Under contract-accepting backup offers. Virtually Staged. Exceptional curb appeal welcomes you to this beautiful custom pool home in the gated Tuscawilla Reserve community of Winter Springs. Surrounded by mature landscaping and stately palms, this spacious residence offers over 4,000 square feet of living space with five bedrooms, five full bathrooms, a private office or bonus room, and a three-car side-entry garage.
One of the home’s standout features is its thoughtfully designed four-way split floor plan, providing exceptional privacy and separation for family members and guests. The bedroom suites are positioned throughout the home with convenient access to private bathrooms, making the layout ideal for guests, extended family, multigenerational living, or anyone who appreciates having their own private space.
Inside, soaring ceilings, abundant natural light, beautiful wood flooring, and spacious living areas create an impressive yet comfortable atmosphere. The kitchen is designed for both everyday living and entertaining with JennAir appliances, double ovens, a convection oven and microwave combination, an oversized quartz island, built-in buffet with wine refrigerator, generous cabinetry, and a large walk-in pantry. The kitchen opens to the dramatic family room, creating a wonderful gathering space with views of the pool and backyard.
French doors invite you outside to your private backyard oasis featuring a screened pool and spa, covered lanai, and spacious pool deck. Surrounded by mature landscaping and lush greenery, the backyard offers exceptional privacy, creating a peaceful setting for entertaining, relaxing, and enjoying the Florida lifestyle year-round.
The upstairs retreat provides even more flexibility with an additional bedroom, full bathroom, and expansive bonus space ideal for a media room, game room, home gym, second office, or private guest area. Additional features include a whole-house water softener, generous storage, and a three-car side-entry garage.
Located in desirable Tuscawilla Reserve, this home is convenient to the Seminole Trail, Tuscawilla Country Club, parks, shopping, dining, and highly regarded Seminole County schools. With its impressive curb appeal, private four-way split design, spacious bedroom suites, flexible living areas, private backyard, and resort-style pool setting, 149 Cherry Creek Circle offers an exceptional combination of space, privacy, and Florida living.
One of the home’s standout features is its thoughtfully designed four-way split floor plan, providing exceptional privacy and separation for family members and guests. The bedroom suites are positioned throughout the home with convenient access to private bathrooms, making the layout ideal for guests, extended family, multigenerational living, or anyone who appreciates having their own private space.
Inside, soaring ceilings, abundant natural light, beautiful wood flooring, and spacious living areas create an impressive yet comfortable atmosphere. The kitchen is designed for both everyday living and entertaining with JennAir appliances, double ovens, a convection oven and microwave combination, an oversized quartz island, built-in buffet with wine refrigerator, generous cabinetry, and a large walk-in pantry. The kitchen opens to the dramatic family room, creating a wonderful gathering space with views of the pool and backyard.
French doors invite you outside to your private backyard oasis featuring a screened pool and spa, covered lanai, and spacious pool deck. Surrounded by mature landscaping and lush greenery, the backyard offers exceptional privacy, creating a peaceful setting for entertaining, relaxing, and enjoying the Florida lifestyle year-round.
The upstairs retreat provides even more flexibility with an additional bedroom, full bathroom, and expansive bonus space ideal for a media room, game room, home gym, second office, or private guest area. Additional features include a whole-house water softener, generous storage, and a three-car side-entry garage.
Located in desirable Tuscawilla Reserve, this home is convenient to the Seminole Trail, Tuscawilla Country Club, parks, shopping, dining, and highly regarded Seminole County schools. With its impressive curb appeal, private four-way split design, spacious bedroom suites, flexible living areas, private backyard, and resort-style pool setting, 149 Cherry Creek Circle offers an exceptional combination of space, privacy, and Florida living.
Property Details
Price:
$1,080,000
MLS #:
O6448153
Status:
Active Under Contract
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RESERVE AT TUSCAWILLA PH 1 THE
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Oct 7, 2026
Finished Sq Ft:
4,001
Total Sq Ft:
5,306
Lot Size:
17,961 sqft / 0.41 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
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Water Softener, Wine Refrigerator
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Engineered Hardwood, Tile
Heating
Central, Heat Pump
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
Two
Exterior
Architectural Style
Custom
Association Amenities
Gated
Attached Garage YN
1
Community Features
Deed Restrictions, Gated Community – No Guard
Construction Materials
Block, Stucco
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Sidewalk
Lot Features
Cleared, City Lot, Landscaped, Near Golf Course, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
Patio And Porch Features
Covered, Deck, Enclosed, Patio, Porch, Screened
Roof
Shingle
View
Pool, Trees/Woods
Window Features
Drapes, Shutters
Financial
HOA Fee
$368
HOA Fee Frequency
Quarterly
HOA Name
NO
Tax Year
2025
Taxes
$12,825
Map
Community
- Address149 CHERRY CREEK CIRCLE WINTER SPRINGS FL
- SubdivisionRESERVE AT TUSCAWILLA PH 1 THE
- 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
- BEAR CREEK ESTATES
- BENTLEY GREEN UNIT 1
- CARRINGTON WOODS UNIT 2
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CASSELBERRY COMMERCE VILLAGE A CONDO
- CHESTNUT ESTATES PH 1
- CHESTNUT RIDGE
- 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 19B
- 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 3
- GLEN EAGLE UNIT 1
- 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
- HOLLOWBROOK PH 2
- HOWELL CREEK RESERVE PH 2
- INDIAN RIDGE
- INDIAN RIDGE PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- JESUPS RESERVES REPLAT
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- MOUNT GREENWOOD UNIT 5 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 2ND ADD RESUBD OF BLK 5 & TR A
- 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 5
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 2A
- OAK FOREST UNIT 3
- OAK FOREST UNIT 4
- OAK FOREST UNIT 6
- OAK FOREST UNIT 8
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 3
- PARKSTONE UNIT 4
- 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-B
- SUNRISE UNIT 2C
- SUNRISE UNIT 2D
- SUNRISE UNIT TWO C
- SUNRISE VILLAGE UNIT 1
- TALIS CROSSING
- THE OAKS SUB
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 07
- TUSCAWILLA UNIT 09-B
- TUSCAWILLA UNIT 14A
- TUSCAWILLA UNIT 14B
- TUSKABAY PH 1
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- 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 Oct 21, 2026
124
Single Family Listed
84
Avg DOM
260
Avg $ / SqFt
$543,063
Avg List Price
Property Summary
- Located in the RESERVE AT TUSCAWILLA PH 1 THE subdivision, 149 CHERRY CREEK CIRCLE WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $1,080,000 and features 5 beds, 5 baths, and has approximately 4,001 square feet of living space, and was originally constructed in 1996. The current price per square foot is $270. The average price per square foot for Single Family listings in WINTER SPRINGS is $260. The average listing price for Single Family in WINTER SPRINGS is $543,063. To schedule a showing of MLS#o6448153 at 149 CHERRY CREEK CIRCLE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of RE/MAX TOWN & COUNTRY 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. 149 CHERRY CREEK CIRCLE
WINTER SPRINGS, FL
