Winchester Real Estate

Welcome to Winchester, a charming city nestled in the heart of Franklin County, Tennessee. Known for its picturesque landscapes and friendly community, Winchester offers the perfect blend of small-town charm and modern amenities.

With a rich history dating back to the early 19th century, Winchester boasts a vibrant downtown area filled with local shops, restaurants, and cultural attractions. Residents and visitors alike can explore historic sites such as the Old Jail Museum and the Franklin County Courthouse, or enjoy outdoor activities at nearby Tims Ford State Park.

In Winchester, you'll find a variety of housing options to suit every lifestyle, from cozy bungalows to spacious family homes. The real estate market in Winchester is diverse, with properties ranging from historic homes with character to newly constructed houses with modern features.

Conveniently located within driving distance of major cities like Nashville and Chattanooga, Winchester offers the perfect balance of peaceful living and easy access to urban amenities. Whether you're looking to settle down in a tight-knit community or seeking a weekend getaway, Winchester has something for everyone.

Come experience the beauty and warmth of Winchester, where Southern hospitality meets scenic beauty in the heart of Tennessee's Franklin County.

Newest Listings in Winchester

$59,900

3311976 MLS ⋅ ACTIVE Status ⋅ 0.5700000000000001 Acres ⋅ 37398 Zip Code

Now available - perfectly located parcel .57 acres inside the Franklin County Industrial Park with 326 feet of frontage on Industrial Drive, directly in front of Zanini auto group. Very convenient to downtown Winchester and is zoned Industrial. Great price and great location, tons of options with this strategically located parcel. They are not making any more land in the Industrial Park. This parcel has Sewer, water, & power available - buyer to confirm exact utility location details.

Industrial Dr, Winchester

$59,900

3311964 MLS ⋅ ACTIVE Status ⋅ 0.5700000000000001 Acres ⋅ 37398 Zip Code

Industrial Dr, Winchester

$325,000

3 Beds ⋅ 3 Baths ⋅ 3311630 MLS ⋅ ACTIVE Status ⋅ 0.52 Acres ⋅ 37398 Zip Code

All offers due Sunday by 8pm. Receive a special rate incentive or closing cost credit with seller’s suggested lender! Discover this beautiful all-brick, single-level home on over half an acre, perfectly located just minutes from the heart of Winchester, Twin Creeks Marina, Tims Ford Lake, and an abundance of local shopping and dining. NEW Roof installed June 1st!! Offering 3 bedrooms, and 3 full bathrooms, this spacious home provides a flexible layout designed for comfortable everyday living. Step inside to a bright and inviting living room with abundant natural light and an additional sitting area, creating the perfect space to relax or entertain. The home flows into a spacious dining area and an adjoining breakfast space complete with prep cabinetry, additional countertop space, floating shelves, and extra storage. The large kitchen features a tiled backsplash, stainless steel appliances, and ample cabinetry. A rare feature of this home is two primary suites, each offering large closets and private full bathrooms. A third bedroom is conveniently located near another full bathroom, providing privacy and flexibility for family or visitors. Above the garage, you'll find a bonus room that's perfect for a home office, hobby room, or additional storage (not included in the home's square footage). Enjoy outdoor living year-round from the screened-in back porch or the additional patio overlooking the spacious backyard. The property also includes two storage buildings and a whole-house standby Generac generator. With its spacious layout, unique dual primary suites, and unbeatable location near Tims Ford Lake, this move-in-ready home is one you won't want to miss!

204 SE 8th Ave, Winchester

$999,999

5 Beds ⋅ 5 Baths ⋅ 3309389 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code

This property is absolutely stunning! The features give it such a luxurious and unique vibe. The combination of master suites on the main floor, the roll-up garage door in the dining room for that indoor-outdoor feel, and the real mountain sandstone outdoor fireplace and foundation really sets it apart. Plus, a boat slip on the community dock and extra garage space for a boat are perfect for lakefront living. This would be a dream for someone who loves water activities.

