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Winchester, TN Homes for Sale under $300,000

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  • /27

    $254,900

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

    1102 N High St, Winchester, TN 37398

    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 attached carport with

    Agent Photo

    Chelsea Greenway

    Winton Auction & Realty Co.

    (931) 288-5154

    1102 N High St, Winchester, TN 37398
  • /19

    $219,900

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    358 Cessna Cir, Winchester, TN 37398

    Charming 2-bedroom, 2-bath brick home offering 975 square feet of comfortable living space, located in the desirable Airport Acres subdivision. This well-maintained property features a fenced backyard, patio area ideal for outdoor enjoyment, a storage building, and a one-car garage with a concrete driveway. The brick exterior provides low-maintenance durability, while the layout offers efficient

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 229-7439

    358 Cessna Cir, Winchester, TN 37398
  • /49

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,697 Sq Ft

    801 S High St, Winchester, TN 37398

    Welcome to 801 S High St, a rare opportunity in the heart of historic downtown Winchester. Ideally located just off the Winchester Square, this charming property offers the perfect blend of small-town character and everyday convenience—only minutes from Tims Ford Lake and its renowned outdoor recreation. The main residence features three comfortable bedrooms with a functional layout designed for

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 342-4527

    801 S High St, Winchester, TN 37398
  • /26

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,116 Sq Ft

    1466 Bible Crossing Rd, Winchester, TN 37398

    This charming one-story, 2-bedroom, 1-bath home checks every box for smart buyers. Step inside and you’ll find durable Lifeproof flooring, an inviting layout, and the kind of comfort that makes this the perfect starter home, downsizing option, or investment property. Please ask if the current interest rate can be assumable if you qualify with the current lender. Outside, the appeal continues with

    Agent Photo

    John Peck

    Peck Realty Group, LLC

    (931) 271-4947

    1466 Bible Crossing Rd, Winchester, TN 37398
  • /68

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    620 Maple Bend Rd, Winchester, TN 37398

    Dreaming of living close to the lake? Looking to invest in an Airbnb near Tims Ford Lake? This completely remodeled 3 bedroom 2 bathroom house on nearly an acre lot is calling your name. Interior features include LVP flooring in main living areas, carpet in the bedrooms, stainless steel appliances, and more. Exterior features include covered porches, fresh landscaping, circular driveway, barn

    Agent Photo

    Amanda Seibers

    Woodruff Realty & Auction

    (931) 283-2399

    620 Maple Bend Rd, Winchester, TN 37398
  • /24

    $203,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    540 Milton Ln, Winchester, TN 37398

    Wonderful home for 1st time home buyers! Lender Credit and Reduced Interest Rates w preferred lender. This 1064 sq ft home offers modern finishes with a functional layout. Featuring granite countertops and soft close kitchen cabinets. Luxury vinyl flooring throughout. The vaulted ceilings in the kitchen and living room elevate these common areas. The kitchen is equipped with a stove, microwave,

    Agent Photo

    Shawna Denby

    1st Choice REALTOR

    (931) 416-0334

    540 Milton Ln, Winchester, TN 37398
  • /30

    $214,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    711 Hunt St, Winchester, TN 37398

    Welcome home to this adorable new construction gem! Designed with a modern lifestyle in mind, the heart of the home features a bright and airy open-concept kitchen that flows seamlessly into a spacious living room—perfect for entertaining. This 3-bedroom, 2-bathroom floor plan offers both comfort and style. Step outside to enjoy a nice backyard complete with a deck, ideal for morning coffee or

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 345-2123

    711 Hunt St, Winchester, TN 37398
  • /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
  • /53

    $275,000

    • 4 Beds
    • 1,344 Sq Ft

    203 3rd Ave NE, Winchester, TN 37398

    Incredible Dual-Home Investment Opportunity in the Heart of Winchester! Unlock immediate cash flow with TWO separate 2-bedroom, 1-bath homes situated on a single parcel in a sought-after Winchester location. Each home is currently leased at $340 per week—making this an ideal turnkey investment. Perfect for both seasoned investors and newcomers to the rental market, these low-maintenance

