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2820 Saratoga Dr, Winchester
$559,000
4 Beds ⋅ 3 Baths
Welcome Home! This 4 Bedroom Colonial has gleaming hardwood floors throughout both levels. With traditional formal living & dining rooms with beautiful trim mouldings. Large 27x13' family room that features tray ceiling & fireplace w/mantel, is open to kichen for family togetherness & entertaining. Your Kitchen with granite counters, glass tile backspalsh, staineless appliances, pendant lighting over breakfast bar and 2 pantries. Owners Suite with ceiling fan, walk in closet and private bath w/beautiful glass tile shower & dual sinks. All 3 baths with ceramic tile flooring. You'll enjoy the east facing sun room for morning coffee or relaxing at end of day. Outdoor living amenities - a 21x16 ft patio, 27 linear ft covered front porch and fully fenced back yard with 2 gates. Vinyl clad fence is low maintenance. Plenty of storage - a 12x16 shed, walk up attic, 2 car garage with storage closet and a half attic, double door coat closet, double door linen closet & an extra walk in closet. Laundry on upper bedroom level is efficient. Gas heat & central AC. Fresh paint. Energy efficient windows, storm doors, palladian window, french doors, 6 panel doors. Central Vacuum. Garage heater and 240V service . Owners have completed items noted on their pre-listing home inspection - move in ready. Walk to adjacent Kernstown Battlefield, neighborhood is located conventient to dining, schools, retail, parks & rec, Green Circle Trail, bike path, just minutes to Shenandoah Universiry, medical center, Apple Blossom Mall & Downtown Loudoun Street Walking Mall & commute routes 7, 81 amd 37. Call today for a private tour appointment of this beautiful home.

2820 Saratoga Dr, Winchester

Listing courtesy of Coldwell Banker Elite. Contact:

637 Treys Dr, Winchester
$850,000
4 Beds ⋅ 5 Baths
TWO PRIMARY SUITES! INCREDIBLE COVERED DECK! PRIVATE IN-GROUND POOL! This exceptional all-brick Colonial offers an amazing combination of space, comfort, and entertaining possibilities! With a main-level Owner's Suite, a gorgeous upper-level Primary Suite, multiple gathering spaces, and an outdoor living area you'll never want to leave, this Winchester home truly has something for everyone! Classic brick construction, stately columns, a leaded glass entry door, and a full-width brick front porch create a beautiful first impression. Inside, the spacious formal Dining Room easily accommodates a full dining set with seating for eight, making holiday gatherings and dinner parties a pleasure. The expansive Family Room stretches the full length of the home, with windows at both ends bringing in wonderful natural light. There's plenty of room for generous seating arrangements, plus space for a home office, reading nook, or additional sitting area. Privately situated just off the Family Room, the main-level Owner's Suite offers a private entry hall, a spacious, light-filled bedroom, and an ensuite bath. The conveniently adjoining laundry room makes this an especially desirable arrangement for homeowners seeking main-level living, an extended family member, or overnight guests. The Gourmet Kitchen is ready for everyday living and entertaining, featuring double ovens, an electric cooktop, built-in microwave, center island with seating, and a convenient trash compactor. Just beyond, the impressive Game Room takes entertaining to another level with its own wet bar and gas fireplace! Perhaps the home's most spectacular feature is the expansive covered deck overlooking the private in-ground pool! This exceptional outdoor living space features its own gas fireplace and a gas grill connected directly to the home's gas line. Privacy blinds add comfort and versatility, making this a wonderful space for morning coffee, outdoor dining, watching the game, or gathering with family and friends throughout the seasons. The fenced pool area features attractive wrought iron fencing, while the backyard offers additional room for gardening, outdoor games, a playset, or enjoying time with your four-legged family members. Upstairs, discover a beautiful second Primary Suite offering a private retreat with a gorgeous soaking tub, separate walk-in shower, dual-sink vanity, and generous walk-in closet. Two additional bedrooms share a well-appointed hall bath, and elegant terrazzo tile flooring adds a distinctive touch to the upper-level hallway. Two primary suites on separate levels provide exceptional flexibility for multigenerational living, guests, or simply enjoying your own private space! The lower level offers even more room to spread out, featuring a spacious Recreation Room with wet bar and a full bath, ideal for hobbies, fitness, movie nights, or additional entertaining. Two separate garage areas provide parking for up to three vehicles, with extensive cabinetry offering tremendous storage. Recent improvements include replacement windows and LeafFilter gutter guards, both installed within the past two years. Two primary suites, a gourmet kitchen, formal dining, multiple fireplaces, wet bars, an incredible covered deck, private pool, and three-car garage capacity! From everyday comfort to unforgettable gatherings, 637 Treys Drive offers a wonderful setting for living, entertaining, and making memories. Don't miss the opportunity to call this exceptional Winchester property "HOME"!

