Pending Listings in Gainesboro, TN

11 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Come enjoy the peaceful living this property has to offer! With its unrestricted 2.36ac lot the sky is the limit. The home offers 3bd/2.5ba with large rooms and a huge living area. This home is just over 1800sqft which gives you and your family plenty of space. The home has been well taken care of over the years. Updates include new paint, new lighting, new flooring, New gfci outlets, Roof maintenance with new screws where needed, and windows updated 8yrs ago as well. The Free State community is a great place to live and convenient to all the amenities in Gainesboro.

$249,900

3 beds2.5 baths1,808 sq ft

121 Bill Dudney Ln, Gainesboro, TN 38562

New lighting • Unrestricted lot • Updated windows

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Move in ready home sitting on 8+/- acres. Home offers 3bd/2ba with a split floor plan. Large Primary Suite with huge walkin closet. The kitchen offers a large island with open floor plan to the living area. This home has gorgeous hardwoods throughout the main living areas. Two covered porches for outdoor living. New roof in 2023. The property also features a huge 40x42 shop with wood stove, 14ft tall doors. Barn is 40x47 with attached shed, RV hookup, AC and wood stove. Convenient to Roaring River, Cummins Fall State Park and Dale Hollow Lake. 20 miles to I40, 23mi to Cookeville, 20mi to Livingston

$410,000

3 beds2 baths1,800 sq ft

1130 York Hwy, Gainesboro, TN 38562

Huge shop • Large island • 14ft tall doors

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Tucked away at the end of a long, private driveway, this distinctive estate sits on 14 acres of unrestricted, level, fully fenced pasture. .. perfect for horses, livestock, or a gentleman's farm! This stately brick home features vaulted ceilings, an elegant staircase, and sun filled living spaces that frame views of the fields beyond. The primary bedroom is conveniently located on the main level, w/ 3 bedrooms and an additional loft area upstairs. The man cave has been finished with cedar, leading out to a large patio. New HVAC unit & windows with a lifetime transferable warranty throughout! A 30'X50' detached 3 car garage w/ electric provides ample storage and flexibility for your ve

$899,900

4 beds2.5 baths3,400 sq ft

547 Martin Ridge Ln, Gainesboro, TN 38562

Fully fenced pasture • Private driveway • Large patio

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Custom Home located just off Hwy 56 in the lovely Hailey Ridge subd. Nestled on just over 3 acres this 3BR/2BA, 1984 sq ft home is just minutes from Gainesboro, Cookeville and I40. The home features trayed ceilings in the living room with an open concept kitchen and large island. The gorgeous custom kitchen features a large custom hood, a 48'' duel fuel gas range with 2 ovens and open shelving. The laundry area has plenty of shelving. The primary ensuite has a large bathtub and shower with walk in closet. On Demand water heater. This home also features large guest bedrooms. Downstairs in the walk out unfinished basement is tons of storage and a one car garage. The lot has matures trees. Don

$429,900

3 beds2 baths1,984 sq ft

347 Hailey Ridge Ln, Gainesboro, TN 38562

Custom kitchen • Open concept kitchen • Custom home

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, MS:
Exciting Opportunity: Unfinished Home with Endless Potential! Step into your dream home project with this quaint unfinished property. Offering a canvas to create your vision, this home features an open floor plan with an abundance of natural light. With a floor plan framed for 2 bedrooms and 2 bathrooms, this property provides the perfect space for living and entertaining. 5+acre private lot with potential for landscaping or outdoor amenities. Ideal for investors or homebuyers looking for a personalized touch and just minutes to an abundance of recreational parks and lakes. Take advantage of this rarity. Whether you're a visionary homeowner or a savvy investor, this unfinished home

$144,900

— beds— baths1,000 sq ft

172 Beaver Ln, Gainesboro, MS 38652

Open floor plan • Private lot • Recreational parks

Property at 157 Brown Cemetery Ln, Gainesboro, TN 38562, 2 beds, 2 baths

$199,900

2 beds2 baths1,500 sq ft

157 Brown Cemetery Ln, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 183 Borden St, Gainesboro, TN 38562, 2 beds, 1 bath

