37398 Homes under $700,000

Welcome to the charming community of Winchester, Tennessee, nestled in the heart of Franklin County and enveloped by the breathtaking beauty of the scenic Appalachian foothills. With the zip code 37398, this area offers a delightful blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and anyone looking to embrace a serene lifestyle.

One of the most appealing aspects of Winchester is the availability of beautiful homes under $700,000. Whether you’re searching for a cozy cottage, a spacious family home, or a contemporary retreat, you’ll find a diverse selection of properties that cater to various tastes and budgets. Many of these homes feature stunning outdoor spaces, perfect for entertaining or simply enjoying the tranquil surroundings. Imagine sipping your morning coffee on a sun-drenched porch or hosting summer barbecues in a lush backyard.

Winchester is also known for its friendly community atmosphere, where neighbors become friends and local businesses thrive. Enjoy leisurely walks around the picturesque downtown area, where you can discover quaint shops, delightful eateries, and vibrant local events that bring everyone together. Plus, with nearby parks and recreational areas, outdoor enthusiasts will love the opportunities for hiking, fishing, and exploring the natural beauty that Tennessee has to offer.

If you’re looking for a place that combines affordability with a warm, welcoming environment, Winchester, TN, with its enticing homes under $700,000, might just be your perfect match. Come and experience the charm of 37398—your new home awaits!

Newest 37398 Homes under $700,000

$209,900

3 Beds ⋅ 2 Baths ⋅ 3626113 MLS ⋅ ACTIVE Status ⋅ 1.09 Acres ⋅ 37398 Zip Code

Investor Special! Situated on approximately 1 acre in Winchester, just minutes from the downtown square! This 3-bedroom, 2-bath home offers 1,700 square feet of living space, including a bonus room. With plenty of potential and room to make it your own, this property is a great opportunity for investors or buyers looking for a renovation project. Property is being sold as-is.

205 Sells St, Winchester

$269,900

2 Beds ⋅ 1 Baths ⋅ 3623676 MLS ⋅ ACTIVE Status ⋅ 0.74 Acres ⋅ 37398 Zip Code

Make plans now to see this extensively renovated home with a FULL basement in the heart of Winchester! Sitting on a huge corner lot and surrounded by mature shade trees, there is still room to expand. Beautifully renovated inside and out, some of the major updates include a new roof, new Hardie Board siding, new heat/air system, new plumbing, new electric, new water heater, new windows, new gutters and downspouts. The newly renovated kitchen includes new cabinets, new quartz counters, new stainless steel appliance package, new faucets and light fixtures. Beautiful new LVP flooring throughout the main level. The renovated bathroom features a custom tiled shower. Updates also include new recessed lighting plus updated drywall, trim and paint. Original pine bedroom walls add character while the rest of the home offers modern finishes and an open, functional layout. Best of all, the FULL basement and oversized lot offer opportunities for additional living space, workshop, storage, garage, recreation area, or future expansion. This home is a great option for owner/occupants (especially if you operate a home-based business!), investors, long or short-term rentals (think AirBnb/VRBO opportunities)! Great location--roughly 1.5 miles to Downtown Winchester and so convenient to Tims Ford Lake, Nissan Decherd, AEDC, Tullahoma, Manchester, and Huntsville.

102 Oak Park, Winchester

$350,000

3 Beds ⋅ 2 Baths ⋅ 3623620 MLS ⋅ ACTIVE Status ⋅ 0.57 Acres ⋅ 37398 Zip Code

Welcome home to this charming 3-bedroom, 2-bath property offering the perfect combination of comfort, style, and versatility! Step inside to discover an inviting open floor plan featuring beautiful LVP flooring throughout, stylish accent walls, and a spacious kitchen complete with quartz countertops and a large island perfect for gathering and entertaining. Need additional living space? The recreation room offers endless possibilities for a second living area, game room, or entertainment space! Outside, enjoy a spacious front yard and a fenced backyard with plenty of room to relax, entertain, or enjoy the outdoors. An added bonus is the separate mother-in-law quarters located in the backyard, providing flexible space for guests or extended family. Conveniently located near beautiful Tims Ford Lake, where boating, fishing, kayaking, and outdoor adventures await! Whether you’re entertaining friends, hosting family, or simply enjoying the comforts of home, this Winchester property has so much to offer. Don’t miss your chance to pick this one! Schedule your private showing today!

