Homes with Basements for Sale in Winchester, TN

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ABOUT THIS HOME
Home with Basement for sale in Winchester, TN:
Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation. Inside, you'll find a spacious layout featuring an inviting living area with Panoramic window views, dining room, eat-in kitchen with beautiful wooden cabinets and moveable island ! All this provides plenty of room for family and friends to gather and enjoy the lake or just hanging out playing games and watching movies . 2 bedrooms and 2 full baths for your convenience and the washer

$399,900

2 beds2 baths1,450 sq ft

924 Cline Ridge Rd, Winchester, TN 37398

Moveable island • Oversized decks • Inlet lake access

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Home with Basement for sale in Winchester, TN:
SELLER OFFERING OWNER FINANCING AT 5.75% — An ideal income-producing property just over a block from downtown Winchester, provides a rare opportunity for buyers seeking investment property in Tennessee with flexibility for different uses. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence includes approximately 3,922 sq ft on a . 34-acre lot in the heart of Winchester. The property features original hardwood floors, spacious living areas, and a covered front porch that adds character and tenant appeal. A detached 1-car garage and driveway parking provide additional functionality. Located seconds from the Winchester square and Hwy 41A, the property is convenie

$470,000

5 beds2 baths3,922 sq ft

309 2nd Ave NW, Winchester, TN 37398

0.34 acre lot • Garage • Built 1917

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Home with Basement for sale in Winchester, TN:
VERY MOTVATED SELLER, Beautiful Lake house perfect for multi families. A cozy fireplace adds a touch of warmth and charm to the inviting living space. w/ master located on top floor w/ custom walk-in shower, oversized Jacuzzi tub and private entrance to the covered deck. 2 guest rooms upstairs, and extra guest suite downstairs and lots of open space for entertaining, back patio for relaxing overlooking the lake. This home is move-in-ready making it the perfect lakefront retreat for year-round enjoyment! Cove is Quiet with no traffic. Extra-large 2 car garage up and 1 car garage on basement level.

$840,900

4 beds3 baths3,484 sq ft

282 Owl Hollow Ln, Winchester, TN 37398

Covered deck • Private entrance • Cozy fireplace

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Home with Basement for sale in Winchester, TN:
Discover refined lake living in this expansive 4-bedroom, 3.5-bathroom residence, where understated elegance meets effortless waterfront leisure. Set within a distinguished community, the property affords privileged access to the community boat ramp, a private boat dock, and dedicated boat trailer storage through HOA membership. Fully dock-permissible, it offers the rare freedom to fully embrace lakeside living. Designed for discerning comfort, the luminous sunroom invites quiet reflection with serene water views, while the game room—anchored by a classic pool table—provides an elegant setting for refined entertaining. Newly refinished upstairs floors lend a polished warmth and

$799,900

4 beds3.5 baths4,400 sq ft

105 W Paradise Dr, Winchester, TN 37398

0.86 acre lot • Garage • Built 1997

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Home with Basement for sale in Winchester, TN:
This picturesque Historic home right off the square in Winchester offers 5 bedrooms 3.5 baths and old world charm. Tons of elegant built ins, gas log FP, an amazing office, Very large bedrooms on the 1st floor, 2 car garage, and much more.

$695,000

8 beds3.5 baths3,187 sq ft

110 S Porter St, Winchester, TN 37398

0.62 acre lot • 2 garage spots • Built 1930

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 401 E Petty Ln, Winchester, TN 37398, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths3,960 sq ft

401 E Petty Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 205 Houghton Dr, Winchester, TN 37398, 4 beds, 3 baths

$349,900

4 beds3 baths2,640 sq ft

205 Houghton Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 135 Fanning Bend Dr, Winchester, TN 37398, 4 beds, 3.5 baths

$1,060,000

4 beds3.5 baths2,919 sq ft

135 Fanning Bend Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 369 Fanning Bend Dr, Winchester, TN 37398, 4 beds, 4.5 baths

$899,000

4 beds4.5 baths2,376 sq ft

369 Fanning Bend Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2124 Boswell Rd, Winchester, TN 37398, 4 beds, 3.5 baths

$999,500

4 beds3.5 baths6,803 sq ft

2124 Boswell Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 136 Bay Cove Trl, Winchester, TN 37398, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths4,035 sq ft

136 Bay Cove Trl, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 205 Billy Goat Hill Rd, Winchester, TN 37398, 3 beds, 3 baths

$585,000

3 beds3 baths2,634 sq ft

205 Billy Goat Hill Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1657 Boswell Rd, Winchester, TN 37398, 6 beds, 7 baths