171 Cypress Point Dr, Winchester

$238,000

2 Beds ⋅ 2 Baths ⋅ 3306656 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37398 Zip Code

This property has so much to offer... Updated kitchen with stainless range. Tankless water heater recently installed. Primary bathroom added with walk-.in shower and large walk-in closet. Walk-in tub in hall bath, expandable attic space with framing already completed. Huge rocking chair front porch. Private covered back deck, and a fantastic 28x44 detached 3 car garage with (2) 220 outlets, 3 garage doors and a heated and cooled workshop area with bathroom and shower. Additional storage over garage. The beautiful backyard is partially fenced with assorted ornamental trees. All measurements approx. & are not guaranteed. Buyer to verify all pertinent information to include school zones, utilities, etc. Property selling As/Is

404 S Jefferson St, Winchester

$115,000

4 Beds ⋅ 3 Baths ⋅ 3306570 MLS ⋅ ACTIVE Status ⋅ 0.19 Acres ⋅ 37398 Zip Code

Home is being sold AS IS. Buyers agent is to verify all pertinent information.

605 Gin St, Winchester

$2,999,999

3 Beds ⋅ 5 Baths ⋅ 3306401 MLS ⋅ ACTIVE Status ⋅ 19.37 Acres ⋅ 37398 Zip Code

A once-in-a-lifetime opportunity on Tims Ford Lake. Set on approximately 19+ breathtaking acres with over 1,500 feet of pristine lake frontage, this extraordinary estate offers a level of privacy, natural beauty, and waterfront ownership that is nearly impossible to find. The 4,600± square foot home is perfectly positioned to capture stunning lake views and is surrounded by abundant wildlife, creating a peaceful retreat just minutes from everyday conveniences. A massive attached garage provides exceptional space for vehicles, boats, and recreational equipment, while the 20' x 20' detached garage offers additional storage or workshop potential. Whether you're enjoying panoramic water views, wildlife from your backyard, or exploring your own private shoreline, every aspect of this property is designed to embrace the beauty of lake living. Opportunities to own this much acreage with this amount of shoreline on Tims Ford Lake are incredibly rare. A truly one-of-a-kind waterfront estate offering unmatched privacy, spectacular scenery, and endless possibilities including a private waterfront estate that income produces with turn key management through Freedom Property Management but is also used as a second home.

323 Sunset Cove Ln, Winchester

$690,000

3 Beds ⋅ 2 Baths ⋅ 3306261 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code

Stunning New-Construction Lakefront Living – 2,086 Sq Ft. Waterfront Access. Welcome to this brand-new 3-bedroom, 2-bath with Office /Study lake house, designed for modern comfort and lakeside entertaining. Spanning a generous 2,086 square feet, this thoughtfully crafted home delivers open, light-filled living with beautiful lake views from the moment you walk through the door. Luxury Vinyl Plank (LVP) flooring flows throughout the main living areas, offering durable, stylish, and easy-care surfaces perfect for lake-house life. The primary suite features elegant tile flooring and a spa-inspired custom tile shower, creating a private retreat you’ll look forward to every day. Step outside onto the expansive back porch—an ideal space for morning coffee, sunset gatherings, or hosting friends and family while soaking in the serene lake views. Outdoor living is elevated even further with a deeded boat slip and convenient access to the community boat ramp, making it simple to launch and enjoy the water whenever the mood strikes. Move-in ready by August 2026 and built for the lake lifestyle—this is the new home you’ve been waiting for. Schedule your private showing today and start living the waterfront dream. Gas Heat, Tankless, gas water heater, gas cooktop. Owner Agent. All info to be verified. Taxes TBD. House to be completed by August 1, 2026

