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130 Seminole Dr, Winchester
$500,000
5 Beds ⋅ 4 Baths
Move-in ready on a desirable corner lot! The Deerfield offers a smart, stylish layout with five bedrooms and four and a half baths—perfect for both everyday living and entertaining. The kitchen features a large center island, quartz countertops, stainless steel Whirlpool® appliances, and a walk-in pantry, all open to the dining area and great room. Upstairs, you’ll find four spacious bedrooms, a convenient laundry room with washer and dryer included, and a private primary suite with an en suite bath and generous walk-in closet. The finished basement level adds valuable living space with a recreation room, an additional bedroom, and a full bathroom—ideal for guests or flexible living needs. Up to $10,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

130 Seminole Dr, Winchester

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

Selling Office: Non Subscribing Office.

116 Mcclure Way, Winchester
$500,000
4 Beds ⋅ 3 Baths
Back on the market - Motivated Seller. If you have been waiting to move into Red Fox Run there is no better opportunity than this 2360 SF Colonial priced to sell. This 4-bedroom, 2.5-bath home offers a functional floor plan, generous living spaces, a large fenced backyard, and a walk-out lower level with future expansion possibilities—all in an established neighborhood convenient to schools, shopping, and commuter routes. The main level features a bright living room, formal dining room, spacious eat-in kitchen with abundant cabinetry and storage, stainless steel appliances, and a comfortable family room with a gas fireplace. Updated tile flooring, hardwood floors, and plentiful natural light create a warm and inviting atmosphere throughout the main level. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with private bath, two walk-in closets, a soaking tub and separate shower. Step outside from the breakfast area onto a large deck with steps down to the level, fenced backyard—perfect for entertaining, gardening, pets, or play. A storage shed provides additional space for tools and outdoor equipment. The walk-out lower level offers exciting possibilities for future expansion. Previously framed to accommodate an additional bedroom and featuring a rough-in for a full bath, the basement presents an opportunity for added living space, multigenerational living, guest accommodations, or potential rental flexibility. Buyers should perform their own due diligence regarding permitting and future improvements. With strong bones, an excellent location, and room to personalize, this home offers a rare opportunity to build equity while creating a space tailored to your style and needs.

116 Mcclure Way, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Samson Properties.

660 Beehive Way, Winchester
$500,000
5 Beds ⋅ 4 Baths
NEED MORE SPACE? YOU’VE FOUND IT! Welcome to 660 Beehive Way, where approximately 3,300 finished square feet gives you the room and flexibility you’ve been searching for—all in the City of Winchester with NO HOA! From the moment you step inside, you’ll appreciate a floor plan that offers space to spread out. The main level features hardwood flooring throughout much of the living area, formal living and dining rooms, and a spacious family room—giving you multiple options for entertaining, relaxing, working from home, or simply enjoying everyday life. At the heart of the home is a generously sized kitchen featuring stainless steel appliances, double ovens, a center island, and plenty of cabinetry and workspace. Whether you love to cook, entertain, or gather around the kitchen, there’s room for it here. And the space doesn’t stop upstairs! The finished lower level adds an entirely different dimension to the home with room for a recreation area, media room, home gym, office, hobby space, or guest accommodations. This is the kind of flexible square footage that lets a home change right along with your needs. Step outside to the stamped-concrete patio and fenced yard, offering additional outdoor space without making it the centerpiece of the property. Add a 2-car garage, sidewalks, NO HOA, and a convenient Winchester location just minutes from downtown, shopping, restaurants, and everyday conveniences, and you have a LOT of house in a location that’s hard to beat. If you’ve been looking at homes and wondering, “Where are we going to put everything?”—come see 660 Beehive Way. More space. More possibilities. More house to make your own.

