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Overview

2 bd2 ba1,224 sqftTownhouse
TypeTownhouse
HOA$1,561/qtr
Built1987
Lot1,294 sqft
Living area1,224 sqft
Price / sqft$167

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About this home

Cathedral Ceiling(s)Ceiling Fans(s)High CeilingsLiving Room/Dining Room ComboOpen FloorplanVaulted Ceiling(s)ClubhouseCommunity Mailbox

499 Club Dr is a 1987-built home in Cypress Club, Winter Springs. Inside you'll find 2 bedrooms, 2 bathrooms, and 1,224 square feet of living space. Listed at $205,000 (about $167/sqft), 5 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,561 quarterly.

From the listing

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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The essentials

Built
1987
Price / sqft
$167
On market
5 days
Annual tax
$2,065
HOA
$1,561/qtr
Flood zone
X · Low risk
Lot
1,294 sqft
Type
Townhouse

At a glance

Townhouse
Built 1987
Community pool
Shared amenity
1,294 sqft lot
Lot size
1,224 sqft
Living area

Payment

Est. monthly payment
$1,864/mo
Down payment (20%)
$41,000
Property taxes
$172/mo
HOA
$1,561/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
1987
Lot
1,294 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Days on Market
5
Cathedral Ceiling(s)
Ceiling Fans(s)
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Vaulted Ceiling(s)
Clubhouse
Community Mailbox
Deed Restrictions
Park
Playground
Pool
Tennis Court(s)
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
Homestead exemption on file Flood Zone X
Annual Tax (2025)
$2,065
Parcel #
33-20-30-5HY-0000-0720

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Cypress Club
County
Seminole
MLS Area
32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size
1,294 sqft
HOA
$1,561/qtr
Michelle Pogue

Price history

Date
Event
Price
10/13/2026
Listed for sale
Source: Stellar MLS #O6447987
$205,000
$167/sqft

Neighborhood

499 Club Dr
Winter Springs, FL, 32708 · 32708 - Casselberrry/Winter Springs / Tuscawilla

Market insights

Offer Insights

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List price: $205,000
$205,000
99.5% – 100% of listTops out right at the list price
80% of listList price
36 of the last 67 townhouse or villa closings in 32708 landed at this number or higher (54%). The median one sat 44 days before it went under contract, and this one is on day 5.

Sample: 67 closed townhouse or villa sales in 32708 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$1,864/mo
Principal & interest$1,069
Property taxes$172
Insurance$103
HOA$520
Down payment20% · $41,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$205,000

$167 per sq ft

Beds and baths

2 beds, 2 baths

Size

1,224 sq ft

Time on market

5 days

Year built

1987

Monthly payment

About $1,864/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,065 annual tax bill, insurance, and the $1,561/qtr HOA fee.

HOA fee

$1,561/qtr

Managed by Michelle Pogue.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byBLOOM HOME GROUP REALTY LLCListing agent: Chris WinnListing data from Stellar MLS, MLS# O6447987.

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