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416 Colonial Dr, Winchester
$335,000
3 Beds ⋅ 2 Baths ⋅ 3514992 MLS ⋅ ACTIVE Status ⋅ 0.4 Acres ⋅ 37398 Zip Code
Beautiful, well-maintained full brick home on a .40 acre corner lot. The meticulously landscaped front yard welcomes you to this wonderful home! There's attention to detail throughout this 3 bedroom, 2 full bath home. Some of the upgrades include: engineered hardwood flooring in the entry way and living room, crown molding in most of the rooms, tile in the kitchen, utility room and both bathrooms. 9 and 10 foot ceilings, Natural gas fireplace and water heater. The primary bedroom suite has a walk-in closet and easy access to the laundry room. The guest bedrooms are separated from the primary suite for privacy. The fenced backyard is perfect for entertaining, with a deck complete with a pergola, and the patio is the perfect place to grill. Attached 2 car garage. Call and schedule a showing today!

416 Colonial Dr, Winchester

1136 Bible Crossing Rd, Winchester
$625,000
4 Beds ⋅ 3 Baths ⋅ 3513469 MLS ⋅ ACTIVE Status ⋅ 1.03 Acres ⋅ 37398 Zip Code
Looking for a home with room for everyone—and all the extras? This all-brick home offers more than 3,300 sq ft designed for gathering, entertaining and spreading out. Built by Charles Yokley, it features 4 bedrooms, 2.5 baths, a main-level primary suite, updated kitchen with quartz countertops, and two fireplaces. One of the best surprises is the finished bonus room above the detached garage—perfect for a 5th bedroom, man cave, home gym, hobby room or game room. And TWO garages mean plenty of space for vehicles, storage and the boat! With Tims Ford Bass Club boat ramp just 1.5 miles away, you can go from garage to water in minutes, yet still be close to shopping, dining and everyday conveniences. A new architectural-shingle roof was installed in 2026. There’s so much more to appreciate in person—schedule your private showing and discover all the ways this home could work for you.

1136 Bible Crossing Rd, Winchester

322 N Porter St, Winchester
$1,799,000
4 Beds ⋅ 5 Baths ⋅ 3512410 MLS ⋅ ACTIVE Status ⋅ 0.37 Acres ⋅ 37398 Zip Code
Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #6. Built Ready for a Hot Tub, and Sauna. 3 Car Garage. Basement Level has 2 Full Bedrooms with 2 Full Bathrooms, Living Room, and Kitchenette/Bar. Slight Variations made to plans, there is no jack and jill bathroom any longer, it is a private bathroom for 1 Bedroom. Main Level built to plan, and Top Level has an additional Bathroom not seen on plans. Come tour to see all the improvements and upgrades for yourself!

322 N Porter St, Winchester

204 Homeward Ave, Winchester
$355,000
3 Beds ⋅ 3 Baths ⋅ 3510602 MLS ⋅ ACTIVE Status ⋅ 0.71 Acres ⋅ 37398 Zip Code
Enjoy the best of Winchester living in this well-maintained 3-bedroom, 3-bath home on a spacious 0.71-acre lot. Offering nearly 2,000 square feet, the home features comfortable living spaces, a bright sunroom, and a covered patio overlooking a large backyard with plenty of room for gardening, entertaining, pets, or simply enjoying the outdoors. The detached garage adds exceptional flexibility with plumbing and a space previously used as an apartment—ideal for a guest suite, home office, workshop, hobby room, or potential rental opportunity. Covered parking for your boat or RV makes it easy to take advantage of everything the area has to offer. Just a short walk from Tim's Ford Lake and only minutes from downtown Winchester, you’ll enjoy convenient access to boating, fishing, local restaurants, shopping, and everyday amenities. With its generous outdoor space, versatile detached building, and sought-after location, this property is ready to fit your lifestyle.