660 Beehive Way, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: FAB Realty LLC.

122 Wappinger Ter, Winchester
$499,980
5 Beds ⋅ 3 Baths
Corner homesite available NOW! Discover the perfect blend of space, function, and style in the Elm—a thoughtfully designed 2,415 sq. ft. two-story home featuring 5 bedrooms, 3 full bathrooms, a versatile loft, and a 2-car garage. Step into a welcoming foyer that opens to a bright, open-concept living area. The heart of the home is the spacious kitchen, complete with stainless steel appliances, generous cabinet storage, a pantry, and a large island with seating—perfect for daily living and entertaining. The dining area flows effortlessly into the living room, creating a warm and inviting space for gatherings. A private first-floor bedroom, tucked away at the rear of the home, is ideal for guests, in-laws, or a home office. A nearby full bath and linen closet add everyday convenience, while a coat closet near the garage entry keeps things organized. Upstairs, you’ll find a large loft, perfect for a second living room, play area, or home gym. Four additional bedrooms, including a luxurious owner’s suite, provide ample space for everyone. The owner’s suite features two walk-in closets and an oversized bathroom with a double vanity. Also upstairs are a hall bathroom with dual sinks, a laundry room, and a spacious linen closet. MOVE IN READY NOW—this is your opportunity to own a home that checks every box. Up to $5,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

122 Wappinger Ter, Winchester

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

Selling Office: The Vasquez Group LLC.

1960 Siler Rd, Winchester
$499,900
3 Beds ⋅ 2 Baths
Looking for one-level living with acreage, a detached workshop/garage, RV/camper parking, and no HOA? Welcome to 1960 Siler Road, a custom-built ranch situated on 5 fenced acres in Winchester. The home offers a comfortable and functional floor plan with hardwood flooring throughout much of the home, Corian countertops, stainless steel appliances, and a sunroom located just off the primary bedroom. Outside, the property offers plenty of versatility with an attached two-car garage plus an approximately 23'6" x 29'11" detached workshop/garage with its own electric service, roll-up door, covered storage areas, dedicated RV parking, and a 30-amp RV hookup. With no HOA or restrictive covenants, there’s room to make the acreage your own. Bring the chickens, create a garden, or simply enjoy the extra space. Recent improvements include an updated shower, new dishwasher, new mini blinds, and a LeafFilter gutter protection system. Additional features include a tankless water heater, owned propane tank, and whole-house generator. With one-level living, 5 fenced acres, no HOA, RV/camper accommodations, and substantial garage and workshop space, 1960 Siler Road offers a combination of features that can be difficult to find in the Winchester area.

1960 Siler Rd, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: NextHome Realty Select.

938 Wayne Dr, Winchester
$499,900
4 Beds ⋅ 3 Baths
Beautifully maintained and updated home located in popular area close to Medical Center, schools , services and amenities and with easy access to commuter thoroughfares. Designed with lovely traditional public rooms, the open atmosphere of the Family Room/kitchen/deck lends itself to gatherings and convenient entertaining, complemented by a level, partially fenced backyard. The upper level has a large Primary bedroom with double walk-in closets and an ensuite bath with soaking tub and separate walk-in shower. The tidy and spacious unfinished basement offers more possibilities with a bath rough-in and open spaces for storage, rainy day activities or future expansion. Discover the attributes of subtle inspired design.

938 Wayne Dr, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: Colony Realty.

112 Beverly Dr, Winchester
$499,000
3 Beds ⋅ 2 Baths
Stately rambler on gorgeous 1-acre lot in prestigoius Stonebrook Farms. Major remodel in 2016 includes new kitchen and both full baths. New windows & Sliding Glass Door replaced with Renewal by Anderson in April 2024 ($41,856). HVAC 2022, Water heater 2025. Kitchen features granite colunters, stainless steel appliances, added pantry, recessed lighing, under cabinet lighing, and pendant lighing, soft-close cabinets w/ pull-out shelves and soft-close drawers. Brand new carpeting on main level (Living Room, Family Room, & all 3 Bedrooms), hardwood flooring in kitchen and dining room in great shape. Huge unfinished basement offers tons of space to expand. Other updates include asphalt drivway (2018), Gutter guards (2014), Culligan water softener (2022), and ducts cleaned in Oct 2025. Septic pumped in 2014, roof replaced in 2010. Beautiful landscaping includes azaleas, boxwoods, and Japanese maple tree. Large patio-style porch in front looks out onto lush green lawn, and 3-season enclosed sunroom in back looks out to trees and grass, very private! Do not miss this rare opportunity to buy into Winchester's most prestigious neighborhood. And purchase an optional membership at Stonebook Club (Indoor & outdoor tennis, huge pool, raquetball courts, reception hall, and dining facilities, less than 1/2 mile away.

