Gabriella Massaro

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

$999,900.00
1540 GRANDVIEW BOULEVARD, KISSIMMEE, FL - 34744
4 beds
4.5 baths
5,207 sqft
$999,900.00
1540 GRANDVIEW BOULEVARD, KISSIMMEE, FL - 34744
Gabriella Massaro
$999,900.00
4 beds
4.5 baths
5,207 sqft
1540 GRANDVIEW BOULEVARD, KISSIMMEE, FL - 34744
For Sale
Photo 1
  • Built in 1981
  • 3 garage spaces
  • $192.03/sqft
  • Lot size: 1.44 acres
  • 20 days on market

One or more photo(s) has been virtually staged. REGAL OAK SHORES * CUSTOM BUILT BRICK HOME * 1.44 Acres +/- * NO HOA * NEW ROOF * CIRCLE DRIVEWAY * DUAL PRIMARY SUITES * COVERED PAVILIONS * COPPER GUTTERS/DOWNSPOUTS * This custom one-owner 4 bedroom, 4.5 bath estate with dual primary suites offers the perfect blend of privacy, space, and resort-style living beneath a gorgeous canopy of mature oak trees. The impressive 267’ x 236’ lot features a circular driveway, additional parking pads, RV parking and a side-entry 3-car garage. Plenty of space for gardening or enjoying the outdoors. A welcoming front porch leads to double solid wood entry doors with transom windows, opening to a light-filled foyer with decorative tile and a hardwood staircase, custom wood trim and wood doors throughout the home. The home features a formal living room, formal dining room with French doors to the front porch, and a private office/library & spiral staircase. The spacious family room showcases a grand brick wood-burning fireplace and French doors that open to the lanai, creating seamless indoor-outdoor living. The kitchen is designed for gathering with a large center island with cooktop and sink, double ovens, extensive custom cabinetry, and a pass-through window to the lanai—perfect for entertaining. The flexible floor plan includes a main-level primary suite with reading nook and French doors, plus a second upstairs primary suite with ensuite bath, ideal for guests or multigenerational living. Two additional large flex rooms with endless possibilities for a home theater, game room, gym, or studio. Step outside to your private backyard retreat featuring a resort style screened pool and spa with diving board, brick paver deck, expansive covered lanai, outdoor kitchen, and two covered pavilions—all surrounded by beautifully irrigated landscaping from a deep well. Additional highlights include city water, septic system, interior laundry with built-in ironing board and laundry chute, bar area with sink, wine rack, refrigerator and vintage record/cassette player, two water heaters, and a new roof (2023) with copper flashing. A rare opportunity to own a spacious custom home on acreage with no HOA—perfect for entertaining, multigenerational living, or simply enjoying your own private retreat. Enjoy the quick proximity to the Orlando International Airport, area lakes, attractions, beaches, shopping, restaurants, and popular travel routes.

  • Directions: Take Neptune Road to Kings Hwy. Continue straight onto Grandview Blvd. Turn left. Circle driveway. Home will be on the left.
  • County: Osceola
  • Geo subdivision: REGAL OAK SHORES UNIT 1

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

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

See also

For Sale
760 WINDLASS COURT, KISSIMMEE, FL - 34746
$1,050,000.00
5 bds
5.5 ba
5,412 sqft
760 WINDLASS COURT, KISSIMMEE, FL - 34746
For Sale
1384 E LAKE SHORE BOULEVARD, KISSIMMEE, FL - 34744
$955,000.00
4 bds
4.0 ba
3,606 sqft
1384 E LAKE SHORE BOULEVARD, KISSIMMEE, FL - 34744
For Sale
4705 KISSIMMEE PARK ROAD, ST CLOUD, FL - 34772
$975,000.00
3 bds
2.0 ba
1,559 sqft
4705 KISSIMMEE PARK ROAD, ST CLOUD, FL - 34772
Stellar MLS
  • Source: Stellar MLS
  • MLS #: S5143565
Listing updated: March 26, 2026 at 1:06PM
Listing provided by: Racquel Schroeder, EAST PARK REALTY LLC
Last checked 20 hours ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.