# 4260 BEAR GULLY Road, Winter Park, FL 32792 > **TL;DR:** 4bd/4ba single family, $585,000 ($252/sqft), built 2005, 2,322 sqft. > A/C, 2-car garage. Est. $3,129/mo. Listed 41 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $585,000 | | Price/sqft | $252 | | 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 | 41 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,958 | | Estimated Insurance | $171 | | **Total** | **$3,129** | ## 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 ON AN OVERSIZED 0.57-ACRE LOT | GOURMET KITCHEN | SCREENED LANAI | FENCED YARD | ROOF 2018 | FLOOD ZONE X | LOW HOA. Welcome to 4260 Bear Gully Road, a move-in-ready two-story home on nearly 25,000 sq ft of land, with space for a pool, garden or play area (buyer to verify). The gourmet kitchen was fully remodeled two years ago with upscale cabinetry and modern appliances, and luxury vinyl flooring gives the home a clean, low-maintenance look. The primary suite is on the first floor with a walk-in closet, and four bedrooms and three and a half baths give everyone room for family, guests or a home office. Ceiling fans, a two-car garage with opener, and concrete block and stucco construction add comfort and peace of mind. Relax on the screened lanai overlooking the large fenced backyard. Near Publix-anchored shopping and dining on Aloma Avenue, AdventHealth Winter Park, the Cross Seminole Trail and SR 417, with Winter Park Village and Park Avenue a short drive away. Seminole County 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 - **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:** 2026-10-29 **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-bc9a01cced094ef6b6eb06347cc408cc) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4260-bear-gully-road-winter-park-fl-32792-bc9a01cced094ef6b6eb06347cc408cc#listing", "url": "https://www.propertysimple.ai/listing/4260-bear-gully-road-winter-park-fl-32792-bc9a01cced094ef6b6eb06347cc408cc", "name": "4260 BEAR GULLY Road, Winter Park, FL 32792", "description": "RENOVATED 4 BED / 3.5 BATH ON AN OVERSIZED 0.57-ACRE LOT | GOURMET KITCHEN | SCREENED LANAI | FENCED YARD | ROOF 2018 | FLOOD ZONE X | LOW HOA. 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