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Homes for Sale in 37398

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  • /26

    $175,000

    • 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
  • /37

    $459,900

    • 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
  • /35

    $79,900

    • Land
    • 0 Sq Ft

    0 Campfire Ct Unit 394, Winchester, TN 37398

    Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located directly across from one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich neighborhood

    Eberley Holloway Southern Middle Realty

    0 Campfire Ct Unit 394, Winchester, TN 37398
  • /39

    $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
  • /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
  • /10

    $189,999

    0 Holders Cove Rd, Winchester, TN 37398

    Sellers will cut in driveway with acceptable offer. +/- 7.77 Acre tract in beautiful Holders Cove! This piece of land has mountain views to the east and south and is shovel ready with access to city water, power, and suitable soils for a septic system. This is your chance to own a slice of heaven in the country yet only a short 10 minute drive the historic downtown square in Winchester! Enter

    Pelatiah Prince Winton Auction & Realty Co.

    0 Holders Cove Rd, Winchester, TN 37398
  • /41

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    18 Shady Cove Ln, Winchester, TN 37398

    Newer build in the quiet, wooded Hopkins Point Subdivision offering strong investment potential and privacy. This low-maintenance, corner-lot home is currently operating as a short-term rental, and is being sold furnished for a true turn-key opportunity. The main level features 3 bedrooms, 2 full baths, an open layout, and a whole-home water purification system. The unfinished walkout basement

    Agent Photo

    Jennifer Cummings

    SimpliHOM

    (931) 283-6984

    18 Shady Cove Ln, Winchester, TN 37398
  • /66

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    657 Pickney Rd, Winchester, TN 37398

    Beautiful brick home in sought-after Queens Estates! Ideally located directly across from Franklin Country Club and just minutes from Highpoint Health System Hospital, downtown Winchester and Tims Ford Lake. This well-appointed home offers 3 bedrooms and 2.5 baths, a spacious bonus room over the 3-car garage, and a charming screened-in porch perfect for relaxing or entertaining. A prime location

    Bj Rigsby Lynch Rigsby Realty & Auction, LLC

    657 Pickney Rd, Winchester, TN 37398
  • /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
  • /32

    $327,900

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

    101 N Shephard St, Winchester, TN 37398

    Welcome home to “Tangerine,” a vibrant and inviting residence inspired by the warmth and soul of the classic Tangerine. Nestled within the colorful Terrapin Station subdivision, this thoughtfully designed home offers both personality and modern comfort. Step onto the large covered front porch with striking wood accents and into an open-concept living space filled with natural light. Luxury vinyl

    Eberley Holloway Southern Middle Realty

    101 N Shephard St, Winchester, TN 37398
  • /18

    $239,900

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

    286 Strawberry Dr, Winchester, TN 37398

    This all-brick, one-level home in Magnolia Estates offers a clean, move-in ready option just minutes from downtown Winchester and Tims Ford Lake. Inside, the layout is simple and easy to live in, with 3 bedrooms and 2 full bathrooms all on the main floor. The primary suite includes a separate tub and shower, while the secondary bedrooms offer larger closet space than you’d expect in this price

    Rachel Ferrell Southern Middle Realty

    286 Strawberry Dr, Winchester, TN 37398
  • /22

    $299,900

    • Land
    • 11.77 Acres
    • $25,480 per Acre

    0 Old Tullahoma Rd Unit RTC3078781, Estill Springs, TN 37330

    Price improvement - Incredible value for turnkey acreage near Tims Ford Lake! This 11.77-acre unrestricted tract is minutes from the Pleasant Grove boat ramp and is shovel-ready. Much of the land has already been cleared, a gravel road and septic have been installed, and water has been run to the lot. Gas and utilities are available at the road, and there are no city taxes. Perfect for a home

    Bobbie Wilson 1st Choice REALTOR

    0 Old Tullahoma Rd Unit RTC3078781, Estill Springs, TN 37330
  • /84

    $899,995 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,341 Sq Ft

    279 Hammock Ct, Winchester, TN 37398

    New Construction 2025 by Legacy Lake Homes LLC! Gorgeous Lake Views! Large Window Package. Very Special and Exclusive Lot- No House to the Right, Plenty of Space with HUGE SIDE YARD. Gas Fireplace with Built-ins and Sconces. Main Level Primary with En-Suite & Soaking Tub. Large Chef's Kitchen, Pocket Office, Mud Room, Dining Room, Walk in Pantry. Covered Deck, 2 Car Garage. Upstairs Has 3

    Tara Hays Benchmark Realty, LLC

    279 Hammock Ct, Winchester, TN 37398
  • /76

    $357,900

    • 4 Beds
    • 3 Baths
    • 1,864 Sq Ft

    305 Oak Leaf Cir, Winchester, TN 37398

    This spacious four-bedroom home with a bonus room and three full baths offers a wonderful blend of comfort, character, and opportunity. A detached garage with a versatile room above provides ideal space for a storage or a studio. The backyard is an entertainer’s retreat, featuring an in-ground pool surrounded by a generous deck and framed by a serene wooded backdrop that offers both privacy and

    Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

    305 Oak Leaf Cir, Winchester, TN 37398
  • /34

    $140,000

    • Land
    • 13,503 Sq Ft
    • $451,613 per Acre

    0 Suntan Ct Unit 270, Winchester, TN 37398

    Lake View Lot- Very RARE! Beautiful and spacious lot on the end of Suntan Court, in a coveted cul-de-sac. LAKE VIEW LOT on the TWIN CREEKS MARINA SIDE. Come build your dream home! HOA cuts the grass, even after you build a home. Lake Life Made Easy and Convenient! Not 1, not 2, but WOW- 3 Community Pools!!! Gated Neighborhood, Golf Cart Friendly, Adjacent to Twin Creeks Marina via private golf

    Tara Hays Benchmark Realty, LLC

    0 Suntan Ct Unit 270, Winchester, TN 37398
  • /46

    $564,900

    • 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
  • /10

    $84,900

    • Land
    • 0 Sq Ft

    0 Why Worry Ln Unit 322, Winchester, TN 37398

    Discover the perfect place to build your dream getaway in this sought-after lake subdivision, where resort style living meets everyday comfort. This amazing lot offers access to private boat slips, community pools, and a on the water restaurant ideal for casual dining and sunset gatherings. This neighborhood also features stunning wedding and event venues, making it a vibrant destination for

    Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

    0 Why Worry Ln Unit 322, Winchester, TN 37398
  • /40

    $2,000,000

    • Land
    • 7.9 Acres
    • $253,165 per Acre

    7542 Chestnut Ridge Rd, Winchester, TN 37398

    Discover a remarkable opportunity with this unique 7.9-acre lakefront parcel in Winchester, Tennessee. This expansive property offers access to public water and electricity, making it an ideal canvas for development. With the potential to build multiple homes, it presents an excellent opportunity to create a charming subdivision or thoughtfully planned community.Boasting approximately 575

    Agent Photo

    Dena Abbott

    SimpliHOM

    (931) 600-5342

    7542 Chestnut Ridge Rd, Winchester, TN 37398
  • /8

    $1,500,000

    • Land
    • 19.58 Acres
    • $76,609 per Acre

    405 Sharp Springs Rd, Winchester, TN 37398

    Prime Residential Development Tract – Inside the City Limits of Winchester. This exceptional 19.5± acre development tract presents a rare, in-town opportunity for residential builders and developers seeking scale, location, and long-term upside. The property is strategically located behind Watson Funeral Home and directly adjacent to the established lakefront community of Winchester Village,

    Thomas Ore Winton Auction & Realty Co.

    405 Sharp Springs Rd, 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
  • /12

    $89,900

    • Land
    • 0 Sq Ft

    0 Lake Life Ct Unit 283, Winchester, TN 37398

    Don’t miss this opportunity to own a lot in the highly sought-after Twin Creeks Village, one of Winchester’s premier lake communities. Located on Lake Life Court, a desirable and well-established street within the neighborhood, this property offers a rare chance to secure your place in an area where available lots are quickly disappearing. With limited inventory remaining, now is an excellent

    Felicia Wright Leading Edge Real Estate Group

    0 Lake Life Ct Unit 283, Winchester, TN 37398
  • /60

    $274,900

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

    96 Liberty Rd, Winchester, TN 37398

    *MOTIVATED SELLER* HOME SELLS FURNISHED* 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

    Kirsten Nelms Keller Williams Russell Realty & Auction

    96 Liberty Rd, Winchester, TN 37398
  • /56

    $1,449,500

    • 6 Beds
    • 5.5 Baths
    • 6,176 Sq Ft

    61 Joy Cir, Winchester, TN 37398

    A custom built home is located in prestigious Fanning Bend Subdivision. You must see this spectacular fully furnished home on Tim’s Ford Lake. Lake views from breakfast area deck & patio areas Completed in 2022, this luxury lake home features over 6100 SF, 6BR/ 5.5 BA, open floor plan w/seamless flow into Kit, LR & DR areas. LR high ceiling & rock fireplace. Large kitchen custom cabinets ice

    Agent Photo

    Mike Winton

    Mike Winton Realty & Auction

    (931) 277-4974

    61 Joy Cir, Winchester, TN 37398
  • /15

    $79,900

    • Land
    • 6,359 Sq Ft
    • $547,260 per Acre

    0 River Watch Way Unit 364, Winchester, TN 37398

    Motivated Sellers! All reasonable offers considered and just in time for the Holidays!! Imagine starting the New Year owning a lot in the lake resort community Twin Creeks Resort. This level lot is ready for your dream home! Bring the house plans. (The lot next door *365, MLS * is also for sale so you could build on both lots. Located in family-friendly, gated lakeside community, Twin Creeks

    Amy Rivera Marcoma Realty, Inc.

