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$235,000
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
$249,000
3 Beds ⋅ 2 Baths ⋅ 24007633 MLS ⋅ 1,422 SqFt. ⋅ ACTIVE Status
Thils Ranch home has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliancs ,It also has a large work shop

142 Sunset Heights, Winchester
$268,500
3 Beds ⋅ 2 Baths ⋅ 24007576 MLS ⋅ 1,776 SqFt. ⋅ ACTIVE Status
This lovely 3 bedroom 2 bath home has been freshly painted throughout the inside and features two spacious living areas with cathedral ceilings. This one-owner home features beautiful well kept hardwood floors and tile flooring. Enjoy evenings on the deck over the large back yard. Some additional features this home's next owner will enjoy include , and a new roof in November, an updated primary bathroom with a double rain shower head, a pantry cabinet pull out design in the open kitchen area, dawn to dusk outdoor front lighting, outdoor outlets, a brand new back door, well lit closets, and an in house vacuum. This is a USDA approved area which means that a qualified BUYER can get this home for zero down!! Call to schedule a showing today!

427 Jameson Way, Winchester
$64,900
4 Beds ⋅ 1 Baths ⋅ 24007481 MLS ⋅ 1,710 SqFt. ⋅ ACTIVE Status
Great fixer upper ready for your finishing touches. Home features 4 bedrooms, Living Room, Dining Room, Kitchen, and bathroom on a chain linked fenced yard. Home is located close to downtown, shopping, schools, and parks. Home also has off-street parking and a large storage building.

20 3rd Street, Winchester
$975,000
4 Beds ⋅ 5 Baths ⋅ 24007462 MLS ⋅ 4,698 SqFt. ⋅ ACTIVE Status
One of a kind opportunity to live in history and in luxury in one of Winchester's finest offerings. This majestic home spares no detail, offering charming details throughout like hardwood floors, high ceilings, large windows, crown moldings, and fireplaces throughout. As well, the gracious lot offers expansive views and privacy with its large patio seating area and beautiful swimming pool. Ripe for entertaining or just relaxing in the privacy of this incredible estate, this home is located ideally in the south side of Winchester, conveniently located a golf cart drive across the street from Winchester Country Club and a straight shot to Lexington in under 15 minutes. This home has been painstakingly maintained and updated. See enclosed for an expansive list of improvements made.

511 Boone Avenue, 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
$469,000
3 Beds ⋅ 3 Baths ⋅ 24007336 MLS ⋅ 2,244 SqFt. ⋅ ACTIVE Status
OPEN HOUSE SUNDAY April 21st 1:00-3:00 Check out this beautiful brick with walk out basement located on 5.5 acres of flat land in Winchester. This is a rare jewel, you will enjoy the peace and quiet sitting on front porch drinking your coffee or relax on the large covered deck. The bonus is a nice metal unattached garage/workshop 26'X34'. Perfect little farm to have any kind of animals you desire. This beauty has hardwood floors through out main area, 3 bedrooms with carpet and 3 baths are tile. You will fall in love with the large master suite that leads to masterbath with jacuzzi tub and beautiful double vanities. A lovely home with many updates. New HVAC system, water heater, painted, all new light fixtures inside and out, kitchen subway tile backsplash, island butcherblock & tile floor. Bathrooms have new vanity tops, faucets, mirrors, ship lap, tile, shower head & hardware. You won't believe the huge laundry room. The unfinished walkout basement can be great storage area or finished for more space. This home is ready for its new owners to move in and enjoy country life at its best! Less than 30 minutes from Lexington, Georgetown & surrounding areas

1159 Cabin Creek Road, Winchester
$175,000
3 Beds ⋅ 2 Baths ⋅ 24007317 MLS ⋅ 1,093 SqFt. ⋅ ACTIVE Status
Welcome to this adorable 3-bedroom, 2-bathroom single-story home built in 2016. As you step inside, you'll be greeted by a delightful blend of laminate and carpet flooring that adds warmth and comfort to the living spaces. The heart of this home is its inviting eat-in kitchen and open living space where gatherings await. With ample counter space and appliances, this kitchen is perfect for casual meals and entertaining. This cozy abode offers a comfortable, efficient, low maintenance lifestyle, providing plenty of room for daily activities and relaxation. Conveniently located near a park and tennis court, outdoor activities are just steps away. A future splash park is going to be built just around the corner! Additionally, its proximity to downtown ensures easy access to shopping, dining, and entertainment options, the epitome of convenient living. Don't miss the opportunity to make this lovely home yours!

12 Denny Avenue, Winchester
$399,900
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
$179,000
3 Beds ⋅ 2 Baths ⋅ 24007077 MLS ⋅ 1,680 SqFt. ⋅ ACTIVE Status
This newly remodeled home has a lot to offer. It has new flooring throughout, large deck on the front, and much more. Brand new heat and air is currently being installed. 3 spacious bedrooms with 2 full bathrooms. The home is just minutes from Hamburg or the Winchester Bypass. You would own the lot. Only fee is $100 a month for water and trash. Schedule a private tour before this beauty is gone.

