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Land with Home for Sale in Chipley, Florida

2442 Pinewood Dr, Chipley, FL 32428

$239,900
3.45 acres
Active sale
$10k drop
Est $1,303/mo

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!

1,404
Sq feet
3
Beds
2
Full baths
2018
Built

Location

Street address
2442 Pinewood Dr
Community
Grassy Pond Ranch
Elevation
143 feet
Coordinates
30.5012, -85.6439

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

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

NameType
Vernon ElementaryElementary
VernonMiddle
VernonHigh

Listing history

DateEventPriceChangeSource
Apr 29, 2026Price drop$239,900$10,000 -4%BCAR
Apr 16, 2026Back on market$249,900BCAR
Apr 8, 2026Under contract$249,900BCAR
Mar 18, 2026New listing$249,900BCAR
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This 3.45-acre property is located at 2442 Pinewood Dr in Chipley, FL 32428. The property is available for sale for $239,900. It has a 1,404 sq ft 3 bedroom, 2 bath house built in 2018.

Checked 2 hours ago — Updated

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