Refine Search
Map
Sort by
$199,500
3252047 MLS ⋅ ACTIVE Status ⋅ 0.30000000000000004 Acres ⋅ 37398 Zip Code
Lot 69 located in Twin Creeks in Winchester TN on Dry Fork Drive. Ready to build your dream lake home. Beautiful lake views! Walking distance to the marina, restaurant, and pool.

Dry Fork DR, Winchester
$580,458
3 Beds ⋅ 2 Baths ⋅ 3251757 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Winchesters newest 55 plus community ideal for low maintenance living. This new neighborhood features amenities such as Clubhouse, fitness center , pool, dog park and lawn maintenance. Located less than 1/2 mile to Food City and is a short drive to downtown. Tims Ford Lake Homes will be constructing a variety of floor plans in Deer Valley along with other quality custom home builders. This floor plans features over 2174 sq ft of heated and cooled living space . There are 3 spacious bedrooms on the main floor and a bonus room over the 22x26 ft garage. The kitchen will be completed with upgraded stainless steel appliance package. The entire home will highlight LVP wood plank flooring, tile showers , granite or quartz countertops, custom closet shelving and more. For a limited time you can make all interior selections. This home is located on one of the larger lots in the neighborhood and has a private back yard. See Photos for more details -- Owner/ Agent/ Builder

Deer Valley, Winchester
$410,000
5 Beds ⋅ 3 Baths ⋅ 3251628 MLS ⋅ ACTIVE Status ⋅ 1.07 Acres ⋅ 37398 Zip Code
Take in beautiful sunsets from the front porch of this charming 5-bedroom, 3-bath home situated on 1.07 acres in desirable Moore County. Inside, you'll find beautiful walnut kitchen cabinets, original hardwood floors, abundant countertop space with bar seating, and spacious living areas that make everyday living and entertaining easy. The farmhouse-style laundry room offers a sink, countertop workspace, and plenty of cabinetry, while the adjoining mudroom features a coffee bar, additional cabinets, and room for an extra refrigerator or freezer. Step outside to enjoy the fully fenced backyard, providing plenty of space for pets, play, or simply relaxing outdoors. The impressive 30x40 insulated shop is equipped with a Hardy Heater and includes its own entertaining area, making it an ideal space for projects, hobbies, storage, or gathering with friends and family. Conveniently located just minutes from Tims Ford Lake and a short drive to Lynchburg, this property offers the perfect blend of comfort, functionality, and country charm.

6933 Winchester Hwy, Winchester
$369,999
3 Beds ⋅ 2 Baths ⋅ 3251006 MLS ⋅ ACTIVE Status ⋅ 0.47000000000000003 Acres ⋅ 37398 Zip Code
Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed Move In Ready home. The gorgeously crafted kitchen is appointed with granite counter tops, full size pantry, custom tile backsplash, and tile floors. Everything is color coordinated for you!! All 3 bedrooms have ceiling fans, hardwood floors, and big windows that let in plenty of sunshine. The private Master Suite has double vanities, a make-up area, a Large Walk-In Closet, and a custom walk-in tile shower with dual shower heads too. The Den area with its window A/C unit and Gas Heater is a great place to relax and watch TV!! For anyone who loves to enjoy nature, but not be out in it, just off the Den is a screened in deck to be able to enjoy a cool morning or evening out there while listening to the birds and other sounds of nature. The backyard has been surrounded by a privacy fence and beautifully landscaped. The landscaping in the front adds to first impression WOW factor as you pull into the concrete drive. Do you have a 5th wheel? These owners have added a place specifically for that to park too!! Dont miss the almost new outbuilding that stays with this home as well!! Don't miss out on this home!! Its meticulously maintained inside and out!! Make plans today to come see it before someone else does!!

