Homes for Sale in 37398

• 

  

  

  /30

  $479,000

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft

  95 Lookout Dr, Winchester, TN 37398

  Many Desirable Features! Downstairs Master Bedroom Suite has walk-in closet, master bath enjoys twin vanities, walk-in linen closet, separate tub, separate walk-in shower, attractive tile floor and connects to downstairs laundry for convenience. Granite countertops in kitchen and baths. Bonus Room can be a 4th Bedroom, upstairs desk area is great for homework time. This home has 2 laundry rooms

  Sharon Swafford Swaffords Property Shop

  95 Lookout Dr, Winchester, TN 37398
• 

  

  

  /22

  $199,000

  • Land
  • 39,639 Sq Ft
  • $218,681 per Acre

  0 River Watch Way Unit 523524, Winchester, TN 37398

  Lots 523 and 524 bundled together to offer you the best opportunity in the community to build two custom homes! Enjoy TWO incredible lots with lake views in a secluded and private section of the neighborhood that has an abundance of amenities. Ready to start living the lake life? This is the spot you have been looking for! Enjoy the clubhouse, pool, putting green, fire pit, pavilion, boat storage

  Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit 523524, Winchester, TN 37398
• 

  

  

  /62

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 2,684 Sq Ft

  73 Cypress Point Dr, Winchester, TN 37398

  Lake Front Living! Located in Cypress Point Subdivision. Step inside to a beautiful foyer that opens into open concept living designed for relaxation and entertaining! The first floor features a screened-in back porch with a gas fireplace perfect for cozy evenings. Adjacent is the open deck perfect for grilling, dinner, soaking in the hot tub and outdoor entertaining. The primary suite is located

  Melissa Stewart Swaffords Property Shop

  73 Cypress Point Dr, Winchester, TN 37398
• 

  

  

  /24

  $135,000

  • Land
  • 28,749 Sq Ft
  • $204,545 per Acre

  0 River Watch Way Unit 524, Winchester, TN 37398

  Fabulous opportunity to build your dream lake home on a large level lot in one of the most private and secluded areas of the community. It is hard to get any closer to Tims Ford Lake with the potential for lake views right from your home! Want a big yard? Build on this lot and purchase the one next door from us too. Enjoy the clubhouse, pool, putting green, fire pit, pavilion, boat storage lot,

  Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit 524, Winchester, TN 37398
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  /29

  $105,000

  • Land
  • 0 Sq Ft

  0 River Watch Way Unit 523, Winchester, TN 37398

  Private lot at an incredible price in a secluded section of a community with an abundance of amenities. Lake Home? Vacation Home? This is the spot for you! Want a big yard? Build on the lot next door and keep this one. Enjoy the clubhouse, pool, putting green, fire pit, pavilion, boat storage lot, special events area with a lake view, full service marina and restaurant, boat slip rentals, trails,

  Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit 523, Winchester, TN 37398
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  /7

  $69,900

  • Land
  • 0 Sq Ft

  0 Why Worry Ln Unit 323, Winchester, TN 37398

  Incredible value-priced lot! Build your dream home in the beautiful Twin Creeks Village, one of the most desirable lakefront communities in the area. This lot is on the marina side and offers the perfect combination of modern amenities and an active, resort lifestyle. Enjoy the peace of mind and exclusivity that comes with living in this gated community. Residents have access to multiple swimming

  Stacy Zepeda The Sapphire Group Real Estate

  0 Why Worry Ln Unit 323, Winchester, TN 37398
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  /80

  $1,479,000

  • 5 Beds
  • 4.5 Baths
  • 4,497 Sq Ft

  1305 Dripping Springs Rd, Winchester, TN 37398

  Experience lakefront living at its finest at 1305 Dripping Springs Rd on beautiful Tims Ford Reservoir! This spacious all-brick split-level home offers approximately 4,500 sq. ft. with 5 bedrooms and 4.5 baths, perfectly situated on a prime waterfront lot with very level and easy access to a private 2-slip covered floating boat dock. Mature shade trees and breathtaking water views create a

  Thomas Ore Winton Auction & Realty Co.

