Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings.
This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a new roof 2026, new water heater 2026, 2020 A/C system, a full repipe completed in 2016, and a 2016 whole home water softener.
Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining.
The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day.
Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door.
Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a new roof 2026, new water heater 2026, 2020 A/C system, a full repipe completed in 2016, and a 2016 whole home water softener.
Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining.
The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day.
Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door.
Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
Property Details
Price:
$272,500
MLS #:
O6392856
Status:
Active
Beds:
3
Baths:
2
Type:
Townhouse
Subdivision:
CYPRESS CLUB
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Mar 24, 2026
Finished Sq Ft:
1,460
Total Sq Ft:
1,512
Lot Size:
1,440 sqft / 0.03 acres (approx)
Year Built:
1995
See this Listing
Schools
Elementary School:
Highlands Elementary
Middle School:
South Seminole Middle
High School:
Winter Springs High
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Softener
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Porcelain Tile
Heating
Central
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Split Bedroom
Laundry Features
Inside, Upper Level
Levels
Two
Exterior
Architectural Style
Contemporary, Florida
Association Amenities
Park, Playground, Pool, Recreation Facilities, Tennis Court(s)
Community Features
Association Recreation – Owned, Deed Restrictions, Park, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
1
Direction Faces
Southwest
Exterior Features
Rain Gutters, Sliding Doors, Storage
Lot Features
Conservation Area
Parking Features
Assigned
Patio And Porch Features
Covered, Enclosed, Screened
Roof
Tile
Security Features
Security System
View
Trees/Woods
Window Features
Blinds, Window Treatments
Financial
HOA Fee
$1,561
HOA Fee 2
$424
HOA Fee 2 Frequency
Annually
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Grounds, Manager, Private Road, Recreational Facilities
HOA Name
Cypress Club/The Highlands
HOA Name 2
The Highlands
HOA Phone
352-366-0234×103
HOA Phone 2
352-366-0234
Tax Year
2025
Taxes
$1,765
Map
Community
- Address476 CLUB DRIVE WINTER SPRINGS FL
- SubdivisionCYPRESS CLUB
- CityWINTER SPRINGS
- CountySeminole
- Zip Code32708
Market Summary
Current real estate data for Townhouse in WINTER SPRINGS as of Aug 29, 2026
42
Townhouse Listed
95
Avg DOM
216
Avg $ / SqFt
$318,710
Avg List Price
Property Summary
- Located in the CYPRESS CLUB subdivision, 476 CLUB DRIVE WINTER SPRINGS FL is a Townhouse for sale in WINTER SPRINGS, FL, 32708. It is listed for $272,500 and features 3 beds, 2 baths, and has approximately 1,460 square feet of living space, and was originally constructed in 1995. The current price per square foot is $187. The average price per square foot for Townhouse listings in WINTER SPRINGS is $216. The average listing price for Townhouse in WINTER SPRINGS is $318,710. To schedule a showing of MLS#o6392856 at 476 CLUB DRIVE in WINTER SPRINGS, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of KELLER WILLIAMS HERITAGE 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 InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. 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. 476 CLUB DRIVE
WINTER SPRINGS, FL