Winchester, VA Homes for Sale

/36
$379,900
- 3 Beds
- 2 Baths
- 1,508 Sq Ft
1243 N Frederick Pike, Winchester, VA 22603

Welcome to 1243 N Frederick Pike, a charming all-brick ranch home where peaceful living meets ultimate accessibility. This beautiful property features three comfortable bedrooms and two full bathrooms, centered around a bright, spacious living room. You'll appreciate the low-maintenance elegance of hardwood floors that flow throughout the entire main level. Adding significant value is the

Dan Whitacre Colony Realty

1243 N Frederick Pike, Winchester, VA 22603
/25
$384,000
- 3 Beds
- 1 Bath
- 1,918 Sq Ft
1327 Front Royal Pike, Winchester, VA 22602

Don't miss this opportunity to own this wonderful, well maintained home. Just minutes from town, this home has hardwood floors throughout and a bright, sunny sunroom facing the spacious back yard. There is a huge shop in the back that would be prefect for the car enthusiast or for additional garage space. The woodstove in the basement rec room would save on heating costs and includes a cute art

Katherine Solenberger Colony Realty

1327 Front Royal Pike, Winchester, VA 22602
/46
$599,900
- 3 Beds
- 2 Baths
- 1,946 Sq Ft
289 Westview Dr, Winchester, VA 22603

Welcome to your private contemporary retreat at 289 Westview Drive in Winchester, VA! This truly exceptional property offers the ultimate escape, situated on over 13 magnificent acres with gorgeous mature trees, stunning views, and unparalleled peace and quiet. Step inside the sun-filled main level, featuring an open layout that seamlessly connects the living room, dining room, and kitchen.

Dan Whitacre Colony Realty

289 Westview Dr, Winchester, VA 22603
/25
$529,990 New Construction
- 3 Beds
- 3 Baths
- 2,264 Sq Ft
109 Sunflower Way, Winchester, VA 22603

Brand new home is under construction and nearly ready for move in!! Welcome home to your new Fitzgerald located within Hiatt Pointe, the active adult section of Snowden Bridge for those 55 or better!!The classic brick front and upgraded garage door give this home great curb appeal.At the heart of the home is a gourmet kitchen equipped with gourmet stainless steel appliances. The kitchen

Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

109 Sunflower Way, Winchester, VA 22603
/43
$564,900 Open House 11/29
- 3 Beds
- 4 Baths
- 2,489 Sq Ft
687 Woodland Ave, Winchester, VA 22601

Experience refined living in this stunning two-level brick residence, designed with an open-concept layout that seamlessly blends sophistication and comfort. The home features 4 spacious bedrooms, each with a private full bathroom.The kitchen boasts granite countertops and elegant finishes, flowing effortlessly into the dining and living areas — perfect for entertaining or relaxing by the gas

Mauricio Argandona Fairfax Realty Select

687 Woodland Ave, Winchester, VA 22601
/39
$400,000
- 3 Beds
- 2.5 Baths
- 1,920 Sq Ft
2660 Wardensville Grade, Winchester, VA 22602

Lots of potential & opportunity await your modern vision! Classic style rancher conveniently located just outside of City of Winchester with easy access to local amenities. Home features a full basement, traditional layout and spacious yard. Home sold as-is.

Michelle Garrett Prime Location Realty, LLC

2660 Wardensville Grade, Winchester, VA 22602
/60
$815,000
- 4 Beds
- 3.5 Baths
- 4,461 Sq Ft
162 Janes Way, Winchester, VA 22602

Discover this beautifully updated home on 5 private acres in the sought-after Brookneill Subdivision—just minutes from Winchester! The home includes numerous updates, including new hardwood floors through the living room, and stairs, new kitchen cabinets, countertops, sink, and appliances. Upstairs features two huge bedrooms with new carpet, the finished basement offers new luxury vinyl plank

Tanner Pack RE/MAX Roots

162 Janes Way, Winchester, VA 22602
/28
$389,990 New Construction
- 3 Beds
- 3.5 Baths
- 1,658 Sq Ft
205 Monteith Dr, Winchester, VA 22601

3 level/3 bedroom townhome with a chef’s kitchen and 1 car garage located in the heart of Winchester! MOVE-IN READY! The Bedford II 3 level interior row townhome that backs to TREES with a stone water table on the front and side of the home along with a box bay window and a 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,658 square feet with 10 x 14 maintenance free deck. The front door