637 Treys Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

451 Lake Serene Dr, Winchester
$759,000
2 Beds ⋅ 4 Baths
Custom built brick English Tudor offering breathtaking views of the lake in a private lake community. This distinctive three-level home features architectural character, beautiful hardwood floors, and two fireplaces. The kitchen and breakfast area overlook the lake, providing a beautiful setting for everyday living and entertaining. The spacious primary bedroom includes a sitting area with lake views. Situated on approximately two wooded acres, the property offers exceptional privacy and a peaceful setting. Additional features include a detached two-car garage, asphalt driveway, and ample parking. A rare opportunity to enjoy a private community, lake views and a wooded lot, only minutes from shopping, hospital and local conveniences.

451 Lake Serene Dr, Winchester

Listing courtesy of Colony Realty. Contact:

150 Abrams Pointe Blvd, Winchester
$699,900
3 Beds ⋅ 4 Baths
Welcome to 150 Abrams Pointe Blvd, a beautifully appointed 3-bedroom, 3.5 bath home offering approximately 2700+ square feet of finished living space in desirable Abrams Pointe. From the moment you enter, you'll appreciate the open and inviting floor plan, gleaming hardwood floors, and abundant natural light. The gourmet kitchen features a large center island with bar seating, granite countertops, abundant cabinetry, double ovens, gas cooktop, French-door refrigerator, and walk-in pantry, opening seamlessly to the spacious great room with a dramatic stone fireplace and cathedral ceiling. A bright sunroom/solarium provides versatile additional living space—perfect for a home office, exercise room, guest area, or relaxing retreat. The main-level primary suite features a tray ceiling, walk-in closet, and luxurious ensuite bath with dual vanities, upgraded tile, walk-in shower, and separate water closet. Two additional bedrooms offer comfortable accommodations and privacy. The lower level includes a spacious recreation room, full bath, workshop area, and generous unfinished storage space. Step outside to the patio and beautifully landscaped, fenced backyard, offering a wonderful setting for outdoor entertaining and relaxation. Additional features include a mudroom, spacious laundry room with sink, two-zone heating and cooling, irrigation system, two-car garage, and a premium lot adjacent to open common space. Conveniently located near shopping, dining, major commuter routes, and Winchester amenities, this home offers space, versatility, and a welcoming setting. Don't miss the opportunity to make it yours!

150 Abrams Pointe Blvd, Winchester

Listing courtesy of Samson Properties. Contact:

