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$225,000
3 Beds ⋅ 2 Baths ⋅ 24007641 MLS ⋅ 1,734 SqFt. ⋅ ACTIVE Status
Stunning home in downtown Winchester, extensively and gorgeously remodeled. New (beautiful) kitchen and bathrooms, new roof, new heat pump, new windows, new flooring, new fixtures, and more! Upgrades galore, while keeping the charming character of this downtown beauty. Living room, kitchen, laundry/mud room, and three bedrooms downstairs, with large flex space upstairs. Who doesn't love a picturesque home with wrap around porch? Ideally situated on a corner lot, this wonderful home is a must see!

102 Kentucky Street, Winchester
$245,000
3 Beds ⋅ 2 Baths ⋅ 24007633 MLS ⋅ 1,422 SqFt. ⋅ ACTIVE Status
This three bedroom Ranch home has one and 1/2 baths,a large family room with a fireplace, has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliances ,It also has a large work shop.

142 Sunset Heights, Winchester
$469,900
4 Beds ⋅ 3 Baths ⋅ 24007441 MLS ⋅ 2,800 SqFt. ⋅ ACTIVE Status
This new construction house will be completed soon and ready for you to move in and call home! From the moment you step inside, you'll find stunning features including 9 foot ceilings for an open and airy feel, with hardwood floors throughout. In the kitchen will be granite countertops with white cabinets including an island with bar top seating. New stainless appliances will complete the kitchen. Upstairs will feature an open loft area with two bedrooms plus a bonus room over the garage that could also be used as a bedroom. The view from the upper floor overlooks beautiful farmland and a pond so you feel like you live in the country with all of the convenience of living in town. Out back there is a new covered deck for a wonderful place to enjoy the country view while entertaining or just relaxing on a cool summer evening. This home is not yet completely finished, so there is some opportunity for you to have some choices in the final touches.

127 Hibiscus Lane, Winchester
$375,000
2 Beds ⋅ 3 Baths ⋅ 24007122 MLS ⋅ 1,800 SqFt. ⋅ ACTIVE Status
This home built and loved by the Seller has many custom features Cabinets are either oak or cherry and handcrafter by the owner. The Laundry Room has a separate line to protect the septic system. House was built with yellow poplar siding and a truss roof. The roof is 3 years old. The HVAC system is 5 years old. The property is fenced on the sides and in the rear. There is a large Primary bedroom with a nice sized attached bath room and walk in closets. In addition there is a second good sized bedroom with an attached bath. There is a third room that could be used for a small bedroom or an office. Enjoy an eat in Kitchen with with refrigerator, stove, dishwasher and microwave. There is a nice sized Dining Room and a large Living Room. Mornings and evenings relax in an oak paneled sun porch with the view of cleared grass and woods. In the winter you''ll be cozy with a gas stove that can heat the entire house. The house has an attached 2 In the rear there is a 1420 SF shop. The shop was built 2011 and has different areas for different types of work to be done. Concrete drive runs to the shop and shop garage.

610 Old Ruckerville Road, Winchester
$499,900
3 Beds ⋅ 3 Baths ⋅ 24007103 MLS ⋅ 3,148 SqFt. ⋅ ACTIVE Status
This stunningly updated home is situated in the comfortable and desirable Hampton Manor subdivision right in the heart of Winchester. From the moment you pull into the driveway, you'll notice the impeccably landscaped yard and beautiful covered front porch. Take a step inside the front door and experience the refinished hardwood floors leading into spacious rooms including a gorgeous fully remodeled kitchen with granite countertops and new stainless Bosch appliances. Each of the two full bathrooms have newly updated, walk-in tile showers. Follow the steps down into the refinished basement and discover all new vinyl plank flooring in the open office and living space where you can enjoy one of the 3 ventless gas fireplaces on a cool evening. The updated sunroom also offers a lovely place to sit or entertain guests with its new windows, flooring and wooden ceiling. Outside, the improvements continue with a new covered patio beside the above ground pool where you can relax in the summer heat. Schedule your private showing today to experience all this home has to offer!

