36 photos in the listing
499 Club Drive
Winter Springs, FL 32708 · Seminole County
$205,000
2
Beds
2
Baths
1,224
Sq ft
1987
Year built
Location
About this home
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!!
Facts & features
Interior
- Bedrooms
- 2
- Bathrooms
- 2
- Living area
- 1,224 sq ft
- Stories
- 2
- Flooring
- Carpet, Laminate, Tile
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Features
- Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Vaulted Ceiling(s)
- Cooling
- Central Air
- Heating
- Central, Electric
Exterior & lot
- Lot size
- 0.03 acres
- Construction
- Block, Stucco
- Roof
- Shingle
Financial
- Price / sqft
- $167/sqft
- Annual tax
- $2,064.58
- Tax year
- 2025
- HOA fee
- $1,561
- HOA billed
- Quarterly
Utilities
- Utilities
- Public
- Water
- Public
- Sewer
- Public Sewer
Property
- Property type
- Townhouse
- Year built
- 1987
- Subdivision
- Cypress Club
- Days on market
- 7 days
Estimate your monthly cost
Twenty percent down over thirty years at 6.5%. Insurance is not included.
- Principal & interest
- $1,037
- Property tax
- $172
- HOA dues
- $520
- Estimated monthly
- $1,729
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Oct 13, 2026 | Listed | $205,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for Winter Springs, FL are not connected yet, so this page does not show them.
About this area
WINTER SPRINGS, FL sits in Seminole County. Asking prices on the 8 nearest homes we hold run from $175,000 to $294,000, with $252,500 in the middle. Those are asking prices, not closed sales.
Written from this listing’s own record and the homes we hold nearby.
- Elementary school
- Not listed
- Not named in the MLS record for this home
- Middle school
- Not listed
- Not named in the MLS record for this home
- High school
- Not listed
- Not named in the MLS record for this home
Frequently asked questions
What would 499 CLUB DRIVE, WINTER SPRINGS cost per month?
About $1,729 a month: $1,037 principal and interest, $172 property tax, $520 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 499 CLUB DRIVE, WINTER SPRINGS priced fairly?
Comparable homes nearby put it between $225,387 and $259,317, with $242,352 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $198 a square foot.
How does 499 CLUB DRIVE, WINTER SPRINGS compare to nearby homes?
8 comparable properties within three miles. The nearest: 498 CLUB DRIVE, WINTER SPRINGS, FL at $225,000, 1,224 sq ft, 0.03 miles away; 506 CLUB DRIVE, WINTER SPRINGS, FL at $199,000, 1,002 sq ft, 0.03 miles away; 476 CLUB DRIVE, WINTER SPRINGS, FL at $250,000, 1,460 sq ft, 0.06 miles away.
How long has 499 CLUB DRIVE, WINTER SPRINGS been on the market?
It came on the market today.
Has the price of 499 CLUB DRIVE, WINTER SPRINGS changed?
The price has not moved since it was listed.
How big is 499 CLUB DRIVE, WINTER SPRINGS?
2 bed, 2 bath, 1,224 square feet. That is $167 a square foot.
What year was 499 CLUB DRIVE, WINTER SPRINGS built?
Built in 1987.
What is the HOA fee at 499 CLUB DRIVE, WINTER SPRINGS?
The association fee works out to $520 a month.
What are the property taxes at 499 CLUB DRIVE, WINTER SPRINGS?
Property tax works out to about $172 a month, $2,065 a year, on the 2025 assessment.
Is 499 CLUB DRIVE, WINTER SPRINGS still available?
It is still on the market.
Listing
- Listed by
- Chris Winn
- Brokerage
- BLOOM HOME GROUP REALTY LLC
- MLS number
- MFR813437712
Listing information is deemed reliable but is not guaranteed.