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

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7663 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential For Sale

BLUE LIGHTHOUSE REALTY INC
Beautiful community Windsor Hills, located only 2 miles from Disney, tons of amenities, private screened heated splash pool!
$390,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2541 Maneshaw Ln, Kissimmee, Florida 34747

Residential For Sale

FRIENDS REALTY LLC
PRICE REDUCTION! Calling All Investors and Home Owners! Great priced Short-Term Rental Minutes from Disney! This fully furnished short-term rental offers 3-bedroom and 3-bathroom .
$389,000
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
1,440Sqft

7682 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential For Sale

LUXE PROPERTIES LLC
*****NEW POOL HEATER installed in 2025 and AC SYSTEM 2024.*****3-bedroom, 3-bathroom townhouse in the highly sought-after Windsor Hills community! This home features an open floor plan that creates a spacious and inviting atmosphere throughout. The main level includes one bedroom with a full bathroom, perfect for guests or convenient single-floor living.
$385,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

7658 Otterspool St, Kissimmee, Florida 34747

Residential For Sale

MAGICMIND REALTY LLC
Welcome to the beautiful Windsor Hills Resort! Top vacation homes and Great for airbnb short rentals.
$385,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

2585 Maneshaw Ln, Kissimmee, Florida 34747

Residential For Sale

TEAM DONOVAN
This prime opportunity is one of the closest homes to the clubhouse for vacation home buyers and savvy investors alike. This newly renovated 3-bedroom, 3-bathroom fully furnished townhouse is located in the highly sought-after Windsor Hills Resort, one of the most upscale and amenity-rich vacation communities in Central Florida.
$379,000
3Bedroom(s)
3Bathroom(s)
OpenParking(s)
1,440Sqft

2530 Maneshaw Ln, Kissimmee, Florida 34747

Residential For Sale

WEICHERT, REALTORS-HALLMARK PR
This townhome is perfect for attracting guests, whether you're looking to start your first Airbnb or add to your existing portfolio. With stylish decor and inviting spaces, this property ensures that guests will feel right at home from the moment they arrive. The townhome features a private screened-in pool, ideal for relaxation and fun after a day of exploring the nearby attractions.
$440,000
3Bedroom(s)
3Bathroom(s)
1,440Sqft

7661 Fitzclarence St, Kissimmee, Florida 34747

Residential For Sale

PREMIUM PROPERTIES R.E SERVICE
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.
$384,900
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

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
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