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76 Chase Cir, Winchester
$369,900
2 Beds ⋅ 2 Baths ⋅ 3528603 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37398 Zip Code
**New HVAC, water heater, gutters, granite countertops, paint carpet and like new roof** Step into over 1,800 sq. ft. of move-in ready one level condo living. Designed for both comfort and practical living, this 2-bedroom, 2-bathroom residence offers a private front foyer, a dedicated laundry room, and a sun-drenched sunroom enhanced with a newly added air duct and vent for year-round relaxation. The kitchen boasts sleek new granite countertops and a new sink, while the primary suite offers a spacious retreat complete with new primary bath granite and a newly converted walk-in shower. Every major system has been refreshed for peace of mind, featuring a brand-new HVAC system, a 3 year old roof, new 6-inch gutters, a new hot water heater, updated exterior electrical wiring, and newly replaced garage door springs. Outside, enjoy a heated and cooled back porch/sun room built for hosting family and friends, alongside an attached 2-car garage, and an inground storm shelter. Resort-style, low-maintenance living with HOA dues covering all lawn care and common grounds upkeep—including the neighborhood pool, private clubhouse, and Chase Circle road maintenance. All of this is paired with an unbeatable location under a mile from Food City, 2.5 miles from Franklin County Golf & Country Club, and less than two minutes to HWY 64 for an easy commute to Huntsville or Murfreesboro. Schedule your showing today!

76 Chase Cir, Winchester

69 Anderton Dr, Winchester
$479,900
3 Beds ⋅ 3 Baths ⋅ 3527938 MLS ⋅ ACTIVE Status ⋅ 0.05 Acres ⋅ 37398 Zip Code
Enjoy lake living in the gated Twin Creeks Village community on Tims Ford Lake, with up to $10,000 in potential buyer incentives! The seller is offering $5,000 in concessions that can be used toward closing costs and/or an interest rate buy down. This beautifully maintained, move-in-ready condo features fresh exterior paint and an open main-level floor plan with a spacious primary suite, large tile shower, and abundant closet space. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Upstairs offers two additional bedrooms plus a generous bonus area perfect for a home office, game room, media space, or additional lounge area. Relax or entertain on the screened-in back patio after a day on the lake or at one of the community’s resort-style pools. Twin Creeks Village offers multiple pools, clubhouse spaces, walking paths, and convenient access to Twin Creeks Marina and Resort, where boating, lakeside dining, and everything Tims Ford Lake has to offer are just steps away. All kitchen appliances, washer, and dryer remain and convey with the home. Whether you’re looking for a full-time residence, weekend retreat, or investment opportunity, this condo offers comfort, space, and the lake lifestyle all in one. Qualified buyers who use Sterling Smith with First Community Mortgage in Shelbyville may also receive an additional $5,000 lender credit. Contact Sterling at (931) 205-1424 or sterling.smith@fcmhomeloans.com

69 Anderton Dr, Winchester

203 W Petty Ln, Winchester
$199,900
3 Beds ⋅ 1 Baths ⋅ 3527849 MLS ⋅ ACTIVE Status ⋅ 0.2 Acres ⋅ 37398 Zip Code
Charming Winchester Starter Home or Turnkey Rental Opportunity! Make this home just the way you want it! Welcome to 203 W Petty Ln in Winchester, TN! This efficient 1,271 sq. ft., 3-bedroom, 1-bathroom home features a practical single-level layout and a convenient attached one-car carport. Whether you are looking for an affordable path to homeownership or adding a strong performer to your real estate portfolio, this versatile property delivers exceptional value. Key Highlights *Move-In Ready or Rental Ready: Proven track record as a successful investment property—ideal for immediate cash flow or a turnkey starter home. *Functional Layout: 3 comfortable bedrooms and a shared full bath optimized to maximize every square foot of living space. *Convenient Features: Covered one-car carport offering sheltered parking and additional outdoor storage potential. *Prime Winchester Location: Situated in a peaceful neighborhood close to local schools, downtown Winchester shopping, and just minutes from beautiful Tim's Ford Lake.