204 Homeward Ave, Winchester

Cascade Dr, Winchester
$124,900
3510249 MLS ⋅ ACTIVE Status ⋅ 1.04 Acres ⋅ 37398 Zip Code
Discover the perfect setting for your future home on this spacious 1.04 acre homesite in Stone Field Heights. Positioned along the front of the neighborhood and backing to picturesque horse farm acreage, Lot 9 offers a peaceful sense of openness, beautiful sunset views, and added privacy with no subdivision lots directly behind it. The gently sloping terrain offers exciting potential for a walk out basement design, giving you flexibility to create additional living, recreation, or storage space while making the most of the property’s natural grade. Enjoy the best of Southern Middle Tennessee living just minutes from Tims Ford Lake, where boating, fishing, kayaking, and relaxed days on the water can become part of everyday life. Tims Ford State Park, area marinas, boat ramps, trails, camping, and the Bear Trace golf course are all within easy reach. Historic Downtown Winchester is also nearby, offering local shopping, dining, community events, and small town charm. For a scenic day trip, the mountain community of Sewanee and the University of the South are only a quick drive away. With city water, electricity, and public sewer available at the street, much of the essential infrastructure is conveniently accessible as you begin planning your build. Whether you envision a full time residence, a lake area retreat, or a home designed for gathering with family and friends, Lot 9 combines space, scenery, convenience, and access to the Tims Ford lifestyle in one exceptional homesite. Bring your plans and make your vision a reality!

Cascade Dr, Winchester

356 Ridgecrest Dr, Winchester
$685,700
4 Beds ⋅ 4 Baths ⋅ 3508025 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
Step into this magnificent 3,705 square foot home, an absolute gem in the highly sought-after Franklin Hills Subdivision. Designed for both grand entertaining and comfortable family living, this residence offers 4 bedrooms and 3.5 baths across two levels. You will immediately notice the architectural elegance, highlighted by premier trim work and stunning tray ceilings. The entryway is graced by a stunning staircase, one of the home's beautiful architectural features, complemented by a gas fireplace that serves as a warm, artistic centerpiece. The main floor features an array of gathering spaces: a gracious Formal Dining Room, a dedicated Sitting Room, and a cozy Living Room warmed by a gas fireplace. The heart of the home is the Kitchen, featuring premium granite countertops and a suite of stainless steel appliances, highlighted by a new oven installed in 2025 , perfect for the home chef, along with a sunny Breakfast Nook. Retreat to the private master bedroom on the main floor, complete with a luxurious full bath. Flooring is a mix of high-quality hardwood, tile, and carpeting. Upstairs, you'll find the additional bedrooms and a spacious Loft. Enjoy outdoor living on the large, covered front porch or relax on the back patio by the warmth of the brick fireplace. Storage and parking are plentiful with the oversized 3-car garage. The washer and dryer, all bedroom furniture, and potentially select living room items convey with acceptable offer.

356 Ridgecrest Dr, Winchester

Suntan Court, Winchester
$140,000
3506562 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code
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 cart path with gate- code only given to Twin Creeks Residents and Guests. Great for an Investment. No Build Out Times- Buy and Hold to Build When You're Ready. Twin Creeks offers a wonderful community to part time residents, full time residents, and lot owners with a wide array of social activities on their calendar. Boat slips currently available at Twin Creeks Marina. Complimentary boat and boat trailer storage inside the gate at the boat trailer parking areas in neighborhood as availability allows. Neighborhood managed by Ghertner. Lot owners still have full use of pools whether they have a house or not. Come dip your toe in the lake life!

Suntan Court, Winchester

90 Pine Bluff Ct, Winchester
$644,900
3 Beds ⋅ 3 Baths ⋅ 3506107 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
Gorgeous new construction located in the desirable Whispering Pines subdivision! This home offers 3 bedrooms, 2 full baths, 1 half bath, bonus room, spaciously laid out and designed for comfortable living. The great room features a stunning double-tray vaulted ceiling. Luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator. Enjoy the convenience of a 2-car garage, concrete driveway, along with durable Hardie board siding for lasting curb appeal. Unwind or entertain outdoors on the front or sprawling back covered porches. Home is conveniently located with easy access to Winchester and Tullahoma retail, grocery, entertainment, healthcare options, and only minutes from beautiful Tims Ford Lake, where boating, fishing, and recreation can be explored! All measurements are approximate and not guaranteed, if important please remeasure.

