Winchester, TN Homes for Sale under $400,000

• 

  

  

  /16

  $298,000

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

  23 Woods Edge Rd, Winchester, TN 37398

  A welcoming living space boasts a stunning double-opening fireplace, perfect for cozy evenings spent with family and friends. The abundant natural light streaming through replacement windows creates an airy ambiance that will make you feel right at home. The dining room conveniently opens to an outdoor patio through sliding doors, making it an entertainer's dream. Imagine hosting gatherings with

  Sharon Swafford Swaffords Property Shop

  23 Woods Edge Rd, Winchester, TN 37398
• 

  

  

  /80

  $369,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  401 E Petty Ln, Winchester, TN 37398

  BASEMENT HOME! Step into this beautifully updated 3BR/2.5BA home offering comfort, style, and room to grow. The open kitchen shines with stainless appliances and a modern hood, flowing easily into the den where a welcoming fireplace sets the tone for cozy evenings. A bright Florida room and a partially finished basement with new flooring add versatile living areas. Separate Living room offers

  Daryl Welch Freedom Realty Group

  401 E Petty Ln, Winchester, TN 37398
• 

  

  

  /47

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  79 Charlotte Dr, Winchester, TN 37398

  Welcome home to this beautifully remodeled 3-bedroom, 2-bath ranch offering the ease of all one-level living & stylish updates throughout. From the moment you step inside, you’ll appreciate the fresh, modern feel created by brand-new luxury vinyl plank flooring throughout the home & new tile flooring in both bathrooms. The spacious living area is warm & inviting, offering the perfect place to

  Amberly (Abbi) Tomme Legion Realty

  79 Charlotte Dr, Winchester, TN 37398
• 

  

  

  /63

  $307,900

  $2K PRICE DROP

  • 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
• 

  

  

  /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
• 

  

  /30

  $315,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  101 Royal Oak Dr, Winchester, TN 37398

  Welcome to this well-maintained 3 bedroom, 2 bath brick home situated on 1.3 acre lot in a quiet well-established neighborhood just minutes from the lake. This charming property offers the perfect balance of privacy space and convenience, making it ideal for families, downsizing, or anyone looking to enjoy peaceful living close to outdoor recreation. The home features a bright and inviting living

  Chesney Luttrell John Smith Jr Realty and Auction LLC

  101 Royal Oak Dr, Winchester, TN 37398
• 

  

  /13

  $139,900

  $15K PRICE DROP

  • Land
  • 15,681 Sq Ft
  • $388,611 per Acre

  0 Paddleboard Ct Unit 229, Winchester, TN 37398

  Large cul-de-sac lot in Twin Creeks Village! This beautiful lot sits on the marina side of the neighborhood, placing you within easy walking or golf cart ride to the full-service marina, boat slips, a lakefront restaurant/bar, three resort-style pools, clubhouse, scenic walking trails, and a sandy beach area. Come design your multi-level dream home and take in the serene views and peaceful

  Andrew (Andy) McInturff Zach Taylor Real Estate

  0 Paddleboard Ct Unit 229, Winchester, TN 37398
• 

  

  /39

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,490 Sq Ft

  1400 Holders Cove Rd, Winchester, TN 37398

  2.3 +/- acres in country like setting just minutes from the square in Winchester.

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  1400 Holders Cove Rd, Winchester, TN 37398
• 

  

  /6

  $159,900

  $15K PRICE DROP

  • Land
  • 1.04 Acres
  • $153,750 per Acre

  0 Cascade Dr Unit 9, Winchester, TN 37398

  Build your dream home on this spacious 1.04-acre lot located in the highly desirable Stone Field Heights subdivision. This premium homesite is one of the largest parcels in the neighborhood, providing both space and privacy. Situated at the front corner of the subdivision, the property backs up to a beautiful horse farm—ensuring no future development behind you—with breathtaking sunset views

  Steven Koleno Beycome Brokerage Realty, LLC

  0 Cascade Dr Unit 9, Winchester, TN 37398
• 

  

  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 41,382 Sq Ft
  • $115,789 per Acre

  7 Summer Lake, 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

  7 Summer Lake, Winchester, TN 37398
• 

  

  /23

  $364,900

  $5K PRICE DROP

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

  1316 Old Cowan Rd, Winchester, TN 37398

  INVESTOR SPECIAL! INCLUDES 1316/1318 OLD COWAN RD! Duplex featuring 3BR/2BA units with stainless appliances, tile flooring, and city water and sewer. Strong rental potential in a convenient location just minutes from downtown Winchester. Low‐maintenance finishes and solid layout make this an excellent income‐producing opportunity for any portfolio.

