00026 Days on yellowkey MLS ID: O6394692
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973 Tax: $1,873 (2025)Community: Sheoah Sec 1Condo
Taxes:$1,873
Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
$550,00034 Days on yellowkey MLS ID: V4948084
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2021Monthly Fee: $137 Tax: $6,465 (2025)Community: Tuskawilla Crossings Ph 2Spa: NoSingle Family
Taxes:$6,465
Remarks: One or more photo(s) has been virtually staged. Welcome to your new home at 1300 Swift Creek Way! This charming 4-bedroom residence in Winter Springs offers the perfect balance of private comfort and community fun. The interior features a spacious primary suite with a large walk-in closet and a private ensuite shower. Enjoy a versatile loft/office space complete with a built-in desk, perfect for remote work or study. Step outside to enjoy the fantastic community amenities, including a sparkling community pool and playground, all while living in a home designed for easy maintenance with elegant ceramic tile and double-paned windows.The kitchen flows seamlessly into the dining area, making it ideal for gatherings.This energy-efficient home includes double-paned windows and a central cooling system.Residents enjoy access to the community pool and playground, with ground maintenance included in the HOA. Freshly painted interior, new carpet upstairs and downstairs bedroom. Move-in ready and perfectly situated near street lights and local amenities!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Deborah Miller (407-617-8587)
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