Refine Search
Sort by
129 Rappahannock Trl, Winchester
$329,000
3 Beds ⋅ 2 Baths
YOUR MOUNTAIN ESCAPE MAY BE CLOSER THAN YOU THINK. Leave the traffic, noise and pace of everyday life behind—without getting on a plane. Tucked among the trees in the scenic Shawneeland community, 129 Rappahannock Trail is a beautifully renovated chalet-style retreat with breathtaking mountain and ridge views and the peaceful, private setting you've been dreaming about. This isn't simply an older mountain home with a few cosmetic updates. The property underwent an extensive renovation in 2023, bringing together the charm and character of a chalet in the woods with the comfort and finishes today's buyers are looking for. Major improvements include a new roof, siding, windows, HVAC system and ductwork, water heater, appliances and decks, along with updated flooring and fresh paint throughout. The kitchen was beautifully renovated with quartz countertops, and the bathrooms were updated as part of the transformation. So much of the work has already been done—leaving you more time to simply enjoy the setting. Perfect as an everyday home, weekend getaway or second-home retreat, this is a place made for slowing down. Wake up surrounded by the woods, enjoy your morning coffee against a mountain backdrop, spend quiet evenings by the fireplace, and experience the kind of privacy that's increasingly hard to find within reach of Northern Virginia and the Washington, D.C. area. Here, getting away doesn't mean giving everything up. Strong cell service and high-speed internet options help keep you connected, while nearby Winchester puts shopping, dining and everyday conveniences within reach. Spend the day enjoying the outdoors at The Cove, then head into historic Old Town Winchester to stroll the pedestrian mall, browse locally owned shops, grab a coffee or enjoy dinner at one of its many restaurants. It's a wonderful combination of mountain living, outdoor recreation and a vibrant downtown nearby. WANT EVEN MORE SPACE AND PRIVACY? The home sits on approximately .29 acre, and the adjoining .89-acre parcel is also offered separately for $70,000 — MLS #VAFV2045004. Purchase both for the opportunity to enjoy approximately 1.18 acres combined, creating an even more private mountain retreat surrounded by nature. Close enough to escape for the weekend. Special enough that you may never want to leave.

129 Rappahannock Trl, Winchester

Listing courtesy of Loudoun Ridge Realty, LLC. Contact:

245 Glenridge Dr, Winchester
$379,900
4 Beds ⋅ 3 Baths
Nestled in a quiet culdesac in Glenmont Village, this charming Cape Cod boasts a beautifully landscaped front yard and wooded backyard. Enjoy secluded moments on the expansive four-level deck built around a mature oak tree, perfect for entertaining guests or simply unwinding with a good book. Refurbished in 2021, this home boasts four large bedrooms with ample closet space and three full bathrooms, ideal for couples and growing families alike. A spacious living area opens to a cozy country kitchen and dining area overlooking the deck through French doors. Parking is a breeze with a private driveway and on-street accommodations. Situated in eastern Frederick County between routes 7 and 50, minutes from Old Town Winchester, it provides easy access to Northern Virginia and the Metro area. This residence is not just a home, it's a lifestyle. Experience the charm of Glenmont Village where nature meets community and every day feels like a retreat.

245 Glenridge Dr, Winchester

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

25 W Boscawen St, Winchester
$625,000
Awesome income-producing multi-unit property in the heart of downtown Winchester. This stately red brick building delivers immediate cash flow with a great documented CAP rate and all three units currently occupied with tenants paying all utilities. High ceilings and abundant natural light create desirable living spaces. Located just a half-block from the Winchester walking mall, residents enjoy walkable access to dining, shopping, and entertainment. The unfinished basement presents expansion potential for tenant storage or additional unit conversion, with the possibility of growing from 3 to 4 units. Street parking available with a public lot one block away. No HOA fees. A rare opportunity for portfolio growth in a prime downtown location.