220 Amherst St, Winchester
$749,000
4 Beds ⋅ 4 Baths
Downtown living at its finest! Welcome to 220 Amherst Street, a stunning brick residence nestled in Winchester’s prestigious historic district. This home blends timeless architectural charm with an unbeatable location just steps from downtown dining, boutique shopping, top-rated schools, parks, and the medical center. Classic historic character greets you at the curb, framed by a wrought-iron fenced front yard and a classic brick driveway leading to a rare detached garage featuring a brand-new roof. Step inside to discover gleaming hardwood floors, crisp wainscoting, and detailed crown molding throughout the main living areas. The main level offers a flexible layout that includes a full bathroom, a formal living room anchored by a wood-burning fireplace, an adjoining sitting room, and an elegant formal dining room. The modern kitchen features a sleek subway tile backsplash, stainless steel appliances, a large walk-in pantry, and a cozy breakfast area with built-in seating. Sunlit wooden stairs under overhead skylights lead to the light-filled second level. The spacious primary suite serves as a private retreat with its magnificently renovated ensuite bath—complete with double-sinks, upgraded countertops, a separate tub and walk-in shower, subway tile accents, and custom mosaic flooring. Two additional generous bedrooms and another recently updated full bath share this floor alongside a versatile updated sunroom. Fitted with wall-to-wall windows and its own newer mini-split system for climate control, the sunroom opens directly onto an open deck perfect for catching the morning sun. Up on the top floor, a finished attic provides versatile living space with built-ins and fresh carpet, offering flexible space ideal for a home office, playroom, or media center. The extensive living space continues into the finished basement with durable tile floors and an awesome recreation room highlighted by a second wood-burning fireplace, built-ins, and ample closet space. The basement also includes a cedar-lined closet, dedicated laundry facilities, another full bath, and abundant extra storage space. Outdoors, the backyard sanctuary is fully enclosed with a newer privacy fence and thoughtfully equipped for outdoor leisure, boasting a screened-in porch, raised garden beds, a charming trellis pergola with a dedicated play area, and unmatched privacy right in the heart of town. Complete with a new HVAC system, this move-in-ready historic gem delivers the ideal balance of classic elegance and modern comfort.

220 Amherst St, Winchester

Listing courtesy of Colony Realty. Contact:

123 Likens Way, Winchester
$450,000
4 Beds ⋅ 3 Baths
One level living in a very easy location, with disability access to the front door and privacy in your back yard! Enjoy the best of both worlds with this charming rambler tucked away in a quiet neighborhood while offering easy access to Downtown Winchester, Winchester Medical Center or Northern VA - just 2 minutes from Rt. 7. The home features beautiful hardwood floors in the living and dining rooms, along with numerous updates that make it move-in ready. The renovated kitchen, updated approximately three years ago, to include granite countertops, offers a fresh and functional space for everyday living and entertaining. Bathrooms have also been updated, including the basement bathroom, which was renovated last year. The HVAC system was fully replaced just last month, providing added peace of mind. The finished basement expands the living space with a bedroom, full bathroom, walk-out access, and plenty of storage. Outside, enjoy a fully fenced yard with front and rear gates, a new deck, mature trees, a shed, and a driveway for convenient parking. Additional updates include a roof replaced in 2017 with 30-year coverage. With its combination of updates, flexible living space, and convenient location, this home is ready for its next chapter!

123 Likens Way, Winchester

Listing courtesy of Keller Williams Realty. Contact:

105 Biscane Ct, Winchester
$420,000
3 Beds ⋅ 4 Baths
Discover a serene retreat that invites you to unwind and embrace the comforts of home. This charming townhome, with its warm ambiance and thoughtful design, is a canvas ready for your personal touch. Imagine cozy evenings spent by the fireplace, where the flickering flames create a welcoming atmosphere for gatherings or quiet nights in. The spacious layout offers endless possibilities for customization, allowing you to create the perfect living space tailored to your lifestyle. Whether you envision a modern open-concept design or a more traditional layout, this property provides the flexibility to bring your vision to life. Natural light floods the interior, enhancing the inviting atmosphere and highlighting the potential for beautiful decor. Step outside to discover a blank canvas for your outdoor oasis. The expansive yard offers ample space for gardening, outdoor dining, or simply enjoying the fresh air. Picture summer barbecues with friends or peaceful mornings sipping coffee on your porch, surrounded by nature's beauty. This property is not just a house; it's a place where memories are made. The fireplace serves as a focal point, perfect for cozy gatherings during chilly evenings, while the overall layout encourages a seamless flow between spaces, making it ideal for both entertaining and everyday living. Located in a tranquil neighborhood, you'll enjoy the peace and privacy that comes with this setting, while still being conveniently close to local amenities. Explore nearby parks, shops, and dining options, all just a short drive away, ensuring that everything you need is within reach. This is more than just a property; it's an opportunity to create a home that reflects your unique style and aspirations. With its inviting features and potential for personalization, this home is ready to welcome you into a life of comfort and joy. The home features new carpet in the basement and fresh paint throughout.

