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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7671 Otterspool St, Kissimmee, Florida 34747

Residential For Sale

LA ROSA REALTY LLC
The Perfect Turnkey Investment with a Proven Track Record of High Bookings!! Discover this fully furnished and updated 3-bed, 3-bath POOL townhome with PARK VIEW in the highly sought-after Windsor Hills Resort, just minutes from Disney World! One of the Most Upgraded Units on the Market! Completely renovated in 2021, this stunning property boasts over $50,000 in upgrades, including: Brand-new cab
$455,000
3Bedroom(s)
3Bathroom(s)
1,440

2538 Renshaw St, Kissimmee, Florida 34747

Residential For Sale

SELECT ESTATES, LLC
Under contract-accepting backup offers. Welcome to Windsor Hills! This lovely 3-bedroom, 3-full-bath townhome has been used as a second home and not rented for over 10 years, present owner has only used the property for 2-3 weeks a year. Whether you're looking for a home, vacation home, or short-term rental.
$395,950
3Bedroom(s)
3Bathroom(s)
Curb ParkingParking(s)
1,440

2546 Renshaw St, Kissimmee, Florida 34747

Residential For Sale

COMPASS FLORIDA, LLC
Welcome to 'Pineapple Paradise' a Hospitality Dream Home in Windsor Hills – Fully Furnished, Fully Remodeled, and Rental Ready! This exquisite corner lot 3-bedroom, 3-bathroom townhome in the world-renowned Windsor Hills Resort is located just minutes from Walt Disney World! West facing to the rear, the property has no neighbors behind meaning added privacy—a rare find in this resort.
$424,900
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
1,440

7646 Sir Kaufmann Ct, Kissimmee, Florida 34747

Residential Lease For Rent

MAGICMIND REALTY LLC
Welcome to the beautiful Windsor Hills Resort! Top vacation homes . Fully finished charming townhome offers 3 beds, 3 baths, and is ideally located within the community just a short walk to the clubhouse! The townhome layout is a popular one, offering a full bedroom and bathroom on the main floor, as well as an expansive kitchen that opens up to the main living room.
$2,300
3Bedroom(s)
3Bathroom(s)
1,440

7663 Fitzclarence St, Kissimmee, Florida 34747

Residential For Sale

CREEGAN GROUP
Welcome to Your Dream Vacation Home at 7663 Fitzclarence Street, Kissimmee, FL! Discover your perfect getaway in this stunning 3-bedroom, 3-bathroom vacation home nestled in the heart of the renowned Windsor Hills Resort, just 1.5 miles from Walt Disney World Main Gate! This beautifully appointed property offers not just a home, but a lifestyle filled with excitement, relaxation, and adventure.
$415,000
3Bedroom(s)
3Bathroom(s)
OpenParking(s)
1,440

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)
1,440

2547 Renshaw St, 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.
$464,000
3Bedroom(s)
3Bathroom(s)
1,440

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)
1,440

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)
1,440

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)
1,440
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