Winchester Homes under $400,000

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Newest Winchester Homes under $400,000

$129,900

3 Beds ⋅ 1 Baths ⋅ 3611084 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37398 Zip Code

Home with great potential, on large lot in great neighborhood. Home was originally 3br 1 bath but it's a clear canvas right now, allowing for the right buyer to reshape the property to their liking. Conventional or Cash offers due to condition. Owner Financing available with 20k down payment financed at 10% interest rate. $1181 payment on 15 year loan, lenght of term is negotiable payment would vary accordingly.

115 NW 11th Ave, Winchester

$399,900

2 Beds ⋅ 2 Baths ⋅ 3610672 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code

Welcome to your dream home in a brand-new 55+ community designed for comfort, convenience, and low-maintenance living. This newly constructed, single-level home offers a thoughtfully designed floor plan with no steps, making everyday living effortless. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with a large flex room perfect for a home office, hobby space, or guest area. The open-concept layout is complemented by custom cabinetry and beautiful quartz countertops in both the kitchen and bathrooms, blending style with functionality. Step outside to relax on the covered back porch, ideal for morning coffee or quiet evenings. Built with durable, low-maintenance Hardie board siding, this home allows you to spend less time on upkeep and more time enjoying life. As part of this vibrant 55+ community, residents enjoy access to exceptional amenities including a clubhouse, swimming pool, fitness center, and dog park—everything you need for an active and social lifestyle. Don’t miss this opportunity to own a brand-new home in a welcoming, amenity-rich neighborhood!

56 Deer Valley Cir, Winchester

$219,900

3 Beds ⋅ 2 Baths ⋅ 3602885 MLS ⋅ ACTIVE Status ⋅ 0.30000000000000004 Acres ⋅ 37398 Zip Code

Welcome home to this spacious 2,040 sq ft double-wide manufactured home on a permanent foundation! This home features large bedrooms throughout, each with a walk in closets, offering plenty of space and storage. The kitchen offers an abundance of countertop space and cabinets, along with a large island - perfect for cooking, gathering, and entertaining. This home offers generous living space and wood burning fireplace. Retreat to to the oversized primary suite, complete with a huge walk in closet and a private bath featuring a soaking tub, an 8' vanity with a dedicated makeup area, and extra storage. Enjoy the outdoors from the large concrete front porch, and take advantage of the fully fenced backyard with a 24' above ground pool- ideal for summer fun! Extra storage provides added convivence.

1110 Hunt St, Winchester

$345,000

3 Beds ⋅ 2 Baths ⋅ 3602829 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37398 Zip Code

New Price and Offering Buyer Concessions!! Let's take a looksie. Welcome home to this beautifully remodeled 3-bedroom, 2-bath ranch offering the ease of all one-level living & stylish updates throughout. From the moment you step inside, you’ll appreciate the fresh, modern feel created by brand-new luxury vinyl plank flooring throughout the home & new tile flooring in both bathrooms. The spacious living area is warm & inviting, offering the perfect place to relax or entertain. The adjoining kitchen & dining area provide an open, functional layout ideal for everyday living & gatherings. The private primary suite features elegant trey ceilings, creating a spacious retreat you’ll love. The ensuite bath includes new sliding barn door entry, double vanities, a relaxing soaking tub w jets, separate walk-in shower & large walk-in closet, offering both comfort & convenience. Two additional bedrooms are generously sized & share a full bath, making this home perfect for the whole crew, guests, your hobbies or a home office. Step outside to enjoy the brand-new covered deck overlooking the fully fenced, level backyard—ideal for morning coffee, outdoor dining, entertaining, or simply relaxing. The level yard offers plenty of space for the pets, gardening, or play. Let's not forget the huge oversized two car boat garage with brand new garage door.. Yes deep enough for your boat! This home is truly move-in ready.The low-maintenance, one-level floor plan & modern finishes provide the perfect combination of comfort, style & functionality. Conveniently located near Tims Ford Lake, Twin Creeks Marina, several boat ramps, the Elk River for Fly Fishing, shopping, dining, schools & everyday amenities, this beautifully updated home is ready for its new owners. If you’re looking for turnkey living, modern upgrades & fantastic outdoor space, this home checks all the boxes. Don’t miss your opportunity to own this move-in-ready gem!

