Winchester, VA Homes under $500,000

Nestled on a quiet cul-de-sac in the desirable Pioneer Heights subdivision on Winchester’s East Side, this charming 4-bedroom, 3-bath rancher offers the perfect blend of comfort, style, and flexibility.Enjoy a generous backyard framed by mature trees, with a newer composite deck that’s perfect for outdoor entertaining. Inside, the expansive family room features a cozy gas fireplace and opens to a

Laura White ERA Oakcrest Realty, Inc.

Welcome to 125 Premier Place! A beautifully maintained 2 Bedroom/3 Bathroom property located in a prime area of Winchester, VA and could easily be transformed back into a 4 bedroom home. With 2,376 square feet of flexible space and B-2 zoning, this unique opportunity is ideal for both residential or commercial use.Renovated in 2016, Major upgrades included a roof, vinyl siding, HVAC, water

Erin Kavanagh EXP Realty, LLC

Charm and Character, awaining your touch in Desirable Whittier Acres!This charming 4-bedroom, 2.5-bath Colonial is located just a few blocks from thriving downtown Winchester. Featuring a fantastic floorplan, a bright and inviting sunroom, and a beautifully landscaped yard, this home offers great curb appeal and endless potential. While it awaits your personal updates, its solid layout and prime

Tiffany Hunter ERA Oakcrest Realty, Inc.

You'll love the convenience of living in the Apple Ridge neighborhood on the east side of Winchester with easy access to Route 7 & I-81. The open floor plan with kitchen, breakfast area & family room offers a great space for everyone to be together during meal prep, homework time, watching TV or just spending time together talking about the day's events. Highlights include the view of the

Gina Chatham Century 21 Redwood Realty

A rare find in 22603! This property is nestled on a mostly wooded, 3 acre lot, offering a private setting. This is a one owner, one level, solid, brick home with a full walk-out basement. Cozy up to the fireplace or relax in the sunroom and take in the peacefulness and wildlife the forest brings. The main level has mostly hardwood floors, 3 bedrooms and 2 full bathrooms, sunroom and gas fireplace

Cara Wilkins MarketPlace REALTY

A Cape Cod like no other! This home boasts over 2800 sq.ft (addition in 2011), which includes two primary suites! The spacious main level features hardwood floors in the entryway, living room and dining room and is adorned by beautiful crown molding throughout. The kitchen features white cabinetry and SS appliances. A main level primary suite features hardwood floors and an attached bathroom,

Heloisa Amar Samson Properties

Have you ever envisioned owning an incredible ranch with a 5-acre farm home? This unique opportunity invites you to embrace a serene rural lifestyle, offering vast space for relaxation and small-scale farming endeavors. Picture awakening to the soothing sounds of nature, with the potential to cultivate a flourishing garden, raise livestock, or bask in the tranquility of the countryside. This

Karla Castaneda Berkshire Hathaway HomeServices PenFed Realty

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

Brooks Sears DRH Realty Capital, LLC.

Brand new construction with stunning mountain views! This beautiful 4 bedroom, 2.5 bath home features elegant hardwood floors and crown molding throughout the main living areas. Enjoy the convenience of the laundry room located on the upper level. The full basement offers endless possibilities for future expansion or storage. Don't miss your chance to own beautiful home with breathtaking views!

Pamela Russell CENTURY 21 New Millennium

FORMER MODEL HOME. BUILDER CLOSE OUT. NEW PRICING - SAVE OVER $52,000. MOVE IN READY TODAY! $35,335 INCENTIVES INCLUDED IN THE PRICE!!!Abrams Chase, Winchester's premier 55+ Active Adult Subdivision is nearing completion and this is the last home available. THIS HOME HAS OVER $75,000 IN UPGRADES.Ashbrook Homes is an award-winning builder specializing in 55+ active adult one-level,

Cynthia Butler Samson Properties

2015 home nestled in with vintage properties in one of Old Town's up and coming areas...convenient and walkable to restaurants, music venues, boutique shops and the Handley Library!! Open main floor plan, with 9 foot ceilings... very bright and airy. Enjoy remodeled kitchen which includes quartz countertops, white cabinets and stainless steel appliances, plus so much more. Whole house plantation

Stuart Wolk ERA Oakcrest Realty, Inc.