112 Beverly Dr, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Realty ONE Group Old Towne.

720 S Kent St, Winchester
$499,000
4 Beds ⋅ 3 Baths
Welcome to the beautifully preserved American Foursquare where music legend Patsy Cline once lived with her mother—and later, with her husband, Charlie Dick. Built in 1931, this four-bedroom, one-and-a-half-bath home blends timeless character with thoughtful updates, all wrapped in the charm of one of Winchester’s most historic neighborhoods. Inside, you’ll find nearly 1,800 square feet of living space filled with original details, including stunning hardwood floors with an intricate decorative apple blossom inlay, classic trim, original bedroom door hardware, and the beloved three-over-one Craftsman-style sash windows. The main living areas are graced with built-in colonnades between the living and dining rooms, giving the space warmth and flow. The home has been freshly painted and features a newer roof, along with refreshed flooring in the kitchen, half bath, and butler’s pantry. The kitchen and bathrooms have been thoughtfully updated, including a charming primary bath that’s ready for everyday comfort or weekend relaxation. Even the heating system has been upgraded, with a recent conversion from oil to natural gas for better efficiency and modern living. Upstairs, you'll find a finished attic bedroom—perfect as a guest room, home office, or creative space. And when you step outside, you’re just as charmed: tucked just beyond the main home, you’ll find a charming one-bedroom, one-bath guest cottage—perfect for extended family or visiting friends. This cozy space includes a wet bar and living area, offering privacy and comfort in a picturesque backyard setting. It’s conveniently connected to a two-car carport, providing covered parking and easy access. Whether you use it as a guest retreat, studio, or home office, this cottage adds incredible flexibility and value to an already exceptional property. This truly special home isn’t just move-in ready—it’s a one-of-a-kind opportunity to own a meaningful piece of Winchester’s story. The backyard is thriving with native Virginia perennials and backs up to Town Run and Winchester’s scenic Green Circle Trail, ideal for a morning walk or afternoon bike ride. You’re also just minutes from the lively Old Town Walking Mall, where shops, cafes, and community events bring the city’s rich culture to life and the highly sought-after Shenandoah University. If you're looking for history, charm, and location, you’ll find it all right here—ready and waiting for your next chapter.

720 S Kent St, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Samson Properties.

102 Settlers Cir, Winchester
$497,000
3 Beds ⋅ 3 Baths
This classic Colonial home, ideally situated in a desirable Winchester neighborhood, offers 3 spacious bedrooms and 2.5 baths. Rich in charm, this home boasts a traditional layout with over 3300 sq feet on 3 levels. There is a Bonus room that would be perfect for use as a 4th bedroom, home office, or guest space. Improvements include a Brand new architectural shingle roof, newer water heater, and a well maintained dually zoned HVAC system with a new condenser unit. You will LOVE the Gleaming wood floors throughout the main level! Bathrooms are updated with luxury vinyl plank and tile flooring. The Kitchen is elegant with vintage style cabinetry, granite countertops, gas stove cooking, a roomy pantry, and an island, all overlooking the large landscaped backyard. A great place to entertain, the rear outdoor space has a stunning patio with a cozy pergola, relaxing water fountains, and a warm fire pit area to gather around. Not to mention the Fully fenced rear has lots of majestic trees for a feeling of privacy and peace. The Unnfinished basement has a rough-in and it's just waiting for your dream project! This location has effortless access to vibrant downtown, with a variety of restaurants, entertainment, and cultural attractions! Ideal location for commuters! A Must See Schedule a Showing Today!

102 Settlers Cir, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Burch Real Estate Group, LLC.

118 Trellis View Ln, Winchester
$494,990
4 Beds ⋅ 3 Baths
Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout and finished loft. The moment you step inside the home - you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and large island with a farmhouse style sink. From the dining area, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms, including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. Need space for visiting friends, family? The finished loft offers an additional 676 sq. ft. of a living space with a full bath, bedroom and storage closet. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Freeport offers comfort and convenience. Embrace one-story living and make The Freeport your perfect new home this summer! July Delivery! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

118 Trellis View Ln, Winchester

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

Selling Office: Keller Williams Realty.