25 W Boscawen St, Winchester

Listing courtesy of Your Home Sold Guaranteed Realty - East LLC. Contact:

922 Armistead St, Winchester
$839,000
4 Beds ⋅ 5 Baths
Welcome to 922 Armistead Street, a spacious brick Colonial in Winchester's established Morlyn Hills neighborhood offering approximately 4,697 finished square feet across three levels. The light-filled main level features hardwood floors, a private office with built-ins, formal living and dining rooms, and a generous kitchen with island and breakfast area opening to the family room with fireplace. Upstairs, the expansive primary suite includes a large walk-in closet and private bath, along with three additional bedrooms, two additional full baths, and convenient upper-level laundry. The finished lower level offers a large recreation room, exercise room, bonus room, full bath, and additional unfinished storage. Outside, enjoy a fenced backyard and spacious stone patio, plus an attached two-car garage. Improvements within the past five years include replacement of both Carrier HVAC systems, water heater, Pella front door and frame, garage doors and framing, and updated appliances, including Samsung refrigerator, Miele dishwasher, and LG washer and dryer, all conveying. No HOA. Convenient to downtown Winchester, Valley Health, Shenandoah University, and Routes 7, 11, 37, and I-81.

922 Armistead St, Winchester

Listing courtesy of Cottage Street Realty LLC. Contact:

2682 Wardensville Grade, Winchester
$439,900
3 Beds ⋅ 3 Baths
ONLY TWO YEARS OLD and loaded with thoughtful upgrades! This beautifully maintained 3-bedroom, 3-full-bath home offers the appeal of nearly new construction with added features already completed for you. Inside, you’ll find beautiful hardwood floors throughout the main level, crown molding, granite countertops, and a functional layout designed for comfortable everyday living. The primary suite features a spacious walk-in closet and private bath with a walk-in shower, while the kitchen pantry provides convenient additional storage. The attached two-car garage has been upgraded with a durable epoxy floor, and the home also includes an EcoWater filtration system, water softener, and French drain system around the property. The unfinished basement provides abundant storage today and exciting potential for future finished living space, a recreation room, home office, gym, or more. Conveniently located just minutes from town, this nearly new home combines modern finishes, valuable upgrades, and room to grow. Move in and enjoy — the hard work has already been done!

2682 Wardensville Grade, Winchester

Listing courtesy of Ross Real Estate. Contact:

540 Monticello St, Winchester
$605,000
Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location! Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers convenience, charm, and long-term value. The building features two 2-Bedroom, 1-Bath Units – Each offers large Kitchens, updated finishes, and their own Laundry Rooms. One of the units is ground level, and the other 2nd-Level unit has access to its own deck space. The largest unit of the three features two finished levels, connected with an interior staircase, 5-Bedrooms, 2 Full Baths, 2 Living Rooms, a Full kitchen, Laundry, and access to it's own private patio & deck. It's a unique two-level layout, perfect for multi-tenants and/or premium rental rates. Recent renovations throughout the last few years include: Luxury vinyl plank (LVP) flooring, fresh paint, and updated kitchens and baths Newer appliances in each unit The roof less than 3 years old New HVAC installed (2025) Designated parking for all units With all units currently leased, this is a true turnkey investment with reliable income and minimal immediate maintenance needs. This well-maintained building features three fully occupied units, bringing in a current gross annual rental income of $45,300. Whether you're looking to grow your portfolio or occupy a unit while renting the others, or the potential for a short-term rental, this property checks all the boxes!

540 Monticello St, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

199 Dicks Hollow Rd, Winchester
$340,000
5 Beds ⋅ 1 Baths
Steeped in heartwarming history and beautifully updated, this charming country home sits on nearly 2 acres of serene land with a small stream in the back. Originally the seller’s "grandma’s house" ... he has meticulously preserved some elements and thoughtfully modernized over the last six years, perfectly blending nostalgic character with modern comfort. He has fond memories of good times in this home from the wonderful smells from grandma baking to building boats in the basement with grandpa and floating them in the little creek that runs behind the house. Step inside to find gleaming refinished hardwood floors and a highly flexible layout featuring at least one main-floor bedroom (with the option for a second if you choose to repurpose the formal dining room). The unexpected crown jewel of the home is a massive walk-in dressing room with boundless space for clothes and personal items. Recent high-value updates give you ultimate peace of mind, including a new HVAC system (2024), new windows, updated siding, a painted roof, a highly efficient exterior wood heating system, and freshly upgraded kitchen countertop and bathroom vanity/countertop. Outside, the expansive property offers the perfect canvas for your farmette dreams. Ideally located just off Route 50 and only 10 minutes from the Winchester Medical Center, this home is IDEAL for just about anyone. Come see for yourself all this CUTENESS overload but be careful ... you just might fall in LOVE! Note: Because the seller has meticulously upgraded and maintained the property, it is being sold as-is. Inspections are welcome for buyer informational purposes, but the seller will make no repairs. This home is ready for you to move right in and start building your own lifelong memories.