203 W Petty Ln, Winchester

205 Billy Goat Hill Rd, Winchester
$585,000
2 Beds ⋅ 3 Baths ⋅ 3527505 MLS ⋅ ACTIVE Status ⋅ 1.11 Acres ⋅ 37398 Zip Code
This is a unique opportunity to own a Tims Ford Lake lakefront home offering privacy, character, and lake access at a reasonable price! This spacious home features 3 bedrooms and 2 baths, a living room with a soaring stone fireplace, a new HVAC system, and an updated kitchen with all new appliances. The full basement offers incredible flexibility, with a sauna, office, kitchen, dining area, sunroom, bathroom, two additional rooms, and two fireplaces—creating plenty of space for entertaining, guests, hobbies, or a potential short-term rental setup. Outside, you'll find multiple decks, patio areas, and a beautiful waterfall, providing wonderful spaces to relax and enjoy the peaceful surroundings. A private area with lake access is just an easy two-minute walk from the home, offering a great spot to unwind by the water and enjoy your favorite beverage. The property is being offered furnished, making it even more appealing as a vacation home, second home, or potential investment property. You also have the option to remove trees up to 3 inches in diameter and limb up larger trees between the home and the lake on TVA property, potentially opening up an even better lake view. With its privacy, lake access, unique features, and convenient location on Tims Ford Lake, this property offers a wonderful opportunity to enjoy lake living and all it has to offer!

205 Billy Goat Hill Rd, Winchester

369 Pickney Rd, Winchester
$599,999
3 Beds ⋅ 3 Baths ⋅ 3527291 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
Welcome to 369 Pickney Rd, Lot 7, in Winchester! This new construction home offers 2,401 square feet of single-story living on approximately 0.92 acres in the Pinckney subdivision. Featuring 3 bedrooms and 2.5 baths, the open floor plan connects the living, dining, and kitchen areas for comfortable everyday living and easy entertaining. Tims Ford Lake is within 4 miles of the Tims Ford Bass Club and public boat ramp. The kitchen features an island and stainless steel appliances, while tile and luxury vinyl flooring complement the home’s fresh finishes. The isolated primary bedroom offers added privacy, with a primary bath featuring a separate shower and tub. An attached two-car garage adds convenience, and the spacious lot provides room to enjoy the outdoors—all with no HOA. Offered at $599,999, with seller concessions available. Schedule your private showing today! Owner/Agent. Taxes TBD. Buyer to verify all pertinent information.

369 Pickney Rd, Winchester

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

401 E Petty Ln, Winchester
$350,000
3 Beds ⋅ 3 Baths ⋅ 3513357 MLS ⋅ ACTIVE Status ⋅ 0.8 Acres ⋅ 37398 Zip Code
Welcome to 401 East Petty Lane, where classic charm meets central convenience. Nestled in a peaceful neighborhood on an oversized lot, this timeless single-level ranch provides an exceptional location with effortless access to local work commutes, shopping, dining, and entertainment. Outdoor living is a delight on the private stone patio, which overlooks the expansive yard and serves as an ideal retreat for relaxing or taking in the peaceful surroundings. Step inside to discover a spacious, thoughtfully designed layout tailored for everyday living and entertaining guests. At the heart of the home, the elegantly updated chef's kitchen features sleek new appliances and granite countertops. Flowing from the kitchen are multiple living spaces, including a formal living room, a cozy den, and a bright, expansive sunroom perfect for unwinding in the afternoons. The main floor accommodates three bedrooms and two and a half bathrooms, ensuring all your daily essentials remain conveniently accessible on a single level. Adding to the home's impressive value is a full basement. Whether you are needing a works space, a gym, or hobby room this area is perfect. This space has so much potential whether you're a growing family seeking extra room, or you're a savvy buyer looking to generate passive income, this area can adapt to your needs. Complete with a second laundry hookup and an additional bathroom, transforming the lower level into a high-yield rental unit or private guest suite would be simple and straightforward.

