Location: Winter Springs
Do Not Show Listings
717 WILSON RD, WINTER SPRINGS, FL 32708
$389,90096 Days on yellowkey MLS ID: O6372938
1 Days Off yellowkey (back on 4/9/2026)
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. ASSUMABLE LOW VA LOAN INTEREST RATE of 2.5% TO QUALIFYING BUYER (You DON'T have to be a veteran)!! Saving you $450 MONTHLY!! ADORABLE home located in DESIRABLE TUSCAWILLA Wedgewood Tennis Villas known for its' CHARMING TREE-LINED STREETS!! Walk to clubhouse, tennis games, and fitness center! BEAUTIFUL CURB APPEAL! Home is OPEN, LIGHT, BRIGHT, and SPACIOUS!! With BRICK FIREPLACE and VOLUME CEILINGS!! NEWER laminate wood FLOORING throughout living and bedroom area installed 2018! Kitchen features LIGHT MAPLE WOOD CABINETRY w/pullout drawers for easy reach! and GRANITE COUNTERTOPS!!And EAT-IN SPACE in kitchen! Master bedroom features LARGE WALK-IN CLOSET!! Very spacious COVERED SCREENED-IN PATIO and FENCED-IN BACKYARD!! NEWER ROOF 2018! NEWER A/C 2020!! NEW AC DUCTWORK 2024!! FRESH EXTERIOR PAINT 2024!! NEW WATER HEATER 2023!! NEW ELECTRIC PANEL 2020! NEWER ENERGY EFFICIENT WINDOWS AND DOORS!! Solar panels w/ monthly pmt of only $98, saving owner 100's of dollars monthly!! Water treatment system!! Termite Bond for protection! Vivint Security System in place.Seminole County 2025 ALL "A" SCHOOLS!!!!!
Listing is courtesy of: FLORIDA USA REALTY (407-493-1438)
Listing Agent: Cameron Hasan (407-493-1438)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00037 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: **BRAND NEW tile barrel roof just installed** Welcome to easy-maintenance living in the highly desirable golf community of Tuscawilla/Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers a bright open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage throughout. Additional major updates include dual pane/energy-efficient windows, epoxy garage floors, attic with deck flooring, water filtration system(kitchen), NEW water heater (2024), Carrier HVAC (2016), and whole house re-piped. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$769,00016 Days on yellowkey MLS ID: O6392873
REDUCED by $16,000 (2.0%) on 04/15/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3205 Built: 2000Monthly Fee: $184 Tax: $9,320 (2024)Community: Seville ChaseSingle Family
Taxes:$9,320
Elementary School: Sterling Park Elementary
Middle School: South Seminole Middle
Remarks: **Price Improvement** and a $10,000.00 SELLER CONCESSION towards buyer's closing costs ** Welcome to Seville Chase, a quiet gated neighborhood in Winter Springs with tree-lined streets and access to great schools like South Seminole Middle and Winter Springs High Schools.This 5-bedroom, 4-bath home sits on a large 0.41-acre lot and offers over 3,000 square feet of living space, mostly on one level, with a practical 3-way split floor plan that gives everyone their own space.As you walk in through the double front doors, you’ll notice the natural light, high ceilings, and nice touches like crown molding and archways. There’s a formal living and dining area up front, and a big family room that opens right into the kitchen—great for everyday living and hanging out.The kitchen has plenty of counter space, an island with bar seating, and a bright breakfast nook that looks out over the backyard and trees.Out back, you’ve got a covered lanai and a big yard with tons of potential. It’s already set up with electric, gas, and plumbing hookups—making it easy to add a pool or build out your dream outdoor space.The primary suite is set off to one side of the home for privacy and includes two walk-in closets, a spacious bathroom, and an attached flex room that works well as an office, nursery, or quiet retreat.On the other side of the home, there are three more bedrooms and two bathrooms, giving plenty of room for family or guests. Upstairs, there’s a fifth bedroom with its own bathroom plus an air-conditioned bonus/storage room—perfect for a game room, gym, or hobby space.The home has been well taken care of, with regular A/C duct and carpet cleanings, updated lighting, fresh exterior paint, and a painted garage floor. The extra-long, wide driveway gives you plenty of parking and leads to your three car garage.You’re also in a great location—close to shopping, restaurants, Oviedo Mall and the Winter Springs Town Center, with easy access to major roads and nearby employers like University of Central Florida.If you’re looking for space, a solid layout, and the chance to make a backyard your own, this home is definitely worth a look. Come check it out and see if it feels like home. Not local? No worries, please click on the two attached links,one being a video walk through and the other is your own personal 360 degree tour of the whole house, walk through it like you are in the home! Looking forward to seeing you!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Robert Johnson (407-920-4920)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$649,90056 Days on yellowkey MLS ID: O6372400