DRB Homes Builder

205 Monteith Dr, Winchester, VA 22601
/14
$404,990 New Construction
- 3 Beds
- 1.5 Baths
- 2,433 Sq Ft
106 Heirloom Way, Winchester, VA 22603

This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

Brookfield Residential Builder

106 Heirloom Way, Winchester, VA 22603
/2
$414,990 New Construction
- 3 Beds
- 1.5 Baths
- 2,433 Sq Ft
119 Heirloom Way, Winchester, VA 22603

This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

Brookfield Residential Builder

119 Heirloom Way, Winchester, VA 22603
/46
$569,000
- 4 Beds
- 2.5 Baths
- 2,275 Sq Ft
326 Lehigh Dr, Winchester, VA 22602

Welcome to 326 Lehigh Drive, a stunning, like-new home in a prime Winchester location—a pristine, only 2-year-old residence that feels brand new! This beautiful 4-bedroom, 2.5-bathroom home boasts exceptional high-end finishes and a modern, desirable design throughout. The interior showcases an airy open-concept layout and a stylish neutral color palette that allows any decorating style to

Dan Whitacre Colony Realty

326 Lehigh Dr, Winchester, VA 22602
/9
$269,900
- 2 Beds
- 1.5 Baths
- 1,251 Sq Ft
2918 Sorrell Ct, Winchester, VA 22601

Welcome to your new home! This beautifully maintained 2 -bedroom, 1.5 bath townhome offers comfort, convenience, and style in a great location. On the main level you will find a spacious kitchen with ample cabinetry and a breakfast area, the living room offers plenty of natural light, off the living room is a convenient half bath. Upstairs you will find two generously sized bedrooms with large

Amber Jenkins Century 21 Redwood Realty

2918 Sorrell Ct, Winchester, VA 22601
/41
$370,000
- 3 Beds
- 2 Baths
- 2,108 Sq Ft
128 Longcroft Rd, Winchester, VA 22602

Charming Ranch in Prime Winchester Location! 3-Bedroom, 2108 Finished Sq Ft . Needs TLC - Sold "AS IS" Enjoy comfortable main-level living in this traditional-style 3-bedroom, 2-bath home. Features include a spacious family room with a gas fireplace, an eat-in kitchen, and a primary suite with a full bath and a walk-in closet. Relax or entertain on the large rear deck overlooking the backyard.

RoxAnn Grimes RE/MAX Roots

128 Longcroft Rd, Winchester, VA 22602
/22
$235,000
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
157 Brookland Terrace Unit 11, Winchester, VA 22602

Top-Floor Gem with Vaulted Ceilings & Modern Upgrades! Welcome home to this bright and airy 2-bedroom, 2-bath top-level condo that perfectly blends comfort, style, and convenience. Step inside and be greeted by soaring vaulted ceilings and abundant natural light streaming through multiple skylights, creating an inviting and open atmosphere.The spacious kitchen is a chef’s delight, featuring sleek

Becky Green Samson Properties

157 Brookland Terrace Unit 11, Winchester, VA 22602
/14
$968,000 New Construction
- 5 Beds
- 4.5 Baths
- 4,879 Sq Ft
206 Covey Ln, Winchester, VA 22602

Carrington Homes Model Home for Sale. This stunning 5-bedroom, 4.5-bathroom home with Main Level Bedroom, built in 2025. Nestled on 2.66 acres, this residence offers a serene view of lush trees and woods, creating a peaceful backdrop for your everyday life. The heart of the home features a gourmet kitchen equipped with ENERGY STAR stainless steel appliances, including a double oven and built-in

Daniel Boris Pearson Smith Realty, LLC

206 Covey Ln, Winchester, VA 22602
/2
$850,000 Coming Soon
- 4 Beds
- 4 Baths
- 4,417 Sq Ft
1006 Armistead St, Winchester, VA 22601

This spacious 4-bedroom, 4-bath home is full of opportunity for buyers ready to make it their own. Priced below tax value, it’s a rare find for those looking to build equity while creating the home of their dreams. Featuring a generous floor plan with a two-story foyer, hardwood floors on the main level, and a large family room with a fireplace, the home provides a solid foundation for future

Chris Craddock EXP Realty, LLC

1006 Armistead St, Winchester, VA 22601
/25
$284,500
- 2 Beds
- 1 Bath
- 572 Sq Ft
177 Dicks Hollow Rd, Winchester, VA 22603

Adorable and fully renovated 2-bedroom, 1-bath bungalow just minutes from Winchester Medical Center! You’ll love the spacious open layout that connects the living room and kitchen, complete with brand-new stainless steel appliances and beautiful LVP flooring throughout. The large bedrooms offer plenty of space to relax, and the laundry/mudroom adds extra convenience. The bright bathroom features

Amy Emerson-Kerns Cambridge Premier Realty, LLC.

