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This charming ranch-style home is filled with warmth and sophistication. Step inside to discover an inviting atmosphere, accentuated by exquisite interior features such as chair railings and crown moldings. The thoughtfully designed space features three spacious bedrooms and two luxurious baths, including a primary suite with a whirlpool tub and separate shower. Rich wood floors create a cozy ambiance throughout. The heart of the home boasts a well-appointed kitchen adjoining the open-concept dining room and living room. Enjoy seamless indoor-outdoor living with a spacious deck, ideal for entertaining or morning coffee. The rear-facing basement garage offers convenience and security. The unfinished walkout basement presents an exciting opportunity for customization, whether you envision a recreation room, home gym, or additional storage. Great commuter location with easy access to Interstate 81. Close to schools, shopping, and more.

3 Beds ⋅ 2 Baths

This charming ranch-style home is filled with warmth and sophistication. Step inside to discover an inviting atmosphere, accentuated by exquisite interior features such as chair railings and crown moldings. The thoughtfully designed space features three spacious bedrooms and two luxurious baths, including a primary suite with a whirlpool tub and separate shower. Rich wood floors create a cozy ambiance throughout. The heart of the home boasts a well-appointed kitchen adjoining the open-concept dining room and living room. Enjoy seamless indoor-outdoor living with a spacious deck, ideal for entertaining or morning coffee. The rear-facing basement garage offers convenience and security. The unfinished walkout basement presents an exciting opportunity for customization, whether you envision a recreation room, home gym, or additional storage. Great commuter location with easy access to Interstate 81. Close to schools, shopping, and more.

104 Lloyds Rd, Winchester

Listing courtesy of Realty FC. Contact:

Selling Office: Samson Properties.

$415,000

NEW PRICE! Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced backyard complete with a storage shed, rear deck, and plenty of space for pets, gardening, or gatherings. Relax on the welcoming covered front porch and enjoy the convenience of being just minutes from Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, shopping, dining, local wineries, parks, and easy access to Routes 7, 50, and I-81 for commuting. All sizes are approximate.

4 Beds ⋅ 3 Baths

NEW PRICE! Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced backyard complete with a storage shed, rear deck, and plenty of space for pets, gardening, or gatherings. Relax on the welcoming covered front porch and enjoy the convenience of being just minutes from Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, shopping, dining, local wineries, parks, and easy access to Routes 7, 50, and I-81 for commuting. All sizes are approximate.

101 Charlton Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

Selling Office: Samson Properties.

$405,990

Welcome home to this spacious 3-bedroom, 2-bath split foyer with a finished lower level offering extra living space for a rec room, office, or guest area. Enjoy the added value of a rough-in for a future full bath and the convenience of a 1-car garage. This home is move in ready. The home has been freshly painted, lower level has new carpet, HVAC and Hot Water Heater replaced in 2023. New Roof 2026. This home is move in ready. Located on the East side of Frederick County close to I81, RT7 and downtown Winchester.

3 Beds ⋅ 2 Baths

Welcome home to this spacious 3-bedroom, 2-bath split foyer with a finished lower level offering extra living space for a rec room, office, or guest area. Enjoy the added value of a rough-in for a future full bath and the convenience of a 1-car garage. This home is move in ready. The home has been freshly painted, lower level has new carpet, HVAC and Hot Water Heater replaced in 2023. New Roof 2026. This home is move in ready. Located on the East side of Frederick County close to I81, RT7 and downtown Winchester.

137 Woodrow Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

$405,000

***Listing Agent Will be Hosting an Open House to the Public on Saturday 8-15-2026 from 1-4PM*** Conveniently Located Near Major Commuter Routes, Schools & Shopping Centers This Home Provides an Incredible Opportunity to Secure a Well-Priced Turn-Key 4 Bedroom 2 Bathroom Split Foyer Situated on a Private Lot Backing to Trees in Sought After Carlisle Heights Subdivision! The Sellers Addressed ALL of the Major Buyer Concerns in Preparing This Home to List Including a Brand-New HVAC System, Recently Replaced Roof, Stainless Kitchen Appliances, Granite Counter Tops, Ceramic Tile Backsplash & Main Level LVP Flooring! Custom Walk-Out Level Recreation Room, 4th Bedroom, Utility/Laundry Room, and Oversized Garage!