42 Mockingbird Valley Road, Winchester
$89,900
2 Beds ⋅ 1 Baths ⋅ 24006600 MLS ⋅ 1,080 SqFt. ⋅ ACTIVE Status
Don't miss out on the chance to make this house your own! Whether you're seeking to add your personal touch or expanding your investment portfolio, this property offers endless possibilities! With some improvements, this 2 bedroom, 1 bathroom home is an ideal canvas for homeowners and savvy investors alike. Property is being sold AS IS. This property will not go FHA, VA, or USDA. Schedule your showing today!

129 Kentucky Street, Winchester
$125,000
24006840 MLS ⋅ ACTIVE Status
This is an unique opportunity to own a beautiful acre + building lot in Winchester! Walking distance to downtown, Country Club, College Park & library! The house seat has been graded to accommodate a daylight walk-out basement. City water, sewer, natural gas & electric are available. Currently being resurveyed to include closed alleyway. Minimal restrictions. Owner/agent.

210 Hood Avenue, Winchester
$27,500
24006777 MLS ⋅ ACTIVE Status
Situated at the end of Connie Lane is this nice building lot which is one of the largest in the subdivision. Adaptable to a variety of house plans. This will be a corner lot when Phase 3 is developed. Call today! Owner/agent

225 Connie Lane, Winchester
$175,000
24006770 MLS ⋅ ACTIVE Status
This is to be sold with 255 Connie Lane. Total acreage is 4 +/- acres. This parcel is located at the end of Dixon Way and 255 Connie Lane is located at the end of Connie Lane in Bradley Place Subdivision. Public water/sewer, electricity and cable are located at the end of each street. Property is zoned R-6 for 15 townhomes, R1E for 9 patio homes and R1D for 5 single family. Great opportunity for a small development! Owner/agent.

115 Dixon Way, Winchester
$650,000
5 Beds ⋅ 4 Baths ⋅ 24005475 MLS ⋅ 4,091 SqFt. ⋅ ACTIVE Status
This is rare beauty and history located in the heart of Winchester. Embrace the essence of elegance in this beautifully appointed brick home, offering 5 bedrooms, 3 full baths and formal rooms. Main level of home boasts the primary suite as well as an additional bedroom. The large fully equipped kitchen is a delight for any chef. Home features a full walk-up basement that is unfinished with a half bath and additional laundry area. This home nestled on a spacious lot with a serene brick patio inviting relaxation. The 2 car carport situated close to home with plenty of storage.

31 Bonnie Brook Lane, Winchester
$350,000
24006648 MLS ⋅ ACTIVE Status
Create your own idyllic escape on this sprawling 93-acre property! Imagine exploring creeks, encountering diverse wildlife, or simply relaxing in the peacefulness of nature. This property boasts a charming barn, perfect for storage or hobbies, and an impressive ~4,000 feet of road frontage, providing ample space and accessibility. Whether you dream of building your forever home, establishing a working farm, or creating a nature retreat, this land offers endless possibilities. Call today for your private showing.

1410 Dry Fork Creek Road, Winchester
$789,000
4 Beds ⋅ 4 Baths ⋅ 24006529 MLS ⋅ 3,272 SqFt. ⋅ ACTIVE Status
As you meander down the winding driveway of 8 sprawling acres, a sense of tranquility washes over you-- just a short 8-minute drive from the bustling town of Winchester.The home boasts a spacious living room with fireplace, family room, eat-in kitchen, formal dining area, drop zone, two bedrooms, full bath, half bath, and master ensuite. These second floor has a wonderful size bonus room with full bathroom, and a bedroom.But perhaps the crowning jewel of this extraordinary estate lies beyond its walls--a haven of outdoor splendor awaiting your discovery. Complete with a sprawling in-ground pool and pool house with a bathroom, surrounded by meticulously manicured landscaping and stone hardscapes--a picturesque retreat where every day feels like a vacation.For the equestrian enthusiast, a charming barn awaits towards the front of the property, ready to accommodate your equine companions with multiple stables and ample storage space above. Whether you're an avid rider or simply appreciate the rustic charm of country living, this property offers endless possibilities for recreation and relaxation. Make 1995 Gay Evans your forever home!

