Winchester Homes for Sale

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  /20

  $489,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,664 Sq Ft

  56 Deer Valley Cir, Winchester, TN 37398

  Welcome to your dream home in a brand-new 55+ community designed for comfort, convenience, and low-maintenance living. This newly constructed, single-level home offers a thoughtfully designed floor plan with no steps, making everyday living effortless. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with a large flex room perfect for a home office, hobby space, or guest area.

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 342-1528

  56 Deer Valley Cir, Winchester, TN 37398
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  /46

  $505,000

  • 3 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  69 Anderton Dr, Winchester, TN 37398

  Experience true lake living in this beautifully maintained condo located within the gated community of Twin Creeks Village on Tims Ford Lake. The exterior features fresh paint, adding to the home’s curb appeal and move-in-ready condition. Inside, this inviting home offers an open floor plan on the main level with a spacious primary suite complete with a large tile shower and abundant closet

  William Forsythe Southern Elite Realty

  69 Anderton Dr, Winchester, TN 37398
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  /45

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 3,115 Sq Ft

  260 Lookout Dr, Winchester, TN 37398

  Located in the Highlands; a gated Winchester neighborhood near Tims Ford Lake. Modern + sophistication merge with functionality + craftsmanship in this custom home. The home offers upscale comfortable living with convenient access to everything that makes Winchester such a great place to live. Every detail was thoughtfully curated with high quality finishes throughout. Open and relaxing floor

  Leanne Bonning EXIT Noble Realty Group

  260 Lookout Dr, Winchester, TN 37398
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  /18

  $298,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  383 Strawberry Dr, Winchester, TN 37398

  Welcome to this well-maintained, move in ready, 3 bedroom, 2 full bath home situated on a full one-acre lot, offering space, privacy, and outdoor enjoyment. The fully fenced backyard is perfect for entertaining and everyday living, featuring a swimming pool, fire pit, and play set. Enjoy relaxing or hosting gatherings on the covered concrete patio, ideal for year-round use. There is a 50 amp

  Aubrey Layne Century 21 Coffee County Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
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  /49

  $485,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft

  201 Lookout Dr, Winchester, TN 37398

  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,

  Mena Shaker Dream Homes Realty

  201 Lookout Dr, Winchester, TN 37398
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  /82

  $734,900

  • 4 Beds
  • 5 Baths
  • 3,960 Sq Ft

  323 Ridgecrest Dr, Winchester, TN 37398

  BE A PART OF THE FRANKLIN HILLS COMMUNITY! Relax in this stunning 4BR/5BA home in sought after Franklin Hills subdivision, where timeless elegance meets contemporary convenience. Nestled minutes from Tims Ford Lake and the Winchester city park, this home offers unparalleled living, sophisticated design and impressive amenities. Enjoy the grandeur of the 18 foot ceilings in the LR, accented by

  Daryl Welch Freedom Realty Group

  323 Ridgecrest Dr, Winchester, TN 37398
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  /70

  $664,000

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  65 Pontoon Place, Winchester, TN 37398

  Discover refined lake living in this exquisite, gated community, where peace and luxury come together. Selling Fully Furnished!! Residents here enjoy an impressive list of amenities, including a full-service marina, clubhouse, and several pools. Low maintenance with a HOA that takes care of your lawn and all amenities. This stunning home is crafted with timeless detail featuring both an indoor

  Angela Miller John Smith Jr Realty and Auction LLC

  65 Pontoon Place, Winchester, TN 37398
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  /17

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,645 Sq Ft

  2607 Old Tullahoma Rd, Winchester, TN 37398

  Spacious 3–4 bedroom home with 2 full baths and a half bath, offering primary bedroom on the main level for sought-after first-floor living. The flexible fourth bedroom functions perfectly as a bonus room, recreation room, or home office, a popular feature for today’s buyers. Enjoy a nice-size yard, gas fireplace, and first-floor laundry, combining comfort and everyday convenience. Located in a