    Lindsey Bruce Highlands Elite Real Estate

    203 3rd Ave NE, Winchester, TN 37398
  • /22

    $204,900

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    709 Isbell Turn Rd, Winchester, TN 37398

    MOTIVATED SELLER! Asking under appraised value. Selling as-is. Handyman special. Located just 5 minutes from Devils Step Campground and Boat Ramp on Tims Ford Lake, you’ll have quick access to boating, fishing, and outdoor recreation. Plus, it’s less than 10 minutes to the vibrant downtown Winchester square with its shops, dining, and community events. Perfectly positioned between Highway 64 and

    Adam Brock Canopy Real Estate

    709 Isbell Turn Rd, 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
  • /18

    $210,000

    • 3 Beds
    • 1 Bath
    • 1,433 Sq Ft

    119 Highland Dr, Winchester, TN 37398

    Nestled in a quaint neighborhood, this classic 3-bedroom, 1-bath brick home is full of timeless charm and endless potential. Ideal for a first-time buyer or anyone looking to put their personal touch on a solid home. It offers a comfortable layout with both a formal living room and a cozy den. Conveniently located just minutes from town, you'll enjoy easy access to shopping, dining, and local

    Angela Miller John Smith Jr Realty and Auction LLC

    119 Highland Dr, Winchester, TN 37398
  • /25

    $259,900

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

    286 Strawberry Dr, Winchester, TN 37398

    Fresh paint throughout, a soft-washed exterior, and newly cleared landscaping give this home a clean, welcoming feel from the moment you arrive. Inside, the HVAC has been serviced, vents professionally cleaned, and the home well maintained so you can settle in with confidence from day one. Located just minutes from downtown Winchester and the natural beauty of Tims Ford Lake, this home offers

    Rachel Ferrell Southern Middle Realty

    286 Strawberry Dr, Winchester, TN 37398
  • /15

    $230,000 Open Sat 8AM - 5PM

    • Land
    • 0.25 Acre
    • $920,000 per Acre

    0 Kayak Way Unit 489, Winchester, TN 37398

    JUST LISTED!!! LAKE VIEW LOT with water access! Don’t miss this highly sought-after lake view lot in the Twin Creeks Development. This is an excellent opportunity to build your dream home in a resort-style, golf cart friendly community. This lot is just a short ride to the marina, beach, hiking trails, fishing ponds, cabins, and campground. HOA includes mowing, access to 3 swimming pools, and use

    Felicia Wright Leading Edge Real Estate Group

    0 Kayak Way Unit 489, Winchester, TN 37398
  • /31

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    406 Asia Rd, Winchester, TN 37398

    Well-kept estate property in Winchester's Asia Community just minutes from Tims Ford Lake! This home is in a quiet, country setting with all the charm not found in new builds. Home features 3 bedrooms and 2 full baths. Main bathroom with ceramic tile. Cozy den is perfect for relaxing with family and friends. The heart of this home is the kitchen with beautiful custom cabinets and hardwood

    Lashun Burks WEICHERT, REALTORS - The Andrews Group

    406 Asia Rd, Winchester, TN 37398
  • /30

    $289,900

    • 4 Beds
    • 2 Baths
    • 2,560 Sq Ft

    4025 David Crockett Pkwy W, Winchester, TN 37398

    Welcome to this unique piece of property just minutes from town. Home sits on a generous lot with lovely mature shade trees and flowers. Inside you will find 3bdr/1bath in the main home and in the attached mother-in law suite you will find an additional bedroom and bath. Mother-in law suite also features a kitchen and living room which can be accessed from the outside for great rental

    Angela Miller John Smith Jr Realty and Auction LLC

    4025 David Crockett Pkwy W, Winchester, TN 37398
  • /5

    $250,000

    • Land
    • 1.24 Acres
    • $201,613 per Acre

    9 Summer Lake Ct, Winchester, TN 37398

    Nice building tract with 3 BR building soil site on 1.24 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to