REDUCED by $25,100 (3.7%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Taxes:$5,539
Elementary School: Rainbow Elementary
Remarks: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that 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. 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. 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 EXTRA. 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 MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708
$599,0002 Days on yellowkey MLS ID: O6394521
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2100 Built: 1996Monthly Fee: $48 Tax: $3,067 (2024)Community: Winding Hollow Unit 1Single Family
Taxes:$3,067
Elementary School: Layer Elementary
Remarks: Welcome to this immaculate pool home located in the highly desirable Winding Hollow community of Winter Springs! Nestled on a quiet cul-de-sac with no rear neighbors, this home sits on an oversized, private lot—creating the perfect backyard retreat. Surrounded by mature landscaping and set within a peaceful neighborhood, this property makes a lasting impression from the moment you arrive. This home has been meticulously renovated with thoughtful attention to detail throughout. Step inside to discover brand-new tile flooring (2022) that flows seamlessly throughout the home. The spacious foyer offers the perfect place to drop off your belongings at the end of the day. To the right of the entry, you’ll find a versatile fourth bedroom—ideal as a home office, flex space, or guest room. The airy dining room provides an ideal setting for hosting dinner parties, while the beautifully renovated kitchen (2022) features granite countertops, upgraded cabinetry, under cabinet lighting, and new stainless steel appliances. The new kitchen is truly the heart of the home—whether you're a seasoned chef or just love to cook, this kitchen delivers. Overlooking the family room, the kitchen also includes a breakfast bar and cozy breakfast nook with views of the pool. The expansive family room showcases soaring ceilings and abundant natural light, creating a warm and inviting space to unwind while enjoying views of your private backyard oasis. The well-designed layout offers both functionality and an inviting atmosphere, perfect for everyday living and entertaining. The generous primary suite offers tranquil pool views and features a newly renovated ensuite bathroom (2023) complete with dual sinks, a jacuzzi tub, separate shower, and a spacious walk-in closet. The split floor plan provides added privacy, with additional bedrooms and a bright, updated full bathroom—ideal for family or guests. Step outside to your sparkling pool with fountains—perfect for relaxing or entertaining year-round. Enjoy the expansive, lush backyard—an oversized green space that offers endless possibilities for outdoor living. Recent upgrades include brand new energy-efficient Pella doors and windows (2019), new flooring (2022), a fully renovated kitchen (2022), updated appliances (2022), a renovated primary bathroom (2023), a new hot water heater (2023), re-screened lanai (2020), pool resurfaced (2023) and a new fence (2017). Ideally located in one of Seminole County’s most sought-after communities, this home is just minutes from top-rated schools, the Winter Springs Town Center, premier shopping and dining, with convenient access to I-4 and State Road 417. Outdoor enthusiasts will love being close to Central Winds Park, complete with sports fields, the AdventHealth pickleball complex, with restrooms, a dog park, and the Seminole Trail. Call for your showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
239 PANORAMA DR, WINTER SPRINGS, FL 32708
$350,0008 Days on yellowkey MLS ID: O6397776
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1349 Built: 1996Monthly Fee: $139 Tax: $4,336 (2025)Community: Seasons TheSingle Family
Taxes:$4,336
Remarks: One or more photo(s) has been virtually staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the perfect canvas for your personal style. The showstopping kitchen features soft-close shaker cabinetry, gleaming quartz countertops and stainless-steel appliances, a space you'll love cooking in and showing off at your next dinner party. The primary suite is a true retreat with high ceilings, a generous walk-in closet and a beautifully updated en-suite featuring a double-sink quartz vanity. Both secondary bedrooms and the guest bath have been fully refreshed as well, so every corner of this home shines. Peace of mind is built in with a newer roof, newer AC, a brand-new hot water tank, neutral paint and hard flooring throughout the interior, which is allergy-friendly and made for the Florida lifestyle. Through the French doors you'll find an enclosed sunroom that's just waiting for your vision. Whatever your needs are, this space delivers, with potential for a home office, fitness space, playroom or weekend hangout. The Seasons offers a community pool, tennis courts and a playground. The HOA covers lawn maintenance, so your weekends actually stay yours. Zoned for highly rated Seminole County schools and just minutes from SR 434, Interstate 4, State Road 417, dining and restaurants.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$1,039,000121 Days on yellowkey MLS ID: O6368232