Situated in Downtown Winchester, 214 S Braddock is waiting for your ideas! Built in 1865, this home features historic charm including exposed brick walls, beautiful hardwood floors, crown molding, original fireplaces, and super high ceilings, this space is sure to impress! This home is a lot larger than it appears from the outside! Large front porch leads to a space that would be ideal for a

Matt Leiva Keller Williams Realty

Elegant Main-Level Condo in The Mews at MeadowbranchWelcome to effortless luxury living in one of Meadowbranch’s most sought-after communities! This stunning main-level condo combines the space and comfort of a single-family home with the convenience and ease of condo living. Bright, open, and beautifully finished, this rare gem in The Mews at Meadowbranch can be yours! Inside, you'll find three

Jeanne Mezzatesta Colony Realty

This is a unique opportunity to purchase a piece of history. The Glass Mill (Glass/Rinker/Cooper Mill) is available. The Mill was constructed during the years 1812-1815. At the base, the structure has stone walls that are 3' thick, tapering to about half that at the gable ends. The Mill has a "mechanics level", the lower level with dirt floor and water source when the Grist wheel was in

Edward Beightol Cedar Creek Real Estate

Active again, Buyer's loan fell through. Charming Colonial located in the heart of Winchester. Only a few minutes walk to the Old Town Mall. This home features 5 bedrooms and 3 1/2 baths with 4 levels. There's a Primary Bedroom and Bathroom located on the main level with doors that open onto the back deck. The family room boasts hardwood floors and a wood burning fireplace. The kitchen is

Julie Teets Long & Foster Real Estate, Inc.

This charming rambler is the one you've been looking for! Located at the end of a cul-de-sac on a tree-lined street, this property offers plenty of privacy. Inside you are greeted by a spacious open floor plan, featuring hardwood floors in all of the rooms except the kitchen and bathrooms. The kitchen features an abundance of wood cabinetry, newer SS dishwasher, stove and refrigerator and new

Heloisa Amar Samson Properties

All brick ranch home with 4 bedrooms close to town and a short walk to the golf course! Main level large living Room and dinning room, 2 bedrooms and 2 bathrooms, an eat in kitchen, has gleaming hardwood flooring. Lower Level large area for pool table 2 more bedrooms, 1 bathroom and a family room equipped with a brick fireplace and space for a pool table. There is a sliding glass door that leads

John Scully Colony Realty

Back on the Market! Buyer's Financing Did Not Work Out! Welcome to this beautiful 3-bedroom, 3.5-bathroom townhome, built in 2019, offering modern comfort and convenience. Nestled in a tranquil setting, the home backs to serene woods, providing privacy and a peaceful atmosphere. The well-maintained interior features brand new carpeting in the basement and a walkout to the backyard, perfect for

Ryan Marquiss Marquiss Realty, LLC

This beautiful, remodeled home is very well located, close to shopping and entertainment. The upstairs area features 3 spacious bedrooms, 2 full bathrooms. Also has sleek LVP floors throughout the home. The heart of the home is the sleek, all-new kitchen, equipped with shaker cabinets, quartz countertops, and stainless-steel appliances.The home offers a walkout basement with an independent exit,

Marco Novillo Spring Hill Real Estate, LLC.

2.5344 Acres, Zoned B-2 General Business Office, Retail, Auto Dealers, Restaurants, Gas Service Stations, Sports (small area in rear is zoned RP) Site was also approved under the old regulations for storm water and is currently grandfathered as long as the current bond is in place. This is a tremendous amount of savingsAccess from North Frederick Pike, Autumn View Lane and Driveway on

Suzanne Conrad Adams-Nelson & Associates Inc

Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

Gillian Greenfield Coldwell Banker Premier

From the top of the mountain overlooking the beautiful Shenandoah Valley this 100 acres of pristine wooded property awaits your vision. With spectacular views and total serenity, this raw land has many potentials- it is coded in Agricultural Land Use and is zoned Residential R5 Dist. Currently under a one year lease to a hunting management company (this is definitely a hunters paradise). Must

Liz Seitz Dandridge Realty Group, LLC

PRICE REDUCED!! Owners are looking for reasonable offers. Lot fronts on Senseny road but can be accessed from the shopping center parking lot. Also can be purchased jointly with Lot H. Lot is flat and ready for development. The house adjoining the lot may also be available for purchase.