  Valerie Wilder Century 21 Coffee County Realty & Auction

  2607 Old Tullahoma Rd, Winchester, TN 37398
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  /81

  $829,900

  • 4 Beds
  • 3.5 Baths
  • 2,989 Sq Ft

  17 Cannonball Ct, Winchester, TN 37398

  Better than new! Welcome to 17 Cannonball Court—where timeless design meets effortless lakeside living in the prestigious, gated community of Twin Creeks Village on Tim's Ford Lake. This elegantly appointed 4-bedroom, 3.5-bath residence offers almost 3000k sq. ft. of thoughtfully designed living space with too many upgrades to list here. (See media for upgrades list.) From the moment you enter,

  Jennifer Watson Exit Truly Home Realty

  17 Cannonball Ct, Winchester, TN 37398
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  /77

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 3,040 Sq Ft

  192 Bell Dr W, Winchester, TN 37398

  Take a look at this beautifully maintained 19-year-old home! This property offers a variety of desirable features, including elegant trey ceilings, a well water system, and a sprinkler system to keep the yard looking its best. The roof was replaced in 2020, and a brand-new hot water heater was installed just last year, providing added peace of mind. Don’t miss your chance to see all this home has

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  192 Bell Dr W, Winchester, TN 37398
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  /54

  $479,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,290 Sq Ft

  108 Lookout Dr, Winchester, TN 37398

  Welcome to this beautiful 1.5-level home designed for comfort, convenience, and style! This 3-bedroom home features a zoned primary suite on the main floor, offering privacy and functionality for modern living. The open-concept layout creates an inviting space perfect for entertaining family and friends, while the spacious covered back porch provides the ideal spot to relax and unwind outdoors.

  Mitchell Bowman simpliHOM - The Results Team

  108 Lookout Dr, Winchester, TN 37398
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  /46

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  44 Hammock Dr, Winchester, TN 37398

  Welcome to life at Twin Creeks, where every day feels like a getaway. This beautifully designed two-story home offers the perfect blend of comfort, functionality, and community in one of Winchester’s most sought-after neighborhoods. Step inside to an inviting open foyer that flows seamlessly into the living room, formal dining area, and kitchen — ideal for both everyday living and hosting family

  Shelia Lunsford Benchmark Realty, LLC

  44 Hammock Dr, Winchester, TN 37398
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  /74

  $460,000

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

  91 Country Club Terrace, Winchester, TN 37398

  Enjoy the best of lake living with no HOA and a move-in ready home just 10 minutes from Tims Ford Lake and 2 minutes from the Franklin County Country Club. This beautifully renovated ranch offers an open floor plan with all bedrooms on the main level, plus an additional office/living/flex space perfect for working from home or extra living area. This home features beautifully crafted real wood

  Lea Anne Bedsole Compass

  91 Country Club Terrace, Winchester, TN 37398
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  /61

  $454,900

  • 4 Beds
  • 2 Baths
  • 1,887 Sq Ft

  25 Lookout Dr, Winchester, TN 37398

  Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the

  Christopher (Chr Tapp APP Realty

  25 Lookout Dr, Winchester, TN 37398
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  /24

  $459,000

  • 4 Beds
  • 3.5 Baths
  • 2,209 Sq Ft

  220 Bryan Dr, Winchester, TN 37398

  Updated photos coming soon. Featuring 2 master suites, one downstairs and one upstairs. 3 full baths and one 1/2 bath Renovated in 2018 including roof, central system, water heater, kitchen cabinets, countertops, and appliances

  Sharon Swafford Swaffords Property Shop

  220 Bryan Dr, Winchester, TN 37398
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  /54

  $449,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,890 Sq Ft

  124 Lookout Dr, Winchester, TN 37398

  Welcome to the Winchester Plan—a beautifully designed 1-level, 4-bedroom home offering comfort, style, and functionality! The open living concept creates a warm and inviting atmosphere, perfect for family gatherings and entertaining guests. Enjoy relaxing evenings on the covered back porch, ideal for outdoor dining or simply taking in the peaceful surroundings. Located in a gated, family-friendly

  Mitchell Bowman simpliHOM - The Results Team

  124 Lookout Dr, Winchester, TN 37398
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  /7

  $538,900 New Construction

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

  0 Deer Valley Unit RTC3145847, 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 RTC3145847, Winchester, TN 37398
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  /51

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  1114 N High St, Winchester, TN 37398

  Great opportunity for Lake Life without the Lake front headache! Property is Lake View situated 0.5 mile or less to the Winchester City Park and Boat Ramp. Enjoy Family time at the City Park or Lake. This is a beautifully maintained home with upgrades such as hardwood and tile flooring - new in much of the house. Electrical panel and wiring upgrades - New HVAC installed Jul. 2025; Roof installed

  Donald Golden WEICHERT, REALTORS Joe Orr & Associates

  1114 N High St, Winchester, TN 37398
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  /27

  Call for Price

  • Land
  • 86.9 Acres

  1584 Liberty Rd, Winchester, TN 37398

  ABSOLUTE LIVE/ SIMULCAST REAL ESTATE AUCTION!!! SELLING 86.9 +/- ACRES IN 9 TRACTS ON SATURDAY APRIL 4TH AT 10:00 AM. This land is ABSOLUTELY BEAUTIFUL with stunning Mountain Views!! 10% BUYERS PREMIUM ADDED TO FINAL BID PRICE TO DETERMINE FINAL SALES PRICE. 10% down the day of the sale and balance due in 30 days or less. Tracts 2, 4, & 6 have PERC SITES!!! County water, electricity, & internet

  Van Massey Van Massey Realty & Auction

  1584 Liberty Rd, Winchester, TN 37398
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  /47

  $385,000

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  190 Chase Cir, Winchester, TN 37398

  A STUNNING all-brick HOME nestled in the city limits of Winchester, Tennessee where its convenience to town will make very day life a BREEZE!!! Because of its prime location you are also just a stones throw away from BEAUTIFUL TIMS FORD LAKE & TWIN CREEKS MARINA. Boasting an expansive 2200 sqft of living space this beautiful home features 4 bedrooms & 3 full bathrooms across two spacious levels,

  Fallon Massey Van Massey Realty & Auction

  190 Chase Cir, Winchester, TN 37398
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  /12

  $200,000

  • Land
  • 1.52 Acres
  • $131,579 per Acre

  0 Summerlake Ct Unit RTC3129091, Winchester, TN 37398

  Newly developed Summerlake Ct. Subdivision. Build your new home on lakefront lot in this quite & secluded area with access trail with walking distance to Owl Hollow Cove, Tims Ford Lake. Summerlake TVA Access Trail for golf carts, ATV, bicycling, hiking, paddle board, kayak, swimming & fishing.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC3129091, Winchester, TN 37398
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  /5

  $54,900

  • Land
  • 0.45 Acre
  • $122,000 per Acre

  0 Country Estates Dr Unit 28, Winchester, TN 37398

  COME BUILD YOUR DREAM HOME ON THIS PRIME VACANT LOT!! Welcome to your blank canvas. An incredible opportunity to design and build the home you've always envisioned. Nestled in a peaceful and well established neighborhood this spacious lot offers the perfect balance of privacy, convenience, and natural beauty. Located only mins. from Tims Ford Lake and a public boat launch.

  Angela Miller John Smith Jr Realty and Auction LLC

  0 Country Estates Dr Unit 28, Winchester, TN 37398
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  /24

  $314,000

  • 5 Beds
  • 3 Baths
  • 2,218 Sq Ft

  400 Cessna Cir, Winchester, TN 37398

  5 Bedroom home on largest lot in Airport Acres. The largest downstairs bedroom already has connections for a kitchenette, and could easily be converted to a full apartment. Fully fenced rear yard. Utility building with electricity. Sold with all appliances. Single basement garage and double carport. Storm/safe room 6x8 concrete with steel door. UNDER CONTRACT- 48 HOUR ROR

  Mark Ryder Benchmark Realty, LLC

  400 Cessna Cir, Winchester, TN 37398
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  /49

  $489,900

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

  146 Island Way, Winchester, TN 37398

  LAKE LOVERS DREAM! This 4 Bed 3 full Bath END UNIT townhouse in Gated Twin Creeks Village is situated at the end of a quiet cul de sac yet minutes from all the action! Enjoy the community pool, clubhouse, walking trails or head over to Tim Ford Lake's newest restaurant and Marina. Enjoy Drafts and Watercrafts right on the water! Walking distance to Dry Fork Public Beach. Comfortable floorpan,