401 E Petty Ln, Winchester

1012 Hunt St, Winchester
$325,000
3509952 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 37398 Zip Code
Investors, take notice! 1012/1014 Hunt St, Winchester, TN! This new-construction duplex offers an excellent opportunity to add a modern, low-maintenance property to your portfolio in a convenient Winchester location. Each unit features 2 bedrooms and 2 full bathrooms, an attractive floor plan for renters seeking comfortable, functional living space. Both units offer desirable modern finishes, including LVP flooring, custom cabinets, and private patios. New construction means today's finishes and fewer immediate maintenance concerns, making this property an appealing option for both seasoned investors and those looking to expand their rental portfolio. Conveniently located just minutes from downtown Winchester, Nissan, shopping, dining, and other everyday amenities, the property offers easy access to Nissan and other lifestyle destinations—an important advantage for attracting and retaining tenants. With two separate units, modern construction, desirable 2BR/2BA layouts, and a convenient location, this duplex presents a strong opportunity for investors seeking a turnkey-style rental property in the Winchester market. Some photos have been virtually enhanced to completion for illustrative purposes only. Actual photos are also included. Final finishes and details may vary. Buyer/buyer’s agent to verify all pertinent information.

1012 Hunt St, Winchester

112 Short St, Winchester
$310,500
3509953 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 37398 Zip Code
Investors, take notice! 112/114 Short St Winchester, TN! This new-construction duplex offers an excellent opportunity to add a modern, low-maintenance property to your portfolio in a convenient Winchester location. Each unit features 2 bedrooms and 2 full bathrooms, an attractive floor plan for renters seeking comfortable, functional living space. Both units offer desirable modern finishes, including LVP flooring, custom cabinets, and private patios. New construction means today's finishes and fewer immediate maintenance concerns, making this property an appealing option for both seasoned investors and those looking to expand their rental portfolio. Conveniently located just minutes from downtown Winchester, Nissan, shopping, dining, and other everyday amenities, the property offers easy access to Nissan and other lifestyle destinations—an important advantage for attracting and retaining tenants. With two separate units, modern construction, desirable 2BR/2BA layouts, and a convenient location, this duplex presents a strong opportunity for investors seeking a turnkey-style rental property in the Winchester market. Some photos have been virtually enhanced to completion for illustrative purposes only. Actual photos are also included. Final finishes and details may vary. Buyer/buyer’s agent to verify all pertinent information.

112 Short St, 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

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 Rd, 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 new roof installed in 2025 and 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 Rd, Winchester

262 Crimson Dr, Winchester
$449,000
3 Beds ⋅ 2 Baths ⋅ 3322405 MLS ⋅ ACTIVE Status ⋅ 0.69 Acres ⋅ 37398 Zip Code
ATTN: Sellers are offering $10,500 to buyers for a 2-1 buydown on interest rates with an accepted offer!! (Ex. If interest rates are currently 7.5%, then your first year rate would be 5.5% and 2nd year interest would be 6.5%) That is a game changer for buyers! Or buyers can use the money toward their closing costs or whatever they choose. Welcome home to this beautiful brick ranch 3-bedroom, 2-full-bath brick home situated on a spacious 0.7-acre lot in a quiet, established subdivision in a great location. 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
$220,000
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

