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!
For sale
Price cut: $10K (4/22)
$275,000
476 Club Dr, Winter Springs, FL 32708
3beds
1,460sqft
Townhouse
Built in 1995
1,440 Square Feet Lot
$272,900 Zestimate®
$188/sqft
$556/mo HOA
What's special
Tennis courtsMultiple poolsBbq areasBeautifully cared-for townhomeVolleyball and basketball courtsScenic walking trails
- 105 days |
- 401 |
- 6 |
Zillow last checked:
Listing updated:
Listed by:
Jeff Singletary 407-383-1933,
KELLER WILLIAMS HERITAGE REALTY 407-862-9700
Source: Stellar MLS,MLS#: O6392856
Originating MLS: West Volusia

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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Utility Room
Primary bedroom
- Features: Dual Closets
- Level: Second
- Area: 210 Square Feet
- Dimensions: 15x14
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 130 Square Feet
- Dimensions: 13x10
Balcony porch lanai
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Dining room
- Level: First
- Area: 70 Square Feet
- Dimensions: 10x7
Kitchen
- Level: First
- Area: 80 Square Feet
- Dimensions: 10x8
Living room
- Level: First
- Area: 238 Square Feet
- Dimensions: 17x14
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Softener
- Laundry: Inside, Upper Level
Features
- Ceiling Fan(s), Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Split Bedroom
- Flooring: Carpet, Porcelain Tile
- Doors: Sliding Doors
- Windows: Blinds, Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 1,512
- Total interior livable area: 1,460 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Assigned
- Carport spaces: 1
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Enclosed, Screened
- Exterior features: Rain Gutters, Storage
- Pool features: In Ground
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 1,440 Square Feet
- Features: Conservation Area
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 3320305HY00000230
- Zoning: PUD
- Special conditions: None
Construction
Type & style
- Home type: Townhouse
- Architectural style: Contemporary,Florida
- Property subtype: Townhouse
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 1995
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public
Community & HOA
Community
- Features: Deed Restrictions, Pool
- Security: Security System
- Pet fee: $0 monthly
- Subdivision: CYPRESS CLUB
HOA
- Has HOA: Yes
- Amenities included: Playground, Pool, Tennis Court(s)
- Services included: Community Pool, Maintenance Grounds, Manager, Private Road, Recreational Facilities
- HOA fee: $556 monthly
- HOA name: Cypress Club/The Highlands
- HOA phone: 352-366-0234
- Second HOA name: The Highlands
- Second HOA phone: 352-366-0234
Location
- Region: Winter Springs
Financial & listing details
- Price per square foot: $188/sqft
- Tax assessed value: $243,692
- Annual tax amount: $1,765
- Date on market: 3/24/2026
- Cumulative days on market: 55 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
$272,900
$259,000 - $287,000
$2,133/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Listed for sale | $275,000$188/sqft |
Source: | ||
| 5/8/2026 | Pending sale | $275,000$188/sqft |
Source: | ||
| 4/22/2026 | Price change | $275,000-3.5%$188/sqft |
Source: | ||
| 3/24/2026 | Listed for sale | $285,000+103.6%$195/sqft |
Source: | ||
| 6/24/2016 | Sold | $140,000-5.4%$96/sqft |
Source: Public Record Report a problem | ||
| 5/15/2016 | Pending sale | $148,000$101/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5427679 Report a problem | ||
| 5/2/2016 | Price change | $148,000-1.3%$101/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5427679 Report a problem | ||
| 4/2/2016 | Price change | $149,900-3%$103/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5427679 Report a problem | ||
| 3/17/2016 | Listed for sale | $154,500$106/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5427679 Report a problem | ||
| 9/15/2015 | Listing removed | $154,500$106/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5353250 Report a problem | ||
| 8/4/2015 | Price change | $154,500-3.1%$106/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5353250 Report a problem | ||
| 4/8/2015 | Listed for sale | $159,500+2.9%$109/sqft |
Source: PAINE-ANDERSON PROPERTIES, INC #O5353250 Report a problem | ||
| 5/5/2005 | Sold | $155,000+74.2%$106/sqft |
Source: Public Record Report a problem | ||
| 10/18/1999 | Sold | $89,000+3.5%$61/sqft |
Source: Public Record Report a problem | ||
| 6/5/1998 | Sold | $86,000-6.7%$59/sqft |
Source: Public Record Report a problem | ||
| 7/26/1995 | Sold | $92,200$63/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,696 +6.4% | $147,157 +2.9% |
| 2024 | $1,594 +4.8% | $143,010 +3% |
| 2023 | $1,521 +3.6% | $138,845 +3% |
| 2022 | $1,469 +1.5% | $134,801 +3% |
| 2021 | $1,447 +1.2% | $130,875 +1.4% |
| 2020 | $1,430 +1.7% | $129,068 +2.3% |
| 2019 | $1,406 | $126,166 +1.9% |
| 2018 | $1,406 +1.2% | $123,814 +2.1% |
| 2017 | $1,390 +1.2% | $121,267 +2.5% |
| 2016 | $1,374 -26.6% | $118,267 +28.9% |
| 2015 | $1,872 | $91,735 +3.7% |
| 2014 | $1,872 +25.8% | $88,423 +9.6% |
| 2013 | $1,488 +8.2% | $80,695 +4.5% |
| 2012 | $1,375 -22.3% | $77,227 -21.4% |
| 2011 | $1,768 -12.6% | $98,295 -11.7% |
| 2010 | $2,022 -6.5% | $111,274 -6.9% |
| 2009 | $2,163 -25.7% | $119,531 -28% |
| 2008 | $2,910 +9.5% | $165,988 -2% |
| 2007 | $2,656 +7.5% | $169,375 +21.8% |
| 2006 | $2,470 +111.6% | $139,076 +57.1% |
| 2005 | $1,167 +2.5% | $88,507 +3% |
| 2004 | $1,139 +1.4% | $85,929 +1.9% |
| 2003 | $1,124 +4% | $84,327 +2.4% |
| 2002 | $1,080 +4.1% | $82,351 +1.4% |
| 2000 | $1,038 | $81,211 |
Find assessor info on the county website
Monthly payment
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Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 32708
Nearby schools
GreatSchools rating
- 7/10Highlands Elementary SchoolGrades: PK-5Distance: 0.5 mi
- NAA Seminole County Virtual SchoolGrades: K-12Distance: 3.5 mi
- 6/10Winter Springs High SchoolGrades: 9-12Distance: 2.8 mi
Schools provided by the listing agent
- Elementary: Highlands Elementary
- Middle: South Seminole Middle
- High: Winter Springs High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Seminole County
- Winter Springs
- 32708
- 476 Club Dr






