# 4260 BEAR GULLY Road, Winter Park, FL 32792 > **TL;DR:** 4bd/4ba single family, $599,000 ($258/sqft), built 2005, 2,322 sqft. > A/C, 2-car garage. Est. $3,204/mo. Listed 14 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $599,000 | | Price/sqft | $258 | | Bedrooms | 4 | | Bathrooms | 3 full, 1 half | | Square Feet | 2,322 | | Year Built | 2005 | | Lot Size | 24,829 sqft (0.57 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 14 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,029 | | Estimated Insurance | $175 | | **Total** | **$3,204** | ## Nearby Schools - **Elementary:** Eastbrook Elementary - **Middle:** Tuskawilla Middle - **High:** Lake Howell High ## Key Amenities - A/C - 2-car garage ## Property Highlights - Built in 2005 - 0.57 acre lot - 2 stories ## Description ### Agent Description RENOVATED 4 BED / 3.5 BATH TWO-STORY | GOURMET KITCHEN | LUXURY VINYL FLOORING | ROOF 2018 | FENCED BACKYARD | CLOSE TO ALOMA AVE & SR 417 Welcome to 4260 Bear Gully Road, a beautifully updated, move-in-ready home for anyone who wants a truly nice place to live. The heart of the home is the gourmet kitchen, fully remodeled just two years ago with upscale cabinetry and modern appliances, perfect for everyday meals and entertaining. Luxury vinyl flooring gives the home a clean, modern look that is easy to maintain. With four bedrooms and four full bathrooms across two stories, everyone has room and privacy, whether for family, guests or a home office. Enjoy the screened lanai and the fenced backyard, ready for pets, play and weekend get-togethers. Added peace of mind: roof replaced in 2018, concrete block and stucco construction, and Flood Zone X. Location is a major plus. You're near the Publix-anchored shopping, dining and services along Aloma Avenue, AdventHealth Winter Park, and the Cross Seminole Trail, with easy access to SR 417 (Central Florida GreeneWay). Winter Park Village and the boutiques and restaurants of Park Avenue are a short drive away. Served by Seminole County Public Schools: Eastbrook Elementary, Tuskawilla Middle and Lake Howell High (buyer to verify). Schedule your showing today! ## Location - **Address:** 4260 BEAR GULLY Road, Winter Park, FL 32792 - **County:** Seminole - **Neighborhood:** BEAR GULLY FOREST - **Coordinates:** 28.618169, -81.270756 - **Google Maps:** https://www.google.com/maps?q=28.618169,-81.270756 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6443414 ## Listing Agent - **Name:** Alexandre Zapparoli LLC - **Brokerage:** WRA Real Estate Solutions LLC - **Phone:** 3214448701 - **Broker Phone:** (407) 745-9183 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4260-Bear-Gully-Rd_Winter-Park_FL_32792_M66236-13900?f=listhub&s=MFRMLSFL&m=O6443414&c=propsimple) ## Photos ![4260 BEAR GULLY Road - Photo 1](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f4016334794r.jpg) ![4260 BEAR GULLY Road - Photo 2](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f4203697812r.jpg) ![4260 BEAR GULLY Road - Photo 3](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3364578717r.jpg) ![4260 BEAR GULLY Road - Photo 4](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1189087140r.jpg) ![4260 BEAR GULLY Road - Photo 5](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2783522827r.jpg) ![4260 BEAR GULLY Road - Photo 6](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2460424024r.jpg) ![4260 BEAR GULLY Road - Photo 7](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2400015282r.jpg) ![4260 BEAR GULLY Road - Photo 8](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3788328998r.jpg) ![4260 BEAR GULLY Road - Photo 9](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f721725105r.jpg) ![4260 BEAR GULLY Road - Photo 10](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2767656895r.jpg) ![4260 BEAR GULLY Road - Photo 11](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f814298100r.jpg) ![4260 BEAR GULLY Road - Photo 12](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2586844787r.jpg) ![4260 BEAR GULLY Road - Photo 13](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2647506423r.jpg) ![4260 BEAR GULLY Road - Photo 14](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f885443284r.jpg) ![4260 BEAR GULLY Road - Photo 15](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2736952432r.jpg) ![4260 BEAR GULLY Road - Photo 16](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3787842925r.jpg) ![4260 BEAR GULLY Road - Photo 17](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f406627059r.jpg) ![4260 BEAR GULLY Road - Photo 18](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f546257125r.jpg) ![4260 BEAR GULLY Road - Photo 19](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f4150129576r.jpg) ![4260 BEAR GULLY Road - Photo 20](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3963421604r.jpg) ![4260 BEAR GULLY Road - Photo 21](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f123904197r.jpg) ![4260 BEAR GULLY Road - Photo 