


$259,900
2481 Winchester Boulevard
Kissimmee, FL 34743
Listing updated: July 22, 2026 at 6:55 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Attention Investors and Visionaries! Nestled on a quiet, highly desirable cul-de-sac, this 3-bedroom, 2-bathroom home is the ultimate blank canvas. Featuring great bones and a highly functional layout, the interior includes a kitchen with sleek appliances ready for your value-add touches to force instant equity. The attached 2-car garage doubles perfectly as a maker's workshop or project hub. The crown jewel? A fully fenced backyard oasis complete with a private pool—a massive premium for maximizing future ARV, securing top-tier rental income, or hosting ultimate summer gatherings. Bring your blueprints and your toolbelt to unlock this property’s incredible ROI potential!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history28 days on market
- Status: ActiveJul 21, 2026
- Listed$259,900Jun 11, 2026
- Price increased$259,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 28
- Subdivision
- Remington Pointe
- County
- Osceola
- Year built
- 1997
- Living area
- 1,023 sq ft
- Price/sq ft
- $254
- Lot size
- 7,971 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12097C0080G)
- Garage
- 2 spaces
- Annual taxes
- $4,605 (2025)
- Parcel #
- 18-25-30-2008-0001-0570
- Zoning
- KMPU
- MLS #
- O6413677
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Laminate
- Appliances
- Dishwasher, Disposal, Microwave, Range, Refrigerator
- Interior features
- Cathedral Ceiling(s), Eat-in Kitchen, Kitchen/Family Room Combo, Thermostat, Walk-In Closet(s)
- Laundry
- None
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $338 / Annually
- Monthly HOA
- $28/mo
- Total monthly fees
- $28/mo
- Total annual fees
- $338
- HOA name
- Lakeside Estates Master Comm Assn
- CDD
- No
- Listing terms
- Cash
- Ownership
- Fee Simple
- Available for lease
- No
Exterior & Construction
- Exterior features
- Lighting, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Water Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 9x9 |
| Bedroom 2 | First | 8x8 |
| Bedroom 3 | First | 8x8 |
| Kitchen | First | 13x5 |
| Family Room | First | 11x8 |
| Living Room | First | 13x14 |
Listing Details
- Listing date
- 2026-06-11
- On market date
- 2026-06-11
- Original list price
- $259,900
- Occupant type
- Vacant
- MLS area
- 34743 - Kissimmee
- Listing AOR
- Orlando Regional
- Status changed
- 2026-07-21
- Tax legal description
- REMINGTON POINTE SUB PB 8 PG 178-181 LOT 57
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From US-192 East / Irlo Bronson Memorial Highway, turn left onto Simpson Road. Continue straight on Simpson Road as it transitions into Boggy Creek Road. Turn left onto Lakeside Drive at the entrance of the community. Make an immediate right onto Westlake Drive, then turn right onto Winchester Boulevard. The property at 2481 Winchester Blvd will be down the street on your left side.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of July 22, 2026 at 6:55 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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