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$399,500
3 Beds ⋅ 3 Baths ⋅ 3080607 MLS ⋅ ACTIVE Status ⋅ 0.76 Acres ⋅ 37330 Zip Code
Nestled in desirable Estill Springs, 188 Trotters Circle offers space, functionality, and scenic beauty in one impressive package. This two-story home features 3 bedrooms, 3 bathrooms, and 2,697 sq ft., along with a garage, a double carport plus a single carport, and a 14x24 workshop ideal for storage or hobbies. 1339 square feet of partially finished basement with work area and garage space. Enjoy peaceful surroundings and beautiful views at Tims Ford Lake and a boat launch less than half a mile away, making this property perfect for those seeking both comfort and lifestyle. Located just minutes from the water, this home blends practicality with the charm of lakeside living in Estill Springs.

188 Trotters Cir, Estill Springs
$84,900
3062133 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Discover the perfect place to build your dream getaway in this sought-after lake subdivision, where resort style living meets everyday comfort. This amazing lot offers access to private boat slips, community pools, and a on the water restaurant ideal for casual dining and sunset gatherings. This neighborhood also features stunning wedding and event venues, making it a vibrant destination for residents and guests. Enjoy the convenience of well maintained amenities, scenic surroundings, and a welcoming community designed for relaxation. This lot provides you with the ideal foundation for lake life at its best!

Why Worry Ln, Winchester
$1,500,000
3056561 MLS ⋅ ACTIVE Status ⋅ 19.58 Acres ⋅ 37398 Zip Code
Prime Residential Development Tract – Inside the City Limits of Winchester. This exceptional 19.5± acre development tract presents a rare, in-town opportunity for residential builders and developers seeking scale, location, and long-term upside. The property is strategically located behind Watson North Funeral Home and directly adjacent to the established lakefront community of Winchester Village, placing it in one of Winchester’s most desirable growth corridors. With gently rolling topography, wide open pastureland, and excellent natural drainage, the tract offers multiple efficient layout options for single-family homes, cottage-style development, or low-density luxury residences. The property’s size and shape allow for creative subdivision design, including interior streets, green space, and potential home sites with lake proximity. Key Development Advantages: (1) Inside city limits – access to municipal utilities and services (2) Immediate proximity to established neighborhoods – minimizes entitlement resistance (3) Adjacent to Winchester Village – proven demand for nearby residential housing, (4) Minutes from downtown Winchester & Tim’s Ford Lake – ideal for full-time residents or second-home buyers. (5) Nearly 20 acres of contiguous, buildable land – rare at this scale in-town, (6) Multiple access points & road frontage potential for phased development. Opportunities like this—large, buildable acreage inside the city limits and adjacent to a successful lakefront community—are becoming increasingly scarce. This tract offers the perfect blend of location, scale, infrastructure access, and long-term investment security.

405 Sharp Springs Rd, Winchester
$425,000
3050519 MLS ⋅ ACTIVE Status ⋅ 0.89 Acres ⋅ 37330 Zip Code
Build your dream lake retreat on this stunning .89-acre residential lot in the desirable Hurricane Trace subdivision on Tims Ford Lake. This property offers beautiful lake views and the perfect setting for full-time living or a weekend getaway. Enjoy premium lake access with your very own assigned boat slip at the gated community dock. Hurricane Trace is known for its peaceful surroundings, quality homes, and convenient proximity to Tims Ford’s best amenities. Don’t miss this rare opportunity to secure a lake-view lot with a slip included!

Grandview Lake Rd, Estill Springs
$399,000
3050520 MLS ⋅ ACTIVE Status ⋅ 0.88 Acres ⋅ 37330 Zip Code
Build your dream lake retreat on this stunning .88-acre residential lot in the desirable Hurricane Trace subdivision on Tims Ford Lake. This property offers a beautiful lake view community and the perfect setting for full-time living or a weekend getaway. Enjoy premium lake access with your very own assigned boat slip at the gated community dock just steps away! Hurricane Trace is known for its peaceful surroundings, quality homes, and convenient proximity to Tims Ford’s best amenities. Don’t miss this rare opportunity to secure a lake-view community lot with a slip included!