131 Charlotte Dr, Winchester
$559,500
4 Beds ⋅ 3 Baths ⋅ 3250482 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37398 Zip Code
Welcome to 92 Freeman Court in Winchester, Tennessee, where comfort, convenience, and exceptional amenities come together just minutes from Historic Downtown Winchester and beautiful Tims Ford Lake. Enjoy easy access to multiple nearby boat launches, marinas, and waterfront recreation, making this property ideal for lake lovers and outdoor enthusiasts. This well-maintained home features beautiful hardwood floors, a spacious living room with an electric fireplace, and an attached sunroom perfect for relaxing year-round. The primary suite offers a heated whirlpool tub for a true spa-like retreat, while electric shades add both convenience and style. A installed surround sound speaker system enhances the living and entertainment spaces. The kitchen and home are equipped with numerous upgrades, including a water softener and water filtration system, gas water heater, full home alarm system, and security cameras (all equipment to remain). Many appliances will remain with the home, and some furniture is negotiable, creating a move-in-ready opportunity for the next owner. Outside, enjoy summer days by the above-ground pool and appreciate the incredible garage and workshop space. In addition to the attached 2-car garage, the property features a detached 2-car garage complete with its own 3/4 bathroom, ideal for a pool bathroom, storage, a workshop, or future guest space. The detached garage is powered by solar panels, and the solar-generated power can be converted to supply the home as well if desired. Whether you're looking for a primary residence, a lake-area retreat, or a property with exceptional storage and workspace options, this home offers a rare combination of functionality, comfort, and location near everything Winchester and Tims Ford Lake have to offer.

92 Freeman Ct, Winchester
$479,000
5 Beds ⋅ 4 Baths ⋅ 3248768 MLS ⋅ ACTIVE Status ⋅ 2.21 Acres ⋅ 37398 Zip Code
Welcome home to the perfect blend of space, comfort, and convenience!! Nestled on 2.21 beautiful acres at the end of a cul-de-sac just minutes from Tims Ford Lake, shopping/dining, this impressive 4,244 sq ft home offers room for everyone inside and out. Boasting 5 spacious bedrooms, 2 full bathrooms, and 2 half baths, this home is designed for both everyday living and entertaining. The fully finished basement provides endless possibilities for a recreation room, home office, gym, media room, or guest space. You'll appreciate the many recent updates, including a new roof and new windows. Situated outside the city limits, you'll enjoy added privacy and fewer restrictions while being conveniently close to all amenities you need. Natural gas is available at the road. Whether you're looking for space to grow, entertain, or simply enjoy peaceful country living near the lake, this exceptional property checks all the boxes.

466 Willow Oak Dr, Winchester
$775,000
4 Beds ⋅ 3 Baths ⋅ 3248748 MLS ⋅ ACTIVE Status ⋅ 0.17 Acres ⋅ 37398 Zip Code
Welcome to lake living at it's finest in the private gated community of Twin Creeks located on Tims Ford Lake! This beautifully maintained 4-bedroom home offers the perfect blend of comfort, convenience, and outdoor enjoyment. Nestled in a peaceful setting, you'll love relaxing on the spacious screened-in back porch that is ideal for morning coffee, entertaining guest, or unwinding after a day on the lake. Enjoy the security and exclusivity of gated community living while being moments from swimming in one of the 3 pool on the property. OR rent a boat from the marina for the day of fishing or water skiing!! Weather your looking for a full-time residence or a weekend retreat, this home is ready to welcome you home!!Golf Cart included with the property.

22 Hammock Dr, Winchester
$455,000
3 Beds ⋅ 3 Baths ⋅ 3248387 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code
Welcome to this meticulously designed new home! The residence features three spacious bedrooms and two bathrooms, along with a supplemental room with a half bath. It includes upscale features like top-of-the-line stainless steel appliances, custom-built expansive wardrobes, and an exquisite coffered ceiling in the main living area. Through precise craftsmanship and the use of premium materials, this home is ready to provide a blend of opulence and sophistication to its first occupant. Don't miss out on this move-in-ready gem.

