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Winchester, TN Homes for Sale under $500,000

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  • /58

    $499,900

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

    70 Island Way, Winchester, TN 37398

    Turnkey and ready for immediate lake enjoyment, this fully furnished 4-bedroom, 3-bath end-unit townhome offers the perfect opportunity to embrace lake living at its finest. Located in the highly sought-after Twin Creeks community on beautiful Tims Ford Lake, this home blends comfort, style, and convenience.Inside, you’ll find a thoughtfully curated, lake-inspired interior with tasteful

    Agent Photo

    Dena Abbott

    SimpliHOM

    (931) 429-3282

    70 Island Way, Winchester, TN 37398
  • /39

    $419,900

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    102 Dogwood Ln, Winchester, TN 37398

    WOW!! This brick ranch has been completely renovated and remodeled and you have got to see it to believe it!! All new custom kitchen with gorgeous cabinets, floating shelves, large island, farmhouse sink, granite countertops and pantry. Large LR/Dining room combination, den with electric fireplace, 3 oversized bedrooms with large closets, new bathrooms, and an extra flex space that could be a

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 546-1055

    102 Dogwood Ln, Winchester, TN 37398
  • /71

    $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

    Agent Photo

    Billie Kay Caldwell

    Swaffords Property Shop

    (931) 229-7101

    56 Suntan Ct, Winchester, TN 37398
  • /55

    $469,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    270 Wood Bluff Rd, Winchester, TN 37398

    Bring your fishing pole or Kayak! This charming 4-bedroom, 2.5-bathroom home is all about easy living and great views, especially with its direct access to the peaceful Boiling Fork Creek and Tim's Ford Lake. Tucked away in a lovely neighborhood full of mature trees and super close to everything you need, it features a fully fenced-in backyard that’s perfect for pets or just hanging out. Inside,

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 246-4234

    270 Wood Bluff Rd, Winchester, TN 37398
  • /33

    $459,900

    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.

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 225-9805

    56 Deer Valley Cir, Winchester, TN 37398
  • /46

    $499,900

    $15K PRICE DROP
    • 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
  • /49

    $470,000

    New Construction Open Sat 1PM - 3PM $15K PRICE DROP
    • 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
  • /54

    $479,900

    New Construction $5K PRICE DROP
    • 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
  • /62

    $459,000

    $21K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,209 Sq Ft

    220 Bryan Dr, Winchester, TN 37398

    Welcome to your new home nestled in a serene lake neighborhood on Tims Ford Lake. This delightful house offers the perfect blend of comfort, privacy and entertaining space, making it ideal for families and those seeking a relaxed lifestyle. The privacy-fenced backyard provides the perfect escape for gatherings or quiet evenings under the stars. The convenient patio is perfect for barbecues,

    Sharon Swafford Swaffords Property Shop

    220 Bryan Dr, Winchester, TN 37398
  • /64

    $475,000

    • 5 Beds
    • 2 Baths
    • 3,922 Sq Ft

    309 2nd Ave NW, Winchester, TN 37398

    Income-producing property just over a block from downtown Winchester, offering a rare opportunity for buyers seeking investment property in Tennessee with immediate rental income and future flexibility. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence generates approximately $2,000/month in rental income and includes approximately 3,922 sq ft on a .34-acre lot in the

    Robert Duncan eXp Realty

    309 2nd Ave NW, Winchester, TN 37398
  • /45

    $474,900

    New Construction $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,269 Sq Ft

    188 Wiseman Ln, Winchester, TN 37398

    Discover this beautiful home featuring custom-built cabinets, granite countertops, spacious walk-in closets, a welcoming covered front porch, and a back deck perfect for relaxing or entertaining. Sitting on 1.386 acres, the property boasts a huge, flat, and cleared backyard—ideal for kids, pets, and outdoor activities. Located in a peaceful and desirable new neighborhood, this home offers

    Andrew Curl Better Homes & Gardens Real Estate Heritage Group

    188 Wiseman Ln, Winchester, TN 37398
  • /82

    $464,900

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

    963 Lynchburg Rd, Winchester, TN 37398

    Income producing property. Used as short term and long term rental with healthy returns.Located across the street from Twin Creeks Marina on Tims Ford Lake, this perfectly renovated, 4 bedroom, 3 bath home is selling fully furnished with high-end furniture and decor. Open, spacious, and airy floor plan offers 2 bedrooms down, kitchen with stainless appliances, dining room, 2 bedrooms upstairs

    Mimi Genet Parks Auction & Realty

    963 Lynchburg Rd, 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
  • /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
  • /30

    $499,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,645 Sq Ft

    2607 Old Tullahoma Rd, Winchester, TN 37398

    Let's talk about convenience! This home is located within a few minutes of everything you'll ever need. Winchester, TN is a charming lakeside town offering a blend of outdoor recreation, historic charm, and a historic down town. We have it all boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with 2 full baths and a half bath, offering primary bedroom on

