David Shippey
863.521.4517

windsor oaks Real Estate

Market Snapshot of Listings in windsor oaks - Kissimmee, FL 34744
The current prices for all Real Estate Listings in windsor oaks - Kissimmee, FL are reflected in the the table below.
Averages based on current search criteria as of 07/22/2025 1:14 PM
Class Total Number Price Beds Baths Age
Rental2$1,9753225.5
Residential5$287,88032.227.2
Displaying results 1-7 of 7
25 Photos 1621 Emily Court Kissimmee, FL 34744

1621 Emily Court
Kissimmee, FL 34744
Windsor Oaks
Residential

MLS# O6305187 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1263 Sqft
Area: 34744 - Kissimmee, Subdivision: Windsor Oaks

?? Welcome Home! Stylish 3-Bedroom, 2-Bath Gem in an Unbeatable Location!Step into comfort and convenience with this charming, move-in-ready 3-bedr... 

More Details

$279,900
Reduced -$9,100
Provided courtesy of COLDWELL BANKER REALTY
24 Photos 1603 Emily Court Kissimmee, FL 34744

1603 Emily Court
Kissimmee, FL 34744
Windsor Oaks
Residential

MLS# O6307235 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1240 Sqft
Area: 34744 - Kissimmee, Subdivision: Windsor Oaks

Charming 3-bedroom, 2-bath home located in Kissimmee, near Hunters Creek and Buenaventura Lakes, across the street from Valencia Community College ... 

More Details

$289,000
Provided courtesy of COLDWELL BANKER REALTY
31 Photos 1642 Windsor Oak Court Kissimmee, FL 34744

1642 Windsor Oak Court
Kissimmee, FL 34744
Windsor Oaks
Residential

MLS# O6311331 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1406 Sqft
Area: 34744 - Kissimmee, Subdivision: Windsor Oaks

One-of-a-Kind 3 Bed, 3 Bath Townhome in Kissimmee! This is the best value for square footage in all of Windsor Oaks! This rare gem stands out with ... 

More Details

$274,500
Reduced -$500
Provided courtesy of IRON VALLEY REAL ESTATE CENTRAL FLORIDA
21 Photos 1659 Windsor Oak Court Kissimmee, FL 34744

1659 Windsor Oak Court
Kissimmee, FL 34744
Windsor Oaks
Rental

MLS# S5128804 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1425 Sqft
Type: Townhouse, Area: 34744 - Kissimmee

FOR RENT: Spacious 3 Bedrooms, 2 Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well-equipped wi... 

More Details

$1,950
Provided courtesy of LA ROSA REALTY LLC
43 Photos 1645 Windsor Oak Court Kissimmee, FL 34744

1645 Windsor Oak Court
Kissimmee, FL 34744
Windsor Oaks
Residential

MLS# S5130196 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1380 Sqft
Area: 34744 - Kissimmee, Subdivision: Windsor Oaks

Welcome to this beautifully maintained townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-b... 

More Details

$289,000
Provided courtesy of LPT REALTY, LLC
43 Photos 1645 Windsor Oak Court Kissimmee, FL 34744

1645 Windsor Oak Court
Kissimmee, FL 34744
Windsor Oaks
Rental

MLS# S5130199 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1380 Sqft
Type: Townhouse, Area: 34744 - Kissimmee

Looking for space, comfort, and convenience? Welcome to this charming 3-bedroom, 2.5-bath townhome in the gated community of Windsor Oaks. This hom... 

More Details

$2,000
Provided courtesy of LPT REALTY, LLC
26 Photos 1661 Windsor Oak Court Kissimmee, FL 34744

1661 Windsor Oak Court
Kissimmee, FL 34744
Windsor Oaks
Residential

MLS# O6327343 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1380 Sqft
Area: 34744 - Kissimmee, Subdivision: Windsor Oaks

Cozy well-kept in gated community. Community pool. It is convenient to educational facilities and Valencia College. Double doors open the first-flo... 

More Details

$307,000
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 07-22-2025 11:25 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions