2653 CAYMAN WAY WINTER PARK, FL $ 284,000
2653 CAYMAN WAY
$ 284,000
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2653 CAYMAN WAY

WINTER PARK, FL, 32792
$ 284,000
Bedrooms3 Baths2.0 Sq 1,284

Monthly Estimate*

$ 1,793

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Townhouse for sale in WINTER PARK, FL for $284,000 with 3 bedrooms and 2 full baths. This 1,284 square foot townhouse was built in 1978 on a lot size of 0.07.

All play and no work! This beautifully maintained 3-bedroom, 2-bath townhouse offers the perfect combination of comfort, convenience, low HOA fees, and an unbeatable Winter Park location. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle, this home checks all the boxes. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings and dramatic clerestory windows that flood the home with natural light. The thoughtfully designed split-bedroom floor plan provides added privacy, while the spacious primary suite features a walk-in closet and sliding glass doors leading to your own private, fenced backyard. The kitchen offers a comfortable eat-in dining area, abundant cabinet space, and an oversized pantry for exceptional storage. An enclosed laundry room adds everyday convenience, while recent updates provide peace of mind, including a brand-new roof (2026), newer A/C, updated plumbing, updated electrical panels, and fresh interior paint. Step outside to your covered patio with a convenient storage closet, overlooking a fully fenced backyard—the perfect place to relax, entertain, or enjoy your morning coffee. With low HOA fees, you'll also enjoy outstanding community amenities, including three swimming pools, tennis courts, a playground, a clubhouse, and a private south gate providing quick and convenient access in and out of the community. Ideally located just minutes from Downtown Winter Park, you'll love being close to Park Avenue, shopping, dining, entertainment, top-rated schools, and major highways, making commuting throughout Central Florida quick and convenient. If you've been searching for an affordable, move-in-ready home with major system updates, fantastic amenities, low HOA fees, and an exceptional Winter Park location, this is the one you've been waiting for. Schedule your private showing today!

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Townhouse Pending

Price

$ 284,000

Bedrooms

3

Full Bath

2

Property Type

Townhouse

Taxes

$ 3,297

Style

Other

Lot Size

0.07

Year Built

1978

Town/City

WINTER PARK

County/Region

Seminole

MLS | Web ID

O6430560

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Public Sewer Connected Water Connected
Possession Close Of Escrow
Roof Membrane Shingle
Appliances Dishwasher Disposal Dryer Range Hood Refrigerator Washer
Zoning RES
HOA Fee 98.8
Association Fee Includes Common Area Taxes Community Pool Maintenance Grounds Pool Maintenance Private Road
Patio/Porch Features Porch Rear Porch
Architectural Style Other
Construction Materials Block Stucco Wood Frame Wood Siding
Pets Allowed Yes
Year Built 1978
View Trees/Woods
Levels One
Property Subtype Townhouse
Tax Year 2025
Ownership Fee Simple
Community Features Deed Restrictions Gated Community - No Guard Park Playground Pool Sidewalks Tennis Court(s)
Assoc Fee Paid Per Monthly
County Seminole
New Construction false
Property Type Residential
Association Amenities Clubhouse Gated Playground Pool Recreation Facilities Shuffleboard Court Tennis Court(s)
Attached Garage false
Subdivision Name WINDWARD SQUARE
Facing Direction West
Garage Y/N false
Total Rooms 6
Full Baths 2
Status Pending
Directions SEMORAN TO EAST ON HOWELL BRANCH COMMUNITY IS ON THE RIGHT AND USE SECOND ENTRANCE ON ANTILLES AND CAYMAN IS FIRST RIGHT AND UNIT IS ON THE RIGHT SIDE
High School Lake Howell High
City WINTER PARK
Association Name GREAT COMMUNITIES
Senior Community Y/N false
MLS Area 32792 - Winter Park/Aloma
Lot Size Units Square Feet
Lot Size Square Feet 3135
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Eastbrook Elementary
Land Lease Y/N false
Tax Annual Amount 3297
Middle/Junior High School Tuskawilla Middle
Additional Parcels Y/N false
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6430560
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name BABCOCK HOMES
Standard Status Pending
Occupancy Type Vacant
Tax Lot 186
Legal Description LOT 186 WINDWARD SQUARE SEC 2 PB 20 PGS 34 & 35
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 98.8
Additional Rooms Inside Utility Storage Rooms
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
DockY/N false
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Interior
Interior Amenities Ceiling Fan(s) High Ceilings Living Room/Dining Room Combo Primary Bedroom Main Floor Solid Wood Cabinets Vaulted Ceiling(s) Walk-In Closet(s) Window Treatments
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Window Treatments
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Private Yard Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Wood
Parking Features Driveway Guest Parking Pad
Lot Features Cul-De-Sac In County Landscaped Sidewalk
Water Source Public
Lot Size Area 3135
Foundation Details Slab
Building Area Total 1482
Lot Size Acres 0.07
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Road Frontage Type Street Paved Private Road
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* Excluded Features
List By
ibkc@cfl.rr.com

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Affordability Calculator

$2,068
Per Month
87%
13%
0%
Monthly Principal & Interest
$1,793
Monthly Property Taxes
$275
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Lake Howell High High School High School
Pricing History
DatePricePrice ChangeDescription
8/4/2026$284,000 Listed Price

Map


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2653 CAYMAN WAY, WINTER PARK, FL, 32792 is a Townhouse for sale at $284,000 with 1,284 sqft and a lot size of 0.07. 2653 CAYMAN WAY has 3 bedrooms, 2.0 baths, and was built in 1978. The property's zip code is 32792 which is in WINTER PARK, FL