253 Rossmann Blvd, Winchester
$493,000
4 Beds ⋅ 3 Baths
The home is move-in ready and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. A private office provides the ideal space for working from home, while the first-floor primary suite offers comfort and convenience with a well-appointed ensuite and walk-in closet. Upstairs, you’ll find a versatile loft area that would make a great playroom, media space, or second living area, plus three additional bedrooms, each featuring its own walk-in closet. Every detail of this home reflects quality craftsmanship and modern style, with numerous upgrades and dual-zone HVAC for year-round comfort. Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Don’t miss your chance to make this stunning new home yours! Other homes available, 102 Brockham Ct, 100 Brockham Ct, 251 Rossmann Blvd, and 619 Farmington Dr.

253 Rossmann Blvd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: RE/MAX Roots.

105 Vale Ct, Winchester
$490,000
4 Beds ⋅ 3 Baths
Did you know you can still see this home and make an offer even if it's currently under contract? Active under contract with a kick-out means you still have a chance! Schedule a showing today with your agent! Beautiful and well maintained colonial with a large backyard and plenty of updates, so you can move right in! The main level features tons of space including a formal living room and dining room with extra storage cabinets, and a family room off the kitchen with a gas fireplace focal point. Relax on your deck overlooking the serene backyard. Upstairs you'll find 4 nice size bedrooms including a primary bedroom with ensuite, and 3 additional bedrooms that share a hall bath. The basement features some finished areas, plenty of storage and a large workshop! Walk out access to the backyard makes the basement very useful.

105 Vale Ct, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

502 Fortress Dr, Winchester
$490,000
4 Beds ⋅ 3 Baths
Discover the charm of this stunning Colonial-style home, nestled in a vibrant community that offers the perfect blend of comfort and convenience. Built in 2003, this meticulously maintained residence boasts 2,014 square feet of living space, featuring four spacious bedrooms and two full bathrooms, ideal for creating lasting memories. The heart of this home is its inviting living area, complete with a cozy wood-burning fireplace, perfect for those chilly evenings. The unfinished basement presents a blank canvas for your creative vision-imagine a game room, home gym, or additional storage space tailored to your needs. Step outside to enjoy the expansive 0.34-acre lot, providing ample room for outdoor activities, gardening, or simply soaking up the sun. The driveway offers convenient parking, ensuring you and your guests feel right at home. Located in a community that values connection, you'll find nearby parks and recreational areas, perfect for weekend picnics or leisurely strolls. The local schools are highly regarded, fostering a nurturing environment for education and growth. With essential public services just a stone's throw away, you'll appreciate the ease of access to everything you need. This property is not just a house; it's a gateway to a lifestyle filled with community spirit and opportunities for engagement. Embrace the chance to make this beautiful home your own and enjoy all the benefits this wonderful neighborhood has to offer! New HVAC (2025 - Warranty Conveys) New Water Heater (2025) New Blinds (2025) New Garage Door Opener (2025) New Flooring on Main Level (2022) New Washer & Dryer (2025) New Countertops (2022)

502 Fortress Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Realty ONE Group Old Towne.

3017 Saratoga Dr, Winchester
$490,000
5 Beds ⋅ 3 Baths
Exceptional 5-bedroom, 3 full bath home offering space, comfort, and numerous updates—all with NO HOA! This beautifully maintained property combines functional living spaces with charming details throughout. Major improvements include a roof approximately 5 years old, heating and cooling systems replaced approx. 3 years ago, and several newer windows for added efficiency and peace of mind. Step inside through the impressive 2-story foyer featuring hardwood flooring and an inviting layout designed for both everyday living and entertaining. The main level includes a convenient bedroom and full bath, ideal for guests, multigenerational living, or a private home office setup. A dedicated office with elegant glass doors provides the perfect work-from-home space, while the separate formal dining room is ready for gatherings and special occasions. The spacious family room is warm and welcoming, featuring a fireplace with a beautiful mantle that creates a cozy focal point. The thoughtfully designed kitchen offers soft-close cabinetry, tile backsplash, a center island, and not one but two pantry spaces providing exceptional storage and organization. Adjacent to the kitchen, the lovely sunroom is filled with natural light and showcases custom built-ins, blackout blinds, and sliding glass doors leading directly to the rear deck. Outdoor living is equally enjoyable with raised garden beds for gardening enthusiasts and a peaceful backyard pond that adds beauty and tranquility to the setting. The backyard creates a relaxing retreat perfect for entertaining, enjoying nature, or unwinding at the end of the day. This spacious and well-cared-for home offers the perfect blend of updates, character, and functionality in a desirable no-HOA setting.