1995 Gay Evans Road, Winchester
$279,000
4 Beds ⋅ 2 Baths ⋅ 24006544 MLS ⋅ 1,968 SqFt. ⋅ ACTIVE Status
An older home that offers the charm & character of days gone bye but has many updates of today. Step into a world of timeless charm and modern comfort with this meticulously maintained historic home. From the moment you enter, you'll be captivated by the enchanting character that fills every corner.As you cross the threshold, beautiful hardwood floors lead the way into a spacious living room and dining area, where accent columns add an elegant touch to the ambiance. Natural light pours in through large windows, illuminating the space and creating a warm, inviting atmosphere. The charm of yesterday w/updated kitchen & first floor bath. The Primary Bedroom on 1st floor has original pocket doors and a leaded glass window. Upstairs, three bedrooms offer peaceful retreats, each adorned with unique features that add to the home's allure. A sleeping porch off the primary bedroom invites you to indulge in moments of tranquility while soaking in the beauty of historic Main Street. Step outside in back to discover a covered porch with a charming brick floor, perfect for relaxing and enjoying the serene surroundings.

335 South Main Street, Winchester
$210,000
5 Beds ⋅ 4 Baths ⋅ 24006419 MLS ⋅ 2,830 SqFt. ⋅ ACTIVE Status
Investors!! Here is a chance to increase your portfolio with this Income Producing Triplex Downtown Winchester! 100% occupied generating $2,345 Monthly in rents ($28,140 annually). Units are as follows: Studio/1BA; 2B/1Ba; 2B/1.5 Ba. Tenants considered to be long term tenants. Additional side yard identified as Lot #9 included. Sold AS IS. Please do not go on property or disturb tenants.

25 Hays Street, Winchester
$225,000
3 Beds ⋅ 2 Baths ⋅ 24006417 MLS ⋅ 1,755 SqFt. ⋅ ACTIVE Status
This beautiful Craftsman bungalow is located in the heart of Winchester andboasts 3 bedrooms and 1.5 baths, offering classic charm with modern functionality. Recent updates include new paint throughout and fresh landscaping. Warm, reconditioned hardwood floors run throughout. Built-in cabinetry adds storage and vintage flair. A cozy fireplace can be found in the main living area. Upstairs you can find 2 additional bedrooms with vintage FULL bathroom and a flex space that could be used as a home office or whatever your heart desires.

242 West Lexington Avenue, Winchester
$269,900
3 Beds ⋅ 3 Baths ⋅ 24005885 MLS ⋅ 1,377 SqFt. ⋅ ACTIVE Status
Updated ranch home with full basement! This home features new bathrooms, freshly painted, new laminate flooring & carpet, new light fixtures & ceiling fans. Kitchen has granite countertops and all new stainless appliances including the refrigerator! Basement features a 1/2 bath, utility room, and poured concrete walls. There is a huge drive-in garage with ample space for storage or workshop. Total electric. Close to downtown and Veterans Parkway. Buyer to verify schools. Owner/agent

108 Dixon Way, Winchester
$425,000
3 Beds ⋅ 3 Baths ⋅ 24005871 MLS ⋅ 2,821 SqFt. ⋅ ACTIVE Status
This recently updated home is calling your name! With plenty of square footage for anybody, this home offers 3 large bedrooms, a den, large living room space, and a large back deck! This tranquil backyard will have you feeling like you're on vacation everyday!

