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Winchester, TN Homes for Sale with Garage

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  • /26

    $409,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    295 Metcalf Rd, Winchester, TN 37398

    Price Reduced to $409,000,,,,,,, Tucked within the peaceful Winchester Springs Community, this refreshed brick home feels like a modern retreat in the countryside. Surrounded by open fields in front and back, it offers privacy, calm and endless views. The secluded primary suite provides a quiet escape with its spa-like walk-in shower and spacious closet. Cathedral ceilings soar above the open

    Jerry Shelton Shelton Auction and Realty

    295 Metcalf Rd, Winchester, TN 37398
  • /41

    $429,900

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    160 Anderton Dr, Winchester, TN 37398

    Welcome to 160 Anderton Dr – a spacious and beautifully maintained 4-bedroom, 2-bath highly desirable corner unit in a golf cart and lake community! This home features all hardwood floors downstairs, plantation shutters throughout, and a gas fireplace for cozy evenings. The kitchen is equipped with a gas stove, and all appliances remain for your convenience. The primary suite offers a zero-entry

    Brittany Friedmann Benchmark Realty, LLC

    160 Anderton Dr, Winchester, TN 37398
  • /63

    $559,900

    • 4 Beds
    • 2.5 Baths
    • 2,973 Sq Ft

    249 Lookout Dr, Winchester, TN 37398

    Builder offering up to $10,000 toward buyer incentives!MOTIVATED BUILDER – READY TO MOVE ON! BRING ALL OFFERS! Welcome to 249 Lookout Drive in Winchester, TN — a stunning new construction home that blends modern comfort, quality craftsmanship, and timeless style. This 3-bedroom, 2.5-bath residence offers a bright, open-concept layout designed for both everyday living and effortless

    Charlie Gonzales Southern Middle Realty

    249 Lookout Dr, Winchester, TN 37398
  • /70

    $3,800,000

    • 6 Beds
    • 8 Baths
    • 8,002 Sq Ft

    1657 Boswell Rd, Winchester, TN 37398

    HIGHEST GROSSING RENTAL ON TIM'S FORD LAKE!!! Welcome to your stunning dream retreat on 14 acres on a private cove of Tims Ford Lake. This magnificent turnkey 8,000+ sqft estate comes furnished and boasts a 5 bed, 5.5 bath with luxurious accommodations and ample space for 20+ guests. The home features a modern commercial grade kitchen, endless windows for great natural light, a game room, a

    Davey Hackett Parks Compass

    1657 Boswell Rd, Winchester, TN 37398
  • /35

    $575,000

    • 3 Beds
    • 3 Baths
    • 3,523 Sq Ft

    261 Franklin Heights Dr, Winchester, TN 37398

    Beautiful Custom Built Brick home in sought out neighborhood Franklin Hills. This gorgeous home located on a corner lot features 3 bedrooms with an office/study or work out room that is currently being used as a 4th bedroom. Two nice open Living Room/Media areas. Primary bedroom features has a double vanity, garden tub, shower and Large walk in closet. Kitchen features updated kitchen cabinets.

    Connie Wallace Century 21 Prestige Winchester

    261 Franklin Heights Dr, Winchester, TN 37398
  • /51

    $869,900

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    155 Cypress Point Dr, Winchester, TN 37398

    Welcome to your custom built dream home on the water, with a community boat dock plus a boat slip. Primary suite on the main level with large walk-in closet and entry door to the patio. Thoughtfully designed space with 2x6 construction and a large partially finished bonus room. Luxury vinyl plank and tile flooring. Covered porch, screened in porch and a large patio. Storage under the patio for

    Thomas Williams Crye-Leike, Inc., REALTORS

    155 Cypress Point Dr, Winchester, TN 37398
  • /31

    $280,000

    • 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
  • /48

    $699,999

    • 3 Beds
    • 3.5 Baths
    • 2,841 Sq Ft

    64 Windjammer Ct, Winchester, TN 37398

    Experience refined lake living in this newly built 3 bed, 3.5 bath home in the prestigious Twin Creeks community on Tim’s Ford Lake. Offering 2,800 sqft of thoughtfully designed space, this home includes a private office, spacious bonus room, and screened-in porch. Interior highlights feature custom cabinetry, designer tile in bathrooms, detailed trim accents, and a statement fireplace in the

