31

Winchester, VA Homes for Sale with Pool

Section Image Section Image
  • /3

    $619,000 Coming Soon

    • 6 Beds
    • 3.5 Baths
    • 3,527 Sq Ft

    100 Duner Ct, Winchester, VA 22602

    Welcome to this spacious 5-6 bedroom, 3.5-bath home nestled in a quiet cul-de-sac on a generous 0.38-acre lot. Enjoy the perfect blend of privacy and convenience with a fully fenced backyard that backs to mature trees—ideal for relaxing or entertaining. Step outside to your own private retreat featuring an in-ground pool and plenty of outdoor space. Inside, the finished basement offers versatile

    Agent Photo

    Sheila Pack

    RE/MAX Roots

    (540) 306-4812

    100 Duner Ct, Winchester, VA 22602
  • /47

    $599,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    151 Poe Dr, Winchester, VA 22602

    *** NEW UPDATED PRICE! *** Welcome to this beautiful 4-bedroom, 2.5-bath home, constructed in 2024 and ideally positioned on a desirable corner lot within a tranquil cul-de-sac. As you enter, you'll appreciate the bright and open design tailored for contemporary living. The gourmet kitchen is a chef's dream, featuring a walk-in pantry, a spacious center island, and a seamless connection to the

    Kamran Saleem Redfin Corporation

    151 Poe Dr, Winchester, VA 22602
  • /50

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    1380 Magruder Ct, Winchester, VA 22601

    $10,000 PRICE REDUCTION!! SELLER OFFERING 5 YEAR SWIMMING POOL AND TENNIS/PICKLEBALL COURT MEMBERSHIP!!!Rare opportunity in a fabulous location...walk to John Kerr Elementary and Handley High Schools, the Museum of the Shenandoah Valley and Winchester Medical Center!! Close to Old Town Winchester. Well maintained colonial style home in highly desirable Downs at Meadow Branch community. Bright

    Stuart Wolk ERA Oakcrest Realty, Inc.

    1380 Magruder Ct, Winchester, VA 22601
  • /53

    $584,900

    • 4 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    3336 Hunting Ridge Rd, Winchester, VA 22603

    Nestled in a serene, private setting, this beautifully designed 4-bedroom, 3-bathroom modern home is perfect for those who appreciate privacy and natural beauty, while situated on a gorgeous 5-acre lot. With spacious living areas, sleek finishes, and an open floor plan, this home is the epitome of contemporary modern living.The well-lit kitchen is a true highlight, featuring stunning

    Karl Achstetter Keller Williams Realty

    3336 Hunting Ridge Rd, Winchester, VA 22603
  • /5

    $649,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,999 Sq Ft

    122 Wagtail Ln, Winchester, VA 22603

    New Rembrandt is under construction and will be ready for Summer Move In at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! Discover the epitome of thoughtful design in The Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and vibrant communal spaces, all while prioritizing the ease of main-level living. Step through the

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    122 Wagtail Ln, Winchester, VA 22603
  • /57

    $609,990 New Construction

    • 6 Beds
    • 4.5 Baths
    • 3,619 Sq Ft

    TBD Mascouten St, Winchester, VA 22602

    Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are three additional

    Brooks Sears DRH Realty Capital, LLC.

    TBD Mascouten St, Winchester, VA 22602
  • /57

    $604,990 New Construction

    • 6 Beds
    • 4.5 Baths
    • 3,619 Sq Ft

    TBD Mascouten St, Winchester, VA 22602

    Introducing the Salem floorplan at The Retreat at Winding Creek! The first-floor owners bedroom house you've been waiting for! On the main floor, you will find a formal dining room, laundry room, and half bath. The open-concept kitchen and living areas are perfect for entertaining. The kitchen has stainless steel appliances by Whirlpool with granite countertops. Upstairs are three additional

    Brooks Sears DRH Realty Capital, LLC.

    TBD Mascouten St, Winchester, VA 22602
  • /59

    $569,990 New Construction

    • 4 Beds
    • 3 Baths
    • 3,386 Sq Ft

    119 Manasquan Way, Winchester, VA 22602

    Quick Move-In Salem Model with Below-Market Interest Rates Available! This spacious 4 bedroom, 3.5 bath home offers 2686 sq ft on the top two floors with a first-floor primary suite for easy main-level living. The open-concept design is perfect for entertaining, and the stone front elevation adds timeless curb appeal. Enjoy the added space of a finished recreation room with an additional

    Brooks Sears DRH Realty Capital, LLC.

