Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$599,500.00
1770 PLEASANT HILL ROAD, KISSIMMEE, FL - 34746
4 beds
3.0 baths
3,066 sqft
$599,500.00
1770 PLEASANT HILL ROAD, KISSIMMEE, FL - 34746
Gabriella Massaro
$599,500.00
4 beds
3.0 baths
3,066 sqft
1770 PLEASANT HILL ROAD, KISSIMMEE, FL - 34746
For Sale
Photo 1
  • Built in 1974
  • 2 garage spaces
  • $195.53/sqft
  • Lot size: 1.98 acres
  • 88 days on market

Virtually Staged. **Back on the market through no fault of the sellers.** ACREAGE | POOL HOME | MOTHER-IN-LAW SUITE | HUGE BARN/SHOP | RV HOOKUP | NEW HVAC SYSTEMS | Beautiful and versatile Florida home offering over 3,000 sq. ft. of living space on nearly 2 acres. The main home features 3 bedrooms and 2 bathrooms with spacious bedrooms throughout, each with walk-in closets. The primary suite includes his-and-her closets for added convenience. Designed for both comfortable living and entertaining, the home offers a formal dining room, separate living and family rooms, and a bonus room that is perfect for a home office, den, playroom, or flex space. A fully equipped 1-bedroom, 1-bath mother-in-law suite with private entrance includes a kitchenette and combined living/dining area, ideal for guests, extended family, or potential rental income. The kitchen offers granite countertops, slate tile flooring, and an inviting eat-in booth. Step outside to your private backyard retreat featuring an in-ground pool with a sun deck, and large paver patio perfect for entertaining. The property is beautifully landscaped with mature tropicals including coconut palms, foxtail palms, royal palms, queen palms, bird of paradise, orchid trees, and sea grapes, creating a true Florida home feel. For those needing space and functionality, the property includes a massive 48x36 barn/shop with room for boats, toys, or equipment, plus 2 horse stalls and a feed/tack area. Additional improvements include a 23x11 workshop, two-car garage, and ample parking for multiple vehicles, including space for a fifth wheel or motorhome with RV power hookup. Ideally located just minutes from Disney, Orlando International Airport, downtown Kissimmee, Lake Toho, and major attractions, offering the perfect blend of privacy, acreage, and convenience.

  • Directions: From S John Young Pkwy, head south on Pleasant Hill Rd; go for 0.5 miles and home is on your right.
  • County: Osceola
  • Geo subdivision: N/A

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Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
2749 S STEWART STREET, KISSIMMEE, FL - 34746
$559,000.00
5 bds
2.0 ba
2,901 sqft
2749 S STEWART STREET, KISSIMMEE, FL - 34746
For Sale
3540 VALLEYVIEW DR, KISSIMMEE, FL - 34746
$540,000.00
5 bds
3.5 ba
3,037 sqft
3540 VALLEYVIEW DR, KISSIMMEE, FL - 34746
For Sale
1592 SKYLINE DRIVE, KISSIMMEE, FL - 34744
$560,000.00
3 bds
2.5 ba
2,410 sqft
1592 SKYLINE DRIVE, KISSIMMEE, FL - 34744
Stellar MLS
  • Source: Stellar MLS
  • MLS #: S5152075
Listing updated: September 10, 2026 at 2:08PM
Listing provided by: Tim Weisheyer, DREAM BUILDERS REALTY
Last checked 3 days ago
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