    Grey Smotherman Reliant Realty ERA Powered

    64 Windjammer Ct, Winchester, TN 37398
  • /28

    $269,999

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

    215 S Porter St, Winchester, TN 37398

    SELLER CONCESSIONS AVAILABLE !!! Welcome to your future home—these brand-new townhomes combine comfort, convenience, and modern style in one of Winchester’s most desirable locations. Each unit offers: 3 Bedrooms / 2.5 Bathrooms – Thoughtfully designed for both privacy and family living. Attached 1-Car Garage – Keep your vehicle secure with room for extra storage. Modern Kitchen – Featuring sleek

    Grey Smotherman Reliant Realty ERA Powered

    215 S Porter St, Winchester, TN 37398
  • /2

    $479,900

    • 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
  • /67

    $1,599,000

    • 5 Beds
    • 4.5 Baths
    • 3,797 Sq Ft

    1750 Awalt Dr, Winchester, TN 37398

    This modern and upscale lakefront property on Tims Ford Lake is one you do not want to miss! From the bold architectural finishes and modern design to the functionality and lakeview retreat this place is one to call home. The main home offers 4 bedrooms and 3.5 baths with a beautiful, stacked stone fireplace and natural stained hardwood floors, a gourmet kitchen & media room, and an attached

    Thomas Ore Winton Auction & Realty Co.

    1750 Awalt Dr, Winchester, TN 37398
  • /52

    $1,750,000

    • 6 Beds
    • 8 Baths
    • 4,778 Sq Ft

    959 Fanning Bend Dr, Winchester, TN 37398

    Experience the epitome of lakeside living in this magnificent 5-bedroom, 4-bathroom retreat nestled in the prestigious Fanning Bend community, crafted w excellence by Legacy South. Boasting panoramic views of the sparkling waters & surrounded by nature's tranquility, this home offers an unparalleled blend of luxury & serenity. Step inside to discover an open & airy floor plan, accentuated by

    Mikayla Wurth Legacy South Brokerage

    959 Fanning Bend Dr, Winchester, TN 37398
  • /33

    $320,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    667 Maple Bend Rd, Winchester, TN 37398

    Beautiful 3.5 acres. Blocks from Fairview boat ramp launch. Property extends 75 feet into woods. Lots of wildlife.Room for Garden space or animals. Home is a 2 bedroom 1.5 half baths, but the original septic is for a 3 bedroom home. 30x30 detached garage/shop with lift, commercial compressor and jack. Also has wood stove and/or propane heater. 2 smaller metal sheds for storage. Seller willing to

    Pam Ford Benchmark Realty, LLC

    667 Maple Bend Rd, Winchester, TN 37398
  • /57

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 2,497 Sq Ft

    50 Pontoon Place, Winchester, TN 37398

    Welcome to DeFatta Custom Homes!Designed for those who love spending weekends at the lake, this home is the perfect retreat — your ideal “home away from home.” From relaxing on the inviting front porch to gathering in the open, light-filled living spaces, every detail encourages connection and comfort. The main level features a dining room, a gourmet kitchen with island seating, a spacious

    Christy Bashlor Onward Real Estate

    50 Pontoon Place, Winchester, TN 37398
  • /17

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    301 N Shephard St, Winchester, TN 37398

    Welcome to 301 Shephard Street N. This charming all brick home is a must see. Just blocks from shopping and dining on the Winchester Square and minutes from Tims Ford Lake. Step inside this beautifully maintained 2br/2bath featuring a versatile office space, original hardwood floors and newly renovated bathroom. The covered patio and fenced in backyard provide the ideal space for year- round

    Aleisha Putman Synergy Realty Network, LLC

    301 N Shephard St, Winchester, TN 37398
  • /16

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft

    132 Highland Dr, Winchester, TN 37398

    3 bedroom 2 bath home with new roof, new Hvac, water heater, new siding in back, new vanity in hall bath , detached 24 x 24 garage with extra garage connected in the back, nice fenced in backyard, fire pit and wraparound driveway- walk to the square or be at the public boat launch in less than two minutes right around the corner.

