Winchester, TN Homes for Sale under $300,000

Welcome to this well-maintained, move in ready, 3 bedroom, 2 full bath home situated on a full one-acre lot, offering space, privacy, and outdoor enjoyment. The fully fenced backyard is perfect for entertaining and everyday living, featuring a swimming pool, fire pit, and play set. Enjoy relaxing or hosting gatherings on the covered concrete patio, ideal for year-round use. There is a 50 amp

Aubrey Layne Century 21 Coffee County Realty & Auction

Welcome home to this move-in ready 3-bedroom, 2-bath home perfectly situated on a corner lot in a quiet Winchester neighborhood—located outside the city limits and just minutes from Tims Ford Lake and Twin Creeks Marina. Built in 2003, this 1,420 sq. ft. home offers a comfortable, functional layout with an attached two-car garage and thoughtful updates throughout. Inside, you’ll find welcoming

Paige Morris Southern Middle Realty

Welcome to peaceful country living in beautiful Winchester, Tennessee. Priced below appraised value, this is the perfect option to have instant equity in your next home. This charming property at 240 Myers Road offers the perfect blend of privacy and convenience, nestled on a serene setting just minutes from Tims Ford Lake, city parks, and the historic Winchester town square. Enjoy the quiet

Wade Trammell Keller Williams Realty

Smart Layout! Vaulted ceiling Great Room opens to privacy fenced backyard safe place for kids with concrete patio great for grilling. Master bedroom suite enjoys a full private bath and walk in closet. Split floorplan puts Bedroom two and Bedroom three are on the opposite side of the home. Spacious and open living room with lots of natural sunlight. Laundry/pantry right off kitchen. New Never

Sharon Swafford Swaffords Property Shop

Just a hop, skip, and jump from Tims Ford Lake, we welcome you to experience this beautifully updated and charming ranch-style home in the heart of the desirable Bel- Aire Heights community. This home offers timeless style, & incredible functionality. As you step inside, you’ll immediately notice the abundance of natural light & the warm, inviting feel created by the open floor plan. The kitchen

Elizabeth Padgett Century 21 Volunteer Realty

Currently under contract with 24hr first right of refusal. Completely remodeled 3 bd, 2 ba conveniently located close to town but still private with backyard fencing and oversized detached 1-car garage. Freshly painted with all new kitchen and baths, new lighting, new pex plumbing, new LVP flooring throughout, new tankless water heater, new insulation and new ductwork. Brand new stainless kitchen

Brad Hardy The Hardy Group

*MOTIVATED SELLER* HOME SELLS FURNISHED* Welcome home to 96 Liberty Road — a beautifully updated 3-bedroom, 2-bath home situated on a spacious corner lot just minutes from downtown Winchester. 7 minutes from Twin Creeks Marina on Tim's Ford Lake. Completely renovated in 2018, this property offers modern comfort with timeless charm. Inside, you’ll find an inviting open layout with laminate

Kirsten Nelms Keller Williams Russell Realty & Auction

Lake view, location, and space—this one has it all! Welcome to 1010 North High Street, ideally situated just across the bridge from the lake and the Bass Club with boat ramp access, and only minutes from the square. This 3-bedroom, 2-bath home offers over 1,800 sq ft of convenient one-level living, featuring a huge rec room perfect for entertaining, game days, or a home theater setup. Enjoy

Christopher Smith Synergy Realty Network, LLC

Great duplex in perfect location...convenient to Tims Ford lake, Twin Creeks marina and downtown Winchester! One side had an extensive overhaul in 2025. Both sides are currently rented at 975.00 each. Great return on your money! Allow 24hr showing notice to alert tenants.

Curtis Benchmark Realty, LLC

Welcome to this delightful brick home nestled on a generous corner lot surrounded by mature shade trees. Full of character and timeless appeal, this home features gleaming original hardwood floors that add warmth and authenticity throughout. Perfectly situated close to town and just minutes from Tims Ford Lake. This combines peaceful living with everyday convenience. Replacement windows

Angela Miller John Smith Jr Realty and Auction LLC

Charming and efficiently designed home offering incredible value with generous square footage! This well-maintained property features 2 spacious bedrooms upstairs along with a full bath, plus an additional full bath on the main level for added convenience. The open-concept layout connects the great room, dining area, and a large, updated kitchen—perfect for everyday living and entertaining. Enjoy

Stephanie Dowdy Freedom Realty Group

Great investment property, located in cul de sac. All brick! Two units with central heating and cooling, one with a brand new unit. Large, private back yard. Located close to grocery store, shopping, restaurants, etc. Great return on your money. Both units are rented at 875.00 and 950.00.

Curtis Benchmark Realty, LLC

This all-brick, one-level home in Magnolia Estates offers a clean, move-in ready option just minutes from downtown Winchester and Tims Ford Lake. Inside, the layout is simple and easy to live in, with 3 bedrooms and 2 full bathrooms all on the main floor. The primary suite includes a separate tub and shower, while the secondary bedrooms offer larger closet space than you’d expect in this price

Rachel Ferrell Southern Middle Realty

Welcome to 118 Bel Aire Dr— a charming solid brick home nestled on .34 acres in an established neighborhood. This 3 bedroom, 2 bathroom home offers a spacious kitchen and living room layout, perfect for everyday living and entertaining. The thoughtful floor plan provides comfortable living spaces while the large yard offers plenty of room to enjoy the outdoors. With timeless brick construction

Jessica London Southern Middle Realty

Assumable 5.7% Mortage Rate Rare opportunity in Winchester offering 2 bedrooms, 1 full bath, and a large bonus room that easily functions as a third bedroom. Flexible floor plans with this level of space and versatility near Tim’s Ford Lake are increasingly hard to find at this price point. This home delivers both lifestyle appeal and long-term value potential in a growing Franklin County market.

Brooke Wooley Keller Williams Realty Nashville/Franklin

Charming three-bedroom, two-bath home situated on a beautiful three-quarter acre lot surrounded by mature hardwood trees. This property offers the perfect blend of privacy and convenience with plenty of room for kids, pets, or outdoor entertaining. Inside, you’ll find fresh neutral paint throughout, new flooring, and a spacious kitchen with ample cabinetry and workspace. The desirable

Christopher Smith Synergy Realty Network, LLC

Charming 3-Bedroom, 2-Bath Home in a Great Location! This adorable home offers endless potential! Featuring three bedrooms, two baths, and a fenced-in backyard, it’s perfect for anyone looking to add their own personal touch. Conveniently located near the city park, disc golf course, Bass Club, Tim’s Ford Lake, and all the great amenities Winchester has to offer. Whether you’re looking for a

April Smith John Smith Jr Realty and Auction LLC

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

Cramer Foster Lynch Rigsby Realty & Auction, LLC

3 bed/2 bath home conveniently located near Nissan, downtown Winchester, shopping, dining, and more! Enjoy a fenced-in backyard that's perfect for pets, entertaining, or simply relaxing outdoors. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this property is one you'll want to see! Priced below recent appraisal = instant equity! Receive 1% towards

Timothy Crabtree Benchmark Realty, LLC

Updated brick ranch single story, in the Scenic Heights subdivision, featuring 1822 square feet with three bedrooms, 1 bath, hardwood floors, central air and heat. This large corner lot has a BIG backyard with fully fenced backyard, separate storage building, five parking spaces, close to downtown, minutes from Tims Ford Lake. Updates include HVAC and hot water heater less 5 years old, roof is

Susan Holmes University Realty