Hasty Ln, Estill Springs
$264,900
2 Beds ⋅ 1 Baths ⋅ 3049262 MLS ⋅ ACTIVE Status ⋅ 1.7000000000000002 Acres ⋅ 37330 Zip Code
The foundation is complete and the home is ready to be framed, with full construction to continue once an agreement is accepted, allowing buyers to select finishes and even modify floor plans to suit their needs. On almost two acres you could have a brand new, customizable open floor plan home. Located in the desirable area near Tims Ford Lake. Imagine this being your primary home, second home or even an investment property to store your boat and toys. There is space for a detached building, large fire pit and even a pool. Standard features include luxury vinyl plank flooring throughout, granite countertops, soft-close drawers, custom tile shower and fans in all the bedrooms. Enjoy the advantages of an energy efficient new construction. Financing available. Note: Completed photos are for reference only and do not depict the actual home. Final details subject to change based on buyer selections.

Pleasant Grove Road, Estill Springs
$769,900
3037251 MLS ⋅ ACTIVE Status ⋅ 37330 Zip Code
Great opportunity to be your own boss! Well maintained all brick 6 plex. All units are 2 bed / 1 1/2 baths with washer / dryer hook ups and nice patio in the rear. Nice country setting in the heart of Estill Springs.

112 Garden St, Estill Springs
$225,000
3014968 MLS ⋅ ACTIVE Status ⋅ 3 Acres ⋅ 37398 Zip Code
Discover the perfect blend of convenience and freedom with this rare 3-acre parcel inside Winchester city limits. If you’ve been searching for a few acres to build your dream home—just minutes from downtown—this one checks every box. Located just beyond a neatly maintained grass-lined fence row at the edge of Winchester Village Phase II, the property offers the benefits of subdivision proximity without the restrictions. You’ll enjoy easy access, a flat and build-ready landscape, and beautiful natural surroundings that include mature trees and a bamboo-lined border offering privacy and charm. With city utilities nearby, this land is unrestricted except for standard city requirements, allowing flexibility for a custom home, barndominium, or peaceful retreat. The location provides that tucked-away feel while remaining close to schools, shopping, dining, and Tim’s Ford Lake. Opportunities like this don’t come around often—unrestricted land within the city limits is a true find. Whether you’re ready to break ground or planning for the future, this property is ready to make your dream home a reality.

Spring Hill Dr Off, Winchester
$599,000
2990938 MLS ⋅ ACTIVE Status ⋅ 30 Acres ⋅ 37324 Zip Code
Year Round Creek AND Spring Fed Pond! Beautiful level land with Outstanding Views. A nice combination of woodland and open land. Suitable for farming, animals, or development. Located appx 5 miles from I-24. 7 minutes to Nissan, Decherd. 15 minutes to downtown Winchester. 23 miles to Tims Ford State Park. ***Home & 2+/- Acres will be surveyed off leaving 30+/- Acres

8084 Old Alto Hwy, Decherd
$166,000
2987667 MLS ⋅ ACTIVE Status ⋅ 0.7000000000000001 Acres ⋅ 37398 Zip Code
Build your dream home on this beautiful lot in Stone Field Heights Ph I. Subdivision conveniently located to downtown Winchester, Tim's Food Lake, shopping and restaurants. Has city water, underground utilities, sewer available. Minium square footage requirements are 2300 ft and plans must be approved by developer.

Cascade Dr, Winchester
$166,000
2987669 MLS ⋅ ACTIVE Status ⋅ 0.7000000000000001 Acres ⋅ 37398 Zip Code
Build your dream home on this beautiful lot in Stone Field Heights Ph I. Subdivision conveniently located to downtown Winchester, Tim's Food Lake, shopping and restaurants. Has city water, underground utilities, sewer available. Minium square footage requirements are 2300 ft and plans must be approved by developer.

