Location: Winter Springs
Do Not Show Listings
907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708
$420,0001 Day on yellowkey MLS ID: O6411321
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 1997Monthly Fee: $126 Tax: $2,093 (2025)Community: Greenbriar Sub Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,093
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome home to this beautiful, move-in-ready residence nestled in the highly sought-after Greenbriar at Tuscawilla community! This charming 3-bedroom, 2-bath home offers a highly functional single-story layout with an open floor plan and split-bedroom design, creating both comfortable everyday living and added privacy. The spacious living and dining areas feature vaulted ceilings and abundant natural light, making the home feel bright and inviting. The oversized primary suite offers a relaxing retreat complete with a large walk-in closet and private bath. Enjoy low-maintenance living with a low HOA that includes lawn maintenance, plus access to the community pool. As an added option, Tuscawilla Country Club offers dining, fitness facilities, a junior Olympic pool, tennis courts and leagues, pickleball, golf, and social events. Conveniently located near SR 417, SR 434, and Red Bug Lake Road, you'll have easy access to shopping, dining, and entertainment. Don’t miss your opportunity to own this sweet home in one of Winter Springs’ most desirable communities. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jennifer Draper (321-439-7204)
984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$410,0001 Day on yellowkey MLS ID: O6410083
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1821 Built: 1985Monthly Fee: $3 Tax: $3,100 (2025)Community: Oak Forest Unit 4Single Family
Taxes:$3,100
Elementary School: Keeth Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: One or more photo(s) has been virtually staged. A spacious 3-bedroom, 2-bathroom home located in the highly sought-after community of Oak Forest in Winter Springs. Known for its beautiful tree-lined streets, mature oak trees, and quiet suburban charm, this family-friendly neighborhood also offers access to top-rated schools and is conveniently located near popular restaurants, shopping, and everyday conveniences. Inside, this home features a versatile and functional floor plan with a spacious family room, separate living room, dining room, large kitchen, dedicated office space, and an indoor laundry room. The detached shed provides the perfect opportunity for extra storage, a workshop, or hobby space. Step outside to enjoy the private backyard complete with a fire pit — ideal for relaxing or entertaining guests. The garage has been split into an office and storage space but can be converted back into a two car garage. Major upgrades and improvements include an updated roof (2018), gutters(2018), HVAC system(2022), windows(2020), garage door(2020), hot water heater(2021), electrical panels(2023), and added insulation(2019). Additional features include an indoor electric fireplace (2022), and numerous updates throughout, offering peace of mind and move-in-ready convenience. Call today to schedule your private tour!
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
448 MACGREGOR RD, WINTER SPRINGS, FL 32708
$350,00050 Days on yellowkey MLS ID: O6397231
REDUCED by $10,000 (2.8%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1993Monthly Fee: $6 Tax: $1,141 (2024)Community: Highland Village 2Spa: NoSingle Family
Taxes:$1,141
Tax Year: 2024
Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$850,00010 Days on yellowkey MLS ID: O6408959
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3118 Built: 2001Monthly Fee: $127 Tax: $8,339 (2025)Community: Citrus OaksSingle Family
Taxes:$8,339
Elementary School: Rainbow Elementary
Remarks: Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with stainless steel appliances. Designed for both elevated entertaining and everyday comfort, the spacious interior flows seamlessly to a private screen-enclosed pool retreat featuring a resurfaced finish, travertine pavers, and a fully fenced backyard oasis. The luxurious primary and guest baths have been tastefully updated, while major improvements such as a 2019 roof, hurricane impact slider doors, and fresh exterior paint provide peace of mind and timeless appeal. Perfectly positioned near top-rated schools, upscale shopping, dining, and convenient 417 access, this exceptional residence delivers the ideal blend of luxury, comfort, and location.
