Beautiful 2 bedroom 2 bathroom townhome (Not a condo which means more financing choices for you as a buyer) located in the desirable Cypress Club within the Highlands Community. Brand New Roof on this townhome. 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:
$210,000
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, Trash
HOA Name
Michelle Pogue
HOA Name 2
The Highlands
HOA Phone
407)788-6700
HOA Phone 2
(407)770-1748
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
- AVERY PARK
- BAHAMA RANCHES
- BARCLAY RESERVE TWNHMS
- BAY TREE SEC 04
- BAY TREE SEC 09
- BAYTREE VILLAGE
- BEAR CREEK ESTATES
- CASA PARK VILLAS PH 1
- CASA PARK VILLAS PH 2
- CASSELBERRY COMMERCE VILLAGE A CONDO
- CHESTNUT ESTATES PH 1
- CHESTNUT ESTATES PH 2
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CYPRESS CLUB
- D R MITCHELLS SURVEY OF THE LEVY GRANT
- DEER RUN UNIT 19A
- DEER RUN UNIT 20
- DEER RUN UNIT 21A
- DEERSONG
- DEERSONG 2
- DUNMAR ESTATES
- EAGLES LANDING
- EAGLES WATCH PH 1
- FAIRWAY OAKS UNIT 1
- FOXMOOR EAST
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GLEN EAGLE UNIT 2
- GLEN EAGLE UNIT 3
- GREENBRIAR
- GREENBRIAR SUB PH 2
- GREENS AT TUSCAWILLA
- GREENSPOINTE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HICKORY GROVE TWNHMS
- HIGHLAND LAKE PH 2
- HIGHLAND PATIO HOMES AMENDED PLAT
- HIGHLAND VILLAGE 1
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HOWELL CREEK RESERVE PH 3
- HUNTRIDGE
- INDIAN RIDGE
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- JESUPS RESERVES REPLAT
- LAKE JESSUP
- LAKE TUSKAWILLA PH 2
- MOSS COVE
- MOSS PLACE
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4
- MOUNT GREENWOOD UNIT 4 OF
- NORTH ORLANDO
- NORTH ORLANDO 1ST ADD
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 01
- NORTH ORLANDO RANCHES SEC 02
- NORTH ORLANDO RANCHES SEC 04
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE
- NORTH ORLANDO TERRACE UNIT 1 SEC 3
- NORTH ORLANDO TERRACE UNIT 1 SEC 4
- NORTH ORLANDO TERRACE UNIT 1 SEC 6
- NORTH ORLANDO TERRACE UNIT 2 SEC 8
- NORTH ORLANDO TOWNSITE 4TH ADD REP
- NORTH ORLANDO TOWNSITE FOURTH ADD REPLAT
- NORTHERN OAKS
- OAK FOREST
- OAK FOREST UNIT 1
- OAK FOREST UNIT 2A
- OAK FOREST UNIT 2B
- OAK FOREST UNIT 3
- OAK FOREST UNIT 7
- OAK FOREST UNIT 8
- OAK HILL ESTATES
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 3
- RESERVE AT TUSCAWILLA PH 1 THE
- SEASONS THE
- SEMINOLE CROSSING TOWNHOMES
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- STONE GABLE
- STURBRIDGE OAKS
- SUNRISE ESTATES
- SUNRISE ESTATES UNIT 1
- SUNRISE ESTATES UNIT 2
- SUNRISE UNIT 1
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE VILLAGE UNIT 1
- SUNRISE VILLAGE UNIT 4
- TALIS CROSSING
- TALMO SUB
- THE HIGHLANDS SECTIONS SEVEN & EIGHT
- THE SEASONS
- TUSCA OAKS
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA PRCL 90
- TUSCAWILLA UNIT 14B
- TUSKABAY
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WILDWOOD
- WINDING HOLLOW UNIT 2
- WINDING HOLLOW UNIT 5
- WINTER SPGS UNIT 3
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 1
Market Summary
Current real estate data for Townhouse in WINTER SPRINGS as of Sep 15, 2026
40
Townhouse Listed
75
Avg DOM
219
Avg $ / SqFt
$332,086
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 $210,000 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 $172. The average price per square foot for Townhouse listings in WINTER SPRINGS is $219. The average listing price for Townhouse in WINTER SPRINGS is $332,086. 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.
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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