Location: Winter Springs
Do Not Show Listings
717 WILSON RD, WINTER SPRINGS, FL 32708
$340,000140 Days on yellowkey MLS ID: O6372938
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $35,000 (9.3%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1981Monthly Fee: $90 Tax: $164 (2024)Community: Wedgewood Tennis VillasSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$164
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. 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)
114 SUNDANCE CT, WINTER SPRINGS, FL 32708
$305,500199 Days on yellowkey MLS ID: O6359275
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $10,000 (3.2%) on 04/23/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 1997Monthly Fee: $120 Tax: $4,059 (2024)Community: Seasons TheSpa: NoSingle Family
Taxes:$4,059
Elementary School: Winter Springs Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: One or more photo(s) has been virtually staged. If you’ve been searching for space, location, and opportunity without overpaying, this cul-de-sac home delivers. Tucked away on a quiet cul-de-sac and backing to a peaceful conservation area with no rear neighbors, this 4-bedroom home offers a rare combination of privacy and value in one of Winter Springs’ most desirable locations. Inside, you’ll find a functional split-bedroom layout, vaulted ceilings, and an open living and dining space designed for everyday comfort. The kitchen flows into a bright dining nook and screened patio, creating an ideal setup for indoor-outdoor living. With major updates already completed, including a 2022 roof, and 2026 water heater, buyers can move in with confidence while still having the flexibility to personalize finishes over time. Additional highlights include dedicated driveway parking for two vehicles, low HOA, and access to community amenities such as a pool, tennis courts, and playground. Located within top-rated Seminole County school zones and just minutes from parks, trails, shopping, and major roadways, this home is perfectly suited for buyers looking to maximize space, location, and long-term value. Back on market due to buyer financing — no inspection concerns.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: Nora Rios (407-274-1174)
710 BRIARWOOD DR, WINTER SPRINGS, FL 32708
$365,00058 Days on yellowkey MLS ID: O6396343
REDUCED by $7,500 (2.0%) on 06/01/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1769 Built: 1974Monthly Fee: $90 Tax: $4,070 (2025)Community: WildwoodSingle Family
Taxes:$4,070
Tax Year: 2025
Remarks: MOVE-IN READY WITH NEW ROOF & HVAC SYSTEM TO BE COMPLETED PRIOR TO CLOSING. Beautifully updated 4-bedroom, 2-bath home in Winter Springs featuring a spacious layout, modern upgrades, and a fresh, clean feel throughout. Inside, you’ll find fresh interior paint, updated lighting and ceiling fans, new baseboards and trim, and custom shelving in the living room. The home features multiple living spaces, well-sized bedrooms, and a layout that feels both functional and inviting. The kitchen has been refreshed with updated appliances and modern fixtures, opening seamlessly into the main living areas. Bathrooms have also been updated, creating bright and comfortable spaces throughout the home. Additional upgrades include an upgraded electrical panel, enhanced attic insulation for improved energy efficiency, and installed gutters. Now vacant and move-in ready, this home provides a clean slate for its next owner with major system upgrades planned prior to closing for added peace of mind. Located in a well-maintained Winter Springs community featuring a pool, tennis courts, playground, volleyball court, and more — all conveniently close to shopping, dining, parks, and major roadways.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$750,00017 Days on yellowkey MLS ID: O6407736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 2005Monthly Fee: $100 Tax: $8,230 (2024)Community: Barrington EstatesSingle Family
Taxes:$8,230
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: Welcome to Barrington Estates, where this light-filled home with an open floor plan instantly makes you feel at home. High ceilings blend timeless charm with modern style, while new luxury vinyl flooring flows throughout the entire home. The open kitchen overlooks the family room, creating the perfect space for entertaining, cooking, and spending time together. A dedicated office provides the ideal setup for working from home, studying, or creating a quiet flex space. The split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary bedrooms. The primary bedroom features peaceful backyard views, an impressive ensuite bathroom, and a custom walk-in closet. All additional bedrooms are generously sized and conveniently located near beautifully updated bathrooms. Recent upgrades include a remodeled kitchen with a new sink, quartz countertops, updated hardware, and new cabinets. Additional