Under contract-accepting backup offers. Virtually Staged. ~Seller may consider buyer concessions if made in an offer~Experience elegance, comfort, and privacy in this STUNNING 4-bedroom, 2.5-bath pool home nestled on A THIRD OF AN ACRE in the highly desirable Winding Hollow community of Winter Springs. Offering more than 2,200 SQUARE FEET of beautifully updated living space, a 3-CAR GARAGE with Wi-Fi-ENABLED GARAGE DOOR OPENER, top-rated schools, and a peaceful setting with NO REAR NEIGHBORS, this exceptional residence truly has it all. Outstanding curb appeal welcomes you home with lush landscaping, a manicured lawn, FRESH EXTERIOR PAINT, and a NEW ROOF (2022). Step through the ELEGANT ETCHED-GLASS DOUBLE FRONT DOORS beneath soaring ceilings into a bright, inviting interior where beautiful WOOD-LOOK LAMINATE FLOORING, fresh interior paint throughout—including the closets, woodwork, garage walls & floor, and pool deck—and stylish NEW LIGHT FIXTURES create a fresh, modern feel. Most windows feature CUSTOM-FIT BLINDS with new window springs, while NEW PLUMBING (2021) provides additional peace of mind. A formal Dining Room makes an elegant first impression with its ARCHITECTURAL TRAY CEILING and graceful arched entryway. A front bedroom with its own EN SUITE HALF BATH offers incredible flexibility as a guest room, private office, or den. The spacious OPEN-CONCEPT living area, where the Kitchen and Family Room flow seamlessly together, boasts two solar tubes, expansive sliding glass doors, and an abundance of NATURAL LIGHT creating an airy, welcoming atmosphere. The beautifully UPDATED Kitchen is a true showpiece, featuring abundant cabinetry, granite countertops, NEW TRAVERTINE TILE BACKSPLASH, stainless steel appliances, a kitchen island, breakfast bar, closet pantry, and NEW DISPOSAL, DELTA FAUCET, and SINK DRAINS. The adjoining breakfast nook surrounded by windows overlooking the pool, makes every meal feel special. The spacious Primary Suite is a true private retreat, offering sliding glass doors to the lanai, dual closets—including a generous walk-in—and a SPA-INSPIRED EN SUITE BATH complete with dual sinks with makeup station, a relaxing ROMAN TUB, an oversized walk-in tiled shower with built-in bench, and a private water closet.Two additional Bedrooms are situated on the opposite side of the home alongside a SPACIOUS FULL BATH that also provides direct access to the pool, making it ideal for outdoor entertaining. Step outside to your own BACKYARD OASIS where the covered patio, sparkling in-ground pool with a beautiful WATERFALL FEATURE, new light fixtures, and pool pump replaced in 2017 are all enclosed within an EXPANSIVE SCREENED LANAI, creating the perfect setting for relaxing weekends, family gatherings, or entertaining guests. With NO REAR NEIGHBORS, you can enjoy exceptional privacy and peaceful views. Ideally located in one of Winter Springs’ most sought-after communities, you’ll have EASY ACCESS to Central Winds Park, the scenic Cross Seminole Trail, nearby Oviedo, and Winter Springs Town Center, offering excellent shopping, dining, and COMMUNITY EVENTS. Quick access to SR 417 makes commuting to University of Central Florida, downtown Orlando, Orlando International Airport, and Central Florida’s WORLD-FAMOUS ATTRACTIONS both convenient and efficient. With exceptional updates, a RESORT-STYLE BACKYARD, versatile living spaces, and an unbeatable Winter Springs location, this remarkable Winding Hollow home is a rare opportunity you won’t want to miss. Call and schedule your tour today!