  Daryl Welch Freedom Realty Group

  1316 Old Cowan Rd, 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
• 

  

  /5

  $110,000

  $90K PRICE DROP

  • Land
  • 41,382 Sq Ft
  • $115,789 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
• 

  

  /62

  $149,900

  Open House 7/25

  • Land
  • 0 Sq Ft

  0 Kayak Way Unit 516, Winchester, TN 37398

  Lake View Lot- On the South Side of Twin Creeks Village and Resort! Imagine Yourself on the Upper Story Watching the Sun Set On The Lake From Your Future Home! Beautiful Lot and READY TO BUILD. LAKE VIEW LOT on the TWIN CREEKS SOUTH SIDE. Very Close to the Largest Twin Creeks Pool, Close to the Serene Side of Tim's Ford Lake, Come Build Your Dream Lake House! HOA cuts the grass, even after you

  Tara Hays Benchmark Realty, LLC

  0 Kayak Way Unit 516, 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
• 

  

  /10

  $149,900

  $10K PRICE DROP

  • Land
  • 5.01 Acres
  • $29,920 per Acre

  0 Lynchburg Rd Unit 1, Winchester, TN 37398

  Beautiful 5 acre Tract Ready for You to Build Your Dream Home. Nestled in the heart of Franklin County, perfectly positioned between the charm of Historic Lynchburg, Tim's Ford Lake and State Park Area, with the convenience of Winchester. Property Already Has Three Defined Soils Areas possibility to divide property. Do not miss your chance to own this Tract.

  Troy Stacy Parks Auction & Realty

  0 Lynchburg Rd Unit 1, Winchester, TN 37398
• 

  

  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 33,541 Sq Ft
  • $142,857 per Acre

  3 Summer Lake Ct, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .77 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

  3 Summer Lake Ct, Winchester, TN 37398
• 

  

  /17

  $120,000

  $10K PRICE DROP

  • Land
  • 5.17 Acres
  • $23,211 per Acre

  0 Haddon Ln Unit lot 7, Winchester, TN 37398

  There’s something special about a piece of land that just feels right the moment you step onto it—and this one truly does.This 5-acre property offers the kind of space and stillness that’s getting harder to find. A peaceful pond sits at the heart of the land, creating a natural backdrop for slow mornings, evening sunsets, and everything in between.Build your dream home with city water and

  Trisha Aldrup Tyler York Real Estate Brokers, LLC

  0 Haddon Ln Unit lot 7, Winchester, TN 37398
• 

  

  /5

  $110,000

  $40K PRICE DROP

  • Land
  • 40,510 Sq Ft
  • $118,280 per Acre

  5 Summer Lake, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .93 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

  5 Summer Lake, Winchester, TN 37398
• 

  

  /18

  $149,957

  • Land
  • 15,681 Sq Ft
  • $416,547 per Acre

  0 Windjammer Ct Unit 504, Winchester, TN 37398

  Lake life...friendships...sense of community. These are just a few things you will love about Twin Creeks Village, a lovely gated development nestled on beautiful Tims Ford Lake in Winchester, Tennessee. Twin Creeks offers a range of luxurious amenities such as a Clubhouse, three private pools, a full-service marina complete with available boat slips as well as boat and kayak rentals. The on-site

  Shelia Lunsford Benchmark Realty, LLC

  0 Windjammer Ct Unit 504, Winchester, TN 37398
• 

  