Stone Field De, Winchester
$74,900
2986802 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37398 Zip Code
A corner lot located on Canoe Court in Twin Creeks Resort/Marina, a gated community on Tims Ford Lake w/ access to two pools, firepit, putting green, clubhouse, waterfront dining and entertainment at Drafts and Watercrafts, marina, boat ramp, boat storage, boat slips, public beach, underground utilities, event center, and more. Walking distance to the newest pool and pool house. Beautiful brand new build just finished up right beside it! Owner/Agent.

443 Canoe Ct, Winchester
$115,000
2985981 MLS ⋅ ACTIVE Status ⋅ 0.35000000000000003 Acres ⋅ 37398 Zip Code
The lake is calling your name! This large, corner lot is everything you've been looking for to build your dream lake house on. Twin Creeks community offers lake access, community beach, heated pool open year round, firepits, walking trails, marina, and so much more! Call today to lock in this dream lot!

Driftwood Ct, Winchester
$98,500
2975796 MLS ⋅ ACTIVE Status ⋅ 2.06 Acres ⋅ 37330 Zip Code
Great place to build your new home! Conveniently located between Tullahoma and Winchester, this lot is over 2 ac. With city preapproval in place, this plat has been approved to be RE-Zoned to residential (like the neighboring properties!). So, bring your best house design and start here with this fantastic level 2+ acre lot! Survey & Perk test has been completed & provided by request.

LP Bradford Rd, Estill Springs
$388,000
4 Beds ⋅ 3 Baths ⋅ 2963154 MLS ⋅ ACTIVE Status ⋅ 1.52 Acres ⋅ 37398 Zip Code
Premier Location!! Golf Shores Dr is a very quite street that ends in a cul-de-sac. approximately one mile from Tim's Ford State Park, only minutes from Bear Trace Golf Course, 3 marina's and multiple boat ramps. Concrete drive and a two car/boat carport! Spend those hot summer days enjoying the above ground pool! The large deck area is great place for entertaining offering a view of the forest that surrounds the back of the property. You will find an in-law suite on the bottom floor with it's own private entrance! (In-Law suite serves as a great short term rental) The main home has 3b2b, large den, dining room and eat in kitchen. The property has been well maintained (NEW ROOF 2025) and has several upgrades since original construction. Two outbuildings offer ample storage space. Adjoining property is included in this purchase. .76 acre / lot #17 at no additional cost. This lot has electric hookup for camper in place. Owner is willing to rent the property) on a monthly basis while it's on the market.

500 Golf Shores Dr, Winchester
$160,000
2946010 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Build Your Legacy on Tims Ford Lake – Prime Lakeview Lot in Twin Creeks Experience the pinnacle of resort living in the exclusive, gated enclave of Twin Creeks Village. This premium homesite offers breathtaking, panoramic views of Tims Ford Lake, providing the perfect canvas for your custom architectural masterpiece. Forget the chores of traditional lake living—here, luxury is maintenance-free and fully integrated. Take a golf-cart ride to the state-of-the-art Twin Creeks Marina, secure your boat in a private slip, or enjoy sunset cocktails at Drafts & Watercrafts, the area’s premier floating restaurant. As a resident, you'll enjoy elite access to a 3,200 sq. ft. clubhouse, a sparkling heated community pool, a lakeside putting green, and the social hub of the Event Barn. Located just minutes from the historic charm of Downtown Winchester and world-class golf at Bear Trace, this isn't just a lot; it's a foundation for a lifetime of Saturdays. With the local market seeing sustained growth, this is a rare opportunity to secure one of the few remaining prime view lots in Phase II. Don't wait to build the retreat you’ve earned. Call 423.598.6393 today to schedule your private site tour.

