Gabriella Massaro

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

$829,000.00
1775 HARBOR ROAD, KISSIMMEE, FL - 34746
6 beds
4.0 baths
5,133 sqft
$829,000.00
1775 HARBOR ROAD, KISSIMMEE, FL - 34746
Gabriella Massaro
$829,000.00
6 beds
4.0 baths
5,133 sqft
1775 HARBOR ROAD, KISSIMMEE, FL - 34746
For Sale
Photo 1
  • Built in 1978
  • $161.50/sqft
  • Lot size: 1.22 acres
  • 126 days on market

Welcome to one of Kissimmee's most extraordinary income properties — a fully renovated, fully furnished four-unit compound on a private acre with NO HOA, no minimum lease, and short-term rentals allowed. Every space on this property earns. The showstopper main house welcomes you with soaring beamed cathedral ceilings, a designer kitchen with oversized island, and a wall of glass overlooking your own private INDOOR HEATED POOL — swim year-round, rain or shine, in complete privacy. Three beautifully styled bedrooms, a game room that guests rave about, and a dedicated media room with theater seating make this home an unforgettable stay for vacationing families — or an incredible place to live while your other units generate income. Steps away, a fully independent 1-bedroom, 1-bath apartment offers its own private entrance, full kitchenette, laundry, great room, and screened porch with spa — a complete home of its own. Above it, a stunning studio cabin retreat features warm wood ceilings, a private balcony under the oaks, and its own jacuzzi — the kind of romantic getaway that books itself. And tucked along a lantern-lit walkway, the one-of-a-kind yurt glamping unit with full kitchenette, bathroom, and loft delivers the unique-stay experience today's travelers search for by name. Four units. Four income streams. One address — approximately 20–25 minutes from Walt Disney World® Resort with quick access to Universal Orlando, SeaWorld, International Drive, and Orlando International Airport. Live in one and rent three, or operate the entire compound as a turn-key short-term rental investment from day one. Flood Zone X — no flood insurance required by lenders. Sold furnished. Opportunities like this simply cannot be duplicated

  • Directions: From US-192, head south on Pleasant Hill Rd for approximately 3 miles. Turn right onto Harbor Rd and continue west; the property will be on the left. Look for the private tree-lined brick driveway.
  • County: Osceola
  • Geo subdivision: ACREAGE & UNREC

Nearby Schools

Pleasant Hill Elem

Horizon Middle

Liberty High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

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

See also

For Sale
920 WINDLASS COURT, KISSIMMEE, FL - 34746
$850,000.00
5 bds
4.5 ba
4,322 sqft
920 WINDLASS COURT, KISSIMMEE, FL - 34746
For Sale
2020 EVERGREEN COURT, KISSIMMEE, FL - 34746
$780,000.00
6 bds
4.5 ba
3,503 sqft
2020 EVERGREEN COURT, KISSIMMEE, FL - 34746
For Sale
3817 SHORESIDE DRIVE, KISSIMMEE, FL - 34746
$849,999.00
6 bds
4.0 ba
4,565 sqft
3817 SHORESIDE DRIVE, KISSIMMEE, FL - 34746
Stellar MLS
  • Source: Stellar MLS
  • MLS #: S5153360
Listing updated: October 4, 2026 at 11:05PM
Listing provided by: Carolina Mejia, AROD PARTNERS REALTY
Last checked 1 month ago
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