John Coontz Commercial Specialists

For Sale – 1.89 + Acres Redevelopment Site located just off Valley Avenue in southern Winchester. Property consists of 2 parcels and includes a single family detached rental and one unimproved lot. Lot is zoned MR and Improved parcel is zoned B-2. Property is ideally suited for multi-family development. All properties are leased. Call listing broker for additional information. Do not disturb

Brett Haynes Oakcrest Commercial LLC.

Welcome to this stunningly new built 3-bedroom beautiful home located in the heart of Winchester. Enjoy the unbeatable convenience of being just moments from shopping Centers, playgrounds, theatres, and more.Step inside to experience the fresh scent of new construction and move-in-ready living, complete with brand new-flooring, modern appliances, and a thoughtfully designed layout perfect for

Elizabeth Flood Keller Williams Realty

The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

Brooks Sears DRH Realty Capital, LLC.

The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

Brooks Sears DRH Realty Capital, LLC.

The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel

Brooks Sears DRH Realty Capital, LLC.

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

Brooks Sears DRH Realty Capital, LLC.

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

Brooks Sears DRH Realty Capital, LLC.

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

Brooks Sears DRH Realty Capital, LLC.

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

Brooks Sears DRH Realty Capital, LLC.

The Cabral offers 1,657 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2.5 bathrooms, and a versatile loft area on the bedroom level—perfect for a home office, playroom, or additional lounge space. Enjoy the convenience of a 2-car garage and modern finishes throughout. This home is move-in ready and comes with added perks including a washer and dryer,

Brooks Sears DRH Realty Capital, LLC.

Welcome to this stunning modern cottage/farmhouse, located just 5 minutes from historic downtown Winchester, VA! This beautifully designed home seamlessly blends classic charm with contemporary comfort. This is a pre-planned home, no construction loan necessary.Featuring 3 bedrooms and 2.5 baths, this thoughtfully crafted residence offers an inviting open-concept layout. The main level

Mary Casselano Dream Real Estate

The Cabral is a 1,665-square-foot, two-story home with three bedrooms, 2.5 bathrooms, a loft, and a two-car garage. The open-concept main level features a spacious living room, an eat-in kitchen with stainless steel appliances, a walk-in pantry, and a sliding glass door to the backyard. Upstairs, the owner’s suite boasts a large bedroom, walk-in closet, and luxurious bath, complemented by two

Tracy Jennings DRH Realty Capital, LLC.

***SPECIAL BUILDER INCENTIVE $10K CLOSING COSTS*** I am brand new and done! The lot drops off to the rear for privacy, down to Babbs Run which flows year round. Walk south along the ridge from the house and the driveway and take a look at the dramatic rock outcroppings, there's a perfect spot for a fire ring and chairs. Private and over 3 wooded UNRESTRICTED acres. Side load garage with garage

Jim Thomson Realty ONE Group Old Towne

Welcome to 305 W. Whitlock, also known as 'Walkable Whitlock'! Imagine the ease of strolling to Handley High School, enjoying a delicious dinner at Oakstone, or exploring the chic shops and Old Town events just a short walk from your doorstep.Walkable Whitlock offers the perfect blend of convenience and lifestyle. Picture yourself relaxing on your spacious front patio, hosting a summer barbecue

Gillian Greenfield Coldwell Banker Premier

DO YOU HAVE A LARGE FAMILY AND NEED YOUR OWN SPACE. HERE IS 6 BEDROOMS 3 BATHROOMS WITH 3 FULL KITCHENS. ALMOST 2800 SQ. FT FINISHED. OFF STREET PARKING FOR 6 CARS. SHED AND STILL ROOM TO RELAX OUTBACK. MORE PICS COMING SOON.

Richard Kozlowski Long & Foster Real Estate, Inc.

Welcome to this stunning modern cottage/farmhouse, located just 5 minutes from historic downtown Winchester, VA! This beautifully designed home seamlessly blends classic charm with contemporary comfort. This is a pre-planned home, no construction loan necessary.Featuring 3 bedrooms and 2.5 baths, this thoughtfully crafted residence offers an inviting open-concept layout. The main level

Mary Casselano Dream Real Estate

Charming Townhome with Solar Savings in a Prime Location!Welcome to this beautifully updated townhome nestled in a highly sought-after neighborhood just minutes from Rt 7! This move-in ready home boasts paid-off solar panels, keeping your electric bills at an incredible $20/month on average—a rare and valuable find.Inside, you'll find fresh paint throughout, new luxury vinyl plank flooring, and

Kandi Ross Realty ONE Group Old Towne