3622 Stamper Drive, Winchester
$199,500
3 Beds ⋅ 2 Baths ⋅ 24005353 MLS ⋅ 1,328 SqFt. ⋅ ACTIVE Status
Cute and classic home on Buckner Street in downtown Winchester! This home features 3 spacious bedrooms, 2 full baths, generous sizedeat-in kitchen with ample work space highlighting classic, white cabinetry and butcher block counter tops. You'll love the NEW tankless hot water heater (saves energy and also provides near endless amounts of hot water), gleaming hardwood floors throughout and walk-in closets; so much storage! This home also offers a partial basement foreven more storage space! Spray foam insulation in basement helps with energy efficiency. Close to all things downtown including shopping, dining and so much more!

129 Buckner Street, Winchester
$110,000
24004858 MLS ⋅ ACTIVE Status
Been itching to find a piece of land that you can call your own? Looking to build your forever home? Why not come out and look at what this 4 acre tract has to offer! Situated out in the country with farm views, sunsets are beautiful out here. Just several minutes from downtown Winchester, you may have hit the jackpot. Schedule your showing to. walk this property today. All appointments must be scheduled.

3999 Bybee Road, Winchester
$279,000
3 Beds ⋅ 1 Baths ⋅ 24004802 MLS ⋅ 1,732 SqFt. ⋅ ACTIVE Status
Location! Location! This is a prime spot in Winchester. There are so many possibilities with this property. It's minutes from all the local retail stores, golf courses, and beautiful downtown. It is just down the road from Boonesboro State Park. Take a short drive and you will be in Lexington. This land is very sought after. Due to the property being an estate, it is being sold as is.

2417 Old Boonesboro Road, Winchester
$135,000
24004657 MLS ⋅ ACTIVE Status
Prime building lot - 4.0 acres ready for your new dream home! There is a possibility the lot can be split in two 4 acre lots. Come pick your dream lot and enjoy the great views of the countryside and farmland. Rural living with the convenience of being just 15-20 minutes away from Lexington, Winchester and the interstate (I-75). Multiple lots to choose from ranging from 4-8 acres +/-. Call today to get the first choice on your lot.

2514 Athens Boonesboro Road, Winchester
$235,000
24004644 MLS ⋅ ACTIVE Status
Prime building lot - 8.092 acres ready for your new dream home! There is a possibility the lot can be split in two 4 acre lots. Come pick your dream lot and enjoy the great views of the countryside and farmland. Rural living with the convenience of being just 15-20 minutes away from Lexington, Winchester and the interstate (I-75). Multiple lots to choose from ranging from 4-8 acres +/-. Call today to get the first choice on your lot.

2110 Athens Boonesboro Road, Winchester
$235,000
24004643 MLS ⋅ ACTIVE Status
Prime building lot - 8.04 acres ready for your new dream home! There is a possibility the lot can be split in two 4 acre lots. Come pick your dream lot and enjoy the great views of the countryside and farmland. Rural living with the convenience of being just 15-20 minutes away from Lexington, Winchester and the interstate (I-75). Multiple lots to choose from ranging from 4-8 acres +/-. Call today to get the first choice on your lot.

2380 Athens Boonesboro Road, Winchester
$441,000
5 Beds ⋅ 3 Baths ⋅ 24003921 MLS ⋅ 2,952 SqFt. ⋅ ACTIVE Status
Now's Your Chance To Own This Beautiful 5 Bedroom, 3 Full Bath, All Brick Ranch Home On A Finished Walk Out Basement Situated On 1.24 Acres Overlooking Beautiful Farm Land. This Home Features An Open Floor Plan With Granite Countertops In Kitchen, Stainless Steel Appliances, Upgraded Flooring In Main Living Areas, Fireplace In Great Room, Dining Area, Sun Room, Utility Room, And (3) Bedrooms Completing The Main Level While Having The Finished Basement To Include A 2nd Kitchen, Family Room, (2) Additional Bedrooms, Full Bath, Bonus Area & Laundry; Perfect For ''Mother In Law'' Living. Not Only Has This Home Been Well Maintained But Also Features Lots Of Updates Including New Enlarged Gutters On Entire Home, Motion Sensor Lights (front and back), New Fencing Around Entire Property (double fencing for pets), New HVAC (August 2023), Septic Tank (service/cleaned June 2023), Newer Garage Door Opener, Chimney Completely Rebuilt (outside-fully functional), Mature Trees/Orchards & Beautifully Landscaped. Conveniently Located To Lexington (20 mins), Richmond (20 mins), Shopping & Restaurants, I75 & I64. Priced Below Appraised Value. Restricted Hours: Please allow a 24 hour notice for