  Alley Christenson Synergy Realty Network, LLC

  146 Island Way, Winchester, TN 37398
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  /26

  $180,000 Open House 4/18

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  714 N Cedar St, Winchester, TN 37398

  MOVE IN READY! This adorable 2-bedroom, 1.5-bath home featuring an inviting open-concept kitchen and dining area, is perfect for everyday living and entertaining. Tile flooring in the kitchen and wet areas, while beautiful hardwood floors add warmth throughout the remaining living spaces. The home also offers a spacious laundry room, an attached carport, and a full unfinished basement. Step

  Eberley Holloway Southern Middle Realty

  714 N Cedar St, Winchester, TN 37398
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  /23

  $327,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,358 Sq Ft

  105 N Shephard St, Winchester, TN 37398

  “Behind Blue Eyes" is the tranquil retreat you have been looking for... Located within walking distance of Downtown Winchester, and just 1.5 miles from Tims Ford Lake, this 3 bedroom 2.5 bathroom bungalow in Terrapin Station truly has all of the details and finishes. The spacious living room leads into the open kitchen/dining area. The kitchen includes new stainless appliances and quartz

  Ashley Nelson Franklin County Realty

  105 N Shephard St, Winchester, TN 37398
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  /17

  $135,000

  • Land
  • 2.46 Acres
  • $54,945 per Acre

  0 Lakeview Way Unit 51, Winchester, TN 37398

  MEGA LAND CONSIGNMENT AUCTION! SATURDAY, APRIL 11TH @ 10AM. 21 PROPERTIES IN FRANKLIN, COFFEE, & MARION COUNTY. AUCTION LOCATION: 1561 PHILLIP FULMER PKWY, WINCHESTER, TN. BID LIVE IN PERSON OR ONLINE 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

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way Unit 51, Winchester, TN 37398
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  /23

  $149,000

  • Land
  • 0.33 Acre
  • $451,515 per Acre

  0 Hammock Dr Unit 241, Winchester, TN 37398

  Large corner lot in Twin Creeks! This beautiful lot sits on the marina side of the neighborhood, placing you within easy walking distance to the full-service marina, boat slips, a lakefront restaurant/bar, three resort-style pools, clubhouse, scenic walking trails, and a sandy beach area. Its corner location offers excellent building flexibility and open sight lines. With only a single-story home

  Heather Boldizsar Lake Homes Realty, LLC

  0 Hammock Dr Unit 241, Winchester, TN 37398
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  /28

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  525 Sharp Springs Rd, Winchester, TN 37398

  Charming and efficiently designed home offering incredible value with generous square footage! This well-maintained property features 2 spacious bedrooms upstairs along with a full bath, plus an additional full bath on the main level for added convenience. The open-concept layout connects the great room, dining area, and a large, updated kitchen—perfect for everyday living and entertaining. Enjoy

  Stephanie Dowdy Freedom Realty Group

  525 Sharp Springs Rd, Winchester, TN 37398
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  /9

  $139,900

  • Land
  • 0.92 Acre
  • $152,065 per Acre

  0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398

  Location! Location! Location!! Just under an acre (0.92 +/- Acres) a half mile from Walmart Shopping Center, convenient also to city park, eateries, downtown Winchester, Decherd and Tims Ford Lake High Traffic Area Build your new business here!

  Debra (L.D.) Thompson Swaffords Property Shop

  0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398
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  /13

  $120,000

  • Land
  • 1.16 Acres
  • $103,181 per Acre

  0 Lakeview Way Unit 52, Winchester, TN 37398

  MEGA LAND CONSIGNMENT AUCTION! SATURDAY, APRIL 11TH @ 10AM. 21 PROPERTIES IN FRANKLIN, COFFEE, & MARION COUNTY. AUCTION LOCATION: 1561 PHILLIP FULMER PKWY, WINCHESTER, TN. BID LIVE IN PERSON OR ONLINE 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

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way Unit 52, Winchester, TN 37398
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  /27

  $274,999

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  217 S Porter St, Winchester, TN 37398