  1305 Dripping Springs Rd, Winchester, TN 37398
• 

  

  /39

  $499,900

  • 4 Beds
  • 3 Baths
  • 2,578 Sq Ft

  70 Island Way, Winchester, TN 37398

  If you’ve been dreaming of the perfect lake lifestyle, this is your opportunity to make it a reality—and it comes fully furnished. Welcome to this immaculate 4-bedroom, 3-bath end-unit condo in the highly sought-after Twin Creeks community on beautiful Tims Ford Lake. Inside, you’ll find a thoughtfully curated living space with a tasteful, lake-inspired design—all included in this turnkey

  

  Dena Abbott

  SimpliHOM

  (931) 429-3282

  70 Island Way, Winchester, TN 37398
• 

  

  /72

  $480,000

  • 3 Beds
  • 4 Baths
  • 3,242 Sq Ft

  91 Country Club Terrace, Winchester, TN 37398

  Freshly reintroduced to the market with recent appraisal supporting the new list price, this home offers a compelling opportunity for today’s buyers. The seller is offering $10,000 in flex cash—use it toward closing costs, prepaids, or a rate buy-down—along with a standard Achosa Home Warranty. Just in time for summer, the pool is open and ready to enjoy. Enjoy close proximity to the lake with no

  Lea Anne Bedsole Compass

  91 Country Club Terrace, Winchester, TN 37398
• 

  

  /13

  $324,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,047 Sq Ft

  173 Country Club Terrace, Winchester, TN 37398

  Coming Soon! Lovely neighborhood! Landscaping in the flower beds to be tidied up and shrubs to be pruned. 'Selling As Is".

  Sharon Swafford Swaffords Property Shop

  173 Country Club Terrace, Winchester, TN 37398
• 

  

  /11

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  349 Woods Edge Rd, Winchester, TN 37398

  Move-in ready and full of updates! This 3-bedroom, 2 bath all-brick home offers approximately 1,400 square feet with a new roof in 2024 plus HVAC less than 5 years old. Located in the city limits with the convenience of natural gas and sewer. Enjoy a quiet neighborhood, shaded fenced backyard, attached garage, carport, storage shed, paved drive and oak cabinets.

  Nathan Smith John Smith Jr Realty and Auction LLC

  349 Woods Edge Rd, Winchester, TN 37398
• 

  

  /23

  $104,900

  • Land
  • 0 Sq Ft

  0 Why Worry Ln Unit 255, Winchester, TN 37398

  Come and check out this great value at Lot 255 in Twin Creeks Village -- a beautiful lot for YOUR new lake home! This level lot is just beyond the gated entrance and is only a stone's throw to the newly constructed Pool #3 in Twin Creeks Village! Whether you are looking to build your forever home or a family vacation home, this lot is in a great location. Amenities galore in TCV -- 3 pools,

  Shelia Lunsford Benchmark Realty, LLC

  0 Why Worry Ln Unit 255, Winchester, TN 37398
• 

  /2

  $95,000

  • Land
  • 5.34 Acres
  • $17,790 per Acre

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398

  5.34 acres on the desirable Broadview side of Winchester! This beautiful tract is ready to go with a perk site already established—bring your plans and start building. Enjoy the perfect blend of privacy and convenience, located less than 10 minutes from Devil Step boat ramp and Tims Ford Lake. Whether you're looking for a homesite or weekend getaway, this one checks all the boxes! More pictures

  Nathan Smith John Smith Jr Realty and Auction LLC

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398
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  /27

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  1102 N High St, Winchester, TN 37398

  Motivated seller! Charming all-brick 3-bedroom, 2 bath home just minutes from the heart of downtown Winchester and a short jog to the boat ramp at the bass club on Tims Ford Lake. Enjoy beautiful lake views from the front yard and beautiful hardwood floors throughout much of the home. The spacious kitchen offers ample cabinet and counter space, perfect for everyday living and entertaining. An

  

  Chelsea Greenway

  Southern Middle Realty

  (931) 369-0354

  1102 N High St, Winchester, TN 37398
• 

  

  /73

  $1,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,183 Sq Ft

  169 Joy Cir, Winchester, TN 37398

  Experience turnkey lake living at Tim’s Ford Lake in this fully furnished 3,100+ sq ft retreat. Featuring 3 bedrooms, a bunk room, and 3.5 bathrooms, this home offers the perfect blend of space and comfort for relaxing or entertaining. Inside, you’ll find engineered hardwood floors, abundant natural light, quartz countertops, and a vaulted living room with a cozy fireplace. Double doors on each

