Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third bedroom upstairs.
Sliding glass doors open to a private screened porch, ideal for morning coffee, evening relaxation, or entertaining guests. This inviting space offers seamless indoor-outdoor living along with additional storage.
The upgraded kitchen is a true highlight, showcasing solid wood cabinetry, modern countertops, and a breakfast bar perfect for casual dining or hosting friends and family. Two reserved parking spaces are conveniently located directly at your front door.
Enjoy the resort-style lifestyle The Highlands is known for, offering a community pool, recreational building, tennis courts, and scenic hiking trails. Ideally located near I-4 and SR-417, commuting and weekend adventures are effortless.
HOA fees provide exceptional value, covering exterior building and grounds maintenance, community amenities, —delivering peace of mind and truly low-maintenance living.
IMPORTANT MESSAGE- While this townhouse HOA fees may seem higher, it covers roof replacement and maintenance (brand new 2026), exterior maintenance, landscaping, and more. A single-family home may have lower HOA fees, but usually comes with higher maintenance costs, more upkeep, and added stress – making the overall expense very similar in the end, with far less hassle in a townhouse community.
Schedule your private showing today and make this exceptional townhome yours.
Sliding glass doors open to a private screened porch, ideal for morning coffee, evening relaxation, or entertaining guests. This inviting space offers seamless indoor-outdoor living along with additional storage.
The upgraded kitchen is a true highlight, showcasing solid wood cabinetry, modern countertops, and a breakfast bar perfect for casual dining or hosting friends and family. Two reserved parking spaces are conveniently located directly at your front door.
Enjoy the resort-style lifestyle The Highlands is known for, offering a community pool, recreational building, tennis courts, and scenic hiking trails. Ideally located near I-4 and SR-417, commuting and weekend adventures are effortless.
HOA fees provide exceptional value, covering exterior building and grounds maintenance, community amenities, —delivering peace of mind and truly low-maintenance living.
IMPORTANT MESSAGE- While this townhouse HOA fees may seem higher, it covers roof replacement and maintenance (brand new 2026), exterior maintenance, landscaping, and more. A single-family home may have lower HOA fees, but usually comes with higher maintenance costs, more upkeep, and added stress – making the overall expense very similar in the end, with far less hassle in a townhouse community.
Schedule your private showing today and make this exceptional townhome yours.
Property Details
Price:
$269,000
MLS #:
O6380694
Status:
Active
Beds:
3
Baths:
2
Type:
Townhouse
Subdivision:
CYPRESS CLUB
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Feb 12, 2026
Finished Sq Ft:
1,460
Total Sq Ft:
1,512
Lot Size:
1,448 sqft / 0.03 acres (approx)
Year Built:
1994
See this Listing
Schools
Elementary School:
Highlands Elementary
Middle School:
South Seminole Middle
High School:
Winter Springs High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Heating
Central
Interior Features
Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom
Laundry Features
Corridor Access, Laundry Closet, Upper Level
Levels
Two
Exterior
Association Amenities
Basketball Court, Clubhouse, Park, Playground, Pool, Tennis Court(s)
Community Features
Clubhouse, Deed Restrictions, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Stucco
Covered Spaces
1
Direction Faces
East
Exterior Features
Basketball Court, Irrigation System, Playground, Sidewalk, Sliding Doors, Tennis Court(s)
Lot Features
Sidewalk
Parking Features
Covered, Guest, Reserved
Patio And Porch Features
Patio, Rear Porch, Screened
Roof
Tile
View
Trees/Woods
Financial
HOA Fee
$1,561
HOA Fee 2
$425
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance
HOA Name