REDUCED by $10,000 (1.0%) on 04/15/2026
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
High School: Oviedo High
Remarks: This stunning 5-bedroom pool home in the highly desirable Chelsea Woods at Tuscawilla has been completely remodeled from top to bottom. The home offers exceptional living space, including a large living room with fireplace, a spacious family room with fireplace, and a formal dining room—ideal for entertaining. A large bonus room provides flexible space for a home office, playroom, or additional living area. The brand-new kitchen is a showstopper, featuring new appliances, quartz countertops, two-tone cabinetry with open shelving, and a stylish bar area with additional shelving. The large laundry room includes a convenient butler’s pantry area, adding extra storage and functionality. Downstairs, you’ll also find two half bathrooms, all beautifully updated. All five bedrooms are located upstairs, along with three fully renovated bathrooms, including a Jack-and-Jill bath. The expansive primary suite offers a true retreat with a luxurious soaking tub, large walk-in shower, and generous space throughout. Recent upgrades also include new wood-look tile plank flooring throughout the lower level, LVP flooring upstairs, ROOF (2023), and both A/C units replaced. Step outside to enjoy the covered, screened patio overlooking the pool—perfect for relaxing or entertaining. Located in Tuscawilla, this home is zoned for top-rated schools and offers the space, updates, and location you’ve been looking for. Schedule your private showing today!
Listing Agent: Belinda Gonzales (321-277-8994)
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50044 Days on yellowkey MLS ID: O6385058
REDUCED by $69,500 (4.5%) on 04/16/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6175 Built: 1989Monthly Fee: $142 Tax: $23,523 (2025)Community: Bear Creek EstatesSingle Family
Taxes:$23,523
Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.
Listing Agent: Lynda Miller (407-620-2924)
30 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$250,00017 Days on yellowkey MLS ID: O6394469
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1960 Tax: $318 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$318
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,9001 Day on yellowkey MLS ID: O6398877
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Taxes:$4,461
Remarks: Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
Listing Agent: Colleen Kahl (407-630-0027)
655 MURPHY RD, WINTER SPRINGS, FL 32708
$375,00010 Days on yellowkey MLS ID: O6396767
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1320 Built: 1981 Tax: $976 (2024)Community: Foxmoor Unit 3Single Family
Taxes:$976
Remarks: This charming 3-bedroom, 2-bath home features beautifully remodeled bathrooms and a spacious primary suite. Enjoy the convenience of a combined laundry and pantry room, along with a reverse osmosis system for enhanced water quality. A well designed layout offers comfort and functionality throughout, perfect for everyday living
Listing Agent: Maryam Zayed (689-316-8595)
276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$290,0001 Day on yellowkey MLS ID: O6399623
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $127 Tax: $3,719 (2025)Community: Deersong 2Single Family
Taxes:$3,719
Remarks: Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Mariam Sherkawy (407-272-4234)
684 OLEAN CT, WINTER SPRINGS, FL 32708
$849,9001 Day on yellowkey MLS ID: O6399510
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2832 Built: 1988Monthly Fee: $8 Tax: $8,448 (2025)Community: Chelsea WoodsSpa: NoSingle Family
Taxes:$8,448
Remarks: Walk on it and call it home! This amazingly cared for POOL home with 3 Car Garage in Chelsea Woods, Tuscawilla is ready for its new owner! With nearly 3,000 square feet, this spacious 5-bedroom, 4-bathroom home sits on over one-third of an acre and offers the perfect blend of comfort, functionality, and Florida living. As you step inside, you’re greeted by an open and inviting family room with stunning views of the pool, seamlessly connected to the dining area. A bonus: the pool table stays and can double as a dining table for entertaining! To the left of the entry, you’ll find a generously sized primary suite along with an additional bedroom and full bathroom—ideal for guests or a home office setup. The heart of the home is the expansive kitchen, featuring ample space, a cozy kitchenette, and a wet bar—perfect for hosting. The adjoining living room showcases a beautiful fireplace, adding warmth and charm to the space. As you will