LUXURY ESTATE IN GATED RESERVE AT TUSCAWILLA WITH RESORT-STYLE OUTDOOR OASIS DESIGNED FOR ENTERTAINING. Designed for entertaining, this over half-acre estate in gated Reserve at Tuscawilla features a resort-style outdoor oasis with pool, spa, fire pit, and fully equipped summer kitchen, creating a private setting ideal for hosting guests and enjoying everyday living. Welcome to 109 Cherry Creek Circle in Winter Springs, a 5-bedroom, 4-bath residence offering 3,440 sq.ft. with timeless design and a layout that lives beautifully day to day and shines when you have a house full of friends. High ceilings and a classic columned entry lead to a light-filled family room with a gas fireplace and marble surround, perfectly positioned to take in views of the backyard. The screened lanai with updated pavers (2023) opens to an oversized 9-foot deep pool and propane-heated spa framed by custom Tennessee River Rock, with matching stone extending to a dedicated fire pit lounge area that creates multiple spaces to gather and unwind. A covered bar and outdoor kitchen with Viking grill and Texas smoker complete the experience, making indoor-outdoor entertaining effortless. The gourmet kitchen continues the flow with a gas cooktop, built-in double ovens, beverage station, and a breakfast nook highlighted by a signature Von Jacobs ceiling detail, connecting seamlessly to the main living areas. Formal living and dining rooms add flexibility, with the dining room anchored by a Tiffany-style chandelier. The private first-floor primary suite features a remodeled spa-style bathroom (2025) and a large walk-in closet with custom organization, while three additional bedrooms on the main level include a Jack and Jill bath; upstairs, an oversized private suite with new wood-look tile offers flexible space for guests or a retreat. Additional highlights include a 100-bottle temperature-controlled wine cellar, tile and hardwood flooring, and a 3-car side-load garage with professionally finished floor. Major updates include roof (2017), HVAC (2017), whole-house replumb (2024), water heater (2026), and updated driveway and lanai pavers (2023). Located within one of Winter Springs’ most sought-after gated communities, with access to top-rated schools, Tuscawilla Country Club, the Cross Seminole Trail, SR-434, and 417; homes in Reserve at Tuscawilla are seldom available, offering a rare opportunity within this established enclave. This is more than a home, it’s a setting designed for gathering, entertaining, and creating lasting memories.
Property Details
Price:
$1,150,000
MLS #:
O6404923
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RESERVE AT TUSCAWILLA PH 1 THE
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
May 5, 2026
Finished Sq Ft:
3,440
Total Sq Ft:
4,678
Lot Size:
25,740 sqft / 0.59 acres (approx)
Year Built:
1996
See this Listing
Schools
Elementary School:
Keeth Elementary
Middle School:
Indian Trails Middle
High School:
Winter Springs High
Interior
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Refrigerator, Wine Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Electric, Heat Pump
Interior Features
Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
Two
Exterior
Architectural Style
Custom, Traditional
Attached Garage YN
1
Community Features
Gated Community – No Guard
Construction Materials
Block
Covered Spaces
3
Direction Faces
Northwest
Exterior Features
Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
Garage Spaces
3
Green Energy Efficient
Thermostat, Water Heater
Lot Features
Landscaped, Oversized Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Oversized
Patio And Porch Features
Covered, Front Porch, Patio, Screened
Roof
Shingle
Security Features
Gated Community, Security System
Spa Features
Heated, In Ground
Window Features
Blinds, Shutters
Financial
HOA Fee
$368
HOA Fee Frequency
Quarterly
HOA Includes
Common Area Taxes, Manager
HOA Name
Chelsea Bono
HOA Phone
407-233-3560
Tax Year
2024
Taxes
$7,388
Map
Community
- Address109 CHERRY CREEK CIRCLE WINTER SPRINGS FL
- SubdivisionRESERVE AT TUSCAWILLA PH 1 THE
- 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 May 09, 2026
136
Single Family Listed
74
Avg DOM
264
Avg $ / SqFt
$588,418
Avg List Price
Property Summary
- Located in the RESERVE AT TUSCAWILLA PH 1 THE subdivision, 109 CHERRY CREEK CIRCLE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $1,150,000 and features 5 beds, 4 baths, and has approximately 3,440 square feet of living space, and was originally constructed in 1996. The current price per square foot is $334. The average price per square foot for Single Family listings in WINTER SPRINGS is $264. The average listing price for Single Family in WINTER SPRINGS is $588,418. To schedule a showing of MLS#o6404923 at 109 CHERRY CREEK CIRCLE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COLDWELL BANKER 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. 109 CHERRY CREEK CIRCLE
WINTER SPRINGS, FL