improvements include a backyard shed, fenced yard, installed gutters, and a stylish bar area complete with a sink and mini fridge. A standout feature of this home is the state-of-the-art solar system, designed to power multiple electric vehicles or even support a future pool. The system also includes backup batteries for added peace of mind during power outages. The solar agreement is currently a rental and may be assumed or terminated by the new owners. With the system in place, the current Duke Energy bill averages only $35 per month. Conveniently located just one mile from Highway 417, commuting anywhere in Central Florida is a breeze. Plus, the home is zoned for highly rated Oviedo schools. Come experience this exceptional home for yourself and make it your own!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Franki Gonzalez (954-918-4665)
1618 WRENTHAM CT, WINTER SPRINGS, FL 32708
$799,9004 Days on yellowkey MLS ID: O6411489
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3286 Built: 2004Monthly Fee: $100 Tax: $7,344 (2025)Community: Barrington EstatesSpa: NoSingle Family
Taxes:$7,344
Remarks: Florida living at its finest! Nestled within the quaint gated community of Barrington Estates in Winter Springs, this stunning two-story home is ideally situated on a private cul-de-sac with no front or rear neighbors. Enjoy serene pond and conservation views from the front of the home, while the expansive fenced backyard overlooks mature trees, creating exceptional privacy and tranquility. Inside, the grand entry opens to elegant living and dining spaces highlighted by soaring ceilings and an impressive staircase. Luxury vinyl flooring flows throughout the first floor, adding both style and durability. The first-floor primary suite offers a private retreat featuring dual walk-in closets, separate vanities, a water closet, and a walk-in shower. The main level also includes a half bath, laundry room with access to the 3-car garage, and a spacious open-concept kitchen overlooking the family room perfect for entertaining. The chef’s kitchen is beautifully appointed with a large island and sink, granite countertops and backsplash, stainless steel appliances, double ovens, beverage fridge, oversized pantry, and an eat-in dining area. French doors seamlessly connect the indoor living spaces to the lanai and pool area. A dramatic double staircase leads to the second floor where you’ll find a spacious bonus room surrounded by four additional bedrooms. Two bedrooms feature walk-in closets, while the fourth bedroom serves as a private ensuite complete with two closets and a tub/shower combination bath. An additional full bath with a linen closet is also located upstairs. Wood flooring throughout the staircase, bonus room, and upstairs bedrooms adds warmth and elegance, while abundant windows fill the home with natural light. Designed for both entertaining and everyday living, the outdoor space offers the perfect backyard retreat featuring a sparkling saltwater pool with sun shelf, pavered pool deck, covered lanai, and cozy fire pit. Additional highlights include a paver driveway and an exceptional location with convenient access to Toll Road 417 and SR-434. Zoned for A-rated Oviedo schools and just minutes from shopping, restaurants, Oviedo on the Park, Winter Springs Town Center, UCF, Research Park, and Oviedo Medical Center. Community amenities include a playground, and the home is just a short distance from the Seminole Trail, ideal for biking, walking, and enjoying the outdoors. Welcome Home!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$384,900159 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 TILE ROOF INSTALLED APRIL 2026 + TRANSFERABLE 4-POINT INSPECTION + APPROXIMATELY 5-MINUTE WALK TO HIGHLANDS ELEMENTARY! Welcome to 622 Anhinga Road, a move-in-ready home located in the highly desirable Greenspointe community of Winter Springs. One of the most expensive updates a homeowner can face has already been completed with a BRAND-NEW TILE ROOF installed in April 2026, providing long-term value, durability, and peace of mind for years to come. To make the buying process even easier, the seller has already completed a transferable 4-Point Inspection available to the new owner. This beautiful 3-bedroom, 2.5-bathroom home offers over 1,700 square feet of living space and a highly desirable floor plan with the primary suite conveniently located on the first floor. The spacious owner's retreat features a large walk-in closet and a private bathroom with dual vanities, a soaking tub, separate shower, and private water closet. As you enter the home, you'll immediately notice the soaring ceilings, abundant natural light, and open-concept layout that creates a bright and welcoming atmosphere. The main living areas feature tile flooring throughout, while the kitchen offers granite countertops, stainless steel appliances, light cabinetry, a