Winchester Homes under $500,000

Welcome to Winchester, Tennessee – a charming city nestled in the heart of Franklin County, where Southern hospitality meets the serene beauty of nature. Known for its vibrant community spirit and rich history, Winchester offers a delightful blend of small-town charm and modern amenities. As the gateway to the stunning Tims Ford Lake, residents enjoy a plethora of outdoor activities, from fishing and boating to hiking along scenic trails.

Winchester is not just a picturesque location; it’s a place where families can thrive. With highly-rated schools, friendly neighborhoods, and a variety of local shops and restaurants, it’s no wonder that many are choosing to call this lovely city home. The strong sense of community is palpable at local events and festivals, making it easy to connect with neighbors and create lasting memories.

For those seeking affordable housing options, Winchester is a hidden gem. The real estate market offers a range of homes under $500,000, making it accessible for first-time buyers, families, and retirees alike. Whether you’re looking for a cozy cottage, a spacious family home, or a charming bungalow, you’ll find a diverse selection of properties that cater to various tastes and needs.

With its welcoming atmosphere, beautiful landscapes, and affordable housing, Winchester, TN, is the perfect place to plant your roots. Discover your dream home in this idyllic city, where every day feels like a breath of fresh air. Come experience the warmth and charm of Winchester – a place you’ll be proud to call home!

Newest Winchester Homes under $500,000

$469,000

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

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 ⋅ COMING SOON / HOLD 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

$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 LVT 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

$389,000

2 Beds ⋅ 1 Baths ⋅ 3611610 MLS ⋅ ACTIVE Status ⋅ 9.57 Acres ⋅ 37398 Zip Code

NEW, IMPROVED price on prime real estate in Franklin County!! With over 600' of road frontage on AEDC Rd and next door to Scenic View Golf Course, 3754 AEDC Rd boasts TWO viable dwellings, along with 9.57 acres of picturesque farm land, complete with panoramic views of the mountains. Build your dream home or develop the parcel into smaller lots. Rehab the dwellings to have the perfect mini farm. The sky is the limit here for those looking for prime land with the potential of returns through multiple avenues. Sellers do not wish to divide the property for sale at this time! This property has one site-built single-family home and one manufactured home on a permanent foundation that, while needing some work, have been well-maintained by the current owners. The site-built single-family home has 1256 sq ft of livable space with 2 bed/1 bath and a detached one car garage. There is also an eat-in kitchen, living area and large utility room with washer/dryer hookups. The covered back deck offers the perfect place to sit and take in the mountain views. For those looking to increase square footage, there is ample opportunity to utilize some of the ample attic space to create more living area. There is also a full basement. The manufactured home is 3 bed/2 bath. It is approximately 1100 sq ft. It is on a permanent foundation and has a covered, attached carport. Buyer and/or buyer's agent to verify all information. Showings by appointment only.

3754 Aedc Rd, Winchester

$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 ⋅ 0.3 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

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