201 Lookout Dr, Winchester
$774,900
4 Beds ⋅ 5 Baths ⋅ 3248070 MLS ⋅ ACTIVE Status ⋅ 0.6900000000000001 Acres ⋅ 37398 Zip Code
The perfect blend of comfort, space, and functionality in this stunning walkout basement home. The main level features a beautifully designed covered porch with vaulted ceilings —ideal for relaxing or entertaining—alongside a striking floor-to-ceiling stone fireplace that anchors the living space. You’ll also find two thoughtfully zoned bedrooms on the first floor, providing privacy and convenience, along with a versatile dining room or home office and a half bath for guests. Upstairs offers approximately 500 square feet of unfinished space, giving you the flexibility to expand and customize to fit your needs. The fully finished walkout basement is a true extension of the home, featuring two additional bedrooms, two full bathrooms, a kitchenette, and an abundance of storage space—perfect for multi-generational living, guests, or entertaining. This home delivers both everyday comfort and long-term versatility, all in one thoughtfully designed layout.

210 Cascade Dr, Winchester
$430,000
3 Beds ⋅ 2 Baths ⋅ 3247907 MLS ⋅ ACTIVE Status ⋅ 1.38 Acres ⋅ 37398 Zip Code
Welcome to 84 Meadowood Ln, a beautiful new construction home completed in June 2026 that offers the perfect blend of modern style, thoughtful design, and an exceptional location. Situated on a spacious 1.38-acre lot, this property provides plenty of room to enjoy now while offering endless possibilities for the future, including space to add a shop or pool. Inside, you'll find a well-designed floor plan featuring modern finishes and a layout created for both everyday living and entertaining. The home also features a spacious two-car garage, providing ample room for vehicles, storage, and hobbies. Large windows throughout the living room and dining area fill the home with natural light and provide beautiful views of the expansive backyard. Step outside to the spacious covered back deck, the perfect place to relax, entertain guests, or enjoy the peaceful setting. Conveniently located just outside of town, this home offers the tranquility of country living while remaining only minutes from both Tims Ford Lake and Winchester, giving you easy access to recreation, dining, shopping, and everyday conveniences. This is a rare opportunity to own a brand-new home on acreage in one of the area's most desirable locations.

84 Meadowood Ln, Winchester
$449,000
3 Beds ⋅ 2 Baths ⋅ 3247095 MLS ⋅ ACTIVE Status ⋅ 0.44 Acres ⋅ 37398 Zip Code
Step into this beautifully renovated 1950s ranch where timeless charm meets modern comfort. This move-in ready home features 3 bedrooms and 2 full bathrooms, thoughtfully updated throughout. The spacious great room is the heart of the home, highlighted by the original stone fireplace that creates a warm and inviting atmosphere for gathering with family and friends. The updated interior offers stylish finishes, custom closet shelving for added organization, and a functional layout designed for everyday living. Step outside to enjoy the covered tile patio, perfect for relaxing, entertaining, or enjoying your morning coffee. Situated on a desirable corner lot, this property provides additional outdoor space and curb appeal. Conveniently located and beautifully renovated, this home is ready for its next owner to enjoy. Owner/Agent. ** Preferred lender is offering lender paid 1-0 rate buydown and free appraisal to qualified buyers**