    Greg Sitz Parks Auction & Realty

    9 Summer Lake Ct, Winchester, TN 37398
  • /18

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft

    417 Laura Ave, Winchester, TN 37398

    Welcome to this charming starter home that has been completely renovated from top to bottom and is ready for its next lucky owner! Step inside to discover fresh finishes, updated fixtures, and a bright, welcoming layout that makes everyday living feel effortless. Perfectly situated in a convenient location close to shopping/dining. New LVP flooring, SS appliances, replacement windows, fresh paint

    Angela Miller John Smith Jr Realty and Auction LLC

    417 Laura Ave, Winchester, TN 37398
  • /4

    $250,000

    • Land
    • 0.67 Acre
    • $373,134 per Acre

    0 Long View Dr, Winchester, TN 37398

    Build your dream home on this beautiful lake lot with dock rights on the beautiful Tims Ford Lake in Winchester TN. This lot has a boat dock slip allowed and comes with a public pickle ball court, boat ramp, and a beautiful view. This property is a rare find for those seeking both recreational and residential excellence on the lake.

    Jon Smith Real Broker

    0 Long View Dr, Winchester, TN 37398
  • /9

    $204,900

    • 3 Beds
    • 1 Bath
    • 1,308 Sq Ft

    115 7th Ave NE, Winchester, TN 37398

    Located close to downtown, Clark Memorial School. Winchester city park and Tims Ford Lake. Home on large lot. Showings on hold til January 29th.

    Susan Wade Benchmark Realty, LLC

    115 7th Ave NE, Winchester, TN 37398
  • /12

    $279,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,247 Sq Ft

    614 Haddon Ln, Winchester, TN 37398

    This new construction 3 bedroom, 2 bath home sits on a spacious 0.79-acre lot in the desirable Broadview community. Featuring an open floor plan, it’s perfect for modern living and entertaining. Enjoy the convenience of being close to town while just minutes from the lake. Additional 5+ acres available.

    Nathan Smith John Smith Jr Realty and Auction LLC

    614 Haddon Ln, Winchester, TN 37398
  • /19

    $237,000

    • 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
  • /55

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    201&203 3rd Ave NE, Winchester, TN 37398

    Incredible Dual-Home Investment Opportunity in the Heart of Winchester! Unlock immediate cash flow with TWO separate 2-bedroom, 1-bath homes situated on a single parcel in a sought-after Winchester location. Each home is currently leased at $340 per week—making this an ideal turnkey investment. Perfect for both seasoned investors and newcomers to the rental market, these low-maintenance

    Lindsey Bruce

    201&203 3rd Ave NE, Winchester, TN 37398
  • /23

    $202,900

    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft

    1019 Old Cowan Rd, Winchester, TN 37398

    Discover this pristine 3-bedroom, 2-bathroom gem, built in 2022 and located on a serene, level lot in Winchester. This isn't just a newer build; it’s a meticulously upgraded home. The interior features an inviting open-concept layout bathed in natural light, tied together by durable, stylish LVP flooring throughout.The current owner has invested heavily in "behind-the-scenes" quality, including a

    Sean Crabtree Blue Door Realty Group

    1019 Old Cowan Rd, Winchester, TN 37398
  • /34

    $225,000

    • Land
    • 3 Acres
    • $75,000 per Acre

    0 Spring Hill Dr, Winchester, TN 37398

    Discover the perfect blend of convenience and freedom with this rare 3-acre parcel inside Winchester city limits. If you’ve been searching for a few acres to build your dream home—just minutes from downtown—this one checks every box. Located just beyond a neatly maintained grass-lined fence row at the edge of Winchester Village Phase II, the property offers the benefits of subdivision proximity

    Leah Dickert EXIT Noble Realty Group

    0 Spring Hill Dr, Winchester, TN 37398
  • /17

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    70 Woods Edge Rd, Winchester, TN 37398