177 Dicks Hollow Rd, Winchester, VA 22603
/29
$409,900
- 3 Beds
- 2.5 Baths
- 1,962 Sq Ft
117 Tye Ct, Winchester, VA 22602

Modern Townhome with Premium Upgrades. Great for Investor as it is currently rented. Ideally located just outside the bustle of Winchester with an easy commute to the DC Metro area, this 2023-built townhome offers the perfect balance of comfort, convenience, and style. Freshly and professionally painted throughout, the home features an open-concept main level with durable LVP flooring, granite

Rick Cockrill Keller Williams Realty

117 Tye Ct, Winchester, VA 22602
/42
$439,000
- 3 Beds
- 2 Baths
- 2,325 Sq Ft
1133 Tomahawk Trail, Winchester, VA 22602

Nestled in the serene Shawneeland community, this exquisite chalet-style residence offers a perfect blend of rustic charm and modern comfort. Set against a backdrop of breathtaking mountain views and scenic vistas, this home is a sanctuary for those seeking tranquility and an exclusive lifestyle. As you approach the property, the warm cedar exterior invites you in, exuding a sense of timeless

Sue Goodwin Long & Foster Real Estate, Inc.

1133 Tomahawk Trail, Winchester, VA 22602
/62
$579,990
- 4 Beds
- 3.5 Baths
- 3,132 Sq Ft
308 Lehigh Dr, Winchester, VA 22602

Welcome to 308 Lehigh Drive — where space, style, and comfort all come together.The main level opens with a chef’s kitchen built to impress — gas cooktop, built-in wall oven and microwave, butler’s pantry, upgraded counters, and absolutely tons of cabinet space! The large morning room off the kitchen is bright and open, featuring a large sliding glass door that leads to the backyard — perfect

Sean Smith Real Broker, LLC

308 Lehigh Dr, Winchester, VA 22602
/38
$315,000
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
405 1/2 Elm St, Winchester, VA 22601

Seller prefers to close with FD Title.This adorable home sits on in a prime location very close to the downtown Winchester City! This renovated house features 3 bedrooms and 2 full bathrooms in a peaceful and vibrant setting. Property is vacant. You will find a renovated kitchen connected to the dining area. The hardwood floors flow through the rest of the home and the 3 bedrooms are spacious

CATO ZEGARRA First Decision Realty LLC

405 1/2 Elm St, Winchester, VA 22601
$499,990 New Construction
- 2 Beds
- 1 Bath
- 1,564 Sq Ft
110 Carnation Way, Winchester, VA 22603

Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

Brookfield Residential Builder

110 Carnation Way, Winchester, VA 22603
/6
$575,000 New Construction
- 4 Beds
- 2.5 Baths
- 2,284 Sq Ft
253 Rossmann Blvd, Winchester, VA 22602

Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides

Marisa Varley ERA Oakcrest Realty, Inc.

253 Rossmann Blvd, Winchester, VA 22602
/2
$365,000 Coming Soon
- 4 Beds
- 2 Baths
- 1,780 Sq Ft
127 Shirley St, Winchester, VA 22601

Comfortable living at this split-foyer home located in the heart of the City of Winchester. On the main level, you’ll find three bedrooms and a full bath. The lower level features a fourth bedroom plus a second full bath — ideal for guests, or a home office. Location is a standout. You’re just minutes from downtown dining, shopping, and community events, and enjoy easy access to schools, parks,

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 802-5087

127 Shirley St, Winchester, VA 22601
/35
$299,000
- 2 Beds
- 1 Bath
- 1,176 Sq Ft
239 Chestnut St, Winchester, VA 22601

239 Chestnut Street is a charming rancher in the heart of Winchester. 2 bedrooms, 1 bath, a large rear deck, eat in kitchen, laundry room could be converted into a third bedroom. Building in the back yard could be used as storage or a 1 car garage. This is a solid starter or downsizing home convenient to shopping,schools and parks. A little TLC will go a long way "Come see the possibilities"

