Windsor Hills Town Homes for Sale

Windsor Hills Resort Townhomes: The Perfect Balance for Vacation Rental Investors

Discover the ideal middle ground in vacation rental investing with Windsor Hills Resort’s luxurious townhomes, situated just minutes from Walt Disney World. These sought-after 3-bedroom, 3-bathroom properties offer investors the perfect blend of space and value, typically ranging from 1,500 to 1,700 square feet of thoughtfully designed living space.

Windsor Hills townhomes feature spacious floor plans spread across three levels, providing optimal privacy for vacationing families. Each unit includes a private attached garage, fully equipped kitchen, and multiple living areas. The master suite typically occupies the entire top floor, while two additional bedrooms on the second floor make these properties perfect for multiple families or groups traveling together.

What sets these townhomes apart is their excellent price-to-revenue potential. They command higher nightly rates than condos while requiring less maintenance than single-family homes. Investors particularly value the ability to offer guests premium amenities without the additional costs of pool maintenance associated with detached homes.

The townhomes’ layout and size perfectly target the sweet spot in Orlando’s vacation rental market – families or groups of 6-8 people seeking more space than a hotel but not requiring a full private pool home. This positioning, combined with Windsor Hills’ resort amenities and proximity to Disney, helps maintain strong occupancy rates year-round.

Recent market data shows townhomes in Windsor Hills maintaining consistent rental performance, with many units achieving over 75% occupancy rates. The combination of reasonable purchase prices, strong rental income potential, and lower maintenance costs makes these properties particularly attractive to investors looking to maximize their return on investment in the Orlando vacation rental market.

For savvy investors seeking a balanced investment opportunity in Central Florida’s vacation rental market, Windsor Hills townhomes offer an compelling blend of location, amenities, and rental potential, without the higher entry costs and maintenance requirements of single-family homes. Contact WindsorHillsProperty.com and Holiday Realty LLC today for investment opportunities.

Search all Townhomes Currently for Sale in Windsor Hills

Sort Option
  • Listing ID
  • Built up Area
  • Price
  • Pictures
  • Add date
  • Featured
Grid
List
Map

7663 Fitzclarence St, Kissimmee, Florida 34747

Residential For Sale

RE/MAX VANTAGE
Welcome to your dream vacation home at 7663 Fitzclarence Street in Kissimmee, Florida. Located just 1.5 miles from the gates of Walt Disney World, this fully furnished 3-bedroom, 3-bathroom pool home is nestled within the highly desirable Windsor Hills Resort community.
$399,000
3Bedroom(s)
3Bathroom(s)
OpenParking(s)
1,440Sqft

7690 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential For Sale

KELLER WILLIAMS REALTY AT THE LAKES
Welcome to your dream vacation retreat in the heart of Central Florida! This beautifully appointed 3-bedroom, 3-bathroom townhome is located in the sought-after Windsor Hills Resort community in Kissimmee.
$400,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

7661 Fitzclarence St, Kissimmee, Florida 34747

Residential For Sale

PREMIUM PROPERTIES REAL ESTATE
PRICE REDUCTION! Calling All Investors! Turnkey Short-Term Rental Minutes from Disney! This is the townhouse you’ve been looking for! Whether you're seeking a full-time residence, vacation retreat, or income-producing short-term rental, this 3-bedroom, 3-bathroom townhome is ready to meet your needs.
$399,900
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2568 Maneshaw Ln, Kissimmee, Florida 34747

Residential Lease For Rent

LOKATION
LOCATION-LOCATION-LOCATION !!!!! 3 BEDROOM 3 BATH UNIT LOCATED IN A GUARD GATED COMMUNITY. CLUB HOUSE FEATURES A ZERO DEPTH POOL WITH SLIDE & SPA OVERLOOKING THE LAKE, PRIVATE MOVIE THEATER, FITNESS CENTER, SUNDRY SHOP, CASTLE SAND PLAYGROUND AND 2 ADDITIONAL PLAYGROUND TO ENJOY. BE ACTIVE WITH THE COMMUNITY TENNIS COURT, BASKETBALL,SAND VOLLEYBALL, AS WELL AS WALKING TRAILS.
$2,550
3Bedroom(s)
3Bathroom(s)
1,440Sqft