90 Pine Bluff Ct, Winchester

218 Charlotte Dr, Winchester
$488,000
4 Beds ⋅ 3 Baths ⋅ 3501421 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code
Beautifully Maintained Home With Space, Comfort, and Incredible Extras! Pride of ownership shines throughout this very-well maintain 4-bedroom, 3-bath home located in a wonderful, established neighborhood. Offering a thoughtfully designed layout with plenty of space and flexibility, this home features a main level primary suite, plus an additional upstairs primary suite/bonus room. Perfect for guests, extended family, or multi-generational living. The spacious kitchen is made for those who love to cook and entertain featuring double ovens, a large gas range, a walk-in pantry, and an abundance of cabinetry. Charming details such as a clawfoot tub add character and personality. Step outside and enjoy the screened-back patio, an ideal spot for morning coffee or relaxing evenings. Car enthusiasts, hobbyists, and RV owners will appreciate both an attached and detached garage, along with 30 and 50 amp hookups and a dedicated septic connection for a motorhome. Major improvements and thoughtful upgrades add even more value, including a new roof in 2020, Leafguard gutter system, a new hot water heater, and automatic crawl space vents. With generous living space, excellent storage, multiple garage options, RV accommodations, and so many well-planned features, this home offers the perfect combination of comfort, convenience, and versatility.

218 Charlotte Dr, Winchester

1522 Holders Cove Road, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ 3501390 MLS ⋅ ACTIVE Status ⋅ 1.45 Acres ⋅ 37398 Zip Code
Welcome to 1522 Holders Cove Road, a truly unique, fully updated, single-level ranch offering a backyard paradise that embodies the American dream. Situated on nearly 1.5 private acres, this move-in-ready home offers the ideal blend of peaceful privacy and everyday convenience, located just minutes from downtown Winchester's shopping, dining, and local attractions. Inside, you will discover a thoughtful and efficient layout designed for modern living. The bright, open living area welcomes you with abundant natural light and flows seamlessly into a tastefully updated kitchen with new appliances. A dedicated home office and a separate laundry room provide a rare level of everyday functionality. The primary suite serves as a true retreat, complete with a spa-like ensuite bathroom, while two additional bedrooms and a stylish full guest bath ensure everyone has plenty of room to spread out. Step through the back door into your personal outdoor paradise. The current owners spared no expense curating a beautifully landscaped backyard experience. You can entertain guests effortlessly on the expansive patio featuring a cozy fire pit, or follow the stone footpath to the custom raised garden beds. The back yard finale is the custom water feature and pristine koi pond, complete with its own private sun deck for relaxing afternoons. Don't miss your chance to own this extraordinary property in Winchester, TN. Call today to schedule your private tour.

1522 Holders Cove Road, Winchester

903 Old Estill Springs Rd, Winchester
$1,750,000
3335281 MLS ⋅ ACTIVE Status ⋅ 47.5 Acres ⋅ 37398 Zip Code
Exceptional 47.5± acre residential development opportunity in the heart of Winchester, TN. This predominantly level, well-drained farm offers frontage on Old Estill Springs Rd., Bible Crossing Rd., and Myers Rd., providing multiple access points for a future subdivision or master-planned community. Adjacent to Winchester City Park, the property presents a rare opportunity to create a deed-restricted neighborhood with the potential for sidewalk connections to the City's walking trail system (subject to City approval). A beautiful 2.5± acre spring-fed pond provides a stunning centerpiece for community green space or premium homesites. Public sewer, water, natural gas, fiber internet, and electric are available along Sharp Springs Rd. and Myers Rd., making this one of the area's most development-ready tracts. The property includes an approximately 2,800 sq. ft. residence that could be divided off and sold separately or incorporated into the development as a clubhouse, sales center, or community amenity. Located less than one mile from a public boat ramp on Tims Ford Lake, the property offers residents convenient access to boating, fishing, and outdoor recreation. Frontage along **Bible Crossing Rd.—one of Winchester's busiest corridors—**provides excellent visibility and accessibility. Winchester (population approximately 10,400) is one of Middle Tennessee's fastest-growing lake communities, located approximately 90 minutes from Nashville, 60 minutes from Chattanooga, and 60 minutes from Huntsville, AL. The combination of strong regional growth, available utilities, outstanding topography, and an exceptional location makes this a premier residential development opportunity.