105 Biscane Ct, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

3016 Siler Rd, Winchester
$649,900
2 Beds ⋅ 1 Baths
WILLOW POND. Very difficult to find larger acreage 15 minutes from Winchester. 47+ acres with a very unique cabin. Land is wooded with tall hardwoods, pines. The cabin was constructed in 1966, by the same family that continues to own the property. The cabin is private, located pretty much in the middle of the property, with a long driveway. The home overlooks an acre pond. The cabin was built from a custom kit, utilizing vaulted ceilings and exposed log rafters. The interior walls are tongue-n-groove pine boards. The wood exterior has been covered with aluminum siding. Casement windows and roof shingles (architectural) have been replaced in the recent past. Within the wooded land, there are two open fields of a few acres each. At the back end of the land there is a trail that runs between this and the neighbor's property that is supposedly a part of the Tuscarora Trail. The land has long road frontage (approximately 1800') on state maintained Siler Road. Call for more details. Come take a walk or a ride!

3016 Siler Rd, Winchester

Listing courtesy of Cedar Creek Real Estate. Contact:

2660 Daniel Ter, Winchester
$305,000
2 Beds ⋅ 2 Baths
This well-maintained Colonial townhouse in Limestone Terrace offers a wonderful opportunity for first time home buyers or as a prime investment with strong rental potential. Built in 1990, the property features a traditional floor plan with 2 bedrooms and 1.5 bathrooms. Interior highlights include hardwood flooring, a spacious living room off the kitchen, and a combination kitchen/dining area, perfect for entertaining. The kitchen is equipped with essential appliances such as a built-in microwave, dishwasher, and refrigerator. The partially finished basement provides additional living space and includes garage access enhancing functionality. Exterior features include well-maintained sidewalks and street lights, contributing to a safe and inviting neighborhood. The property benefits from an attached garage and a concrete driveway, offering ample parking for residents and guests. The association fee covers lawn maintenance and snow removal, reducing the burden of upkeep for homeowners and investors alike. The property is in very good condition, making it a turn-key property.

2660 Daniel Ter, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

151 Travis Ct, Winchester
$508,999
5 Beds ⋅ 4 Baths
NEW PRICE - SPACE, PRIVACY & EXCEPTIONAL VALUE IN RED FOX RUN! If you've been searching for a spacious home with room to spread out, a private setting, and major improvements already completed, take another look here! Offering over 3,500 finished square feet across three levels, five bedrooms, three full baths and one half bath, this home offers an impressive amount of living space for the price! Situated on one of the larger lots in Red Fox Run, this home enjoys a desirable cul-de-sac setting, a level front yard and driveway, a fenced backyard, and a peaceful wooded backdrop. The property extends beyond the rear fence, providing additional wooded space and privacy. Inside, you'll find generous living areas, a welcoming kitchen, and a flexible floor plan with plenty of options for everyday living and entertaining. The finished lower level includes a bedroom and full bathroom, making it ideal for guests, a home office, hobbies, or additional living space. Several big-ticket improvements have already been completed, including a brand-new roof, newer main-level HVAC system, updated appliances, fresh family room carpeting, and a freshly power-washed exterior. Located in the established Red Fox Run community, known for its neighborhood gatherings and community spirit, this home offers a wonderful combination of space, privacy, and convenience. This is an opportunity worth a closer look! MORE SPACE. MORE PRIVACY. MORE HOME FOR YOUR MONEY.

