7755 Grassendale St, photo 1
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Overview

4 bd4 ba1,824 sqft2 car garageSingle Family
TypeSingle Family
HOA$513/qtr
Built2007
Lot6,273 sqft
Living area1,824 sqft
Price / sqft$321
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Wood Cabinets

7755 Grassendale St is a 2007-built home in Windsor Hills Ph 6, Kissimmee. Inside you'll find 4 bedrooms, 4 bathrooms, and 1,824 square feet of living space. Listed at $585,000 (about $321/sqft), 134 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $513 quarterly.

From the listing

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!

The essentials

Built
2007
Price / sqft
$321
On market
170 days
Annual tax
$6,149
HOA
$513/qtr
Flood zone
X · Low risk
Lot
6,273 sqft
Type
Single Family Residence

At a glance

Single family
Built 2007
Private pool
Child Safety Fence
2 car garage
Converted Garage
6,273 sqft lot
Lot size
1,824 sqft
Living area

Payment

Est. monthly payment
$4,027/mo
Down payment (20%)
$117,000
Property taxes
$512/mo
HOA
$513/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2007
Lot
6,273 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Converted Garage, Driveway
Pool
Child Safety Fence, Gunite, In Ground, Pool Alarm, Screen Enclosure, Tile
Days on Market
170
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
Sidewalk
Association Recreation - Owned
Clubhouse
Deed Restrictions
Fitness Center
Gated Community - Guard
Park
Playground
Pool
Restaurant
Sidewalks
Tennis Court(s)
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
Flood Zone X
Annual Tax (2025)
$6,149
Parcel #
10-25-27-5489-0001-1080

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Windsor Hills Ph 6
County
Osceola
MLS Area
34747 - Kissimmee/Celebration
Lot Size
6,273 sqft
HOA
$513/qtr
Erika Baldwin

Price history

Date
Event
Price
8/7/2026
Price change
Source: Stellar MLS #O6396993
$585,000-2.5%
$321/sqft
-
Price change
Source: Stellar MLS #O6396993
$599,900-4.0%
$329/sqft
4/23/2026
Listed for sale
Source: Stellar MLS #O6396993
$625,000
$343/sqft

Neighborhood

7755 Grassendale St
Kissimmee, FL, 34747 · 34747 - Kissimmee/Celebration

Market insights

Offer Insights

Choose an offer strength

List price: $585,000
$570,000 – $585,000
97.6% – 100% of listTops out right at the list price
80% of listList price
145 of the last 289 home closings in 34747 landed at this number or higher (50%). The median one sat 59 days before it went under contract, and this one is on day 170 after a $40,000 cut.

Sample: 289 closed home sales in 34747 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$4,027/mo
Principal & interest$3,051
Property taxes$512
Insurance$293
HOA$171
Down payment20% · $117,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$585,000

$321 per sq ft

Beds and baths

4 beds, 4 baths

Size

1,824 sq ft

Time on market

170 days

Year built

2007

Monthly payment

About $4,027/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $6,149 annual tax bill, insurance, and the $513/qtr HOA fee.

HOA fee

$513/qtr

Managed by Erika Baldwin.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byFLORIDA REALTY RESULTS LLCListing agent: Greg LoweListing data from Stellar MLS, MLS# O6396993.

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