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$284,000
3 Days On Site

2653 CAYMAN WAY
WINTER PARK, FL 32792

Townhouse|Pending
3
Beds
2
Total Baths
2
Full Baths
1,284
SqFt
$221
/SqFt
1978
Built
Subdivision:
WINDWARD SQUARE
County:
Seminole

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

2653 CAYMAN WAY2653 CAYMAN WAY2653 CAYMAN WAY2653 CAYMAN WAY
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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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Listing Snapshot
Price 
$284,000
Days On Site 
3 Days
Bedrooms 
3
Inside Area (SqFt) 
1,284 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.07 Acres
Year Built 
1978
MLS® Number 
O6430560
Status 
Pending
Property Tax 
$3,297
HOA/Condo/Coop Fees 
$98.8 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
15 minutes agoListing updated with changes from the MLS®
3 hours agoStatus changed to Pending
3 days agoListing first seen on site
General Features
Acres 
0.07
Direction Faces 
West
Foundation 
Slab
Levels 
One
Parking 
DrivewayGuestParking Pad
Pets 
Yes
Property Sub Type 
Townhouse
Sewer 
Public Sewer
SqFt Total 
1482
Style 
Other
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RES
Interior Features
Appliances 
DishwasherDisposalDryerRange HoodRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetCeramic Tile
Furnished 
Unfurnished
Heating 
Central
Interior 
High CeilingsVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Window Features 
Window CoveringsWindow Treatments
Bedroom 2 
Dimensions - 13x10Level - First
Bedroom 3 
Dimensions - 12x10Level - First
Dinette 
Dimensions - 10x9Level - First
Kitchen 
Dimensions - 11x18Level - First
Living Room 
Dimensions - 18x13Level - First
Master Bedroom 
Dimensions - 15x12Level - First
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Exterior Features
Construction Details 
BlockStuccoFrameWood Siding
Exterior 
Private Yard
Fencing 
Wood
Lot Features 
Cul-De-SacLandscapedPavedPrivate
Patio And Porch 
PorchRear Porch
Roof 
MembraneShingle
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Association Amenities 
ClubhouseGatedPlaygroundPoolRecreation FacilitiesShuffleboard CourtTennis Court(s)
Association Dues 
98.8
Community Features 
GatedParkPlaygroundPoolSidewalksTennis Court(s)
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Monthly
MLS Area 
32792 - Winter Park/Aloma
Roads 
Paved
Township 
21
Schools
School District
Unknown
Elementary School
Eastbrook Elementary
Middle School
Tuskawilla Middle
High School
Lake Howell High
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY (407) 921-3287



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: 2026-08-07 02:10 PM 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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