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Sold for $118,000
    • Zillow Home logoZestimate®
    $118,000

    1329 WINDSOR DRIVE, KISSIMMEE, FL 34741

    2beds
    1,290sqft
    Condominium
    Built in 1982
    -- sqft lot
    $118,000 Zestimate®
    $91/sqft
    $1,632 Estimated rent

    Home value

    $118,000

    $109,000 - $127,000

    $1,632/mo

    Zestimate® history
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    What's special

    Fresh paint throughoutNew roof overheadNew carpet upCommunity poolFull dining room
    Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.

    Zillow last checked:

    Listing updated:

    Listed by:

    Shawn Layton 321-514-8055,

    SERHANT 786-296-8626,

    Jimmy Hendrickson 321-302-2618,

    SERHANT

    Bought with:

    Shaista Mughal, 3073985

    LA ROSA REALTY LLC

    Source: Stellar MLS,MLS#: O6403991MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Other
    • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
    • Level: First
    Primary bedroom
    • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
    • Level: First
    Primary bathroom
    • Features: Single Vanity, Tub With Shower, Water Closet/Priv Toilet
    • Level: First
    Bathroom 2
    • Features: Shower No Tub, Single Vanity
    • Level: First
    Kitchen
    • Features: Breakfast Bar
    • Level: First
    Living room
    • Features: Ceiling Fan(s)
    • Level: First
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Electric Water Heater, Range, Refrigerator
    • Laundry: Inside
    Features
    • Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Walk-In Closet(s)
    • Flooring: Carpet, Laminate, Tile
    • Doors: Sliding Doors
    • Has fireplace: No
    Interior area
    • Total structure area: 1,560
    • Total interior livable area: 1,290 sqft

    Property

    Parking
    • Parking features: Assigned, Ground Level, Guest, Open
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Covered, Rear Porch
    • Exterior features: Balcony, Lighting, Rain Gutters, Sidewalk
    • Fencing: Fenced
    Lot
    • Size: 806 Square Feet
    • Features: Landscaped, Sidewalk
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 092529237100010180
    • Zoning: KRC1
    • Special conditions: None

    Construction

    Type & style
    • Home type: Condo
    • Property subtype: Condominium
    Materials
    • Block, Concrete, Stucco
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1982

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected

    Community & HOA

    Community
    • Features: Association Recreation - Owned, Buyer Approval Required, Community Mailbox, Deed Restrictions, Park, Playground, Pool, Sidewalks
    • Security: Smoke Detector(s)
    • Pet fee: $0 monthly
    • Subdivision: WINDSOR PINES 1 CONDO
    HOA
    • Has HOA: Yes
    • Amenities included: Park, Playground, Pool, Recreation Facilities
    • Services included: Common Area Taxes, Community Pool, Maintenance Structure, Maintenance Grounds, Manager, Pool Maintenance, Recreational Facilities, Trash, Water
    • HOA fee: $375 monthly
    • HOA name: Association Management Group of CFL/Melanie Ault
    • HOA phone: 407-847-9950
    Location
    • Region: Kissimmee

    Financial & listing details

    • Price per square foot: $91/sqft
    • Tax assessed value: $145,500
    • Annual tax amount: $992
    • Date on market: 5/1/2026
    • Cumulative days on market: 99 days
    • Listing terms: Cash,Other
    • Ownership: Condominium
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Asphalt

    Price history

    DateEventPrice
    10/9/2026Sold$118,000-9.2%$91/sqft
    Source: Stellar MLS #O6403991 Report a problem
    9/15/2026Price change$130,000-25.7%$101/sqft
    Source: Stellar MLS #O6403991 Report a problem
    8/11/2026Listed for sale$175,000$136/sqft
    Source: Stellar MLS #O6403991 Report a problem
    8/7/2026Contingent$175,000$136/sqft
    Source: Stellar MLS #O6403991 Report a problem
    6/12/2026Price change$175,000-2.8%$136/sqft
    Source: Stellar MLS #O6403991 Report a problem
    5/1/2026Listed for sale$180,000+50%$140/sqft
    Source: Stellar MLS #O6403991 Report a problem
    6/16/2018Sold$120,000+130.8%$93/sqft
    Source: Public Record Report a problem
    5/30/2014Sold$52,000-23%$40/sqft
    Source: Public Record Report a problem
    1/16/2011Listing removed$67,500$52/sqft
    Source: NCI #S4675474 Report a problem
    9/17/2010Listed for sale$67,500$52/sqft
    Source: GOODWIN REALTY & ASSOCIATES INC #S4675474 Report a problem
    8/13/2010Listing removed$67,500$52/sqft
    Source: GOODWIN REALTY & ASSOCIATES INC #S4669336 Report a problem
    5/14/2010Listed for sale$67,500-20.1%$52/sqft
    Source: GOODWIN REALTY & ASSOCIATES INC #S4669336 Report a problem
    11/6/2009Listing removed$84,500$66/sqft
    Source: GOODWIN REALTY & ASSOCIATES INC #S4645879 Report a problem
    10/3/2009Listed for sale$84,500$66/sqft
    Source: GOODWIN REALTY & ASSOCIATES INC #S4645879 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$992 +32.7%$145,500 -3.5%
    2024$747 +4.7%$150,800 -9.8%
    2023$713 +6.2%$167,100 +21.5%
    2022$672 +3.1%$137,500 +48.6%
    2021$652 +1.9%$92,500 +9.6%
    2020$639 +3.2%$84,400 +12.1%
    2019$620 $75,300 +98.2%
    2018$620 -11.9%$38,000 +3.3%
    2017$704 +3%$36,800 +10.5%
    2016$683 +9.2%$33,300 +12.5%
    2015$626 +15.8%$29,600 +7.2%
    2014$540 $27,600 +2.2%
    2013-- $27,000 -1.5%
    2012-- $27,400 -2.5%
    2011-- $28,100 -6.3%
    2010-- $30,000 -46.4%
    2009-- $56,000 -27.7%
    2008-- $77,480
    Find assessor info on the county website

    Neighborhood: 34741

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Highlands Elem
    • Middle: Kissimmee Middle
    • High: Osceola High School

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $118,000
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $118,000

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