notice, this home is very LIGHT AND BRIGHT and features NO CARPET! Toward the back of the home are three additional bedrooms and two full bathrooms, including one with a private ensuite—perfect for multi-generational living or added privacy. Step outside to your fully fenced backyard oasis, complete with a screened-in, heated saltwater pool and lanai—ideal for year-round enjoyment. Major updates include a NEW ROOF (2023) and newer AC units (2023 & 2016), offering peace of mind for years to come. Located in the sought-after Tuscawilla area, Chelsea Woods offers optional HOA and convenient access to top-rated schools, Tuscawilla Country Club, SR-417, Seminole Trail, Seminole State College, UCF, Lockheed Martin, and Siemens. This exceptional home won’t last long—schedule your private showing today before this home is SOLD!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
1702 DAVENPORT CT, WINTER SPRINGS, FL 32708
$595,000Listed 04/17/2026 10:14PM MLS ID: O6398359
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2101 Built: 1994Monthly Fee: $42 Tax: $7,266 (2024)Community: Davenport GlenSpa: NoSingle Family
Taxes:$7,266
Remarks: Discover the perfect blend of comfort and convenience in this beautifully refreshed 3-bedroom, 2-bathroom pool home. Boasting a spacious 3-car garage and a sought-after split floor plan, this residence has been revitalized with fresh interior and exterior paint. Experience the ultimate Florida lifestyle—spend your weekends lounging by your private pool or walk across the street to Sam Smith Park. Located just one mile from the prestigious Tuscawilla Country Club and zoned for top-rated Seminole County schools (Oviedo High and Indian Trail Middle), this home offers the lifestyle you’ve been searching for.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Hossin Mosaddad (407-949-1249)
630 FALCON CT, WINTER SPRINGS, FL 32708
$425,0002 Days on yellowkey MLS ID: O6396134
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1360 Built: 1986Monthly Fee: $64 Tax: $1,454 (2024)Community: GreenspointeSingle Family
Taxes:$1,454
Elementary School: Highlands Elementary
Remarks: Welcome to 630 Falcon Ct in the Greenspointe section of The Highlands community in Winter Springs. Located just north of Orlando, this beautiful three-bedroom, two-bathroom home is now available. It features an open layout with abundant natural light, a cozy fireplace, and a custom chef’s kitchen designed for entertaining. One of the property's standout features is the screened-in back porch, which provides a peaceful setting to enjoy sunsets and nature within the large, partially fenced-in backyard. For added peace of mind, the home includes a brand-new tile roof and a clean four-point inspection completed in February 2026. As a resident of The Highlands, you will enjoy access to a private clubhouse, pool, pickleball and tennis courts, and a nature trail. For outdoor enthusiasts, there is also a public mountain bike trail located directly behind the clubhouse. The location is ideally situated for a well-connected lifestyle, offering easy access to the 417, I-4, 17-92, and 434, and is just minutes from the Winter Springs Town Center. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Lisa Eichenblatt (407-595-2592)
1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$448,0002 Days on yellowkey MLS ID: O6399111
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 1994Monthly Fee: $117 Tax: $2,755 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,755
Remarks: Welcome to Country Club Village, one of Tuscawilla’s most desirable neighborhoods. This 3-bedroom, 2-bath home is one of the largest and most popular models, with no step-downs. Just a hop, skip, and a jump from Tuscawilla Country Club, this light and bright home offers an eat-in kitchen, a well-designed floor plan, a separate inside laundry room, and a spacious primary suite with a bumped-out sitting or reading area. The upgraded primary bath is designed to impress, featuring a soaking tub and separate shower, your own private retreat at the end of the day. The living room offers ample space for a dinner party or casual gathering, making this a wonderful home for entertaining. The fireplace adds a touch of elegance and warmth, perfect for those occasional chilly Florida nights. The open porch creates an inviting space to relax, whether enjoying a quiet morning or a peaceful evening at home. The HOA handles the lawn, giving you more time to enjoy the lifestyle this neighborhood offers. Take advantage of nearby Trotwood Park, Bear Creek Nature Trail, and direct access to the Cross Seminole Trail, perfect for walking, biking, and enjoying the outdoors. Conveniently located near restaurants, within the highly regarded Seminole County school district, with easy access to SR 417, and approximately 50 minutes from both the beaches and the amusement parks, this is a wonderful opportunity to enjoy comfort, convenience, and a premier Tuscawilla location.
