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Charming, cheerful, and filled with natural light, this inviting 3-bedroom, 1-bath rancher makes a delightful first impression. Fresh yellow siding, mature trees, blooming hydrangeas, and classic boxwoods create beautiful curb appeal, while convenient main-level living makes the home as practical as it is welcoming. Inside, gleaming hardwood floors and abundant sunlight lend warmth to every room. The beautifully updated bath features a walk-in shower, and the centrally located kitchen offers generous cabinetry and plenty of room for shared meals. Ideally situated between the formal living room and cozy den, the kitchen provides an easy flow for everyday living and entertaining. Rich wood walls and a wood stove give the den its distinctive character. Adding a special piece of Winchester history, the paneling was salvaged from the former Lee-Jackson Hotel banquet room. Downstairs, the climate-controlled, partially finished lower level offers wonderful possibilities for a recreation room, playroom, home gym, or office, along with ample workshop and storage space. A relaxing screened porch overlooks the spacious backyard with peonies and a cherry tree, creating a peaceful spot to enjoy the outdoors. Lovingly cared for by the same family since it was built, this sweet home has been recently painted throughout and features roof (July 2025), new HVAC system (July 2026), update bathroom (2024) and newer 20-year tilt in windows, and updated lighting. Whether you are searching for your first home or looking to downsize, this special property is well worth a visit. Schedule your tour today!

3 Beds ⋅ 1 Baths ⋅ VAWI2011716 MLS ⋅ PENDING Status

Charming, cheerful, and filled with natural light, this inviting 3-bedroom, 1-bath rancher makes a delightful first impression. Fresh yellow siding, mature trees, blooming hydrangeas, and classic boxwoods create beautiful curb appeal, while convenient main-level living makes the home as practical as it is welcoming. Inside, gleaming hardwood floors and abundant sunlight lend warmth to every room. The beautifully updated bath features a walk-in shower, and the centrally located kitchen offers generous cabinetry and plenty of room for shared meals. Ideally situated between the formal living room and cozy den, the kitchen provides an easy flow for everyday living and entertaining. Rich wood walls and a wood stove give the den its distinctive character. Adding a special piece of Winchester history, the paneling was salvaged from the former Lee-Jackson Hotel banquet room. Downstairs, the climate-controlled, partially finished lower level offers wonderful possibilities for a recreation room, playroom, home gym, or office, along with ample workshop and storage space. A relaxing screened porch overlooks the spacious backyard with peonies and a cherry tree, creating a peaceful spot to enjoy the outdoors. Lovingly cared for by the same family since it was built, this sweet home has been recently painted throughout and features roof (July 2025), new HVAC system (July 2026), update bathroom (2024) and newer 20-year tilt in windows, and updated lighting. Whether you are searching for your first home or looking to downsize, this special property is well worth a visit. Schedule your tour today!

1308 Commerce, Winchester

$316,000

All Brick Rancher in the City of Winchester within walking distance to downtown Winchester. The property has hardwood floors throughout the first floor, wood burning fireplace in living room. Three nice size bedroom with half bath in one. The finished basement has a family room, utility room and laundry room. Exit the family room to the backyard with patio, storage shed and fenced backyard. The property backs up to Overlook Park.

3 Beds ⋅ 2 Baths ⋅ VAWI2004528 MLS ⋅ CLOSED Status

All Brick Rancher in the City of Winchester within walking distance to downtown Winchester. The property has hardwood floors throughout the first floor, wood burning fireplace in living room. Three nice size bedroom with half bath in one. The finished basement has a family room, utility room and laundry room. Exit the family room to the backyard with patio, storage shed and fenced backyard. The property backs up to Overlook Park.

1427 Kent Cir, Winchester

$283,000

You simply cannot beat an all-brick rancher! Welcome to 1412 S Loudoun Street situated in downtown Winchester, a stone's throw from schools, restaurants, shopping and more. Hardwood floors grace the freshly-painted main level of the home. The property features 3 spacious bedrooms, a living room, kitchen and full bath on the main. The partially finished lower level offers more living space with beautiful LVP flooring, natural light and a huge half bath. The kitchen offers stainless steel appliances and the bathrooms have been updated. Relax on the back deck overlooking a large, flat and fully-fenced yard. The home is very well maintained and ready for you and yours!

3 Beds ⋅ 2 Baths ⋅ VAWI2004582 MLS ⋅ CLOSED Status

You simply cannot beat an all-brick rancher! Welcome to 1412 S Loudoun Street situated in downtown Winchester, a stone's throw from schools, restaurants, shopping and more. Hardwood floors grace the freshly-painted main level of the home. The property features 3 spacious bedrooms, a living room, kitchen and full bath on the main. The partially finished lower level offers more living space with beautiful LVP flooring, natural light and a huge half bath. The kitchen offers stainless steel appliances and the bathrooms have been updated. Relax on the back deck overlooking a large, flat and fully-fenced yard. The home is very well maintained and ready for you and yours!