57 Cypress Point Dr, Winchester

$734,900

4 Beds ⋅ 5 Baths ⋅ 3306198 MLS ⋅ ACTIVE Status ⋅ 0.66 Acres ⋅ 37398 Zip Code

BE A PART OF THE FRANKLIN HILLS COMMUNITY! Relax in this stunning 4BR/5BA home in sought after Franklin Hills subdivision, where timeless elegance meets contemporary convenience. Nestled minutes from Tims Ford Lake and the Winchester city park, this home offers unparalleled living, sophisticated design and impressive amenities. Enjoy the grandeur of the 18 foot ceilings in the LR, accented by beautiful crown molding, built in bookcases and a gas fireplace. The large kitchen is a culinary enthusiast's dream, with stainless steel appliances, a generous bar area, and ample storage space. The formal adjacent DR is perfect for hosting elegance. The Primary BR is a retreat of its own with double vanities, a tile shower, a whirlpool tub, and two walk in closets. A spacious Rec Room offers flexibility for a home theater, game room, etc. Two covered porches invite you to relax. An irrigation system ensures your yard remains vibrant. The home boasts fluted trim, chair rail and extensive crown molding throughout. Newer roof and 3 car garage enhance functionality. *Seller Has Accepted offer with 48 hour First Right of Refusal Contingency!

323 Ridgecrest Dr, Winchester

$335,000

3 Beds ⋅ 2 Baths ⋅ 3305852 MLS ⋅ ACTIVE Status ⋅ 0.27 Acres ⋅ 37398 Zip Code

Welcome to your forever haven - where comfort meets timeless charm. Step inside to vaulted ceilings with exposed beam, a ceiling fan, and rich finished wood floors that flow seamlessly into the living area. Cozy up by the natural gas fireplace or open the dining room's double doors to a sun-drenched three-season room - your retreat for morning coffee or evening breezes. The kitchen is sure to please: granite countertops, stainless steel appliances, and a clever movable bar that expands your entertaining space at a moment's notice. The master suite offers a peaceful escape with wood floors, walk-in closet, ceiling fan, and a full bath. The second bedroom - currently a den/study - opens to the patio, perfect for a home office or guest hideaway. Bedroom three also features wood floors, a ceiling fan, and its own full bath with vinyl flooring and linen closet. But it's what you can't see that sets this home apart: French drains for peace of mind, a tankless gas water heater (2021), a new central unit motor (2023), reinforced walls and floors, and an AFS-encapsulated crawl space with a dehumidifier. Blinds and kitchen appliances stay. Must See!

266 Woods Edge Rd, Winchester

-$1

3 Beds ⋅ 3 Baths ⋅ 3305239 MLS ⋅ ACTIVE Status ⋅ 0.62 Acres ⋅ 37398 Zip Code

FOR SALE AT AUCTION on Saturday, August 15th @ 10am. 3-bedroom, 2.5 bath brick house with kitchen, dining area, utility room, and additional flex room. Home features a split bedroom concept with oversized master suite, attached carport, and nice back deck. Approximately 2146 sq. ft. living space. Sitting on 0.62-acre lot. Great investment or starter home! Interior pictures coming soon. Auction held live onsite with online bidding available. NO BUYER PREMIUM! This house will also be offered together with the house at 1361 Joyce Lane.

1325 Joyce Ln, Winchester

-$1

3 Beds ⋅ 2 Baths ⋅ 3305233 MLS ⋅ ACTIVE Status ⋅ 0.9500000000000001 Acres ⋅ 37398 Zip Code

FOR SALE AT AUCTION on Saturday, August 15th @ 10am. 3-bedroom, 1.5 bath brick house with eat-in kitchen, utility room, and additional flex room. Approximately 1644 sq. ft. living space. Sitting on 0.95-acre lot. Great investment or starter home! Interior pictures coming soon. Auction held live onsite with online bidding available. NO BUYER PREMIUM! This house will also be offered together with the house at 1325 Joyce Lane.

1361 Joyce 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.