Dry Fork Drive, Winchester
$74,889
2937046 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Build your dream getaway and live the Lake Life at Tims Ford Lake, in this exclusive gated community. Featuring clubhouse, multiple pools, full-service marina with dock and boat slip rental, restaurant with waterfront dining. a pavilion (The Honeysuckle) for events, Firefly Point (an outdoor venue or just for relaxation by the lake), boat rental, Jungle Boat (floating trampoline water park), 6 themed guest rental cottages and so much more! Perfect opportunity to build your own retreat! Come see it today! Lot size is 51 ft x 127 ft. Click it to see dimensions and lot lines.

Lake Life Ct, Winchester
$114,900
2936664 MLS ⋅ ACTIVE Status ⋅ 2.457 Acres ⋅ 37398 Zip Code
Come build your dream home on this +/- 2.457 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd have to offer. Don’t miss this rare opportunity to own one of the few remaining lots in one of Winchester's most sought-after neighborhoods!

Lakeview Way, Winchester
$114,900
2936645 MLS ⋅ ACTIVE Status ⋅ 1.163 Acres ⋅ 37398 Zip Code
Come build your dream home on this +/- 1.163 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd have to offer. Don’t miss this rare opportunity to own one of the few remaining lots in one of Winchester's most sought-after neighborhoods!

Lakeview Way, Winchester
$114,900
2936625 MLS ⋅ ACTIVE Status ⋅ 0.603 Acres ⋅ 37398 Zip Code
Come build your dream home on this +/- 0.603 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd have to offer. Don’t miss this rare opportunity to own one of the few remaining lots in one of Winchester's most sought-after neighborhoods!

Lakeview Way, Winchester
$2,990,000
2929042 MLS ⋅ ACTIVE Status ⋅ 63.93 Acres ⋅ 37330 Zip Code
64 acres with tons of potential! 2,800' road frontage along U.S. Hwy 41A (Tullahoma Highway). 3,200' railroad frontage. Located in the city limits of Estill Springs, TN. 2024 AADT = 13,742. Mostly Open. Some woods. Good level tract with power and water available.

Tullahoma Highway, Estill Springs
$1,750,000
2805954 MLS ⋅ ACTIVE Status ⋅ 0.73 Acres ⋅ 37330 Zip Code
This substantial lot offers expansive water views and is located at the point in the desirable Highland Ridge Subdivision. Formerly two separate lots, it is now available for sale as a single, large parcel. The property features 365 feet of shoreline and includes a seaplane base situated by the water. A new double-decker dock and a concrete parking pad are already in place, providing an ideal setting for the construction of a home on Tims Ford Lake. The owner is open to considering trade options for other properties located on the lake. Please note that the owner will not divide the lot.

427 Bell Memorial Dr, Estill Springs
$57,900
2792698 MLS ⋅ ACTIVE Status ⋅ 0.55 Acres ⋅ 37398 Zip Code
New Gated Community, The Highlands! Located less than one minute from Tims Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining.

66 Edgefield Ct, Winchester
$57,900
2792697 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code
New Gated Community, The Highlands! Located less than one minute from Tims Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining. Underground utilities and security gate.

67 Edgefield Ct, Winchester
$195,000
2786623 MLS ⋅ ACTIVE Status ⋅ 1.35 Acres ⋅ 37398 Zip Code
Build your dream home on this beautiful lot located in luxurious Stone Field Heights subdivision. Lot 16 is one of the largest lots (1.35 acres) which includes mature trees, city water, natural gas, underground utilities and sewer connections. Because it is located in the back of the subdivision, you will enjoy a very private, large back yard with over 230' width at the rear of the lot. Stone Field is conveniently located to downtown Winchester, Tim's Ford Lake, shopping and restaurants. 2,300 square foot minimum. Plans to be approved by developers.

16 Cascade Drive, Winchester
$999,999
4 Beds ⋅ 3 Baths ⋅ 2740200 MLS ⋅ ACTIVE Status ⋅ 0.08 Acres ⋅ 37330 Zip Code
Amazing lake lot on deep channel. Home is ready for all your personal touches. Approved for a max size boat dock. 24x50 detached garage/shop.

407 Flower Lane Dr, Estill Springs
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