Location: Winter Springs
Do Not Show Listings
710 BRIARWOOD DR, WINTER SPRINGS, FL 32708
$372,50048 Days on yellowkey MLS ID: O6396343
REDUCED by $2,500 (0.7%) on 05/08/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1769 Built: 1974Monthly Fee: $90 Tax: $4,070 (2025)Community: WildwoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,070
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: NEW ROOF TO BE COMPLETED PRIOR TO CLOSING. Welcome to this beautifully updated 4-bedroom, 2-bath home in Winter Springs, FL, featuring thoughtful upgrades and a well-designed layout. Inside, you’ll find fresh interior paint, new baseboards and trim, updated lighting and ceiling fans, and custom shelving in the living room that adds both style and functionality. The layout includes multiple living areas and four well-sized bedrooms. The kitchen features updated appliances, modern fixtures, and a clean, refreshed feel that connects seamlessly to the main living areas. Bathrooms have been refreshed, creating bright and comfortable spaces. Additional improvements include an upgraded electrical panel, enhanced attic insulation for energy efficiency, and installed gutters. These updates contribute to overall efficiency and long-term value. The exterior features an updated entrance garden and strong curb appeal. Conveniently located near shopping, dining, parks, and major roadways, this home is part of a well-maintained community offering amenities such as a pool, tennis courts, playground, volleyball court, and more.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
221 SHERRY AVE, WINTER SPRINGS, FL 32708
$366,90015 Days on yellowkey MLS ID: O6404854
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 1971 Tax: $523 (2025)Community: North Orlando Townsite Fourth Add ReplatSingle Family
Taxes:$523
Remarks: Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Rodrigo Chavez (407-652-8430)
203 WISE OWL WAY, WINTER SPRINGS, FL 32708
$599,900104 Days on yellowkey MLS ID: O6380678
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $14,600 (2.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2531 Built: 2020Monthly Fee: $130 Tax: $6,177 (2024)Community: Tuskawilla CrossingsSingle Family
Taxes:$6,177
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor, you’ll find a guest bedroom and a full bathroom, offering flexibility for visitors or a home office. One of the standout features of this home? Outdoor living spaces galore! Enjoy not one, not two, but three screened-in patios — a cozy side porch off the living room, a private patio between the kitchen and garage, and an upper-level patio accessible from the loft — ideal for relaxing after a long day. Upstairs, you’ll find a generously sized loft, a large laundry room, and three more bedrooms, including the spacious primary suite. Located in the desirable Seminole County School District, this home is just minutes from the 417, making commutes a breeze. Don’t miss your chance to own this incredible home in Tuskawilla Crossings — schedule your private tour today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708
$263,00041 Days on yellowkey MLS ID: O6398133
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1148 Built: 1959 Tax: $2,741 (2025)Community: North OrlandoSingle Family
Taxes:$2,741
Remarks: Charming ranch-style home brimming with potential and ready for your personal touch! Ideally situated in a convenient location, this property offers easy access to nearby schools, shopping centers, public transportation, and everyday essentials. Inside, you’ll find a practical layout featuring 2 comfortable bedrooms and 1 full bathroom, along with durable terrazzo and tile flooring throughout—perfect for low-maintenance living. The home also boasts a spacious enclosed lanai, providing a versatile area that can be used for relaxing, entertaining, or even creating a cozy sunroom or hobby space. From here, enjoy peaceful views of the large, fenced backyard—ideal for pets, gardening, or outdoor gatherings. With its solid structure, desirable location, and endless possibilities for updates or expansion, this property is a fantastic opportunity for homeowners and investors alike.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
$714,90029 Days on yellowkey MLS ID: O6401291
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1989Monthly Fee: $48 Tax: $4,456 (2025)Community: Glen Eagle Unit 2Spa: YesSingle Family
Taxes:$4,456
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Nestled in the desirable Glen Eagle part of Tuscawilla, this executive-style custom single-story home offers an exceptional blend of space, privacy, and location. Set along a picturesque tree-lined street, this 4-bedroom, 2.5-bath residence features a desirable split floor plan and a 2-car side-entry garage with additional parking, ideal for a boat or extra vehicles. Designed for both everyday living and entertaining, the home showcases a spacious, open layout complemented by a beautifully updated kitchen with quartz countertops. Over the past five years, the home has been thoughtfully enhanced with hardwood flooring throughout, fully renovated bathrooms, and upgraded kitchen appliances, creating a move-in-ready experience with modern finishes. Step outside to your private backyard retreat, complete with a fully fenced yard and a sparkling pool resurfaced in 2024, a new pool pump (2025), and a recently installed and fully paid solar pool heating system. New patio pavers further elevate the outdoor living space, making it perfect for relaxing or entertaining. A newer roof (2022) adds additional peace of mind. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to SR 417, 426, and 434, just minutes from Downtown Orlando, Orlando International Airport, UCF, Siemens, and Research Park. Enjoy nearby parks, the Cross Seminole Trail, Oviedo on the Park, Oviedo Mall, YMCA, dining, shopping, and more. Optional membership to Tuscawilla Country Club offers golf, tennis, swimming, and a vibrant social lifestyle. Glen Eagle is known for its established homes, larger lots, and quiet residential charm. With major upgrades already completed and a prime location, this is a home you don’t want to miss!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Ana Semmel (407-314-5636)
