Beautiful 2 bedroom 2 bathroom townhome within The Highlands Community. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their own private community pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
Property Details
Price:
$247,500
MLS #:
O6391855
Status:
Active
Beds:
2
Baths:
2
Type:
Townhouse
Subdivision:
CYPRESS CLUB
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Mar 20, 2026
Finished Sq Ft:
1,224
Total Sq Ft:
1,334
Lot Size:
1,687 sqft / 0.04 acres (approx)
Year Built:
1987
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central
Interior Features
Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Thermostat, Vaulted Ceiling(s)
Laundry Features
Inside, Upper Level
Levels
Two
Exterior
Architectural Style
Contemporary
Association Amenities
Pickleball Court(s), Trail(s)
Community Features
Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Direction Faces
Northwest
Exterior Features
Irrigation System, Lighting, Sidewalk, Sliding Doors
Patio And Porch Features
Rear Porch, Screened
Roof
Tile
Financial
HOA Fee
$1,561
HOA Fee 2
$424
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Structure, Maintenance Grounds, Pool Maintenance
HOA Name
Michelle Pogue
HOA Name 2
The Highlands
HOA Phone
407)788-6700
HOA Phone 2
(352)366-0234
Tax Year
2025
Taxes
$1,987
Map
Community
- Address499 CLUB DRIVE WINTER SPRINGS FL
- SubdivisionCYPRESS CLUB
- 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 2
- COUNTRY CLUB VILLAGE UNIT 3
- 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
- DOUGS UNIT 1
- DUNMAR ESTATES 5 ACRE DEV 28 PARCELS
- EAGLES POINT PH 2
- EAGLES POINT PH 5
- ENCLAVE AT DUNMAR
- ENTZMINGER FARMS ADD 2
- FLAMINGO SPGS
- FOX GLEN AT CHELSEA PARC TUSCAWILLA
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR EAST
- FOXMOOR UNIT 1
- FOXMOOR UNIT 3
- FRUITWOOD LAKE
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 2
- GLEN EAGLE UNIT 1
- GREENBRIAR SUB PH 1
- GREENS AT TUSCAWILLA
- GREENS AT TUSCAWILLA BUILDING 3 A REPLAT
- GREENSPOINTE
- HACIENDA VILLAGE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HICKORY GRV TWNHMS
- 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 PH 2
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- LAKE JESSUP
- LEW-JIM SUB
- LORI ANNE ACRES
- LORI ANNE ACRES REP
- MOSS COVE
- MOUNT GREENWOOD
- MOUNT GREENWOOD UNIT 1
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO 8TH ADD
- NORTH ORLANDO RANCHES SEC 01A
- NORTH ORLANDO RANCHES SEC 01B
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 06
- NORTH ORLANDO RANCHES SEC 07
- 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 8
- NORTH ORLANDO TERRACE UNIT 2 SEC 9
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- OAK FOREST UNIT 1
- OAK FOREST UNIT 2
- OAK FOREST UNIT 3
- OAK FOREST UNIT 7
- PARC DU LAC
- 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
- STONE GABLE
- SUNRISE ESTATES UNIT 5
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2C
- SUNRISE VILLAGE UNIT 2
- SUNRISE VILLAGE UNIT 4
- SUNRISE VILLAGE UNIT 5
- TALMO SUB
- THE LANDINGS AT PARKSTONE
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA PARCEL 90
- TUSCAWILLA PRCL 90
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 06
- TUSCAWILLA UNIT 11B
- TUSCAWILLA UNIT 14A
- TUSCAWILLA UNIT 14B
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA TRACE
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WEDGEWOOD UNIT 1
- WEDGEWOOD UNIT 2
- WICKLOW GREENS AT TUSCAWILLA
- WILDWOOD
- WINDING HOLLOW
- 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 Townhouse in WINTER SPRINGS as of May 09, 2026
49
Townhouse Listed
61
Avg DOM
222
Avg $ / SqFt
$338,251
Avg List Price
Property Summary
- Located in the CYPRESS CLUB subdivision, 499 CLUB DRIVE WINTER SPRINGS FL is a Townhouse for sale in WINTER SPRINGS, FL, 32708. It is listed for $247,500 and features 2 beds, 2 baths, and has approximately 1,224 square feet of living space, and was originally constructed in 1987. The current price per square foot is $202. The average price per square foot for Townhouse listings in WINTER SPRINGS is $222. The average listing price for Townhouse in WINTER SPRINGS is $338,251. To schedule a showing of MLS#o6391855 at 499 CLUB DRIVE in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of FLORIDA HOME TEAM 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. 499 CLUB DRIVE
WINTER SPRINGS, FL
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