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544 Dunlap St, Winchester
$220,000
3 Beds ⋅ 2 Baths
Great investment opportunity in a convenient location just off Route 7! This property offers a spacious layout, off-street parking, and a carport. Hardwood flooring may be hiding beneath the existing carpet, offering additional potential to restore the home's charm. A covered rear porch overlooks the spacious level yard. The expansive unfinished basement features a fireplace and walk-up access, providing excellent potential for additional finished living space and the opportunity to significantly increase the home's usable square footage. The home requires repairs, and potential foundation issues may be present. The property is tenant-occupied with a month-to-month lease. The owner would prefer to allow the current tenants to remain in place until Spring, offering a potential opportunity for investors seeking rental income during their renovation planning.

544 Dunlap St, Winchester

Listing courtesy of Samson Properties. Contact:

113 Malbec Ct, Winchester
$677,130
4 Beds ⋅ 3 Baths
UNDER CONSTRUCTION – THE BIRMINGHAM | WINTER DELIVERY AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of space, style, and functionality with the Birmingham, a beautifully designed home offering approximately 3,397 square feet of finished living space across three levels! This thoughtfully designed home features an inviting open-concept layout with a spacious family room, enhanced with upgraded lighting, that flows seamlessly into the kitchen and adjoining sunroom—perfect for everyday living and effortless entertaining. The upgraded chef's kitchen is designed to impress, offering a beautiful space for cooking, gathering, and hosting. Upstairs, enjoy comfortable and spacious living areas designed with everyday convenience in mind. The finished lower level adds even more versatility, complete with a full bathroom and additional recreation space—ideal for entertaining, a home gym, movie nights, or hosting guests. With its desirable upgrades already selected, including the chef's kitchen, sunroom, enhanced family room lighting, and finished lower level with a full bathroom, this home offers an exceptional opportunity to enjoy new construction without starting from scratch! Currently under construction with anticipated winter delivery! Schedule your appointment today to explore this beautiful Birmingham at Abrams Pointe and learn more about its included features and finishes. Please note: Photos may be of a similar or decorated model home and may showcase features or finishes that differ from this home. Actual features, selections, and finishes may vary. Delivery timeframe is estimated and subject to change.

113 Malbec Ct, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

29 Williamson Rd, Winchester
$549,990
4 Beds ⋅ 3 Baths
TO BE BUILT – THE ROCKFORD | SPACIOUS THREE-LEVEL LIVING AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of comfort, style, and functionality with the Rockford, a thoughtfully designed three-level home offering 4 bedrooms, 2.5 bathrooms, and the opportunity for nearly 3,000 square feet of finished living space with available options! Step inside to an inviting open-concept layout featuring 9-foot ceilings, a spacious great room, and a modern kitchen with a center island and adjoining breakfast area—perfect for everyday living and effortless entertaining. A versatile main-level flex room provides the ideal space for a home office, formal dining room, or cozy den. The upper level features all four generously sized bedrooms, including a spacious owner's suite complete with a walk-in closet and private en-suite bathroom. An additional full bathroom and conveniently located upper-level laundry room provide everyday comfort and convenience, keeping everything you need on one level. The included finished basement recreation room offers additional living space, perfect for entertaining, movie nights, a home gym, or simply relaxing. Looking for even more room? An optional two-story sunroom extension expands the living space on both the main and lower levels, bringing additional natural light and flexibility to your home. Complete with a two-car garage and a 10-year structural warranty, the Rockford combines thoughtful design with the flexibility to fit your lifestyle. Schedule your appointment today to explore Homesite 204 at Abrams Pointe, review included features, and discover the available options to personalize your new home! Please note: Photos are of a similar or decorated model home and may showcase optional features, upgrades, or finishes not included in the base price. Actual features and finishes may vary. 154 Williamson Rd, Winchester, VA 22602