  Turnkey townhome investment opportunity with immediate income. This unit offers 3 bedrooms, 2.5 bathrooms, and approximately 1,575 sq ft, featuring an open-concept layout, modern finishes, and a fully fenced backyard. The unit is tenant occupied, providing stable cash flow from day one. Units 211, 213, and 215 are leased at $1,745/month; Unit 217 is leased at $1,895/month. Property is located in

  Grey Smotherman Reliant Realty ERA Powered

  217 S Porter St, Winchester, TN 37398
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  /89

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft

  208 Loop Dr, Winchester, TN 37398

  Welcome to Luxury Lake Life on Tims Ford Lake!! Discover refined waterfront living with this stately brick home complete with your very own private boat dock. Boasting 4 spacious bedrooms and 3.5 beautifully appointed bathrooms, this home offers the perfect blend of elegance and comfort. Step inside to find exquisite custom trim and architectural details throughout. The culinary kitchen is a

  Jessica London Southern Middle Realty

  208 Loop Dr, Winchester, TN 37398
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  /37

  $359,000

  • 5 Beds
  • 3 Baths
  • 3,343 Sq Ft

  121 N Cedar St, Winchester, TN 37398

  Fresh! Beautifully renovated home that features vintage charm with modern updates such as a spacious walk-in tile shower and new light fixtures. Storage building. This home is within walking distance to the Winchester Courthouse Square's restaurants, shops, and the Oldham Theater.

  Sharon Swafford Swaffords Property Shop

  121 N Cedar St, Winchester, TN 37398
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  /27

  $274,999

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  213 S Porter St, Winchester, TN 37398

  Turnkey townhome investment opportunity with immediate income. This unit offers 3 bedrooms, 2.5 bathrooms, and approximately 1,575 sq ft, featuring an open-concept layout, modern finishes, and a fully fenced backyard. The unit is tenant occupied, providing stable cash flow from day one. Units 211, 213, and 215 are leased at $1,745/month; Unit 217 is leased at $1,895/month. Property is located in

  Grey Smotherman Reliant Realty ERA Powered

  213 S Porter St, Winchester, TN 37398
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  /9

  $1,800,000

  • Land
  • 25.15 Acres
  • $71,571 per Acre

  3819 Tullahoma Hwy, Winchester, TN 37398

  Prime opportunity on Hwy 41A! 25 acres with road frontage along Tullahoma Highway, currently zoned agricultural but offering excellent potential for rezoning to commercial use. This property is located in a high-traffic corridor with strong visibility, making it ideal for future development. Rare chance to secure acreage in such a prime location—don’t miss it! Less than 0.8 miles to Home Depot

  Jennifer Murdock Horizon Realty Group dba Keller Williams Horizon

  3819 Tullahoma Hwy, Winchester, TN 37398
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  /8

  $110,000

  • Land
  • 0.68 Acre
  • $161,765 per Acre

  0 Summerlake Ct Unit RTC3129083, Winchester, TN 37398

  Newly developed Summerlake Ct. Subdivision. Build your new home in this quiet and secluded subdivision with access trail within walking distance to Owl Hollow Cove, Tims Ford Lake. "Summerlake TVA Access Trail" for golf carts, ATV, bicycle, hiking, paddle board, kayak, swimming & fishing.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC3129083, Winchester, TN 37398
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  /7

  $125,000

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft

  605 Gin St, Winchester, TN 37398

  Property is being sold in an as-is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification

  JERRY EMERSON KING Williams & Williams Real Estate Auctions

  605 Gin St, Winchester, TN 37398
• 

  

  /12

  $200,000

  • Land
  • 1.21 Acres
  • $165,289 per Acre

  0 Summerlake Ct Unit RTC3129086, Winchester, TN 37398

  Newly developed Summerlake Ct Subdivision. Build your new home in this quite & secluded area with an access trail within walking distance to Owl Hollow Cove, Tims Ford Lake. Summerlake TVA Access Trail for golf carts, ATV, bicycling, hiking, paddle board, kayak, swimming & fish

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC3129086, Winchester, TN 37398
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  /15

  $195,000

  • Land
  • 1.35 Acres
  • $144,444 per Acre

  16 Cascade Dr, Winchester, TN 37398

  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

  Lisa Hayes 1st Choice REALTOR

  16 Cascade Dr, Winchester, TN 37398

Showing Results 41 - 80, Page 2 of 5