    Daniel Demers Sell Your Home Services, LLC

    132 Highland Dr, Winchester, TN 37398
  • /60

    $496,800

    • 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

    $279,900

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

    211 S Porter St, Winchester, TN 37398

    SELLER CONCESSIONS AVAILABLE !!! Welcome to your future home—these brand-new townhomes combine comfort, convenience, and modern style in one of Winchester’s most desirable locations. Each unit offers: 3 Bedrooms / 2.5 Bathrooms – Thoughtfully designed for both privacy and family living.Attached 1-Car Garage – Keep your vehicle secure with room for extra storage.Modern Kitchen – Featuring

    Grey Smotherman Reliant Realty ERA Powered

    211 S Porter St, Winchester, TN 37398
  • /36

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft

    482 Boswell Rd, Winchester, TN 37398

    Nestled on the quiet edge of Winchester’s rolling farmland, this 3-bedroom, 2-bath charmer delivers pure country living with lake life at your fingertips. Greet the day with coffee in hand on the spacious covered front porch. Inside, an open floor plan flows from a bright living room to a kitchen perfect for everyday ease, featuring quartz countertops, a generous island, spacious walk-in pantry,

    Jacob Arnold Wildwood Management, LLC

    482 Boswell Rd, Winchester, TN 37398
  • /49

    $279,000

    • 3 Beds
    • 1 Bath
    • 2,236 Sq Ft

    621 S Jefferson St, Winchester, TN 37398

    Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

    Ashley Lynch Lynch Rigsby Realty & Auction, LLC

    621 S Jefferson St, Winchester, TN 37398
  • /27

    $429,000

    • 2 Beds
    • 2 Baths
    • 2,244 Sq Ft

    74 Freedom Ln, Winchester, TN 37398

    Escape to peaceful country living in this charming 2bdr/2bath brick home set on nearly an acre of scenic land. Inside, you'll find beautifully updated LVP flooring flowing throughout a warm inviting layout, designed for both comfort and easy upkeep. Outside the property continues to impress with a spacious detached shop perfect for hobbies, equipment, or extra parking-as well as a generous

    Angela Miller John Smith Jr Realty and Auction LLC

    74 Freedom Ln, Winchester, TN 37398
  • /11

    $299,900

    • 4 Beds
    • 2.5 Baths
    • 1,236 Sq Ft

    418 Woods Edge Rd, Winchester, TN 37398

    Welcome to this charming, rustic home nestled in a quiet, well established neighborhood located in the heart of Winchester!This home features 4 bedrooms & 2 1/2 baths, 1236 SQ FT, a detached garage & storage building. Recently remodeled with fresh paint, trim, & other updates throughout the home. Kitchen is stocked with a refrigerator, stove, microwave, & dishwasher for all your culinary

    Daniel Demers Sell Your Home Services, LLC

    418 Woods Edge Rd, Winchester, TN 37398
  • /34

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft

    442 Golf Shores Dr, Winchester, TN 37398

    Location!! This property combines a beautiful and peaceful setting on a dead end street to Tim’s Ford Lake! Just minutes from Tim’s Ford Lake, Marina and State Park, Bear Trace Golf Course and historic Lynchburg! Well maintained home and move in ready.