903 Old Estill Springs Rd, Winchester

262 Crimson Dr, Winchester
$449,000
3 Beds ⋅ 2 Baths ⋅ 3322405 MLS ⋅ ACTIVE Status ⋅ 0.6900000000000001 Acres ⋅ 37398 Zip Code
Brick Ranch in Prime Winchester Location! Welcome home to this 3-bedroom, 2-full-bath brick home situated on a spacious 0.7-acre lot in a quiet, established subdivision. Featuring a desirable split-bedroom floor plan, this property offers the perfect blend of privacy, comfort, and convenience. The primary bedroom is a true sanctuary, featuring 252' sq ft of space with a large walk-in closet plus a convenient second closet for ample storage. For mealtime or entertaining guests the house features a separate dining room, bar space in the kitchen and an eat-in breakfast area right in the kitchen. Sunlit Florida Room: The large Florida room offers seamless indoor-outdoor transition with direct access from both the main living room and the primary bedroom. The expansive 0.7-acre yard provides a beautiful, serene backdrop perfect for outdoor gatherings, gardening, or weekend relaxation. Enjoy peace of mind knowing the roof is only 4 years old, and the HVAC system was replaced just 6 years ago. Winchester is positioned in a highly sought-after area of Southern Middle Tennessee, and you are just minutes away from everything Winchester has to offer: Historic downtown Winchester shopping and dining; Winchester City Park; local medical facilities; pristine waters and recreation at Tims Ford Lake. This move-in-ready gem truly is a must-see to fully appreciate all of its fine details. Schedule your private tour today before it's gone! (HVAC 2020; Roof 2022)

262 Crimson Dr, Winchester

1111 Holders Cove Rd, Winchester
$354,900
3 Beds ⋅ 2 Baths ⋅ 3320086 MLS ⋅ ACTIVE Status ⋅ 0.928 Acres ⋅ 37398 Zip Code
**Double lot with large shop** This beautiful, well-maintained brick home is convenient to everywhere - less than 1.5 miles from downtown Winchester - a mile from the Country Club -1.2 miles from the Hospital and 2 miles from Food City! It's perfectly positioned on a desirable corner lot and includes a second lot as well! Offering 3 bedrooms and 1.5 baths, this home combines timeless charm with clear pride of ownership throughout. A sizeable living room with an eat-in kitchen or separate dining area and wonderful florida room ready for entertaining. The property includes a single car attached garage and carport and a 30 x 40 detached double door garage with it's own small carport..perfect for a woodworking shop or lake toys or whatever your heart desires. Both the shop and home have metal roofs and a circular drive enters both. This well cared for home is ready for the updates you desire or could be move-ready for the young buyer!

1111 Holders Cove Rd, Winchester

145 Edgewood Ln, Winchester
$209,900
3 Beds ⋅ 2 Baths ⋅ 3319920 MLS ⋅ ACTIVE Status ⋅ 3.11 Acres ⋅ 37398 Zip Code
Opportunity Awaits! Situated on 3.12± acres spanning two lots, this 3-bedroom, 2-bath home offers a peaceful setting with plenty of room to enjoy country living or create your dream property. The home is nicely positioned on the land and features a spacious yard surrounded by mature trees. A standout feature is the large detached shop, complete with electricity and water, making it ideal for storage, hobbies, a workshop, or small business use. The property is being sold As-Is, presenting an excellent opportunity for investors, renovators, or buyers looking to add their personal touch. Please use caution when viewing the front deck, as it is in need of repair. With acreage, a functional shop, and endless possibilities, this property is ready for its next owner to unlock its full potential.