  /25

  $395,000

  • Land
  • 14,374 Sq Ft
  • $1,196,970 per Acre

  0 Hickory Point Dr Unit 2, Winchester, TN 37398

  Discover the perfect setting for your dream home in the sought‐after Cline Ridge subdivision on Tims Ford Lake. This gorgeous lake lot offers the ideal blend of privacy, convenience, and year‐round recreation. You’ll enjoy easy ACCESS YOUR OWN PRIVATE DOCK on Out Lot A, just a short drive from your homesite—perfect for fishing, boating, or simply relaxing by the water. Located only minutes from

  Daryl Welch Freedom Realty Group

  0 Hickory Point Dr Unit 2, Winchester, TN 37398
• 

  

  /13

  $139,000

  $8K PRICE DROP

  • Land
  • 16,378 Sq Ft
  • $369,681 per Acre

  0 Why Worry Ln Unit 258, Winchester, TN 37398

  Just Reduced! Don't miss this opportunity to own property in the highly sought-after Twin Creeks Village community. Enjoy resort-style living with access to three community pools, a clubhouse, scenic ponds, walking trails, and professionally maintained common areas. Take a short golf cart ride to Twin Creeks Marina, where you'll find boat slips, waterfront dining, and easy access to beautiful

  Felicia Wright Leading Edge Real Estate Group

  0 Why Worry Ln Unit 258, Winchester, TN 37398
• 

  

  /17

  $114,900

  $5K PRICE DROP

  • Land
  • 26,266 Sq Ft
  • $190,547 per Acre

  0 Lakeview Way Unit 54, Winchester, TN 37398

  Come build your dream home on this +/- 0.603 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way Unit 54, Winchester, TN 37398
• 

  

  /50

  $373,500

  $21K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,476 Sq Ft

  204 8th Ave SE, Winchester, TN 37398

  New Roof, just installed!! Motivated sellers. Bonus Room above the garage is not included in the square feet. Lots of living space with 3 bedrooms & 3 full bathrooms (2 are Master suites with bathrooms). There are separate living room and formal dining room, separate office/den, screened patio, open patio, and 2 outbuildings for extra storage. Whole house standby Generac generator goes with the

  Sharon Swafford Swaffords Property Shop

  204 8th Ave SE, Winchester, TN 37398
• 

  

  /5

  $118,000

  $2K PRICE DROP

  • Land
  • 2.32 Acres
  • $50,862 per Acre

  0 Old Estill Springs Rd Unit RTC3180497, Winchester, TN 37398

  An incredible opportunity to design and build your dream home or a weekend gateway nestled in a peaceful and well established neighborhood tin Winchester, TN. This spacious lot offers the perfect balance of peaceful country setting, privacy, convenience, and natural beauty.

  Erika Solano Reliant Realty ERA Powered

  0 Old Estill Springs Rd Unit RTC3180497, Winchester, TN 37398
• 

  

  /55

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  171 Raspberry Dr, Winchester, TN 37398

  New Roof 2025! Welome Home~ This 3-bedroom, 2-bath home offers 1,544 sq. ft. of thoughtfully designed living space with an inviting open-concept layout. Features include rich walnut flooring, a spacious primary suite with a walk-in closet, beautifully stained wood kitchen cabinetry, and a large 2-car garage. Step outside to enjoy the fully fenced backyard complete with a 12×12 deck — perfect for

  Sharon Swafford Swaffords Property Shop

  171 Raspberry Dr, Winchester, TN 37398
• 

  

  /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
• 

  

  /32

  $340,000

  $10K PRICE DROP

  • 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
• 

  

  /6

  $150,000

  $40K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,580 Sq Ft

  2077 Holders Cove Rd, Winchester, TN 37398

  This home is a perfect opportunity for those looking to remodel. It does need significant repairs, offering a blank slate to create your dream home. The spacious 2-acre lot adds potential, giving you room to create your space inside and out. This home offers 4 rooms, one of which is ideal as a home office.

  Andrea Cruz John Smith Jr Realty and Auction LLC

  2077 Holders Cove Rd, Winchester, TN 37398
• 

  

  /26

  $224,500

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  208 Lillian St, Winchester, TN 37398

  $15,000 PRICE REDUCTION! Welcome home to this charming rambler in the City of Winchester. This home is bursting with character and sits on a large +/- 0.48-acre lot on a quiet street. Walking distance to the historic Winchester Square and Tim’s Ford Lake. Hardwood floors, new kitchen counters, and a fully fenced back yard for your four-legged friends. Mature trees line the back and side yard.

