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55 Windjammer Ct, Winchester
$799,500
4 Beds ⋅ 4 Baths ⋅ 3178495 MLS ⋅ ACTIVE Status ⋅ 0.35 Acres ⋅ 37398 Zip Code
Turnkey entertainer's dream - ready for income. Nestled in the gated lakeside community of Twin Creeks, this extraordinary property was thoughtfully designed with one goal in mind: hosting in style. Dual primary suites (one up, one down) plus two additional bedrooms featuring custom-built bunk beds with trundles. This home sleeps a remarkable 16 guests, making it an unmatched short-term rental opportunity or the ultimate family lake retreat. The oversized upstairs media room opens to a private deck overlooking a backyard that has to be seen to be believed. Over $30,000 in professional hardscaping sets the stage for a true outdoor oasis: a 6–8 person hot tub, a built-in firepit surrounded by six handcrafted walnut Adirondack chairs, and a covered porch designed for effortless entertaining, rain or shine. Inside, $10,000 in custom window treatments add a layer of luxury throughout. The oversized 31-ft deep garage was built to house a wakeboarding boat. The owner, a builder by trade, outfitted this home as a premium Airbnb but has used it solely for personal getaways. Every detail has been executed with care, quality, and guests in mind. Simply bring your guests and start making memories (or income).

55 Windjammer Ct, Winchester

59 Turtle Ct, Winchester
$645,900
4 Beds ⋅ 4 Baths ⋅ 3177909 MLS ⋅ ACTIVE Status ⋅ 0.22 Acres ⋅ 37398 Zip Code
Lake Life at its FINEST- this remarkable home in Twin Creeks Subdivision has everything you need! Open Living concept for easy entertaining featuring vaulted ceilings, 5 burner Gas cooktop, double ovens, Quartz countertops and designer lighting. Primary suite is on the main level. Upstairs features 3 large bedrooms all with walk in closets as well as built in bunks perfect for sleepovers! Large covered porch on the back with fireplace that opens to the most expansive patio featuring stamped concrete and multiple sitting areas to relax and/or entertain. Gas grill remains on the back porch. Fenced in back yard and XL garage. Hot tub is negotiable. This home is across from one of the 3 swimming pools and is located on a quiet cul-de-sac. Enjoy all the incredible resort style amenities Twin Creeks offers on beautiful Tim's Ford Lake!

59 Turtle Ct, Winchester

105 W Paradise Dr, Winchester
$749,900
4 Beds ⋅ 4 Baths ⋅ 3175557 MLS ⋅ ACTIVE Status ⋅ 0.86 Acres ⋅ 37398 Zip Code
Discover refined lake living in this expansive 4-bedroom, 3.5-bathroom residence, where understated elegance meets effortless waterfront leisure. Set within a distinguished community, the property affords privileged access to the community boat ramp, a private boat dock, and dedicated boat trailer storage through HOA membership. Designed for discerning comfort, the luminous sunroom invites quiet reflection with serene water views, while the game room—anchored by a classic pool table—provides an elegant setting for refined entertaining. Newly refinished upstairs floors lend a polished warmth and quiet sophistication throughout. Whether enjoying a private moment by the water, embarking on a day of boating, or hosting in elevated style, this home delivers a complete luxury waterfront experience. An exceptional opportunity awaits. Arrange your private showing today.

105 W Paradise Dr, Winchester

E Rockcrest Cir, Winchester
$250,000
3170071 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37398 Zip Code
Set within the serene Hopkins Point community of Winchester, this stunning 0.85-acre waterfront homesite offers a rare chance to create your own private retreat along the shores of Tims Ford Lake. With peaceful water views and a sense of seclusion, this property invites you to slow down and fully embrace the beauty of lake living. Perked for up to two bedrooms, this homesite is perfectly suited for a thoughtfully designed getaway or full-time residence—where mornings begin with shimmering lake views and evenings are spent soaking in breathtaking sunsets over the water. Known for its clear, expansive waters, Tims Ford Lake is a true destination for boating, kayaking, and fishing, offering endless opportunities for recreation just steps from your future doorstep. Whether you’re seeking a quiet escape or a place to gather and make lasting memories, this waterfront property is a rare opportunity to bring your vision to life in one of Middle Tennessee’s most cherished lake communities.

