1444 E Winchester Ave, Labelle, FL, 33935
About This Home
*Recently reduced by $20,000. Seller is motivated and will consider all offers from qualified buyers.* Luxury meets country charm within this Exceptional 3.02-Acre gated estate in LaBelle, Florida! Welcome to this rare multi-residence property offering over 5000 Sq ft of living space across the main home, guest house, and garage apartment. The two-story main home features cathedral ceilings, a beautiful eat in kitchen with stainless steel appliances and a stunning floor to ceiling fireplace. Eating dinner in the formal dining room with the beautiful views from the surrounding windows will make family dinners unforgettable. Step into a breathtaking master suite designed for both comfort and style. This spacious retreat features a private bathroom with a separate soaking tub and shower, custom-designed closet with ample storage, built-ins, and useful finishes to keep your wardrobe organized and accessible. The suite also boasts a dual-sided fireplace, thoughtfully engineered to open to both the bedroom and the living room, creating a warm, inviting atmosphere and a seamless flow between spaces. The 2 story Guest house features a full kitchen, large family room, 2 bedrooms and downstairs bath. The extra apartment provides 1 bedroom, 1 bath, and a full kitchen above a 3-car garage with workshop/gym. Enjoy resort-style outdoor living with a saltwater pool, triple waterfall, and screened lanai connecting to the main house with a paver walk way. Nestled on the property is a charming shed-style building, perfect as a home office, creative studio, or “she shed.” Its cozy yet functional layout offers a private retreat, ideal for focused work, hobbies, or quiet relaxation. With its quaint design and versatile space, it adds both character and utility to the property, providing a peaceful escape right in your backyard. The property is fully fenced with dual electric gates, surrounded by beautiful mature oak trees, and includes a 3 bay pole barn with separate areas for different animals near by. The large fenced in side yard is suitable for horses. Perfect for multi-generational living, entertaining, or income potential, this estate combines privacy, luxury, and versatility in one of LaBelle’s most desirable Communities "The Ranchettes"!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Property condition: Resale
- Year built: 2001
Materials
- Roof: Metal
- Construction materials: Vinyl Siding,Wood Frame
Type & Style
- Home type: SingleFamily
- Architectural style: Two Story
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Freezer,Microwave,Range,Refrigerator,Self Cleaning Oven,Tankless Water Heater,Warming Drawer,Water Softener,Water Purifier
- Laundry features: Washer Hookup,Dryer Hookup,Inside,In Garage,Laundry Tub
Bedrooms & Bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Features
- Attic,Built-in Features,Bedroom on Main Level,Bathtub,Closet Cabinetry,Cathedral Ceiling(s),Separate/Formal Dining Room,Dual Sinks,Entrance Foyer,Eat-in Kitchen,Family/Dining Room,French Door(s)/Atrium Door(s),Fireplace,Kitchen Island,Living/Dining Room,Main Level Primary,Pantry,Pull Down Attic Stairs,Sitting Area in Primary,Separate Shower,Vaulted Ceiling(s),Bathroom,Den,Family Room,Guest Quarters,Loft,Office,Screened Porch,Workshop,Great Room
- Door features: French Doors
- Window features: Impact Glass,Shutters,Window Coverings
- Flooring: Carpet,Tile,Wood
- Fireplace: Yes
- Attic: Pull Down Stairs
Heating & Cooling
- Heating features: Central,Electric,Wall Furnace
- Cooling features: Central Air,Ceiling Fan(s),Electric,Wall Unit(s)
Interior Area
- Total structure area: 7,197
- Total interior livable area: 5,176 sqft
Property
Details
- Parcel number: S25422900100060150
- Lease amount: 0
- Other equipment: Satellite Dish
- Horse amenities: Horses Allowed
Features
- Levels: Two
- Stories: 2
- Private pool: Yes
- Pool features: Concrete,Electric Heat,Heated,Pool Equipment,Pool Sweep,Screen Enclosure,Salt Water
- Patio & porch: Lanai,Open,Patio,Porch,Screened
- Exterior features: Fence,Fruit Trees,Security/High Impact Doors,Sprinkler/Irrigation,Patio,Storage
- Has view: Yes
- View description: Landscaped,Pool,Trees/Woods
- Waterfront features: None
- Horses can be raised: Yes
Lot
- Lot size: 3.02 Acres
- Features: Oversized Lot,Sprinklers Automatic
- Lot size dimensions: 299 x 348 x 394 x 425
Parking
- Total spaces: 3
- Parking features: Attached,Circular Driveway,Driveway,Garage,Guest,Paved,RV Access/Parking,Two Spaces,Garage Door Opener
- Has garage: Yes
- Attached garage spaces: 3
- Covered spaces: 3
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Lightning
- Strong Wind
- Cold Wave
- Hurricane
- Inland Flooding
- Wildfire
- Drought
- Tornado
How This Home’s Risks Compare
FEMA Declared Disasters in Glades County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $5,911 | $70,932 |
| Home Insurance * | $637 | $7,644 |
| Property Taxes | $1,867 | $22,404 |
| Electricity | $520 | $6,250 |
| Total | $8,935 | $107,220 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-01 | Price change | $1,169,000 |
| 2025-09-19 | Listed for sale | $1,189,000 |
| 2023-10-27 | Listing removed | -- |
| 2023-08-01 | Price change | $1,499,900 |
| 2023-07-18 | Listed for sale | $1,549,900 |
| 2023-07-18 | Contingent | $1,549,900 |
| 2023-03-09 | Listed for sale | $1,549,900 |
| 2020-09-14 | Sold | $640,000 |
| 2019-12-27 | Pending sale | $659,000 |
| 2019-11-18 | Price change | $659,000 |
| 2019-09-13 | Listed for sale | $692,500 |
| 2019-08-16 | Pending sale | $692,500 |
| 2019-07-10 | Price change | $692,500 |
| 2019-04-01 | Price change | $695,000 |
| 2019-03-14 | Price change | $724,900 |
| 2019-01-02 | Listed for sale | $749,900 |
| 2018-05-15 | Sold | $575,000 |
| 2018-02-28 | Pending sale | $595,000 |
| 2018-02-13 | Price change | $595,000 |
| 2018-01-03 | Price change | $699,900 |
| 2016-08-24 | Price change | $749,900 |
| 2015-10-12 | Listed for sale | $895,000 |
| 2005-11-10 | Sold | $775,000 |
View on Zillow