What is the asking price for 7755 Grassendale Street?

7755 Grassendale Street is listed at $585,000 (MLS# O6396993).

How many bedrooms and bathrooms does 7755 Grassendale Street have?

This Single Family Residence has 4 bedrooms and 4 bathrooms.

How big is 7755 Grassendale Street?

The living area is approximately 1,824 square feet on a lot of about 6,273 square feet.

Where is this property located within Windsor Hills?

7755 Grassendale Street is in Windsor Hills Resort, a gated resort community in Kissimmee, FL 34747, minutes from Walt Disney World (Windsor Hills Ph 6).

Can this property be used as a short-term vacation rental?

Windsor Hills Resort is a short-term rental approved community and many owners rent their properties to vacationers. Rental rules, HOA requirements and county/state regulations can change, so buyers should verify the current rules for this specific property before purchasing.

How do I schedule a showing for 7755 Grassendale Street?

Use the Schedule a Showing button on this page or call Holiday Realty Florida at 321-300-4572. A Windsor Hills specialist will confirm a time with you.

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For Sale • Windsor Hills Resort

7755 Grassendale Street

Kissimmee, FL 34747 • MLS# O6396993

$585,000

Bedrooms

Bathrooms

1,824 sqft

Living Area

2007

Year Built

Garage

Yes

Private Pool

Property Description

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 Overview

Status: Active
Property Type: Residential
Property Subtype: Single Family Residence
Year Built: 2007
City: Kissimmee
ZIP / Area: 34747
Subdivision: Windsor Hills Ph 6
State: FL
County: Osceola
List Date: Apr 23, 2026
MLS #: O6396993
List Price: $585,000

Bedrooms & Bathrooms

Bedrooms: 4
Total Bathrooms: 4
Full Bathrooms: 4
Half Bathrooms: 0

Structure

Garage Spaces: 2
Parking: Converted Garage, Driveway
Construction Materials: Block, Concrete, Stucco
Roof: Tile
Foundation: Slab
Flooring: Carpet, Ceramic Tile, Luxury Vinyl
Private Pool: Yes
Patio & Porch: Covered, Patio, Rear Porch, Screened

Size & Lot

Living Area: 1,824 sqft
Lot Size: 6,273 sqft
Acres: 0.14
Waterfront: No

Utilities

Heating: Central, Electric
Cooling: Central Air
Water Source: Public
Sewer: Public Sewer

Additional Features

Interior Features: Ceiling Fans(s), Eat-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
Exterior Features: Sidewalk
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

Neighborhood — Windsor Hills Resort

Windsor Hills Resort is a gated, short-term-rental approved resort community in Kissimmee, FL 34747, roughly two miles from the Walt Disney World gates. Owners and guests enjoy a clubhouse, zero-entry pool with water slide, fitness center, movie theater, game room, tennis and sports courts, and 24-hour guarded entry — amenities covered by the community association.

HOA & Tax Information

Association Fee: $513 / Quarterly
Annual Property Tax: $6,149
Tax Year: 2025

HOA, Community & Pets

Primary Association: Erika Baldwin
Secondary Association: Windsor Hills
Secondary Association Fee: $1,203 / Quarterly
Minimum Lease: No Minimum
Senior Community: No
Pets Allowed: Yes

Association Fee Includes

Guard - 24 HourCable TVPoolMaintenance GroundsManagementPrivate RoadRecreational FacilitiesTrash

Community Features

Association Recreation - OwnedClubhouseDeed RestrictionsFitness CenterGated Community - GuardParkPlaygroundPoolRestaurantSidewalksTennis Court(s)

Ask About This Property

Answers use verified MLS data for this listing. For anything the MLS doesn't cover, a Windsor Hills agent will follow up.

Frequently Asked Questions

Listing courtesy of FLORIDA REALTY RESULTS LLC — Greg Lowe.

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