William Wertz Wildhawks Realty LLC

239 Chestnut St, Winchester, VA 22601
/62
$599,900
- 5 Beds
- 3.5 Baths
- 5,298 Sq Ft
212 Fairfield Dr, Winchester, VA 22602

Welcome to 212 Fairfield Drive, a sprawling, all-brick rancher offering an incredible amount of space and comfort in a highly sought-after Winchester location. This home is a commuter's dream, providing easy access to I-81 and other major commuter routes all while offering a peaceful, private retreat. The main level is designed for both entertaining and daily living, featuring a formal dining

Dan Whitacre Colony Realty

212 Fairfield Dr, Winchester, VA 22602
/48
$349,900
- 5 Beds
- 3.5 Baths
- 2,440 Sq Ft
119 Buffalo Trail, Winchester, VA 22602

2020 built home sitting on a half acre of land in the lake community of Shawneeland!! Gleaming hardwood floors on the entire main and upper levels! Open Concept layout with a formal living room to your right as you enter. Spaious family room to your left as you enter with a large window letting in an abundance of natural light. The family room opens up into the combination kitchen/dining room

Paul Sneeringer Keller Williams Realty

119 Buffalo Trail, Winchester, VA 22602
/32
$395,000
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
151 Mccormick Cir Unit 201, Winchester, VA 22602

Price improvement!! Experience Effortless 55+ Living at Winchester Landing – The Sapphire by Ryan Homes Discover the perfect blend of comfort and convenience in the Sapphire model, a spacious single-level condo offering over 1,500 sq. ft. of thoughtfully designed living space. The open-concept layout seamlessly connects a modern kitchen, large island, and bright great room, creating an inviting

Rhonda Shade

ERA Oakcrest Realty, Inc.

(540) 787-2320

151 Mccormick Cir Unit 201, Winchester, VA 22602
/48
$528,000 Open Sun 12PM - 2PM
- 5 Beds
- 4 Baths
- 2,288 Sq Ft
144 Morning Glory Dr, Winchester, VA 22602

Extraordinary 5-Bedroom Home with Pool and Dual Kitchens in Winchester This exceptional 5-bedroom, 3.5-bathroom home — complete with a private office — offers comfort, functionality, and modern elegance. Thoughtfully designed for both everyday living and relaxed entertaining, this residence features two fully renovated kitchens (one on the main level and one in the walkout basement), perfect for

Julieta Russell Keller Williams Realty Dulles

144 Morning Glory Dr, Winchester, VA 22602
/59
$635,000
- 4 Beds
- 3.5 Baths
- 4,632 Sq Ft
930 Wayne Dr, Winchester, VA 22601

Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility.Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy fireplace. To the right, you’ll find a spectacular

Elizabeth Flood Keller Williams Realty

930 Wayne Dr, Winchester, VA 22601
/30
$411,896 New Construction
- 3 Beds
- 3.5 Baths
- 1,658 Sq Ft
214 Monteith Dr, Winchester, VA 22601

3 Level Townhome with 3 bedrooms! Come and see Winchester's BRAND NEW LUXURY TOWNHOME COMMUNITY. Step into modern living with this stunning 3-level townhome offering 3 bedrooms and 3.5 baths. Designed for comfort and style, this home features box bay windows in both the front and rear, filling every floor with natural light. Enjoy the convenience of an attached 1-car garage and a private

DRB Homes Builder

214 Monteith Dr, Winchester, VA 22601
/41
$389,000
- 4 Beds
- 2 Baths
- 1,608 Sq Ft
107 Dale Ct, Winchester, VA 22602

PRICE ADJUSTMENT! Welcome to Heritage Hills!Tucked away on a quiet, private cul-de-sac, this property offers two lots—a .56-acre homesite plus an additional .41-acre corner lot (Tax ID: 54H 1 55)—for JUST UNDER AN ACRE of space to call your own. This 4-bedroom, 2-bath home is filled with versatility and charm. The main level features three bedrooms, an eat-in kitchen with stainless steel

Jeanne Mezzatesta

Colony Realty

(540) 573-2596

107 Dale Ct, Winchester, VA 22602
/46
$498,119 New Construction
- 3 Beds
- 2.5 Baths
- 2,181 Sq Ft
108 Keystone, Winchester, VA 22603

