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$205,000
New Listing

499 CLUB DRIVE
WINTER SPRINGS, FL 32708

For Sale|Townhouse|Active
2
Beds
2
Total Baths
2
Full Baths
1,224
SqFt
$167
/SqFt
1987
Built
Subdivision:
CYPRESS CLUB
County:
Seminole

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

499 CLUB DRIVE499 CLUB DRIVE499 CLUB DRIVE499 CLUB DRIVE
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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!

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Listing Snapshot
Price 
$205,000
Days On Site 
0 Days
Bedrooms 
2
Inside Area (SqFt) 
1,224 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.03 Acres
Year Built 
1987
MLS® Number 
O6447987
Status 
Active
Property Tax 
$2,064.58
HOA/Condo/Coop Fees 
$555.67 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
2 hours agoListing first seen on site
General Features
Acres 
0.03
Direction Faces 
Northwest
Foundation 
Slab
Levels 
Two
Number Of Stories 
2
Pets 
Yes
Property Sub Type 
Townhouse
Sewer 
Public Sewer
SqFt Total 
1280
Water Source 
Public
Zoning 
PUD
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetLaminateTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Cathedral Ceiling(s)High CeilingsOpen FloorplanVaulted Ceiling(s)
Laundry Features 
Laundry ClosetUpper Level
Bathroom 1 
Dimensions - 10x5Level - First
Bathroom 2 
Dimensions - 10x5Level - Second
Bedroom 1 
Dimensions - 13x10Level - First
Kitchen 
Dimensions - 10x8Level - First
Living Room 
Dimensions - 19x17Level - First
Loft 
Dimensions - 11x10Level - Second
Master Bedroom 
Dimensions - 14x13Level - Second
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Exterior Features
Construction Details 
BlockStucco
Patio And Porch 
CoveredPatioScreened
Roof 
Shingle
Community Features
Association Amenities 
ClubhouseParkPlaygroundPoolTennis Court(s)
Association Fee 
$1561.0
Association Fee Frequency 
Quarterly
Additional Association Fee 
$424.0
Additional Association Fee Frequency 
Annually
Community Features 
ClubhouseParkPlaygroundPoolTennis Court(s)
MLS Area 
32708 - Casselberrry/Winter Springs / Tuscawilla
Township 
20
Financing Terms Available 
CashConventionalFHAVA Loan
Roads 
Asphalt
Listing courtesy of BLOOM HOME GROUP REALTY LLC (407) 970-6776



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-10-13 04:21 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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