CYPRESS CLUB/CHRISTOPHER ANDERSON
HOA Name 2
THE HIGHLANDS HOA
HOA Phone
407-788-6700 x 7
HOA Phone 2
352-366-0234X161
Tax Year
2024
Taxes
$886
Map
Community
- Address446 CLUB DRIVE WINTER SPRINGS FL
- SubdivisionCYPRESS CLUB
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Subdivisions in WINTER SPRINGS
- ARROWHEAD AT TUSCAWILLA UNIT 2
- AVERY PARK
- BAHAMA RANCHES
- BARCLAY RESERVE TOWNHOMES
- BARCLAY RESERVE TWNHMS
- BARRINGTON ESTATES
- BAY TREE
- BAY TREE SEC 09
- BAY TREE SEC 10
- 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 RIDGE
- CITRUS OAKS
- COUNTRY CLUB VILLAGE UNIT 1
- COUNTRY CLUB VILLAGE UNIT 3
- CYPRESS CLUB
- DAVENPORT GLEN
- DEER RUN UNIT 19A
- DEER RUN UNIT 19B
- DEER RUN UNIT 20
- DEER RUN UNIT 21B
- DEERSONG
- DEERSONG 2
- DOUGS UNIT 1
- EAGLES WATCH PH 1
- FAIRWAY OAKS UNIT 1
- FOX GLEN AT CHELSEA PARC TUSCAWILLA PH 2
- FOXMOOR EAST
- FOXMOOR UNIT 2
- FOXMOOR UNIT 3
- GARDEN CLUB APTS
- GEORGETOWNE UNIT 1
- GEORGETOWNE UNIT 3
- GLEN EAGLE UNIT 2
- GLEN EAGLE UNIT 3
- GREENBRIAR SUB PH 2
- GREENSPOINTE
- HARBOR WINDS
- HERITAGE COMMONS
- HERITAGE PARK TWNHMS
- HICKORY GROVE
- HIGHLAND PATIO HOMES
- HIGHLAND PATIO HOMES AMENDED PLAT
- HIGHLAND VILLAGE 1
- HIGHLAND VILLAGE 2
- HIGHLANDS SEC 1
- HIGHLANDS SEC 4
- HIGHLANDS SEC 6
- INDIAN RIDGE
- JESUPS LANDING
- JESUPS RESERVE TWNHMS REP
- JESUPS RESERVES REPLAT
- LAKE TUSKAWILLA PH 1
- MOUNT GREENWOOD UNIT 1
- MOUNT GREENWOOD UNIT 2 OF
- MOUNT GREENWOOD UNIT 4 OF
- NORTH ORLANDO
- NORTH ORLANDO 2ND ADD
- NORTH ORLANDO RANCHES SEC 02A
- NORTH ORLANDO RANCHES SEC 04
- NORTH ORLANDO RANCHES SEC 09
- NORTH ORLANDO RANCHES SEC 10
- NORTH ORLANDO TERRACE UNIT 1 SEC 3
- 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
- NORTH ORLANDO TOWNSITE FOURTH ADD REPLAT
- OAK FOREST UNIT 3
- OAK FOREST UNIT 4
- OAK FOREST UNIT 5
- OAK FOREST UNIT 8
- OAK HILL ESTATES
- PARKSTONE
- PARKSTONE UNIT 2
- PARKSTONE UNIT 3
- RESERVE AT TUSCAWILLA PH 1 THE
- RESERVE AT TUSCAWILLA PH 2
- SEASONS THE
- SEMINOLE CROSSING TOWNHOMES
- SEMINOLE CROSSING TWNHMS
- SEVEN OAKS
- SEVILLE CHASE
- SHEOAH A CONDO SEC 2
- SHEOAH SEC 1
- STONE GABLE
- SUNRISE ESTATES UNIT 1
- SUNRISE ESTATES UNIT 2
- SUNRISE ESTATES UNIT 5
- SUNRISE UNIT 2-A
- SUNRISE UNIT 2-B
- SUNRISE VILLAGE UNIT 1
- SUNRISE VILLAGE UNIT 6
- TALIS CROSSING
- TALMO SUB
- THE HIGHLANDS SECTIONS SEVEN & EIGHT
- THE OAKS SUB
- TUSCA OAKS
- TUSCANY PLACE
- TUSCANY PLACE PH 1
- TUSCAWILLA
- TUSCAWILLA RIDGE
- TUSCAWILLA UNIT 07
- TUSCAWILLA UNIT 13
- TUSCAWILLA UNIT 14A
- TUSCAWILLA UNIT 14B
- TUSKABAY PH 1
- TUSKAWILLA CROSSINGS 34’S
- TUSKAWILLA CROSSINGS 50’S
- TUSKAWILLA CROSSINGS PH 1
- TUSKAWILLA CROSSINGS PH 2
- TUSKAWILLA OFFICE PARK
- TUSKAWILLA POINT
- WATTS FARMS
- WEDGEWOOD TENNIS VILLAS
- WEDGEWOOD UNIT 2
- WICKLOW GREENS AT TUSCAWILLA
- WILDWOOD
- WILLOW RUN
- WINDING HOLLOW
- WINDING HOLLOW UNIT 1
- WINDING HOLLOW UNIT 2
- WINTER SPGS
- WINTER SPGS UNIT 4
- WINTER SPGS VILLAGE PH 1
- WINTER SPRINGS UNIT 4
Market Summary
Current real estate data for Townhouse in WINTER SPRINGS as of Jun 10, 2026
47
Townhouse Listed
71
Avg DOM
216
Avg $ / SqFt
$327,833
Avg List Price
Property Summary
- Located in the CYPRESS CLUB subdivision, 446 CLUB DRIVE WINTER SPRINGS FL is a Townhouse for sale in WINTER SPRINGS, FL, 32708. It is listed for $269,000 and features 3 beds, 2 baths, and has approximately 1,460 square feet of living space, and was originally constructed in 1994. The current price per square foot is $184. The average price per square foot for Townhouse listings in WINTER SPRINGS is $216. The average listing price for Townhouse in WINTER SPRINGS is $327,833. To schedule a showing of MLS#o6380694 at 446 CLUB DRIVE in WINTER SPRINGS, FL, contact your LPT Realty agent at 813.694.8061.
Similar Listings Nearby
Courtesy of COLDWELL BANKER RESIDENTIAL RE. 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 LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty 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. 446 CLUB DRIVE
WINTER SPRINGS, FL