    Lydia Billington Benchmark Realty, LLC

    442 Golf Shores Dr, Winchester, TN 37398
  • /22

    $309,900

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

    99 N Shephard St, Winchester, TN 37398

    Terrapin Station recently completed new construction on lot 6. This 3 bedroom 2 bath home is within walking distance from downtown Winchester and only 1.5 miles from the highly desired Tims Ford Lake. Large open floor plan. All new appliances. Quartz countertops. Entire second level consists of a master suite. Extremely energy efficient home with spray foam insulation in rafters. 12x22 Detached

    Tom Banks Monteagle Sewanee REALTORS

    99 N Shephard St, Winchester, TN 37398
  • /62

    $599,000

    • 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
  • /90

    $599,000

    • 5 Beds
    • 5 Baths
    • 3,755 Sq Ft

    267 Golf Course Ln, Winchester, TN 37398

    Custom built home with large deck overlooking Franklin County Country Club golf course. Perfect for entertaining for morning coffee. Kitchen appliances are included. Upgrades include two energy efficient HVAC units, spray foam insulation in the upstairs, natural gas heat and double hung windows. There is even an emergency gas heater. Two car attached garage in the main level and downstairs garage

    Sharon Swafford Swaffords Property Shop

    267 Golf Course Ln, Winchester, TN 37398
  • /31

    $439,900

    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    495 Favre Cir, Winchester, TN 37398

    Welcome to this beautiful all-brick 3-bedroom, 2-bath home offering over 2,200 sq ft of comfortable living space in a desirable Winchester neighborhood. This well-maintained property features a spacious main-level layout and an inviting bonus room upstairs—perfect for a home office, hobby room, or additional living space. The heart of the home is the attractive kitchen, equipped with a gas

    Eberley Holloway Southern Middle Realty

    495 Favre Cir, Winchester, TN 37398
  • /36

    $715,000

    • 3 Beds
    • 4 Baths
    • 3,706 Sq Ft

    766 Awalt Dr, Winchester, TN 37398

    New custom built 3 BR home in a fabulous area close to Tims Ford Lake. This spacious home features a large master suite with a separate tub and tile shower, double vanities, and a large walk in closet. The kitchen is equipped with all new stainless appliances, stove and range are both gas, plenty of custom cabinets, and large island for extra counter space. This home also has a large Florida

    Greg Sitz Parks Auction & Realty

    766 Awalt Dr, Winchester, TN 37398
  • /40

    $344,900

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

    605 Strawberry Dr, Winchester, TN 37398

    Charming, stylish, and move-in ready — this 3 bedroom, 2 bath home feels like new and offers the perfect mix of comfort and convenience! Step inside to an inviting open-concept layout with stainless steel appliances, plenty of natural light, and a smart split-bedroom design for added privacy.Love outdoor living? You’ll swoon over the large front porch for morning coffee and the expansive

    Kate Bryant RE/MAX 1st Realty

    605 Strawberry Dr, Winchester, TN 37398
  • /21

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 2,305 Sq Ft

    58 Island Way, Winchester, TN 37398

    Spacious luxury townhome in gated community. Community has three swimming pools and a clubhouse and is adjacent to a full service marina on Tim's Ford lake. Grass and exterior maintenance is included in association fees. Back yard is fenced and ready for your furry friends. Gated community with golf cart access to marina. Community is near to golf courses, state parks and downtown Winchester.

    Daniel Demers Sell Your Home Services, LLC

    58 Island Way, Winchester, TN 37398
  • /41

    $374,900

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft

    120 Dogwood Ln, Winchester, TN 37398

    Charming updated one-level home offering 3 bedrooms and 2 bathrooms, plus a possible 4th bedroom that could also serve as a bonus room, playroom, office, or separate living space. The spacious kitchen features granite countertops, ample cabinetry, and an eat-in area that opens to a formal dining space. Hardwood floors and stylish updates flow throughout, creating a warm and inviting atmosphere. A

    Sara Beth Bryant Tree City Realty

    120 Dogwood Ln, Winchester, TN 37398
  • /9

    $454,900

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

    0 Lookout Dr Unit RTC3015909, 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

    0 Lookout Dr Unit RTC3015909, Winchester, TN 37398
  • /25

    $319,999

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

    109 N Shephard St, Winchester, TN 37398

    “Touch of Grey" is the tranquil retreat your clients are 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