109 Oak Park, Winchester
$799,900
4 Beds ⋅ 3 Baths ⋅ 3246404 MLS ⋅ ACTIVE Status ⋅ 4.3 Acres ⋅ 37398 Zip Code
206 Knott Rd is a private 4.3-acre retreat that offers flexible living space and a peaceful lifestyle that's hard to put a price tag on. Step inside, where the open-concept floor plan creates a seamless flow between the living room, dining area, and kitchen. A double-sided custom tile gas fireplace with a beautiful, stained wood mantel serves as the centerpiece. The spacious living areas are filled with natural light thanks to an abundance of windows and glass doors that bring the beauty of the outdoors inside. The over-sized master suite features generous space for a sitting area around the built-in electric fireplace and offers room for extra storage with 2 walk-in closets. A private mother-in-law suite with its own kitchen, living room, bedroom, gas fireplace, and screened in back porch offers exceptional flexibility for multi-generational living, guests, or extended stays. Step outside and enjoy your very own backyard oasis with an above ground pool, hot tub, and the perfect space to enjoy quiet mornings and secluded evenings. In addition to the attached 2-car garage, the property also includes a detached 30x40 shop perfect for storage, a workshop, or a hobby space. This home is 2.5 miles to Devils Step public boat ramp and camping at Tims Ford Lake, minutes to Tims Ford State Park, and minutes to beautiful downtown Winchester square.

206 Knott Rd, Winchester
$1,049,994
4 Beds ⋅ 5 Baths ⋅ 3245715 MLS ⋅ ACTIVE Status ⋅ 0.18 Acres ⋅ 37398 Zip Code
Built in 2024, this stunning home is practically new and is immaculate! Don't miss this -- the 6-seater, Advanced EV Golf Cart conveys with property with accepted offer! Living Room, Dining Set, and Barstools are negotiable. Enjoy gorgeous lake views on both levels of this beautifully designed home. The open floor plan features soaring ceilings and walls of expansive windows for a great first impression!. Chef's kitchen with Cafe' appliances, plaster hood vent, oversized island, pantry and coffee bar/wet bar. Another downstairs flex space is ideal for your home office or a formal dining room. The main level Primary Bedroom has an ensuite bath with soaking tub and large tiled shower. Upstairs you'll find another Primary Suite/Bath with balcony. BR 3 (with balcony) and BR4. A Jack-n-Jill bath connects BRs 3 and 4. HUGE Bonus Room over the garage. Designer fixtures and finishes throughout!

155 Hammock Dr, Winchester
$329,900
3 Beds ⋅ 2 Baths ⋅ 3244505 MLS ⋅ ACTIVE Status ⋅ 1.06 Acres ⋅ 37398 Zip Code
Nice 3BR, 2BA home on a double corner lot in Pine Bluff Subdivision! Features include a stone fireplace, large utility room, primary bedroom with walk-in closet, screened back patio, mature shade trees, and carport with workshop. Enjoy access to Pine Bluff's private boat launch and boat storage with convenient access to Tims Ford Lake. Great location between Winchester and Tullahoma!

30 W Paradise Dr, Winchester
$299,999
3 Beds ⋅ 2 Baths ⋅ 3244493 MLS ⋅ ACTIVE Status ⋅ 0.73 Acres ⋅ 37398 Zip Code
Lake weekends, peaceful small-town living, and a fully renovated home on an acre — this Winchester property delivers a lifestyle and value that’s hard to find. Just minutes from Tims Ford Lake, you can spend your weekends boating, fishing, hiking, or relaxing by the water, then come home to a quiet cul-de-sac surrounded by mature trees and plenty of space to enjoy the outdoors. The home is completely move-in ready with spacious bedrooms, generous closets, an easy-flowing floor plan, and an oversized side-entry garage. The primary suite features a beautifully renovated shower, while extensive updates throughout the home mean the work has already been done for you. Improvements include a new roof, gutters, HVAC system, interior and exterior paint, doors, baseboards, lighting, fixtures, ceiling fans, electrical outlets, garbage disposal, and wireless smoke and carbon monoxide detectors. Enjoy morning coffee on the covered front porch, evenings around the fire pit, a freshly refinished deck, new landscaping, a large driveway, and a spacious backyard shaded by mature trees. You’re also minutes from Winchester Square, shopping, dining, schools, and medical facilities, only 5 minutes from the Nissan Powertrain Assembly Plant, near Highway 64, and within easy reach of I-24. If you’ve been looking for an updated Middle Tennessee home where you can enjoy more land, less traffic, lake days, and small-town living without sacrificing convenience, this one offers tremendous value. Preferred lender offering up to 1% lender credit toward closing costs for qualified buyers.