Listing is courtesy of: JULIAN PROPERTIES, INC. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
717 WILSON RD, WINTER SPRINGS, FL 32708
$375,000136 Days on yellowkey MLS ID: O6372938
REDUCED by $14,900 (3.8%) on 05/01/2026
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
Remarks: ASSUMABLE LOW VA LOAN INTEREST RATE of 2.5% TO QUALIFYING BUYER (You DON'T have to be a veteran)!! Saving you $450 MONTHLY!! Back on the market due to buyer's financing falling through. 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)
1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708
$349,00049 Days on yellowkey MLS ID: O6397680
REDUCED by $8,500 (2.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 1983Monthly Fee: $29 Tax: $1,540 (2024)Community: Sunrise Village Unit 1Spa: NoSingle Family
Taxes:$1,540
High School: Oviedo High
Remarks: SUNRISE VILLAGE 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA ROOM OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE PANED WINDOWS! WIDE BLINDS! KNOCKDOWN CEILINGS! NO CARPETING THRU OUT! LARGE SCREENED PATIO WITH TILE FLOOR! LOTS OF NATURAL LIGHT! FANS! LAUNDRY IN GARAGE! GREAT LOCATION, HIGHLY RATED SCHOOLS, LOW HOA DUES ($345 YEAR), COMMUNITY BASKETBALL, TENNIS AND PLAYGROUND!. CONVENIENT TO ALL AREAS OF TOWN! PLEASE NOTE: SOLAR PANELS ON ROOF ARE LEASED, AND LEASE IS TRANSFERABLE! APPROX $80 MONTH! SELLER NOTES WITH POWER COMPANY CREDITS, BILL HAS BEEN APPROX. $30 MONTH!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Diane Fuller (407-923-2090)
1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$735,000110 Days on yellowkey MLS ID: O6380652
REDUCED by $10,000 (1.3%) on 05/25/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3426 Built: 2004Monthly Fee: $100 Tax: $5,527 (2025)Community: Barrington EstatesSpa: YesSingle Family
Taxes:$5,527
Remarks: At ADJUSTED price of $735,000 for this stunning six-bedroom, four-bath home in a gated community, perfectly positioned with a view of a conservation lot without rear neighbors. Winter Springs address, with top-rated Oviedo Schools! Soak up the Florida lifestyle in this stunning backyard retreat with a sparkling pool and spa. Brand new pool heater plus a spacious outdoor kitchen, complete with a dedicated gas grill area, seating space, and brand new refrigerator. It is the ideal place to enjoy warm Florida days and breezy nights. Inside, the home offers a highly desirable layout, with both the primary suite and an additional bedroom on the first floor, perfect for a mother-in-law suite, guests, or a home office. The open living areas feature tile flooring throughout the main level, while the kitchen is finished with granite countertops and ample workspace for everyday living and hosting. Upstairs, you’ll find generously sized secondary bedrooms and baths, providing flexibility for large families, multigenerational living, or vacation use. The peaceful conservation views create a private, serene backdrop both indoors and out. Located in a gated community, this home combines space, privacy, and resort-style amenities in one exceptional property.
