This beautiful 4-bedroom, 3-bath, one-story pool home offers over 2,300 sqft of living space on a premium conservation lot with no rear neighbors, providing privacy and a peaceful setting. Now priced at $559,900 after a $10,000 price improvement.
Major updates already completed: roof 2019, AC updated 2020–2021, pool resurfaced 2022, and kitchen updated 2022. Solar panels will be paid off at closing, giving the new owner added value and energy efficiency.
The home features a spacious split floor plan with high ceilings and abundant natural light. Formal living and dining areas flow into a large family room with a wood-burning fireplace, connecting seamlessly to the kitchen and outdoor space.
The kitchen offers ample cabinet space, updated finishes, and includes stainless steel appliances: range, refrigerator, dishwasher, and microwave. 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. Secondary bathrooms are well maintained with potential for future personalization.
Flooring includes tile, laminate/engineered flooring, and carpet in select areas. Additional features include an indoor laundry room and a 2-car garage with extra storage.
Step outside to a screened-in pool and covered patio, ideal for Florida living year-round. The backyard backs to conservation, offering privacy and no rear neighbors.
Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this is a prime location close to shopping, dining, and major highways. Approximately 25–30 minutes to Downtown Orlando, 20–25 minutes to UCF, and about 45–60 minutes to the beaches.
Zoned for top-rated Seminole County schools. Homes in this area with similar features and updates have sold in higher ranges, making this a strong opportunity.
Major updates already completed: roof 2019, AC updated 2020–2021, pool resurfaced 2022, and kitchen updated 2022. Solar panels will be paid off at closing, giving the new owner added value and energy efficiency.
The home features a spacious split floor plan with high ceilings and abundant natural light. Formal living and dining areas flow into a large family room with a wood-burning fireplace, connecting seamlessly to the kitchen and outdoor space.
The kitchen offers ample cabinet space, updated finishes, and includes stainless steel appliances: range, refrigerator, dishwasher, and microwave. 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. Secondary bathrooms are well maintained with potential for future personalization.
Flooring includes tile, laminate/engineered flooring, and carpet in select areas. Additional features include an indoor laundry room and a 2-car garage with extra storage.
Step outside to a screened-in pool and covered patio, ideal for Florida living year-round. The backyard backs to conservation, offering privacy and no rear neighbors.
Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this is a prime location close to shopping, dining, and major highways. Approximately 25–30 minutes to Downtown Orlando, 20–25 minutes to UCF, and about 45–60 minutes to the beaches.
Zoned for top-rated Seminole County schools. Homes in this area with similar features and updates have sold in higher ranges, making this a strong opportunity.
Property Details
Price:
$559,900
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
- AMHERST
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BAY TREE SEC 08
- BAY TREE SEC 09
- BAY TREE SEC 10
- BAYTREE VILLAGE
- BENTLEY CLUB AT BENTLEY GREEN
- CASA PARK VILLAS PH 1
- CHESTNUT RIDGE
- COUNTRY CLUB VILLAGE
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CYPRESS CLUB
- CYPRESS VILLAGE 3RD REP TR C PH 1
- DEER RUN UNIT 19A
- DEER RUN UNIT 23C
- DEERSONG
- DEERSONG 2
- DOUGS UNIT 1
- DUNMAR ESTATES 5 ACRE DEV 28 PARCELS
- EAGLES POINT PH 2
- EAGLES POINT PH 5
- EAGLES POINT PH 6
- EAGLES WATCH PH 1
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FAIRWAY OAKS UNIT 1
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 2
- GLEN EAGLE UNIT 1
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENS AT TUSCAWILLA BUILDING 3 A REPLAT
- GREENSPOINTE
- HACIENDA VILLAGE
- HARBOR WINDS
- HERITAGE COMMONS
- 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
- HOLLOWBROOK PH 2
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LAKE TUSKAWILLA PH 1
- LEW-JIM SUB
- LORI ANNE ACRES
- MOSS COVE
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 5TH ADDITION
- NORTH ORLANDO 8TH ADD
- NORTH ORLANDO RANCHES SEC 01A
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 08
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 1
- 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
- SEVILLE CHASE
- SHEOAH SEC 1
- STERNON PLAZA CONDO
- STONE GABLE
- SUNRISE ESTATES UNIT 5
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE UNIT 2C
- SUNRISE VILLAGE UNIT 2
- SUNRISE VILLAGE UNIT 5
- SUNRISE VILLAGE UNIT 6
- THE LANDINGS AT PARKSTONE
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA PARCEL 90
- TUSCAWILLA PRCL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 07
- TUSCAWILLA UNIT 14B
- TUSKAWILLA CROSSINGS
- TUSKAWILLA CROSSINGS 60’S
- TUSKAWILLA CROSSINGS PH 1
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WEDGEWOOD UNIT 1
- WEDGEWOOD UNIT 2
- WILDWOOD
- WINDING HOLLOW
- WINDING HOLLOW UNIT 2
- WINDING HOLLOW UNIT 3
- WINDING HOLLOW UNIT 4
- WINDING HOLLOW UNIT 5
- WINTER SPGS
- WINTER SPGS CENTRE A CONDO
- WINTER SPGS TOWN CENTER A REP
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 2
Market Summary
Current real estate data for Single Family in WINTER SPRINGS as of Apr 29, 2026
132
Single Family Listed
77
Avg DOM
258
Avg $ / SqFt
$578,277
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 $559,900 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 $241. 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 $578,277. To schedule a showing of MLS#o6398229 at 1054 WINDING WATERS CIRCLE in WINTER SPRINGS, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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

