Refine Search
Map
Sort by
$250,000
ACTIVE Status ⋅ 3252167 MLS ⋅ ACTIVE Status ⋅ 3.724 Acres ⋅ 37398 Zip Code
Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Both Tracts 3 and 4 sale together

AEDC Rd, Winchester
$1,849,999
ACTIVE Status ⋅ 6 Beds ⋅ 4 Baths ⋅ 3226482 MLS ⋅ ACTIVE Status ⋅ 10.55 Acres ⋅ 37398 Zip Code
Exceptional property on 10.5 sprawling acres offering the perfect blend of space, comfort, and resort style outdoor living. The main residence features 3,617 sq. ft. with 6 bed, 3.5 baths, providing ample room for family, guests, and entertaining. The well appointed kitchen showcases beautiful hickory cabinetry, black stainless steel appliances, quartz countertops, abundant storage and generous workspace. The home also as an Electrolux vacuum system built into it. A standout feature of this property is the impressive 2,840 sq. ft. Pool House, thoughtfully designed with stunning tongue and groove ceilings, real hardwood floors, and a full kitchen equipped with stainless steel appliances and granite countertops. Whether used for entertaining, extended family accommodations, a game room, or private retreat, this building offers endless possibilities. Step outside to your own private oasis centered around a spectacular 24x40 custom in-ground pool featuring 2 swim-outs. The expansive outdoor setting creates the ideal environment for relaxing, hosting gatherings, and enjoying year round recreation. With over 6,400 square feet of combined living space between the main home and pool house, premium finishes throughout, and exceptional indoor-outdoor amenities, this one-of-a-kind property presents a rare opportunity to own a true entertainers dream.

3539 Liberty Rd, Winchester
$209,900
ACTIVE Status ⋅ 3 Beds ⋅ 1 Baths ⋅ 3217503 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37398 Zip Code
LARGE PRICE REDUCTION! Welcome home to this charming rambler in the City of Winchester. This home is bursting with character and sits on a large +/- 0.48-acre lot on a quiet street. Walking distance to the historic Winchester Square and Tim’s Ford Lake. Hardwood floors, new kitchen counters, and a fully fenced back yard for your four-legged friends. Mature trees line the back and side yard. Detached, single car garage with concrete floor. Single car attached carport. Roof replaced +/- 2 years ago. Great starter home or investment property. Close to it all, but with the benefits of country life.

208 Lillian St, Winchester
$450,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3211510 MLS ⋅ ACTIVE Status ⋅ 0.55 Acres ⋅ 37398 Zip Code
Charming Southern Elegance Awaits You! Step into a world of timeless beauty and modern luxury with this stunning turn-of-the-century home, meticulously renovated to blend classic charm with contemporary comfort. The heart of the home is the spacious kitchen, featuring exquisite quartz and granite countertops that will inspire your culinary adventures. Whether hosting intimate dinners or grand celebrations, the classic dining room, adorned with original built-in china cabinets, provides the perfect backdrop for memorable gatherings. Retreat to your serene master suite, a luxurious haven offering not one, but two matching closets along with an expansive walk-in closet. The spa-like master bath is a true delight, boasting a twin vanity and a large walk-in shower, all complemented by a stunning white marble floor that adds a touch of sophistication. This Southern gem is not just about beauty; it's about functionality too! A generous 2-4 car garage (depending on your vehicles) and a spacious workshop provide ample storage and workspace for all your needs. The garage doors measure a convenient 9x9 in this 30X40 shop/garage, making access a breeze. Experience peace of mind with modern efficiencies, including a gas water heater and a gas furnace, ensuring your comfort year-round. Ask for the short list of wonderful renovations! Don't miss the chance to call this exquisite property your home. Live in elegance, entertain in style, and create cherished memories in a space that truly reflects the best of Southern charm. Schedule your private showing today and take the first step toward your dream home! https://youtu.be/Qn4Cg1jGLgQ (copy paste video link)

314 NW 4th Ave, Winchester
$695,000
ACTIVE Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 3208025 MLS ⋅ ACTIVE Status ⋅ 0.62 Acres ⋅ 37398 Zip Code
This captivating property, beautifully blending residential charm with commercial potential, is now on the market and ready to redefine your living or working experience. Whether you're looking for a family home or an investiment property, this mixed-use gem offers unparalleled flexibility. Nestled in a vibrant historic district, this property offers superb visibility and accessibility. With a mix of residential and commercial spaces surrounding it, just steps away from local shops, restaurants, and cultural attractions. The formal living room welcomes you with its elegant built-in bookshelves framing a stunning gas log fireplace, perfect for cozy evenings. The beautifully finished wood floors enhance the home's warmth and character, making it an inviting space for both family gatherings or professional meetings. The separate study/office, featuring a private entrance and a second gas log fireplace is ideal for those who work from home or need a quiet space for client meetings. Built-in shelves enhance this versatile room's functionality. The downstairs layout features large bedrooms that share a well appointed jack-and-jill style full bath, offering convenience and privacy. Upstairs, Bedroom 3 includes its own full bath, while Bedroom 4 boasts a separate heat and air unit for personalized climate control. The private suite above the garage is perfect for guests, comlete with its own shower-only full bathroom. This property includes a basement that offers possibilities for storage, or a creative studio. Enjoy extra yard space that fronts S Porter St, presenting unique opportunities for outdoor seating framed by the unique stone bench at the edge of the property. The flexible outdoor area is perfect for a potential cafe outdoor dining, garden or additional parking for a retail business. You have the flexibility to continue using it as a home or convert it into a commercial space to host your business endeavors. (copy video link) https://youtu.be/HU5RftclNE8