151 Travis Ct, Winchester

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

961 Meadow Ct, Winchester
$699,000
5 Beds ⋅ 5 Baths
PRICE DROP!! Warm, elegant, and beautifully maintained, this 5-bedroom, 4.5-bath home offers gracious living in a desirable City of Winchester neighborhood with no HOA. Step into the spacious foyer, where refined crown molding and a striking staircase create a memorable first impression. Just beyond, a private office with built-in shelving and a cleverly concealed Murphy bed offers exceptional versatility, while the formal living room flows gracefully into a column-framed dining room designed for memorable gatherings. At the heart of the home, the bright and welcoming kitchen features an island cooktop and an adjoining breakfast area with double doors opening to a hardscaped patio - a lovely setting for morning coffee in the eastern sun. The family room invites you to settle in beneath vaulted ceilings beside the warmth of the gas fireplace, while a second staircase provides convenient access to the upper level. Upstairs, four generously sized bedrooms offer comfort and privacy, including two with en-suite baths, plus an additional full bath. The serene primary suite features two walk-in closets and a spacious bath with a soaking tub and separate walk-in shower. The finished lower level provides abundant space for entertaining, exercising, playing, or relaxing, along with generous storage, a half bath, and walk-up access to the backyard. Thoughtful updates include a new roof (2024), main-level HVAC (2026), upper-level HVAC (2023), updated carpeting (2018), and a kitchen refresh (2019). Immaculate, spacious, and wonderfully inviting, this exceptional home is ready to welcome its next owner. Schedule your private tour today.

961 Meadow Ct, Winchester

Listing courtesy of Colony Realty. Contact:

4208 Apple Pie Ridge Rd, Winchester
$625,000
4 Beds ⋅ 2 Baths
Welcome to peaceful country living on sought-after Apple Pie Ridge. This farmette situated on approximately 6.34 acres, offers the space, privacy, and charm that make Shenandoah Valley living so desirable. The home features four bedrooms, two bathrooms, warm knotty pine flooring, generous living space, and numerous practical improvements that create a comfortable country lifestyle. With one bedroom and bathroom on the main level, the home is conveniently set up for all stages of life. Outside, enjoy open acreage with room for gardening, recreation, or simply taking in the surrounding countryside. A detached garage with a wood stove provides excellent workshop or hobby space, while the basement and attic offer additional storage and flexibility. Whether you're looking for room to spread out, a place to enjoy quiet evenings, or a property that balances rural living with convenient access to Winchester, this home offers a wonderful opportunity. Experience the beauty of Apple Pie Ridge while enjoying the comfort of a well-maintained country home.

4208 Apple Pie Ridge Rd, Winchester

Listing courtesy of Virginia Real Estate. Contact:

159 Lavender Hills Ln, Winchester
$724,000
4 Beds ⋅ 4 Baths
Welcome to 159 Lavender Hills Lane, where space, comfort, and a peaceful setting come together in a home designed for both everyday living and entertaining. With approximately 4,600+ finished square feet across three finished levels, this spacious home offers plenty of room to spread out. The main level features an open floor plan with formal living and dining areas, an updated kitchen with upgraded cabinetry, countertops and stainless steel appliances, a breakfast area, and a large family room perfect for gathering. Upstairs, the spacious primary suite offers a relaxing retreat with a large walk-in closet and private bath featuring a soaking tub and tiled shower. Two additional bedrooms share a Jack-and-Jill bath, while a fourth bedroom includes its own private bath, ideal for guests or family. The finished walkout basement provides even more flexible living space with plenty of possibilities for a recreation room, home gym, office, media room, or guest space. Outside, enjoy the peaceful surroundings from the back deck with a screened canopy, creating a wonderful spot for morning coffee, quiet evenings, or outdoor entertaining. The fenced backyard adds another layer of functionality for pets, play, or simply enjoying your own outdoor space. The home has also benefited from numerous significant updates, including newer AC units, an upgraded 80-gallon water heater, high-speed Starlink internet, a newer microwave, upgraded sump pump, new laundry room cabinets, upgraded garage doors, a new furnace in 2025, new heat pump in 2026, and septic service and pump replacement in 2026. With generous living space, a finished walkout lower level, a peaceful outdoor setting, and extensive system updates already completed, **159 Lavender Hills Lane offers the space to live, work, relax, and entertain—all in one place.**