breakfast bar, and views of the living and dining areas—perfect for everyday living and entertaining. Sliding glass doors lead to a shaded backyard, creating the perfect space for relaxing, grilling, entertaining guests, or simply enjoying Florida evenings. Upstairs, you'll find a spacious loft that can easily serve as a home office, media room, playroom, gym, or second living area, along with two additional bedrooms and a full bathroom. Families will love the location within the highly rated Seminole County School District. Highlands Elementary School is just a short walk from the home, allowing many residents to enjoy the convenience of walking their little ones n to school in approximately 5 minutes. South Seminole Middle School and Winter Springs High School are also nearby. Residents enjoy access to The Highlands community amenities, including a community pool, tennis courts, pickleball courts, basketball courts, playgrounds, parks, clubhouse, walking trails, and recreational facilities designed for an active Florida lifestyle. Conveniently located near Winter Springs Town Center, UCF, Valencia College, shopping, dining, SR-417, SR-434, I-4, Downtown Orlando, and Central Florida attractions, this home offers both comfort and convenience in one of Seminole County's most sought-after communities. Vacant and easy to show. Major updates already completed, including a NEW TILE ROOF (April 2026), HVAC (2017–2018), WATER HEATER (2022), and a TRANSFERABLE 4-POINT INSPECTION. A rare opportunity to own a move-in-ready home in Winter Springs with top-rated schools, outstanding community amenities, and important updates already taken care of.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
201 BURGESS DR, WINTER SPRINGS, FL 32708
$650,00039 Days on yellowkey MLS ID: O6401349
REDUCED by $10,000 (1.5%) on 05/15/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3046 Built: 2003Monthly Fee: $195 Tax: $7,948 (2025)Community: Avery ParkSingle Family
Taxes:$7,948
Elementary School: Keeth Elementary
Remarks: Welcome to Avery Park! This is a STUNNING 4-bedroom, 2.5-bath residence that spans more than 3,000 SQUARE FEET, in the LOW MAINTENANCE community of Avery Park. Perfectly positioned on a CORNER LOT within a GATED enclave, this home offers an exceptional combination of sophistication, warmth, and nostalgic community charm. From the moment you arrive, the GRACIOUS FRONT PORCH, enhanced by FRESH LANDSCAPING (2026) and UPDATED RAILINGS (2025), sets a refined and inviting tone. Step through the DECORATIVE GLASS-PANELED ENTRY into a light-filled interior adorned with PLANTATION SHUTTERS throughout and rich ARCHITECTURAL DETAILING, creating an atmosphere that feels both elevated and welcoming. The formal Living and Dining Rooms offer elegant spaces for hosting, while the home gracefully transitions into a more relaxed yet equally impressive setting. The CHEF-INSPIRED KITCHEN is truly a centerpiece, beautifully updated with RESURFACED CABINETRY with NEW HARDWARE and PULL-OUT SHELVING (2024), glass-front accents, granite countertops, a sleek tile backsplash, stainless steel appliances (NEW REFRIGERATOR in 2025), a center island, breakfast bar, and pantry closet. The SUNLIT BREAKFAST NOOK, framed by sliding doors, invites you to enjoy morning coffee with views of the outdoor living space. The Family Room exudes comfort and style, featuring a TRAY CEILING and corner sliding doors that open to a paver patio within a PANORAMIC SCREENED ENCLOSURE, seamlessly blending indoor and outdoor living. The Primary Suite, thoughtfully located on the main level, is a true retreat, offering GENEROUS PROPORTIONS, a tray ceiling, abundant natural light, and a LUXURIOUS EN SUITE BATH complete with dual vanities, a soaking garden tub, a step-in shower, and a spacious walk-in closet. A well-appointed Laundry Room and stylish half bath complete the first floor. Upstairs, a SPACIOUS LOFT provides a versatile gathering space, perfect for a media room, game room, or additional lounge. Three additional bedrooms and a full bath offer comfort and flexibility for family or guests, with PROFESSIONALLY CLEANED CARPETING enhancing the move-in-ready appeal. This home is further elevated by an impressive list of updates, including NEW LUXURY VINYL PLANK FLOORING throughout the main floor (2025), FRESH INTERIOR PAINT (2025), EXTERIOR PAINT (2023), a NEWER ROOF (2020), UPDATED LIGHTING, and multiple AC SYSTEMS (2016 & 2018). The THREE-CAR GARAGE with built-in storage racks adds both practicality and visual appeal. Residents of Avery Park enjoy a vibrant lifestyle with AMAZING AMENITIES, including a sparkling community pool, playground, basketball court, gazebo, and a scenic pond with fountain, along with FREQUENT COMMUNITY EVENTS that foster a true sense of belonging. Ideally located near CENTRAL WINDS PARK and WINTER SPRINGS TOWN CENTER, this home offers easy access to shopping, dining, recreation, and everyday conveniences. Families will appreciate proximity to TOP-RATED SCHOOLS, while commuters benefit from NEARBY ACCESS to State Road 417, connecting you quickly to surrounding areas including Orlando. With its classic charm, modern updates, spacious layout, and EXCEPTIONAL LOCATION, this Avery Park home provides a lifestyle that is both elegant and welcoming—truly a place to feel at home. Act quickly—this GEM won't last long!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708
