Under contract-accepting backup offers. Welcome to a home designed around the way Florida living was meant to be enjoyed. From the moment you step through the front door, your eyes are immediately drawn through a dramatic wall of glass to the sparkling screened pool beyond, creating a breathtaking first impression that sets the tone for everything this exceptional custom-built residence has for you. Perfectly situated on an expansive .52-acre homesite in the sought-after Pleasant Hill Lakes community, this is the rare property that combines privacy, character, and space in a way that newer cookie-cutter neighborhoods simply cannot.
Lovingly maintained by its original owners and recently refreshed with numerous updates, this 3-bedroom, 3.5-bathroom home showcases timeless architecture centered around seamless indoor-outdoor living. Natural light fills the home through oversized sliding glass doors, while soaring ceilings create an open and airy atmosphere throughout the main living spaces.
At the heart of the home, the updated kitchen features beautiful new cabinetry and flows effortlessly into the breakfast nook and spacious family room, creating the perfect gathering space for everyday living and entertaining. A charming fireplace anchors the living area, adding warmth and character to the home’s inviting ambiance. Formal dining and a dedicated office provide flexibility for hosting guests, working remotely, or enjoying additional living space.
The primary suite serves as a private retreat, offering an oversized bedroom with vaulted ceilings, direct pool access through sliding glass doors, a large walk-in closet, and a beautifully renovated spa-inspired bathroom complete with dual vanities, a dedicated makeup station, a soaking jacuzzi tub, and a separate walk-in shower.
Step outside and discover the lifestyle that truly sets this home apart. The oversized screened pool enclosure creates a private backyard oasis, complete with a dedicated pool bath and a newly refinished pool deck. Whether hosting weekend gatherings, enjoying your morning coffee, or unwinding under the Florida sunshine, this outdoor living space was designed to be enjoyed year-round.
Recent improvements provide peace of mind and modern appeal, including a new HVAC system (2026), second HVAC system (2023), newer roof (2023), new kitchen cabinetry, renovated primary bathroom, fresh interior and exterior paint, new flooring in the primary bedroom, updated landscaping, and a refinished pool deck. The washer, dryer, and refrigerator are all included, making this home truly move-in ready.
Additional highlights include an oversized 8+ car driveway, spacious 3-car garage, mature landscaping, and ample room for boats, recreational vehicles, or additional parking.
Located within the established Pleasant Hill Lakes community, residents enjoy larger estate-style homesites, mature oak trees, custom architecture, wide streets, and a remarkably low HOA. Conveniently located near Disney, Lake Nona, Orlando International Airport, Downtown Kissimmee, The Loop, major highways, shopping, dining, and entertainment, this location offers an ideal balance of privacy and convenience.
Homes offering this combination of land, architecture, updates, pool-focused design, and location rarely become available. This is more than a home. It is an opportunity to enjoy the space, character, and Florida lifestyle today’s buyers are searching for but seldom find.
Lovingly maintained by its original owners and recently refreshed with numerous updates, this 3-bedroom, 3.5-bathroom home showcases timeless architecture centered around seamless indoor-outdoor living. Natural light fills the home through oversized sliding glass doors, while soaring ceilings create an open and airy atmosphere throughout the main living spaces.
At the heart of the home, the updated kitchen features beautiful new cabinetry and flows effortlessly into the breakfast nook and spacious family room, creating the perfect gathering space for everyday living and entertaining. A charming fireplace anchors the living area, adding warmth and character to the home’s inviting ambiance. Formal dining and a dedicated office provide flexibility for hosting guests, working remotely, or enjoying additional living space.
The primary suite serves as a private retreat, offering an oversized bedroom with vaulted ceilings, direct pool access through sliding glass doors, a large walk-in closet, and a beautifully renovated spa-inspired bathroom complete with dual vanities, a dedicated makeup station, a soaking jacuzzi tub, and a separate walk-in shower.
Step outside and discover the lifestyle that truly sets this home apart. The oversized screened pool enclosure creates a private backyard oasis, complete with a dedicated pool bath and a newly refinished pool deck. Whether hosting weekend gatherings, enjoying your morning coffee, or unwinding under the Florida sunshine, this outdoor living space was designed to be enjoyed year-round.
Recent improvements provide peace of mind and modern appeal, including a new HVAC system (2026), second HVAC system (2023), newer roof (2023), new kitchen cabinetry, renovated primary bathroom, fresh interior and exterior paint, new flooring in the primary bedroom, updated landscaping, and a refinished pool deck. The washer, dryer, and refrigerator are all included, making this home truly move-in ready.
Additional highlights include an oversized 8+ car driveway, spacious 3-car garage, mature landscaping, and ample room for boats, recreational vehicles, or additional parking.
Located within the established Pleasant Hill Lakes community, residents enjoy larger estate-style homesites, mature oak trees, custom architecture, wide streets, and a remarkably low HOA. Conveniently located near Disney, Lake Nona, Orlando International Airport, Downtown Kissimmee, The Loop, major highways, shopping, dining, and entertainment, this location offers an ideal balance of privacy and convenience.
Homes offering this combination of land, architecture, updates, pool-focused design, and location rarely become available. This is more than a home. It is an opportunity to enjoy the space, character, and Florida lifestyle today’s buyers are searching for but seldom find.
Property Details
Price:
$499,990
MLS #:
O6413557
Status:
Active Under Contract
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PLEASANT HILL LAKES UNIT 9
Neighborhood:
34746kissimmeewestoftown
Listed Date:
Jun 4, 2026
Finished Sq Ft:
2,736
Total Sq Ft:
3,892
Lot Size:
21,867 sqft / 0.50 acres (approx)
Year Built:
1987
Pool34746 – Kissimmee (west Of Town)34746kissimmeewestoftownPleasant Hill Lakes Unit 9Bellalago Charter Academy (k-8)Bellalago Charter Academy (k-8)Liberty HighThe Buyer/buyer’s Agent Is Responsible For Verifying All Information Pertaining To This Property, Including Square Footage, Room Sizes, Conditions, Rules, Regulations, Pet Restrictions, Rental Restrictions And Hoa Related Matters.8-12 MonthsBreed Restrictions
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Schools
Elementary School:
Bellalago Charter Academy (K-8)
Middle School:
Bellalago Charter Academy (K-8)
High School:
Liberty High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Open Floorplan, Stone Counters, Thermostat
Laundry Features
Inside
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
West
Exterior Features
Lighting, Other, Sliding Doors
Garage Spaces
3
Roof
Shingle
Financial
HOA Fee
$370
HOA Fee Frequency
Annually
HOA Name
DWD Professional Mgmt | William Cary
HOA Phone
(407) 251-2200
Tax Year
2025
Taxes
$2,589
Map
Community
- Address2827 SHADOW WOOD COURT KISSIMMEE FL
- SubdivisionPLEASANT HILL LAKES UNIT 9
- CityKISSIMMEE
- CountyOsceola
- Zip Code34746
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 30, 2026
2,313
Single Family Listed
162
Avg DOM
217
Avg $ / SqFt
$472,810
Avg List Price
Property Summary
- Located in the PLEASANT HILL LAKES UNIT 9 subdivision, 2827 SHADOW WOOD COURT KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34746. It is listed for $499,990 and features 3 beds, 4 baths, and has approximately 2,736 square feet of living space, and was originally constructed in 1987. The current price per square foot is $183. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,810. To schedule a showing of MLS#o6413557 at 2827 SHADOW WOOD COURT in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of LIVE MVRK 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. 2827 SHADOW WOOD COURT
KISSIMMEE, FL