4 Beds ⋅ 2 Baths

***Listing Agent Will be Hosting an Open House to the Public on Saturday 8-15-2026 from 1-4PM*** Conveniently Located Near Major Commuter Routes, Schools & Shopping Centers This Home Provides an Incredible Opportunity to Secure a Well-Priced Turn-Key 4 Bedroom 2 Bathroom Split Foyer Situated on a Private Lot Backing to Trees in Sought After Carlisle Heights Subdivision! The Sellers Addressed ALL of the Major Buyer Concerns in Preparing This Home to List Including a Brand-New HVAC System, Recently Replaced Roof, Stainless Kitchen Appliances, Granite Counter Tops, Ceramic Tile Backsplash & Main Level LVP Flooring! Custom Walk-Out Level Recreation Room, 4th Bedroom, Utility/Laundry Room, and Oversized Garage!

116 Charlton Rd, Winchester

Listing courtesy of RE/MAX Executives. Contact:

Selling Office: Colony Realty.

$405,000

Welcome to 110 Ware Place, a beautifully updated rancher tucked away on a quiet street on the highly desirable east side of Winchester. The home offers a warm and inviting first impression, centered by a large covered front porch and a convenient circular driveway for ample off-street parking. Situated on a lush lot that backs to mature trees. Step inside to discover a bright, open-concept interior featuring fresh paint, stylish flooring, and modern fixtures throughout. The heart of the home is the expansive living area, which flows seamlessly into a fully equipped kitchen featuring a functional center island, elegant pendant lighting, stainless steel appliances, and a pantry. The adjoining dining area is bathed in natural light and features sliding glass doors that lead to a private rear deck—perfect for indoor-outdoor entertaining. The main level offers three well-appointed bedrooms, each equipped with ceiling fans for year-round comfort. The primary suite serves as a true retreat, complete with convenient built-ins shelves, a sizable walk-in closet, and a private ensuite bath. Providing even more potential, the bright walk-out basement is ready to be finished to your specifications, offering a blank canvas for a home gym, media room, or extra living space. Combining modern updates with a peaceful, established setting, this move-in-ready home is the perfect place to start your next chapter.

3 Beds ⋅ 2 Baths

Welcome to 110 Ware Place, a beautifully updated rancher tucked away on a quiet street on the highly desirable east side of Winchester. The home offers a warm and inviting first impression, centered by a large covered front porch and a convenient circular driveway for ample off-street parking. Situated on a lush lot that backs to mature trees. Step inside to discover a bright, open-concept interior featuring fresh paint, stylish flooring, and modern fixtures throughout. The heart of the home is the expansive living area, which flows seamlessly into a fully equipped kitchen featuring a functional center island, elegant pendant lighting, stainless steel appliances, and a pantry. The adjoining dining area is bathed in natural light and features sliding glass doors that lead to a private rear deck—perfect for indoor-outdoor entertaining. The main level offers three well-appointed bedrooms, each equipped with ceiling fans for year-round comfort. The primary suite serves as a true retreat, complete with convenient built-ins shelves, a sizable walk-in closet, and a private ensuite bath. Providing even more potential, the bright walk-out basement is ready to be finished to your specifications, offering a blank canvas for a home gym, media room, or extra living space. Combining modern updates with a peaceful, established setting, this move-in-ready home is the perfect place to start your next chapter.

110 Ware Pl, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: Colony Realty.

$400,000

Wow recently remodeled home that checks all the boxes. Main level features beautiful kitchen with quartz countertops and stainless steel appliances. New flooring and paint throughout home. 3 Beds and 2 baths on this level with a large living room and kitchen. Large back deck off the kitchen with stairs that go down into your fenced in backyard. The corner lot allows for a larger backyard that can also be extended for more room. Downstairs you will find a fully finished basement for even more space. Also major systems like hvac, water heater and roof are less then 5 years old

3 Beds ⋅ 2 Baths

Wow recently remodeled home that checks all the boxes. Main level features beautiful kitchen with quartz countertops and stainless steel appliances. New flooring and paint throughout home. 3 Beds and 2 baths on this level with a large living room and kitchen. Large back deck off the kitchen with stairs that go down into your fenced in backyard. The corner lot allows for a larger backyard that can also be extended for more room. Downstairs you will find a fully finished basement for even more space. Also major systems like hvac, water heater and roof are less then 5 years old

305 Woodrow Rd, Winchester

Listing courtesy of Burch Real Estate Group, LLC. Contact:

Selling Office: Samson Properties.

