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$255,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1,224 Sq. Ft.
  • Updated 5 hours ago
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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.

Full Property Details for 499 Club Dr

General

  • Price: $255,000
  • HOA FEE: $520/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $1,987 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6391855
  • Updated: 3/20/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Thermostat, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Negotiable
  • Flooring: Carpet, Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Inside, Upper Level

Additional Information

  • Shared Amenities: Pickleball Court(s), Trail(s)

Exterior

  • Exterior Features: Irrigation System, Lighting, Sidewalk, Sliding Doors
  • Deck/Patio: Rear Porch, Screened
  • Porch/Patio/Deck: Rear Porch, Screened

Location

  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Subdivision: CYPRESS CLUB
  • Driving Directions: From SR 434 front entrance enter into The Highlands (Sheoah Blvd) to right on Moree Loop to entrance into Cypress Club Go left on Club Drive.
  • Direction Faces: Northwest

Community

  • Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Community Features: Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks, Tennis Court(s)
  • Optional Amenities: Pickleball Court(s), Trail(s)
  • Association: Yes
  • Assoc. Name: Michelle Pogue
  • Assoc. Fees Include: Community Pool, Maintenance Structure, Maintenance Grounds, Pool Maintenance
  • Pet Restrictions: Buyer to confirm any restrictions with the HOA and municipality.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 1,224
  • Sq. Ft. Source: Public Records
  • Year Built: 1987

Lot Features

  • Lot Size (Acres): 0.04
  • Lot Size (Sq. Ft.): 1,687
  • Lot Size: 1687
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $1,561
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,987.05
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 72 CYPRESS CLUB PB 33 PGS 25 & 26
  • Flood Zone Info: X
  • APN: 3320305HY00000720
  • Property ID: 3320305HY00000720

Listed by Florida Home Team Realty Llc

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Listing agent

— 499 Club Dr —

  • Florida Home Team Realty Llc

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 499 Club Dr

School District:Seminole County School District
NameGradesDistance
Highlands Elementary School, Winter Springs, FL
1600 Shepard Road, Winter Springs, FL 32708
K-50.5 mi
Seminole Academy Of Digital Learning
450 Technology Park, Lake Mary, FL 32746
6-83.5 mi
Winter Springs High School
130 Tuskawilla Road, Winter Springs, FL 32708
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 499 Club Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/20/2026
Listed
$255,000
-5.56%
MLS
7/28/2022
Sold
$270,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 499 Club Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,065
11%
$165,128
3%
2024
$1,868
5%
$160,474
3%
2023
$1,786
-21%
$155,800
11%
2021
$2,258
-11%
$140,282
-20%
2022
$2,543
13%
$176,098
63%
2021
$2,258
111%
$108,271
2%
2019
$1,072
1%
$105,837
2%
2018
$1,057
1%
$103,864
2%
2017
$1,042
-38%
$101,728
6%
2016
$1,677
21%
$95,544
23%
2015
$1,385
3%
$77,400
3%
2014
$1,341
7%
$74,799
10%
2013
$1,249
—
$67,767
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Florida Home Team Realty Llc

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499 Club Drive, Winter Springs, FL 32708 (MLS# O6391855) is a Townhouse property with 2 bedrooms and 2 full bathrooms. 499 Club Drive is currently listed for $255,000 and was received on March 20, 2026. Want to learn more about 499 Club Drive? Do you have questions about finding other Townhouse real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.

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