  Cramer Foster Lynch Rigsby Realty & Auction, LLC

  208 Lillian St, Winchester, TN 37398
• 

  

  /9

  $143,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  6004 Lynchburg Rd, Winchester, TN 37398

  Project in process ready to be completed on 1.5 acres. Great location between Winchester and Lynchburg and less than 10 minutes from Tim's Ford State Park,Tim's Ford Damn and the Elk River. The prebuilt home is brand new and has been wired and plumbed. The rest needs to be finished. Was constructed to be a 2 bedroom and 2 bath but can be modified.

  Josh Cook Benchmark Realty, LLC

  6004 Lynchburg Rd, Winchester, TN 37398
• 

  

  /27

  $134,900

  • Land
  • 5.16 Acres
  • $26,143 per Acre

  0 Haddon Ln Unit 8, Winchester, TN 37398

  Build your dream home in the peaceful Metcalf Crossings community, where quiet country living meets everyday convenience. This beautiful 5.16 acre tract offers a perfect blend of open space and privacy surrounded by scenic views. The property has already been surveyed and soil mapped, with city water and power available at the road and room for your own septic system. Gentle topography and

  Dennis Sanders eXp Realty

  0 Haddon Ln Unit 8, Winchester, TN 37398
• 

  

  /21

  $339,999

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,683 Sq Ft

  38 Murray Lake Dr, Winchester, TN 37398

  Motivated Seller Here!! Welcome home to this 1 owner and well took care of home that is Move In Ready. It boasts of split bedroom floor plan of 2 bedrooms with a 3rd that is a bedroom by definition and 2 nice bathrooms. The master suite has dual vanities and a spacious walk-in closet and shower too. The roof was replaced in 2023. The home has a spacious living room, kitchen, and dining area. Also

  Landon Keller Century 21 Volunteer Realty

  38 Murray Lake Dr, Winchester, TN 37398
• 

  

  /33

  $140,000

  Open House 7/25

  • 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
• 

  

  /9

  $160,000

  • Land
  • 0 Sq Ft

  0 Dry Fork Dr Unit 48, Winchester, TN 37398

  Build Your Legacy on Tims Ford Lake – Prime Lakeview Lot in Twin Creeks Experience the pinnacle of resort living in the exclusive, gated enclave of Twin Creeks Village. This premium homesite offers breathtaking, panoramic views of Tims Ford Lake, providing the perfect canvas for your custom architectural masterpiece. Forget the chores of traditional lake living—here, luxury is maintenance-free

  Timothy Anderson Anderson Realty Services

  0 Dry Fork Dr Unit 48, Winchester, TN 37398
• 

  

  /10

  $184,999

  $37K PRICE DROP

  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
• 

  

  /59

  $269,900

  $20K PRICE DROP

  • 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
• 

  

  /27

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  1508 Clark St, Winchester, TN 37398

  3 bed/2 bath home conveniently located near Nissan, downtown Winchester, shopping, dining, and more! Enjoy a fenced-in backyard that's perfect for pets, entertaining, or simply relaxing outdoors. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this property is one you'll want to see! Priced below recent appraisal = instant equity! Receive 1% towards

  Timothy Crabtree Benchmark Realty, LLC

  1508 Clark St, Winchester, TN 37398
• 

  

  /39

  $300,000

  $5K PRICE DROP

  • 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
• 

  /2

  $199,500

  • Land
  • 13,068 Sq Ft
  • $665,000 per Acre

  0 Dry Fork Dr Unit 69, Winchester, TN 37398

  Lot 69 located in Twin Creeks in Winchester TN on Dry Fork Drive. Ready to build your dream lake home. Beautiful lake views! Walking distance to the marina, restaurant, and pool.

  Steven Koleno Beycome Brokerage Realty, LLC

  0 Dry Fork Dr Unit 69, Winchester, TN 37398

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