110 S Porter St, Winchester
$475,000
ACTIVE Status ⋅ 3206894 MLS ⋅ ACTIVE Status ⋅ 1.27 Acres ⋅ 37398 Zip Code
Rare opportunity to acquire development-ready waterfront land for sale in Winchester, TN with flexible R3A zoning, dual road access, and strong residential development potential on Boiling Fork Creek with access to Tims Ford Lake. This 1.27-acre tract in Franklin County offers level topography, scenic water views, and a highly desirable location just minutes from downtown Winchester and the Winchester square. The property’s zoning supports multiple residential possibilities, including single-family homes, duplexes, and multifamily configurations, providing flexibility for developers seeking a future residential project. The level buildable area and access on two roads create added site-planning options and convenient access points. Located near Hwy 41A, shopping, dining, schools, healthcare, parks, and lake recreation, the property combines accessibility with waterfront appeal. Tims Ford Lake remains one of Middle Tennessee’s most sought-after destinations for residential and recreational development, adding long-term desirability to the location. Buyer to verify all information.

SE 2nd Ave, Winchester
$475,000
ACTIVE Status ⋅ 5 Beds ⋅ 2 Baths ⋅ 3205990 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37398 Zip Code
SELLER OFFERING OWNER FINANCING AT 5.75% — This income-producing property just over a block from downtown Winchester, provides a rare opportunity for buyers seeking investment property in Tennessee with immediate rental income and future flexibility. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence generates approximately $2,000/month in rental income and 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 conveniently positioned within the community. Currently office space with a long-term tenant of 7 years, the layout and location support multiple potential uses, including long-term rental hold, mixed-use potential, or future repositioning within a growing downtown area. Convenient access to local amenities and a strong occupancy history contribute to the property's appeal for investors seeking a centrally located asset in a developing corridor. Buyer to verify all information.

309 NW 2nd Ave, Winchester
$614,900
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 3205583 MLS ⋅ ACTIVE Status ⋅ 5.71 Acres ⋅ 37306 Zip Code
Nestled on 5.71 private acres, this property offers endless potential for the right buyer! The home was in the middle of a remodel when plans changed, giving the next owner a chance to add the finishing touches and truly make it their own. This place has so much to offer: Home has new windows, new skylights and interior doors. Dual fuel HVAC, 500 gallon propane tank on property, Central Vac system, New gutters with screens, 2 wells (1 well is inactive), Pelican water filtration system and more! Crawlspace has all vents sealed off and dehumidifier that kicks on when needed. Wet weather spring on property. Too much to mention! Half bath is off garage and plumbed for vanity and toilet. Bring your ideas and turn this secluded property into something special!

3287 Keith Springs Mountain Rd, Belvidere
$79,000
ACTIVE Status ⋅ 3180680 MLS ⋅ ACTIVE Status ⋅ 0.61 Acres ⋅ 37398 Zip Code
Peaceful County Lot With Beautiful Mountain Views!! Discover the perfect place to build your dream home on this stunning vacant lot nestled in the quiet countryside. Surrounded by natural beauty this lot offers wide open space, fresh air, and lovely mountain views that change with the seasons. With ample space for your custom build, a garden, or small hobbies, the possibilities are endless. Soil study has been done and waiting for it to come back. No barndo's, no mobile homes, and a 1500 sq ft. minimum.

Old Holders Cove Rd, Winchester
$159,000
ACTIVE Status ⋅ 3177894 MLS ⋅ ACTIVE Status ⋅ 0.889 Acres ⋅ 37398 Zip Code
Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Tracts 3 and 4 available for purchase.

AEDC Rd, Winchester
$72,000
ACTIVE Status ⋅ 3152479 MLS ⋅ ACTIVE Status ⋅ 0.91 Acres ⋅ 37398 Zip Code
Beautiful! Just under an acre residential lot is partially cleared and partially wooded. 5 Minutes to Winchester City Park & Public Boat Ramp, 8 Minutes to Winchester Courthouse Square' shopping, theater, restaurants and more. Must See!

Cooper Ln, Winchester
$89,000
ACTIVE Status ⋅ 3124566 MLS ⋅ ACTIVE Status ⋅ 0.27 Acres ⋅ 37398 Zip Code
Corner residential building lot just a stone's throw from Tims Ford Lake and the adorable downtown district of Winchester, TN! This lot is just 7 blocks from the public square and 1 mile from the nearest boat launching ramp which is located in the Winchester City Park. This lot also benefits from a variance that was granted to allow for a larger building footprint. This blank canvas is filled with possibilities!

612 N Jefferson St, Winchester
board logo

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.