
$335,000
333 Cheshire Way
Davenport, FL 33897
Listing updated: August 31, 2026 at 6:47 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
BRING YOUR SUNGLASSES AND BBQ TONGS—YOUR FLORIDA PLAYGROUND IS HERE! Ready to live where everyone else vacations? This bright, versatile Central Florida home is packed with good energy, easy living, and a backyard big enough for epic weekend hangouts. Whether you want a comfortable full-time retreat, a sunny getaway pad, or a smart addition to your rental portfolio, this property checks every single box. SUNLIT SPACES & EFFORTLESS FLOW Step inside and instantly feel at ease. The layout is open, welcoming, and designed for real life—meaning you can chat with guests in the living room while prepping snacks in the kitchen without missing a beat. Generous windows keep the interior bright and cheerful all day long. The bedrooms are comfortable and quiet when it’s time to wind down, complete with great closet space, while the shared living areas are ready for game nights, movie marathons, or just kicking back with a cold drink after a long week. THE BACKYARD: YOUR PRIVATE OPEN-AIR OASIS Let’s talk about the real superstar of this property: the massive, fully fenced backyard. In a market where large yards are getting harder and harder to find, this one delivers major breathing room. • Fire up the smoker or grill for weekend cookouts. • Give your four-legged co-pilots all the space they need to play fetch. • Set up cornhole, lawn games, or string up cafe lights around a future fire pit. • Build your dream garden or simply soak up that famous Florida sunshine in total privacy. LOCATION, CONVENIENCE & THEME PARK MAGIC When you live this close to the action, the hardest decision is what to do first on Saturday morning. • Minutes from Walt Disney World, Universal, and world-class entertainment—you might even catch evening fireworks from your neighborhood! • Quick hops to major commuter highways, grocery runs, and local dining hot spots. • Close to top golf courses, scenic chain-of-lakes, and lush Florida nature trails when you crave outdoor adventure. THE COMPLETE PACKAGE Finding a property that blends an easy, open layout with a huge private yard and unbeatable proximity to Orlando’s best attractions is a rare win. Grab your sunglasses, book your private walkthrough today, and come see how good Florida living can be! Land, Site, and Tax Information
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 history1 days on market
- Status: ActiveAug 30, 2026
- Listed$335,000Aug 30, 2026
- Price increased$335,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Legacy Park Ph 01
- County
- Polk
- Year built
- 2005
- Living area
- 1,330 sq ft
- Price/sq ft
- $252
- Building area
- 1,792 sq ft (Public Records)
- Lot size
- 6,743 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12105C0100G)
- Garage
- 2 spaces
- Annual taxes
- $3,475 (2025)
- Parcel #
- 26-25-11-486250-001890
- MLS #
- S5156560
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile
- Appliances
- Dishwasher, Dryer, Microwave, Washer
- Interior features
- Ceiling Fans(s), Walk-In Closet(s)
- Laundry
- In Garage
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
HOA & Financial
- HOA fee
- $200 / Quarterly
- Monthly HOA
- $67/mo
- Total monthly fees
- $117/mo
- Total annual fees
- $1,400
- HOA name
- Miehellette
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 6 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Only rentals are 6 months and up.
Exterior & Construction
- Exterior features
- Garden
- Construction materials
- Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Other
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Public
Community
- Pets allowed
- No
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | |
| Bathroom 1 | First | |
| Bathroom 2 | First | |
| Living Room | First | |
| Kitchen | First | |
| Bedroom 1 | First | |
| Bedroom 2 | First |
Listing Details
- Listing date
- 2026-08-28
- On market date
- 2026-08-30
- Original list price
- $335,000
- Occupant type
- Owner
- MLS area
- 33897 - Davenport
- Listing AOR
- Orlando Regional
- Status changed
- 2026-08-30
- Tax legal description
- LEGACY PARK - PHASE ONE PB 125 PGS 3 THRU 8 LOT 189
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
Major Roads: From Orlando: Take I-4 West towards Tampa. Exit onto US-27 South. Continue on US-27 South into Davenport. From Tampa: Take I-4 East towards Orlando. Exit onto US-27 South. Continue on US-27 South into Davenport. Turn right/left onto leagcy park blv for about 2 mins, then turn right on Ashburne way till you get to chesire way for to more mins till you get to 333 cheshire way
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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 August 31, 2026 at 6:47 AM 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.
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