Winchester VA Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,302
Status:
Active
MLS#:
VAFV2042124
Type:
Single Family-Detached
Subdivision:
Red Fox Run
Lot size:
0.28 Acres
Year built:
2004
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Tucked just outside Winchester City limits, this spacious three-level Colonial offers a comfortable layout with plenty of room for everyday living, entertaining, and making memories. The main level features beautiful wood floors, a formal dining room, a welcoming living area, and an easy flow from the kitchen to the breakfast area and family room. The kitchen features granite countertops and opens to the breakfast area and family room, creating a warm and inviting space where everyone can gather. A gas fireplace adds an extra cozy touch to the family room and makes it the perfect place to relax at the end of the day. Step outside from the kitchen onto the covered rear porch, a wonderful spot to enjoy your morning coffee, share a casual meal, have dinner in the evening, or simply sit back and unwind. Upstairs, you’ll find a spacious primary bedroom with a private bath, along with three additional bedrooms and a full bath, offering plenty of room for family, guests, or a home office. The unfinished walkout basement features a large window and French doors that open to the rear patio. With so much potential, this space could become a future recreation room, man cave, workshop, hobby area, or additional storage. The two-car garage adds everyday convenience and extra storage. Conveniently located near shopping, dining, schools, and commuter routes, this home offers the space, comfort, and location to make everyday living easy and enjoyable. New Roof 2022 Seller is open to reasonable offers and may consider closing cost assistance with acceptable terms. Appointments only: One hour notice. Agents please leave Business Card

Beds:
3
Baths:
3.00
Sq.Ft.:
3,686
Status:
Active
MLS#:
VAFV2042092
Type:
Single Family-Detached
Subdivision:
Braddock Hills Estates
Lot size:
1.58 Acres
Year built:
1979
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Spacious Ranch Home with In-Law Suite Potential on 1.58 Acres Discover the perfect blend of space, comfort, and convenience in this ranch home offering over 3,700 finished square feet of living space. The main level features more than 2,100 square feet above grade, including 3 bedrooms, 2 full bathrooms, a spacious kitchen, beautiful hardwood floors, and an attached 2-car garage plus another 1-car garage in lower level. The fully finished lower level adds approximately 1,600 square feet and is ideally configured for an in-law suite or extended living arrangement, complete with a large family room featuring a cozy fireplace, a full bath, kitchenette, abundant storage space, and flexible living areas. Situated on a picturesque 1.58-acre wooded lot, the property is enhanced by mature trees and landscaping, creating a private, park-like setting. Enjoy the peace and quiet of country living while remaining less than 10 minutes from downtown Winchester and all its shopping, dining, and amenities. No HOA! Home is being sold As Is. Don't miss this rare opportunity to own a spacious home with multi-generational living potential in an outstanding location.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,276
Status:
Active
MLS#:
VAFV2041960
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
0.3 Acres
Year built:
2018
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

NEW PRICE! COME TO THE COUNTRY! WELCOME TO THE GOOD LIFE IN THIS RUSTIC MOUNTAIN-LAKE COMMUNITY WITH A BEACH. A short drive to downtown, Winchester Medical Center, restaurants, shopping and services. Lovely and affordable split foyer with 3 bedrooms, 3 full baths, a finished basement and a 2-car garage. Open floor plan. Large living room with vaulted ceiling. Kitchen with breakfast bar, newer stainless steel appliances and a dining area. Hardwood floors in living room, kitchen, hall and stairs. Tile floors in the bathrooms. Carpeted bedrooms and family room. Ceiling fans in the living and family rooms and the bedrooms. The 12x17 deck off the kitchen overlooks the back yard and is great for grilling and entertaining. Plenty of ways to enjoy the great outdoors in this community - private beach, fishing, lakes and ponds, playgrounds, hiking trails and scenic mountain views. Taxes include Sanitary District fee for road and common area maintenance, snow removal. Septic is an alternative system for 2 bedrooms/4 person maximum, according Health Department records. Washer and dryer do not convey.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,476
Status:
Active
MLS#:
VAFV2042378
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.13 Acres
Year built:
2026
Courtesy: Pearson Smith Realty LLC 571-386-1075
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ADDITIONAL INFORMATION

Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester amenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from mass produced construction, every selection was intentionally chosen to create a home that is both stylish and functional, offering comfort, durability, and timeless appeal. Thoughtfully designed for effortless main level living, the home features soaring ceilings, warm finishes, and inviting entertaining spaces filled with natural light. The spacious living room is lined with windows that create an open and airy atmosphere, while the stunning electric fireplace serves as a beautiful focal point. Wide, light wood, luxury vinyl plank flooring flows seamlessly throughout the main living areas, adding warmth and modern elegance. The chef-inspired kitchen perfectly blends style and functionality with striking two tone cabinetry, featuring crisp white perimeter cabinets paired with a bold black center island. The oversized island provides abundant prep space and seating, making it ideal for entertaining, casual dining, or gathering with loved ones. Stainless steel appliances, quality finishes, and a large walk in pantry complete the space. The main level also offers three generously sized bedrooms and two full bathrooms. The luxurious primary suite features a spa inspired bathroom and an expansive walk in closet. On the lower level, a spacious finished rec room offers flexible additional living space. Additional highlights include a spacious two car garage and a charming covered front porch, perfect for enjoying peaceful mornings and quiet evenings surrounded by nature. Outside, the 3 acre homesite offers endless opportunities to enjoy the outdoors and embrace the freedom of no HOA living. Whether relaxing in the privacy of your own property, entertaining guests, or simply taking in the tranquil surroundings, this home delivers the peaceful and connected lifestyle so many buyers are searching for. Additional features include premium utilities, a builder provided 1-2-10 warranty, and true move in ready convenience. If you have been searching for spacious one level living, privacy, quality craftsmanship, and modern farmhouse charm in one exceptional property, your search ends here. **PREFERRED LENDER INCENTIVE AVAILABLE** CONTACT WATERCREEK TO FIND OUT MORE**

Beds:
3
Baths:
2.00
Sq.Ft.:
1,222
Status:
Active
MLS#:
VAWI2010758
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.2 Acres
Year built:
1930
Courtesy: Real Broker, LLC 855-450-0442
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ADDITIONAL INFORMATION

Price improvement - bring offers!??? Fully Renovated SFH in Historic Winchester! ??? ??Prime location. Just minutes from charming Historic Downtown Winchester featuring local shops, restaurants, entertainment, and more! ??????? ?? Beautifully Updated throughout. This charming home offers bright, inviting living spaces with modern finishes and thoughtfully updates designed for comfortable everyday living. w ?? Just Move Right In! Major improvements include: ?? New roof ?? New siding ?? New flooring ?? Fresh drywall ?? New appliances ?? New A/C mini splits ?? Updated systems throughout ?? Practically everything has been replaced! ??? Rare Upper-Level Layout ?? 3 bedrooms upstairs ?? Full bath on upper level ?? Convenient half bath on main level ?? Outdoor Features You'll Love ?? Relaxing front porch — perfect for your morning coffee or evening beverage ?? Fenced yard for pets, play, or entertaining ?? Plenty of street parking nearby ?? Perfect Opportunity For: ?? First-time home buyers ?? Students ?? Investors seeking a turnkey property low maintenance property ?? Don't miss this beautifully renovated gem in one of Winchester’s most desirable historic locations!

Beds:
3
Baths:
4.00
Sq.Ft.:
1,756
Status:
Active
MLS#:
VAWI2010858
Type:
Townhouse
Subdivision:
Village At Valor Crossing
Year built:
2026
Courtesy: DRB Group Realty, LLC 240-457-9391
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ADDITIONAL INFORMATION

Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! 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. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! OVER $49K IN OPTIONS INCLUDED IN THE LIST PRICE** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,992
Status:
Active
MLS#:
VAWI2010922
Type:
Single Family-Detached
Subdivision:
Winchester Historic District
Lot size:
0.08 Acres
Year built:
1900
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,988
Status:
Active
MLS#:
VAWI2010886
Type:
Single Family-Detached
Subdivision:
None Available
Year built:
1948
Courtesy: Carter Braxton Preferred Properties 703-777-7772
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ADDITIONAL INFORMATION

Adorable Cape Cod in the heart of Winchester! Beautifully appointed with hardwood floors, signature arched doorways from that era adding tons of charm to this lovely home. Two main floor bedrooms, renovated and updated bath, living room with gas fireplace and brick surround, kitchen with brand new gas range, expanded space perfect for dining and entertaining with doors to the front and rear yards. Upper level is open for a bedroom or recreation room, tons of storage on either side of the room. Lower level with a workshop, built in corner cupboards, laundry, back room with shelving, separate lower level space with walkout to the front yard and driveway. The rear yard is HUGE! Fully fenced with two large storage sheds, covered back patio perfect for entertaining and all anchored by a gorgeous old Magnolia tree. New main roof in 2022, Roof on addition replaced in 2025, new water heater in 2025.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,868
Status:
Active
MLS#:
VAFV2042266
Type:
Single Family-Detached
Subdivision:
Rolling Fields
Lot size:
0.38 Acres
Year built:
1991
Courtesy: RE/MAX Distinctive Real Estate, Inc. 703-858-9108
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ADDITIONAL INFORMATION

Great Location! Move-In Ready! No HOA! Updated Split Foyer with Oversized 2-Car Garage!!! Fresh Paint from Top to Bottom All New Carpet, Granite Counters & Stainless Steel Appliances In Kitchen Gleaming Hardwoods & New LVP on the Main Level 3 BR & 2 BA Upstairs 4th BR + Large Rec Room & Laundry Room in Basement, Deck(as-is) off the Main Level overlooks treed back yard Covered Front Porch Oversized 2 Car Garage + Ample Driveway Parking Storage Shed on a Spacious 1/3acre Lot Backing to Trees!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,465
Status:
Active
MLS#:
VAWI2010834
Type:
Single Family-Detached
Subdivision:
Orchard Terr/plumly
Year built:
1940
Courtesy: RE/MAX Roots 540-686-7362
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ADDITIONAL INFORMATION

* Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features granite countertops, new stainless steel appliances, and new vinyl plank flooring. The bathrooms includes new vanities, faucet, tub, shower and new vinyl plank flooring. Major updates include a new HVAC system , new vinyl siding and gutters, and new windows. Fresh new interior paint throughout with updated lighting, outlets, and switches throughout the home. Storage shed conveys AS-IS. *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.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,055
Status:
Active
MLS#:
VAFV2042064
Type:
Single Family-Detached
Subdivision:
Red Fox Run
Lot size:
0.53 Acres
Year built:
1963
Courtesy: Samson Properties 703-896-5869
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ADDITIONAL INFORMATION

Rare offerings demand attention, and this property delivers a combination seldom found in Winchester. Originally established before Red Fox Run was developed, this .53-acre property offers the privacy, space, and flexibility that newer subdivision homes simply cannot replicate. A fully fenced concrete pool, expansive outdoor entertaining space, mature setting, and oversized homesite create a standout opportunity for buyers seeking multigenerational living, or a high-functioning primary residence with amazing flexibility. The main level offers one-level living with three spacious bedrooms and three full bathrooms, including a private ensuite primary bedroom thoughtfully positioned opposite the secondary bedrooms for separation and privacy. Recently refinished hardwood floors, fresh interior paint, freshly painted pool decking, and refreshed exterior elements create a move-in ready presentation with immediate appeal. Natural light pours through the oversized picture window into the large family room, while the dining room and dedicated laundry room are conveniently situated. The fully finished basement dramatically expands the home's value proposition with a separate entrance, full kitchen, full bath, bedroom, family room, and additional flex space. Few properties in Winchester offer this level of versatility combined with a private pool and oversized lot within an established neighborhood setting. Positioned approximately $60,000 below assessment value thus generating immediate equity for customizations, this property presents a compelling opportunity for buyers searching for house hacking potential, multigenerational layouts, flexibility, pool homes, or finished basements outfitted with an entire living suite. Properties with this combination of land, flexibility, privacy, pool amenities, and income-producing capability rarely reach the market.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,239
Status:
Active
MLS#:
VAFV2040156
Type:
Townhouse
Subdivision:
Fieldstone
Lot size:
0.11 Acres
Year built:
2018
Courtesy: Real Broker, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Some homes check the boxes. Others quietly stand apart the moment you pull up. This one does that. Not because it tries to impress, but because the setting, the layout, and the way the house sits on the land just make sense. Start with the lot. It’s a premium double-sized end-unit lot, something you simply don’t see often in townhouse communities. The home sits at the edge of the neighborhood, giving it a quiet, almost cul-de-sac feel with less traffic and more room to breathe. Behind the house you get privacy. Right beside it sits the neighborhood playground, close enough to enjoy the open space but without sacrificing the feeling that this corner of the community belongs to you. Inside, the home gives you over 2,200 finished square feet spread across three levels, with three bedrooms and three-and-a-half baths. The layout is open where it should be and comfortable where it matters most. Hardwood floors run across the main level, grounding the living space and tying everything together. The family room centers around a gas fireplace framed by built-in bookcases, the kind of feature that makes the space feel finished and welcoming. It’s easy to picture quiet evenings here, the fire going, books within reach, and the room settling into that calm rhythm a home develops over time. The kitchen and dining area flow naturally out to a large deck just off the back, making it easy to step outside and take in the open space around the home. It’s the sort of deck that quickly becomes part of everyday life: morning coffee, evening conversations, or simply stepping out for a breath of air. Upstairs, the primary suite offers a little extra comfort where it counts. A tray ceiling adds dimension, the walk-in closet gives you real storage, and the large walk-in shower in the primary bath keeps the space feeling clean and uncluttered. Granite countertops carry through the kitchen and bathrooms, while designer paint selections give the interior a polished, intentional feel. Practical features are here too. The attached garage keeps daily life easy, and the position of the home within the community means more available parking and less through traffic than you’d typically expect in a townhouse neighborhood. What really sets this property apart, though, is how it lives. End unit. Double lot. Privacy behind you. Open space beside you. A layout that works and a setting that feels calmer than most. It’s the kind of home that quietly grows on you the longer you stand there. Walk the lot. Step out on the deck. Look around and notice how much space you have compared to everything else nearby. Once you do, you’ll understand why this might be the best lot in the neighborhood.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,399
Status:
Active
MLS#:
VAFV2041872
Type:
Single Family-Detached
Subdivision:
Raven Oaks
Lot size:
0.13 Acres
Year built:
2022
Courtesy: RE/MAX Gateway, LLC 703-652-5760
View additional info

ADDITIONAL INFORMATION

Welcome to 108 Nevermore Drive, nestled in the sought-after Raven Oaks community of Winchester, where comfort, energy efficiency, and thoughtful design come together seamlessly. From the moment you arrive, this home welcomes you with a sense of space and possibility. Inside, the open-concept main level flows effortlessly through the family room, gourmet kitchen, and a sun-drenched bump-out sunroom—an upgraded builder option that fills the home with natural light and creates the perfect setting for morning coffee or relaxed evenings. The gourmet kitchen is the true heart of the home, featuring a large center island that creates a natural gathering space for guests and family alike. Highlights include stainless steel appliances, a deep farmhouse sink, upgraded countertops, modern finishes, and a stylish gold accent lighting package, all complemented by a built-in tech package designed for today’s lifestyle.T he dining room is elevated by vaulted ceilings, adding volume and architectural interest with direct deck access Upstairs, the home continues to impress with four spacious bedrooms and a rare second-level living room—ideal for a media room, play area, or private retreat. The upper-level laundry room adds everyday convenience, while the beautifully upgraded primary bath offers a spa-like escape. In total, the home features three full baths and one half bath. Practicality meets long-term value with a $70,000 UPGRADED 32 PANEL SOLAR SYSTEM. that virtually reduces monthly electric bills, along with a spacious 3-car garage providing ample storage and flexibility. The unfinished basement, featuring impressive 9-foot ceilings, offers endless potential and is ready for your custom vision and design. Step outside to your private backyard oasis, complete with a low-maintenance composite deck and a vinyl privacy fence—perfect for entertaining, relaxing, or enjoying peaceful outdoor living. This move-in ready home is loaded with premium upgrades, energy-efficient features, and highly desirable living spaces and presents an exceptional opportunity in one of Winchester’s most sought-after communities. Minutes to downtown and shopping, dining, commuter routes ,history and more. With its scale, layout, flexibility, and premium lot positioning on a cul-de-sac , Nevermore Drive stands out as an exceptional opportunity in Winchester. Solar system will be free on any liens at closing.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,756
Status:
Active
MLS#:
VAWI2010860
Type:
Townhouse
Subdivision:
Village At Valor Crossing
Year built:
2026
Courtesy: DRB Group Realty, LLC 240-457-9391
View additional info

ADDITIONAL INFORMATION

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 ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* 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.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,756
Status:
Active
MLS#:
VAWI2010856
Type:
Townhouse
Subdivision:
Village At Valor Crossing
Year built:
2026
Courtesy: DRB Group Realty, LLC 240-457-9391
View additional info

ADDITIONAL INFORMATION

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! 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. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Home with backing to trees for added privacy and peaceful views. 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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
VAFV2042216
Type:
Single Family
Subdivision:
Regency Lakes
Year built:
2013
Courtesy: Realty ONE Group Old Towne 540-773-8475
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ADDITIONAL INFORMATION

Welcome to this impeccably updated, 2013-built manufactured home offering 1,000 sq. ft. of move-in-ready living space. Featuring a desirable floor plan with a nice flow from the kitchen to the living room, this home offers 2 bedrooms and 2 full, totally renovated bathrooms. The modern interior boasts recessed lighting throughout and new flooring. Outside, you'll find a brand-new walkway, a storage shed, and a fully fenced backyard providing excellent privacy. Combining a newer build with top-to-bottom updates, this home is a rare, low-maintenance find. Schedule your private tour today! Please note this is a personal property sale and Regency Lakes requires application to live in the community. There is a ground lease on the land. Lot Rent: $900 - Criminal Background check required - Credit score minimum - Pet Restrictions - Parking: Each home is issued two parking permits for the lot space and various overflow parking is available. Reach out to listing agent with any questions.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
VAFV2042210
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.28 Acres
Year built:
2026
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

PRICE IMPROVEMENT! BRAND NEW CONSTRUCTION by a local custom builder in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright living area, modern kitchen, convenient half bath, and laundry room just off the kitchen. A one-car attached garage adds everyday convenience and additional storage. Upstairs, you’ll find three spacious bedrooms and two beautifully finished baths, including a private primary suite. Enjoy quiet mornings on the covered front porch or entertain on the rear deck overlooking the backyard. Filled with natural light and ideally located just 5 minutes from downtown Winchester, with easy access to shopping, dining, the medical center, pharmacies, and commuter routes. Modern living, timeless charm, and exceptional convenience all in one beautiful new home.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
VAFV2042104
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.28 Acres
Year built:
2026
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

PRICE IMPROVEMENT! BRAND NEW CONSTRUCTION by a custom local builder in an established neighborhood just minutes from downtown Winchester! Welcome home to this beautifully crafted 3-bedroom, 2.5-bath modern cottage by Fauver and Browning Homes LLC. Thoughtfully designed with comfort and style in mind, this new home offers an open-concept main level featuring a bright living area, modern kitchen with stainless steel appliances, convenient half bath, and laundry room just off the kitchen. A one-car attached garage adds everyday convenience and additional storage. Upstairs, you’ll find three spacious bedrooms and two beautifully finished baths, including a private primary suite. Enjoy quiet mornings on the covered front porch uniquely designed with natural cedar posts or entertain on the rear deck overlooking the backyard. Filled with natural light and ideally located just 5 minutes from downtown Winchester, with easy access to shopping, dining, the medical center, pharmacies, and commuter routes. Modern living, timeless charm, and exceptional convenience all in one beautiful new home.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,035
Status:
Active
MLS#:
VAFV2042034
Type:
Single Family-Detached
Subdivision:
Senseny Village
Lot size:
0.29 Acres
Year built:
2023
Courtesy: EXP Realty, LLC 866-825-7169
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ADDITIONAL INFORMATION

Luxury, Lifestyle & Nearly $100,000 in Premium Upgrades in Winchester's Desirable Senseny Village Welcome to 220 Lehigh Drive, an exceptional residence where modern construction meets thoughtful luxury upgrades and resort-style outdoor living. Built in 2023 and extensively enhanced by the current owner, this stunning 5-bedroom, 3.5-bath home offers the rare opportunity to enjoy the benefits of new construction without the wait, expense, or hassle of completing costly improvements yourself. From the moment you arrive, you'll appreciate the attention to detail that sets this home apart. Inside, over 4,700 square feet of beautifully designed living space (including basement) provides room for entertaining, relaxing, and everyday living. The open-concept floor plan seamlessly blends comfort and functionality, while upgraded finishes throughout create a polished, move-in-ready experience. The heart of the home features a spacious kitchen enhanced by a custom designer backsplash, opening to inviting living and dining spaces perfect for gathering with family and friends. The owner's suite offers a luxurious retreat complete with a professionally designed custom walk-in closet system by Closets by Design. The outdoor living spaces are truly extraordinary. A spectacular Trex deck with Westbury aluminum railings overlooks a professionally designed multi-level stamped concrete patio, creating the perfect setting for entertaining, outdoor dining, or simply enjoying the peaceful surroundings. Retaining walls, drainage improvements, and premium construction ensure beauty and durability for years to come. Additional upgrades include designer tile flooring, a professionally coated garage floor, custom storage solutions, and landscaping enhancements. The fully finished basement offers additional living space along with a large storage area rarely found in newer homes. Located in Frederick County's sought-after Senseny Village community, residents enjoy convenient access to historic downtown Winchester, local wineries, parks, shopping, dining, and commuter routes including Routes 7, 50, and Interstate 81. Winchester's blend of small-town charm, rich history, outdoor recreation, and Shenandoah Valley beauty continues to make it one of Virginia's most desirable places to call home. Post-settlement upgrades exceed $90,000.** Custom Closets by Design walk-in closet ($4,800+), Trex deck with aluminum railings ($36,000+), multi-level stamped concrete patio ($23,000+), designer kitchen backsplash, upgraded tile flooring, professionally coated garage floor, finished basement with large storage room, and numerous custom enhancements throughout. Shows like a model home. Receipts available upon request. Perfect for buyers seeking a turnkey home with premium outdoor living and extensive upgrades already completed.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,656
Status:
Active
MLS#:
VAFV2041924
Type:
Single Family-Detached
Subdivision:
Armel
Lot size:
1.38 Acres
Year built:
1977
Courtesy: Real Broker LLC 844-551-7325
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ADDITIONAL INFORMATION

MOTIVATED SELLER! Experience the perfect blend of peaceful country charm and modern convenience in this beautifully remodeled 3-bedroom, 1.5-bath home offering comfortable two-level living and true move-in-ready appeal. Sitting on 1.38 acres, this home features all new windows, siding, and roof installed in 2022, along with a HVAC system installed in 2021 with warranty coverage for added peace of mind. Additional improvements since 2022 include newer appliances, an updated kitchen, flooring, fresh interior paint, and modern finishes that create a warm, inviting feel. Thoughtfully priced with exceptional value, this property presents an outstanding opportunity for first-time homebuyers or anyone seeking an updated home in a serene setting just minutes from shopping, dining, and everyday conveniences.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,180
Status:
Active
MLS#:
VAFV2041126
Type:
Single Family-Detached
Subdivision:
Raven Oaks
Lot size:
0.14 Acres
Year built:
2024
Courtesy: RE/MAX Roots 540-686-7362
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ADDITIONAL INFORMATION

Like New -Welcome to this beautiful home in the desirable Raven Oaks. This thoughtfully designed home features an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen offers a large island, ample cabinetry, and flows seamlessly into the dining area and Great Room with a cozy fireplace, creating a warm and inviting gathering space. Upstairs, a versatile loft and hallway provide separation and privacy between the primary suite and bedrooms two and three. The impressive primary suite features a luxury bathroom and leads into a spacious walk-in closet. Enjoy the convenience of bedroom-level laundry, making daily living effortless. Additional highlights include a 2-car garage and a modern layout designed for today’s lifestyle. Residents of Raven Oaks enjoy outstanding community amenities including a community center with a pool, fitness facility, playground and sidewalks throughout the neighborhood. Located in a highly desirable area, this home offers easy access to shopping, dining, schools, and commuter routes, making it ideal for Northern Virginia and West Virginia commuters with easy access to Routes 7, Rt. 50, and I-81. Local nearby attractions include Historic Old Town Winchester, Shenandoah University, Museum of the Shenandoah Valley, Jim Barnett Park, Winchester Country Club, local golf courses, home of the Shenandoah Apple Blossom Parade, and so much more. This move-in-ready home offers comfort, convenience, and a fantastic location in Raven Oaks — don’t miss this opportunity! All sizes are approximate.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,734
Status:
Active
MLS#:
VAWI2010746
Type:
Single Family-Detached
Subdivision:
Winchester City
Lot size:
0.07 Acres
Year built:
1890
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

Back on the Market!...Beautifully located in the heart of Historic Winchester, this charming home offers 2 bedrooms, 1 full bath, and a versatile bonus room on the second floor-perfect for an office, guest space, or hobby room. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, entertainment, and the famous Apple Blossom Festival festivities. Situated inside of the Historic District, This property combines character, location, and opportunity in one of Winchester's most desirable area. Don't miss this opportunity to own a piece of the Historic Winchester.. SOLD AS IS.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,344
Status:
Active
MLS#:
VAFV2041884
Type:
Single Family-Detached
Subdivision:
Chapel Hill
Lot size:
0.32 Acres
Year built:
1997
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

POND VIEWS - SCREENED PORCH - WALKOUT BASEMENT - MAJOR UPDATES! Wake up to peaceful pond views and end your day on the screened porch watching the fountain—a setting that's not easy to find. Welcome to 219 Bentley Avenue, a spacious four-bedroom home in Chapel Hill offering the perfect blend of everyday comfort, major updates, and room to grow. Priced well below recent appraisal, instant equity and value built in! Natural light fills the main living spaces, while the functional floor plan offers generous room sizes for both everyday living and entertaining. The kitchen flows seamlessly into the living areas, creating an inviting space for gathering with family and friends. Upstairs, you'll find four spacious bedrooms, including a comfortable primary suite. One of the home's most valuable features is the unfinished walkout basement—over 1,000 square feet already equipped with a bathroom rough-in and direct access to the backyard. Whether you're dreaming of a media room, home gym, guest suite, playroom, or multi-generational living space, it's ready when you are. Recent major system updates mean the expensive work has already been done, allowing you to enjoy the home with confidence instead of worrying about costly replacements. Outside, the screened porch becomes a true extension of the living space, overlooking the neighborhood pond and fountain—perfect for morning coffee, quiet evenings, or entertaining guests. Located just minutes from shopping, restaurants, schools, and commuter routes, this home offers the space, flexibility, and setting today's buyers are searching for.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
VAWI2010692
Type:
Condo
Subdivision:
Winchester Historic District
Year built:
1898
Courtesy: Keller Williams Realty 703-669-0099
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ADDITIONAL INFORMATION

Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Old Town Winchester Walking Mall, offering easy access to restaurants, boutiques, entertainment, and vibrant downtown living. Originally built in the early 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural charm, and thoughtfully curated modern finishes throughout. A welcoming front porch adds to the home's character and curb appeal, while inside, the gourmet kitchen features upgraded cabinetry, premium quartz countertops, stainless steel appliances, and sleek designer touches. Spa-like baths offer stunning tile work, custom cabinetry, and stylish lighting. One of the standout features of this home is the charming private rear patio—an ideal outdoor extension of the living space, perfect for entertaining, dining al fresco, or simply relaxing. The property also includes a dedicated parking space that is pre-wired and EV charger ready, offering added convenience for modern living. A large unfinished dry basement provides exceptional storage space, a rare find for downtown living. For added convenience, select furnishings convey with the property, allowing the next owner to enjoy a truly turnkey experience. Whether you are seeking a sophisticated primary residence, a lock-and-leave weekend retreat, or an investment opportunity, this move-in ready condo offers an exceptional combination of location, character, and modern upgrades that are difficult to duplicate. Schedule your private showing today and experience downtown Winchester living at its finest. ???

Beds:
3
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
VAWI2010682
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.08 Acres
Year built:
1936
Courtesy: HoneyWay 540-214-9682
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ADDITIONAL INFORMATION

Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system installed in 2020 and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Winchester Real Estate

Winchester is located in Virginia. Winchester, Virginia has a population of 28,194. Winchester is less family-centric than the surrounding county with 26.15% of the households containing married families with children. The county average for households married with children is 26.15%.

The median household income in Winchester, Virginia is $61,321. The median household income for the surrounding county is $61,321 compared to the national median of $69,021. The median age of people living in Winchester is 36.6 years.

Winchester Weather

The average high temperature in July is 85.7 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 38.3 inches per year, with 21.9 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $484,500
    13.9%
    change since last quarter
  • # Active listings

    360
    30-day change

Winchester Schools and Demographics

Education near Winchester, VA

City County
High School Graduates 87.28 87.28
College Degree - 2 year 6.54 6.54
College Degree - 4 year 33.7 33.7
Graduate Degree 10.34 10.34
Expenditures per Student 15,810 15,810
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Apple Pie Ridge Elementary School PK - 05 499 16.1 22603
Armel Elementary School PK - 05 563 17.1 22602
Bass-Hoover Elementary School PK - 05 589 16.8 22655
Evendale Elementary School PK - 05 543 15.1 22602
Frederick Douglass Elementary School PK - 04 475 12.3 22601
Gainesboro Elementary School PK - 05 547 16.1 22603
Garland R. Quarles Elementary PK - 04 542 16.4 22601
Greenwood Mill Elementary School PK - 05 677 16.5 22602
Indian Hollow Elementary School PK - 05 384 15.1 22603
John Kerr Elementary School PK - 04 285 12.5 22601
Orchard View Elementary School KG - 05 448 15.7 22602
Redbud Run Elementary School PK - 05 687 16 22603
Stonewall Elementary School PK - 05 533 15.7 22624
Virginia Avenue Charlotte Dehart Elementary PK - 04 477 14.5 22601

Middle Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Admiral Richard E. BYRD Middle 06 - 08 895 13.3 22602
Daniel Morgan Middle School 05 - 08 1,287 13.1 22601
Frederick County Middle School 06 - 08 691 12.7 22601
James Wood Middle School 06 - 08 850 13.3 22601
Robert E. Aylor Middle 06 - 08 618 13 22655

High Schools near Winchester, VA

Grades Students P/T Ratio ZIP
James Wood High School 09 - 12 1,304 12.3 22603
John Handley High School 09 - 12 1,203 11.5 22601
Millbrook High School 09 - 12 1,312 13.4 22603
Sherando High School 09 - 12 1,488 13.1 22655

Ungraded Schools near Winchester, VA

Grades Students P/T Ratio ZIP
New John KERR Elementary UG - UG 0 22601
Northwestern Reg. Ed PGM UG - UG 0 22601

Demographics near Winchester, VA

City County
Neighborhood Type
Population 28,194 28,194
Population Density 3,067 3,067
Median Age 36.6 36.6
People per Household 2.5 2.5
Median Household Income 61,321 61,321
Average Income per Capita 33,908 33,908

Real estate near Winchester