199 Dicks Hollow Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

208 Lauck Dr, Winchester
$378,000
3 Beds ⋅ 2 Baths
STOP THE PRESSES - Great Winchester Location and priced under $380k!! Location, value, and opportunity come together at 208 Lauck Drive in Winchester’s Star Fort neighborhood!<br><br> If location and value are at the top of your list, 208 Lauck Drive deserves a look. With its convenient Winchester location and major updates already completed, this home offers a wonderful opportunity to personalize over time while enjoying everything the area has to offer.<br><br> This well-kept home offers comfortable living space, an attached garage, and a convenient location just minutes from Winchester Medical Center, Old Town Winchester and the Walking Mall, shopping, dining, and major commuter routes.<br><br> Step inside to a spacious family room with plenty of room to gather and relax, highlighted by a fireplace and an abundance of natural light. The adjoining dining room provides generous space for everyday meals or entertaining, while the kitchen offers ample cabinetry, counter space, and a pass-through to the dining area.<br><br> Some of the important updates have already been taken care of, including a new roof, newer HVAC system, and newer water heater—giving the next owner a great starting point to make the home their own.<br><br> Outside, enjoy a nice-sized yard with mature trees, rear deck, and plenty of room for outdoor activities. Add in the attached garage and an established Winchester neighborhood, and there is a lot to appreciate here.<br><br> Come see the possibilities at 208 Lauck Drive—schedule your showing today!

208 Lauck Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

107 Little River Dr, Winchester
$260,000
2 Beds ⋅ 1 Baths
Affordable Winchester Townhome with Investment Potential! Welcome to 107 Little River Dr, a conveniently located 2-bedroom, 1-bath townhome offering an excellent opportunity for a first-time buyer, downsizer, or investor. This two-level home provides approximately 900+ square feet of living space with a practical layout and plenty of potential to make it your own. Located in the Brookland Heights community, the property offers easy access to Winchester-area shopping, dining, employment centers, and major commuter routes. The low-maintenance townhome lifestyle makes this an attractive option for buyers looking for affordability and convenience. Whether you're searching for a primary residence, rental property, or value-add investment, 107 Little River Dr is worth a look. Bring your vision and unlock the potential of this Winchester opportunity!

107 Little River Dr, Winchester

Listing courtesy of EXP Realty, LLC. Contact:

151 Nevermore Dr, Winchester
$619,900
4 Beds ⋅ 4 Baths
Welcome to 151 Nevermore Drive, a home that truly has it all! Built in 2022 but shows like new, this home is located in the highly desirable Raven Oaks community and sits on one of the neighborhood’s premium lots within a cul-de-sac. The private fenced backyard backs to a wooded common area and features a Trex deck. Inside, this 4-bedroom, 3.5-bath home offers an impressive combination of space, features, and functionality. There is nothing left to do but move in and enjoy! The main level features a high-end kitchen with granite countertops, a gas cooktop, double wall ovens, and plenty of space for entertaining. The open living area features an electric fireplace with a stone surround, and a dedicated office provides a great space for working from home. Upstairs, you’ll find a versatile loft, convenient laundry room, and four bedrooms, including the spacious primary suite. The finished lower level offers natural light, a full bath, and walk-up access directly to the backyard. An additional unfinished room with an egress window offers the opportunity to create a legal fifth bedroom, while the large storage room provides plenty of room for everything else. The home also features efficient gas heat, a high-efficiency tankless water heater, and a water softener that is already installed. Raven Oaks offers a fantastic community lifestyle with a neighborhood pool and tot lot, while being less than 10 minutes from downtown Winchester and under an hour from Dulles International Airport. With its private wooded setting, premium lot, fenced backyard, Trex deck, cul-de-sac location, and like-new condition, 151 Nevermore Drive is a home you won’t want to miss. If you’ve been considering new construction, come see what this home has to offer before you build!