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
Listing Agent: Denise Pohlmann (407-701-3346)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$899,90049 Days on yellowkey MLS ID: O6397566
REDUCED by $25,100 (2.7%) on 05/26/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
Remarks: One or more photo(s) has been virtually staged. *SELLER MOTIVATED* RARE OPPORTUNITY IN GLEN EAGLE/TUSCAWILLA! Set on a PROMINENT CORNER LOT in one of Winter Springs’ most sought-after golf communities, this spacious pool home offers an INCREDIBLE OPPORTUNITY for buyers looking to personalize a home with outstanding bones, flexible living space, and major system upgrades already completed. Major recent improvements including a NEW ROOF, FULL HOUSE REPLUMB, WHOLE-HOUSE ELECTRICAL UPGRADE, TWO NEW HVAC SYSTEMS, NEW POOL EQUIPMENT, and UPSTAIRS HARDWOOD FLOORS. Surrounded by mature oak trees, lush landscaping, and timeless curb appeal, the property offers a rare combination of space, flexibility, character, and long-term value in the heart of Tuscawilla. Inside, soaring ceilings, skylights, and custom white painted built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-INCH WHITE CABINETRY, GRANITE COUNTERTOPS, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a CUSTOM BUILT-IN LIEBHERR STAINLESS FRENCH DOOR REFRIGERATOR with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous VINTAGE BEVELED GLASS DOORS, while the formal dining room with tray ceilings offers an elegant setting for hosting. The primary suite is filled with NATURAL LIGHT and OPENS DIRECTLY TO THE POOL and patio through FRENCH DOORS. The en suite bath features dual sinks, separate walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio. One of the home’s most compelling features is the INCREDIBLE UPSTAIRS RETREAT. Beautifully updated with NEW HARDWOOD FLOORS, this expansive level offers a MASSIVE BONUS SPACE, an additional full bath, and an OVERSIZED 5th BEDROOM. Whether used for MULTIGENERATIONAL LIVING, a private guest retreat, POTENTIAL MOTHER IN-LAW SUITE, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a SCREENED POOL & PATIO designed for entertaining, relaxing, and making the most of FLORIDA LIVING. The side and backyard offer mature shade, privacy, and a fire pit area. PERFECTLY POSITIONED in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of Winter Springs with EASY ACCESS to SR 417, Downtown Orlando, ORLANDO INTERNATIONAL AIRPORT, UNIVERSAL & DISNEY. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708
$310,000119 Days on yellowkey MLS ID: O6375918
INCREASED by $11,000 (3.7%) on 05/01/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1609 Built: 2016 Tax: $4,259 (2024)Community: Tuscany Place Ph 1Condo
Taxes:$4,259
Remarks: *SELLER SHALL PAY UP TO $10,000.00 TOWARDS BUYER'S CLOSING COSTS AND PRE-PAIDS WITH FULL PRICE OFFER AND FULLY EXECUTED NO LATER THAN MAY 30, 2026* *Turnkey townhouse, exclusivity, gated community, & close proximity to local parks,* in Tuscany Place located in beautiful Winter Springs. The townhouse style is limited to only a few homes in the new phase of this great community. Spacious open-concept kitchen and overall excellent layout—all bedrooms have their own private full bathroom—one of the bedrooms with en-suite full bath is on the ground level so it’s perfect for an office or a mother-in-law suite. This home's natural focal point is the kitchen with granite countertops, and there's an extra-large kitchen island, which provides essential counter space and storage, cabinets and drawers, and room for a breakfast bar. The kitchen leads to the rest of the living and family room combination, which features glass sliding doors to the patio and a staircase to a great split plan layout for the bedrooms upstairs. This home has all the features you’re looking for including a laundry room with large-size appliances, walk-in closets, a huge refrigerator, dedicated trash drawer in the kitchen, blinds and window treatments, and modern fixtures throughout the home. HVAC 2020, water heater 2017, and a new roof as of March 2026. Low monthly fee covers access to the community pool, exterior maintenance and landscaping, sewer, and trash services. Very close to all the shopping and restaurants at Winter Springs Town Center, and Trotwood Park is right at your doorstep. Contact us today to schedule a private tour! Please allow up to 24 hours for a response to any inquiry and request received on a Sunday will be processed on the following business day. Assigned parking space is 906 and additional parking available. Note: Buyer is responsible for all due diligence including but not limited to verifying community information and rules, transfer fees, square footage, room dimensions, taxes, utility data, school assignment, etc.