Property Details
Price:
$574,000
MLS #:
O6423632
Status:
Active Under Contract
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING HOLLOW UNIT 4
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Jul 10, 2026
Finished Sq Ft:
2,226
Total Sq Ft:
2,912
Lot Size:
14,077 sqft / 0.32 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, Freezer, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Heat Pump
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
One
Exterior
Association Amenities
Park, Playground
Attached Garage YN
1
Community Features
Park, Playground
Construction Materials
Brick, Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Lighting, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
Garage Spaces
3
Lot Features
Landscaped, Oversized Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, On Street
Patio And Porch Features
Covered, Patio, Rear Porch, Screened
Roof
Shingle
Security Features
Closed Circuit Camera(s), Security System
View
Trees/Woods
Window Features
Blinds, Double Pane Windows, Shades
Financial
HOA Fee
$575
HOA Fee Frequency
Annually
HOA Name
Premier Assoc. Mgmt. LLC/Maireli Cepeda-Simmons
HOA Phone
407-333-7787
Tax Year
2025
Taxes
$7,843
Map
Community
- Address1016 WINDING WATERS CIRCLE WINTER SPRINGS FL
- SubdivisionWINDING HOLLOW UNIT 4
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- AMHERST
- ARROWHEAD AT TUSCAWILLA UNIT 1
- 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
- CASA PARK VILLAS PH 2
- CHELSEA PARC AT TUSCAWILLA PH 2
- COUNTRY CLUB VILLAGE
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- COUNTRY CLUB VLG UNIT 1
- 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 23C
- DEERSONG 2
- DUNMAR ESTATES 5 ACRE DEV 28 PARCELS
- EAGLES POINT PH 5
- EAGLES WATCH PH 2
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FOX GLEN AT CHELSEA PARC TUSCAWILLA
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR EAST
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 3
- GLEN EAGLE
- GLEN EAGLE UNIT 1
- GREENBRIAR SUB PH 1
- GREENBRIAR SUB PH 2
- GREENBRIAR/ TUSCAWILLA
- GREENS AT TUSCAWILLA
- GREENS AT TUSCAWILLA BUILDING 3 A REPLAT
- GREENSPOINTE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND PATIO HOMES
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- HOLLOWBROOK
- HOWELL CREEK RESERVE PH 3
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LEW-JIM SUB
- MOUNT GREENWOOD
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4 OF
- MOUNT GREENWOOD UNIT 5 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 05
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 1
- NORTH ORLANDO TERRACE UNIT 1 SEC 2
- NORTH ORLANDO TERRACE UNIT 1 SEC 3
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- NORTHERN OAKS
- OAK FOREST
- OAK FOREST UNIT 2
- OAK FOREST UNIT 3
- OAK FOREST UNIT 6
- OAK FOREST UNIT 7
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 4
- RESERVE AT TUSCAWILLA PH 2
- SEASONS THE
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- SHEOAH SEC 1
- SUNRISE UNIT 2C
- SUNRISE VILLAGE
- SUNRISE VILLAGE UNIT 2
- SUNRISE VILLAGE UNIT 4
- SUNRISE VILLAGE UNIT 5
- TALMO SUB
- THE LANDINGS AT PARKSTONE
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA BRAEWICK AT PH 1
- TUSCAWILLA PARCEL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 09-B
- TUSCAWILLA UNIT 11B
- TUSCAWILLA UNIT 12
- TUSCAWILLA UNIT 14A
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA POINT
- WEDGEWOOD TENNIS VILLAS
- WICKLOW GREENS AT TUSCAWILLA
- WILDWOOD
- WILLIAMSON HEIGHTS
- WINDING HOLLOW
- WINDING HOLLOW UNIT 3
- WINDING HOLLOW UNIT 4
- 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
- WINTER SPRINGS
Market Summary
Current real estate data for Single Family in WINTER SPRINGS as of Jul 27, 2026
146
Single Family Listed
82
Avg DOM
259
Avg $ / SqFt
$597,557
Avg List Price
Property Summary
- Located in the WINDING HOLLOW UNIT 4 subdivision, 1016 WINDING WATERS CIRCLE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $574,000 and features 4 beds, 3 baths, and has approximately 2,226 square feet of living space, and was originally constructed in 1998. The current price per square foot is $258. 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 $597,557. To schedule a showing of MLS#o6423632 at 1016 WINDING WATERS CIRCLE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of WEMERT GROUP REALTY LLC. 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. 1016 WINDING WATERS CIRCLE
WINTER SPRINGS, FL