    109 N Shephard St, Winchester, TN 37398
  • /67

    $474,900

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

    65 Campfire Ct, Winchester, TN 37398

    NEW PRICE ADJUSTMENT -- take a look! This is one of the newest townhomes built in Twin Creeks Village and one of the few townhomes within a few steps of one of THREE community pools! This excellent floor plan features an open Kitchen/Family Room area with gas fireplace. Lovely granite counters, stainless steel appliances, and a large kitchen island with space for three bar stools complete the

    Shelia Lunsford Benchmark Realty, LLC

    65 Campfire Ct, Winchester, TN 37398
  • /71

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 6,803 Sq Ft

    2124 Boswell Rd, Winchester, TN 37398

    Just MINUTES from Tim's Ford Lake! When Your Custom-Built Home Is Masterfully Crafted By A Brilliant Engineer, You’re Investing In A Home Designed For Generations. Set On An Expansive 2.6-Acre Estate, This Property Combines Uncompromising Quality With Thoughtful Functionality At Every Turn. Upstairs You Will Find The Primary Suite, Spacious Kitchen, Guest Bedrooms, Tranquil Sunroom, And A

    Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty

    2124 Boswell Rd, Winchester, TN 37398
  • /38

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    811 Cumberland Dr, Winchester, TN 37398

    HOLIDAY SPECIAL!! November 25 through January 4, 2026 special reduction from $259,900! 3 Bedroom 2 Full Bath brick home with lots of updates. New dishwasher, stove and refrigerator. Kitchen cabinets are new, new roof, new water heater and more. Detached garage/shop. Rear covered deck.

    Sharon Swafford Swaffords Property Shop

    811 Cumberland Dr, Winchester, TN 37398
  • /44

    $785,000

    • 4 Beds
    • 3.5 Baths
    • 3,118 Sq Ft

    82 Hammock Dr, Winchester, TN 37398

    Experience peace, comfort, and luxury living at 82 Hammock Ct. This move-in ready and fully furnished 3,118 SF home offers 4 bedrooms, 3.5 baths, a large bonus room that can serve as a 5th bedroom, and an additional media room. Enjoy an open layout, spacious kitchen with a large walk-in pantry, and a screened-in porch overlooking the fenced backyard. This gated community boasts three pools, a

    Jenny Massey Capstone Realty

    82 Hammock Dr, Winchester, TN 37398
  • /29

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    17 Favre Cir, Winchester, TN 37398

    Move-in ready and perfectly situated on a corner lot located just minutes from shopping, schools, restaurants, Winchester Municipal Airport, Winchester Hospital, Tims Ford Lake, and the Nissan Powertrain Assembly Plant. This home offers convenience at every turn. The sellers have thoughtfully customized this 3-bedroom, 2-bath home with beautiful upgrades throughout. Enjoy an updated kitchen and

    Marcia Long Franklin County Realty

    17 Favre Cir, Winchester, TN 37398
  • /30

    $242,000

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    210 E Petty Ln, Winchester, TN 37398

    Charming brick home on corner lot in convenient to everything location. 3 bedrooms and 1.5 baths with fresh paint inside and out and plenty of room for entertaining friends and family. One car attached garage and 2 car carport at back entrance for easy covered access to kitchen/den area. Hardwood floors in living room, hall and bedrooms, vinyl privacy fence on 2 sides of back yard. Kitchen

    Patricia Mathis Lake Homes Realty, LLC

    210 E Petty Ln, Winchester, TN 37398
  • /64

    $390,000

    • 4 Beds
    • 3 Baths
    • 2,528 Sq Ft

    144 Wood Bluff Rd, Winchester, TN 37398

    Nestled in a serene and inviting neighborhood, this 2528 sq ft home offers a perfect blend of comfort, style, and functionality. The home boasts 1 bedroom, 1 full bath, and an office that easily doubles as a second bedroom on the first level. From there step into a spacious living room adorned with oversized windows that bathe the space in natural light, offering picturesque views of your own

    Melissa Stewart Swaffords Property Shop

    144 Wood Bluff Rd, Winchester, TN 37398

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