820 WAKULLA LN, WINTER SPRINGS, FL 32708
$424,90015 Days on yellowkey MLS ID: TB8504175
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1658 Built: 2012Monthly Fee: $167 Tax: $5,649 (2025)Community: Winter Spgs Village Ph 1Single Family
Taxes:$5,649
Remarks: Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath home offers bright, comfortable living with fresh interior paint, new carpet, and new light fixtures throughout. The open main living area flows easily into the kitchen, where new quartz countertops, a new range, microwave, and dishwasher add style and everyday functionality. A new roof provides valuable peace of mind, while the spacious bedrooms, inviting natural light, and practical layout create a home that feels both polished and livable. With tasteful updates already complete, this home is ready to welcome its next owner.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)
Listing Agent: Rob Jones (844-448-0749)
1716 FOX GLEN CT, WINTER SPRINGS, FL 32708
$479,000177 Days on yellowkey MLS ID: O6362670
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2000Monthly Fee: $115 Tax: $2,322 (2024)Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Single Family
Taxes:$2,322
Remarks: Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017) • Carrier HVAC (10/6/2021) • Exterior paint (11/18/2019) • Granite & quartz surfaces, maple wood cabinetry, travertine stone & tile details • Laminate bedroom flooring with upgraded padding • NEST thermostat with full app control • Schlage digital front-door lock with app control • Four installed Wyze interior cameras (app-controlled) • Lighted attic space with flooring for storage, accessible from garage The HOA is only $115/mo and includes: • Weekly yard maintenance (including hedges) • Lap pool, large hot tub, and workout room • Rentable clubhouse (small fee + refundable deposit) This is one of the most walkable and peaceful areas in Tuscawilla. Sam Smith Park is a 5-minute walk, Bear Creek Nature Trail is close by, and the Cross Seminole Trail is just 2.3 miles away. Convenient to everything: • Publix – 1 mile • Oviedo Mall, major highways (417), and restaurants – 2–5 miles • 7 miles to UCF • Orlando International Airport is a straight shot down 417 — 20–30 minutes depending on traffic. The seller will provide a home warranty.
Listing is courtesy of: RED CARPET REALTY FLORIDA (407-808-3663)
Listing Agent: Robert Knowles (407-808-3663)
1307 ORTEGA ST, WINTER SPRINGS, FL 32708
$438,00064 Days on yellowkey MLS ID: O6391915
REDUCED by $7,000 (1.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1984Monthly Fee: $29 Tax: $4,874 (2026)Community: Sunrise Unit 2-BSingle Family
Taxes:$4,874
Tax Year: 2026
Remarks: A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard though. Escape through French doors off the Florida room into a backyard that presents itself immediately with a majestic and well loved Oak Tree that towers over the backyard. Enjoy a quiet morning coffee as you contemplate life over your reflection pond or decide to stay at the small seating area that resides in the far corner of the backyard. Sunrise in Winter Springs is a well established neighborhood with a community park within a short walk of this home! Rainbow Elementary, the zoned school, is an A-Rated school! 1307 Ortega St has been owned by the same family since construction and is now available on the market for the first time ever! Other enjoyable features of 1307 Ortega include a bonus storage room, a garage with AMPLE built in storage, and cheaper sprinkler bills thanks to the environmental meter attached to the home. Come see this well maintained home, just minutes to schools, food, grocery, and more, today!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Evans (407-462-1348)
1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708
$349,00043 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
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)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$675,00045 Days on yellowkey MLS ID: O6396955
REDUCED by $25,000 (3.6%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2711 Built: 1989Monthly Fee: $8 Tax: $1,171 (2025)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$1,171
Elementary School: Lawton Elementary
Remarks: One or more photo(s) has been virtually staged. ***MARCH 2026 Appraisal at $735,000***Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.
335 KIRKCALDY DR, WINTER SPRINGS, FL 32708
$339,90017 Days on yellowkey MLS ID: O6400818
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1178 Built: 1984Monthly Fee: $36 Tax: $3,693 (2025)Community: Highland Village 1Single Family
Taxes:$3,693
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized—perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park—a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.