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: John Vincent (407-534-9764)
805 LEOPARD TRL, WINTER SPRINGS, FL 32708
$565,00021 Days on yellowkey MLS ID: O6405925
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (1.7%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2608 Built: 1978 Tax: $2,946 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$2,946
Remarks: Under contract-accepting backup offers. Welcome to 805 Leopard Trail in Winter Springs, a 4-bedroom, 2-bath pool home located in a quiet, established no HOA community. Situated on approximately half an acre, this property offers a rare combination of space, privacy, and natural surroundings. The home features a functional layout with comfortable living areas, while large windows and sliding glass doors provide natural light and seamless access to the backyard. Step outside to a truly special outdoor setting, where mature trees, natural surroundings, and the sounds of nature create a peaceful and private atmosphere. The backyard is a standout feature, complete with a private pool and plenty of space to relax or entertain. The pool area is also plumbed for a future outdoor kitchen, offering additional potential. With a generous lot size, there is ample room for recreation, storage, or future improvements. Conveniently located near University of Central Florida, Central Winds Park, Oviedo Mall, as well as shopping, dining, and major roadways including SR 434 and SR 417, this property offers both tranquility and accessibility in a desirable Winter Springs location.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$999,000161 Days on yellowkey MLS ID: O6368232
REDUCED by $30,000 (2.9%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
Elementary School: Lawton Elementary
Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Belinda Gonzales (321-277-8994)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$384,900155 Days on yellowkey MLS ID: O6369225
REDUCED by $13,600 (3.4%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and private toilet space. The home offers a bright and open layout with high ceilings and tile flooring throughout the main living areas. The kitchen includes granite countertops, stainless steel appliances, light cabinetry, and a breakfast bar, with sliding glass doors leading to a cute shaded backyard — perfect to relax or entertain. Upstairs you’ll find a spacious loft along with two additional bedrooms and a full bathroom, offering flexibility for guests, family, or working from home. Additional features include a 2-car garage, interior laundry room, neutral finishes throughout, and the home is vacant and easy to show. Ideally located near UCF, Valencia College, SR-417, SR-434, and I-4, with easy access to shopping, dining, Downtown Orlando, and Central Florida beaches.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$438,99798 Days on yellowkey MLS ID: O6383538
REDUCED by $10,000 (2.2%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1978Monthly Fee: $35 Tax: $2,381 (2024)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,381
Remarks: BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Beautifully maintained home located in one of the most desirable areas of Winter Springs, offering the perfect blend of comfort, convenience, and outdoor living. Surrounded by scenic walking and biking trails throughout the neighborhood, this home delivers a peaceful setting while staying close to everything you need. This property features 3 bedrooms and 2 bathrooms with a bright open floor plan ideal for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and flows seamlessly into the main living areas, creating a spacious and inviting atmosphere. Step outside to your private screened pool area, perfect for relaxing or hosting gatherings, all within a fully fenced backyard that provides excellent privacy. Whether enjoying Florida sunshine or evening outdoor dining, this space is designed for year-round enjoyment. Conveniently located near shopping centers, restaurants, and major highways, offering easy access to Orlando, employment hubs, and surrounding communities while still enjoying the charm of a sought-after residential area. This home combines a desirable location, functional layout, and outdoor lifestyle — making it an excellent opportunity for homeowners and long-term value. Some photos were virtually staged.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
1384 MILL STREAM LN, WINTER SPRINGS, FL 32708
$399,90024 Days on yellowkey MLS ID: TB8504740
REDUCED by $5,000 (1.2%) on 05/27/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1932 Built: 2015Monthly Fee: $233 Tax: $5,288 (2024)Community: Jesups LandingTownhouse
Taxes:$5,288
Elementary School: Layer Elementary