88 Meadow Ln, Winchester
$159,000
3243837 MLS ⋅ ACTIVE Status ⋅ 2.19 Acres ⋅ 37398 Zip Code
Discover the possibilities on this beautiful 2.19-acre property, ready for your next project. Whether you're envisioning a mini farm, a custom dream home, or an investment opportunity, this versatile tract offers exceptional potential. A preliminary soil test supports a 4-bedroom home site, making it easier to start planning your build. Zoned R-2, the property may also accommodate duplex development, offering flexibility for homeowners, investors, or builders seeking income-producing opportunities. Enjoy the space and freedom of country-style living while maintaining convenient access to nearby amenities. With ample room for gardens, animals, workshops, recreational space, or multiple residential units, this property is a rare find with endless possibilities! Soil sample attached

Metcalf Road, Winchester
$489,900
3 Beds ⋅ 2 Baths ⋅ 3243340 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code
Welcome to this beautiful brick home offering over 2,000 sq ft of living space in one of the most desirable setting around. This home rests on an amazing lot connecting to Tim's Ford State Park with a short hike to the lake. This property provides direct access to hiking trails and the lake, making it perfect for outdoor enthusiast who enjoy fishing, hiking or nature walks. Inside you will enjoy HW and tile flooring, elegant trim work and spacious bedrooms. A large kitchen makes entertaining and meal prep easy and the separate dining provides the perfect space for family gatherings. Next, step outside to a nice covered deck and relax in the peaceful surroundings. So whether your relaxing at home on the deck, hiking or fishing, this property is a perfect blend. Don't miss your opportunity to own this home in such a perfect setting. No dock or steps permitted. Lake access only.

647 Golf Shores Dr, Winchester
$499,900
4 Beds ⋅ 4 Baths ⋅ 3242752 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code
With T ims Ford Lake just across the street, be prepared to love the LAKE VIEWS year round from the front porch! GREAT location with all the conveniences nearby -- Twin Creeks Marina, restaurants, shopping on the town Square and numerous boat ramps nearby. Wonderfully open floor plan! Primary downstairs; three bedrooms and open flex space at top of stairs. Bedroom 2 upstairs with its own private bath suite could be a 2nd Primary bedroom for you! Bedrooms 3 and 4 share a Jack-n-Jill bath. Downstairs Office w/glass french doors. Kitchen with island, stainless steel appliances and pantry. Waterproof LVP flooring throughout; NO carpet! Primary bath features tile flooring, large, tiled shower w/frameless glass door and two vanities. Quartz counters throughout. Solid wood custom cabinets w/soft close. Natural gas fireplace, tankless water heater. Closets galore! Upgraded trim throughout. Covered front porch and covered rear porch. The space in this home will amaze you. Don't miss the floored attic space accessible through one of the bedroom closets! This home is like new and can be purchased fully furnished/turn key (and ready to rent immediately) or not. Endless AirBnb/rental possibilities make this a great investment or 2nd home opportunity! Turn key ready to rent; includes kitchen items, sheets towels, etc. Barely lived in; come see!

805 N Jefferson St, Winchester
$740,000
3 Beds ⋅ 3 Baths ⋅ 3242474 MLS ⋅ ACTIVE Status ⋅ 0.52 Acres ⋅ 37398 Zip Code
Tucked away in the trees of desirable Cline Ridge, this charming cottage-style retreat offers the perfect blend of privacy and lake living. Featuring 3 bedrooms, 3 bathrooms, a spacious walk-out basement, garage, and stunning covered and screened porches, there’s room for everyone to relax and unwind. Enjoy your private covered boat slip on Tim’s Ford Lake, making days on the water effortless. Whether you’re entertaining guests or enjoying a quiet weekend getaway, this property is the perfect place to enjoy lake life year-round.