$161,000

2 beds1 bath1,040 sq ft

183 Borden St, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1872 Jennings Creek Hwy, Gainesboro, TN 38562

$879,900

— beds— baths— sq ft

1872 Jennings Creek Hwy, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 478 S Grundy Quarles Hwy, Gainesboro, TN 38562, 3 beds, 2 baths

$215,000

3 beds2 baths1,542 sq ft

478 S Grundy Quarles Hwy, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 513 Draper Ln, Gainesboro, TN 38562, 2 beds, 2 baths

$139,900

2 beds2 baths990 sq ft

513 Draper Ln, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 190 Borden St, Gainesboro, TN 38562, 2 beds, 1 bath

$159,900

2 beds1 bath900 sq ft

190 Borden St, Gainesboro, TN 38562

Listing provided by REALTRACS as Distributed by MLS Grid

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
You know that home you save on Pinterest and think “one day”? This is it, in real life. Designer magazine charm meets peaceful Tennessee acreage, giving you elevated country living without sacrificing style. Inside, every room feels intentional with fresh upgrades, warm textures, and spaces that invite you to slow down and stay awhile. Two ensuite bedrooms (one on the main level) make hosting or multi-gen living effortless. The kitchen frames your own private view with massive picture windows and natural light pouring in. Outside, just under 3 fully fenced acres offer room to breathe — plus a 50x30 barn ready for hobbies, storage, or workspace. This is a rare blend of comf

$595,000

4 beds3 baths2,873 sq ft

3112 Shipley Rd, Cookeville, TN 38501

Fully fenced acres • Tennessee acreage • 50x30 barn

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Brand new home on an amazing piece of land. Country living at its best. Plenty of room for a shop or garden. New kitchen appliances. Northern insulation package. 16x20 concrete patio. split-face block. Energy star home. Property Taxes to be determined.

$249,000

4 beds2 baths1,904 sq ft

2211 Wartrace Hwy, Pleasant Shade, TN 37145

Energy star home • Room for a shop • Room for garden

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Remodeled 2-Bed, 1-Bath Home – Prime Location Near the Lake! This charming home was thoughtfully remodeled in 2024 and is move-in ready! Featuring new HVAC, new flooring, doors, appliances, and countertops. Enjoy relaxing on the spacious back deck or venture nearby to the lake and local elementary school. Perfect for first-time buyers, downsizers, or as a weekend getaway. Don’t miss this fantastic opportunity!

$144,900

2 beds1 bath896 sq ft

122 Kempville Hwy, Pleasant Shade, TN 37145

New doors • New hvac • New flooring

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
Brand new home on an amazing piece of land. Country living at its best. Plenty of room for a shop or garden. New kitchen appliances. Northern insulation package. Energy star home. Property Taxes to be determined.

$229,000

3 beds2 baths1,264 sq ft

2171 Wartrace Hwy, Pleasant Shade, TN 37145

Energy star home • 1.71 acre lot • Built 2024

Listing provided by REALTRACS as Distributed by MLS Grid

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
LOOKING FOR A BEAUTIFUL 4 BEDROOM 2 BATH HOME WITH BEAUTIFUL YEAR ROUND LAKE VIEWS if so then this one is for YOU!! This home is absolutely beautiful and completely renovated!! Home consists of Large Kitchen with new custom cabinetry - Large Formal Living Room - Huge Den/ Bonus Room that is used as a 5th bedroom - Roof is only 2 years old - Replacement windows are just a few years old - large covered porches - Home has 2 Hot Water Heaters along with 2 Septic systems - Large she shed - Large 1 bedroom 1 bath TINY HOME - Super Large 2 car garage/shop building - All of this sitting on 1.8 acres and could very easily be platted off for building lots . THIS IS A MUST SEE PROPERTY!!!