79 Charlotte Dr, Winchester

$217,900

3 Beds ⋅ 2 Baths ⋅ 3602587 MLS ⋅ ACTIVE Status ⋅ 0.51 Acres ⋅ 37398 Zip Code

Complete Renovation in 2026! Cute 3 bed/1.5 bath home totally updated with LVP flooring throughout, SS appliances, washer & dryer and all new bathroom. Home has a complete cellar underneath with separate entry on back that could be finished at buyer's discretion or make a great storage. New vinyl windows. Large yard that is partially fenced. Property extends into the back treeline. Close to Winchester square, hospital, public library and more.

417 Laura Ave, Winchester

$189,900

2 Beds ⋅ 1 Baths ⋅ 3602546 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 37398 Zip Code

Take A Look!! This adorable totally renovated 2-bedroom, 1-bath cottage that blends cozy charm with fresh modern updates! Step inside to find beautiful LVT flooring throughout, a bright and inviting interior, and an updated kitchen featuring stainless steel appliances. The bathroom has been refreshed with stylish tile surrounding the bathtub, adding a clean, modern touch. Outside you will appreciate the durability and low maintenance of the metal roof. Conveniently located close to town, shopping, dining, and everyday amenities, this charmer would make a wonderful starter home, downsizing option, or investment property.

407 Laura Ave, Winchester

$350,000

3 Beds ⋅ 3 Baths ⋅ 3602049 MLS ⋅ ACTIVE Status ⋅ 0.53 Acres ⋅ 37398 Zip Code

Welcome to this beautiful three-bedroom, two-and-a-half-bath home situated on over half an acre in Winchester, Tennessee, conveniently located near Tims Ford Lake and historic Lynchburg, home of the Jack Daniel’s Distillery. This two-story home features an inviting open floor plan with LVP flooring throughout the main living areas and beautiful accent walls that add character to the living room. The kitchen features custom cabinetry, butcher-block countertops, stainless steel appliances, and a large center island perfect for gathering and entertaining. The spacious primary suite is located on the main level and offers a large walk-in closet with shelving, double vanity sinks, and a beautiful walk-in tile shower. Upstairs, you’ll find two additional bedrooms and a full bath. Outside, enjoy the covered front porch, rear patio, and spacious yard, all situated on over half an acre. A one-car garage provides additional parking and storage. Enjoy peaceful living with convenient access to Tims Ford Lake, Lynchburg, and everything the surrounding area has to offer!

6063 Mansford Rd, Winchester

$264,900

3 Beds ⋅ 2 Baths ⋅ 3599190 MLS ⋅ ACTIVE Status ⋅ 0.35000000000000003 Acres ⋅ 37398 Zip Code

Welcome home to this beautiful 3br 2ba home located in a nice, established neighborhood! This home features beautiful HW flooring, a new roof, and a welcoming covered front porch for that morning coffee. Inside you will find a spacious layout with a huge kitchen offering plenty of room for entertainment, cooking, and gatherings of family and friends. The sunroom provides a wonderful added space to relax and enjoy natural light year round. This home is a must see!!

114 Hillcrest Dr, Winchester

$309,900

3 Beds ⋅ 2 Baths ⋅ 3598640 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code

There’s a lot to love about this 3-bedroom, 2-bath home in Winchester! With 1,834 square feet, there’s plenty of room to spread out, plus several recent updates that make the home feel fresh and ready to enjoy. New paint runs throughout, and the kitchen has gotten a refresh of its own with two-tone cabinetry, updated hardware, tile backsplash, and new LVP flooring. Just off the kitchen, a large new pantry gives you plenty of extra storage, and the mudroom has new LVP flooring as well. Outside, mature trees and an established neighborhood give the home a setting that’s hard to recreate with new construction. Come take a look!