    Valerie Wilder Century 21 Coffee County Realty & Auction

    2607 Old Tullahoma Rd, Winchester, TN 37398
  • /58

    $420,000

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

    6933 Winchester Hwy, Winchester, TN 37398

    Welcome to this spacious and charming 5-bedroom, 3-bath home situated on a beautiful 1-acre lot. Offering 2,632 square feet of living space, this property blends classic character with everyday comfort. The original portion of the home was built in 1945, adding timeless charm and warmth throughout. LESS THAN 15 MINUTES TO JACK DANIELS - Homes do not become available in the Lynchburg area like

    Shelia Swaim Southern Tennessee Realty

    6933 Winchester Hwy, Winchester, TN 37398
  • /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
  • /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
  • /62

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    90 Owl Hollow Ln, Winchester, TN 37398

    Located near Tims Ford Lake with deeded lake access, this well-built all brick home offers privacy, space, and plenty of potential on 2.64 wooded acres. With 2,431 sq ft, the home features 3 bedrooms, 2.5 bathrooms, a sunroom, large basement, garage, and attached carport. Mature trees provide a peaceful setting with room to enjoy the outdoors while still being just minutes from Tims Ford State

    Clay Dunivan Simple Real Estate - Keller Williams

    90 Owl Hollow Ln, Winchester, TN 37398
  • /60

    $486,800

    $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,160 Sq Ft

    103 Anderton Dr, Winchester, TN 37398

    Welcome to a Gem of a Townhome, Immaculate and Well-Kept by Original Owner. Located in Twin Creeks Village and Resort, a Gated Community on Tim's Ford Lake in Winchester, Tennessee. This Unique Townhome Boasts 5 Bedrooms and a Spacious Feel Throughout, with TWO Bedrooms and TWO Full Bathrooms on the Main Level! Extra Privacy and Space on this Lot, with a Beautiful Pond to the Side, with

    Tara Hays Benchmark Realty, LLC

    103 Anderton Dr, Winchester, TN 37398
  • /18

    $475,000

    • Land
    • 1.27 Acres
    • $374,016 per Acre

    0 2nd Ave SE, Winchester, TN 37398

    Rare opportunity to acquire development-ready waterfront land for sale in Winchester, TN with flexible R3A zoning, dual road access, and strong residential development potential on Boiling Fork Creek with access to Tims Ford Lake. This 1.27-acre tract in Franklin County offers level topography, scenic water views, and a highly desirable location just minutes from downtown Winchester and the

    Robert Duncan eXp Realty

    0 2nd Ave SE, Winchester, TN 37398
  • /54

    $499,000

    • 6 Beds
    • 4 Baths
    • 3,158 Sq Ft

    109 Carter Farris Ln, Winchester, TN 37398

    Nestled on 2.4 enchanting acres, this grand 6-bedroom, 4 bath country estate feels like a storybook come to life. Beneath a canopy of towering shade trees, the home rises with grace and charm, offering space as vast as imagination itself. Inside each room is generous in size. Perfect for gathering with family and friends. Full unfinished basement offers plenty of space for storage, workshop, etc.

    Angela Miller John Smith Jr Realty and Auction LLC

    109 Carter Farris Ln, Winchester, TN 37398
  • /33

    $439,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    211 Miller Farm Ln, Winchester, TN 37398

    “Reduced Price"... BEAUTIFUL HOME on 5.42 acres just minutes from Winchester! This 3 BR, 2 BA home, built in 2023, features a modern black metal exterior and metal roof for durability and low maintenance, along with a spacious 2-car garage. Enjoy comfortable living with large covered porch on both front and back, an open layout with generous bedrooms, plus a large crawl space offering excellent

    Donald Barnes Coldwell Banker Southern Realty

    211 Miller Farm Ln, Winchester, TN 37398
  • /30

    $449,000

    • 2 Beds
    • 1 Bath
    • 3,560 Sq Ft

    3754 Aedc Rd, Winchester, TN 37398

    With over 600' of road frontage on AEDC Rd and next door to Scenic View Golf Course, 3754 AEDC Rd boasts TWO viable dwellings, along with 9.57 acres of picturesque farm land, complete with panoramic views of the mountains. Build your dream home or develop the parcel into smaller lots. Rehab the dwellings to have the perfect mini farm. The sky is the limit here for those looking for prime land

    Adam Brock Canopy Real Estate

    3754 Aedc Rd, Winchester, TN 37398
  • /55

    $489,900

    • 2,084 Sq Ft

    65 Duncan Ln, Winchester, TN 37398

    Rare opportunity to own a nearly new, high-end duplex built in 2023. The property features two beautifully finished 2-bedroom, 2-bath units, each offering 888 square feet of modern, efficient living space with an attached one-car garage. Both units are thoughtfully designed with open-concept layouts, upscale finishes, modern kitchens, and spacious bedrooms with private baths. One unit is