4353 Old Boonesboro Road, Winchester
$150,000
24004160 MLS ⋅ ACTIVE Status
Small acreage lot on Colby Road! Accessed by easement from neighbors driveway.

3385 Colby Road, Winchester
$34,500
3 Beds ⋅ 1 Baths ⋅ 24003589 MLS ⋅ 932 SqFt. ⋅ ACTIVE Status
Investment opportunity. Home being sold As-is

37 Lincoln Street, Winchester
$195,900
3 Beds ⋅ 1 Baths ⋅ 24002130 MLS ⋅ 1,200 SqFt. ⋅ ACTIVE Status
Escape to your own Oasis with a ranch-style home boasting a covered front deck, perfect for enjoying those breathtaking rural sunsets. Embrace tranquility with a privacy fence surrounding your property, offering peace and seclusion. Welcome home to the serenity of country living. Updates include new plumbing, new electrical box, new flooring, new countertops, all new kitchen appliances, covered front deck and added perimeter fence.

6860 Paris Road, Winchester
$5,150,000
72 Beds ⋅ 72 Baths ⋅ 24002014 MLS ⋅ 33,444 SqFt. ⋅ ACTIVE Status
Rare multi-family new construction investment opportunity!! 24 brand new townhomes! 4 buildings/lots, each consisting of 6 units. 3 bedroom, 2 and a half bath with garage. Constructed with the investor in mind, but also appealing to tenants, these units have durable waterproof luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, storage closets, large walk in closets, high efficiency HVAC units, 5 off street parking spaces per unit. 3 parks nearby including the popular Legacy Grove and College Park. The in-progress Fulton Rd extension project will make these even more convenient to shopping and dining. Experienced, strict management already in place for easy transition. Excellent location. Additional PD zoned land available with purchase. Construction will be completed by closing. Please do not disturb tenants! Great long term investment! Click on the Virtual Tour section to see the video walk through!

168-205 Fairfield Way, Winchester
$635,000
3 Beds ⋅ 4 Baths ⋅ 24001807 MLS ⋅ 2,199 SqFt. ⋅ ACTIVE Status
Introducing A Stunning Traditional Home with a Rustic Twist just 12 miles from Hamburg Of Lexington. Upon entering this beautiful brick and stone siding home, accented by shake siding and charming wood shutters, with a unique blend of traditional elegance and rustic charm. The covered front porch invites you into the grand foyer, which seamlessly connects to a spacious and inviting dining room. The heart of this home is the Great Room having over 12' ceilings, complete with a cozy fireplace and easy to access to the screened porch. Imagine gathering in this beautiful kitchen with an open layout, creating memories that will last a lifetime. The primary bedroom is the highlight of this home, where you have your own private wing and where you will find yourself immersed in relaxation. You can indulge in a soothing soak in the freestanding tub or enjoy the end of the day in your glass shower. The split bedroom design ensures privacy for all. An unfinished bonus room, and full bath await above the garage, providing endless possibilities for a home office, guest suite or recreation area. Plus, this plan boasts a basement, offering even more room to customize. Call Now!

427 Alexis Way, Winchester
$629,000
24001772 MLS ⋅ ACTIVE Status
LOCATION, LOCATION, LOCATION, Extremely well located property! Farm is centrally located between Lexington and Winchester. Spectacular 14 acres of gently rolling land, fenced and gated for cattle and horses, in a prime location.

6130 Van Meter Road, Winchester