Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can’t recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it’s time for a new owner to begin their own chapter here. Step inside and you’ll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there’s the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you’ve been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home.
LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it’s easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter…and its next owner to call it HOME.
LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it’s easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter…and its next owner to call it HOME.
Property Details
Price:
$475,000
MLS #:
O6440707
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DEER RUN UNIT 23A
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Sep 12, 2026
Finished Sq Ft:
1,700
Total Sq Ft:
2,206
Lot Size:
11,250 sqft / 0.26 acres (approx)
Year Built:
1987
See this Listing
Schools
Elementary School:
Red Bug Elementary
Middle School:
Tuskawilla Middle
High School:
Lake Howell High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Laminate
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Skylight(s), Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup
Levels
One
Exterior
Architectural Style
Traditional
Attached Garage YN
1
Construction Materials
Block, Brick, Wood Siding
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
Irrigation System, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered
Fencing
Vinyl
Garage Spaces
2
Lot Features
Landscaped, Sidewalk
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Deck, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Security System Owned, Smoke Detector(s)
Window Features
Blinds, Drapes, Rods
Financial
HOA Fee
$359
HOA Fee Frequency
Annually
HOA Name
Darcie Englert
HOA Phone
407-359-9500
Tax Year
2025
Taxes
$1,777
Map
Community
- Address288 RINGWOOD DRIVE WINTER SPRINGS FL
- SubdivisionDEER RUN UNIT 23A
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- AMHERST
- AVERY PARK
- BAHAMA RANCHES
- BARCLAY RESERVE TWNHMS
- BAY TREE SEC 04
- BAY TREE SEC 09
- BAYTREE VILLAGE
- BEAR CREEK ESTATES
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CASSELBERRY COMMERCE VILLAGE A CONDO
- CHESTNUT ESTATES PH 1
- CHESTNUT ESTATES PH 2
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CYPRESS CLUB
- D R MITCHELLS SURVEY OF THE LEVY GRANT
- DEER RUN UNIT 19A
- DEER RUN UNIT 20
- DEER RUN UNIT 21A
- DEERSONG
- DEERSONG 2
- DUNMAR ESTATES
- EAGLES LANDING
- EAGLES WATCH PH 1
- FAIRWAY OAKS UNIT 1
- FOXMOOR EAST
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GLEN EAGLE UNIT 2
- GLEN EAGLE UNIT 3
- GREENBRIAR
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENSPOINTE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HICKORY GROVE TWNHMS
- HIGHLAND LAKE PH 2
- HIGHLAND PATIO HOMES AMENDED PLAT
- HIGHLAND VILLAGE 1
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HOWELL CREEK RESERVE PH 3
- HUNTRIDGE
- INDIAN RIDGE
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- JESUPS RESERVES REPLAT
- LAKE JESSUP
- LAKE TUSKAWILLA PH 2
- MOSS COVE
- MOSS PLACE
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- MOUNT GREENWOOD UNIT 4 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 01
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 04
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE
- NORTH ORLANDO TERRACE UNIT 1 SEC 3
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- NORTH ORLANDO TOWNSITE FOURTH ADD REPLAT
- NORTHERN OAKS
- OAK FOREST
- OAK FOREST UNIT 1
- OAK FOREST UNIT 2A
- OAK FOREST UNIT 2B
- OAK FOREST UNIT 3
- OAK FOREST UNIT 7
- OAK FOREST UNIT 8
- OAK HILL ESTATES
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 3
- RESERVE AT TUSCAWILLA PH 1 THE
- SEASONS THE
- SEMINOLE CROSSING TOWNHOMES
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- STONE GABLE
- STURBRIDGE OAKS
- SUNRISE ESTATES
- SUNRISE ESTATES UNIT 1
- SUNRISE ESTATES UNIT 2
- SUNRISE UNIT 1
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE VILLAGE UNIT 1
- SUNRISE VILLAGE UNIT 4
- TALIS CROSSING
- TALMO SUB
- THE HIGHLANDS SECTIONS SEVEN & EIGHT
- THE SEASONS
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA PRCL 90
- TUSCAWILLA UNIT 14B
- TUSKABAY
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WILDWOOD
- WINDING HOLLOW UNIT 2
- WINDING HOLLOW UNIT 5
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 1
Market Summary
Current real estate data for Single Family in WINTER SPRINGS as of Sep 15, 2026
114
Single Family Listed
98
Avg DOM
259
Avg $ / SqFt
$578,816
Avg List Price
Property Summary
- Located in the DEER RUN UNIT 23A subdivision, 288 RINGWOOD DRIVE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $475,000 and features 3 beds, 2 baths, and has approximately 1,700 square feet of living space, and was originally constructed in 1987. The current price per square foot is $279. The average price per square foot for Single Family listings in WINTER SPRINGS is $259. The average listing price for Single Family in WINTER SPRINGS is $578,816. To schedule a showing of MLS#o6440707 at 288 RINGWOOD DRIVE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ADVANTAGE REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 288 RINGWOOD DRIVE
WINTER SPRINGS, FL
