Under contract-accepting backup offers. 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.
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.
Property Details
Price:
$899,000
MLS #:
S5143565
Status:
Active Under Contract
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
REGAL OAK SHORES UNIT 1
Neighborhood:
34744kissimmee
Listed Date:
Mar 6, 2026
Finished Sq Ft:
5,207
Total Sq Ft:
6,610
Lot Size:
62,726 sqft / 1.44 acres (approx)
Year Built:
1981
See this Listing
Schools
Interior
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Electric Water Heater, Microwave, Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat, Window Treatments
Laundry Features
Inside, Laundry Chute
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Brick
Covered Spaces
6
Direction Faces
North
Exterior Features
French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Private Yard, Rain Gutters
Garage Spaces
3
Lot Features
Cleared, In County, Landscaped, Level, Oversized Lot, Private
Open Parking YN
1
Other Structures
Barn(s), Outdoor Kitchen, Storage
Parking Features
Circular Driveway, Covered, Driveway, Garage Door Opener, Garage Faces Side, Open, Oversized, Parking Pad
Patio And Porch Features
Covered, Front Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Spa Features
In Ground
View
Trees/Woods
Financial
Tax Year
2025
Taxes
$7,032
Map
Community
- Address1540 GRANDVIEW BOULEVARD KISSIMMEE FL
- SubdivisionREGAL OAK SHORES UNIT 1
- CityKISSIMMEE
- CountyOsceola
- Zip Code34744
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Aug 29, 2026
2,310
Single Family Listed
161
Avg DOM
217
Avg $ / SqFt
$472,284
Avg List Price
Property Summary
- Located in the REGAL OAK SHORES UNIT 1 subdivision, 1540 GRANDVIEW BOULEVARD KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34744. It is listed for $899,000 and features 4 beds, 5 baths, and has approximately 5,207 square feet of living space, and was originally constructed in 1981. The current price per square foot is $173. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,284. To schedule a showing of MLS#s5143565 at 1540 GRANDVIEW BOULEVARD in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of EAST PARK REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1540 GRANDVIEW BOULEVARD
KISSIMMEE, FL