E Rockcrest Cir, Winchester

1576 Damron Rd, Estill Springs
$899,000
3 Beds ⋅ 3 Baths ⋅ 3168324 MLS ⋅ ACTIVE Status ⋅ 0.64 Acres ⋅ 37330 Zip Code
Lake Home with private dock! Enjoy direct access to the water with your very own private dock, complete with a covered slip for your boat and two jet ski ports. Whether you’re an avid boater or simply love to soak in the sun, let your aquatic adventures begin. Embrace the great outdoors with multiple decks that cater to every mood. Gather around the cozy firepit on the spacious deck for evening storytelling or simply unwind under the stars. The screened areas provide a perfect setting for entertaining family and friends while grilling your favorite meals. Indulge in relaxation on the covered deck, featuring a luxurious hot tub. Imagine soaking away the day’s stresses while surrounded by stunning natural beauty—this is your personal oasis! This thoughtfully designed home boasts a downstairs kitchenette, making hosting guests a breeze. The flex room offers additional space for a home office, game room, or whatever your heart desires. The well-appointed bedroom and full bath downstairs provide comfort and privacy for visitors or family members. With a dedicated storage building, you’ll have ample space for all your lake toys and gear. Keep your kayaks, paddleboards, and fishing equipment organized and easily accessible for spontaneous adventures on the water. https://youtu.be/K2JZBE7Rfkc (copy link)

1576 Damron Rd, Estill Springs

394 Myers Point Rd, Sewanee
$2,245,000
3 Beds ⋅ 3 Baths ⋅ 3164306 MLS ⋅ ACTIVE Status ⋅ 2.27 Acres ⋅ 37375 Zip Code
OPEN HOUSE 11/8 from 1-3pm. Step into the timeless charm of this custom Craftsman home at 394 Myers Point Rd in Sewanee, TN. Nestled in the prestigious gated community of Myers Point, this 3-bedroom, 3-bathroom masterpiece offers an unparalleled lakefront lifestyle with breathtaking views and meticulous craftsmanship throughout. From the moment you arrive, you will be captivated by the home’s inviting façade, blending classic architectural details with craftsman warmth. Inside, the open-concept floor plan is bathed in natural light, showcasing rich hardwood floors, custom stone fireplace, vaulted ceilings, and exquisite millwork that pay tribute to true artisanal design. The heart of the home is a chef’s kitchen boasting custom cabinetry, granite/quartz countertops, and stainless steel appliances. Perfectly suited for both grand and intimate gatherings, the adjacent dining and living areas open onto a spacious lakeside deck. You can savor your morning coffee or unwind at sunset, all while soaking up serene water views. Retreat to the luxurious primary bedroom which offers an attached home office overlooking both lake and bluff views, a spacious bathroom complete with a custom tile shower, double vanities, and built in linen closet. Two additional bedrooms offer generous space for family and guests. Outdoors, the property delivers a slice of paradise with a beautifully landscaped yard that gently slopes toward the water’s edge. Whether you’re kayaking, paddle boarding, fishing, or simply relaxing by the lake, this home invites you to embrace the tranquility of nature. Located on the popular Cumberland plateau in Myers Point, this home offers the perfect balance of seclusion and convenience, with easy access to local amenities, the University of the South, and endless outdoor recreation. Don’t miss the chance to own this one-of-a-kind lakefront gem. Schedule your private tour today and fall in love with everything 394 Myers Point Rd has to offer!

394 Myers Point Rd, Sewanee

4015 Keith Springs Mountain Rd, Belvidere
$379,000
3 Beds ⋅ 3 Baths ⋅ 3163834 MLS ⋅ ACTIVE Status ⋅ 4.7 Acres ⋅ 37306 Zip Code
Seller has a 48 first right of refusal. Tucked away from the hustle and bustle, this private and serene retreat offers the perfect blend of peace, space, and natural beauty. Nestled on 4.7 picturesque acres, this property invites you to slow down and soak in the quiet surroundings, complete with a charming small pond and abundant wildlife right in your backyard. Inside you will find 3 bedrooms, 2.5 baths and a spacious layout with a dedicated entertaining room perfect for watching ballgames or alone time in the hot tub. An oversized two-car garage provides plenty of room for vehicles, storage, or even a workshop space. Sit by the fireplace inside or cook smores by the firepit outside. Whether you're enjoying peaceful mornings by the pond, watching deer wander through the property, or gathering with loved ones, this property offers a rare opportunity to own your own private slice of countryside paradise. Estate property sale will have to be court approved. Home has a water filtration system.