$425,00035 Days on yellowkey MLS ID: O6401016
REDUCED by $20,000 (4.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1996Monthly Fee: $78 Tax: $5,669 (2024)Community: Tusca OaksSingle Family
Taxes:$5,669
Remarks: Welcome to Tuska Oaks—a well-established community in the heart of Winter Springs known for its convenience and neighborhood feel. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2-bath home offers over 1,600 square feet of comfortable living space with a smart, open layout and soaring vaulted ceilings. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room area—ideal for everyday living and entertaining. Tile flooring runs throughout the home with laminate or LVP in the bedrooms and bathrooms, making maintenance simple and clean. Major updates have already been handled for you, including a roof replaced in 2018, A/C replaced in 2020, newer water heater (2024), and interior and exterior paint completed just 3 years ago. The secondary bathroom has been fully remodeled, adding a fresh, updated touch. Step outside to a screened-in back porch overlooking a fully fenced backyard, offering privacy and space for pets, play, or outdoor gatherings. Residents of Tuska Oaks enjoy a low HOA and access to a community pool , all while being conveniently located near shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
207 BIRCH TERRACE, WINTER SPRINGS, FL 32708
$297,000Listed 06/01/2026 7:43AM MLS ID: O6411799
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1318 Built: 1973 Tax: $4,212 (2025)Community: North Orlando TerraceSingle Family
Taxes:$4,212
Remarks: 3 BEDROOM 2 BATH HOME LOCATED ON CUL DE SAC STREET. WOOD CABINETS, SOLID SURFACE COUNTERS IN KITCHEN. SPLIT BEDROOM PLAN. FENCED REAR YARD. NEW ROOF IN 2025. A LITTLE TLC MAKES THIS A GREAT HOME. GREAT HOME FOR OWNER OCCUPANT OR INVESTOR.
Listing is courtesy of: REILLY REALTY & MGMT. (407-658-1119)
Listing Agent: Bernard Reilly (407-658-1119)
294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$249,9908 Days on yellowkey MLS ID: O6409921
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,612 (2025)Community: Deersong 2Single Family
Taxes:$3,612
Elementary School: Layer Elementary
Remarks: Beautifully maintained 2-bedroom, 2-bath single-family home located in the desirable Deersong community of Winter Springs! Built in 1994 and offering 1,105 heated square feet, this move-in-ready home features numerous major updates for peace of mind. Recent improvements include interior paint (2025), waterproof laminate flooring in the living room and both bedrooms (2025), a full-home repipe (2026), and a water heater (2026). Additional big-ticket upgrades include the roof replacement in 2018 and the AC installed in 2015. The functional floor plan offers comfortable living spaces filled with natural light, vaulted ceilings, and the updated laminate flooring adds a modern touch throughout. Conveniently located near shopping, dining, parks, Winter Springs Town Center, and top-rated Seminole County schools, this home is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living in a great location.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jadel Patterson, Llc (407-922-5936)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$999,000165 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
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)
1281 NATURES WAY, WINTER SPRINGS, FL 32708
$1,200,00031 Days on yellowkey MLS ID: O6404018
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3212 Built: 1972 Tax: $2,240 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$2,240
Remarks: Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area. The fully usable acreage is ideal for horses, cattle, or other livestock. If livestock isn’t your preference, the expansive space is perfect for recreational vehicles, racing cars, or other outdoor hobbies. The 5 bedroom, 3 bath home is solid and ready for your personal updates. A standout feature is the 1,500 sq. ft. garage, offering ample room for a boat, race cars, or additional storage. This 2.3 acre parcel is one of the few remaining equestrian friendly properties in the city of Winter Springs, providing a rare combination of comfort, privacy, and natural surroundings. The home is zoned for highly rated Seminole County schools, offering the perfect blend of private country living and excellent educational opportunities. Seller motivated!