$3,800,000

6 beds7 baths8,002 sq ft

1657 Boswell Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3754 Aedc Rd, Winchester, TN 37398, 2 beds, 1 bath

$399,000

2 beds1 bath3,560 sq ft

3754 Aedc Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 182 Loop Dr, Winchester, TN 37398, 5 beds, 3 baths

$875,500

5 beds3 baths3,640 sq ft

182 Loop Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 232 Loop Dr, Winchester, TN 37398, 5 beds, 4.5 baths

$1,049,000

5 beds4.5 baths3,670 sq ft

232 Loop Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 208 Loop Dr, Winchester, TN 37398, 4 beds, 3.5 baths

$1,050,000

4 beds3.5 baths2,906 sq ft

208 Loop Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 106 Clearview Cir, Winchester, TN 37398, 3 beds, 3 baths

$799,000

3 beds3 baths2,395 sq ft

106 Clearview Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 18 Shady Cove Ln, Winchester, TN 37398, 3 beds, 2 baths

$545,000

3 beds2 baths1,788 sq ft

18 Shady Cove Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 645 Wildwood Trce, Winchester, TN 37398, 2 beds, 3 baths

$1,150,000

2 beds3 baths2,460 sq ft

645 Wildwood Trce, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 466 Willow Oak Dr, Winchester, TN 37398, 3 beds, 3 baths

$479,000

3 beds3 baths4,244 sq ft

466 Willow Oak Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1376 Old Mansford Rd, Winchester, TN 37398, 3 beds, 4.5 baths

$2,095,000

3 beds4.5 baths5,404 sq ft

1376 Old Mansford Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 59 Walnut Dr, Winchester, TN 37398, 3 beds, 3 baths

$740,000

3 beds3 baths2,075 sq ft

59 Walnut Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 52 Narrows Dr, Winchester, TN 37398, 2 beds, 2 baths

$999,000

2 beds2 baths1,428 sq ft

52 Narrows Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 102 Oak Park, Winchester, TN 37398, 2 beds, 1 bath

$269,900

2 beds1 bath1,373 sq ft

102 Oak Park, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 203 W Petty Ln, Winchester, TN 37398, 3 beds, 1 bath

$199,900

3 beds1 bath1,271 sq ft

203 W Petty Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 406 2nd Ave NW, Winchester, TN 37398, 3 beds, 1 bath

$125,000

3 beds1 bath1,150 sq ft

406 2nd Ave NW, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 7334 Lynchburg Rd, Winchester, TN 37398, 3 beds, 2.5 baths

$159,900

3 beds2.5 baths1,444 sq ft

7334 Lynchburg Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2077 Holders Cove Rd, Winchester, TN 37398, 4 beds, 1 bath

$150,000

4 beds1 bath1,580 sq ft

2077 Holders Cove Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3539 Liberty Rd, Winchester, TN 37398, 6 beds, 3.5 baths

$1,849,999

6 beds3.5 baths3,617 sq ft

3539 Liberty Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1485 Water Tank Rd, Winchester, TN 37398, 3 beds, 4 baths

$1,475,000

3 beds4 baths6,300 sq ft

1485 Water Tank Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 219 Old Mill Rd, Winchester, TN 37398, 3 beds, 2 baths

$349,000

3 beds2 baths3,050 sq ft

219 Old Mill Rd, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 318 N Porter St, Winchester, TN 37398, 4 beds, 5.5 baths

$2,119,040

4 beds5.5 baths6,160 sq ft

318 N Porter St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 0 Leatherwood Dr, Winchester, TN 37398, 3 beds, 4.5 baths

$1,999,000

3 beds4.5 baths3,438 sq ft

0 Leatherwood Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 61 Joy Cir, Winchester, TN 37398, 6 beds, 5.5 baths

$1,399,900

6 beds5.5 baths6,176 sq ft

61 Joy Cir, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 109 Carter Farris Ln, Winchester, TN 37398, 6 beds, 4 baths

$500,000

6 beds4 baths3,158 sq ft

109 Carter Farris Ln, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 210 Cascade Dr, Winchester, TN 37398, 4 beds, 4.5 baths

$774,900

4 beds4.5 baths3,090 sq ft

210 Cascade Dr, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 322 N Porter St, Winchester, TN 37398, 4 beds, 4.5 baths

$1,799,000

4 beds4.5 baths5,019 sq ft

322 N Porter St, Winchester, TN 37398

Listing provided by REALTRACS as Distributed by MLS Grid

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Homes with Basements for Sale in Winchester

There are currently 38 homes with basements for sale in Winchester at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 91 days. Popular neighborhoods include Franklin Hills. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 23 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 5 townhouses, and 3 multi-family units for sale in Winchester last month. Find your dream home in Winchester 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 Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester 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 Sun Aug 30 2026. 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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