4015 Keith Springs Mountain Rd, Belvidere

914 N Jefferson St, Winchester
$999,900
4 Beds ⋅ 3 Baths ⋅ 3163497 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code
JUST REDUCED – LAKEFRONT OPPORTUNITY ON TIM’S FORD LAKE for UNDER 1 MILLION! Ask about owner financing / potential rate buy-down! Welcome to 914 N Jefferson Street in the sought-after Barefoot Bay community, where short-term rentals are allowed—making this an ideal primary residence, weekend retreat, or income-producing property. Located just 0.7 miles from Historic Downtown Winchester and 1.9 miles to Twin Creeks Marina & Resort, this home offers the perfect blend of convenience and lake lifestyle. Enjoy access to the community’s lakeside pool for a true resort-style experience. This custom-built home features 2,714 sq ft with 4 bedrooms, 3 baths, and a large bunk room with two full-over-full custom bunks—perfect for maximizing guest space and rental potential. Take in stunning 180-degree lake views from the covered outdoor living areas. Inside, you’ll find 10’ ceilings, 8’ solid-core doors, and a dramatic 21’ vaulted family room with a floor-to-ceiling stone fireplace. Pocketing glass sliders open to a covered porch overlooking the water. The kitchen offers ceiling-height custom cabinetry, soft-close features, pull-out shelving, and KitchenAid Professional appliances. Wide-plank white oak hardwoods run throughout. A well-designed mudroom includes extra cabinetry, workspace, a second refrigerator, and drop zone. A main-level bedroom with en-suite bath adds flexibility. Upstairs, the primary suite features a spa-style bath and private covered balcony with lake views, along with two additional bedrooms, full bath, bunk room, and second laundry. Built above industry standards with a core-filled foundation and rear piling system anchored to bedrock. Exterior includes fiber cement siding and stone accents. Oversized 1-car garage (12x25) with 9’ insulated door and epoxy floors—perfect for lake storage. Rare opportunity in Barefoot Bay—schedule your showing today.

914 N Jefferson St, Winchester

Kayak Way, Winchester
$149,900
3159700 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Lake View Lot- On the South Side of Twin Creeks Village and Resort! Imagine Yourself on the Upper Story Watching the Sun Set On The Lake From Your Future Home! Beautiful Lot and READY TO BUILD. LAKE VIEW LOT on the TWIN CREEKS SOUTH SIDE. Very Close to the Largest Twin Creeks Pool, Close to the Serene Side of Tim's Ford Lake, Come Build Your Dream Lake House! HOA cuts the grass, even after you build a home so you can enjoy the ultimate carefree lakeside living. Lake Life Made Easy and Convenient! Not 1, not 2, but 3 Community Pools for your enjoyment!!! Gated Neighborhood, Golf Cart Friendly, Adjacent to Twin Creeks Marina via private golf cart path with gate- code only given to Twin Creeks Residents and Guests. Great for an Investment. No Build Out Times- Buy and Hold to Build When You're Ready. Twin Creeks offers a wonderful community to part time residents, full time residents, and lot owners with a wide array of social activities on their calendar. Boat slips currently available at Twin Creeks Marina. Complimentary boat and boat trailer storage inside the gate at the boat trailer parking areas in neighborhood as availability allows. Neighborhood managed by Ghertner. Lot owners still have full use of pools whether they have a house or not. Come dip your toe in the lake life!

Kayak Way, Winchester

Why Worry Ln, Winchester
$129,000
3158573 MLS ⋅ ACTIVE Status ⋅ 0.376 Acres ⋅ 37398 Zip Code
JUST REDUCED! MOTIVATED SELLER – EXCEPTIONAL VALUE IN TWIN CREEKS VILLAGE! Your opportunity to enjoy the sought-after Twin Creeks Village lifestyle just got even better! With a newly reduced price, this property offers an incredible opportunity to own in one of Tims Ford Lake's premier communities. Experience resort-style living with access to three community pools, a clubhouse, scenic ponds, walking trails, and beautifully maintained common areas. Just a short golf cart ride away, Twin Creeks Marina offers boat slips, waterfront dining, and convenient access to the sparkling waters of Tims Ford Lake. You're also just minutes from historic downtown Winchester, featuring charming shops, local dining, entertainment, and year-round community events. Whether you're dreaming of a full-time residence, weekend lake retreat, or investment opportunity, this is your chance to embrace the Twin Creeks lifestyle at an even better price. Don't miss this newly reduced opportunity—schedule your showing today!

