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Townhouse for sale at 499 Club Dr, Winter Springs, FL 32708 | MLS# O6447987 | Listing updated on 2026-10-14
Photo 1 of Townhouse for sale at 499 Club Dr, Winter Springs, FL 32708 | MLS# O6447987 | Listing updated on 2026-10-14
Photo 2 of Townhouse for sale at 499 Club Dr, Winter Springs, FL 32708 | MLS# O6447987 | Listing updated on 2026-10-14
Photo 3 of Townhouse for sale at 499 Club Dr, Winter Springs, FL 32708 | MLS# O6447987 | Listing updated on 2026-10-14
Photo 4 of Townhouse for sale at 499 Club Dr, Winter Springs, FL 32708 | MLS# O6447987 | Listing updated on 2026-10-14
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$205,000

Monthly Est:$1,020

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,224sqft

499 Club Dr, Winter Springs, FL 32708

$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 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Townhouse

  • No. of Stories

    2

  • County

    Seminole County

  • City

    Winter Springs

  • 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 Park Playground

Tennis Tennis

Pool Pool

Maintenance Maintenance

Club House Club House

Sports Court 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

DateEventPrice

10/13/2026

Source: mls_logoStellar MLS-FL #MFRO6447987

Listed for Sale

$205,000 -2.38%

$167/sqft

10/01/2026

Source: mls_logoStellar MLS-FL #MFRO6391855

Listing Removed

$210,000

$172/sqft

08/10/2026

Source: mls_logoStellar MLS-FL #MFRO6391855

Listed for Sale

$210,000 -4.33%

$172/sqft

07/14/2026

Source: mls_logoStellar MLS-FL #MFRO6391855

Price Decreased

$219,500 -6.60%

$179/sqft

05/12/2026

Source: mls_logoStellar MLS-FL #MFRO6391855

Price Decreased

$235,000 -5.05%

$192/sqft

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Nearby Homes

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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