- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$205,000
Monthly Est:$1,020
2 Beds
- 2 Baths
2 full baths
1,224sqft
499 Club Dr, Winter Springs, FL 32708
$205,000
$1,020/moEst:
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Townhouse
Built in 1987
$555.67/mo HOA
1,294 sqft lot
$167/sq.ft
Description
Virtually Staged. As you arrive at this beautiful 2 bedroom + loft, 2 bath residence in a serene townhome community within The Highlands in Winter Springs, you’ll note a feeling of privacy, relaxation, and tranquility among the lush landscaping, fantastic amenities, and peaceful walking trails. TOUR THE HOUSE WITH THE VIRTUAL TOUR AND WALK THRU VIDEO LINKS. Step inside to a spacious open floorplan where light bathes the soaring vaulted ceilings and tile flooring runs throughout the main living areas. The family cook will enjoy preparing meals among the new appliances (2022) in the functional kitchen layout, while overlooking the great room and exterior nature views. Step out to the screened patio to enjoy your morning coffee, where you’ll also find an outside storage closet offering a convenient place for your bikes, tools, or gardening supplies. The layout of this home offers double suites, thoughtfully split between the two levels, each with a full bath with shower/tub combo. Upstairs, a bonus loft provides an ideal flex space for a home office, reading nook, or more! Life here is stress-free with a new roof (2026) and A/C (2023), and 2 reserved parking spaces, side-by-side, right outside your front door. Beyond the home itself, this community provides you a carefree lifestyle with the HOA taking care of exterior maintenance and landscaping, leaving you plenty of time to meet up with friendly neighbors to enjoy the private community pool within the neighborhood, as well as the Highlands’ exceptional amenities -- including a junior Olympic-size lap pool, tennis/pickleball courts, clubhouse, playground, and picnic areas, perfect for relaxing moments or social gatherings. Conveniently located with easy access to main thoroughfares, everyday conveniences are close by -- groceries, restaurants, shopping, banks, fitness centers, etc. – as well as top-rated Seminole County schools. Come see why your new neighbors already love to call the area home and are enjoying the care-free lifestyle you deserve!!
- Houzeo last checked: 2 hours ago
- Listing updated: October 14, 2026 at 12:10 am
- Listing Provided by: Chris Winn (407) 970-6776 | BLOOM HOME GROUP REALTY LLC (407) 434-9408
- Source: Stellar MLS-FL | MLS#: O6447987

Property Details
Status
Active
Type
Townhouse
No. of Stories
2
County
City
Neighborhood
--
Year Built
1987
HOA Fees
$555.67/mo
Finished Area
1,224 sqft
Lot Size
1,294 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6447987
MLS Status
Active
Days on Market
16
Cumulative Days on Market
194

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Location
HOA Management
Michelle Pogue
HOA Fees
$1,561/ Quarterly
The Highlands
HOA Fees
$424/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Park Playground
Tennis
Pool
Maintenance
Club House
Sports Court
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathrooms: 2
Bathroom 2
Level: Second
Area: 50.00 Square Feet
Dimensions: 10x5
Loft
Level: Second
Area: 110.00 Square Feet
Dimensions: 11x10
Primary Bedroom
Level: Second
Area: 182.00 Square Feet
Dimensions: 14x13
Bathroom 1
Level: First
Area: 50.00 Square Feet
Dimensions: 10x5
Bedroom 1
Level: First
Area: 130.00 Square Feet
Dimensions: 13x10
Kitchen
Level: First
Area: 80.00 Square Feet
Dimensions: 10x8
Living Room
Level: First
Area: 323.00 Square Feet
Dimensions: 19x17
Interior
Cooling
Central Air
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Sewer
Public Sewer
Heating
Central, Electric
Flooring
Carpet, Laminate, Tile
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Living Room/dining Room Combo, Open Floorplan, Vaulted Ceiling(s)
Construction
Year Built
Year Built: 1987
Home type
Townhouse
Roof
Shingle
Foundation Details
Slab
Construction Materials
Block, Stucco
Utilities & Energy
Utilities
Public
Water Source
Public
Association Amenities
Clubhouse, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s)
Laundry Features
Laundry Closet, Upper Level
Other Features
Patio And Porch Features
Covered, Patio, Screened
Subdivision Name
Cypress Club
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Park, Playground, Pool, Tennis Court(s)
Price History
| Date | Event | Price |
|---|---|---|
10/13/2026 Source: | Listed for Sale | $205,000 -2.38% $167/sqft |
10/01/2026 Source: | Listing Removed | $210,000 $172/sqft |
08/10/2026 Source: | Listed for Sale | $210,000 -4.33% $172/sqft |
07/14/2026 Source: | Price Decreased | $219,500 -6.60% $179/sqft |
05/12/2026 Source: | Price Decreased | $235,000 -5.05% $192/sqft |
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Based on information from Stellar MLS® through Oct 29, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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