$355,000

ONE-LEVEL LIVING AT ITS BEST! Welcome home to this beautifully maintained 1,400+ sq ft rancher in a prime Winchester commuter location — just minutes to I-81 and Route 7, shopping, dining, and local schools! From the moment you arrive, the charming stone front and manicured exterior reflect true pride of ownership. Inside, you’ll love the bright open floorplan with all-new recessed lighting throughout, creating a warm and modern feel. The kitchen has been thoughtfully updated with new flooring, freshly painted cabinets with new hardware, and updated lighting. Furnace was replaced in 2021, roof in 2010. The home also features a beautifully renovated bathroom with a new vanity and flooring, new carpet in the primary bedroom and one additional bedroom, plus some fresh interior paint for a move-in-ready finish. The primary bath boasts a spa-like massive double shower with shelving and huge walk-in closet. Step outside to enjoy the spacious Trex deck with vinyl railings on the front porch, and the freshly painted back deck and railing that is perfect for entertaining. Even better — the patio furniture and grill convey, so you can start enjoying it right away! Window treatments also convey for added convenience. Backing to wooded common ground, you’ll appreciate the added privacy and peaceful setting. If you’ve been looking for a well-cared-for rancher in a fantastic commuter-friendly Winchester location, this one checks all the boxes!

3 Beds ⋅ 2 Baths

ONE-LEVEL LIVING AT ITS BEST! Welcome home to this beautifully maintained 1,400+ sq ft rancher in a prime Winchester commuter location — just minutes to I-81 and Route 7, shopping, dining, and local schools! From the moment you arrive, the charming stone front and manicured exterior reflect true pride of ownership. Inside, you’ll love the bright open floorplan with all-new recessed lighting throughout, creating a warm and modern feel. The kitchen has been thoughtfully updated with new flooring, freshly painted cabinets with new hardware, and updated lighting. Furnace was replaced in 2021, roof in 2010. The home also features a beautifully renovated bathroom with a new vanity and flooring, new carpet in the primary bedroom and one additional bedroom, plus some fresh interior paint for a move-in-ready finish. The primary bath boasts a spa-like massive double shower with shelving and huge walk-in closet. Step outside to enjoy the spacious Trex deck with vinyl railings on the front porch, and the freshly painted back deck and railing that is perfect for entertaining. Even better — the patio furniture and grill convey, so you can start enjoying it right away! Window treatments also convey for added convenience. Backing to wooded common ground, you’ll appreciate the added privacy and peaceful setting. If you’ve been looking for a well-cared-for rancher in a fantastic commuter-friendly Winchester location, this one checks all the boxes!

213 Woodrow Rd, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Gateway.

$319,000

MOVE-IN READY 4 BEDROOM, 3.5 BATH END UNIT TOWN HOME WITH 3 FINISHED LEVELS -FRESHLY PAINTED, NEW FLOORING, NEW ROOF INSTALLED 5/20/26! The main level features a light filled living room enhanced with a gas fireplace & ceiling fan, a convenient laundry closet (washer & dryer convey), powder room, and kitchen that opens broadly to a dining area with fan plus access to the spacious back deck for your extended outdoor enjoyment. The upper level offers 3 bedrooms - each with a ceiling fan - and 2 full baths which includes a full bathroom inside the primary suite. The fully finished lower level offers a 4th bedroom option, a 3rd full bath plus a bonus room and walk-out access to the privacy fenced yard backing to trees . You will love this no thru street location with 2 assigned parking spaces and easy access to Rt.7 & I-81 plus just minutes to the City of Winchester. \

4 Beds ⋅ 4 Baths

MOVE-IN READY 4 BEDROOM, 3.5 BATH END UNIT TOWN HOME WITH 3 FINISHED LEVELS -FRESHLY PAINTED, NEW FLOORING, NEW ROOF INSTALLED 5/20/26! The main level features a light filled living room enhanced with a gas fireplace & ceiling fan, a convenient laundry closet (washer & dryer convey), powder room, and kitchen that opens broadly to a dining area with fan plus access to the spacious back deck for your extended outdoor enjoyment. The upper level offers 3 bedrooms - each with a ceiling fan - and 2 full baths which includes a full bathroom inside the primary suite. The fully finished lower level offers a 4th bedroom option, a 3rd full bath plus a bonus room and walk-out access to the privacy fenced yard backing to trees . You will love this no thru street location with 2 assigned parking spaces and easy access to Rt.7 & I-81 plus just minutes to the City of Winchester. \