  Hannah Vandiver Reliant Realty ERA Powered

  169 Joy Cir, Winchester, TN 37398
• 

  

  /42

  $465,000

  • 5 Beds
  • 3 Baths
  • 2,420 Sq Ft

  71 David Crockett Hwy, Winchester, TN 37398

  Completely remodeled and move-in ready, this stunning home offers the perfect blend of modern upgrades and functional space. Situated on approximately one acre, this property features 5 bedrooms, an office, a spacious recreation/game room upstairs, and a 2-car garage. Inside, you’ll find beautiful new flooring throughout, custom cabinetry, granite countertops, and stylish finishes at every turn.

  Eberley Holloway Southern Middle Realty

  71 David Crockett Hwy, Winchester, TN 37398
• 

  

  /19

  $224,900

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft

  205 8th Ave NW, Winchester, TN 37398

  Welcome to this delightful brick home nestled on a generous corner lot surrounded by mature shade trees. Full of character and timeless appeal, this home features gleaming original hardwood floors that add warmth and authenticity throughout. Perfectly situated close to town and just minutes from Tims Ford Lake. This combines peaceful living with everyday convenience. Replacement windows

  Angela Miller John Smith Jr Realty and Auction LLC

  205 8th Ave NW, Winchester, TN 37398
• 

  

  /41

  $849,900

  • 3 Beds
  • 3 Baths
  • 2,395 Sq Ft

  106 Clearview Cir, Winchester, TN 37398

  Discover this charming, lake front home nestled on a quite cove in Hopkins Point Sub-Div. This spacious home offers 3 full bedrooms, a finished basement, hardwood floors, and a cozy fireplace. Two primary bedrooms one on each floor with a third bedroom that has private access to bathroom. Gorgeous views throughout the home. Attached & Detached garages, plenty of outdoor space. Step outside to

  Sam Hatfield Sam Hatfield Realty, Inc.

  106 Clearview Cir, Winchester, TN 37398
• 

  

  /10

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft

  110 Allen Dr, Winchester, TN 37398

  Great investment property, located in cul de sac. All brick! Two units with central heating and cooling, one with a brand new unit. Large, private back yard. Located close to grocery store, shopping, restaurants, etc. Great return on your money. Both units are rented at 875.00 and 950.00.

  Curtis Benchmark Realty, LLC

  110 Allen Dr, Winchester, TN 37398
• 

  

  /55

  $609,996

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  794 River Watch Way, Winchester, TN 37398

  It’s time to embrace the lake lifestyle you’ve been dreaming about with this rare one-level home perfectly positioned in the gated Twin Creeks Village community on stunning Tim’s Ford Lake.This beautifully appointed 3-bedroom, 2-bath home offers 9’ ceilings, a welcoming entry foyer, and an open, light-filled layout designed for both everyday living and effortless entertaining. The spacious

  Shelia Lunsford Benchmark Realty, LLC

  794 River Watch Way, Winchester, TN 37398
• 

  

  /7

  $195,000

  • Land
  • 1.78 Acres
  • $109,551 per Acre

  0 Ross Ln, Winchester, TN 37398

  Attention multi-family or residential developers! For Sale - 1.78 acre parcel Zoned R-3A (High Density Residential Alternative) within the City of Winchester. Hard to find corner lot - approximately 500’ of total street frontage on Ross Ln & Lilian St. Close proximity (~0.5 miles) to the historic Winchester Town Square and Oldham Theater. City water, sewer, and electric available – Buyer to

  Cramer Foster Lynch Rigsby Realty & Auction, LLC

  0 Ross Ln, Winchester, TN 37398
• 

  

  /66

  $459,000

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  56 Suntan Ct, Winchester, TN 37398

  Great home in a great setting....Tims Ford Lake is the perfect family retreat spot. This home has 4 bedrooms and 2.5 baths. Great floorplan to make living easy at beautiful, gated Twin Creeks Community. This home is presented to you in perfect time for the lake and boating season. Screened in back porch, open kitchen, living and dining area and primary on the main. This perfect area opens up to a

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 229-7101

  56 Suntan Ct, Winchester, TN 37398
• 

  /2

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  810 N High St, Winchester, TN 37398

  Great duplex in perfect location...convenient to Tims Ford lake, Twin Creeks marina and downtown Winchester! One side had an extensive overhaul in 2025. Both sides are currently rented at 975.00 each. Great return on your money! Allow 24hr showing notice to alert tenants.