    119 Manasquan Way, Winchester, VA 22602
  • /22

    $574,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,078 Sq Ft

    104 Quigley Ct, Winchester, VA 22602

    Imagine Summer Days in your own Private Paradise, Living in this Gorgeous Colonial with a Backyard Oasis!Nestled at the end of a peaceful cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance, comfort, and outdoor living. The crown jewel of this home is the stunning inground saltwater pool, complete with a gas heater replaced in 2019, a new pump

    Donna Anderson Samson Properties

    104 Quigley Ct, Winchester, VA 22602
  • /40

    $449,900

    • 3 Beds
    • 3.5 Baths
    • 2,721 Sq Ft

    1324 Ramseur Ln, Winchester, VA 22601

    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 is move-in ready!Inside, you'll find

    Jeanne Mezzatesta Colony Realty

    1324 Ramseur Ln, Winchester, VA 22601
  • /56

    $2,150,000

    • Studio
    • 7,190 Sq Ft

    908 Cedar Creek Grade, Winchester, VA 22601

    In town location for this completely remodeled multi unit property. This property contains 4 homes and 2 apartments that have been completely refinished. The main home is currently lived in by the owner and is attached to a indoor swimming pool. The other 3 homes and 2 apartments are leased and are bringing over$10,500 monthly. If you choose rent the main house income would be much higher. .

    Meridee Powars Link Realty Services LLC

    908 Cedar Creek Grade, Winchester, VA 22601
  • /43

    $534,000

    • 3 Beds
    • 2.5 Baths
    • 2,180 Sq Ft

    104 Lenore Ln, Winchester, VA 22602

    PRICE DROP!!! Stunning Former Model Home in Raven Oaks – Prime Location & Modern ComfortNestled in the heart of the desirable Raven Oaks Community, this stunning 2024-built has been barely lived in, 3-bedroom, 2.5-bath residence was once the community’s model home, showcasing impeccable design and functionality. Adjacent to a designated common area, this home offers extra space and

    Robert Adams Weichert Realtors - Blue Ribbon

    104 Lenore Ln, Winchester, VA 22602
  • /78

    $709,990

    • 5 Beds
    • 3.5 Baths
    • 4,208 Sq Ft

    115 Nevermore Dr, Winchester, VA 22602

    Stunning 5-Bedroom Home with Spectacular Blue Ridge Views - 115 Nevermore Drive, Winchester, VAWelcome to your dream home! Nestled in one of Winchester’s most coveted neighborhoods, this custom-built, brick-front beauty is the largest model offered by Richmond American Homes – the Yorktown. With 5 spacious bedrooms, 3.5 luxurious bathrooms, and an array of upgrades throughout, this home is a

    Sean Smith Real Broker, LLC

    115 Nevermore Dr, Winchester, VA 22602
  • /110

    $1,699,000

    • 5 Beds
    • 7 Baths
    • 9,447 Sq Ft

    103 Oak Ridge Ln, Winchester, VA 22602

    This luxury ranch estate boasts a whopping 8,295 square feet (with another 1,152 in the basement) on a lovely 1.5 acres. In 1998 the home was completely remodeled and expanded by the local, renowned architectural firm of Reader and Swartz. This home features beautiful, all-brick craftsmanship with herringbone details and hardscaping, curated landscaping, and mature trees for additional privacy.

    Dan Whitacre Colony Realty

    103 Oak Ridge Ln, Winchester, VA 22602
  • /92

    $1,359,000

    • 7 Beds
    • 4.5 Baths
    • 6,600 Sq Ft

    207 Westview Dr, Winchester, VA 22603

    Custom built 6600 sq ft home, 7 bedrooms, 4.5. bath on 6.5+ acres, large exquisite in-ground pool, all nestled in a private unrestricted setting that allows ATV's to be fully active! This remarkable and unique home offers a stunning and elegant design with a private setting yet still close to everything Winchester has to offer. You will feel like you are staying at a vacation home everyday! The

    Christopher Hild Realty FC, LLC

    207 Westview Dr, Winchester, VA 22603
  • /56

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 7,190 Sq Ft

    908 Cedar Creek Grade, Winchester, VA 22601

    Opportunity meets elegance in this fully remodeled multi-unit gem, perfectly situated in a prime in-town location. This unique property features four beautifully refinished homes and two modern apartments, offering both luxury and income potential in one impressive package.The main residence—currently owner-occupied—is a standout, seamlessly connected to a private indoor swimming pool,

    Meridee Powars Link Realty Services LLC

    908 Cedar Creek Grade, Winchester, VA 22601
  • /24

    $495,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    108 Manasquan Way, Winchester, VA 22602

    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.

    108 Manasquan Way, Winchester, VA 22602
  • /24

    $493,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    110 Manasquan Way, Winchester, VA 22602

    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.

    110 Manasquan Way, Winchester, VA 22602
  • /24

    $493,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    114 Manasquan Way, Winchester, VA 22602

    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.

    114 Manasquan Way, Winchester, VA 22602
  • /28

    $500,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    218 Munsee Cir, Winchester, VA 22602

    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.

    218 Munsee Cir, Winchester, VA 22602
  • /37

    $366,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,509 Sq Ft

    117 Nootka Way, Winchester, VA 22602

    This rear-load, two-level townhome offers 1,509 square feet of well-designed living space, perfect for modern comfort and convenience. With three spacious bedrooms and 2.5 baths, it’s ideal for those seeking a low-maintenance lifestyle. The open layout includes a welcoming main level with plenty of room for entertaining, while the second floor hosts the bedrooms for added privacy. The home also

    Brooks Sears DRH Realty Capital, LLC.