Listing Agent: Laura Leigh Wood (407-310-4908)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00048 Days on yellowkey MLS ID: O6386661
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: Under contract-accepting backup offers. One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$965,0009 Days on yellowkey MLS ID: O6397566
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: Set on a prominent corner lot in Glen Eagle, this spacious pool home makes an immediate impression with standout curb appeal, mature oak trees, lush landscaping, and a winding front walkway leading to a natural slate entry. Located in the sought-after Tuscawilla golf community, the home offers a rare blend of presence, warmth, and flexibility in one of the area’s most desirable settings. Inside, soaring cathedral ceilings, Brazilian cherry hardwood floors, skylights, and custom 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 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 bedroom wings feature crown molding, high ceilings, and concrete flooring for a clean, modern feel. Privately tucked away, 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 his-and-her 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, and the hall bath is finished with custom mosaic tile flooring. One of the home’s most compelling features is the incredible upstairs retreat. Beautifully updated with hardwood floors, this expansive level offers a massive bonus space, an additional full bath, and an oversized bedroom that creates exceptional flexibility for the way buyers live today. 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 and 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 that adds even more charm and usability. Perfectly positioned in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of established Winter Springs living with convenient access to SR 417, connecting you to Downtown Orlando, Orlando International Airport, Universal, Disney, and beyond. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, nearby parks, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy everything from 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, and new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708
$470,00015 Days on yellowkey MLS ID: O6394544
REDUCED by $15,000 (3.1%) on 04/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1917 Built: 1980Monthly Fee: $44 Tax: $1,888 (2025)Community: Tuskawilla PointSpa: NoSingle Family
Taxes:$1,888
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to this beautifully maintained home nestled in the desirable Tuskawilla area of Winter Springs! This lovely 4-bedroom, 2-bath, 1,917 square foot pool home is situated in a quiet, tree-lined neighborhood and offers the perfect blend of comfort, charm, and Florida living. Step inside to discover a spacious and inviting floor plan filled with natural light, featuring laminate floors throughout and multiple living spaces ideal for both relaxing and entertaining. The family room showcases a wood-burning brick fireplace, creating a warm and cozy focal point. Enjoy meals in the formal dining room or casual gatherings in the breakfast nook, highlighted by a charming garden window, while window seats in several rooms add character and functionality throughout the home. The primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a screened-in patio and sparkling pool, perfect for entertaining friends and family. The fully fenced yard provides added privacy and space to enjoy the outdoors year-round. Conveniently located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this home offers both tranquility and accessibility. Don’t miss your opportunity to own a home in one of Winter Springs’ most sought-after communities, schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Harry Narvaez-Mercado (407-490-8838)
1444 BIRD RD, WINTER SPRINGS, FL 32708
$838,500214 Days on yellowkey MLS ID: O6344113
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1977 Tax: $2,076 (2024)Community: Watts FarmsSingle Family
Taxes:$2,076
Remarks: One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive, you’ll notice the thoughtful craftsmanship and attention to detail throughout. The home has been completely renovated from top to bottom, featuring a bright, open-concept layout with abundant natural light and stunning lake views from multiple living spaces. The designer kitchen is a true centerpiece, showcasing amazing cabinetry, premium quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. The living and dining areas flow seamlessly, creating an inviting space for gatherings or quiet evenings overlooking the water. Retreat to the primary suite, where you’ll find a spa-inspired bathroom with high-end finishes, elegant tile work, and a relaxing atmosphere designed for comfort. Additional bedrooms offer flexibility for guests, family, or a home office. Step outside to your private backyard oasis, where you can enjoy peaceful mornings or breathtaking sunsets on Lake Tony. Whether you’re kayaking, fishing, or simply unwinding by the water, this property offers the ultimate lakefront lifestyle. Additional upgrades include updated systems, modern fixtures, and quality finishes throughout—providing peace of mind and move-in-ready convenience. Located in a desirable Winter Springs neighborhood with easy access to top-rated schools, parks, shopping, and dining, this home is a rare opportunity to own a turnkey lakefront property. Don’t miss your chance to experience luxury living on Lake Tony—schedule your private showing today.
Listing is courtesy of: KEEN REALTY GROUP, INC. (407-699-2127)
Listing Agent: Bobby Keen (407-951-2300)
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