151 Nevermore Dr, Winchester

Listing courtesy of Colony Realty. Contact:

103 Elaine Dr, Winchester
$379,900
3 Beds ⋅ 2 Baths
Welcome to this charming 3 bed 2 bath ranch home offering approximately 1500 sq ft of comfortable one level living on the east side of Frederick County. The home features a practical layout for everyday living. Recent improvements include new flooring in the kitchen, new carpet in the bedrooms, new rear patio, and the roof and HVAC have been replaced within the last 3 years. The large lot provides plenty of room for outdoor activities, gardening or future possibilities. Conveniently located near RT7, this home offers an easy commute towards Northern VA while providing the space and value of Frederick County living. Great opportunity for buyers looking for a well-located ranch home with updates and generous outdoor space.

103 Elaine Dr, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

151 Huron Trl, Winchester
$324,950
3 Beds ⋅ 2 Baths
A view you'll never tire of coming home to! Tucked among mature trees and established landscaping in the desirable Shawneeland community, this charming 3-bedroom, 2-bath home offers a wonderful combination of privacy, natural beauty and comfortable one-level living. Here, the surrounding scenery becomes part of everyday life, changing with the seasons and providing a beautiful backdrop throughout the year. Step onto the deck with your morning coffee and take in the peaceful surroundings and picturesque views across the Winchester landscape. From the colors of fall to the beauty of a setting sun, there is always something new to appreciate. Inside, the home offers 1,248 finished square feet of living space with 3 bedrooms, 2 bathrooms, an open plan kitchen/dining room and a spacious family room which provdes access to the beautiful front deck. The home benefits from fresh paint throughout several areas of the main level adding to the home’s bright, welcoming feel. The practical ranch-style layout provides comfortable everyday living, while the attached one-car garage adds convenience and storage. The home has also benefited from several important updates in recent years, including the HVAC system, water heater, pressure tank, and updated washer and dryer, with the roof replaced in 2021. Beyond the property itself, enjoy the natural surroundings and established character of Shawneeland, with community amenities including fishing, playgrounds, picnic areas and a four-hole golf course. And with NO HOA, homeowners can enjoy an added level of freedom that's increasingly difficult to find. Just beyond the peaceful surroundings of home, the shops, restaurants, coffee houses and historic charm of Winchester are only a short drive away. Spend an afternoon strolling the Old Town Walking Mall, meet friends for dinner, or enjoy one of the many events that bring the area to life throughout the year. Commuters will appreciate easy access to major routes including Routes 50 and 7, as well as I-81, providing convenient connections throughout the Winchester area and beyond. Travel east toward Clarke and Loudoun Counties, including Berryville, Purcellville and Leesburg, or connect with major corridors serving the greater Northern Virginia region. At 151 Huron Trail, the view isn't something you simply notice when you arrive—it becomes part of the way you live. Come experience the privacy, changing seasons and spectacular sunsets for yourself. Enjoy your tour!

151 Huron Trl, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

409 Fortress Dr, Winchester
$515,000
4 Beds ⋅ 4 Baths
Big, beautiful, and ideally located, this spacious three-level Colonial offers 4 bedrooms, 3.5 baths, over 3,100 finished square feet, a 2-car garage, and a fully finished walkout basement. All situated on a generous half-acre lot. The main level features new LVP flooring, a spacious kitchen with center island, stainless steel appliances, multiple living and entertaining spaces, separate dining and a cozy fireplace. Upstairs, you'll find LVP flooring continued, generously sized bedrooms & closets, including an impressive sized primary suite with a walk-in closet and private bath. The fully finished walkout lower level has a full bath & adds even more living space with plenty of flexibility for a recreation room, home office, gym, guest area, or combination of uses. Outside, enjoy a large half-acre lot backing to mature trees, offering added privacy and plenty of room to enjoy the outdoors or watch your kiddos or fur-babies play. The location is hard to beat. Just minutes from shopping, dining, schools, Winchester Medical Center, and major commuter routes including Route 37, Route 522, and I-81. Best of all, enjoy the convenience of Winchester without city taxes or HOA fees! ** Seller is offering a 1 yr home warranty & $6,500 credit to buyer with an acceptable offer.**