59 Walnut Dr, Winchester
$455,000
3 Beds ⋅ 3 Baths ⋅ 3242345 MLS ⋅ ACTIVE Status ⋅ 0.59 Acres ⋅ 37398 Zip Code
Welcome home to this beautifully remodeled all-brick ranch offering the convenience of one-level living in one of Winchester’s most sought-after lake communities. Located just a block from a boat ramp, you’ll enjoy easy access to the lake & all the recreation it has to offer. Step inside to an inviting open floor plan designed for comfortable living & entertaining. The stunning newly remodeled kitchen features granite countertops, stainless steel appliances & an abundance of beautiful white cabinetry, providing both style and functionality. The spacious great room offers a cozy fireplace, recessed lighting & plenty of room to gather w guests. Big ticket items have already been replaced making this newly remodeled home basically new for you! Newly installed heating & air, roof, insulated garage door, split hvac unit for garage & so much more! This home features 3 spacious bedrooms & 3 full bathrooms, including a beautifully updated primary suite with a renovated bathroom, walk-in shower & upscale finishes. A huge laundry room includes a full wall of built-in cabinets for exceptional storage & an attached full bathroom for added convenience. The attached deep one-car garage offers ample space for a vehicle, boat, golf cart, or recreational equipment. Outside, you’ll find even more room for storage, hobbies, and outdoor enjoyment with a detached garage/workshop, detached carport, and fully fenced backyard. Whether you need space for projects, extra parking, pets, or entertaining, this property delivers. Let’s not forget relaxing. Have a sweet tea or morning coffee on your large covered patio located right off the kitchen & great room. With modern updates throughout, abundant storage, multiple outbuildings, and a prime location near the lake, this move-in-ready home offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss this opportunity to own a beautifully updated home in one of Winchester’s most desirable lake neighborhoods.

106 Chattin St, Winchester
$359,000
3 Beds ⋅ 2 Baths ⋅ 3242003 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
Charming Farmhouse on 1 Acre – Move-In Ready! Welcome to your peaceful country retreat! This adorable farmhouse sits on 1 acre and offers the perfect blend of charm and modern updates. The home features 3 bedrooms and 2 full baths, with thoughtful renovations completed in 2015, including updated plumbing and electrical systems. Home was just completely repainted with a neutral paint throughout. Step into the lovely kitchen, where you’ll find custom cabinetry with abundant storage—perfect for keeping everything organized while enjoying a warm, inviting space to cook and gather. The upstairs bedroom provides a cozy and private area, ideal for a teen, guest room, or home office. Outside, the property continues to impress with a large detached 4 CAR GARAGE offering plenty of space for vehicles, hobbies, or extra storage. You’ll also find a carport, an additional storage building, and even a storm shelter for added safety and convenience. With plenty of room to roam and all the right updates already in place, this charming farmhouse is ready to welcome you home!

6606 Old Tullahoma Rd, Winchester
$319,900
2 Beds ⋅ 2 Baths ⋅ 3234828 MLS ⋅ ACTIVE Status ⋅ 2.5 Acres ⋅ 37398 Zip Code
Charming 2 bed, 2 bath home situated on 2.4 acres, offering the perfect blend of modern comfort and peaceful country living. This 1,080 sqft home features high ceilings, updated finishes, and a beautifully renovated primary bathroom. Enjoy year-round relaxation in the Florida room, or step outside to take in the scenic surroundings. The newly built shop provides excellent space for storage, hobbies, or projects. Conveniently located just 10 minutes from town, this property delivers both privacy and accessibility in a truly storybook setting.