  Curtis Benchmark Realty, LLC

  810 N High St, Winchester, TN 37398
• 

  /2

  $380,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft

  67 Lake Ln, Winchester, TN 37398

  Brandy Scott Winton Auction & Realty Co.

  67 Lake Ln, Winchester, TN 37398
• 

  

  /53

  $319,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 1.5 Baths
  • 1,923 Sq Ft

  128 Bel Aire Dr, Winchester, TN 37398

  Welcome to 128 Bel Aire Dr — where modern updates, functional space, and an unbeatable location come together! This beautifully updated 4-bedroom, 1.5-bath home offers just under 2,000 square feet of comfortable living space. Inside, you’ll find brand new LVP flooring, giving the home a fresh, modern feel from the moment you walk in. Enjoy the flexibility of multiple living areas with both a

  Jessica London Southern Middle Realty

  128 Bel Aire Dr, Winchester, TN 37398
• 

  

  /32

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  135 Chickamauga Trail, Winchester, TN 37398

  Welcome home to this beautifully maintained property in the established Cherokee Estates community in Winchester! Built in 2017, this spacious 3-bedroom, 2-bath home also features a versatile bonus room—perfect for a home office, playroom, or additional living space.Step inside to an inviting open floorplan designed for both everyday living and entertaining. The kitchen comes fully equipped

  Linda Mendoza Bradford Real Estate

  135 Chickamauga Trail, Winchester, TN 37398
• 

  

  /36

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft

  61 Brookfield Cir, Winchester, TN 37398

  If you’ve been waiting on a solid, beautiful brick home with REAL rooms and space for everyone... this is it. This one is not your typical open concept. You get those traditional, defined spaces that just make sense... a layout that gives you privacy, function, and room to actually live. The rooms are BIG, not cramped, not cut up... just good, comfortable space. You’ve got sitting areas on both

  Fhonda Hatmaker eXp Realty

  61 Brookfield Cir, Winchester, TN 37398
• 

  

  /94

  Call for Price

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  815 S Shephard St, Winchester, TN 37398

  Wilson Land McLemore Auction Company, LLC

  815 S Shephard St, Winchester, TN 37398
• 

  

  /4

  $99,900

  • Land
  • 13,939 Sq Ft
  • $312,188 per Acre

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398

  Build your ideal lake retreat on Lot 257 Why Worry Lane in the highly sought-after Twin Creeks Village near stunning Tims Ford Lake. This gated waterfront community blends luxury lake living with the relaxed charm of a resort getaway, making it the perfect place to create your own escape. Enjoy access to incredible amenities including multiple community pools, a clubhouse, full-service marina

  Art Kelly Zeitlin Sotheby's International Realty

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398
• 

  

  /57

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 3,720 Sq Ft

  160 Wakeboard Way, Winchester, TN 37398

  Homeowners are relocating due to changes in family circumstances . Seller is offering Extended close or lease back options as a convenience to buyer should you have a home sell contingency. 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

  Angela Privett Benchmark Realty, LLC

  160 Wakeboard Way, Winchester, TN 37398
• 

  

  /54

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft

  58 Island Way, Winchester, TN 37398

  Low maintenance living meets lake life luxury in this beautifully designed townhome tucked inside a gated community loaded with amenities! Whether you're looking for a full-time residence or the perfect weekend escape, this one checks all the boxes. Step inside to find a spacious layout featuring a primary suite on the main level, offering convenience and comfort. The spa-like bath is your

  Angela Miller John Smith Jr Realty and Auction LLC

  58 Island Way, Winchester, TN 37398
• 

  

  /17

  $89,900

  • Land
  • 14,810 Sq Ft
  • $264,412 per Acre

  0 Kayak Way Unit 500, Winchester, TN 37398

  Lake life starts here! Located in the desirable Twin Creeks Village community on Tims Ford Lake, this large homesite offers the opportunity to build a custom getaway or full-time residence in a gated, resort-style setting. Enjoy amenities including multiple pools, a clubhouse with a restaurant, marina access, walking trails, and community gathering spaces designed for both relaxation and