    0 River Watch Way Unit 364, Winchester, TN 37398
  • /16

    $79,900

    • Land
    • 6,359 Sq Ft
    • $547,260 per Acre

    0 River Watch Way Unit 365, Winchester, TN 37398

    Motivated Sellers! All reasonable offers considered and just in time for the Holidays!! Imagine starting the New Year owning a lot in the lake resort community Twin Creeks Resort. This level lot is ready for your dream home! Bring the house plans. (The lot next door *365, MLS * is also for sale so you could build on both lots. Located in family-friendly, gated lakeside community, Twin Creeks

    Amy Rivera Marcoma Realty, Inc.

    0 River Watch Way Unit 365, Winchester, TN 37398
  • /63

    $307,900

    • 3 Beds
    • 2 Baths
    • 1,213 Sq Ft

    103 N Shephard St, Winchester, TN 37398

    Welcome home to “A Whiter Shade of Pale,” a home that beautifully blends classic character with modern comfort. Perfectly situated within walking distance of downtown Winchester and just 1.5 miles from stunning Tims Ford Lake, this home offers the best of small-town living and outdoor adventure. Step inside to discover an inviting open-concept main level designed for both everyday living and

    Eberley Holloway Southern Middle Realty

    103 N Shephard St, Winchester, TN 37398
  • /4

    $100,000

    • Land
    • 1.71 Acres
    • $58,480 per Acre

    0 Old Clark Rd, Winchester, TN 37398

    Ivy Hankins Southern Middle Realty

    0 Old Clark Rd, Winchester, TN 37398
  • /28

    $154,900

    • Land
    • 21,780 Sq Ft
    • $309,800 per Acre

    0 River Watch Way Unit 531, Winchester, TN 37398

    Experience lake living at its finest on this spacious 0.5-acre corner lot in the prestigious Twin Creeks Village of Winchester, TN. Backing up to a lush tree line, Lot 531 offers privacy and flexibility with its generous size and corner location providing the potential for two driveway access points and allowing a variety of floor plan options to suit your lifestyle.Located within a gated

    Marcia Long Franklin County Realty

    0 River Watch Way Unit 531, Winchester, TN 37398
  • /36

    $325,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    1563 Paynes Church Rd, Winchester, TN 37398

    **Move in for only $99 AND a fixed rate as low as 5.5%**** BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to

    Kasidy Lowe Compass Tennessee, LLC

    1563 Paynes Church Rd, Winchester, TN 37398
  • /36

    $325,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    1585 Paynes Church Rd, Winchester, TN 37398

    **Move in for only $99 AND a fixed rate as low as 5.5%**** BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to

    Kasidy Lowe Compass Tennessee, LLC

    1585 Paynes Church Rd, Winchester, TN 37398
  • /36

    $325,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    1517 Paynes Church Rd, Winchester, TN 37398

    ****Move in for only $99 AND a fixed rate as low as 5.5%**** BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space

    Kasidy Lowe Compass Tennessee, LLC

    1517 Paynes Church Rd, Winchester, TN 37398
  • /36

    $325,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    1543 Paynes Church Rd, Winchester, TN 37398

    **Move in for only $99 AND a fixed rate as low as 5.5%** BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to

    Kasidy Lowe Compass Tennessee, LLC

    1543 Paynes Church Rd, 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
  • /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 Noble Real Estate

    0 Spring Hill Dr, Winchester, TN 37398
  • /62

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    46 Willow Dr, Winchester, TN 37398

    Welcome to 46 Willow Drive where modern elegance meets natural beauty! This stunning home, nestled in a peaceful neighborhood, offers spectacular lake views that will captivate you. It is conveniently located near local amenities, outdoor activities and entertainment. It offers the perfect balance of tranquility and access to vibrant community life. This home was fully remodeled in the last 2.5

    Penny Patterson Swaffords Property Shop

    46 Willow Dr, Winchester, TN 37398
  • /70

    $659,900

    • 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
  • /10

    $139,900

    • Land
    • 2.67 Acres
    • $52,397 per Acre

    0 Maple Bend Rd, Winchester, TN 37398

    PRIME LOCATION! Come build your dream home on this beautiful 2.67-acre tract of land. This spacious property offers plenty of room for your custom design, outdoor living spaces, and more. Water tap already in place. 3 bedroom perk. With lake access and marinas nearby, you'll have endless opportunities for boating, fishing, and recreation, yet still be close to town conveniences. The perfect spot

    Angela Miller John Smith Jr Realty and Auction LLC

    0 Maple Bend Rd, Winchester, TN 37398
  • /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
  • /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
  • /69

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    103 Lisa Cir, Winchester, TN 37398

    Popular Tims Ford Lake neighborhood with access to a community lot with a dock. $25.00 Yearly fee for access to the community lake lot and boat dock for day use. Minutes from Down town Winchester and shopping areas. 2 Out buildings stay.

    Sharon Swafford Swaffords Property Shop

    103 Lisa Cir, Winchester, TN 37398

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