737 Williamsburg Drive, Winchester
$99,900
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
$349,000
6 Beds ⋅ 2 Baths ⋅ 24006749 MLS ⋅ 3,820 SqFt. ⋅ ACTIVE Status
Let's start by saying 4 acres without subdivision restrictions and located within 2 miles of the bypass. Now that I have your attention, let's talk about a six bedroom colonial home with new shingles installed on the home and garage in 2023. New septic system was installed approximately five years ago as well as some electrical updating and some newer windows installed. The home also features a separate garage/workshop area that's perfect for mowers, tractors, and tools. Have a big family with kids? They will love the inground pool on the property that needs to be brought back to life to create lots of new memories. Don't want a pool? You can even fill in that space and use it to build another garage space, greenhouse, etc. If you are looking for a front porch where you can relax and watch the squirrels and listen to the birds, this may be the spot for you. If you have the skills to do a few updates and improvements, this is definitely the place for you. The options are truly endless for this property. Don't miss the opportunity to see this historic home. Schedule your appointment today. All information is believed to be correct. Buyer to confirm.

1905 Mcclure Road, 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
$559,900
5 Beds ⋅ 4 Baths ⋅ 24006758 MLS ⋅ 4,456 SqFt. ⋅ ACTIVE Status
This home has maximized all the space! All brick 1.5 story home on a basement in the coveted Mallard Place subdivision. Three levels of wonderful craftsmanship. The main floor has hardwood floors, vaulted ceilings, a gas fireplace, a spacious primary bedroom with an en suite bath, 2 bedrooms with a jack-n-jill bathroom, formal dining, and eat-in kitchen. The basement has an entertainment area with a bar, bonus room and storage room. The upstairs is perfect for a teen suite, or another place to relax. It has a bedroom that is a loft, bonus room/bedroom and a family room, plus more attic storage. This home is beautiful and you won't want to miss out on seeing it in person!

104 Teal Ln Lane, 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
$379,900
4 Beds ⋅ 4 Baths ⋅ 24006671 MLS ⋅ 2,610 SqFt. ⋅ ACTIVE Status
Live grand on prestigious Fontaine Blvd! This expansive 4-bedroom, 3.5-bathroom home offers ample space for your family's dreams to flourish. Envision cozy movie nights by the fireplace, grand holiday gatherings, and peaceful escapes in the spacious bedrooms. The beautifully appointed kitchen is a chef's dream, while the sizeable backyard beckons for barbecues and laughter. Located in a charming neighborhood, 27 Fontaine Blvd puts you close to top-rated schools and vibrant community amenities. Don't miss your chance to own a piece of Winchester's finest real estate - contact us today to schedule your viewing!

27 Fontaine Boulevard, Winchester
$360,000
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
$799,000
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
$289,000
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
$324,900
2 Beds ⋅ 2 Baths ⋅ 24006465 MLS ⋅ 1,523 SqFt. ⋅ ACTIVE Status
This stunning residence boasts a unique blend of modern style, functionality, and serene privacy Enjoy the tranquility of a corner lot with no nearby neighbors, surrounded by beautiful greenery. Step inside a world of comfort featuring two spacious bedrooms, each with walk-in closets. Two full bathrooms, including a master bathroom retreat with custom full tiled shower. Fully finished bonus space upstairs. Beautiful modern kitchen featuring large island for seamless entertaining. Relax and unwind in the comfort of covered porches, and privacy. Homes exterior exudes durability with Hardie board and batten siding with brick skirt. Schedule your showing today!

623 Ecton Road, Winchester
$224,000
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
$235,000
5 Beds ⋅ 3 Baths ⋅ 24006420 MLS ⋅ 2,445 SqFt. ⋅ ACTIVE Status
Prime Investment Opportunity for a Cash flowing Triplex in the heart of Downtown Winchester. Three units combined produce $2,550/mo ($30,600 annually). Unit #1 has 2 bedrooms, living room, eat-in kitchen, laundry area, and a full bath. Unit #2 has 1 bedroom, living room, kitchen/dining, and a full bath. Unit #3 is a 2 bedroom unit and includes a living room, kitchen/dining, full bath, and laundry. All units are currently occupied and are considered long term tenants. Sold AS IS; Please do not go on property or disturb tenants.

130 East Broadway 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
$335,000
4 Beds ⋅ 3 Baths ⋅ 24006063 MLS ⋅ 2,487 SqFt. ⋅ ACTIVE Status
Welcome to your dream home! This stunning 4-bedroom, 2.5-bathroom brick home combines classic charm with modern luxury, offering a perfect blend of comfort and convenience. Situated in a sought-after location close to both the Winchester Country Club and downtown offering easy access to golf, dining, shopping, and entertainment options, ensuring a lifestyle of luxury and convenience. Just a 30 min drive to Natural Bridge State Park. Plus, the attached 2-car garage provides plenty of space for parking and storage. This 2 story home features a patio in the back and a porch in the front providing a relaxing retreat. The first floor has an expansive living room with a fireplace, which flows seamlessly into the dining room and a beautiful kitchen making this home the perfect place for entertaining family and friends. Upstairs, you'll find 4 bedrooms, including a primary suite featuring a decorative ceiling, oversized walk-in closet, and a jacuzzi tub. Don't miss out on your opportunity to make this your home!

307 Gallahadion Court, Winchester
$385,000
3 Beds ⋅ 3 Baths ⋅ 24005987 MLS ⋅ 2,366 SqFt. ⋅ ACTIVE Status
Make your appointment today for this charming home nestled in a well-known neighborhood of Hampton Manor. It's nothing to see neighbors riding their golf carts to the nearby golf course, quiet and neighborly living. Now, to the 3 BR 2.5 BA brick ranch style home. Formal entry way going into a spacious family room with brick fireplace, dining area, eat-in kitchen. Flooring consists of hardwood, and tile. Partially finished basement has lots of potential for extra bedroom or for a perfect entertaining area with its own brick gas fireplace. As you can walk out to the plush back yard with endless possibilities, imagine taking it easy on the spring and summer nights.

20 Edgewood Drive, 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