  George Weeks Team George Weeks Real Estate, LLC

  0 Kayak Way Unit 500, Winchester, TN 37398
• 

  

  /31

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  70 Crestview Dr, Winchester, TN 37398

  This like new 3 bedroom, 2 bath home is move-in ready in beautiful Winchester TN!! This home sits on a spacious 0.53 acre lot and offers the perfect blend of comfort and convenience. Inside, you will find a well kept interior that feels fresh and inviting, while outside features are just as impressive-complete with a 20x30 detached, 2 car garage, concrete driveway and an added patio with deck

  Erin Kehely Steve Jernigan Realty

  70 Crestview Dr, Winchester, TN 37398
• 

  

  /72

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 4,668 Sq Ft

  686 Bluff Dr, Winchester, TN 37398

  Beautiful lakefront home located in the sought-after Hopkins Point subdivision with STUNNING WATER VIEWS! Don’t miss this rare opportunity to own a lakefront retreat with panoramic water views and direct access to the lake. This spacious 3-level home offers open living areas, a finished walkout basement, and plenty of room for entertaining family and guests. The lower level features a den/rec

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 414-7568

  686 Bluff Dr, Winchester, TN 37398
• 

  

  /59

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  1010 N High St, Winchester, TN 37398

  Lake view, location, and space—this one has it all! Welcome to 1010 North High Street, ideally situated just across the bridge from the lake and the Bass Club with boat ramp access, and only minutes from the square. This 3-bedroom, 2-bath home offers over 1,800 sq ft of convenient one-level living, featuring a huge rec room perfect for entertaining, game days, or a home theater setup. Enjoy

  Christopher Smith Synergy Realty Network, LLC

  1010 N High St, Winchester, TN 37398
• 

  

  /78

  $595,000

  • 3 Beds
  • 3.5 Baths
  • 2,579 Sq Ft

  319 Campfire Ct, Winchester, TN 37398

  Welcome to Twin Creeks Village, where lake living meets elevated design and effortless comfort. This beautifully appointed 3-bedroom, 3 full & 1 half bath home offers nearly 2,600 square feet of thoughtfully designed space, highlighted by soaring ceilings and a dramatic two-story foyer with custom trim, designer lighting, and curated wallpaper accents. The main level features luxury vinyl plank

  Meredith Smith Benchmark Realty, LLC

  319 Campfire Ct, Winchester, TN 37398
• 

  

  /15

  $79,000

  • Land
  • 22,651 Sq Ft
  • $151,923 per Acre

  0 Old Holders Cove Rd Unit 1, Winchester, TN 37398

  Ready to Build Your Dream Home? Look no further! Prime level lot in the countryside not far from town, just 6 minutes from the Winchester Courthouse Square restaurants and shopping. Aerial photos coming soon. No barndo's, no mobile homes, and a 1500 sq ft. minimum.

  Sharon Swafford Swaffords Property Shop

  0 Old Holders Cove Rd Unit 1, Winchester, TN 37398
• 

  

  /29

  $559,900

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  102 Cannonball Ct, Winchester, TN 37398

  Inside this home you will find hardwood and tile flooring throughout. The custom designed kitchen is complete with SS Kitchen Aid Appliances - such as double ovens, beverage center and icemaker in island, commercial sized refrigerator, gas cook top, dishwasher, and built in microwave. The Great Room has gas log fireplace. You will love the size of the Master Suites with private baths and walk in

  Angela Privett Benchmark Realty, LLC

  102 Cannonball Ct, Winchester, TN 37398
• 

  

  /89

  $699,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  347 Campfire Ct, Winchester, TN 37398

  Step into luxury living at its finest with this exquisite new construction nestled inside a highly sought-after gated lake community. From the moment you walk through the door, you're greeted by soaring ceilings and an abundance of natural light pouring through the walls of windows-creating a bright, airy feel that instantly feels like home. The heart of the home is a dream kitchen featuring

  Angela Miller John Smith Jr Realty and Auction LLC

  347 Campfire Ct, Winchester, TN 37398
• 

  

  /8

  $538,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  0 Deer Valley Unit RTC3186418, Winchester, TN 37398

  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

  Angela Privett Benchmark Realty, LLC

  0 Deer Valley Unit RTC3186418, Winchester, TN 37398

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