145 Edgewood Ln, Winchester

525 Sharp Springs Rd, Winchester
$230,000
2 Beds ⋅ 2 Baths ⋅ 3318900 MLS ⋅ ACTIVE Status ⋅ 0.43 Acres ⋅ 37398 Zip Code
Whether you're buying your very first home, looking to simplify life with less maintenance, or searching for the perfect vacation retreat, this charming 2-bedroom, 2-bath home checks every box. Thoughtfully designed with comfortable living spaces and a functional layout, this home offers the perfect balance of convenience and comfort. Its unbeatable location near Tims Ford Lake and Twin Creeks Marina makes it easy to spend your weekends boating, fishing, dining, or simply enjoying everything lake life has to offer. For first-time homebuyers, it's an affordable opportunity to begin building equity in a desirable location. For those ready to downsize, it provides the ease of low-maintenance living without sacrificing comfort. And for investors, its proximity to one of Middle Tennessee's most sought-after lake destinations makes it an excellent opportunity as a short-term rental or weekend getaway. Whether you're looking for a place to call home or a smart investment with year-round appeal, this property offers endless possibilities in a location you'll love.

525 Sharp Springs Rd, Winchester

309 Campfire Ct, Winchester
$749,900
4 Beds ⋅ 4 Baths ⋅ 3316017 MLS ⋅ ACTIVE Status ⋅ 0.13 Acres ⋅ 37398 Zip Code
Lake life at its finest -- This beautiful home in Twin Creeks is a MUST SEE and features upgrades galore! From the inviting stone-accented exterior and charming covered front porch to the open and thoughtfully designed interior, every detail of this home exudes quality and comfort. It is rare to find a "high end" home with all the bells and whistles at this price. The open floor plan features a spacious living room with a coffered ceiling, built-in cabinetry and a gas fireplace. Luxury vinyl plank floors flow seamlessly throughout this home; no carpet! The kitchen and dining areas offer beautiful wooden beams, granite countertops, stainless steel appliances including a 4-burner gas cooktop w/griddle; creating a perfect mix of elegance and functionality. The kitchen and dining areas are an ideal focal point for family gatherings and entertaining. Just off the kitchen, a screened porch with gas fireplace opens to expansive outdoor living spaces featuring a built-in grill, refrigerator, and pergola-covered entertaining area. The main-level primary suite boasts a coffered ceiling and direct access to a private covered patio. Upstairs, a second primary suite with an ensuite bath is joined by two additional bedrooms, a bonus room, a third full bath, and an impressive 16' x 13' balcony. Don’t miss the chance to experience this impeccably maintained, move-in-ready home that blends luxury, functionality, and a true sense of community. But the true magic is in the lifestyle. Enjoy summer days on the water boating or kayaking, evenings at the community restaurant and bar, and weekends spent at the pools, clubhouse, and social events (with neighbors who soon feel like family!). Whether you’re looking for a primary home or a lake getaway, this home offers the best of all worlds — comfort, community, and a life that feels like vacation every day. This home has it all! To save you lots of time and money, this home may be purchased FULLY FURNISHED for an additional $25K.

309 Campfire Ct, Winchester

57 Cypress Point Dr, Winchester
$682,000
3 Beds ⋅ 2 Baths ⋅ 3306261 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code
Stunning New-Construction Tims Ford Lakefront Living – 2,086 Sq Ft. Waterfront Access. Welcome to this brand-new 3-bedroom, 2-bath with Office /Study lake house, designed for modern comfort and lakeside entertaining. Spanning a generous 2,086 square feet, this thoughtfully crafted home delivers open, light-filled living with beautiful lake views from the moment you walk through the door. Luxury Vinyl Plank (LVP) flooring flows throughout the main living areas, offering durable, stylish, and easy-care surfaces perfect for lake-house life. The primary suite features elegant tile flooring and a spa-inspired custom tile shower, creating a private retreat you’ll look forward to every day. Step outside onto the expansive back porch—an ideal space for morning coffee, sunset gatherings, or hosting friends and family while soaking in the serene lake views. Outdoor living is elevated even further with a deeded boat slip and convenient access to the community boat ramp, making it simple to launch and enjoy the water whenever the mood strikes. Move-in ready by August 2026 and built for the lake lifestyle—this is the new home you’ve been waiting for. Schedule your private showing today and start living the waterfront dream. Gas Heat, Tankless, gas water heater, gas cooktop. Owner Agent. All info to be verified. Taxes TBD. House to be completed by August 1, 2026

