# 1444 Winchester Avenue E, Labelle, FL 33935

> **TL;DR:** 6bd/6ba single family, $1,169,000 ($226/sqft), built 2001, 5,176 sqft.
> Pool, Fireplace, A/C, RV Parking. Est. $6,312/mo. Listed 371 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,169,000 |
| Price/sqft | $226 |
| Bedrooms | 6 |
| Bathrooms | 5 full, 1 half |
| Square Feet | 5,176 |
| Year Built | 2001 |
| Lot Size | 131,551 sqft (3.02 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 371 |

## Why This Home Stands Out

- **Pool** - Patio, Porch

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $5,911 |
| Estimated Insurance | $341 |
| HOA | $60 |
| **Total** | **$6,312** |

## Nearby Schools

- **Elementary:** West Glades
- **Middle:** Labelle Middle School
- **High:** Labelle High School

## Key Amenities

- Pool
- Fireplace
- A/C
- RV Parking

## Property Highlights

- Built in 2001
- 3.02 acre lot
- 2 stories
- Private pool
- Fireplace

## Description

### Agent Description
*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"!

## Location

- **Address:** 1444 Winchester Avenue E, Labelle, FL 33935
- **County:** Glades
- **Neighborhood:** RANCHETTES
- **Coordinates:** 26.785644, -81.343386
- **Google Maps:** https://www.google.com/maps?q=26.785644,-81.343386

## Virtual Tour & Media

- **Video Tour:** https://www.propertypanorama.com/instaview/fgcmls/2025009608

## Listing Agent

- **Name:** Maureen Creagh · **License:** 258033163
- **Brokerage:** Weatherford Realty Group LLC
- **Phone:** 8632331847
- **Broker Phone:** (863) 612-0000
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1444-Winchester-Ave-E_Labelle_FL_33935_M59131-05320?f=listhub&s=FMSWFL&m=2025009608&c=propsimple)

## Photos

![1444 Winchester Avenue E - Photo 1](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1315555297r.jpg)

![1444 Winchester Avenue E - Photo 2](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2588306685r.jpg)

![1444 Winchester Avenue E - Photo 3](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f343855006r.jpg)

![1444 Winchester Avenue E - Photo 4](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2566121563r.jpg)

![1444 Winchester Avenue E - Photo 5](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f899027251r.jpg)

![1444 Winchester Avenue E - Photo 6](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1110308117r.jpg)

![1444 Winchester Avenue E - Photo 7](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3819699147r.jpg)

![1444 Winchester Avenue E - Photo 8](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1096361521r.jpg)

![1444 Winchester Avenue E - Photo 9](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1400176448r.jpg)

![1444 Winchester Avenue E - Photo 10](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1575516769r.jpg)

![1444 Winchester Avenue E - Photo 11](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3146026220r.jpg)

![1444 Winchester Avenue E - Photo 12](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3936384654r.jpg)

![1444 Winchester Avenue E - Photo 13](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1538611526r.jpg)

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![1444 Winchester Avenue E - Photo 16](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f263238700r.jpg)

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![1444 Winchester Avenue E - Photo 22](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3535430079r.jpg)

![1444 Winchester Avenue E - Photo 23](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1934609136r.jpg)

![1444 Winchester Avenue E - Photo 24](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1195530705r.jpg)

![1444 Winchester Avenue E - Photo 25](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1471873821r.jpg)

![1444 Winchester Avenue E - Photo 26](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3974056375r.jpg)

![1444 Winchester Avenue E - Photo 27](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2824073769r.jpg)

![1444 Winchester Avenue E - Photo 28](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3134961232r.jpg)

![1444 Winchester Avenue E - Photo 29](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2080652399r.jpg)

![1444 Winchester Avenue E - Photo 30](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f831655722r.jpg)

![1444 Winchester Avenue E - Photo 31](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1591476159r.jpg)

![1444 Winchester Avenue E - Photo 32](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f347349044r.jpg)

![1444 Winchester Avenue E - Photo 33](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1420794387r.jpg)

![1444 Winchester Avenue E - Photo 34](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1160748423r.jpg)

![1444 Winchester Avenue E - Photo 35](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f268018553r.jpg)

![1444 Winchester Avenue E - Photo 36](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2089158881r.jpg)

![1444 Winchester Avenue E - Photo 37](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2171561317r.jpg)

![1444 Winchester Avenue E - Photo 38](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1709247140r.jpg)

![1444 Winchester Avenue E - Photo 39](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1934687560r.jpg)

![1444 Winchester Avenue E - Photo 40](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f97280151r.jpg)

![1444 Winchester Avenue E - Photo 41](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2044292058r.jpg)

![1444 Winchester Avenue E - Photo 42](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3678686046r.jpg)

![1444 Winchester Avenue E - Photo 43](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3930105140r.jpg)

![1444 Winchester Avenue E - Photo 44](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1597980049r.jpg)

![1444 Winchester Avenue E - Photo 45](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f552391577r.jpg)

![1444 Winchester Avenue E - Photo 46](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2812420720r.jpg)

![1444 Winchester Avenue E - Photo 47](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1583711622r.jpg)

![1444 Winchester Avenue E - Photo 48](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f1042333593r.jpg)

![1444 Winchester Avenue E - Photo 49](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f3025420268r.jpg)

![1444 Winchester Avenue E - Photo 50](http://lh.rdcpix.com/951125056a5808b7f98c6c76bfef2fbbl-f2885021552r.jpg)

---

**MLS#:** 2025009608 | **Updated:** 2026-09-14
**Source:** listhub

*Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/1444-winchester-avenue-e-labelle-fl-33935-25009608)

---

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