409 Fortress Dr, Winchester

Listing courtesy of NextHome Realty Select. Contact:

123 Averrell Ave, Winchester
$139,000
3 Beds ⋅ 3 Baths
Welcome to relaxed and comfortable living in the desirable Regency Lakes community of Winchester, where this remarkably large and expansive manufactured home stands out exceptionally from neighboring properties by offering vastly superior square footage, an extended exterior profile, and a deep, generous footprint. Step inside to discover a truly massive, open-concept living area featuring stunning floor-to-ceiling stone accent fireplaces, soaring ceilings, and abundant space for oversized furniture and grand entertaining. A chef-styled kitchen boasts an immense array of rich wooden cabinetry, a brand-new gas cooktop, an expansive center prep island, and a seamless flow into the adjoining dining room. Recent updates further elevate the home, including new carpet (installed in 2023) and new wood floors in the guest room. Combining this unmatched scale with a functional floor plan designed to maximize everyday living, a wide covered front porch, and a private storage shed on a wonderful lot, the home provides quick access to local parks, schools, commuter arteries, and historic downtown Winchester for a lifestyle far bigger than the rest. This residency pays a ground rent of $953 that includes the following community amenities: swimming pool, whirlpool/spa/hot tub, clubhouse, fitness center, tennis courts, basketball and volleyball courts, a playground, picnic areas, horseshoes, fishing, waterfront sites, RV storage, on-site management, pet-friendly spaces, and regular community activities.

123 Averrell Ave, Winchester

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

187 Village Ct, Winchester
$399,737
4 Beds ⋅ 2 Baths
<b>**WOW!!!** NEW PRICE + EXCEPTIONAL VALUE IN WINCHESTER!</b> Move-In Ready • No HOA • Fantastic Location Across from Winchester Country Club! | Tucked away on a quiet cul-de-sac in the desirable Rolling Fields community, this beautifully updated Split Foyer offers a spacious .38-Acre Lot, peaceful tree-lined backyard & an <b>EXTRA-DEEP OVERSIZED 2-CAR GARAGE!</b> | Freshly Painted throughout with Brand-New Carpet, Gleaming Hardwood Floors & updated Luxury Vinyl Plank Flooring, this home is truly Move-In Ready | The bright & inviting Main Level features a spacious Living Room, Formal Dining Room & Eat-In Kitchen with Granite Countertops & Stainless Steel Appliances | 3 Main-Level Bedrooms & 2 Full Baths include a comfortable Primary Suite with Private Bath | The Finished Lower Level provides even more flexible living space with a Large Recreation Room, 4th Bedroom, Laundry Area & direct access to the Oversized Garage—offering exceptional room for Vehicles, Storage, Hobbies or a Workshop | Relax on the Covered Front Porch or head out back to the <b>FRESHLY STAINED DECK WITH ALL-NEW DECK BOARDS & HANDRAILS</b> overlooking the spacious, tree-lined backyard | <b>NOTABLE RECENT IMPROVEMENTS INCLUDE:</b> Freshly Stained Deck + New Deck Boards & Handrails (Sept. 2026), Fresh Interior Paint (2026), New Carpet (2026), Updated Vanity Lighting in Both Bathrooms (2026), Kitchen & Primary Bath Luxury Vinyl Plank Flooring (2025), Dishwasher (2025), Dryer (2022), Water Heater (2022), Refrigerator (2021), Roof (2017) & Garage Doors (2008) | Conveniently located just minutes from Shopping, Dining, Schools, Commuter Routes & Historic Downtown Winchester | <b>WITH ITS NEW PRICE, NO HOA, .38-ACRE LOT, OVERSIZED GARAGE & EXTENSIVE UPDATES, THIS HOME OFFERS AN EXCEPTIONAL VALUE—DON'T MISS IT!</b>