7666 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential For Sale

LUXE PROPERTIES LLC
# Charming Windsor Hills Townhome with Private Pool Discover this inviting 3-bedroom, 2-bathroom townhome nestled in the sought-after Windsor Hills Resort. Located at 7666 Sir Kaufmann Ct in Kissimmee, this rental-ready property offers both comfort and convenience. The home features an open-concept main floor with a spacious kitchen flowing into the living area, perfect for gathering.
$399,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2546 Maneshaw Ln, Kissimmee, Florida 34747

Residential For Sale

BEYCOME OF FLORIDA LLC
Your Magical Escape Awaits in Windsor Hills! Just 2 miles from Disney World, this beautifully maintained, fully furnished townhouse within the highly sought-after Windsor Hills Resort offers: Prime Location: Just moments from Disney World's south entrance, providing endless entertainment for you and your guests.
$400,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2537 Renshaw St, Kissimmee, Florida 34747

Residential For Sale

STOCKWORTH REALTY GROUP
Welcome to this beautifully remodeled 3-bedroom, 3-bathroom townhouse in the highly sought-after Windsor Hills Resort, a premier guard-gated community in Kissimmee. Just minutes from Disney and a short drive to Universal Studios, this home offers the perfect blend of luxury, convenience, and investment potential—whether as a vacation rental or a personal getaway.
$414,999
3Bedroom(s)
3Bathroom(s)
OpenParking(s)
1,440Sqft

7682 Fitzclarence St, Kissimmee, Florida 34747

Residential For Sale

CENTURY 21 EDGE
Check out this great fully furnished ready-to-rent townhouse in Windsor Hills Resort in Kissimmee. This gated resort-style community is situated very close to Walt Disney World and many other major attractions. The home has 3 bedrooms all with en-suite bathrooms, a fully equipped kitchen, living/dining area, laundry facilities on the second floor, and a south-facing heated splash pool.
$389,995
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
1,440Sqft

7663 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential For Sale

HOMECOIN.COM
Amazing Vacation Home/Short Term Rental Opportunity in a 24-Hour Guard Gated Community with Resort-Style Amenities - Just Minutes from Disney! Fully Furnished. Seller is in 1031 exchange. Welcome to Windsor Hills! This beautiful 3-bedroom, 3-full-bath townhome offers an incredible investment opportunity as a home, vacation home or short-term rental.
$390,000
3Bedroom(s)
3Bathroom(s)
GuestParking(s)
1,440Sqft

7650 Otterspool Street, Kissimmee, Florida 34747

Residential For Sale

HOMES OF AMERICA REALTY GROUP,
Very well maintained, INCOME PRODUCING, fully FURNISHED vacation home with pool, covered lanai and no rear neighbors. This turnkey property features an open floor plan and is ready to be rented out. The home is situated in the gated community of Windsor Hills and comprises 3 bedrooms, 3 bathrooms, a fully fitted kitchen and a pool for relaxing around.
$400,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2547 Renshaw Street, Kissimmee, Florida 34747

Residential For Sale

EXP REALTY LLC
The turnkey investment you have been waiting for! Fully furnished 3 bed, 3 bath townhome located in the highly sought after community of Windsor Hills, located only a few miles from Disney. This end unit is adjacent to the courtyard and conveniently located across from the clubhouse, making the resort style amenities a quick walk for vacationers.
$475,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

7680 Otterspool Street, Kissimmee, Florida 34747

Residential For Sale

COLDWELL BANKER REALTY
Amazing **VACATION HOME/SHORT TERM RENTAL** opportunity in a 24-HOUR GUARD GATED community with RESORT-STYLE AMENITIES just MINUTES FROM DISNEY!**FULLY FURNISHED**Welcome to WINDSOR HILLS! This 3 Bedroom, 3 Full Bath END UNIT TOWNHOME has a PRIVATE POOL and comes FULLY FURNISHED.
$445,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft
    12 Results returned.Per Page