371 Myers Rd, Winchester

$249,000

3 Beds ⋅ 2 Baths ⋅ 3597234 MLS ⋅ ACTIVE Status ⋅ 0.52 Acres ⋅ 37398 Zip Code

Welcome to this charming 1,344-square-foot brick ranch offering 3 bedrooms and 2 baths in a convenient Winchester location! This well-located home provides easy access to the activities and amenities that make the area so desirable, including Winchester City Park, beautiful Tims Ford Lake for boating and recreation, and historic Downtown Winchester with local dining, shopping, and the lively Square. Outside, you’ll find a spacious front and back yard with plenty of room for entertaining, relaxing, gardening, or enjoying time with family and friends. A detached metal shop/garage provides abundant space for parking, storage, hobbies, or a workshop, with plenty of room to work and create. The home also has an attached garage. With its classic brick exterior, functional floor plan, generous outdoor spaces, and detached shop/garage, this property offers both comfort and versatility in a great location close to everything Winchester has to offer! Property is Selling As Is.

222 Orchard Ln, Winchester

$285,000

3 Beds ⋅ 1 Baths ⋅ 3594390 MLS ⋅ ACTIVE Status ⋅ 0.19 Acres ⋅ 37398 Zip Code

Charming 3 bed, 1 bath in the Heart of Winchester. Cute as a button and newly remodeled, this inviting home offers comfort, convenience, and an incredible bonus—an additional approximately 45'x207' lot included with the property. Inside, the home features fresh updates throughout and a concrete basement, perfect for storage or hobbies. The layout is cozy and efficient, ideal for anyone seeking an easy‑to‑maintain home with character. Located right in the heart of Winchester, you’re just moments from downtown shops, dining, and the historic town square. Enjoy walkable living with small‑town charm and room to breathe. Appliances have been ordered.

814 S High St, Winchester

$369,125

3 Beds ⋅ 2 Baths ⋅ 3594139 MLS ⋅ ACTIVE Status ⋅ 1.15 Acres ⋅ 37398 Zip Code

New construction near Tims Ford Lake! This beautifully crafted 3-bedroom, 2-bath home offers 1,420 sq ft of thoughtfully designed, all-level living on a level 1.15-acre lot, just minutes from two boat ramps and Winchester Bass Club. Built by Knob Creek Home & Barn, the barndominium/Craftsman-inspired design combines quality construction, upgraded mechanical systems and distinctive finishes throughout. Inside, you'll find LVP flooring throughout the main living areas and bedrooms with tile flooring in both baths—no carpet anywhere. The open living space features custom cabinetry, quartz countertops, a movable kitchen island, built-in pantry shelving, upgraded lighting and ceiling fans. The primary suite features an extra-large tiled shower with rain showerhead and a beautifully built vanity topped with quartz. The second bath also features a quartz-topped vanity. Thoughtfully designed shelving in every closet and the pantry adds functional storage, while the utility room includes upper and lower cabinetry with a countertop workspace. Upgraded mechanicals include a Bryant 2.5-ton, 95% efficient natural-gas split HVAC system with a 10-year warranty and a Rinnai tankless natural-gas water heater with a 10-year warranty, providing efficient comfort and on-demand hot water. Quality continues behind the finishes with 2x6 exterior walls, underground utilities, 40-year warranties on the siding and roofing, 36-inch entry doors and an attached 2-car garage with insulated walls and an insulated garage door. Cypress posts and beams, a mahogany front door and covered concrete front porch give the exterior warmth and character. Out back, the concrete patio overlooks an open pasture, creating a peaceful setting to enjoy the surrounding countryside. With upgraded construction, energy-efficient systems, level acreage and easy access to Tims Ford Lake, this new Winchester home offers a thoughtful combination of craftsmanship, comfort and Tennessee lifestyle.

36 Meadowwood Ln, 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.