187 Village Ct, Winchester

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

101 Poe Dr, Winchester
$619,900
4 Beds ⋅ 3 Baths
Welcome 101 Poe Drive! You are going to swoon over this gorgeous, model-quality home located in the desirable Raven Oaks neighborhood. This beauty boasts nearly 2,800 square feet of above-grade living space, complete with four bedrooms, two and a half baths, and an amazing loft area upstairs that is currently being used as an adorable play area. Once you step inside the front door, you’ll instantly notice the elegant finishes throughout the home, such as LVP flooring, stainless steel appliances, quartz countertops, and upgraded light fixtures. The main floor layout makes everyday life – or entertaining guests - a breeze. It offers a home office/flex space, a convenient walk-in pantry, and a large kitchen island. Need lots of natural light? The fabulous sunroom situated off the kitchen was designed just for you – and will not disappoint! Upstairs, four generously sized bedrooms await, as well as the laundry room. The luxurious primary suite will feel like your own private retreat, boasting a spa-inspired bath with an oversized walk-in shower and a massive walk-in closet. In the basement, you will find a finished flex space, while the expansive unfinished area - with a bathroom rough-in and an egress window in place - offers endless possibilities for future expansion. This home sits on a fantastic corner lot at the top of a quiet cul-de-sac. The community offers exceptional amenities, including a clubhouse, pool, tennis and basketball courts, and two playgrounds. Situated close to Rt-50, Rt-7, and I-81, you will find that shopping, dining, and historic downtown Winchester are all just minutes away. Don’t miss your chance to own this exquisite, move-in-ready home. Schedule your tour today!

101 Poe Dr, Winchester

Listing courtesy of Samson Properties. Contact:

138 Wappinger Ter, Winchester
$530,345
5 Beds ⋅ 3 Baths
Located on a desirable cul-de-sac, Lot 48 features the spacious Elm floor plan and is expected to be ready for a November closing! This thoughtfully designed home offers five bedrooms, three full bathrooms, and a two-car garage. The open-concept main level features a modern kitchen with a large center island, quartz countertops, stainless steel appliances, and a walk-in pantry overlooking the dining area and great room. A main-level bedroom and full bathroom provide excellent flexibility for guests or a home office. Upstairs, you’ll find a spacious primary suite with a private bathroom and walk-in closet, three additional bedrooms, a versatile loft, and a conveniently located laundry room. Enjoy the space, comfort, and convenience of a brand-new home in a peaceful cul-de-sac setting. *Photos, 3D tours, and videos are representative of plan only and may vary as built.*

138 Wappinger Ter, Winchester

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

2817 Papermill Rd, Winchester
$325,000
3 Beds ⋅ 2 Baths
Welcome to 2817 Papermill Road, a beautifully maintained home that reflects true pride of ownership from the moment you arrive. Situated on an impressive approximately 0.35-acre lot, this property offers a wonderful combination of space, comfort, and convenience all while being just minutes from everything Winchester has to offer. The home has been thoughtfully cared for and kept in excellent condition, creating a warm and welcoming atmosphere that is ready for its next owner to enjoy. Outside, the spacious lot provides plenty of room to relax, entertain, garden, play, or simply enjoy having some extra breathing room without sacrificing the convenience of being in the city. One of the property's standout features is the abundance of parking available in front of the home, making it easy to accommodate multiple vehicles and guests. Whether you're hosting family and friends or simply appreciate having extra parking space, this home delivers. Location is another major highlight. Enjoy convenient access to Downtown Winchester, shopping, restaurants, schools, parks, everyday necessities, and major commuter routes, while still coming home to a property with plenty of outdoor space to call your own. With its generous lot, well-cared-for condition, ample parking, and convenient Winchester location, 2817 Papermill Road offers a combination that's increasingly hard to find. Come see what makes this home special—you may just find the space, location, and feeling of home you've been looking for.

2817 Papermill Rd, Winchester

Listing courtesy of Weichert, REALTORS. Contact:

112 Wappinger Ter, Winchester
$599,990
5 Beds ⋅ 5 Baths
Situated on a desirable cul-de-sac homesite backing to community open space, this thoughtfully designed home offers the perfect blend of comfort and functionality. The main level features a spacious owner's suite, formal dining room, laundry room, powder room, and an open-concept kitchen overlooking the living and dining areas. The kitchen includes quartz countertops, an island with seating, pantry, and breakfast nook. Upstairs, you'll find four additional bedrooms, including a private en-suite and a shared full bath. Designer-selected finishes, luxury vinyl plank flooring, whole-house blinds, smart home features, stainless steel appliances, refrigerator, washer, and dryer are all included. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