Embrace the Vera 30-F2 – Homesite 1094 at Hiatt Pointe—a two-car, front-load garage villa with three bedrooms, two full bathrooms, and one half bathroom is ready for you to move in IMMEDIATELY. Visit our website for more information on our Black Friday Sale, between 11/19/2025- 11/25/25. Built for the way you live, this factory-framed floorplan makes room for moments big and small. Be welcomed by

Shannon L Bray Pearson Smith Realty, LLC

108 Keystone, Winchester, VA 22603
/5
$629,990 New Construction
- 3 Beds
- 1 Bath
- 2,812 Sq Ft
108 Lawford, Winchester, VA 22603

Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

Brookfield Residential Builder

108 Lawford, Winchester, VA 22603
/61
$395,000
- 3 Beds
- 1 Bath
- 1,582 Sq Ft
859 Brush Creek Rd, Winchester, VA 22603

This rustic home on acreage is located north of Winchester in the Cross Junction area of the county. On the market for the first time since the 1950’s the home features 3 bedrooms, 1 bathroom, and nearly 1600 +/- square feet of living space. Access is secured via extensive road frontage on paved and state-maintained Brush Creek Road. Electricity, well, and septic are already installed,

Chad Pangle Whitetail Properties Real Estate

859 Brush Creek Rd, Winchester, VA 22603
/37
$215,000
- Land
- 10.77 Acres
- $19,963 per Acre
0 Brush Creek Rd Unit LotWP002, Winchester, VA 22603

This land is located north of Winchester in the Cross Junction area of the county. Part of what was once a much larger family farm, and on the market for the first time since the 1950's. Access is secured via extensive road frontage on paved and state-maintained Brush Creek Road. A terrific location for your next country home. An electricity service line is already running on the property, making

Chad Pangle Whitetail Properties Real Estate

0 Brush Creek Rd Unit LotWP002, Winchester, VA 22603
/63
$695,000
- 5 Beds
- 5 Baths
- 5,398 Sq Ft
112 Heath Ct, Winchester, VA 22602

Nestled in the tranquil community of Twin Lakes Overlook, this stately home offers 5500 square feet of finished living space, with 5 bedrooms and 5 bathrooms. Walk up to the front door and enjoy the beauty of the professionally landscaped entryway. Open the front door and step into the grand 2 story foyer with a solid oak staircase. To the right of the foyer, walk through the doors to the first

Dave Spence RE/MAX Roots

112 Heath Ct, Winchester, VA 22602
/28
$375,000
- 3 Beds
- 1 Bath
- 1,105 Sq Ft
312 Fox Dr, Winchester, VA 22601

Welcome to this charming all brick ranch style home nestled on a spacious 0.34-acre lot conveniently located in the City of Winchester. Built in 1959, this home has been well maintained and offers approximately 1,105 sq ft of living space with 3 bedrooms and 1 full bath, hardwood floors, a low maintenance yard that is well manicured, and a 1-car attached carport. This home presents an excellent

Alicia Harris Keller Williams Realty

312 Fox Dr, Winchester, VA 22601
/50
$414,999
- 3 Beds
- 2 Baths
- 2,131 Sq Ft
204 Ridge Rd, Winchester, VA 22602

Well maintained brick Rancher(upgraded vinyl clad tilt windows,newer architectural roof) on a full basement on the east side of Winchester featuring over 2100 sqft of finished living space that offers true hardwood flooring on the main level with 3 bedrooms and 1 full bath. Spacious living room that features a gas log fireplace that has a woodstove insert included. Basement is 90% finished with a

James Amick RE/MAX Roots

204 Ridge Rd, Winchester, VA 22602
/15
$304,900
- 3 Beds
- 3 Baths
- 2,578 Sq Ft
519 Fawn Dr, Winchester, VA 22602

Priced to sell! Country living at its best ! This Split foyer home offers 3 bedrooms, 3 baths , garage , rear deck to enjoy the warm summer evenings as you relax and watch the wild life stroll by , a nice level yard for children to play . This home is located in Mountain Falls Park. This Community offers a pond, picnic shelters, hidden water fall, play ground, and more. A lot of home for the

Jeannette Campbell Century 21 Campbell Realty, Inc.

519 Fawn Dr, Winchester, VA 22602

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