    117 Nootka Way, Winchester, VA 22602
  • /37

    $366,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,509 Sq Ft

    119 Nootka Way, Winchester, VA 22602

    This rear-load, two-level townhome offers 1,509 square feet of well-designed living space, perfect for modern comfort and convenience. With three spacious bedrooms and 2.5 baths, it’s ideal for those seeking a low-maintenance lifestyle. The open layout includes a welcoming main level with plenty of room for entertaining, while the second floor hosts the bedrooms for added privacy. The home also

    Brooks Sears DRH Realty Capital, LLC.

    119 Nootka Way, Winchester, VA 22602
  • /37

    $366,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,509 Sq Ft

    113 Nootka Way, Winchester, VA 22602

    This rear-load, two-level townhome offers 1,509 square feet of well-designed living space, perfect for modern comfort and convenience. With three spacious bedrooms and 2.5 baths, it’s ideal for those seeking a low-maintenance lifestyle. The open layout includes a welcoming main level with plenty of room for entertaining, while the second floor hosts the bedrooms for added privacy. The home also

    Brooks Sears DRH Realty Capital, LLC.

    113 Nootka Way, Winchester, VA 22602
  • /54

    $366,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    114 Nootka Way, Winchester, VA 22602

    This interior unit Delmar townhome by D.R. Horton blends modern style with practical living across 1,500 square feet of well-planned space. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this two-story home is perfect for comfort and convenience. The main floor includes a sleek eat-in kitchen with a large pantry and island, seamlessly flowing into the open dining and living area—ideal for

    Brooks Sears DRH Realty Capital, LLC.

    114 Nootka Way, Winchester, VA 22602
  • /54

    $366,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    118 Nootka Way, Winchester, VA 22602

    This interior unit Delmar townhome by D.R. Horton blends modern style with practical living across 1,500 square feet of well-planned space. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this two-story home is perfect for comfort and convenience. The main floor includes a sleek eat-in kitchen with a pantry and island, seamlessly flowing into the open dining and living area—ideal for

    Brooks Sears DRH Realty Capital, LLC.

    118 Nootka Way, Winchester, VA 22602
  • /20

    $454,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,657 Sq Ft

    111 Yurok Ct, Winchester, VA 22602

    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.

    111 Yurok Ct, Winchester, VA 22602
  • /55

    $429,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft

    169 Munsee Cir, Winchester, VA 22602

    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

    Tracy Jennings DRH Realty Capital, LLC.

    169 Munsee Cir, Winchester, VA 22602
  • /37

    $519,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,308 Sq Ft

    114 Munsee Cir, Winchester, VA 22602

    The Deerfield is a thoughtfully designed home with four bedrooms and three-and-a-half baths. The kitchen features a walk-in pantry and island. Granite countertops and stainless steel Whirlpool appliances make cooking a breeze. The kitchen looks out over the open-concept dining area and great room. All four bedrooms are upstairs along with the laundry room - w/d included! The primary suite

    Tracy Jennings DRH Realty Capital, LLC.

    114 Munsee Cir, Winchester, VA 22602
  • /19

    $457,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,637 Sq Ft

    117 Monacan St, Winchester, VA 22602

    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.

    117 Monacan St, Winchester, VA 22602
  • /10

    $729,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,958 Sq Ft

    229 Taggart Dr, Winchester, VA 22602

    The Amelia Model by Merrifield Homes. Price includes finished basement. This is a very rare customizable house on a subdivision lot in Frederick County. Built by Merrifield Homes, buyers can choose layout, paint, cabinets, countertops, lighting, decking, hardwood stain, etc. Final price depends on selections, but this house is already loaded, including the hardwood, trim, covered porch, tile

    JP Carr Merrifield Realty, LLC

    229 Taggart Dr, Winchester, VA 22602
  • /40

    $550,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 2,489 Sq Ft

    116 Lenore Ln, Winchester, VA 22602

    Coming Soon! Stunning home in the heart of Raven Oaks, this residence is a testament to both beauty and functionality. Thoughtful upgrades and features enhance the overall appeal and convenience of this beautiful home. The kitchen, the heart of this home, has been upgraded to perfection, there is also a bedroom and one full bathroom on the main level too and a gourmet kitchen with a large center

    Michael Putnam RE/MAX Executives

    116 Lenore Ln, Winchester, VA 22602

Home Trends in Winchester, VA

Home Trends

Median Price (12 Mo)
$405,000
Median Single Family Price
$425,000
Median Townhouse Price
$366,990
Median 2 Bedroom Price
$236,500
Median 1 Bedroom Price
$225,000
Average Price Per Sq Ft
$206
Number of Homes for Sale
183
Last 12 months Home Sales
1,037
Months of Supply
2.10
Median List Price
$410,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home