112 Wappinger Ter, Winchester

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

132 Darby Dr, Winchester
$645,000
4 Beds ⋅ 4 Baths
Welcome to this beautiful single-family home in the sought-after Ravenwing neighborhood of Winchester, Virginia. The sellers are open to offers that include credits toward financing or flooring. Key systems have been updated, featuring a new water heater installed in 2022 and a brand-new roof completed in 2024. Conveniently located near local shopping, downtown Winchester, Costco, I-81, Route 50, and Route 7, this spacious two-story property offers over 3,500 square feet of comfortable living space tailored for modern living. The main level features a large kitchen complete with an island and a generous pantry, seamlessly connecting to a formal dining room, an open living room enhanced by custom built-in shelves, a versatile flex room, and a convenient half bath. Upstairs, the expansive primary bedroom serves as a private retreat with two walk-in closets and a dedicated en suite bathroom. Three additional bedrooms, a second full bathroom, and a conveniently located laundry room round out the upper floor. The finished basement adds over 800 square feet of versatile living space, complete with a third full bath and direct access to the outdoors. Outside, the quarter-acre lot features a fenced yard area and a back deck ideal for morning coffee or casual gatherings. Don't miss this opportunity to live in one of the most sought-after neighborhoods in Winchester!

132 Darby Dr, Winchester

Listing courtesy of Dream Real Estate. Contact:

143 Wappinger Ter, Winchester
$621,345
6 Beds ⋅ 4 Baths
Rare cul-de-sac home! The Hayden offers 6 bedrooms, 4 bathrooms, and over 3,100 square feet of beautifully designed living space. The open-concept main level features a flex room, a bedroom with full bath, and a spacious kitchen that flows seamlessly into the dining and living areas. Upstairs, enjoy a luxurious owner's suite, three additional bedrooms, a loft, and convenient laundry room. The finished walkout basement adds a recreation room, bedroom, and full bath, providing even more room to live and entertain. This home includes designer-selected finishes, quartz countertops, luxury vinyl plank flooring, a whole-house blinds package, laundry appliances, French door refrigerator, and backs to a peaceful setting in desirable Retreat at Winding Creek. October delivery! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

143 Wappinger Ter, Winchester

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

310 Bellview Ave, Winchester
$300,000
2 Beds ⋅ 1 Baths
Classic Winchester charm awaits at 310 Bellview Avenue! This inviting Cape Cod combines character, convenience, and plenty of opportunity to make the space your own. Inside, you’ll find hardwood floors, comfortable living areas, two main-level bedrooms, a full bathroom, and an additional half bath upstairs. A full basement offers extra storage and future possibilities, while the detached one-car garage provides even more room for parking, hobbies, or equipment. Out back, the spacious yard gives you room to relax, garden, entertain, or create the outdoor space you’ve been envisioning. With shopping, dining, parks, and Winchester amenities nearby, this home is ready for its next chapter.

310 Bellview Ave, Winchester

Listing courtesy of Keller Williams Realty. Contact:

422 Granite Ridge Dr, Winchester
$394,990
3 Beds ⋅ 3 Baths
New End Unit Under Construction for Fall Move In!! Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath, plus a finished storage area! Enjoy a stylish kitchen with quartz counters and stainless steel appliances. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Ask about builder incentives today!

