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For sale
    • $420,000

    2452 WINCHESTER BOULEVARD, KISSIMMEE, FL 34743

    4beds
    1,802sqft
    : 
    $2,963/mo
    Get pre-qualified
    Single Family Residence
    Built in 1999
    5,227 Square Feet Lot
    $-- Zestimate®
    $233/sqft
    $56/mo HOA

    What's special

    Welcoming floor planUpdated kitchenExceptional backyard setting
    PRIVATE POOL, NO REAR NEIGHBORS, AND BEAUTIFUL CONSERVATION VIEWS YOUR OWN FLORIDA BACKYARD RETREAT AWAITS! Welcome to this beautiful 4 bedroom, 2 bathroom home offering over 1,800 square feet of living space in the desirable Remington Pointe community of Kissimmee! One of this home's most impressive features is its PRIVATE SCREENED-IN POOL OVERLOOKING A PEACEFUL CONSERVATION AREA WITH NO REAR NEIGHBORS, providing a wonderful sense of privacy and a relaxing natural backdrop. Imagine enjoying your morning coffee, spending sunny afternoons by the pool, or entertaining family and friends while surrounded by greenery instead of neighboring backyards! Inside, you'll discover a welcoming floor plan featuring an UPDATED KITCHEN, renovated approximately four years ago, offering a refreshed space for everyday living and entertaining. Additional highlights include a ROOF APPROXIMATELY 7 YEARS OLD WITH REMAINING WARRANTY, a WATER HEATER LESS THAN ONE YEAR OLD, and an A/C system approximately 10 years old. The outdoor living space offers even more value with a NEW POOL SYSTEM INSTALLED APPROXIMATELY ONE YEAR AGO and a POOL ENCLOSURE RE-SCREENED LAST YEAR! Location is another major advantage! Conveniently situated near Osceola Parkway and the Florida Turnpike, this home offers easy access to LAKE NONA, ORLANDO INTERNATIONAL AIRPORT, THE LOOP SHOPPING CENTER, restaurants, entertainment, and everything Central Florida has to offer. Complete with a 2-car garage, valuable improvements, and an exceptional backyard setting, this home delivers the perfect combination of comfort, convenience, privacy, and Florida living. NO REAR NEIGHBORS, CONSERVATION VIEWS, AND YOUR OWN PRIVATE POOL DON'T MISS THIS OPPORTUNITY!
    1 day
    96
    8

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Carlos Nieves 386-383-6172,

    RE/MAX PRIME PROPERTIES 407-347-4512

    Source: Stellar MLS,MLS#: O6452127MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 12x15
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      Bedroom 2
      • Features: Linen Closet
      • Level: First
      Bedroom 3
      • Features: Built-in Closet
      • Level: First
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      Primary bathroom
      • Features: Linen Closet
      • Level: First
      Dining room
      • Level: First
      Dining room
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Kitchen
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 24x10
      Living room
      • Level: First
      • Area: 266 Square Feet
      • Dimensions: 19x14
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • High Ceilings, Other, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
      • Flooring: Ceramic Tile
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 2,634
      • Total interior livable area: 1,802 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Door Opener
      • Garage spaces: 2
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Irrigation System, Sidewalk
      • Has private pool: Yes
      • Pool features: In Ground, Other, Screen Enclosure
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 5,227 Square Feet
      • Dimensions: 50 x 105
      • Features: City Lot
      Details
      • Parcel number: 182530201200011600
      • Zoning: KMPU
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1999
      Details
      • Warranty included: Yes

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Public

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: REMINGTON POINTE PH 4
      HOA
      • Has HOA: Yes
      • HOA fee: $56 monthly
      • HOA name: lakeside estates
      • HOA phone: 407-847-9950
      • Second HOA name: lakeside estates
      • Second HOA phone: 407-847-9950
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $233/sqft
      • Tax assessed value: $332,900
      • Annual tax amount: $4,618
      • Date on market: 10/22/2026
      • Cumulative days on market: 2 days
      • Listing terms: Cash,Conventional,FHA
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/22/2026Listed for sale$420,000+211.1%$233/sqft
        Source: Stellar MLS #O6452127 Report a problem
        2/27/2008Sold$135,000-3.6%$75/sqft
        Source: Public Record Report a problem
        5/8/2001Sold$140,000+11.6%$78/sqft
        Source: Public Record Report a problem
        3/29/1999Sold$125,400$70/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,618 +5.4%$332,900 -1.4%
        2024$4,381 +4.8%$337,700 +1.9%
        2023$4,181 +9.9%$331,300 +22.3%
        2022$3,805 -1.1%$271,000 +26.5%
        2021$3,849 +3.5%$214,300 +4.3%
        2020$3,720 +7%$205,500 +8.4%
        2019$3,478 $189,500 +6.8%
        2018$3,478 +6.1%$177,500 +10.5%
        2017$3,277 +8%$160,700 +6.8%
        2016$3,034 +7.8%$150,500 +1.7%
        2015$2,814 +4.4%$148,000 +12.4%
        2014$2,695 $131,700 +20.3%
        2013-- $109,500 +9.2%
        2012-- $100,300 +1.7%
        2011-- $98,600 -3.9%
        2010-- $102,600 -24.5%
        2009-- $135,900 -38.8%
        2008-- $222,100 -6.6%
        2007-- $237,900 +19.2%
        2006-- $199,500 +30.3%
        2005-- $153,100 +24.2%
        2004-- $123,300
        2003-- $123,300 +3.4%
        2002$2,421 +2.4%$119,261 +2.7%
        2001$2,364 $116,107
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Lakeside

        Getting around

        3 / 100
        Car-Dependent
        17 / 100
        Minimal Transit

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Cypress Elem (K 6)
        • Middle: Denn John Middle
        • High: Gateway High School (9 12)

        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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