1687 Georgia Crossing Rd, Winchester
$138,500
3232193 MLS ⋅ ACTIVE Status ⋅ 0.06 Acres ⋅ 37398 Zip Code
Bring your vision to life with this well-positioned mixed-use commercial property, formerly home to a successful neighborhood barber shop. Offering excellent visibility and steady traffic, this versatile building is ideal for a variety of uses including retail, salon, office, boutique, studio, or service-based businesses. Inside, you'll find a spacious storefront with large display windows that provide abundant natural light and outstanding exposure. Existing plumbing connections make the space especially appealing for salon, spa, or personal care services, while the flexible floor plan allows for easy customization to fit your specific business needs. Situated in a growing area and zoned for mixed use, this property combines character, functionality, and opportunity. With its established commercial presence and historic charm, the stage is set for a new owner to make it their own. Property is being sold As Is.

1055 Dinah Shore Blvd, Winchester
$299,999
3 Beds ⋅ 2 Baths ⋅ 3231532 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Welcome to Green River—where front porch living, walkable convenience, and small-town charm come together. Located just a half-mile from Winchester’s historic square and only 1.5 miles from Tims Ford Lake, this brand-new home offers the perfect balance of downtown accessibility and outdoor recreation. Enjoy local dining, shopping, festivals, boating, and lake days—all just minutes from your front door. This charming 3-bedroom, 2-bath cottage-style home offers low-maintenance living in one of Winchester’s most desirable walking communities. The open-concept floor plan features a spacious kitchen with a large island, modern finishes, and inviting living and dining areas perfect for everyday living and entertaining. Two bedrooms and a full bath are located on the main level, while the private primary suite occupies the entire second floor, complete with an ensuite bath and generous closet space. Enjoy relaxing on the covered front porch, entertaining on the back deck, and the convenience of a detached one-car garage. Located within walking distance of Downtown Winchester and just minutes from Tims Ford Lake, this home offers easy access to shopping, dining, recreation, and community events. Experience the perfect blend of modern comfort, convenience, and small-town charm.

99 N Shephard St, Winchester
$369,500
3 Beds ⋅ 2 Baths ⋅ 3230993 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code
Welcome to this beautiful 3 br 2 ba brick home located in the areas most desirable subdivision. This home features an inviting open floor plan perfect for entertaining or everyday living. You'll love the gorgeous HW floors, custom cabinetry, and abundant counterspace. The oversize laundry room provides additional convenience while the huge closets ensure plenty of organization. The huge primary suite offers a relaxing retreat with plenty of closet space and quality craftsmanship. Don't miss this opportunity!

145 Murray Lake Dr, Winchester
$699,999
3 Beds ⋅ 2 Baths ⋅ 3221544 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Rare lakefront opportunity on Tim’s Ford Lake with NOO-STR eligibility. Located inside the Winchester city limits, 112 Rogers Ave is a newly constructed 3-bedroom, 2-bath home offering direct water access, a natural path to the shoreline, and a peaceful setting in the established Rogers Haven neighborhood. Designed for easy lake living, the home combines new construction with the convenience of being just minutes from historic downtown Winchester, shopping, dining, marinas, and everyday amenities. Twin Creeks Marina, hiking, kayaking, The Caverns, Jack Daniel’s Distillery, and other area attractions are all within easy reach. Whether you are looking for a personal lake retreat, second home, or investment opportunity, this property offers a rare combination of waterfront access, new construction, convenience, and NOO-STR eligibility in one hard-to-find package.