    Charming 3-Bedroom, 2-Bath Home in a Great Location! This adorable home offers endless potential! Featuring three bedrooms, two baths, and a fenced-in backyard, it’s perfect for anyone looking to add their own personal touch. Conveniently located near the city park, disc golf course, Bass Club, Tim’s Ford Lake, and all the great amenities Winchester has to offer. Whether you’re looking for a

    April Smith John Smith Jr Realty and Auction LLC

    70 Woods Edge Rd, Winchester, TN 37398
  • /59

    $259,000

    • Land
    • 0.32 Acre
    • $809,375 per Acre

    6 Cypress Point Dr, Winchester, TN 37398

    Come build your dream home and step into the lake life you’ve been dreaming about on beautiful Tim’s Ford Lake! This exceptional lakefront lot offers a rare opportunity to enjoy waterfront living with the convenience of a deeded community boat dock and your very own private slip, perfect for spontaneous sunset cruises, weekend adventures, or peaceful mornings on the water. Tucked away in a quiet,

    Amy Squires Weichert Realtors, The Space Place The Lampley GRP

    6 Cypress Point Dr, Winchester, TN 37398
  • /60

    $286,900

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    96 Liberty Rd, Winchester, TN 37398

    *MOTIVATED SELLER* Welcome home to 96 Liberty Road — a beautifully updated 3-bedroom, 2-bath home situated on a spacious corner lot just minutes from downtown Winchester. 7 minutes from Twin Creeks Marina on Tim's Ford Lake. Completely renovated in 2018, this property offers modern comfort with timeless charm. Inside, you’ll find an inviting open layout with laminate flooring throughout and

    Kirsten Nelms Keller Williams Russell Realty & Auction

    96 Liberty Rd, Winchester, TN 37398
  • /5

    $200,000

    • Land
    • 0.95 Acre
    • $210,526 per Acre

    11 Summer Lake Ct, Winchester, TN 37398

    Nice building tract with 3 BR building soil site on .95 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

    Greg Sitz Parks Auction & Realty

    11 Summer Lake Ct, Winchester, TN 37398
  • /31

    $215,000

    • Land
    • 0.91 Acre
    • $236,264 per Acre

    0 River Watch Way Unit RTC3119356, 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 RTC3119356, Winchester, TN 37398
  • /34

    $225,000

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

    114 Allen Dr, Winchester, TN 37398

    Welcome to this beautifully renovated 3-bedroom 2-bathroom home located in a quiet desirable neighborhood in Winchester. This home offers 1,400 square feet of comfortable, one-level living space, and sits on a generous .83 acre lot providing plenty of space for outdoor living, gardening, or other outdoor activities. Step inside to discover a fresh, modern interior with thoughtful updates

    Tim Stevens Better Homes & Gardens Real Estate Heritage Group

    114 Allen Dr, Winchester, TN 37398
  • /26

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    145 Michelle Ln, Winchester, TN 37398

    Location truly says it all. Just 5 minutes from Tims Ford Lake and 10 minutes to Winchester Square, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of peaceful country living and everyday convenience. Situated outside city limits and neighboring a picturesque 94-acre farm, you’ll enjoy scenic views, privacy, and quiet surroundings. Inside, the home feels light, bright,

    Alexandra Watts Southern Middle Realty

    145 Michelle Ln, Winchester, TN 37398
  • /35

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,822 Sq Ft

    111 Dogwood Ln, Winchester, TN 37398

    Updated brick ranch single story, in the Scenic Heights subdivision, featuring 1822 square feet with three bedrooms, 1 bath, hardwood floors, central air and heat. This large corner lot has a BIG backyard with fully fenced backyard, separate storage building, five parking spaces, close to downtown, minutes from Tims Ford Lake. Updates include HVAC and hot water heater less 5 years old, roof is

    Susan Holmes University Realty

    111 Dogwood Ln, Winchester, TN 37398

Home Trends in Winchester, TN

Housing Trends

Median Sale Price
$357,900
Median Single Family Sale Price
$364,950
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$354,150
Average Price Per Sq Ft
$204
Number of Homes for Sale
102
Last 12 months Home Sales
155
Months of Supply
7.90
Median List Price
$399,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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