Remarks: One or more photo(s) has been virtually staged. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath end unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on the main level creating a seamless relaxing or entertaining experience with the ability for residents and guests to have privacy in bedrooms. All modern stainless steel appliances convey! The spacious primary bed/bath is on the 3rd floor and provides a large walk-in closet and dual sinks. Enjoy paradise from your key west style balcony above the 2-car garage. The community amenities include a fitness center and pool overlooking the neighborhood pond. Enjoy quick and easy access to shopping, dining, outdoor activities and entertainment, many of these steps from your front door.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Joshua Nogowski (754-234-9626)
444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$385,00021 Days on yellowkey MLS ID: O6405666
REDUCED by $5,000 (1.3%) on 05/22/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007 Tax: $4,488 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$4,488
Remarks: Welcome to 444 Blue Bayou Lane, a fully renovated 3-story end-unit townhome in a prime location in Winter Springs. Renovated within the past 2 years, this home has a modern, light-filled layout with thoughtful updates throughout. The kitchen flows seamlessly into the main living space, opening to a second-floor balcony. Upstairs, the primary bedroom features its own private balcony on the third floor. All bedrooms are well-sized, and the home shows consistent care and quality. The home includes all new appliances, along with a new washer and dryer. A transferable home warranty covers everything inside the home, including appliances and HVAC, for the next 2.5 years, providing added peace of mind. Additional upgrades include a whole-home water filtration system, a valuable feature in this area. A recent appraisal is also available upon request. Conveniently located just minutes from Central Winds Park, Winter Springs Town Center.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50084 Days on yellowkey MLS ID: O6385058
1 Days Off yellowkey (back on 5/27/2026)
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
Remarks: Under contract-accepting backup offers. 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)
143 HAYES RD, WINTER SPRINGS, FL 32708
$479,00013 Days on yellowkey MLS ID: O6407546
REDUCED by $10,000 (2.0%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1983 Tax: $1,782 (2024)Community: North Orlando Ranches Sec 02ASingle Family
Taxes:$1,782
Remarks: Welcome to 143 Hayes Rd, Winter Springs a rare opportunity to own a beautifully renovated home in one of the area’s most exclusive and sought-after locations. Situated on a huge corner lot surrounded by mature trees, this property offers privacy, space, and the freedom of no HOA with low property taxes. This home has been recently updated and is truly move-in ready, featuring a 2017 roof, brand-new AC system, fresh interior and exterior paint, new carpet, and a newly finished driveway. Every detail has been thoughtfully refreshed to provide comfort and peace of mind for the next owner. Step outside and imagine yourself enjoying your own private pool while being surrounded by peaceful natural scenery — the perfect setting for relaxing weekends, entertaining guests, or simply enjoying Florida living at its best. Conveniently located near top-rated schools, shopping, dining, and major highways while still offering the tranquility of a private retreat. Homes like this in Winter Springs rarely hit the market!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Karla De La Cruz (407-775-0268)
412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
$390,0007 Days on yellowkey MLS ID: O6407027
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007Monthly Fee: $260 Tax: $4,079 (2025)Community: Jesups Reserve Twnhms RepSpa: YesTownhouse
Taxes:$4,079
Remarks: Welcome to 412 Blue Bayou Lane in the highly desirable Jesups Reserve community, where elevated style, smart design, and an unbeatable Winter Springs location come together without the luxury price tag. This beautifully maintained 3-bedroom, 3-bathroom, three-story townhome offers low-maintenance living just steps from Winter Springs Town Center. The flexible first-floor bedroom with full bath is ideal for guests, a home office, or multi-generational living. The main level features a bright open-concept living and dining area, an oversized kitchen with like-new stainless steel appliances, a generous breakfast bar, and convenient second-floor laundry. The private third-floor owner’s suite offers a large walk-in closet, en-suite bath with soaking tub and separate shower, and peaceful separation from the main living spaces. Enjoy three outdoor living areas, including a welcoming front porch, updated second-floor patio, and private third-floor balcony perfect for relaxing evenings. Major updates include a new roof in 2022, new A/C in 2023, garage door maintenance in 2024, brand-new stair railing, and laminate flooring throughout with no carpet. The oversized 2-car garage with added storage solutions keeps everything organized and functional. Jesups Reserve residents enjoy a resort-style community pool and spa, scenic pond views, and a well-kept neighborhood setting. The location is hard to beat – you’re minutes from Central Winds Park, Trotwood Park, with convenient access to shopping, dining and major likes like SR-417. This move-in-ready home delivers style, location, and value in one exceptional package. Move-in ready, meticulously maintained, and priced to sell—this is the opportunity buyers have been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$357,5002 Days on yellowkey MLS ID: O6406257