112 Rogers Ave, Winchester
$2,119,040
4 Beds ⋅ 6 Baths ⋅ 3230557 MLS ⋅ ACTIVE Status ⋅ 0.36 Acres ⋅ 37398 Zip Code
Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. This Home is 3 Level of Luxury with 3 Private Primary Suites - 1 on the Main Level, and 2 Upstairs- all with Double Vanities, Large Showers, Water Closets, and Soaking Tubs. Your Guests Can Stay in Suites like a Hotel! 4th Bedroom has 2 Queen Beds and Bonus Room with 4 Full Beds share Hallway Bath. Bunk Room (4 Twin XL) in the Basement Level has Access to a Full Bathroom on the Basement Level. 2 Laundry Rooms. 2 Kitchens with 3 Dishwashers Total. Main Level Kitchen has Dacor Appliances- 48" Range, Double Oven, 48" Panel Fridge, Microwave Drawer. Basement Kitchen has an Icemaker with Cafe Dishwasher and Full Size Fridge. Basement Living Room has RH Navy Velvet Sofa. Movie Room with Surround Sound on Lower Basement Level. Whole Home has Pella Windows, Sliders, and Doors. Custom Cabinetry in Whole Home- Custom Paint/Stain and Handmade in all Bathrooms and Kitchens. Custom Millwork throughout. Built-ins. Televator for Living Room TV. Upscale Designer Finishes and Cutting Edge Lighting. Lower Level has Pool Table/ Fooseball/Game Area, Closet for a Christmas Tree, Mechanical Storage Closet (can store boating tube, etc). Tankless Hot Water Heater AND Tank Water Heater. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #5. Income Potential if you Choose- sleeps 22. FULLY FURNISHED (Valued at over $100k in Furnishings)- Hot Tub, Pool Table, Tv's, Fooseball, and Dock Box, AND BOAT LIFT INCLUDED IN SALE! TURN KEY LAKE LIFE LIVING.

318 N Porter St, Winchester
$349,000
3230499 MLS ⋅ ACTIVE Status ⋅ 0.62 Acres ⋅ 37398 Zip Code
Ready to build your dream lake home? This pristine 0.60-acre lot on Tims Ford Lake offers incredible, unobstructed views and is just minutes from downtown Winchester. Combining peaceful waterfront living with quick access to local dining and shopping, this property is the perfect canvas for your custom retreat. Bring your builder and start living the lake life today! THIS LOT DOES NOT HAVE A DOCK PERMIT. There is a dock on the property that has been there for years but it is not permitted.

Agate St, Winchester
$549,900
3230479 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Prime commercial building for sale located on the square in Winchester. Great, high traffic area with endless possibilities.

34 S Jefferson, Winchester
$1,229,900
4 Beds ⋅ 4 Baths ⋅ 3230387 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code
Incredible opportunity to own a well appointed custom designed home that can be purchased with a Varity of furnishings The list price includes a 8000# hydro hoist lift and 12 months of paid boat slip rental that is 32 ft long. In this is a home you will find attention to finest details speaks for themselves. Starting with the porcelain pavers at the front entry, hardwood throughout the main floor and common area, Natural gas fireplace with Custom Steel Logs, Calcutta Supremo Quartz countertops, custom designed cabinets with wine tower, and Thermador appliances. Solid Core 3 Panel interior doors, Hunter Douglas Blinds, and Andersen wood sliding glass doors leading you out onto the porcelain paved covered back porch with 4-Flush Mounted Ceiling electric heaters, and another steel log fireplace. The outdoor entertainment area is finished with brick pavers that lead you into the vaulted summer kitchen that is completed with NatureKast weatherproof cabinets, Stainless Steel Alfresco Natural Gas appliances -30” Gas Grill with Rotisserie, refrigerator, under counter ice maker, pizza oven, versa burner, double side burners, warming drawer and built-in Big Green Egg XL smoker . The entire yard is irrigated and has whole yard landscape lighting of which illuminates steel gas log firepit. This home has wifi system that controls everything- including the camaras, alarm system, hvac, lighting, appliances, surround sound system and more all from the convenience of your phone. The 3 car garage has Epoxy Floors, insulated garage doors, overhead garage storage and more. This home has a Briggs and Stratton 26KW Natural Gas Whole House Generator, tankless instant hot water tank, whole house two stage Water Filter System, and a Vacu-flow Central Vacuum System throughout house, garage and back porch. This is truly a one-of-a-kind opportunity. Call about additional seller concessions that are be offered on acceptable offer presented by August 1 2026

160 Wakeboard Way, Winchester
board logo

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.