3017 Saratoga Dr, Winchester

Listing courtesy of Re/Max Roots. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

130 Wappinger Ter, Winchester
$489,990
5 Beds ⋅ 3 Baths
Discover the perfect blend of space, function, and style in the Elm—a thoughtfully designed 2,415 sq. ft. two-story home featuring 5 bedrooms, 3 full bathrooms, a versatile loft, and a 2-car garage. Step into a welcoming foyer that opens to a bright, open-concept living area. The heart of the home is the spacious kitchen, complete with stainless steel appliances, generous cabinet storage, a pantry, and a large island with seating—perfect for daily living and entertaining. The dining area flows effortlessly into the living room, creating a warm and inviting space for gatherings. A private first-floor bedroom, tucked away at the rear of the home, is ideal for guests, in-laws, or a home office. A nearby full bath and linen closet add everyday convenience, while a coat closet near the garage entry keeps things organized. Upstairs, you’ll find a large loft, perfect for a second living room, play area, or home gym. Four additional bedrooms, including a luxurious owner’s suite, provide ample space for everyone. The owner’s suite features two walk-in closets and an oversized bathroom with a double vanity. Also upstairs are a hall bathroom with dual sinks, a laundry room, and a spacious linen closet. MOVE IN READY THIS September —this is your opportunity to own a home that checks every box. Up to $10,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

130 Wappinger Ter, Winchester

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

Selling Office: Keller Williams Realty.

100 Brockham Ct, Winchester
$489,990
4 Beds ⋅ 3 Baths
This move-in-ready home includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. A private office provides the ideal space for working from home, while the first-floor primary suite offers comfort and convenience with a well-appointed ensuite and walk-in closet. Upstairs, you’ll find a versatile loft area that would make a great playroom, media space, or second living area, plus three additional bedrooms, each featuring its own walk-in closet. Every detail of this home reflects quality craftsmanship and modern style, with numerous upgrades and dual-zone HVAC for year-round comfort. Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Other homes available: 102 Brockham Ct, 619 Farmington Dr, 251 Rossmann Blvd, and 253 Rossmann Blvd.

100 Brockham Ct, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Jim Barb Realty, Inc..

1317 Caroline St, Winchester
$487,500
4 Beds ⋅ 2 Baths
Conveniently located in the heart of Winchester, this spacious brick ranch offers the perfect combination of timeless character, thoughtful updates, and flexible living space. Situated on a nearly half-acre corner lot, the property provides room to spread out while remaining just minutes from Winchester Medical Center, shopping, dining, and major commuter routes. Inside, you'll find beautiful hardwood flooring throughout much of the main level and an abundance of natural light pouring through oversized windows. The updated kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, butcher block countertops, tile backsplash, and a large peninsula that creates additional seating and workspace. The adjoining dining area opens to a charming sunroom that can be enjoyed year-round. Exposed brick accents, a wood-burning stove, and easy access to the kitchen make this a favorite gathering space for relaxing with family and friends. The main level offers four generously sized bedrooms, including a private primary suite with an updated bath featuring a walk-in glass shower and modern finishes. A conveniently located laundry area adds everyday practicality. One secondary bedroom showcases its own wood-burning fireplace, creating a cozy retreat ideal for guests, a home office, or hobby space. A second updated full bathroom serves the additional bedrooms and features stylish finishes, a double vanity, and a tiled tub/shower combination. Downstairs, the partially finished basement expands the home's living potential with a large recreation area centered around a striking brick fireplace. Whether used as a family room, game room, home gym, or media space, the possibilities are endless. An unfinished section provides ample storage space for seasonal items and equipment. Outside, mature trees frame the backyard, creating a peaceful setting for outdoor enjoyment. A rear patio, charming brick walkway, pergola, storage shed, oversized attached two-car garage, and expansive driveway complete the property, offering both functionality and outdoor appeal. With generous living space, desirable updates, and an exceptional Winchester location, this home is ready to welcome its next owners. Some photos have been virtually staged to illustrate potential furniture placement and room design

1317 Caroline St, Winchester

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact:

Selling Office: RE/MAX Roots.

4531 Back Mountain Rd, Winchester
$485,000
4 Beds ⋅ 2 Baths
HUNTER’S PARADISE • 13.58 UNRESTRICTED ACRES!! Privacy, wildlife, outdoor adventure, and plenty of space—this home offers a rare opportunity to enjoy the peace and privacy of the country while having room to explore, hunt, and make the property your own. The wooded acreage features established trails suitable for ATVs, a hidden small pond, and a fire pit area perfect for relaxing around the fire after a day outdoors. Inside, you’ll find 4 bedrooms and 2 updated bathrooms, with tile flooring in the baths and laminate flooring throughout the home. The inviting living area features a vaulted ceiling and double slider door that opens to the spacious 27' x 10½' deck. A wood-burning stove on the lower level makes for cozy winter evenings and a second heat source. The kitchen has been refreshed with a brand-new sink, while the bathrooms have been tastefully updated. Outside, the possibilities continue. A massive 50' x 25' outbuilding, open on three sides, provides tremendous space for equipment, ATVs, vehicles, hunting gear, workshops, or recreational use. A second shed also conveys with the property. With a brand-new roof, updated features, abundant storage, unrestricted acreage, wooded trails, wildlife, and privacy, this is a property you won’t want to overlook. Come take a tour of this wonderful home, explore the trails, and experience the privacy and freedom this 13.58-acre property has to offer!

4531 Back Mountain Rd, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Pearson Smith Realty LLC.

114 Webster Ct, Winchester
$485,000
3 Beds ⋅ 4 Baths
Welcome to 114 Webster Ct, a brand-new construction home located in a sought-after 55+ community in Winchester. Designed for comfort and convenience, this thoughtfully planned residence offers modern finishes, a functional layout, and a main level primary bedroom and bath. The open-concept main level features an updated kitchen with contemporary cabinetry, stylish countertops, and quality appliances. The spacious primary bedroom suite is conveniently located on the main level and includes a well-appointed bath and ample closet space. Additional living space upstairs provides flexibility for guests, hobbies, or a home office. Enjoy the ease of low-maintenance living with today’s most desirable features, all within an active adult community offering a welcoming lifestyle. Conveniently located near shopping, dining, commuter routes, and historic downtown Winchester. A wonderful opportunity to own a new construction home in a vibrant 55+ setting.

114 Webster Ct, Winchester

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

107 Sunflower Way, Winchester
$485,000
3 Beds ⋅ 3 Baths
Main Level Living at its best! This new Hemingway is ready for move in! Located on a quiet private street, this Hemingway garden home offers the perfect combination of sophisticated design and low-maintenance living. The interior features a bright, open layout with high-end finishes throughout. The kitchen serves as the centerpiece of the home, featuring stylish Greyhound cabinetry, premium New Calacatta Laza quartz countertops, and polished nickel pendant lighting. This space flows naturally into the family and dining areas, making it easy to host friends or relax at home. Just off the main living area, the screened-in porch provides a secluded outdoor retreat for enjoying the peaceful surroundings. The home is thoughtfully designed with a spacious primary suite on the main level, complete with upgraded cabinetry and a spa-like bath featuring a sleek frameless shower. A second bedroom and full bath are also located on the first floor, offering great flexibility for a home office or guest room. For visiting family or additional living space, the upper level includes a versatile loft and a third bedroom with a full bathroom. Nestled in Hiatt Pointe at Snowden Bridge, a vibrant 55+ active adult community, this home offers more than just beautiful design—it provides a lifestyle. Residents enjoy access to exclusive amenities, thoughtfully planned spaces, and a welcoming neighborhood atmosphere tailored for active, modern living. Ask about special fixed rate financing and closing costs!

107 Sunflower Way, Winchester

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

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

104 Zinnia Ln, Winchester
$484,990
3 Beds ⋅ 3 Baths
Discover relaxed, low‑maintenance living in this beautifully crafted twin/semi‑detached home, coming this summer to a sought‑after gated active‑adult community. Designed with today’s vibrant 55+ lifestyle in mind, the home offers effortless main‑level living with both a primary and secondary bedroom conveniently located on the first floor, along with a versatile den—ideal for a home office, creative space, or quiet retreat. The open‑concept design brings the kitchen and family room together, creating a warm, welcoming space perfect for hosting friends or simply enjoying everyday living. The gourmet kitchen features a generous island, stainless steel appliances, crisp white cabinetry, and elegant quartz countertops—blending style with functionality. Sun‑filled rooms and modern finishes throughout add to the home’s airy, inviting feel. Upstairs, a private third bedroom and full bath provide the perfect accommodations for visiting guests or additional flexible living space. Step outside to the screened‑in porch and enjoy peaceful mornings or relaxing evenings overlooking the serene rear of the home. Life at Hiatt Pointe is about more than just the home—it’s about the lifestyle. Residents enjoy resort‑style amenities including a sparkling outdoor pool, fitness center, and tennis courts, all within a secure, gated setting that encourages connection, wellness, and ease. This is your opportunity to enjoy comfort, convenience, and community—without compromise. Ask about current builder incentives and make this exceptional home yours today.

104 Zinnia Ln, Winchester

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

Selling Office: ERA Oakcrest Realty, Inc..

251 Rossmann Blvd, Winchester
$484,900
4 Beds ⋅ 3 Baths
NEW PRICE + LIMITED-TIME BUYER INCENTIVE! Now offered at $474,900, plus the builder is offering up to $10,000 toward purchaser closing costs OR the cost of installing a fence—purchaser's choice! This special incentive is available with an acceptable contract ratified by 10/15/26—a great opportunity to save upfront or put the finishing touch on your new home. The home is move-in ready, with a full basement, preselected upgrades, and a one-year home warranty. Welcome to this beautifully crafted new-construction home by a respected local builder, offering almost 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community, with room to grow in the improved basement. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. The family room features a beautiful fireplace and opens to the large patio and yard, which backs onto green space. Upstairs, you'll find three bedrooms with generous closets, a shared hall bath, and the home's large primary suite with a massive walk-in closet and a beautiful ensuite bathroom with a tiled walk-in shower. Every detail reflects quality craftsmanship and modern style, with numerous upgrades and dual-zone HVAC for year-round comfort. Want a fence? We've got it covered! Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Don't miss your chance to make this stunning new home yours! 619 Farmington Dr., Winchester, VA, is also move-in ready. Want something different? Check out Lot 39 Rossmann Blvd.

251 Rossmann Blvd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Roberts Realty Group, LLC.

1306 Vanceright Cir, Winchester
$480,000
4 Beds ⋅ 2 Baths
Filled with storybook charm and timeless character, this enchanting cottage-style home is much larger than it appears! Newly refinished hardwood floors flow throughout the home, blending warmth and elegance with everyday comfort. The updated kitchen offers modern convenience while maintaining the home's inviting charm. The partially finished basement provides flexible space for a family room, home office, fitness area, or hobby room. Outside, you'll find a partially fenced backyard, a storage shed, and a versatile carport that can serve as covered parking or the perfect outdoor entertaining space. Nestled on a quiet cul-de-sac in one of Winchester's most desirable in-town neighborhoods, this charming home offers the best of city living. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, parks, and local events. With its fairy-tale curb appeal, thoughtful updates, and surprisingly spacious interior, this home is a rare gem waiting to be discovered.

1306 Vanceright Cir, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: MarketPlace REALTY.

207 Stanley Dr, Winchester
$480,000
3 Beds ⋅ 4 Baths
Well-maintained Colonial offering over 2,800 finished square feet, ideally situated on a large corner lot on a no-thru street with NO HOA. Upon entering, you'll be welcomed by a two-story foyer. Just off the foyer is a spacious room that would make an ideal home office, den, or playroom. The foyer leads into the living room, with the eat-in kitchen situated just beyond, featuring granite countertops and ample cabinet space. Hardwood flooring extends throughout the main level and staircases. Upstairs, you'll find brand-new carpeting throughout, along with a spacious primary suite featuring a walk-in closet and an ensuite bathroom with dual vanities, a jetted soaking tub, a separate private shower, and water closet. Two additional bedrooms, a full hall bathroom, and a convenient laundry room with hookups complete the upper level. The finished basement offers excellent additional living space and would make a perfect recreation room, media room, or exercise area. This level also includes a full bathroom and a second laundry area with a washer & dryer already in place. You also have a door that leads you to the backyard. Outdoor living is just as inviting, with a two-tiered deck leading to a gazebo with a light & fan fixture to help keep you cool during the summertime, a shed that provides extra storage in addition to the home's attached two-car garage. Conveniently located on the east side of Winchester just off Route 50, this home offers an easy commute while remaining close to shopping, dining, Jim Barnett Park which offers various recreational activities, and close to everyday conveniences.

207 Stanley Dr, Winchester

Listing courtesy of NextHome Realty Select. Contact:

Selling Office: Non Subscribing Office.

308 Ridge Ave, Winchester
$480,000
3 Beds ⋅ 3 Baths
Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry room. the finished lower level expands the living space with a second fireplace, a wet bar, and a large recreation area ideal for a pool table, ping-pong, or game nights with family and friends. Additional features include a one-and-a-half-car garage, providing excellent storage and parking options, along with additional off-street parking. Enjoy outdoor living on the rear deck overlooking a great backyard—perfect for relaxing or entertaining. Located on a quiet street within walking distance to downtown and convenient to the hospital, this home offers both privacy and accessibility in a desirable setting.

308 Ridge Ave, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: Samson Properties.

102 Brockham Ct, Winchester
$480,000
4 Beds ⋅ 3 Baths
Discover 102 Brockham Ct — New Construction at a New Price! The home is ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. A private office provides the ideal space for working from home, and a spacious mudroom offers first-floor laundry and a space to unload as you enter from the garage. Upstairs, you'll find three bedrooms with generous closets, sharing a hall bath, and the home's large primary suite with a walk-in closet and a beautiful ensuite primary bathroom with a tiled walk-in shower. Every detail of this home reflects quality craftsmanship and modern style, with numerous upgrades and dual-zone HVAC for year-round comfort. Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Don't miss your chance to make this stunning new home yours! Other homes available: 100 Brockham Ct, 619 Farmington Dr, 251 Rossmann Blvd, and 253 Rossmann Blvd.

102 Brockham Ct, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: MYVAHOME.COM LLC.

1423 Greystone Ter, Winchester
$479,000
3 Beds ⋅ 2 Baths
Welcome to effortless in-town living on Greystone Terrace! This classic all-brick home blends timeless charm with modern comfort in an unbeatable walkable location— to downtown, local coffee shops, parks, and dining. Commuters will love the easy access to major routes, retail, and shopping! Inside, sunlight dances across rich hardwood floors that run throughout. An airy, open-flow layout showcases crisp, upscale finishes like exposed brick, working fireplace, updated lighting, built in cabinetry, and a fully remodeled kitchen. The large first-floor bedroom anchors the main level, adjacent to the full bath—perfect for first-floor living! The second-floor bedrooms and additional full bathroom are ideal for growing families, guests, office, or flex space! Step outside to your oversized back deck—an outdoor living room overlooking a private yard, ideal for grilling, gatherings, or quiet mornings with coffee. A separate carriage garage adds extra storage, hobby space, or a garden shed. Tons of storage in the full basement too! Bonus, an additional lot behind the house is offered for sale too! (is not a residential building lot but ideal for building a large garage, yoga studio, or any type of secondary recreational structure!) Contact Agent for details! Owner/Agent

1423 Greystone Ter, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

Selling Office: Samson Properties.

170 Mountain View Ct, Winchester
$478,000
3 Beds ⋅ 2 Baths
Charming 3-bedroom, 1.5-bath colonial home on 5 acres, with an additional 7 acres available. Nestled in nature, it features a detached 2-car garage with power and lights, run-in shed, large gazebo with a chandelier for evening ambiance, and a metal carport for 2 cars. Enjoy the outdoors from the spacious front porch. This home features 4 heat sources so each room will feel comfortable during those cold winter days and nights (propane furnace, mini-split, pellet stove, AND baseboard). The 2-car detached garage has an attached shed area as well as a covered open storage area. Despite having 1 bathroom upstairs, it would be very easy and cost effective to convert an area of the Primary Bedroom to your own personal ensuite! Move-in ready, solid-built home surrounded by nature - what more could you ask for? Located at the end of a private lane with no HOA. Perfect for country living!

170 Mountain View Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: First Decision Realty LLC.

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