Why Worry Ln, Winchester

236 Tims Ford Dr, Winchester
$999,500
4 Beds ⋅ 5 Baths ⋅ 3152557 MLS ⋅ ACTIVE Status ⋅ 2 Acres ⋅ 37398 Zip Code
This fantastic large custom home is located upon entering picturesque Tims Ford State Park. This home offers endless opportunities for outdoor enthusiasts.Spend your weekends golfing,hiking,boating or cycling through stunning trails,or enjoy a day on or by the lake. This property is horse-friendly & ideal for those who love the outdoors. As you explore the nearby walking trails, enjoy wildlife sightings, or simply enjoy relaxing in the expansive yard. Blink security stays, washer, dryer & 2nd refrig. stays.The approx. 30x50 detached garage/building allows plenty of room for parking or a workshop/hobby shop. There is also plenty of room for office space in the detached garage/building. Currently the detached garage/building can be used as offices. Potential for in-law quarters. The building has its own electric & half bath. If you're looking for a property that offers many options & opportunities, then look no further. This home has so much to offer, schedule your showing today. Listing broker is related to seller/builder.

236 Tims Ford Dr, Winchester

8246 Aedc Rd, Estill Springs
$434,900
3 Beds ⋅ 3 Baths ⋅ 3149785 MLS ⋅ ACTIVE Status ⋅ 0.75 Acres ⋅ 37330 Zip Code
Seller is offering $5,000 in concessions to go towards buyer's rate buy down/closing costs. Brand new and absolutely stunning! This gorgeous new construction home offers 3 bedrooms, 2.5 baths, and a layout designed for both comfort and style. The spacious living area features a beautiful fireplace with built-ins, that creates the perfect cozy gathering spot. The fabulous kitchen is the showstopper with stylish finishes for cooking, entertaining, and making memories. Features are a walk-in pantry, SS appliances, custom cabinets, and granite countertops. The primary suite features a vaulted ceiling and a spa like en-suite offering a tiled shower, and soak-in tub, oversized dual vanity, and custom shelving in the large walk-in closet. A 2-car attached garage adds convenience and functionality. Located only a short distance from Arnold's Air Force Base and Woods Reservoir. Modern, stylish, and move-in ready-this one is ready to welcome you HOME! Appliances are Frigidaire gallery stainless steel and a SHARP microwave drawer unit. Buyer incentive available up to 1% from our preferred lender of the loan amount towards buyer cost.

8246 Aedc Rd, Estill Springs

53 River Watch Way, Winchester
$879,900
5 Beds ⋅ 5 Baths ⋅ 3146597 MLS ⋅ ACTIVE Status ⋅ 0.25 Acres ⋅ 37398 Zip Code
Experience elevated lake living in the highly sought-after Twin Creeks Village on beautiful Tims Ford Lake. This stunning 2-story brick home offers 5 bedrooms, 4.5 baths, and 3,095 sq ft of thoughtfully designed living space within a gated, resort-style waterfront community. The open-concept living area with fireplace flows seamlessly into the kitchen, creating a warm yet sophisticated setting for everyday living and entertaining. A dedicated entertainment room with media space and wet bar provides the perfect setting to gather after a day on the lake. As a Twin Creeks resident, enjoy exclusive community access to the marina, private community boat ramp, waterfront restaurant, 3,200 sq ft clubhouse, heated pool, event barn, and poolside putting green. Designed for those seeking upscale, low-maintenance lake life in one of Winchester’s premier communities — without the upkeep of individual lakefront ownership. This property has been used as a short-term rental and offers the ability to be income-producing.

53 River Watch Way, Winchester

71 Oakwood Ln, Tullahoma
$150,000
4 Beds ⋅ 2 Baths ⋅ 3145574 MLS ⋅ ACTIVE Status ⋅ 1.54 Acres ⋅ 37388 Zip Code
**home sale contingency fell through** 4-bedroom, 2-bath brick home on a 1.54 acre wooded lot offering approximately 2,231 square feet. Built in 1960, the property presents a clear opportunity for investors or contractors looking for a full renovation project. The level, wooded lot provides space and privacy that is increasingly difficult to find. Recent cleanup has removed debris and cleared trees around the home, opening up the property and making it easier to evaluate. Cash or renovation financing likely required. Property is being sold as-is and the seller will make no repairs. Utilities may not be active. Enter at your own risk; some parts of the floor may not be safe to walk on. The home has recently been cleaned out and trees surrounding the house have been cleared. Updated photos reflecting these improvements will be added soon.

71 Oakwood Ln, Tullahoma

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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.

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