29 Williamson Rd, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

18 Williamson Rd, Winchester
$598,990
3 Beds ⋅ 2 Baths
TO BE BUILT – THE DREXEL | SPACIOUS RANCH-STYLE LIVING! Discover the perfect blend of comfort, style, and functionality with the Drexel, offering 3,213 square feet of thoughtfully designed living space, including a finished basement area! This beautiful ranch-style home features an inviting open-concept layout, where the spacious great room flows seamlessly into a modern kitchen with a large center island—ideal for everyday living and entertaining. Enjoy the convenience of main-level living with three generously sized bedrooms, including a private owner's suite complete with a walk-in closet and en-suite bathroom. Two additional full bathrooms, a dedicated laundry room, and a versatile flex room provide the space and flexibility to fit your lifestyle. Whether you envision a home office, formal dining room, or cozy den, the possibilities are endless! Step outside to your included covered deck, perfect for morning coffee, outdoor dining, or simply relaxing while overlooking your backyard. A two-car garage and included finished basement area offer additional space for recreation, relaxation, and everyday living. Make the Drexel your own! Schedule your appointment today to tour the community, explore available homesites, review included features, and discover the available options to personalize your new home. Please note: Photos are of a decorated model home and may showcase optional features, upgrades, or finishes not included in the base price.

18 Williamson Rd, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

109 Harvard Dr, Winchester
$465,000
3 Beds ⋅ 3 Baths
Solid brick, beautifully cared for, and ready for its next chapter. You can feel how much this home has been loved, and the list of updates backs it up. Start your mornings on the sun porch off the dining room, coffee in hand, looking out to your large backyard. The kitchen has been renovated, and both upstairs bathrooms were remodeled. Three bedrooms and 2.5 baths across 2,122 finished square feet give everyone room to spread out. The carpeted lower level with its newly renovated half bath is ready for movie nights, a home gym, or overnight guests, with 778 more square feet of unfinished space for storage.Then there’s the garage: a detached, oversized two-car garage built in 2003 with its own electric makes for a great workshop, hobby space, or a home for the project car. There is also an attached one-car garage for everyday convenience. The current owners added the front porch, sidewalk, shutters, and basement stair rails, as well as replaced the flashing, gutters, and soffit to name a few things. The basement fridge and central vac convey. You’re minutes to Shenandoah University, downtown Winchester and the Old Town walking mall, as well as Route 50, I-66, and I-81 for an easy commute. Don't miss this one!

109 Harvard Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

602 Patterson Ave, Winchester
$295,000
3 Beds ⋅ 1 Baths
Welcome home to this beautifully remodeled, move in ready Cape Cod at 602 Patterson Avenue! This 3-bedroom, 1-bath home has almost 1100 sq ft of living space. Exterior upgrades include a new roof, new siding, new energy-efficient windows and a refinished front porch. Inside, enjoy a remodeled kitchen and bathroom with designer stone and marble flooring, refinished wood floors, fresh paint, updated lighting, a new mini-split heating and cooling system in the upstairs bedroom & more! Newer Stainless steel refrigerator, stove and full-size washer and dryer included. Relax on the covered front porch or in the sunroom off the kitchen. The 8,393 sq ft lot has convenient parking and space for gardening, entertaining or creating your own outdoor retreat. Within walking distance of the elementary school and convenient to I-81, Route 7, downtown Winchester, Shenandoah University, shopping and dining.

602 Patterson Ave, Winchester

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

230 Crinoline Ln, Winchester
$479,777
3 Beds ⋅ 2 Baths
Remodeled 3 bedroom, 2 bath, home on 5 acres with privacy and plenty of room for your animals (NO HOA). We used upgraded appliances and materials including 20m waterproof laminate flooring, (most builders use 4m grade). Kitchen, dining area, living area is an inviting open floor plan for you and your family or friends. Garage/workshop has electric and water. Separate large shed for riding mower and other equipment. RV site with electric, water, and gray water pipe to conventional septic system. Seller has documentation of recent inspection of septic tank and field being okay. HELPFUL DIRECTIONS: Rt 50 west about 3 miles turn right. Your GPS may want you to turn on wrong road "Robin Hood Cir". Crinoline is the next Lane, with 5 mailboxes on Rt 50. Turn onto Crinoline and go past the neighbor's blue garage building and turn right then into #230's driveway. Select photos have been virtually staged for visualization purposes. Upstaged property photos available upon request. Improvements include new driveway, 30 years roof shingles, HVAC, plumbing, lighting, windows, interior doors, cabinets, appliance, and our list could keep going. You should really see this home!