Listing is courtesy of: MILLENIUM REALTY GROUP (407-277-1400)
Listing Agent: Irina Carp (407-969-9937)
788 ANDOVER CIR, WINTER SPRINGS, FL 32708
$445,00038 Days on yellowkey MLS ID: O6397299
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 1994Monthly Fee: $124 Tax: $3,567 (2025)Community: Georgetowne Unit 3Single Family
Taxes:$3,567
Elementary School: Keeth Elementary
Remarks: Welcome to this beautiful home in the sought after TUSCAWILLA community of Georgetowne. Step into a home that immediately feels WARM, INVITING, and designed for both everyday living and effortless entertaining. Upon entering you are greeted by a SPACIOUS LIVING ROOM filled with NATURAL LIGHT & high ceilings. SLIDING GLASS DOORS off the main living area create the perfect flow for both everyday living and entertaining. The heart of the home is the well-appointed kitchen featuring GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES, white cabinets offering both style and functionality. The breakfast bar is perfect for casual dining. Just off the kitchen, the FORMAL DINING AREA is highlighted by LARGE WINDOWS that bring in an abundance of light, creating an inviting setting for meals and gatherings. A dedicated LAUNDRY ROOM with BUILT-IN SHELVING and additional STORAGE is conveniently located off the TWO-CAR GARAGE, adding to the home’s practical layout. The PRIMARY SUITE is a true retreat, offering generous space, a WALK-IN CLOSET WITH BUILT-INS, and PRIVATE ACCESS to the patio through sliding doors. The en-suite bathroom features a relaxing GARDEN TUB and a WALK-IN SHOWER, providing both comfort and convenience. Bedrooms two and three include BUILT-IN CLOSETS and share a SECONDARY BATHROOM with a TUB/SHOWER COMBINATION. Throughout the home, you will find WOOD FLOORING in the main living areas and bedrooms, with TILE in the kitchen, dining, and laundry spaces for easy maintenance. Step outside to enjoy the enclosed back sunroom, perfect for relaxing while overlooking the backyard. UPDATES include ROOF 2023, NEW HOT WATER HEATER, BRICK PAVER DRIVEWAY, Newer WOOD Front Door, fresh paint in kitchen & dining room. Ideally situated just steps from TROTWOOD PARK, this home offers incredible access to TENNIS COURTS, PICKLEBALL, PLAYGROUNDS, and OPEN GREEN SPACE. Conveniently located to Winter Springs Town Center, 417, shops, restaurants and more! With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING. Schedule your private showing today before it's too late.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Dawn Tinder (407-733-6846)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,299,900108 Days on yellowkey MLS ID: O6379165
REDUCED by $100,000 (7.1%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4464 Built: 1989 Tax: $12,488 (2025)Community: Bahama RanchesSpa: NoSingle Family
Taxes:$12,488
Elementary School: Winter Springs Elementary
Remarks: Mid Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or Airbnb. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708
$815,00054 Days on yellowkey MLS ID: S5146734
REDUCED by $32,500 (3.8%) on 05/06/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 1995 Tax: $4,421 (2024)Community: Oak Hill EstatesSpa: NoSingle Family
Taxes:$4,421
Remarks: Discover this stunning home nestled on over an acre in the highly sought-after Ranch Lands, where you can enjoy the freedom of no HOA—offering ample space and proximity to Orlando, shopping, theme parks, beaches, and both Orlando and Sanford airports; pull into the oversized roundabout driveway and step into a bright living room, with access to the kitchen or a right turn to the second level featuring three bedrooms, a bath, a spacious primary bedroom with a walk-in closet, and an oversized primary bath, while the chef’s dream kitchen offers a butler’s pantry, a laundry room connected to the pool bath, and a cocktail wet bar—doors from both the kitchen and pool bath lead to a screened-in porch overlooking the inviting pool, and nearby a large additional pantry with two fridges and a freezer provides shared access to the in-law suite with its own kitchen, living room, two bedrooms, and a bath plus a separate wheelchair-accessible entrance from the driveway and gate; the property also features a large garage/barn at the rear, comes equipped with solar panels, and includes a new AC installation before closing for peace of mind—bring your vision and turn this beautiful property into your family compound oasis, and book your showing today (the last two) pictures include renderings we did to show how the home can look for an alternate style).
