Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$210,000 -$9,500 (-4.33%) Price Reduced

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1,224 Sq. Ft.
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 499 Club Dr

General

  • Price: $210,000
  • HOA FEE: $520/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $1,987 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6391855
  • Updated: 8/10/2026
  • Added to Site: 148 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

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 499 Club Dr —

  • Florida Home Team Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

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
8/10/2026
Price Reduced
$210,000
-4.33%
MLS
7/14/2026
Price Reduced
$219,500
-6.6%
MLS
5/12/2026
Price Reduced
$235,000
-5.05%
MLS
4/08/2026
Price Reduced
$247,500
-2.94%
MLS
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
$1,987
6%
$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.

Estimate the Cost for 499 Club Dr

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Florida Home Team Realty Llc

Similar Properties near 499 Club Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

113 Kristi Ann Ct, Winter Springs, FL 32708 - Photo 1 Just Listed
$210,000

113 Kristi Ann Ct  Winter Springs, FL 32708

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 898
    Sq. Ft.
Listed by Florida Realty Marketplace
506 Club Dr, Winter Springs, FL 32708 - Photo 1
$215,000

506 Club Dr  Winter Springs, FL 32708

  • Townhouse
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,002
    Sq. Ft.
Listed by Call It Closed Intl Realty
7021 Kirkland Way, Lake Mary, FL 32746 - Photo 1
$205,000

7021 Kirkland Way  Lake Mary, FL 32746

  • Townhouse
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,020
    Sq. Ft.
Listed by Pixel Realty,Pllc
4431 Brook Hollow Cir, Winter Springs, FL 32708 - Photo 1
$220,000

4431 Brook Hollow Cir  Winter Springs, FL 32708

  • Townhouse
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,367
    Sq. Ft.
Listed by Exp Realty Llc

Just Listed near 499 Club Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

178 W Sabal Palm Pl, Longwood, FL 32779 - Photo 1 Just Listed
$275,000

178 W Sabal Palm Pl  #178  Longwood, FL 32779

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,208
    Sq. Ft.
Listed by Yolon Riveiro (321) 228-4708
Seminola Blvd, Casselberry, FL 32707 - Photo 1 Just Listed
$115,000

Seminola Blvd  Casselberry, FL 32707

  • Lots/Land
  • Active
  • Updated 15 hours ago
  • 0.2
    Acres
Listed by Real Broker, Llc
807 Riverbend Blvd, Longwood, FL 32779 - Photo 1 Just Listed
$798,000
Open House

807 Riverbend Blvd  Longwood, FL 32779

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,376
    Sq. Ft.
Listed by Weichert Realtors Hallmark Pro
486 N Pin Oak Pl, Longwood, FL 32779 - Photo 1 Just Listed
$125,000

486 N Pin Oak Pl  #100  Longwood, FL 32779

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,220
    Sq. Ft.
Listed by Bhhs Florida Realty

Price Reduced near 499 Club Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

601 Albany Ct, Longwood, FL 32779 - Photo 1 Price Reduced
-$7,000 (-2.5%)
$273,000

601 Albany Ct  Longwood, FL 32779

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,303
    Sq. Ft.
Listed by John Herndon (407) 252-5736
1158 Carmel Cir, Casselberry, FL 32707 - Photo 1 Price Reduced
-$10,000 (-3.57%)
$270,000

1158 Carmel Cir  #430  Casselberry, FL 32707

  • Condo
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,876
    Sq. Ft.
Listed by Lpt Realty, Llc
1889 Ranchland Trail, Longwood, FL 32750 - Photo 1 Price Reduced
-$25,100 (-2.57%)
$949,900

1889 Ranchland Trail  Longwood, FL 32750

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,333
    Sq. Ft.
Listed by Home Wise Realty Group, Inc.
125 Raintree Dr, Longwood, FL 32779 - Photo 1 Price Reduced
-$10,100 (-2.46%)
$399,900

125 Raintree Dr  Longwood, FL 32779

  • Townhouse
  • Active
  • Updated 8 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,671
    Sq. Ft.
Listed by U R Home Realty Group Llc

Recent Sales near 499 Club Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

502 Club Dr, Winter Springs, FL 32708 - Photo 1 Sold
$209,000

502 Club Dr  Winter Springs, FL 32708

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,224
    Sq. Ft.
Listed by Infinity Real Estate Group
Sold by Stellar Non-Member Office
429 Sheoah Blvd, Winter Springs, FL 32708 - Photo 1 Sold
$182,000

429 Sheoah Blvd  #12  Winter Springs, FL 32708

  • Condo
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,187
    Sq. Ft.
Listed by Re/Max Town & Country Realty
Sold by Real Broker, Llc
429 Sheoah Blvd, Winter Springs, FL 32708 - Photo 1 Sold
$180,000

429 Sheoah Blvd  #1  Winter Springs, FL 32708

  • Condo
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,187
    Sq. Ft.
Listed by Compass Florida Llc
Sold by Compass Florida Llc
505 Moree Loop, Winter Springs, FL 32708 - Photo 1 Sold
$187,300

505 Moree Loop  Winter Springs, FL 32708

  • Townhouse
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,434
    Sq. Ft.
Listed by Lpt Realty Llc
Sold by Trusthome Properties Inc

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 $210,000 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.

Tour this property