230 Crinoline Ln, Winchester

Listing courtesy of CENTURY 21 New Millennium. Contact:

134 Hudson Ave, Winchester
$375,000
4 Beds ⋅ 2 Baths
Enjoy the perfect blend of country peace and convenience to town in this beautiful brick Colonial. Nestled on two park-like lots with no HOA, this 4-bedroom, 2-bathroom home features a 5-year-young metal roof and all-new windows (2 years old). Inside, cozy carpets cover classic hardwood floors throughout the living areas, stairs, and upper level. The property offers incredible storage with both an attached 2-car garage and a detached 1-car garage. Relax on the covered front porch or entertain on the spacious, covered concrete back patio and spacious & fenced back yard. A bonus storage shed or playhouse comes complete with electricity. Major system updates offer total peace of mind, including a new water heater (2026), a new electrical panel and overhead service lines (2026), a 10-year-old oil furnace, dual pressure tanks, a water softener, and a sump pump. Spacious room beyond the kitchen could be a great sunroom or opportunity to expand the kitchen! There's a great patio off the rear of the home and a lovely backyard with apple, cherrie, pear and walnut trees!

134 Hudson Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

1281 Merrimans Ln, Winchester
$2,500,000
4 Beds ⋅ 7 Baths
This exceptional French Country estate enjoys privacy and architectural delight on five acres of dense, mature, professional landscaping. Beyond the stone gates and circular drive, a collection of octagonal rooms waits to embrace family and guests with high ceilings, impressive architectural detail and tons of ambient light. Generously sized rooms are complemented by a private theater, expansive wine cellar and a gourmet kitchen. Outside, multiple entertaining venues include a fire pit, gazebo, shaded porches and an outdoor kitchen. Attached and detached garages--three bays each--stand ready to shelter cars, boats or lawn equipment. Located just minutes from the Medical Center and a public golf course, the estate provides the best of town and country living.

1281 Merrimans Ln, Winchester

Listing courtesy of Samson Properties. Contact:

460 Cattail Rd, Winchester
$624,000
4 Beds ⋅ 4 Baths
Stunning Custom-Built Home on 5.43 Acres Near Winchester! Welcome to this amazing custom-built home, nestled on 5.43 beautiful acres with easy access to the City of Winchester and an approximate 20-minute commute. Offering spacious living areas, versatile spaces, and plenty of room to enjoy the outdoors, this property is perfect for those seeking comfort, privacy, and a touch of country living. Step inside to find a welcoming den or home office, along with a large dining room perfect for family gatherings and entertaining. The spacious family room features a beautiful stone fireplace with a wood stove insert, creating a cozy atmosphere on chilly evenings. Open to the family room, the generously sized kitchen offers abundant counter space, a large pantry, and room for a kitchen table. Sliding glass doors lead to a large composite deck with metal railings, providing a wonderful space to relax and enjoy the surrounding property with minimal exterior maintenance. The main level also features a tiled mudroom with a utility sink and washer/dryer hookups, conveniently connecting to the attached two-car garage. Upstairs, you'll find four spacious bedrooms, including a generous primary suite with carpeting and a sizable walk-in closet. The primary bathroom features two separate sinks, a relaxing soaking tub, and a separate shower. The second full bathroom offers dual sinks, tile flooring, and a bathtub, providing plenty of convenience for family and guests. The finished basement offers even more living space, featuring carpeting, built-in shelving, a third bathroom, a separate laundry room, and an additional room with a closet that could serve as a guest room, hobby room, or flexible living space. With its versatile layout, the home offers excellent potential for multigenerational living. The outdoor amenities make this property truly special! In addition to the attached two-car garage, a separate detached two-car garage provides an ideal workshop or hobby space, complete with electricity and a mini-split heating and cooling system. Enjoy the added benefits of a deer-proof garden, a chicken coop, and plenty of open space to explore, garden, or simply take in the beauty of nature. With generous living space, multiple flexible-use areas, two garages, and 5.43 acres to enjoy, this property offers a wonderful combination of functionality, privacy, and country charm—all within convenient reach of Winchester. This is a must-see property with room to live, work, and enjoy the outdoors. Schedule your showing today!

