
Land with Home for Sale in Chipley, Florida
2442 Pinewood Dr, Chipley, FL 32428
Giddy up--or slow down--3.45 acres of purpose, privacy, and protected beauty just hit the market. This isn't just a property--it's a rare opportunity to live in harmony with one of Florida's most beloved native species: the gopher tortoise. Whether you're dreaming of farm-to-table living, craving space to breathe, seeking a private homestead, a seasonal escape, or a meaningful connection to the land, this unique offering invites you into a lifestyle that's equal parts freedom and stewardship. Located in the quiet, sought-after community of Grassy Pond Ranches, this beautifully maintained 3-bedroom, 2-bath home sits on 3.45 acres--shared, respectfully, with resident gopher tortoises, a protected keystone species that play a vital role in Florida's ecosystem. For the right buyer, this isn't a compromise--it's a calling. Built in 2018, this 1,404 sq ft residence is light, bright, and completely move-in ready. Features include new carpet, a functional split-bedroom layout, and a hidden pantry (yes--it's as cool as it sounds) that adds both charm and everyday practicality. All of this sits on 3.45 acres of natural Florida landscape, partially fenced, and home to a thriving colony of gopher tortoises. This protected species creates a unique environment that conservation-minded buyers will truly appreciate. Due to the presence of tortoise burrows, the property is best suited for low-impact use - think gardening, peaceful outdoor living, and enjoying the land as it was meant to be experienced. There may be opportunities to fence smaller designated areas, but the overall setting encourages a more intentional, preservation-focused lifestyle. No HOA equals no rental restrictions--giving you the flexibility to use the property as a full-time residence, weekend escape, or income-producing investment (think of the super cool niche Airbnb market this could become!) Residents of Grassy Pond Ranches enjoy private equestrian access directly into Northwest Florida Water Management District lands, offering miles of riding and hiking trails right from your neighborhood. All of this, while still conveniently located to Panama City, Chipley, and I-10--giving you the perfect balance of seclusion and accessibility. Some properties offer space. Others offer a lifestyle. This one offers a chance to preserve something meaningful!
Location
- Street address
- 2442 Pinewood Dr
- County
- Washington County
- Community
- Grassy Pond Ranch
- Elevation
- 143 feet
Directions
From Hwy 77 in Greenhead, turn east onto Grassy Pond Rd (next to the Rainbow Store), Keep right at the Y onto Pinewood Dr, 2442 will be on the left side of the road. Sign up. Address is a little hard to see. Apple GPS took me straight there.
Property details
- Acreage
- 3.45 acres
- Zoning
- County
- MLS #
- BCAR 786985
- Posted
Parcels
- 00000000-00-3073-0121
Legal description
9 1 14 3.45 ORB 1152 P 205 LOT 20 LV/E REC PLAT
Details and features
Listing
- Type
- Residential
- Franchise
- None
Exterior
- Parking
- Garage
- Pool
- Deck
Structure
- Stories
- 1
- Heating
- Central, Electric
- Cooling
- Ceiling Fan(s), Central Air
- Materials
- Vinyl Siding
- Roof
- Composition, Shingle
Interior
- Room Count
- 7
- Rooms
- Bathroom x 2, Bedroom x 3, Dining Room, Laundry Room x 2
- Flooring
- Vinyl
- Appliances
- Electric Oven, Electric Range, Electric Water Heater
Nearby schools
| Name | Type |
|---|---|
| Vernon Elementary | Elementary |
| Vernon | Middle |
| Vernon | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Apr 29, 2026 | Price drop | $239,900 | $10,000 -4% | BCAR |
| Apr 16, 2026 | Back on market | $249,900 | — | BCAR |
| Apr 8, 2026 | Under contract | $249,900 | — | BCAR |
| Mar 18, 2026 | New listing | $249,900 | — | BCAR |






