$309,900

4 beds2 baths2,218 sq ft

140 Wartrace Hwy, Pleasant Shade, TN 37145

Huge den bonus room • Large kitchen • New custom cabinetry

Listing provided by REALTRACS as Distributed by MLS Grid

PENDING

ABOUT THIS HOME
Pending Listing in Gainesboro, TN:
This adorable 3-bedroom, 2-bath home is full of personality and perfectly situated close to Cookeville. Step inside to a warm, inviting space and enjoy the outdoors with a fenced yard, a cozy back deck, and even a chicken coop for your feathered friends. A standout feature is the impressive 14x24 workshop, fully equipped with 100-amp, 240-volt power—ideal for hobbies, projects, or extra storage. With its thoughtful touches, cozy vibe and great outdoor amenities, this home is ready to welcome you!

$265,000

3 beds2 baths1,196 sq ft

7869 Hilham Rd, Cookeville, TN 38506

100-amp power • Fenced yard • 240-volt power

(931) 400-2008

Property at 1103 Wartrace Hwy, Pleasant Shade, TN 37145, 3 beds, 2 baths

$279,000

3 beds2 baths1,230 sq ft

1103 Wartrace Hwy, Pleasant Shade, TN 37145

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 53.62 ac New Hope Rd, Hilham, TN 38568

$498,650

— beds— baths— sq ft

53.62 ac New Hope Rd, Hilham, TN 38568

Property at 0 Webster Branch Ln, Whitleyville, TN 38588

$159,900

— beds— baths— sq ft

0 Webster Branch Ln, Whitleyville, TN 38588

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 208 Turkey Town Rd, Hilham, TN 38570

$49,999

— beds— baths— sq ft

208 Turkey Town Rd, Hilham, TN 38570

Property at 5154 Dry Mill Crk, Hilham, TN 38568

$2,000,000

— beds— baths— sq ft

5154 Dry Mill Crk, Hilham, TN 38568

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 0 Granville Hwy, Granville, TN 38564

$289,900

— beds— baths— sq ft

0 Granville Hwy, Granville, TN 38564

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 4746 Maple Shade Cir, Cookeville, TN 38501, 3 beds, 2 baths

$253,900

3 beds2 baths1,315 sq ft

4746 Maple Shade Cir, Cookeville, TN 38501

Property at 0 Funn Branch Rd, Pleasant Shde, TN 37145

$399,900

— beds— baths— sq ft

0 Funn Branch Rd, Pleasant Shde, TN 37145

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 727 Hutcheson Rd, Cookeville, TN 38506, 3 beds, 2 baths

$268,500

3 beds2 baths1,152 sq ft

727 Hutcheson Rd, Cookeville, TN 38506

Property at 7299 Union Camp Rd, Lafayette, TN 37083, 3 beds, 2 baths

Unknown

3 beds2 baths1,660 sq ft

7299 Union Camp Rd, Lafayette, TN 37083

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1704 Timber Trl, Cookeville, TN 38501, 3 beds, 3 baths

$675,000

3 beds3 baths3,256 sq ft

1704 Timber Trl, Cookeville, TN 38501

Property at 5898 Hilham Rd, Cookeville, TN 38506, 3 beds, 2 baths

$464,900

3 beds2 baths2,315 sq ft

5898 Hilham Rd, Cookeville, TN 38506

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 6180 Bob Lynn Rd, Cookeville, TN 38501

$249,900

— beds— baths— sq ft

6180 Bob Lynn Rd, Cookeville, TN 38501

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 0 Kempville Hwy, Carthage, TN 37030

$89,900

— beds— baths— sq ft

0 Kempville Hwy, Carthage, TN 37030

Listing provided by REALTRACS as Distributed by MLS Grid

Pending Listings in Gainesboro

There are currently 11 pending listings for sale in Gainesboro at a median listing price of $199K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Gainesboro stay on the market for 121 days. This map is refreshed with the newest listings in Gainesboro every 15 minutes.

In the past month, 1 home has been sold in Gainesboro. In addition to houses in Gainesboro, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Gainesboro last month. Find your dream home in Gainesboro using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Gainesboro are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Gainesboro. Our Gainesboro real estate stats and trends will give you more information about home buying and selling trends in Gainesboro. If you're looking to sell your home in the Gainesboro area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Gainesboro with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Based on information submitted to the MLS GRID as of Tue Nov 25 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Pending Listings in Gainesboro, TN

Pending Listings in Gainesboro

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