460 Cattail Rd, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

4694 N Frederick Pike, Winchester
$449,900
3 Beds ⋅ 3 Baths
Welcome to your own private woodland retreat! Nestled among the trees on 5 beautiful acres, this charming log cabin offers the perfect blend of rustic character, peaceful surroundings, and comfortable living. Featuring 3 bedrooms, 2.5 bathrooms, and 1,716 square feet of living space, this property is full of warmth and inviting charm. Inside, enjoy the timeless appeal of hardwood floors and the cozy atmosphere that makes log cabin living so special. The basement provides additional space and flexibility, while the attached garage offers everyday convenience. An additional outbuilding provides extra storage or space for hobbies, equipment, and outdoor projects. Surrounded by nature, this property offers room to spread out, enjoy the outdoors, and embrace a quieter pace of life. Whether you’re looking for a full-time residence, a peaceful getaway, or a place to make lasting memories, this woodland retreat is ready to welcome you home!

4694 N Frederick Pike, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

757 Seldon Dr, Winchester
$867,500
4 Beds ⋅ 4 Baths
SOARING CEILINGS, EFFORTLESS MAIN-LEVEL LIVING & EXPANSIVE SPACE Welcome to 757 Seldon Drive in Meadow Branch, one of Winchester’s established and coveted communities. Offering an exceptional blend of grand architectural scale and everyday comfort, this custom residence delivers seamless main-level living alongside the capacity to host gatherings of any size. Step into the dramatic great room, where towering ceilings and expansive windows create an immediate sense of light, openness, and warmth. The flowing, open layout transitions effortlessly into a spacious kitchen complete with a cozy breakfast and sitting area, complemented by sightlines that keep every living space connected. A formal dining room and a flexible front study/library or media room complete the central entertaining areas. Designed for complete main-level convenience, the private primary suite features a generous-sized closet, ensuite bath, and an adjacent laundry room. On the opposite wing, two additional bedrooms connect to a Jack-and-Jill bathroom; one bedroom currently serves as a home office with direct backyard access. The upper level features a private bedroom suite with a full bath, complemented by a spacious attic offering abundant storage. Outside, unwind on the private screened-in porch or patio surrounded by mature landscaping and tree-lined charm. All of this is located just minutes from Winchester Medical Center, historic Old Town Winchester's dining and festivals, and major commuter routes including Route 37, Route 50, and I-81.

757 Seldon Dr, Winchester

Listing courtesy of Weichert, REALTORS. Contact:

1151 Wardensville Grade, Winchester
$700,000
4 Beds ⋅ 5 Baths
Enjoy the best of country living with this spacious 4-bedroom, 5-full-bath home nestled on over 7 acres in Frederick County! Surrounded by mountain views and wooded beauty, this property offers trails to explore and a peaceful setting, while remaining conveniently located just off the main road with a long driveway providing added privacy. Relax on the inviting front porch and take in the tranquil surroundings. Inside, a welcoming two-story foyer leads to formal living and dining rooms. The kitchen features Corian countertops, an island, table space, a butler’s pantry, and a walk-in pantry. The main-level laundry room includes a convenient dog-washing station. A full bath and additional finished space offer flexibility for a variety of needs. The den features a cathedral ceiling and is already plumbed for a gas fireplace, with a designated area ready for installation. The spacious owner’s suite provides a ceiling fan, large walk-in closet, and a luxury bath featuring a soaking tub, separate shower, double-sink vanity, and private water closet. Upstairs, two additional ensuite bedrooms each offer their own full bath, while a loft and separate library/second family room provide versatile spaces for relaxing, reading, or working from home. The walk-out basement offers 9-foot ceilings, recessed lighting, and a generous layout ready flooring. The partially finished space includes a bonus room with a walk-in closet, an additional bedroom with two windows, a full bath with a jetted tub that needs to be hooked up, and a large additional room with a walk-out door to the patio. A utility room completes this expansive lower level, offering plenty of potential to create additional living, recreation, or hobby space. The oversized two-car attached garage offers additional storage and room for workbenches, with cabinets included for convenient organization and workspace. A 50-year roof adds another notable feature to this appealing property. With its generous acreage, wooded trails, mountain surroundings, spacious interior, and opportunity to customize the lower level, this home offers room to spread out, enjoy nature, and make it your own!