22](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3957649978r.jpg) ![4260 BEAR GULLY Road - Photo 23](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f955634709r.jpg) ![4260 BEAR GULLY Road - Photo 24](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1136659109r.jpg) ![4260 BEAR GULLY Road - Photo 25](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f213271239r.jpg) ![4260 BEAR GULLY Road - Photo 26](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f425529865r.jpg) ![4260 BEAR GULLY Road - Photo 27](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1727034806r.jpg) ![4260 BEAR GULLY Road - Photo 28](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f48467714r.jpg) ![4260 BEAR GULLY Road - Photo 29](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f305940651r.jpg) ![4260 BEAR GULLY Road - Photo 30](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2971564807r.jpg) ![4260 BEAR GULLY Road - Photo 31](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3220639869r.jpg) ![4260 BEAR GULLY Road - Photo 32](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f4121563998r.jpg) ![4260 BEAR GULLY Road - Photo 33](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f691555690r.jpg) ![4260 BEAR GULLY Road - Photo 34](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1792638288r.jpg) ![4260 BEAR GULLY Road - Photo 35](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1490142001r.jpg) ![4260 BEAR GULLY Road - Photo 36](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1210481435r.jpg) ![4260 BEAR GULLY Road - Photo 37](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2845815194r.jpg) ![4260 BEAR GULLY Road - Photo 38](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2194617091r.jpg) ![4260 BEAR GULLY Road - Photo 39](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f688427817r.jpg) ![4260 BEAR GULLY Road - Photo 40](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1156089047r.jpg) ![4260 BEAR GULLY Road - Photo 41](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f904423338r.jpg) ![4260 BEAR GULLY Road - Photo 42](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1554953961r.jpg) ![4260 BEAR GULLY Road - Photo 43](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2359296588r.jpg) ![4260 BEAR GULLY Road - Photo 44](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f4125231777r.jpg) ![4260 BEAR GULLY Road - Photo 45](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3532412038r.jpg) ![4260 BEAR GULLY Road - Photo 46](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f1785016160r.jpg) ![4260 BEAR GULLY Road - Photo 47](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2583231882r.jpg) ![4260 BEAR GULLY Road - Photo 48](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3870600943r.jpg) ![4260 BEAR GULLY Road - Photo 49](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f2361886526r.jpg) ![4260 BEAR GULLY Road - Photo 50](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f435828493r.jpg) ![4260 BEAR GULLY Road - Photo 51](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3760033687r.jpg) ![4260 BEAR GULLY Road - Photo 52](http://lh.rdcpix.com/cd8969d9ccb2d6a727dbd3b6853ff8f3l-f3582279017r.jpg) --- **MLS#:** O6443414 | **Updated:** 2026-09-26 **Source:** listhub *Copyright © 2026 Stellar MLS. 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/4260-bear-gully-road-winter-park-fl-32792-o6443414) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4260-bear-gully-road-winter-park-fl-32792-o6443414#listing", "url": "https://www.propertysimple.ai/listing/4260-bear-gully-road-winter-park-fl-32792-o6443414", "name": "4260 BEAR GULLY Road, Winter Park, FL 32792", "description": "RENOVATED 4 BED / 3.5 BATH TWO-STORY | GOURMET KITCHEN | LUXURY VINYL FLOORING | ROOF 2018 | FENCED BACKYARD | CLOSE TO ALOMA AVE & SR 417 Welcome to 4260 Bear Gully Road, a beautifully updated, move-in-ready home for anyone who wants a truly nice place to live. The heart of the home is the gourmet kitchen, fully remodeled just two years ago with upscale cabinetry and modern appliances, perfect for everyday meals and entertaining. Luxury vinyl flooring gives the home a clean, modern look that is easy to maintain. With four bedrooms and four full bathrooms across two stories, everyone has room and privacy, whether for family, guests or a home office. Enjoy the screened lanai and the fenced backyard, ready for pets, play and weekend get-togethers. Added peace of mind: roof replaced in 2018, concrete block and stucco construction, and Flood Zone X. Location is a major plus. You're near the Publix-anchored shopping, dining and services along Aloma Avenue, AdventHealth Winter Park, and the Cross Seminole Trail, with easy access to SR 417 (Central Florida GreeneWay). Winter Park Village and the boutiques and restaurants of Park Avenue are a short drive away. Served by Seminole County Public Schools: Eastbrook Elementary, Tuskawilla Middle and Lake Howell High (buyer to verify). 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