159 Lavender Hills Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Homesite 40 Shuoner Court, Winchester
$384,990
4 Beds ⋅ 4 Baths
🏡 Winter Delivery – St. Paul LAST END UNIT!! 4 Bedrooms | 3.5 Bathrooms | Finished Lower Level | Larger Composite Deck | 🔥 Beautiful wooded homesites are available! Enjoy up to 2,250 sq. ft. of modern, open-concept living. Customize the home to fit your style, or keep the included selections as-is at the advertised price—including the fourth bedroom and full bathroom on the lower level. ✨ Home Highlights 🍽 Open-concept main level—perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper-Level Retreat 🚿 Deluxe Silver primary bathroom with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms and a full bathroom 🎬 Finished Lower Level 🛏 Fourth bedroom 🛁 Full bathroom 💼 Ideal for guests, a home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches and smart-home features 🌅 Larger composite deck 🏦 Special financing programs available 💰 Builder incentives available when using the preferred lender 📅 Projected delivery: WINTER 📲 Contact the listing agent for current pricing and incentives. 📸 Photos are representative and may show optional features.

Homesite 40 Shuoner Court, Winchester

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

118 Shuoner Ct, Winchester
$359,990
3 Beds ⋅ 3 Baths
🏡 MOVE IN READY NOW ✨ St. Paul Townhome TBB | 3 BR | 2.5 BA | 🚗 1-Car Garage | Finished Lower Level 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living designed for today's lifestyle. ✨ Home Highlights 🍽 Open-concept main level — perfect for entertaining family and friends 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring throughout the main level 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with spa-inspired rain shower 👕 Spacious walk-in closet 🧺 Convenient bedroom-level laundry 🛏 Two additional bedrooms and a full bath 🎬 Finished Lower Level 🛁 Finished recreation room 🛏 Beautiful 12" x 24" tile in all full bathrooms and laundry room 💼 Perfect space for guests, a home office, gym, media room, or playroom 🌟 Additional Features 🌳 Professionally designed townhome landscaping package 🔌 Deako smart light switches and smart home features 🏡 Energy-efficient construction and modern finishes throughout 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 MOVE IN READY NOW 📲 Contact Jimmy Thomas for current pricing, available homesites, and incentives. 📸 Photos are representative and may show optional features.

118 Shuoner Ct, Winchester

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

140 Swansong Pl, Winchester
$424,990
4 Beds ⋅ 4 Baths
BUILDER OFFERING BELOW MARKET RATE FINANCING OPTION ON THIS QUICK MOVE IN HOME!! Brand-New 4-Bedroom Townhome with deck is ready for Move-In! Enjoy stylish, low-maintenance living in Snowden Bridge's newest section. This thoughtfully designed home features a convenient entry-level bedroom, oak stairs with upgraded railings, and luxury vinyl plank flooring throughout the main level. The bright gourmet kitchen showcases elegant cabinetry, quartz countertops, and stainless steel appliances, flowing seamlessly into the open living spaces. Upstairs, the spacious primary suite provides a private retreat. Located in a vibrant community with resort-style amenities including a pool, playgrounds, trails, and more to come. Ask about builder incentives!

140 Swansong Pl, Winchester

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

116 Cardigan Way, Winchester
$704,990
4 Beds ⋅ 4 Baths
This 4‑bedroom Torrington home with a main‑level primary suite 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, white 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 primary suite on the main level includes an ensuite bath and 2 walk in closets. Step outside to the rear sundeck, ideal for relaxing or entertaining. Oak stairs lead to the upper level, where you’ll find three spacious secondary bedrooms and an additional full bath. Another set of oak stairs leads to the lower level with a recreation room and full bath. Located in Snowden Bridge, a premier master‑planned community offering resort‑style amenities including: Swimming pool, 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! 📸 Photos are of a model home and may show optional features.

116 Cardigan Way, Winchester

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

116 E Cork St, Winchester
$389,000
2 Beds ⋅ 1 Baths
**FREE 1% RATE REDUCTION for first year with purchase!!!** Ask the listing agent for info: A RARE downtown gem in the heart of Winchester! Discover the charm and convenience of this beautifully restored circa-1900 row house, ideally located just one block from Winchester’s iconic Walking Mall. Enjoy an exceptional walkable lifestyle with an array of restaurants, coffee shops, boutiques, and nightlife right outside your door - all with no HOA! Thoughtfully renovated from top to bottom, this home combines historic character with modern comfort, featuring updated plumbing and electrical systems, beautiful hardwood flooring, and a spacious gourmet kitchen with granite countertops and convenient direct access to the rear deck featuring a relatively new 6' privacy fence—perfect for outdoor dining, entertaining or simply relaxing after a long day. Additional highlights include a front-loading washer and dryer, ceramic tile bath, high-end window treatments, and a generous walk-in closet. The transformation continues outside, where the fully restored and freshly painted exterior has just been completed, including a newly painted metal roof, along with a freshly restained rear deck and front porch. Fresh interior paint throughout adds to the bright, polished presentation. Beautifully updated, exceptionally located, and full of character, this special downtown property is truly move-in ready and a must-see! Enjoy extra storage in the clean & dry cellar space featuring solid concrete floors. Contact the listing agent today for more info or your own private showing. **Buyer must use seller preferred lender to receive the rate reduction. Offer valid through 3/31/27

116 E Cork St, Winchester

Listing courtesy of Real Broker, LLC. Contact:

136 Brookland Ct Unit 9, Winchester
$249,900
2 Beds ⋅ 2 Baths
One of the best units in the area! This stunning top-level condo located is the epitome of turnkey. Brimming with chic vibes, clean finishes, and an abundance of natural light, this updated home boasts a bright, spacious layout with vaulted ceilings. The sunlit living room serves as a captivating centerpiece, featuring skylights, a cozy gas fireplace, an open dining area, and direct access to a private balcony perfect for relaxing outdoors. In the kitchen, cook with style thanks to the airy architectural height and sleek stainless steel appliances. Down the hall, you'll find a bright, spacious primary bedroom that serves as a true retreat, offering a generous walk-in closet and a beautifully updated ensuite primary bath complete with a modern walk-in shower. A second large bedroom highlights charming bay windows, double closets for extra storage, and is served by another updated full bath. Enjoy the ultimate everyday convenience with an in-unit washer and dryer, off-street parking, and an unbeatable location close to schools, shopping, dining, and major commuter routes. Your monthly condo fee provides total peace of mind by covering water and sewer, along with neatly maintained common areas, professional lawn care, snow removal, and trash services. Offering the ideal combination of comfort, style, and low-maintenance convenience, this top-floor residence represents prime Winchester living at its best.

136 Brookland Ct Unit 9, Winchester

Listing courtesy of Colony Realty. Contact:

119 Meadowbrooke Pl, Winchester
$385,000
3 Beds ⋅ 2 Baths
SAVE APPROXIMATELY $229.60/MONTH ON YOUR MORTGAGE FOR THE FIRST YEAR! Take advantage of an exclusive 1% temporary interest rate buydown, paid for by EmpowerHome Mortgage! That’s approximately $2,755.22 in first-year savings! No cost to the buyer or seller for the buydown. PLUS, ask about our complimentary refinance opportunity! Available to qualified buyers financing through EmpowerHome Mortgage, LLC NMLS# 2018277. Terms and conditions apply. Buyers are free to use any lender. Charming Cape Cod in a convenient east-side Winchester neighborhood, situated on a cul-de-sac with a fenced rear yard. This 3 bedroom, 2 bath home features a beautifully renovated kitchen (2023) with new cabinets, appliances, flooring, countertops and tile backsplash. The inviting front living room offers a wood-burning brick fireplace. A versatile main-level bonus room can serve as a main level bedroom or spacious family room which includes a large storage alcove. The dining room and home office provide additional flexible living space. The HVAC was replaced in 2024, and the crawl space is encapsulated. This home is move in ready and waiting for its new owners! Call today to schedule your showing.

119 Meadowbrooke Pl, Winchester

Listing courtesy of Keller Williams Realty. Contact:

Homesite 3 Monteith Dr, Winchester
$359,990
3 Beds ⋅ 4 Baths
***OFFERING UP TO $5,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone! *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

Homesite 3 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact:

337 George St, Winchester
$429,900
5 Beds ⋅ 2 Baths
Fantastic location, classic brick charm, and plenty of space! This well-located rambler offers easy access to Route 50, Route 37, and I-81, while being just minutes from Valley Health. A long driveway, carport, concrete patio, and large, level backyard provide plenty of outdoor space and convenience. Inside, you’re welcomed by a light and bright living room featuring beautiful hardwood floors and a cozy fireplace. The kitchen opens directly to the dining room, creating a functional layout for everyday living and entertaining. All 3 bedrooms feature hardwood floors and share a hall bath that has been updated but still kept a classic vintage look. The fully finished basement adds even more versatility, featuring two bedrooms, a spacious den with a second fireplace, and a kitchenette. Whether used for guests, extended living space, a home office, or recreation, the lower level offers plenty of possibilities. With a convenient location, generous yard, multiple living spaces, and a flexible finished basement, this home is ready to make your own!

337 George St, Winchester

Listing courtesy of Samson Properties. Contact:

138 Copeley Cir, Winchester
$399,900
3 Beds ⋅ 4 Baths
Welcome to 138 Copeley Circle! This beautifully maintained 3-bedroom, 3.5-bath home offers spacious, comfortable living with a thoughtfully designed floor plan and plenty of room to entertain. The main level features an inviting living area, a well-appointed kitchen with ample cabinetry and counter space, and a dining area that opens to an extended deck, creating the perfect space for outdoor dining, relaxing, and entertaining. Upstairs, you’ll find generously sized bedrooms, including a comfortable primary suite, while the additional finished living space provides flexibility for a home office, recreation area, or guest space. With 3 full bedrooms, 3.5 bathrooms, an attached 1-car garage, and an extended deck, this home combines functionality with low-maintenance living. Conveniently located in the Winchester area, 138 Copley Circle is close to shopping, dining, schools, commuter routes, and the many amenities Winchester has to offer. Whether you're a first-time buyer, growing household, or looking for a move-in-ready investment, this home is ready to welcome its next owner.

138 Copeley Cir, Winchester

Listing courtesy of Realty FC. Contact:

1 E Hart St, Winchester
$299,900
4 Beds ⋅ 3 Baths
Enjoy downtown Winchester living with plenty of flexibility! This 4-bedroom, 2.5-bath townhome offers a functional layout in a convenient location close to restaurants, shopping, schools, Handley games, and all that downtown Winchester has to offer. The main level features a comfortable living area, kitchen with eat-in space, and access to a beautiful Trex deck overlooking the fully fenced backyard. Upstairs, you'll find three bedrooms and a full bath. The finished walk-out lower level adds even more versatility with a fourth bedroom, full bath, and laundry area. Step outside to a stamped concrete patio and fenced yard with storage shed. With multiple outdoor living spaces, off-street parking, and an incredibly convenient location, this home offers plenty of possibilities inside and out.

1 E Hart St, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

621 Patterson Ave, Winchester
$344,500
4 Beds ⋅ 3 Baths
MOTIVATED SELLER! Some homes simply feel right the moment you arrive—and this charming Cape Cod in an ideal in‑town Winchester location is one of them. Offering 3–4 bedrooms and 2.5 bathrooms, the layout flows with an easy, everyday comfort. The main level features two convenient bedrooms, a bright and inviting living room, a dedicated dining area, and a renovated kitchen with new cabinets and stainless‑steel appliances. In 2021, the home received a thoughtful refresh, including new vinyl plank flooring throughout, renovated bathrooms, new light fixtures, updated receptacles/switches/covers, a new roof, and updated plumbing for added peace of mind. Upstairs, two additional rooms and a half bathroom provide flexible space—whether you envision a fourth bedroom, office, or bonus retreat. With over 2,000 sq ft of finished living space, the home also includes a finished basement with a full bath and direct walkout access to the backyard, creating an ideal setting for a second living area, guest space, or recreation zone. Outdoors, a spacious deck and fully fenced backyard with privacy fencing offer a comfortable retreat perfect for relaxed evenings, weekend grilling, and easy gatherings. All of this is just moments from downtown Winchester’s shopping, restaurants, and everyday conveniences. Schedule your tour today and experience the feeling for yourself!

621 Patterson Ave, Winchester

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

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