1151 Wardensville Grade, Winchester

Listing courtesy of Re/Max Roots. Contact:

1287 N Frederick Pike, Winchester
$359,900
2 Beds ⋅ 2 Baths
**Additional Photos and Details Coming Soon!** This well-maintained split-foyer home is ready to welcome its next owners! The current owners have made numerous improvements over the years, including a new roof in 2022, the addition of a covered side porch in 2021, and the installation of air conditioning in 2017, and replacement double-hung windows. The inviting living room features hardwood floors, a fireplace with insert, and a large triple window that fills the space with afternoon sunlight. A door from the living room leads to the covered side porch, which the current owners have enjoyed using as their primary entrance and front porch. The kitchen offers ample space for dining, along with a conveniently located closet providing additional storage. For those envisioning future updates, this area presents an opportunity to reconfigure or expand the kitchen layout to make even better use of the available space. The main-level primary suite offers built-in closet shelving for convenient and organized storage, along with an ensuite bath featuring a custom vanity and walk-in shower. There is one additional bedroom on this level with an additional full bathroom. Upstairs, the spacious attic offers potential for future expansion of the living space, or works great as it's currently used for storage. Outside, the fenced rear yard features berry bushes along the fence line, providing a charming setting for gardening and outdoor enjoyment. The property backs to Redwood Lane, with a gate along the rear fence offering convenient access. On the lower level, there is an additional family space, as well as another flex use room which could be used as an office or be converted to a 3rd bedroom. There is a pellet stove in this space with a stainless steel flue provides an additional heating option with a vent above to the main level. The pellet stove conveys with the property. With thoughtful improvements already completed and opportunities for future potential, this home offers a wonderful combination of comfort, practicality, and potential.

1287 N Frederick Pike, Winchester

Listing courtesy of Jim Barb Realty Inc.. Contact:

127 Wappinger Ter, Winchester
$559,990
6 Beds ⋅ 4 Baths
Move-In Ready! The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and more than 3,100 square feet of thoughtfully designed living space. The main level features a versatile flex room off the foyer, perfect for a home office, formal dining room, or playroom. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens seamlessly to the dining area and expansive family room, creating the ideal space for entertaining. A main-level bedroom and full bath provide flexibility for guests or multi-generational living. Upstairs, the luxurious primary suite includes a spa-inspired bath with dual vanities, a large walk-in shower, and a generous walk-in closet. Three additional bedrooms, a full bath, a loft, and a convenient upstairs laundry room complete the second floor. The finished basement adds even more living space with a recreation room, an additional bedroom, and a full bathroom. Built with quality craftsmanship and backed by a one-year builder warranty, this home is ready for you now, no waiting for construction! Quick move-in opportunity. Enjoy all the space and features of new construction and be settled into your new home right away.*Photos, 3D tours, and videos are representative of plan only and may vary as built.