422 Granite Ridge Dr, Winchester

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

220 Greenfield Ave, Winchester
$625,000
3 Beds ⋅ 2 Baths
Nestled in the charming community of Stonebrook Farms, this delightful ranch-style home offers a perfect blend of comfort and functionality. Built in 1977, this well-maintained residence boasts 2,260 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring beautiful hardwood floors and an abundance of natural light. The traditional floor plan includes a spacious family room that flows seamlessly into the eat-in kitchen, making it perfect for gatherings and everyday living. The kitchen is adorned with upgraded countertops and newer stainless steel appliances, and a great breakfast bar perfect for quick meals. The home features three generously sized bedrooms, including a primary suite with a walk-in closet and an newly renovated bathroom equipped with a walk-in shower. Additional highlights include a formal dining room, exposed beams, and recessed lighting that enhance the home's character and charm. Enjoy the comfort of a wood-burning fireplace in the family room, perfect for cozy evenings. The main floor laundry adds convenience to your daily routine. Outside, the property sits on a spacious one-acre lot, offering plenty of room for outdoor activities and gardening. The attached two-car garage and ample driveway parking ensure that you and your guests will always have a place to park. Stonebrook Farms is not just about the home; it's about the lifestyle. This friendly neighborhood is known for its strong sense of community, with nearby Rose Hill Park perfect for weekend picnics and leisurely strolls. Stonebrook Club (membership required) offers top-notch services including Tennis, Pickleball, Racquetball, Fitness and Pool just down the street, this option ensures that residents enjoy a high quality of life. With easy access to local amenities, shopping, and dining, everything you need is just a short drive away. This home in Stonebrook Farms is more than just a property; it's a place where you can truly feel at home. Experience the warmth and comfort of this inviting residence, and make it your own today!

220 Greenfield Ave, Winchester

Listing courtesy of Colony Realty. Contact:

114 Carnation Way, Winchester
$499,990
3 Beds ⋅ 3 Baths
Under construction for fall move in! 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, colada 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. 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. Please note that interior photos are similar while home is under construction This is your opportunity to enjoy comfort, convenience, and community—without compromise. Ask about current builder incentives and make this exceptional home yours today.

114 Carnation Way, Winchester

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

292 Sage Cir, Winchester
$335,000
3 Beds ⋅ 3 Baths
***New Lower Price ***Just a short drive from vibrant Old Town Winchester, this charmingly sophisticated 3-bedroom, 2½-bath townhome blends affordability with modern comfort and thoughtful updates. Lovingly maintained and beautifully situated on a lot backing to mature trees, this home offers an inviting combination of style, functionality, and outdoor living. The main level features a large living room, an open kitchen and dining area that opens to the deck, and a 1/2 bath. Upstairs, you will find 3 bedrooms, 2 full baths, and the laundry room. Recent improvements enhance both the home’s functionality and outdoor living experience, including professionally installed landscape lighting, a new patio, Ring cameras at both the front and rear doors, and GFCI protection for the outdoor fan and TV. The garage has also been refreshed with recessed lighting and freshly painted walls. The lower level is framed, with electrical work completed under Frederick County permits, leaving the space ready for drywall and your personal design vision. Additional updates throughout the home include new light fixtures and ceiling fans, as well as a refreshed primary bathroom featuring a new countertop, backsplash, and sink. The open floor plan makes entertaining friends and family effortless. Step outside to the spacious deck overlooking the mature trees, or gather on the new patio, enhanced by custom lighting for relaxing evenings outdoors. Enjoy all that Winchester has to offer, including museums, Jim Barnett Park, Patsy Cline’s historic home, and the vibrant walking mall. Home to more than 50 boutique shops and retail businesses and over 40 restaurants, cafés, breweries, and bars, Old Town offers something for everyone. After dinner, catch a performance at the Bright Box Theater and make an evening of it.

292 Sage Cir, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

322 Lehigh Dr, Winchester
$525,000
3 Beds ⋅ 2 Baths
Welcome to this like-new Winchester home, built in 2023 and offering the opportunity to enjoy modern construction without the wait! Set in a peaceful country setting yet just under five miles straight into Old Town Winchester, this home offers the perfect balance of quiet surroundings and easy access to the charming shops, restaurants, and small-town atmosphere of downtown. Designed for comfort and ease, all three bedrooms and two full baths are conveniently located on the main level. Stylish finishes and a bright, inviting layout create a move-in-ready feel throughout. The modern kitchen features a spacious center island with seating and opens to the main living area, where a cozy gas fireplace adds warmth and charm. Convenient main-level laundry makes everyday living even easier. The unfinished lower level offers incredible potential to create the space that works best for you. With a bathroom rough-in already in place, there is plenty of room for a future recreation area, guest suite, home office, gym, or additional living space. Outside, enjoy the deck overlooking the surrounding setting, along with a two-car garage for parking and additional storage. With its 2023 construction, convenient one-level living, and close proximity to Old Town Winchester, this home offers a wonderful opportunity to own a property that still feels practically new!

322 Lehigh Dr, Winchester

Listing courtesy of Property Collective. Contact: