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$399,900
2 Beds ⋅ 2 Baths
Set on nearly two acres just minutes from historic downtown Winchester, this beautifully maintained one-level home delivers the rare combination of open country space and everyday convenience. A classic covered front porch welcomes you in, opening to a bright, open-concept kitchen and living with 10' ceilings. This central living area is designed for easy flow — cooking, gathering, and relaxing all in one connected space. Two comfortable bedrooms and two full baths include a spa-inspired retreat. One with a luxurious walk-in shower and the other with a step-up soaking tub. Out back, a covered patio overlooks the wide, level lawn — a quiet spot for morning coffee or evening entertaining, framed by mature trees and open sky. Storage and workspace are never an issue here: a two-car attached garage plus a separate detached garage offer room for vehicles, tools, hobbies, or a workshop. Manicured landscaping, crisp white siding, and a white-fenced property line complete the picture. Move-in ready, meticulously cared for, and surrounded by room to breathe — all within a short drive of Winchester's shops, dining, and Old Town district.

211 Marple Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact: (301) 365-0664
$439,900
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today!

153 Fox Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$399,000
3 Beds ⋅ 2 Baths
OPEN HOUSE SATURDAY SEPTEMBER 12 FROM 11AM-1PM. Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship. The main level highlights Large, open rooms designed for seamless living and entertaining. Bright and open kitchen enjoys newer double ovens, dishwasher, new cooktop and SS hood, new kitchen sink, faucet and new butcher block countertops! The Sunroom features beautiful, heated terracotta tile floors and new double pane windows that flood the space with natural light. Outdoor boasts your classic front porch spanning the width of the house, perfect for relaxing with your favorite beverage. The main floor hosts a 1/2 bath and convenient laundry room. The second level with three generous bedrooms, each equipped with spacious closets, also features a large hall linen closet. The renovated Full Bath comes with custom tile flooring and a sleek, walk-in glass shower. Enjoy the perfect blend of neighborhood charm and urban convenience. If outdoors is your vibe, relaxing on the stone patio with plenty of room for outdoor furniture and a deep, fully fenced yard for kids and pets to enjoy! This home sits just minutes from vibrant downtown restaurants, shopping, and entertainment. Don't miss the opportunity to own a piece of history featuring the perfect balance of original 1930s details and thoughtful modern updates! Call me today to arrange your private showing. PROFESSIONAL PHOTOS COMING SOON. Agent Related to Seller.

633 Pennsylvania Ave, Winchester

Listing courtesy of Colony Realty. Contact:

$849,900
3 Beds ⋅ 2 Baths
Four month build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (Aspen); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 2,512 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.

lot 12 Keval Gyan Way, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$749,900
5 Beds ⋅ 4 Baths
Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in laudry room, bonus room being used as a main floor bedroom. Major updates provide peace of mind, including a new roof (2025), HVAC systems replaced in 2023, 2024, and 2025, a new pressure tank, water heater, sump pump, Culligan water softener, and updated light fixtures. Enjoy outdoor living on the spacious deck and paver patio, ideal for entertaining or relaxing. Inside, the kitchen features hardwood flooring, Corian countertops, a pantry, and ample cabinet space. The main level showcases elegant crown molding, a convenient laundry room with a shower, and freshly painted rooms that give the home a bright, refreshed feel. The oversized primary suite includes a huge walk-in closet for exceptional storage. Full, unfinished, walkout level basement. Enjoy the privacy of country living while still being conveniently located to nearby amenities. Check out our 3D Tour attached to this listing!

175 Shields Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$359,000
3 Beds ⋅ 1 Baths
Lovingly maintained, this charming brick rancher is the perfect starter home or investment opportunity! The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen, and a spacious living room filled with natural light. The full unfinished basement provides endless potential for additional finished living space, while an existing hobby room is already in place—perfect for sewing, crafts, a workshop, or a home office. A unique bonus is the custom-built "catio" just off the back of the home, creating a safe outdoor retreat for your feline friends. Outside, enjoy a private backyard with mature landscaping and a detached one-car garage. Ideally located just minutes from Old Town Winchester, the Walking Mall, the Museum of the Shenandoah Valley, Winchester Medical Center, shopping, dining, and commuter routes, this home offers both convenience and charm. Major updates completed in 2016 include new windows, HVAC, roof, driveway, and beautifully refinished hardwood floors. The home is served by public water and a private septic system.

805 Pennsylvania Ave, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact: (540) 687-8500
$389,160
4 Beds ⋅ 4 Baths
This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft., there is plenty of space to entertain and live comfortably. Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features gray cabinets with quartz countertops along with stainless steel appliances by Whirlpool. Relax on your 8'x14' rear deck and take advantage of the built-in Smart Home features. Washer and dryer plus whole house blinds included! Set for October closing! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

171 Sioux Loop, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139
$402,160
4 Beds ⋅ 4 Baths
Move into your new home this October and enjoy the best of fall in this stunning Adams end-unit townhome! Featuring a classic white siding exterior and bright, timeless white cabinetry, this home offers 4 bedrooms, 3.5 baths, a 1-car garage, and 1,889 square feet of thoughtfully designed living space across three levels. The main level showcases 9-foot ceilings, luxury vinyl plank flooring, quartz countertops, and Whirlpool stainless steel appliances. Included features such as a deck, washer and dryer, blinds, and smart home technology make moving in easy and convenient. Monitor and control your home from almost anywhere with built-in smart home features. Don't miss this beautiful end-unit opportunity, ready just in time for a perfect fall move-in! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

169 Sioux Loop, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139
$649,900
5 Beds ⋅ 3 Baths
Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community! Surrounded by mature trees and offering a peaceful setting, this home combines the space of country living with the convenience of being just minutes from shopping, dining, medical facilities, and all that Winchester has to offer. Designed with flexibility in mind, this home features 5 bedrooms and 3 full baths, including a private wing tucked behind the garage with a bedroom, full bath, and adjoining den. Located just off the kitchen, this space is ideal for an in-law suite, guest quarters, home office, or multi-generational living. The finished lower level provides even more living space with an additional bedroom, full bath, kitchen, and dining area, creating endless possibilities for recreation, extended family, or entertaining. Step outside to enjoy the spacious backyard, mature landscaping, and patio, offering plenty of room to relax, garden, or host gatherings. Stonebrook Farms is one of Winchester's most sought-after neighborhoods, offering the opportunity to join the optional Stonebrook Club, featuring swimming, tennis, pickleball, and social activities. With its combination of generous living space, a beautiful setting, and an exceptional location, this home is ready for its next chapter.

146 Stonebrook Rd, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$400,000
2 Beds ⋅ 2 Baths
Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community.

1853 Rosser Ln, Winchester

Listing courtesy of Realty FC. Contact: (540) 931-0144
$749,900
3 Beds ⋅ 3 Baths
Beautifully renovated 1918 farmhouse situated on 10 scenic acres with views of Opequon Creek, accessible creek frontage, a picturesque pond, and some fenced acreage. Conveniently located approximately five miles from downtown Winchester with easy access to shopping, dining, entertainment, Jim Barnett Park, the Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. This 3-bedroom, 2.5-bath home blends historic character with modern updates. The remodeled kitchen features new cabinetry, granite countertops, and stainless steel appliances. All bathrooms have been updated with new vanities, tile flooring, lighting, tubs, showers, toilets, and mirrors. Original hardwood floors, stairs, and wood trim have been refinished, while additional improvements include new windows, three exterior doors, fresh interior paint, updated lighting, outlets, ceiling fans, a new roof, and a renovated upper porch with new flooring, ceiling, and railings. Major updates include replaced water and drain lines to the kitchen and bathrooms, replacement boiler for the first-floor oil heat, second-floor HVAC systems and ductwork (2019), electric water heater (2019), new septic distribution box with a completed 8/2026 septic inspection, replacement Permacast front porch columns, updated gutters with gutter guards (2020), and a newer basement steel entry door (2019). The detached garage has also been renovated with a new roof, gutters, fascia, soffit, overhead door and opener, entry door, and concrete floor. A new brick paver walkway and landscaping complete this move-in-ready property, offering the perfect combination of acreage, water views, and modern updates just minutes from Winchester. Chimney Disclosure: All chimneys convey as-is. The chimney behind the kitchen has been permanently sealed and is not functional. The living room chimney is lined for use with a wood or pellet stove. The rear porch chimney serves the boiler heat system. The garage chimney is capped; the cap may be removed if desired. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

2122 Jones Road, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$339,999
2 Beds ⋅ 2 Baths
This beautifully maintained 3-bedroom, 1.5-bath townhome offers three finished levels of living space with even more potential in the basement to create an additional bedroom, office, or recreation room. Step inside to find numerous recent updates, including new LVP flooring, fresh paint, updated lighting, new carpet upstairs, updated interior door hardware, a new washer and dryer, and a new hot water heater with updated plumbing. The spacious living areas flow seamlessly to a large rear deck overlooking peaceful woods, providing the perfect spot to relax or entertain. The fully fenced backyard is ideal for pets, play, or gardening. The HOA makes maintenance easy by mowing the front lawn and offers excellent neighborhood amenities, including a community in-ground pool, playground, and dog park, giving you resort-style living close to home.

120 Scirocco Ln, Winchester

Listing courtesy of Mountains Edge Realty LLC. Contact: 5406831891
$350,000
3 Beds ⋅ 2 Baths
NEW CONSTRUCTION — PRICED TO SELL AT $350,000! If you’ve been waiting for new construction that offers more than just fresh finishes, 302 Pheasant Drive deserves a look. Built by a local builder with more than 20 years of experience, this 3-bedroom, 2-bath ranch combines quality craftsmanship, one-level living, and a full walkout basement that gives you room to grow. The main level offers an open, functional layout with LVP flooring throughout and a bright kitchen that serves as the heart of the home. Granite countertops, soft-close cabinetry, stainless steel appliances, and a large center island create a clean, practical space for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms and a second full bath provide flexibility for guests, family, or a home office. Downstairs, the 1,232-square-foot unfinished walkout basement adds an entire second level of possibilities. Use it now for storage, a workshop, or recreation space, or finish it later to expand the home’s usable living area. The walkout access also makes the basement feel far more functional than a typical unfinished lower level. The home was built with ZIP System® wall sheathing and a poured concrete foundation, reflecting the builder’s attention to durable construction as well as the finished details. From the covered front porch to the rear deck and the craftsmanship throughout, this home offers the benefits of brand-new construction without feeling generic. New construction. One-level living. Full walkout basement. Quality that goes beyond the finishes. Now offered at $350,000—come see 302 Pheasant Drive for yourself!

302 Pheasant Dr, Winchester

Listing courtesy of Virginia Real Estate. Contact: 5406452999
$280,000
3 Beds ⋅ 1 Baths
Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today!

2810 N Frederick Pike, Winchester

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact: 3042628700
$275,000
2 Beds ⋅ 2 Baths
The perfect first home, or investment property has hit the market!! Here she is folks, with Fresh paint and carpet throughout. Spacious living room and large eat in kitchen on the main floor, leading to back deck and fenced in back yard. Upstairs you will find the two very generously sized bedrooms with full bath and TONS of closet space! list of improvements as follows... air conditioning units (indoor and out) May 2013, Roof July 2015, deck April 2013, gas furnace November 2023, Brand New Gas water heater! Trash service is included in the $720 per year HOA fees. Worry free living has arrived!!

207 Banbury Ter, Winchester

Listing courtesy of Roberts Realty Group, LLC. Contact: (304) 930-1290
$3,250,000
12,645 sf of B2 office space on 1.5 AC and 1.03 AC of B2 Land for a total of over 2.5 AC of Commercial Land. Building was built in 1997 and used as a large regional bank. Multiple offices, conference rooms, bathrooms and space for growth. Call broker for showing and additional details

4095 Valley Pike, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$399,900
3 Beds ⋅ 3 Baths
**PRICE DROPED, SELLER MOTIVATED**Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location. Main Level: Hardwood flooring flows through the open living areas, creating a bright and inviting atmosphere ideal for both daily living and entertaining. The primary suite features a walk-in closet and private full bathroom. Two additional bedrooms share a full hallway bathroom. Finished Lower Level: The finished basement expands the home’s functionality with a full bathroom, dedicated office, and versatile den—perfect for remote work, a media room, guest space, or family activities. Walk-out access leads directly to the deck. Outdoor Living & Parking Enjoy a walk-out deck overlooking a large backyard, ideal for outdoor dining, recreation, or simply relaxing. A two-car attached garage provides convenient parking and storage. Location & Neighborhood Amenities Situated in a convenient Winchester location with easy access to major routes including I-81, Route 37, and Route 11. Residents enjoy proximity to the charm of Old Town Winchester and its walkable Loudoun Street Pedestrian Mall, filled with local shops, restaurants, and historic character. Nearby amenities include shopping centers, Jim Barnett Park with trails and recreational facilities, the Museum of the Shenandoah Valley, and everyday conveniences. The area also offers access to outdoor recreation throughout the Shenandoah Valley while remaining close to major employers and services. This home combines comfortable main-level living, flexible lower-level space, and a private outdoor setting in a location that supports both convenience and lifestyle. Ideal for those seeking space to grow while remaining connected to everything Winchester has to offer.

101 Fay St, Winchester

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$115,000
Ever dreamed of owning your own private A-frame cabin in the woods? Whether you're searching for the perfect weekend retreat, a unique short-term rental opportunity, or a peaceful getaway to enjoy with family, friends, or clients, this charming mountain cabin is full of potential. Tucked away in a quiet, wooded setting with easy year-round access, this hidden gem offers the perfect balance of privacy and convenience. Relax on the spacious front deck surrounded by mature trees with peaceful wooded views, or unwind on the rear deck while taking in breathtaking long-range mountain views that truly feel like a million-dollar backdrop. Inside, you'll find a cozy A-frame cabin that is being sold furnished. The current owner has enjoyed it as a weekend getaway, and it's ready for the next owner to complete the vision and create their own mountain retreat. The loft provides additional sleeping space while maintaining the classic A-frame design. Located approximately 30 minutes from Historic Downtown Winchester, about 30 minutes from Front Royal, and roughly 1½ hours from Fairfax, this property is close enough for an easy weekend escape while feeling worlds away from the hustle and bustle. Residents enjoy low real estate taxes, low HOA dues, and community amenities including a scenic pond and waterfall. As more homes continue to be built throughout the community, this peaceful mountain neighborhood is quickly becoming a hidden gem with strong future potential. Property is being sold furnished and strictly As-Is.

403 Stag Trl, Winchester

Listing courtesy of Colony Realty. Contact:

$639,900
4 Beds ⋅ 4 Baths
Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate.

1529 Dalton Pl, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$369,999
3 Beds ⋅ 3 Baths
Welcome to this beautifully upgraded townhome in the highly sought-after Winchester Landing active adult community! Built in 2023, this move-in-ready home offers the perfect blend of modern style, comfort, and convenience. Designed with true main-level living in mind, the spacious first floor features a desirable primary suite, full bath, and laundry room, making everyday living effortless. The bright, open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space for entertaining or simply relaxing at home. Since purchasing the home, the sellers have thoughtfully invested in numerous upgrades, including luxury vinyl plank flooring, stylish designer light fixtures, ceiling fans, and a premium high-end washer and dryer, adding both elegance and functionality throughout the home. Upstairs, you'll find additional bedrooms and a full bath, providing the perfect space for guests, hobbies, or a home office. Outside, enjoy the low-maintenance lifestyle that Winchester Landing is known for, with lawn care included, while being conveniently located near shopping, dining, medical facilities, and major commuter routes. Why wait months for new construction when you can own a beautifully upgraded home today? 120 Maury Way offers modern finishes, thoughtful upgrades, and exceptional value in one of Winchester's most desirable communities. Schedule your private showing today!

120 Maury Way, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$1,495,000
Great Warehouse in the City of Winchester, approximately 13,000 sq. ft. will be vacant by end of October

567 N Cameron St, Winchester

Listing courtesy of Compass. Contact: (703) 310-6111
$389,900
3 Beds ⋅ 3 Baths
Welcome to this lovely and charming home located in the sought-after active adult community of Winchester Landing. Thoughtfully designed to highlight elegant architecture, stylish finishes, and countless upgrades. This home blends sophistication with comfort, creating a lifestyle that feels both refined and effortlessly relaxed. Step inside to a light-filled open layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or relaxed daily life. Hardwood floors on main and upper levels, ceramic tile kitchen flooring. The gourmet kitchen is a true centerpiece, featuring granite countertops, designer cabinetry, added backsplash, and modern fixtures—all opening to spacious living and dining areas ideal for entertaining or everyday comfort. From the dining area, step outside to the covered patio, a peaceful retreat for al fresco dining or unwinding in the shade. The main-level primary suite offers comfort and convenience, complete with a well-appointed en suite bath and a generous walk-in closet. A conveniently located laundry room adds to the home’s easy, single-level living appeal. Upstairs, two additional bedrooms offer flexibility to suit your lifestyle—ideal for guests, a home office, or hobby space. Ideally situated for convenience and lifestyle, this home is just minutes from Old Town Winchester’s charming shops and dining, 2 miles from Winchester Country Club, 3 miles from the dog park and Shenandoah University, and offers easy access to Route 7 and I-81 for commuting or weekend escapes

126 Maury, Winchester

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$969,000
5 Beds ⋅ 4 Baths
A rare opportunity to live on Lake Serene - Welcome to your private lakefront retreat on Lake Serene, where lake-life meets timeless craftsmanship. Tucked among the trees on one of Frederick County's most sought after private lakes, this beautifully renovated waterfront home offers the perfect balance of luxury, recreation and everyday comfort. Completely transformed in 2016 with a 2-story addition and thoughtful modern updates throughout, the home features a stunning custom Chefs Kitchen with rich cherry cabinetry, elegant soapstone countertops, KitchenAid gas range and Viking range hood. The spacious main level offers bright rooms bathed in natural light, gleaming hardwood flooring all showcased with fresh neutral paint and bright white trim. This floorplan flows from room to room offering space for large gatherings while feeling intimate and private. The kitchen overlooks the beautiful family room with gorgeous windows and waterfront views. This is the perfect spot for movie night or watching the game. From here the floor plan flows to spacious dining room and living room with fireplace. Step out onto the Trex Deck which overlooks the lake. Enjoy the view with your morning coffee or evening cocktail. This is the place to be. Upstairs offers 3 bedrooms including the Primary Suite which has been completely updated with beautiful spa-inspired bath. With lake views, the primary suite offers privacy and generous closet space. The two additional bedrooms have a view of the pool and share a gorgeously remodeled hall bath. Laundry and powder room are also located on the main-level allowing for everyday living activities to happen on the upper floor. Move to the lower level to find game room or office, a huge recreation room, 2 additional bedrooms (one presently used as fitness room), another beautiful full bath, wet bar and storage areas. With just under 4000 finished square feet you have all the space you need to live and extra space for storage. The 2016 renovation included 50 year architectural shingles on entire home and garage, new gutters with gutter guards, all new windows, entire home sprayed with foam insulation behind drywall; ceilings and walls, addition of Trex Deck with Trex railings and stairs to backyard, brand new custom door from family room to deck. Recent updates include, new HVAC 2022, new pool liner & pool steps 2025, pool pump replaced in last 5 years, entire home repainted August 2026, Septic pumped 2026, Chimney cleaned 2026, HVAC serviced 2026. Next - Step outside and discover your own private retreat. Extensive hardscaping; stamped concrete walkways and patio, and beautiful circular driveway with extra pull-offs, an oval in-ground heated pool, multiple outdoor entertaining spaces, and mature landscaping create a resort-like setting that's perfect for summer afternoons and evenings with views of the lake. A detached 2-bay garage also has a bonus room with fireplace which was originally utilized as an office now acts as a pool house. Life at Lake Serene is about more than the home itself. Enjoy boating, kayaking, fishing, paddleboarding, or simply relaxing by the water. Homes on Lake Serene are exceptionally limited, with many properties remaining in the same families for generations. Even more uncommon is finding a home that has already been tastefully updated—allowing you to begin enjoying the lake lifestyle immediately instead of planning years of renovations. The lake offers a boat launch area for residents only at the dam, walking paths & winter boat storage. Whether you're searching for a full-time residence or the ultimate weekend escape, this exceptional waterfront property offers a rare opportunity to own one of the area's most desirable lake homes. Come experience why life is simply better at Lake Serene.

485 Lake Serene Dr, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$385,000
3 Beds ⋅ 2 Baths
New construction one-level home on a spacious 1-acre lot! Currently under construction and anticipated to be completed in early October 2026, this thoughtfully designed 3-bedroom, 2-bath ranch offers the ease of single-level living with an open-concept floor plan, luxury vinyl plank flooring, granite countertops, upgraded stainless steel appliances, and an attached two-car garage. The open kitchen flows seamlessly into the dining and living areas, creating a bright, welcoming space that's ideal for everyday living and entertaining. The private primary suite, spacious secondary bedrooms, modern finishes, and abundant cabinet space combine comfort, style, and functionality throughout the home. Whether you're buying your first home, downsizing, retiring, or simply looking for the convenience of one-level living, this home offers a comfortable, low-maintenance lifestyle on a beautiful 1-acre lot with room to enjoy the outdoors. Construction is anticipated to be completed in early October 2026. Buyers may still have the opportunity to make certain finish selections, depending on the stage of construction. Contact the listing agent for current construction updates, available selections, and additional details. Taxes currently reflect the land only.

300 Panther, Winchester

Listing courtesy of Preslee Real Estate. Contact: 5402274416
$127,750
Rare opportunity to own three adjoining fully wooded parcels in the quiet and peaceful Shawneeland community. Numerous residential and recreational possibilities exist with ownership of these tracts. Located just a few miles west of Winchester in the Rosenberger area of the county. Access is secured via extensive road frontage on paved Wolf Spring Trail. Utilities are close by making for easy and affordable hookups. Ideal location for a mountain top retreat or family compound. Stunning year round panoramic views of the valley below and surrounding mountains. Beautiful rock formations dot the landscape of these lots and the topography ranges from mild to steep. The acreage sprawls across the eastern slope of Great North Mountain. This land is zoned (R5) Residential Recreational Community District. The intention of the Residential Recreational Community District is to provide for a carefully planned recreational community which takes advantage of unique natural features and settings. Enjoy hiking, camping, and recreation of all types on this land. Only minutes from all the amenities and entertainment Winchester has to offer. Less than an hour from Northern Virginia.

Wolf Spring Trl, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$379,000
3 Beds ⋅ 3 Baths
*Excellent commuter location in a brand-new community conveniently situated just off Route 7 as you enter Winchester, offering easy access to major commuter routes, shopping, dining, and all that Winchester has to offer. Welcome to 109 Nootka Way, a beautifully maintained end-unit SMART townhome offering the perfect blend of modern style, comfort, and low-maintenance living. Built just a year and a half ago, this like-new home features 3 spacious bedrooms, 2.5 baths, and 1,509 square feet of thoughtfully designed living space. The open-concept main level is filled with natural light and provides an inviting space for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and living areas, creating a functional and welcoming layout. Upstairs, you’ll find a generous primary suite with an en-suite bath, two additional bedrooms, a full hall bath, and convenient upper-level laundry. As an end unit, the home enjoys added privacy, extra windows, and abundant natural light throughout. A rear-entry one-car garage provides secure parking and additional storage. Located in a desirable Winchester community with easy access to shopping, dining, commuter routes, and everyday conveniences, this move-in-ready home offers the benefits of newer construction without the wait.

109 Nootka Way, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$635,690
3 Beds ⋅ 4 Baths
Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10' ceilings, a gas fireplace, and a screened porch overlooking the wooded homesite. The finished lower level adds a rec room, third bedroom, and full bath. Enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, pickleball, bocce, pool, and hot tub. Ask about builder incentives!

3168 Ruby Royce Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$617,490
3 Beds ⋅ 3 Baths
MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Spanning 3,200 finished square feet, this two-level single family home welcomes you with a covered front porch, 9ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the entire main level. Homesite 1014 features three bedrooms, three full bathrooms, and a finished two-car front-load garage. At the heart of the home, the kitchen features granite countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and Samsung® stainless steel appliances. Enjoy a walkout deck off the great room for seamless outdoor living. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The primary bath has dual vanities and a roll-in frameless shower with floor-to-ceiling tile. A second full bath, family foyer with access to the laundry room, pantry, and two-car garage, complete the main level. The finished attached garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----This home is available for self-guided touring through NterNow, no agent or appointment required. Buyers may visit independently during daylight hours. Scan the QR code at the door for instant access and follow a few quick prompts to let yourself in. For more information, visit our website or call Van Metre Homes. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details.

134 Wagtail Ln Unit #HOMESITE 1014, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$375,000
3 Beds ⋅ 2 Baths
Situated directly across from historic Third Battle of Winchester Park, this charming brick ranch offers a rare opportunity to enjoy more than six miles of scenic walking trails, interpretive markers, and historic monuments just steps from your front door. Conveniently located with quick access to Routes 7, 11, and I-81, the property combines peaceful surroundings with exceptional accessibility. Set on approximately 2.37 mostly level, usable acres, the property provides plenty of space for gardening, outdoor recreation, or future expansion. The home features more than 1,300 square feet of living space on the main level, plus an additional 1,300-square-foot basement, offering endless possibilities. Inside, you'll find three bedrooms, one and half bath's, and original hardwood floors in the family room and bedrooms, all ready for your personal updates and finishing touches. The full walk-out basement, with its separate exterior entrance, expands the home's potential for additional living space, a recreation room, home office, or workshop. Partially finished and previously used as a recreation area, it also includes a large unfinished section with built-in shelving for exceptional storage or hobby space. Owned by the same family since it was built, this well-constructed home features a timeless brick exterior, an attached carport, a spacious rear deck, and several outbuildings ideal for storing lawn equipment, gardening tools, or outdoor gear. With solid construction, a functional layout, beautiful acreage, and an unbeatable location across from one of the area's most treasured historic parks, this property is brimming with potential and ready for its next chapter. Whether you're looking for a peaceful place to call home or an opportunity to create your dream property, this is one you won't want to miss.

735 Redbud, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$749,050
4 Beds ⋅ 4 Baths
Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door. The backyard is a true showstopper, featuring a one-year-old 20' x 40' heated Hayward OmniLogic saltwater pool with a tanning ledge, sunken spa, and Coverstar automatic safety cover. A covered Trex deck with a porch swing overlooks the private backyard, creating the perfect space for relaxing or entertaining. Inside, the main level offers a private home office with custom built-ins, a dining room, a spacious family room with a gas fireplace, and a beautifully appointed kitchen featuring a large center island, butler's pantry, stainless steel appliances, gas cooking, and a bright breakfast room. Upstairs, the spacious primary suite includes luxury vinyl plank flooring, a walk-in closet, and a spa-like bath with a jetted tub, walk-in shower, and dual vanities. Three additional bedrooms, a versatile bonus room, and an upper-level laundry room complete the second floor. The finished walk-up basement is made for entertaining with a large recreation room, wet bar with a built-in ice maker, full bath, storage room, and a flexible bonus room that can serve as a fifth bedroom, home gym, or office. Located in Raven Pointe with sidewalks and streetlights, this home is just minutes from shopping, dining, schools, and commuter routes. Offering an incredible combination of elegant living spaces and a resort-style backyard, this is a home you won't want to miss.

107 Cahille Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360