19 Carol Cir, Winchester

$350,200

3 Beds ⋅ 3 Baths ⋅ 3620871 MLS ⋅ ACTIVE Status ⋅ 0.71 Acres ⋅ 37398 Zip Code

Lake life, flexible living, and potential rental income—all at 204 Homeward Ave! This updated 3-bedroom, 3-bath home offers nearly 2,000 square feet on a generous 0.71-acre lot, within walking distance of Tims Ford Lake and minutes from downtown Winchester’s square. A gorgeous sunroom provides a bright, inviting place to unwind, while the covered patio and spacious backyard offer room for entertaining, gardening, and enjoying the outdoors. The versatile layout creates options for an in-law or children’s suite, and the detached garage includes plumbing and additional living space previously rented as an apartment. The additional in-law suite is handicapped accessible, along with the step-in shower. Explore the potential for multigenerational living, guest accommodations, or short- and long-term rentals, subject to applicable requirements and approvals. Covered boat or RV parking adds convenience for your next lake adventure.

204 Homeward Ave, Winchester

$369,000

3 Beds ⋅ 2 Baths ⋅ 3620482 MLS ⋅ ACTIVE Status ⋅ 1.97 Acres ⋅ 37398 Zip Code

Stunning New Construction on 1.97 acres!! Experience the perfect blend of modern elegance and peaceful county living in this beautiful new construction home. Step inside and fall in love with the inviting open floor plan, designed for both everyday comfort and effortless entertaining. Gorgeous hardwood and tile flooring add warmth and sophistication throughout while the beautifully tiled shower offers a touch of luxury. Enjoy the convenience of a tankless water heater providing endless hot water and an oversized garage offering plenty of room for vehicles, storage, and more!

Sisk Rd, Winchester

$245,000

2 Beds ⋅ 1 Baths ⋅ 3620452 MLS ⋅ ACTIVE Status ⋅ 0.17 Acres ⋅ 37398 Zip Code

Just under a mile from the Winchester square, 1101 N High St is 1,292 square feet of character with a lot of updates. The living room is the showpiece, with a tongue-and-groove wood ceiling, warm wood accent walls, recessed lighting and a brick fireplace as its centerpiece. Big windows bring in light throughout, and dark wood-look floors run through the main living areas. The kitchen opens to the dining space and has white cabinetry, light stone-look counters, a wood-front peninsula with seating, a gas range and tile floors. There's a separate laundry room with its own door to the backyard, plus built-in shelving for pantry storage. Both bedrooms have ceiling fans and good closet space, and the bath has a subway-tile tub and shower. For storage, there's walk-up stair access to the attic and a basement below. Outside, the covered front porch has a wood ceiling and a swing. The back has a large privacy-fenced yard, a patio and a long gravel drive. It's a quick drive to shops and restaurants downtown and close to the lake for weekends on the water.

1101 High St N, Winchester

$364,900

3 Beds ⋅ 2 Baths ⋅ 3620099 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code

Stunning new construction with country charm and modern elegance!! This gorgeous home nestled on a beautiful half-acre lot, offering the perfect blend of modern style, comfort, and peaceful country living! Step inside to discover beautiful finishes and thoughtful details throughout, including lovely granite countertops and custom closet shelving designed for style and organization. Luxurious vinyl flooring runs throughout the home and enhances the spacious open floor plan. Step outside onto an oversized deck, perfect for entertaining family and friends, grilling out, or simply relaxing and enjoying the fresh country air. The attached two-car garage and concrete driveway add convenience and curb appeal to this beautiful property. Outdoor enthusiasts will love the location! Just minutes from Circle E Guest Ranch, where adventure awaits with horseback trail riding, camping, and plenty of outdoor recreation.

1579 Rowe Gap Rd, Winchester

$469,000

3 Beds ⋅ 3 Baths ⋅ 3619053 MLS ⋅ ACTIVE Status ⋅ 0.32 Acres ⋅ 37398 Zip Code

Its in the details - this home was meticulously designed for luxury and comfort! ** Get 1% towards closing costs + a free appraisal when you use our preferred lender! ** This home has so many details that make it special, from the beautifully crafted coffered ceiling and statement lighting to the thoughtfully selected finishes throughout. The open living area features a cozy fireplace and flows into a spacious kitchen with a large island, perfect for everyday living and entertaining. All three bedrooms are on the main level, with an upstairs bonus room and half bath offering extra flexibility. Located just minutes from Tims Ford Lake and downtown Winchester, with easy access to boating, fishing, local restaurants, and shopping. A beautiful home in a great location with plenty to enjoy both inside and out!

201 Lookout Dr, Winchester

$250,000

3 Beds ⋅ 2 Baths ⋅ 3615203 MLS ⋅ ACTIVE Status ⋅ 0.54 Acres ⋅ 37398 Zip Code

Tims Ford Lake opportunity in Winchester! This 3-bedroom, 2-bath ranch offers approximately 1,552 sq. ft. on approximately 0.54 acres with plenty of potential for the buyer ready to make it their own. Features include hardwood flooring, spacious living areas, an attached garage/carport area, and a generous yard in the Rogers Haven community. Selling AS-IS. Buyer to independently verify any TVA dock/shoreline permit eligibility. Some listing photos have been digitally enhanced to remove personal belongings; the home’s permanent features and current condition should be verified in person.

300 Edgewater Dr, Winchester

$169,900

3 Beds ⋅ 2 Baths ⋅ 3613169 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37398 Zip Code

Charming three bedroom two bath plus bonus that could be used as a fourth bedroom! This home offers character, charm, and space! Located walking distance to the lake and only minutes from downtown.

1011 Massengill St, Winchester

$699,000

4 Beds ⋅ 3 Baths ⋅ 3613006 MLS ⋅ ACTIVE Status ⋅ 0.21 Acres ⋅ 37398 Zip Code

RARE SINGLE-STORY HOME WITH BEAUTIFUL TIMS FORD LAKE VIEWS! Welcome to 353 Hammock Drive, a beautifully positioned 4-bedroom, 3-bath home in the highly sought-after Twin Creeks Village community on Tims Ford Lake. Offering approximately 1,913 square feet, a 2-car attached garage, and one of the few single-story floor plans in the community, this home offers an exceptional combination of easy living, beautiful views, and the resort-style lifestyle Twin Creeks is known for. Inside, the open living spaces are designed for comfortable everyday living and effortless entertaining, with a natural flow to the home’s outdoor spaces. Step outside to a spacious open composite decking patio with plenty of room for dining, entertaining, and gathering while taking in beautiful views of Tims Ford Lake. A screened patio provides another inviting place to enjoy quiet mornings, evening cocktails, or simply the peaceful lake setting. On the 4th of July, you’ll have a front-row view of the fireworks right from your own patio. Thoughtful upgrades add to the home’s comfort and ease of ownership, including a fully encapsulated crawlspace and an irrigation system for the yard. Twin Creeks Village offers a true resort-style lifestyle with convenient access to Twin Creeks Marina, multiple resort-style swimming pools, clubhouse amenities, scenic walking paths, golf-cart-friendly streets, underground utilities, and fiber internet. Located within approximately 1.5 hours of Nashville, Huntsville, and Chattanooga, the home is equally suited for year-round living or a weekend lake escape. With its rare single-story design, beautiful Tims Ford Lake views, exceptional outdoor living spaces, and sought-after Twin Creeks location, 353 Hammock Drive is an opportunity to experience the lake lifestyle without sacrificing everyday comfort and convenience.

353 Hammock Dr, Winchester

$349,900

3 Beds ⋅ 2 Baths ⋅ 3612346 MLS ⋅ ACTIVE Status ⋅ 1.15 Acres ⋅ 37398 Zip Code

Discover the perfect blend of modern comfort and peaceful country living with this beautiful new construction home situated on 1.15 acres. Thoughtfully designed with today's buyer in mind, this home will feature durable hardwood flooring, stunning quartz countertops, a luxurious tiled walk-in shower in the primary suite, and the convenience and efficiency of a tankless water heater. Now is the perfect time to make it your own! Purchase early and you'll have the exciting opportunity to choose your own colors and finishes, adding your personal touch before construction is complete.

Sisk Rd, Winchester

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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.

37398 Homes under $700,000

Newest 37398 Homes under $700,000

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