    Charlie Gonzales Southern Middle Realty

    65 Duncan Ln, Winchester, TN 37398
  • /3

    $429,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    0 Mansford Rd Unit RTC3155736, Winchester, TN 37398

    Construction will start once we have an agreement for purchase. Builder offering financing!! M and P Builders presents a brand-new, customizable 3-bedroom, 2-bath home featuring an open floor plan. Buyers have the opportunity to choose finishes and adjust the floor plan to fit their lifestyle. Standard features include luxury vinyl plank flooring throughout, beautiful granite countertops,

    Bo Davis Keller Williams Realty - Murfreesboro

    0 Mansford Rd Unit RTC3155736, Winchester, TN 37398
  • /54

    $449,900

    New Construction $5K PRICE DROP
    • 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
  • /44

    $429,900

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

    802 Evans Rd, Winchester, TN 37398

    Escape to this peaceful, fully furnished home nestled on a 2.5 acre wooded lot just minutes from Tim's Ford Lake, a public boat ramp, and the world-famous Jack Daniel’s Distillery. This charming and successful Airbnb offers the perfect mix of charm and modern comfort. Inside, you'll find an updated kitchen with modern appliances, perfect for home-cooked meals, and cozy fireplaces to warm up after

    Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

    802 Evans Rd, Winchester, TN 37398
  • /70

    $450,000

    • 3 Beds
    • 3 Baths
    • 2,629 Sq Ft

    314 4th Ave NW, Winchester, TN 37398

    Charming Southern Elegance Awaits You! Step into a world of timeless beauty and modern luxury with this stunning turn-of-the-century home, meticulously renovated to blend classic charm with contemporary comfort. The heart of the home is the spacious kitchen, featuring exquisite quartz and granite countertops that will inspire your culinary adventures. Whether hosting intimate dinners or grand

    Sharon Swafford Swaffords Property Shop

    314 4th Ave NW, Winchester, TN 37398
  • /51

    $499,900

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,229 Sq Ft

    805 N Jefferson St, Winchester, TN 37398

    TURN KEY READY to RENT! FULLY FURNISHED with kitchen items, sheets, towels, etc. Barely lived in. Conveniently located to 3 different boat ramps close by. Twin Creeks Marina ramp, Winchester City ramp, Tim's Ford Lake Park ramp. Restaurants & shopping on the town square. Waterproof LVP flooring throughout. Primary bath features double vanity sinks and oversized shower. Lots of walk in closets and

    Linda Seaton Benchmark Realty, LLC

    805 N Jefferson St, Winchester, TN 37398
  • /67

    $474,900

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

    65 Campfire Ct, Winchester, TN 37398

    This beautiful 4BR/2.5 bath townhome in Twin Creeks Village on Tims Ford Lake offers generous living space -- ideal for guests, hobbies, or weekend gatherings. Bedroom 4 offers options...either as a large bunk room or an amazing bonus room...whatever serves you best! Featuring a spacious, open floor plan and a delightful screened porch, this home is also ideal for outdoor entertaining and

    Shelia Lunsford Benchmark Realty, LLC

    65 Campfire Ct, Winchester, TN 37398
  • /59

    $495,000

    • 3 Beds
    • 3 Baths
    • 2,230 Sq Ft

    111 Campfire Ct, Winchester, TN 37398

    Experience lakeside luxury at its finest in this FULLY FURNISHED, turnkey corner townhome at 111 Campfire Ct—offering elevated design, premium upgrades, and true move-in-ready living. Featuring 3 bedrooms, 3 bathrooms, and a bonus room. This home blends comfort, function, and high-end entertainment. Step inside to a warm, inviting open concept interior with a cozy gas fireplace, fully insulated

    Alexandra Watts Southern Middle Realty

    111 Campfire Ct, Winchester, TN 37398
  • /28

    $447,750

    0 Rowe Gap Rd, Winchester, TN 37398

    17 + acres in the Greenbelt. Looking for a family compound; A Blank Slate to to Build Your Dream Estate or Potential for Multiple Estates. Stocked Pond at the front of the Property and a Meandering Creek in the back. 5 Minutes to Tims Ford Lake. Come explore this beautiful tract. The most beautiful Mountain Sunrises await. Property is currently leased and possession would be contingent on the

    Christy Brown Compass

    0 Rowe Gap Rd, Winchester, TN 37398

Home Trends in Winchester, TN

Housing Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$374,900
Median Townhouse Sale Price
$447,000
Median 2 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
122
Last 12 months Home Sales
172
Months of Supply
8.50
Median List Price
$419,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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