127 Wappinger Ter, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

205 Pond View Ln, Winchester
$669,000
3 Beds ⋅ 3 Baths
5 acres of peaceful country living off of a paved, private lane with NO HOA. With no gravel roads, and a paved driveway, this spacious, beautifully appointed home offers the best of both worlds, privacy and convenience. Featuring over 2,300 square feet of finished living space, there’s plenty of room to spread out and make yourself at home. The unfinished basement, complete with rough-in plumbing, offers exciting potential to create additional living space tailored to your needs. The kitchen w/ breakfast area and bar seating has newer stainless-steel appliance (approx. 3 years old), lots of cabinet storage, counter space and is conveniently located between the family room and dining room. The large family room features beautiful wood plank vaulted ceilings with recessed lighting, hardwood floors and a brick surround gas fireplace. The spacious, separate dining room has ample natural light from the bay windows and French doors leading to the covered porch. The laundry area is located on the bedroom level for convenience. The primary bathroom had been recently remodeled and includes a large walk-in closet and walk-in tiled shower. Step outside and enjoy the charm of a covered wraparound porch, perfect for relaxing and taking in the surroundings. The outdoor amenities continue with a 9' deep inground pool w/diving board, a fenced area for your pets, and in addition to the attached 3 car garage there is a 40x20 detached garage/workshop w/12' ceilings offering plenty of space for vehicles, hobbies, projects, or extra storage. Some additional features include a whole house water filter system with no maintenance, 2-zone heat pump, a generator panel that can power the living room, kitchen appliances, garage, gas fireplace and well pump (generator is not included, sellers do not have one) and the roof was replaced in 2020. If you’ve been looking for room to breathe, space to enjoy the outdoors, and the freedom of country living with NO HOA and everyday conveniences nearby, this property is one to come take a look at!

205 Pond View Ln, Winchester

Listing courtesy of Epique Realty. Contact:

125 Fox Dr, Winchester
$419,000
3 Beds ⋅ 2 Baths
Welcome to 125 Fox Drive! This charming brick rancher is ideally situated in the heart of Winchester City, offering a wonderful combination of classic character, modern updates, flexible living space, and an unbeatable location. The main level features three bedrooms, a full bathroom with tile flooring, tile shower walls, and a tub/shower combination, along with beautiful hardwood floors throughout. The updated kitchen boasts bright white cabinetry, granite countertops, and stainless steel appliances. The inviting living room is highlighted by a wood-burning fireplace and distinctive accent wall, creating a warm and welcoming space to relax or entertain. Need additional space? The fully finished basement offers endless possibilities, with multiple rooms ideal for additional bedrooms, a playroom, home gym, hobby space, or home office. A second full bathroom features granite countertops, tile flooring, tile walls, and a tub/shower combination. A separate utility and storage room provides additional functionality and convenience. Step outside and enjoy the fantastic backyard! The level, fully fenced yard features a privacy fence, mature trees, and a brick paver patio, making it the perfect setting for summer barbecues, outdoor gatherings, or simply unwinding in your own private outdoor retreat. The welcoming front porch features Trex decking, vinyl railings, and columns, while the paved driveway offers parking for up to three vehicles. Solar panels provide an added opportunity to help reduce electricity costs. LOCATION, LOCATION, LOCATION! Enjoy the convenience of city living with NO HOA! Located approximately one mile from historic downtown Winchester, this home offers convenient access to local restaurants, shops, entertainment, and community events. You're also close to Valley Health Winchester Medical Center and numerous medical specialty practices, as well as the Museum of the Shenandoah Valley and Whittier Park. Enjoy the excitement of Winchester's famous Shenandoah Apple Blossom Festival and all the charm this vibrant community has to offer. Don't miss your chance to make this home your own!

125 Fox Dr, Winchester

Listing courtesy of Samson Properties. Contact:

109 Scotch Bonnet Dr, Winchester
$724,990
5 Beds ⋅ 5 Baths
New main‑level primary bedroom home is under construction for year end move in! The main level features luxury vinyl plank flooring and an open, light‑filled layout. The gourmet kitchen is appointed with stainless steel appliances, a statement range hood, quartz countertops, and extended island, two-toned grey cabinets and a charming farmhouse sink. The kitchen opens to the family room which is highlighted with vaulted ceilings. A versatile front flex space offers the perfect spot for a home office or study. The laundry room, also on the main level, offers sleek white cabinets. The primary suite on the main level includes 2 walk in closets and a deluxe primary bath with soaking tub and frameless shower. Oak stairs lead to the upper level, where you’ll find three spacious secondary bedrooms and two additional full baths. The Walkout Lower Level is fully finished with rec room, media room bedroom and full bath. The rear of the home has a deck, perfect for taking in the views of the trees. Located in Snowden Bridge, a premier master‑planned community offering resort‑style amenities including: Swimming pool & pirate water park, Indoor sportsplex, Community park & playground Fenced dog park, Bike track, walking trails & picnic pavilion. You’ll enjoy endless fun close to home—and when you do venture out, you’re just minutes from the shopping, dining, and entertainment in Winchester. ✨ Ask about builder incentives! 📸 Interior Photos are of a model home while home is under construction, and may show optional features.

109 Scotch Bonnet Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

1564 Perry Rd, Winchester
$579,900
4 Beds ⋅ 3 Baths
Peaceful country living with everyday conveniences just minutes away! Tucked away from the hustle and bustle of main roads, yet less than 10 minutes from shopping, grocery stores, gas stations, and other amenities, this spacious home offers a wonderful combination of privacy, tranquility, and convenience. Offering nearly 3,000 square feet of above-grade living space, this spacious single-level home features four bedrooms, three full bathrooms, and an impressive collection of thoughtful features—all situated on 1.35 UNRESTRICTED acres in Winchester. Originally constructed in 1954, the home underwent extensive reconstruction and expansion in 2009, with portions of the original foundation retained and additional foundation constructed. Step inside and discover a huge, open-concept kitchen, living, and dining area, offering wonderful flexibility for everyday living, gatherings, and entertaining. Hardwood floors, generously sized bedrooms, and a welcoming kitchen featuring stainless steel appliances and attractive wood cabinetry add to the home's appeal. All four bedrooms and three full bathrooms are conveniently located on the main level. Thoughtful features throughout the home include a whole-house humidifier, enhanced HVAC air filtration with ultraviolet treatment, a water softener, and accessibility features including 32-inch doorways and wide hallways. Rigid foam board insulation along the basement foundation walls adds another practical benefit. A Vector security and life-safety system is also installed. Looking for room to grow? The full walk-up basement offers abundant additional space, including plumbing rough-ins for two future bathrooms and a second kitchen. Above the main level, an expansive unfinished attic accessed by pull-down stairs features standing headroom and a large window that fills the space with natural light. Both areas offer excellent storage and possibilities for future improvements, subject to applicable permits and approvals. Outside, choose between relaxing on the covered wraparound porch or enjoying the screened-in back deck, both offering inviting spaces to take in the peaceful surroundings and beautiful, mature trees. Situated on approximately 1.35 acres, this corner lot provides a tranquil setting away from busy roads, with little through traffic. It's an inviting place to unwind, enjoy your morning coffee, or simply appreciate the outdoors. A portable one-car garage and separate storage shed offer convenient space for vehicles, outdoor equipment, and hobbies. With its extensive reconstruction, expansive open living areas, convenient single-level layout, peaceful setting, and possibilities for future improvements, this property offers a wonderful combination of space, comfort, and convenience. Schedule your showing and discover the possibilities at 1564 Perry Road!

1564 Perry Rd, Winchester

Listing courtesy of Samson Properties. Contact:

327 Ridge Ave, Winchester
$639,900
4 Beds ⋅ 3 Baths
STUNNING BRICK-FRONT COLONIAL IN SOUGHT-AFTER WHITTIER ACRES — Amazing renovations have been done so the home is absolutely move-in ready!!! Welcome to 327 Ridge Avenue, where timeless elegance meets modern updates in one of Winchester's most desirable neighborhoods! This impeccably maintained 4-bedroom, 2.5-bath colonial offers incredible space, classic architectural charm, and an exceptional over half-acre lot within the City of Winchester — a rare find! On Christmas Eve, witness thousand of luminaries on the streets in Whittier Acres. Truly a wonderful scene. From the moment you enter, you'll appreciate the beautiful curved staircase, abundant natural light, and spacious rooms that make this home truly special. The wonderful kitchen features rich maple cabinetry, granite countertops, and plenty of space for everyday living and entertaining. Hardwood floors are hiding beneath much of the carpeting, offering an exciting opportunity to showcase even more of this home's original character! The home has been freshly painted inside and out and features beautifully updated bathrooms, new luxury vinyl plank flooring in both baths and the basement, new garage door, new light fixtures - the list goes on. Additional major improvements include a roof (2017), HVAC system (2024), dishwasher and refrigerator (2025), and gas water heater (2025). With generously sized living areas, a basement offering even more versatile space, and a spectacular lot with room to enjoy the outdoors, this home delivers the space and flexibility today's buyers are looking for. Location, character, exceptional maintenance, and extensive improvements — this Whittier Acres beauty truly has it all! Enjoy the charm of an established Winchester neighborhood while being just minutes from downtown shopping, dining, and entertainment. Homes offering this much space, this many updates, and a lot of this size within the city are a rare opportunity. Schedule your private showing and discover everything 327 Ridge Avenue has to offer!

327 Ridge Ave, Winchester

Listing courtesy of Samson Properties. Contact:

407 Tamarack Cir, Winchester
$499,000
6 Beds ⋅ 4 Baths
*Short Sale*Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level. Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks, soaking tub, and separate shower. Three additional bedrooms share a hall bath. The finished basement offers exceptional flexibility with two bedrooms and a brand-new full bathroom—ideal for guests, home offices, or extended living space. Outdoor living shines with a spacious deck overlooking a wooded yard, plus a convenient storage shed.

407 Tamarack Cir, Winchester

Listing courtesy of Samson Properties. Contact:

912 Opequon Ave, Winchester
$409,900
5 Beds ⋅ 2 Baths
Welcome to 912 Opequon Ave! This versatile, beautifully updated split-foyer home offers 5 bedrooms, 2 full bathrooms, and approximately 1,810 finished square feet of living space in a convenient, walkable Winchester neighborhood. Whether you're looking for a spacious primary residence, room for multigenerational living, or an opportunity to generate rental income, this property offers the flexibility to fit your needs. The main level features a bright, inviting living and dining area that flows seamlessly onto a spacious, brand-new TREX deck—perfect for relaxing, entertaining, or enjoying the outdoors. The kitchen is equipped with stainless steel appliance, including a smooth-top range, double-door refrigerator, and dishwasher. Three bedrooms and a full bathroom complete the upper level, with updated wood flooring throughout all upstairs bedrooms. The lower level offers two additional bedrooms, a spacious family or media room, a full bathroom with an updated shower, and a private walk-out entrance. A separate kitchenette, full-size refrigerator, and dedicated laundry area make this level especially appealing for extended family, guests, or potential rental use. The flexible layout offers excellent possibilities for multigenerational living or supplemental rental income, subject to applicable requirements. Enjoy peace of mind with numerous major improvements and updates, including the replacement of the original 1978 electrical fuse box with a modern electrical panel in May 2026, a newly widened driveway accommodating two vehicles side by side in June 2026, and a brand-new washer and dryer installed in July 2026. Additional improvements include a brand-new TREX deck completed in August 2025, Google Home security floodlight cameras providing approximately 270-degree surveillance coverage installed in February 2025, updated showers in both bathrooms in December 2024, and a lower-level kitchenette added in February 2024. Conveniently located just minutes from historic Downtown Winchester, Shenandoah University, Winchester Medical Center, and major commuter routes, including Route 7, Route 50, and Interstate 81, this home offers a desirable combination of space, convenience, and versatility. Enjoy easy access to nearby shops, restaurants, schools, parks, and other local amenities. With its spacious layout, extensive improvements, flexible living arrangements, and convenient location, 912 Opequon Ave is a home that offers both comfort today and exciting possibilities for the future. Don't miss the opportunity to make this versatile Winchester property your own! Schedule a showing by calling or texting 7O3-454-648O

912 Opequon Ave, Winchester

Listing courtesy of First Decision Realty LLC. Contact:

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