57 Cypress Point Dr, Winchester

266 Woods Edge Rd, Winchester
$299,900
3 Beds ⋅ 2 Baths ⋅ 3305852 MLS ⋅ ACTIVE Status ⋅ 0.27 Acres ⋅ 37398 Zip Code
Welcome to your forever haven - where comfort meets timeless charm. Step inside to vaulted ceilings with exposed beam, a ceiling fan, and rich finished wood floors that flow seamlessly into the living area. Cozy up by the natural gas fireplace or open the dining room's double doors to a sun-drenched three-season room - your retreat for morning coffee or evening breezes. The kitchen is sure to please: granite countertops, stainless steel appliances, and a clever movable bar that expands your entertaining space at a moment's notice. The master suite offers a peaceful escape with wood floors, walk-in closet, ceiling fan, and a full bath. The second bedroom - currently a den/study - opens to the patio, perfect for a home office or guest hideaway. Bedroom three also features wood floors, a ceiling fan, and its own full bath with vinyl flooring and linen closet. But it's what you can't see that sets this home apart: French drains for peace of mind, a tankless gas water heater (2021), a new central unit motor (2023), reinforced walls and floors, and an AFS-encapsulated crawl space with a dehumidifier. Blinds and kitchen appliances stay. Must See!

266 Woods Edge Rd, Winchester

95 Luttrell Dr, Winchester
$374,900
3 Beds ⋅ 2 Baths ⋅ 3298130 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code
Beautifully maintained 3-bedroom, 2-bath home offering a spacious split-bedroom, open-concept floor plan with custom kitchen cabinetry, abundant storage, and an inviting living area. The primary suite features a tray ceiling, dual walk-in closets, and a private bath. Relax in the new two-person hot tub (which conveys) while enjoying beautiful views of Tims Ford Lake. A unique bonus is the vacant lot behind the home, which is not buildable, providing added privacy and helping preserve the lake view. Located on Luttrell Drive, you'll enjoy public access to Tims Ford Lake just approximately 100 yards away—perfect for fishing, kayaking, or simply enjoying the water. Additional features include a 2-car garage, rocking chair front porch, spacious corner lot, beautiful lake views, and NO HOA!

95 Luttrell Dr, Winchester

128 Bel Aire Dr, Winchester
$299,900
4 Beds ⋅ 2 Baths ⋅ 3285789 MLS ⋅ ACTIVE Status ⋅ 0.35000000000000003 Acres ⋅ 37398 Zip Code
Welcome to 128 Bel Aire Dr — where modern updates, functional space, and an unbeatable location come together! This beautifully updated 4-bedroom, 1.5-bath home offers just under 2,000 square feet of comfortable living space. Inside, you’ll find brand new LVP flooring, giving the home a fresh, modern feel from the moment you walk in. Enjoy the flexibility of multiple living areas with both a spacious living room and a cozy den—perfect for entertaining, a home office, or additional lounge space. The eat-in kitchen is ideal for everyday living, while the oversized laundry room adds extra convenience and storage. Each bedroom offers generous space, and the home’s updates make it truly move-in ready. Located just minutes from Tims Ford Lake and close to Winchester’s charming downtown, you’ll love having easy access to local shops, dining, and all the favorite hometown spots that make this area so special. Whether you’re looking for space, style, or location—128 Bel Aire Dr checks all the boxes!

128 Bel Aire Dr, Winchester

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