Listing Agent: Joshua Crittendon (321-616-0562)
1452 CONNORS LN, WINTER SPRINGS, FL 32708
$475,00018 Days on yellowkey MLS ID: O6404505
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 1986Monthly Fee: $90 Tax: $4,752 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$4,752
Remarks: Welcome to 1452 Connors Lane, a beautifully updated home in the heart of Tuscawilla, one of Winter Springs’ most established and sought-after communities. From the moment you walk in, you’ll notice the open layout, soaring ceilings, and natural flow that make this home feel both spacious and inviting. The kitchen has been thoughtfully renovated with updated cabinetry, updated appliances, and stunning quartzite countertops, creating a space that is both functional and eye-catching. The bathrooms have also been fully redone with timeless finishes, offering a fresh and elevated feel throughout the home. This property has been meticulously improved over the years, including a new roof and gutters in 2022, interior paint in 2022, and fully renovated bathrooms in 2024. In 2025, the owners completed several major upgrades that truly set this home apart, including ceramic wood-look tile flooring, a brand new wood board-on-board fence, and a fully reimagined outdoor space. The rear patio features cedar tongue and groove detailing with cedar pillars, creating a warm and inviting outdoor living area. The backyard has been completely transformed with pavers throughout, a widened driveway, and artificial turf designed with pets in mind. Additional updates include newer windows and sliding glass doors, bringing in great natural light while improving efficiency. Beyond the home itself, Tuscawilla offers a lifestyle that is hard to beat. Known for its tree-lined streets, golf course community feel, and access to top-rated Seminole County schools, this neighborhood attracts buyers looking for both charm and convenience. Residents enjoy nearby parks, the Tuscawilla Country Club, walking and biking trails, and easy access to shopping, dining, and major roadways. Homes with this level of updates in Tuscawilla do not come around often, making this a rare opportunity to move right in and enjoy everything this community has to offer.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Denise Mckinley (407-625-0635)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$690,000127 Days on yellowkey MLS ID: O6374007
REDUCED by $10,000 (1.4%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1984Monthly Fee: $40 Tax: $7,807 (2024)Community: Tuskabay Ph 1Single Family
Taxes:$7,807
Remarks: This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out refrigerator and freezer with ice maker, double oven and stovetop, wine and beverage cooler, and dishwasher. Major system upgrades add peace of mind and efficiency, featuring a newer roof installed in 2021, a fully paid off 11.745 kW (DC) solar system paired with a Tesla Powerwall 2.1 (7 kW DC battery capacity), whole-home water filtration and softener, high-efficiency heat pump water heater, new double-paned windows, Nest thermostats for upstairs and downstairs climate control, upgraded outlets with USB and modern switches, and new blinds throughout. The spacious primary bathroom has been fully remodeled with glass shower doors, new quartz countertops, and a farmhouse sink. Outside, enjoy exceptional curb appeal and a private backyard retreat with a screened-in pool, expansive paver patio, new extended paver walkway wrapping around the backyard, upgraded irrigation and sprinkler system, new gutters, and recently serviced chimney. The property is framed by mature, recently trimmed water and live oaks, enhancing both beauty and shade, while added features such as a new front door with wide extended entry, exterior Ring cameras and floodlights complete this truly move-in-ready home designed for a seamless indoor-outdoor Florida lifestyle.
Listing is courtesy of: MOMENTUM REALTY (904-903-1558)
Listing Agent: Carolina Taborda (832-349-8266)
736 SUMMERLAND DR, WINTER SPRINGS, FL 32708
$298,90028 Days on yellowkey MLS ID: O6402028
REDUCED by $1,100 (0.4%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1298 Built: 1983Monthly Fee: $95 Tax: $2,905 (2025)Community: WildwoodSingle Family
Taxes:$2,905
Remarks: Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$395,00021 Days on yellowkey MLS ID: O6404082
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1314 Built: 1993Monthly Fee: $117 Tax: $1,736 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$1,736
Remarks: Welcome home to this charming 3-bedroom, 2-bath residence in the desirable community of Country Club Village. This home features a split bedroom floor plan and a kitchen large enough for a breakfast nook. Enjoy your morning coffee on either of the TWO screened porch areas. Located in the heart of Winter Springs, you are minutes from top-rated Seminole County Schools, parks, shopping, and the Tuscawilla Country Club golf course. Barrel tile roof and plumbing NEW in 2023!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stephanie Kovats (407-694-6594)
903 TORREY PINE DR, WINTER SPRINGS, FL 32708
$469,900105 Days on yellowkey MLS ID: O6377459
1 Days Off yellowkey (back on 5/4/2026)
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
Remarks: Under contract-accepting backup offers. **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 Agent: Colleen Kahl (407-630-0027)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$299,90084 Days on yellowkey MLS ID: O6384932
REDUCED by $15,100 (4.8%) on 04/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This move-in ready home checks all the big boxes upfront: a 50-year Rhino shingle roof (2019), a 3.5-ton 14 SEER AC unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Beautifully maintained and thoughtfully updated throughout, this one-story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of living space. Inside, you'll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk-in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul-de-sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low-maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
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