515 Emily Ln, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$315,000

*OFFER DEADLINE 3/8/26 AT 3:00 PM* Three level, end-unit townhome with fully finished basement, convenient to Route 7 and just minutes from the City of Winchester! The main level features the living room, cozy and inviting with hardwood floors, convenient laundry room, and the kitchen, with all new appliances except the microwave within the last year. On the upstairs level, you'll find three bedrooms and two full bathrooms, including a full bathroom inside the primary suite. Downstairs, the fully finished basement features a bedroom and full bathroom along with a walk-up exit to the fully fenced back yard. This home has been lovingly maintained for many years, and the pride in ownership is evident throughout. Schedule your showing today and make it your new home!

4 Beds ⋅ 4 Baths

*OFFER DEADLINE 3/8/26 AT 3:00 PM* Three level, end-unit townhome with fully finished basement, convenient to Route 7 and just minutes from the City of Winchester! The main level features the living room, cozy and inviting with hardwood floors, convenient laundry room, and the kitchen, with all new appliances except the microwave within the last year. On the upstairs level, you'll find three bedrooms and two full bathrooms, including a full bathroom inside the primary suite. Downstairs, the fully finished basement features a bedroom and full bathroom along with a walk-up exit to the fully fenced back yard. This home has been lovingly maintained for many years, and the pride in ownership is evident throughout. Schedule your showing today and make it your new home!

501 Emily Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Keller Williams Fairfax Gateway.

$299,000

Don't miss your opportunity to own this turn key, meticulously maintained 3 bedroom/2.5 bath townhome in sought after Carlisle Heights! The main level is the heart of the home and features gleaming hardwood flooring throughout, a large living room, gourmet updated kitchen with white cabinetry, stainless steel appliances, quartz counters and a modern sink that opens to an oversized dining room. Access to the large rear deck and fenced yard are just off the dining room. A main level 1/2 bath and laundry are also conveniently located on this level. Upstairs you'll find 3 oversized bedrooms, abundant closet space and 2 updated full bathrooms. Carlisle Heights features an ultra low $250 annual HOA fee, assigned parking and lots of guest parking, community playground, and is just minutes to major commuter routes 7 and 81!

3 Beds ⋅ 3 Baths

Don't miss your opportunity to own this turn key, meticulously maintained 3 bedroom/2.5 bath townhome in sought after Carlisle Heights! The main level is the heart of the home and features gleaming hardwood flooring throughout, a large living room, gourmet updated kitchen with white cabinetry, stainless steel appliances, quartz counters and a modern sink that opens to an oversized dining room. Access to the large rear deck and fenced yard are just off the dining room. A main level 1/2 bath and laundry are also conveniently located on this level. Upstairs you'll find 3 oversized bedrooms, abundant closet space and 2 updated full bathrooms. Carlisle Heights features an ultra low $250 annual HOA fee, assigned parking and lots of guest parking, community playground, and is just minutes to major commuter routes 7 and 81!

407 Emily Ln, Winchester

Listing courtesy of Take 2 Real Estate LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$275,000

This 3-bedroom home offers a functional layout with a welcoming entry into the main living area, flowing seamlessly into the dining space with access to the backyard. Natural light fills the home, creating a warm and inviting atmosphere. The spacious basement provides laundry space, ample storage, and room for a workshop or hobby area. **Currently tenant-occupied. Lease in place through May 31, 2026. Sale is subject to existing lease. ***Join us for an Open House Sunday, March 29 from 12-2pm!***

3 Beds ⋅ 2 Baths

This 3-bedroom home offers a functional layout with a welcoming entry into the main living area, flowing seamlessly into the dining space with access to the backyard. Natural light fills the home, creating a warm and inviting atmosphere. The spacious basement provides laundry space, ample storage, and room for a workshop or hobby area. **Currently tenant-occupied. Lease in place through May 31, 2026. Sale is subject to existing lease. ***Join us for an Open House Sunday, March 29 from 12-2pm!***

202 Emily Ln, Winchester

Listing courtesy of Spring Hill Real Estate, LLC.. Contact:

Selling Office: Realty ONE Group Old Towne.

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How much is your home worth?