Listing is courtesy of: EQUITY REAL ESTATE BROKERS (407-252-5276)
Listing Agent: David Owji (407-252-5276)
4901 PETRA CT, WINTER SPRINGS, FL 32708
$674,9003 Days on yellowkey MLS ID: O6412001
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 1986Monthly Fee: $40 Tax: $2,783 (2024)Community: TuskabaySingle Family
Taxes:$2,783
Remarks: Make yourself at home in this spacious, beautifully undated residence located in one of the most desirable and sophisticated neighborhoods in Winter Springs, in the heart of Central Florida. This spacious four bedroom, two bath split-plan home offers comfort and versatility throughout . Features include a formal dining room; inviting Florida room, private den, and a generously sized master suite designed for relaxation. With a thoughtful layout and plenty of space, this home is perfect for both everyday living and entertaining. All kitchen appliances are included featuring 42" custom, cabinetry, carpet in the living room and all bedrooms. Bamboo flooring in the sunroom and office with ceramic tile in the kitchen, bathrooms and laundry room (with pull-down ironing board). The living room features an electric fireplace, built in bookshelves, vaulted ceiling, that creates a warm and inviting atmosphere in the heart of the home. Move in ready. Roof; 2016, AC/heat pump; 12/24, microwave; 2026, electric box; 1/2025, replumbed entire house; 2023.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Pat Long (407-406-6733)
324 DORNOCH CT, WINTER SPRINGS, FL 32708
$399,0004 Days on yellowkey MLS ID: O6411464
0 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 1989Monthly Fee: $35 Tax: $1,941 (2025)Community: Highland Village 2Single Family
Taxes:$1,941
Remarks: Welcome Home to Dornoch Ct in The Highlands of Winter Springs. Situated among tree lined streets, this 3 bedroom 2 bath home has been thoughtfully updated and cared for. LVP throughout the home, large kitchen, plenty of storage and a nature preserve as your rear neighbor. New roof April of 2024. Low HOA and all the amenities you could want. Junior Olympic sized pool, splash pool, clubhouse, two playgrounds, tennis courts, pickleball and nature trails. Zoned for A rated schools. Close to all major highways, shopping and dining. Less than an hour to the theme parks and beaches!
Listing Agent: Cara Seguin (407-616-1366)
431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708
$390,00018 Days on yellowkey MLS ID: O6407052
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1558 Built: 1973 Tax: $4,580 (2024)Community: North Orlando Terrace Unit 1 Sec 5Single Family
Taxes:$4,580
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nestled in the highly desirable Winter Springs area, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern upgrades and everyday comfort. Every major component has been replaced, including a new roof, new windows, a new HVAC system, and a new water heater, providing peace of mind for years to come. Inside, you’ll find a completely renovated interior featuring all-new flooring, fresh paint inside and out, and stunning new bathrooms. The fully remodeled kitchen is equipped with brand-new appliances, stylish finishes, and plenty of space for cooking and entertaining. Step outside to enjoy the large screened lanai overlooking a spacious, fully fenced backyard—ideal for pets, play, and gatherings. With no HOA restrictions, you’ll have the freedom to truly make this property your own. Conveniently located near top-rated schools, major roadways, and an abundance of shopping and dining options, this move-in-ready home combines exceptional updates with an unbeatable location. Don’t miss the opportunity to make this Winter Springs gem your new home.
Listing is courtesy of: MCGLAMERY WILSON REALTY (407-399-7379)
Listing Agent: Jeannie Wilson (407-399-7379)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$650,00055 Days on yellowkey MLS ID: O6396955
REDUCED by $25,000 (3.7%) on 05/28/2026
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
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$410,0005 Days 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
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)
135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708
$770,00064 Days on yellowkey MLS ID: S5146734
REDUCED by $45,000 (5.5%) on 05/31/2026
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Joshua Crittendon (321-616-0562)
30 SABLE CT, WINTER SPRINGS, FL 32708
$569,000108 Days on yellowkey MLS ID: O6382648
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2674 Built: 1976 Tax: $3,043 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$3,043
Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!
Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)
Listing Agent: Julie Bailey (407-257-6223)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$625,000100 Days on yellowkey MLS ID: O6372400
REDUCED by $19,900 (3.1%) on 05/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut Ridge In TuscawillaSingle Family
Taxes:$5,539
Elementary School: Rainbow Elementary
Remarks: BEST Value in Tuscawilla! Here is your future DREAM HOME! Best price DIRECT GOLF FRONT HOME IN ORLANDO! Did you ever dream of drinking your Coffee daily while looking at a pristine GOLF course and Conservation view? CUSTOM HOME that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course. Builder of this neighborhood built this One of a kind home for himself and it has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. A true Gardeners Paradise. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Yard is LOW MAINTENANCE! Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRAS Throughout. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages."A" Rated schools, all three! A MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
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