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1914 Built: 2008Monthly Fee: $298 Tax: $3,832 (2025)Community: Harbor WindsSpa: NoTownhouse
Taxes:$3,832
Elementary School: Winter Springs Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 451 Harbor Winds Court, located in the desirable Winter Springs’ gated community of Harbor Winds! This beautifully maintained and truly move-in ready two-story townhome offers 3 bedrooms, 2.5 bathrooms, and an attached 2-car garage with updates throughout. Major improvements have already been completed for peace of mind, including a new roof, gutters, A/C system, water heater, and stainless steel kitchen appliances—all installed in 2023. Step inside to discover an inviting floor plan featuring an upgraded kitchen with granite countertops, 42" wood cabinetry, stainless steel appliances, a walk-in pantry, breakfast bar, and a charming breakfast nook perfect for casual dining. The kitchen opens seamlessly to the spacious living area, where sliding glass doors lead to the rear lanai—ideal for relaxing or entertaining. Upstairs, the spacious primary suite easily accommodates a king-sized bedroom set and features a large walk-in closet along with a private ensuite bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. The additional bedrooms provide plenty of space and flexibility for guests or a home office. Residents of Harbor Winds enjoy access to a resort-style community pool and well maintained neighborhood, all while being conveniently located near shopping, dining, and everyday conveniences. Centrally located with easy access to Orlando’s world-famous attractions, including Walt Disney World and Universal Studios, and less than an hour from the beautiful beaches of New Smyrna and Daytona. Schedule your private showing today, don't miss out!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708
$499,99929 Days on yellowkey MLS ID: O6401888
REDUCED by $10,001 (2.0%) on 05/26/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2378 Built: 1981Monthly Fee: $118 Tax: $4,618 (2025)Community: Fairway Oaks Unit 1Single Family
Taxes:$4,618
Remarks: Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so special. The luxury vinyl floors throughout the first floor are not only beautiful but designed for durability. The great room features a floor to ceiling wood burning stone fireplace, soaring cathedral ceilings, and stunning oversized windows which fill the home with natural light throughout. Granite countertops, a breakfast bar, ample storage, and ALL NEW black stainless-steel appliances are just some of the reasons you’ll love this kitchen, which flows naturally into the formal dining room. The first bedroom is situated downstairs, and includes its own ensuite full bathroom, perfect for those needing an in-law suite or multigenerational living. Upstairs you’ll find another full bathroom with a shower/tub combo, the second bedroom, and the primary suite. The primary bathroom includes a walk-in shower and separate bathtub, and the bedroom showcases a private balcony with recently updated flooring; the perfect place to relax and unwind while overlooking the 15th hole of the Tuscawilla golf course! At the back of the house an enclosed Florida room adds additional flex space to fit any lifestyle. Enjoy Florida living in the private pool and large fenced-in backyard, with peace of mind knowing that lawncare (front and back) is covered by the very reasonable, low-cost HOA! Additional features include updated electric panel (2024), new vent fans in all 3 bathrooms, and UV lights installed in both AC intakes to improve the air quality throughout the house and increase energy efficiency. Zoned for some of the best schools Central Florida has to offer, just minutes away from the Oviedo Mall, and right around the corner from the Tuscawilla country club which offers a fitness center, tennis courts, a junior Olympic sized swimming pool, and an 18-hole golf course, you really can’t beat this location! Schedule a showing today!
Listing is courtesy of: THE PALMS PROPERTY GROUP (407-476-4202)
Listing Agent: Austin Masi (407-476-4202)
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