This beautiful 4-bedroom, 3-bath one-story pool home features over 2,300 square feet of living space on a premium conservation lot with no rear neighbors, providing exceptional privacy. Important updates include roof replaced in 2019, AC updated in 2020–2021, pool resurfaced in 2022, and kitchen updated in 2022. The home offers a spacious split floor plan with high ceilings, abundant natural light, formal living and dining areas, and a large family room with a wood-burning fireplace that connects seamlessly to the kitchen and outdoor space. The kitchen includes ample cabinet space, updated finishes, and comes equipped with stainless steel appliances including range, refrigerator, dishwasher, and microwave, plus washer and dryer are also included. The primary suite is oversized with a large en-suite bathroom featuring dual sinks, soaking tub, separate shower, and a spacious walk-in closet. Bathrooms throughout the home are well maintained and provide flexibility for future updates. Flooring includes a mix of tile, laminate/engineered flooring, and carpet in select areas. Additional features include a dedicated indoor laundry room and a 2-car garage with extra storage space. Step outside to a screened-in pool and covered patio, perfect for enjoying Florida living year-round, with a private backyard backing to conservation for added peace and privacy. Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this property provides both space and a prime location close to shopping, dining, and major highways. Conveniently located approximately 25–30 minutes to Downtown Orlando, 35–45 minutes to Disney theme parks, 30–40 minutes to Universal Studios, 20–25 minutes to UCF and Seminole State College, and about 45–60 minutes to the East Coast beaches. Zoned for top-rated Seminole County schools. Similar homes in the area have sold in higher ranges depending on updates and condition.
Property Details
Price:
$569,900
MLS #:
O6398229
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING HOLLOW
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Apr 15, 2026
Finished Sq Ft:
2,321
Total Sq Ft:
2,996
Lot Size:
13,939 sqft / 0.37 acres (approx)
Year Built:
1998
See this Listing
Schools
Elementary School:
Layer Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Hardwood
Heating
Central, Electric, Heat Pump
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside
Levels
One
Exterior
Accessibility Features
Customized Wheelchair Accessible, Enhanced Accessible
Association Amenities
Playground
Attached Garage YN
1
Community Features
Deed Restrictions, Playground
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Irrigation System, Sliding Doors
Garage Spaces
2
Lot Features
Conservation Area, Greenbelt, In County, Sidewalk
Open Parking YN
1
Parking Features
Garage Door Opener, Open
Patio And Porch Features
Covered, Deck, Patio, Porch, Screened
Roof
Shingle
Security Features
Security System Owned, Smoke Detector(s)
View
Park/Greenbelt, Trees/Woods
Window Features
Blinds, Window Treatments
Financial
HOA Fee
$500
HOA Fee Frequency
Annually
HOA Name
Greystone Management Company
HOA Phone
(407) 645-4945
Tax Year
2025
Taxes
$4,167
Map
Community
- Address1054 WINDING WATERS CIRCLE WINTER SPRINGS FL
- SubdivisionWINDING HOLLOW
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- ARROWHEAD AT TUSCAWILLA UNIT 1
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BAHAMA RANCHES
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BARRINGTON ESTS
- BAY TREE SEC 09
- BAY TREE SEC 10
- BAYTREE VILLAGE
- BENTLEY GREEN UNIT 1
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CHESTNUT ESTATES PH 1
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CREEKS RUN
- CYPRESS CLUB
- CYPRESS VILLAGE 3RD REP TR C PH 1
- D R MITCHELLS SURVEY OF THE LEVY GRANT
- DEER RUN UNIT 19A
- DEER RUN UNIT 21A
- DEERSONG
- DEERSONG 2
- EAGLES POINT PH 6
- EAGLES WATCH PH 1
- ENTZMINGER FARMS ADD 2
- FAIRWAY OAKS UNIT 1
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR UNIT 2
- FOXMOOR UNIT 3
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 2
- GEORGETOWNE UNIT 3
- GLEN EAGLE UNIT 4
- GOLFSIDE VILLAS
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENSPOINTE
- HACIENDA VILLAGE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TOWNHOMES
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- HIGHLANDS SEC 6 BEDS: 3
- HOWELL CREEK RESERVE PH 2
- HOWELL CREEK RESERVE PH 3
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 06
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 3
- OAK FOREST UNIT 4
- OAK FOREST UNIT 6
- OAK FOREST UNIT 7
- PARKSTONE
- PARKSTONE UNIT 3
- PARKSTONE UNIT 4
- RESERVE AT TUSCAWILLA PH 2
- SEASONS THE
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVEN OAKS TWO
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- SHEOAH SEC 1
- STONE GABLE
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE UNIT 2C
- SUNRISE UNIT 2D
- SUNRISE UNIT TWO C
- SUNRISE VILLAGE UNIT 1
- SUNRISE VILLAGE UNIT 6
- SUSAN WOODS
- TALMO SUB
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA PARCEL 90
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 12
- TUSCAWILLA UNIT 14A
- TUSCAWILLA UNIT 14B
- TUSKABAY PH 1
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA POINT
- TUSKAWILLA TRAIL SUBD
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WILDWOOD
- WILLIAMSON HEIGHTS
- WILLOW RUN
- WINDING HOLLOW UNIT 2
- WINTER SPGS
- WINTER SPGS TOWN CENTER A REP
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 2
- WINTER SPRINGS UNIT 4
Market Summary
Current real estate data for Single Family in WINTER SPRINGS as of Apr 23, 2026
135
Single Family Listed
75
Avg DOM
258
Avg $ / SqFt
$583,107
Avg List Price
Property Summary
- Located in the WINDING HOLLOW subdivision, 1054 WINDING WATERS CIRCLE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $569,900 and features 4 beds, 3 baths, and has approximately 2,321 square feet of living space, and was originally constructed in 1998. The current price per square foot is $246. The average price per square foot for Single Family listings in WINTER SPRINGS is $258. The average listing price for Single Family in WINTER SPRINGS is $583,107. To schedule a showing of MLS#o6398229 at 1054 WINDING WATERS CIRCLE in WINTER SPRINGS, FL, contact your Preferred Real Estate Brokers agent at 4076987254.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ADVANTAGE 2 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 Preferred Real Estate Brokers include the name of the listing broker. Neither the listing company nor Preferred Real Estate Brokers 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. 1054 WINDING WATERS CIRCLE
WINTER SPRINGS, FL