1412 S Loudoun St, Winchester

$349,000

Beautiful All Brick home in Downtown Winchester ** Inviting home with lots of updates in the last couple of years ** Wood floor on Main level that offers Spacious Three bedrooms and one full bath, Cozy living /dining room with cozy wood fireplace leading to a bright kitchen that has stainless steel appliances and a door opens to a nice and spacious deck great for Relaxing and for entertaining family and friends with stairs to a beautiful backyard ** Walkout Lower level has beautiful LVP flooring , and Spacious Family room with large size one half bathroom all Natural light with newer windows that leads to a large nice flat Fenced backyard ** Amazing location, 5 minutes Walk to Elementary School and just stone's throw from Shoppings, Restaurants, Hotels and more...Close and easy exit to all major Routes.

3 Beds ⋅ 2 Baths ⋅ VAWI2007436 MLS ⋅ CLOSED Status

Beautiful All Brick home in Downtown Winchester ** Inviting home with lots of updates in the last couple of years ** Wood floor on Main level that offers Spacious Three bedrooms and one full bath, Cozy living /dining room with cozy wood fireplace leading to a bright kitchen that has stainless steel appliances and a door opens to a nice and spacious deck great for Relaxing and for entertaining family and friends with stairs to a beautiful backyard ** Walkout Lower level has beautiful LVP flooring , and Spacious Family room with large size one half bathroom all Natural light with newer windows that leads to a large nice flat Fenced backyard ** Amazing location, 5 minutes Walk to Elementary School and just stone's throw from Shoppings, Restaurants, Hotels and more...Close and easy exit to all major Routes.

1412 S Loudoun St, Winchester

$300,000

Located on a quiet cul de sac minutes from schools, restaurants, shopping and more, you will find this 4 bedroom, one and a half bathroom rancher. Enter into neutral and calming paint colors and updated LVP flooring gracing the living room, kitchen and primary bedroom. The living room opens beautifully into the kitchen and dining area combo. The kitchen features white cabinetry and a custom tile backsplash. Located off of the family room you will find the huge primary bedroom with a sliding glass door leading to the fully-fenced backyard. Down the hallway you will find a full bath and 3 sizable bedrooms (one featuring a half bath). The home is very well maintained and ready for new ownership!

4 Beds ⋅ 2 Baths ⋅ VAWI2005760 MLS ⋅ CLOSED Status

Located on a quiet cul de sac minutes from schools, restaurants, shopping and more, you will find this 4 bedroom, one and a half bathroom rancher. Enter into neutral and calming paint colors and updated LVP flooring gracing the living room, kitchen and primary bedroom. The living room opens beautifully into the kitchen and dining area combo. The kitchen features white cabinetry and a custom tile backsplash. Located off of the family room you will find the huge primary bedroom with a sliding glass door leading to the fully-fenced backyard. Down the hallway you will find a full bath and 3 sizable bedrooms (one featuring a half bath). The home is very well maintained and ready for new ownership!

24 Montague Cir, Winchester

$355,000

Welcome to 12 Montague Circle — a recently updated 3-bedroom, 1.5-bath home tucked away in a quiet cul-de-sac in downtown Winchester. Enjoy the best of both worlds with a peaceful, private setting and immediate access to restaurants, shops, grocery stores, and all the charm the city has to offer. This recently renovated gem features a new roof and HVAC system, durable and modern LVP flooring, and fresh lighting. The kitchen has been thoughtfully updated with quartz countertops, stainless steel appliances, and sleek cabinetry — perfect for both everyday living and entertaining. The full bathroom has been upgraded to include tiled showers. Downstairs, the partially finished basement offers additional living space ideal for a family room, home office, playroom, or gym. Step outside to enjoy a spacious, fully fenced 0.28-acre lot — ideal for pets, gardening, or relaxing in your private backyard oasis. Whether you're a first-time buyer or simply looking for convenience and comfort, this home checks all the boxes. Don’t miss your chance to own a move-in-ready home in Winchester — schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ VAWI2007640 MLS ⋅ CLOSED Status

Welcome to 12 Montague Circle — a recently updated 3-bedroom, 1.5-bath home tucked away in a quiet cul-de-sac in downtown Winchester. Enjoy the best of both worlds with a peaceful, private setting and immediate access to restaurants, shops, grocery stores, and all the charm the city has to offer. This recently renovated gem features a new roof and HVAC system, durable and modern LVP flooring, and fresh lighting. The kitchen has been thoughtfully updated with quartz countertops, stainless steel appliances, and sleek cabinetry — perfect for both everyday living and entertaining. The full bathroom has been upgraded to include tiled showers. Downstairs, the partially finished basement offers additional living space ideal for a family room, home office, playroom, or gym. Step outside to enjoy a spacious, fully fenced 0.28-acre lot — ideal for pets, gardening, or relaxing in your private backyard oasis. Whether you're a first-time buyer or simply looking for convenience and comfort, this home checks all the boxes. Don’t miss your chance to own a move-in-ready home in Winchester — schedule your private showing today!

12 Montague Cir, Winchester

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