451 Bell Dr W, Winchester
$510,000
3 Beds ⋅ 3 Baths ⋅ 3318784 MLS ⋅ ACTIVE Status ⋅ 0.68 Acres ⋅ 37398 Zip Code
Welcome home to this beautifully maintained 3-bedroom, 2-full-bath all-brick home in sought-after Winchester, just minutes from the lake! This move-in ready home features a spacious living room with custom built-ins, smart switches, and in-ceiling Martin Logan surround sound speakers, plus a formal dining room for gatherings and a cozy sunroom with its own natural gas fireplace and custom built-ins. The primary bathroom offers a touch of luxury with a bidet and electric towel warmer, while the guest bathroom was renovated with a new tub and tile in 2023. Additional updates include a roof replacement in 2019, new windows in the living room and second bedroom in 2023, all new kitchen appliances in 2023, and smart switches added in multiple rooms. A convenient laundry room adds everyday functionality, and storage is no issue with a 2-car attached garage plus a separate lawnmower garage for lawn equipment and extras. Step outside to an entertainer's dream backyard featuring a concrete pad with pavilion, already roughed-in with electric, water, and gas connections and ready for your custom outdoor kitchen — perfect for enjoying Winchester's lake-town lifestyle. Additional patio space and a hot tub means plenty of room to stretch out and relax. This is truly a rare find with upgrades galore throughout. Seller is offering a 1% lender credit to buyer with use of preferred lender Matt Wilson at New American Funding — schedule your showing today and make this stunning Winchester home yours! **Property is under contract with a 48-hour Right of Refusal.**

451 Bell Dr W, Winchester

404 S Jefferson St, Winchester
$228,000
2 Beds ⋅ 2 Baths ⋅ 3306656 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.39 Acres ⋅ 37398 Zip Code
This property has so much to offer... Updated kitchen with stainless range. Tankless water heater recently installed. Primary bathroom added with walk-.in shower and large walk-in closet. Walk-in tub in hall bath, expandable attic space with framing already completed. Huge rocking chair front porch. Private covered back deck, and a fantastic 28x44 detached 3 car garage with (2) 220 outlets, 3 garage doors and a heated and cooled workshop area with bathroom and shower. Additional storage over garage. The beautiful backyard is partially fenced with assorted ornamental trees. All measurements approx. & are not guaranteed. Buyer to verify all pertinent information to include school zones, utilities, etc. Property selling As/Is

404 S Jefferson St, Winchester

57 Cypress Point Dr, Winchester
$685,000
3 Beds ⋅ 2 Baths ⋅ 3306261 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code
Lake views, a deeded boat slip, and brand-new construction come together at 57 Cypress Point Drive in Winchester. Located in Cypress Point on Tims Ford Lake, this single-level home offers 2,086 square feet with 3 bedrooms, 2 full baths, and a dedicated office or study. The open floor plan keeps the kitchen, dining, and living spaces connected, making everyday living and entertaining easy. A kitchen island, gas cooking, stainless steel appliances, and a pantry provide both style and function, while luxury vinyl plank and tile flooring complement the home’s fresh finishes. Retreat to the spacious primary suite, featuring double vanities, a separate soaking tub, and a custom tile shower. Step outside to the expansive covered back porch for morning coffee, outdoor dining, or a quiet evening taking in the lake views. With a deeded boat slip and access to the community boat ramp, your next day on the water is close at hand. An attached two-car garage, natural gas heat, and a tankless gas water heater add everyday convenience. Owner/Agent. HOA $250 annually. Property taxes TBD. Buyer to verify all pertinent information./Agent. Property taxes to be determined. Buyer to verify all pertinent information.

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

801 S High St, Winchester
$279,900
3 Beds ⋅ 2 Baths ⋅ 3305185 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.38 Acres ⋅ 37398 Zip Code
Move-in ready with charm, space, and versatility. This beautifully refreshed home has been updated with fresh paint throughout, new light fixtures, and fresh landscaping. The spacious primary bedroom features vaulted ceilings and natural lighting. A brand new water heater and included washer and dryer add convenience for the new owner. Step outside to enjoy the large, beautiful backyard, perfect for entertaining, gardening, or simply relaxing. The detached mother-in-law suite with its own screened in porch offers endless possibilities-- ideal for guests, extended family, or home office. This home is conveniently located minutes from town and a short distance to the Winchester Square.

801 S High St, Winchester

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.