Motivate Seller…Seller may consider buyer concessions if made in an offer. Request must be made by the Buyer(s) in a written and signed contract offer and will be negotiated as part of the terms and conditions of an executed contract. Features recent August 2026 mechanical upgrades (Brand-new A/C & pool pump) and excellent rental potential. Fully furnished and rental-ready. Schedule your showing today! Welcome to 7755 Grassendale Street! This beautifully maintained, TURNKEY 4-bedroom, 4-bath home offers exceptional comfort and resort-style Florida living. Ideal as a primary residence, vacation home, or short-term rental, this home is ready to enjoy! The open-concept floor plan features a welcoming foyer, spacious dining area, family room, and well-appointed kitchen with stainless steel appliances, granite countertops, breakfast bar, and breakfast nook. Tile flooring complements the main living areas, while all bedrooms feature luxury vinyl plank flooring and tasteful themed décor. The converted 2-car garage, completed in 2021, is fully air-conditioned and features an impressive entertainment space with a home theater, gaming consoles, and sit-down arcade game—perfect for family fun and entertaining. Enjoy your private Florida retreat with a covered lanai and refurbished pool and spa (2022). Relax poolside, unwind in the spa, and soak up the sunshine! Located in a 24-hour guard-gated resort community with a 10,000-square-foot clubhouse, lagoon-style pool with water slides, fitness center, movie theater, sports courts, playground, and walking trail. Conveniently located just minutes from Disney, with dining, shopping, entertainment, and everyday conveniences nearby. With major updates, turnkey furnishings, a fantastic entertainment space, and private pool and spa, 7755 Grassendale Street is truly a MUST SEE!
Property Details
Price:
$585,000
MLS #:
O6396993
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR HILLS PH 6
Neighborhood:
34747kissimmeecelebration
Listed Date:
Apr 23, 2026
Finished Sq Ft:
1,824
Total Sq Ft:
2,536
Lot Size:
6,273 sqft / 0.14 acres (approx)
Year Built:
2007
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Luxury Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry Features
In Garage, Laundry Closet
Levels
One
Exterior
Attached Garage YN
1
Community Features
Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Irrigation System, Sidewalk, Sliding Doors
Garage Spaces
2
Open Parking YN
1
Parking Features
Converted Garage, Driveway
Patio And Porch Features
Covered, Patio, Rear Porch, Screened
Roof
Tile
Security Features
Gated Community, Smoke Detector(s)
Spa Features
In Ground
Window Features
Blinds, Drapes
Financial
HOA Fee
$513
HOA Fee 2
$1,203
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Maintenance Grounds, Manager, Private Road, Recreational Facilities, Trash
HOA Name
Erika Baldwin
HOA Name 2
Windsor Hills
HOA Phone
407-787-4255
HOA Phone 2
407-787-4255
Tax Year
2025
Taxes
$6,149
Map
Community
- Address7755 GRASSENDALE STREET KISSIMMEE FL
- SubdivisionWINDSOR HILLS PH 6
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
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
2,314
Single Family Listed
161
Avg DOM
217
Avg $ / SqFt
$472,744
Avg List Price
Property Summary
- Located in the WINDSOR HILLS PH 6 subdivision, 7755 GRASSENDALE STREET KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $585,000 and features 4 beds, 4 baths, and has approximately 1,824 square feet of living space, and was originally constructed in 2007. The current price per square foot is $321. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,744. To schedule a showing of MLS#o6396993 at 7755 GRASSENDALE STREET in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FLORIDA REALTY RESULTS 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. 7755 GRASSENDALE STREET
KISSIMMEE, FL