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Browse All Winchester VA Properties with Pool for Sale

314 Huntersridge Rd, Winchester image
314 Huntersridge Rd, Winchester $634,900

Your Next Chapter Starts Here! Space, style, flexibility, and a backyard made for entertaining — all tucked away on a quiet cul-de-sac in desirable Oakdale Crossing. Thi...

  • 5 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
116 Magpie Ln, Winchester image
116 Magpie Ln, Winchester $595,390

NEW BUILD, move in ready single-family home at Hiatt Pointe, 55+ community at Snowden Bridge by Van Metre Homes! The Sierra 39-F2 at Hiatt Pointe is stunning! This home o...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
200 Fairfield Dr, Winchester image
200 Fairfield Dr, Winchester $645,000

Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the conven...

  • 4 Beds
  • 4 Baths
  • Oakdale Crossing SubDv.
  • 22602 Zip Code
  • ACTIVE Status
108 Magpie Ln Unit #HOMESITE 1035, Winchester image
108 Magpie Ln Unit #HOMESITE 1035, Winchester $585,659

Find Homesite 1035, a brand new SINGLE FAMILY HOME designed for Active Adult (55+) living. This never lived-in before, MOVE-IN READY home offers main-level living and low...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
101 Poe Dr, Winchester image
101 Poe Dr, Winchester $624,990

Welcome to 101 Poe Dr! Offering 2,793 sq. ft. ABOVE GRADE, plus a finished basement office/flex room and substantial additional basement space ready for future expansion...

  • 4 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
136 Plaid Hill Dr, Winchester image
136 Plaid Hill Dr, Winchester $729,990

Rare cul-de-sac opportunity in sought-after Snowden Bridge! This stunning 5-bedroom Sinclair is under construction for a year-end move-in and offers the perfect blend of ...

  • 5 Beds
  • 5 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • PENDING Status
107 Heirloom Way, Winchester image
107 Heirloom Way, Winchester $389,990

Move-In Ready Villa in Hiatt Pointe at Snowden Bridge's Premier Gated 55+ Community! Experience the ease of low-maintenance living in this beautifully designed home, read...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • PENDING Status
100 Keystone Ln Unit #HOMESITE 1090, Winchester image
100 Keystone Ln Unit #HOMESITE 1090, Winchester $456,639 ▲

Discover a new MOVE-IN READY and thoughtfully designed home for active 55+ living. This BRAND NEW END VILLA gives you more time to enjoy what matters most. Main-level liv...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
185 Hannah Ct, Winchester image
185 Hannah Ct, Winchester $649,500 ▼

SELLER OFFERING $5000 CREDIT! Welcome home to your private 2-acre sanctuary! This charming 1997 Colonial seamlessly blends classic warmth, modern convenience, and unforge...

  • 4 Beds
  • 4 Baths
  • Ashland Meadows SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
110 Coriander Dr, Winchester image
110 Coriander Dr, Winchester $424,990 ▼

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTIONS ON THIS QUICK MOVE IN HOME!! Brand-New Dual Primary Townhome—Late Summer Move-In! Step into modern living with this b...

  • 3 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
102 Zinnia Ln, Winchester image
102 Zinnia Ln, Winchester $474,990

Move right into the effortless lifestyle you've been dreaming of with this beautifully designed single-level semi-attached home, ready for immediate move-in. The open-con...

  • 2 Beds
  • 2 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • PENDING Status
413 Superior Ave, Winchester image
413 Superior Ave, Winchester $425,000 ▼

This beautiful rancher sits on 0.38 acres with an expansive, level backyard that is fully fenced and shaded by gorgeous mature trees. A large deck spans the back of the h...

  • 3 Beds
  • 2 Baths
  • Wea-Villa SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1950 Jones Rd, Winchester image
1950 Jones Rd, Winchester $1,750,000

Tucked away on a private lane bordered by an elegant stone wall, this impressive all-brick residence offers approximately 8,000 square feet of exceptional living space in...

  • 4 Beds
  • 6 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • PENDING Status
144 Robinson Dr, Winchester image
144 Robinson Dr, Winchester $2,599,000

This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in...

  • 4 Beds
  • 6 Baths
  • Roscommon SubDv.
  • 22602 Zip Code
  • ACTIVE Status
113 Windmill Ln, Winchester image
113 Windmill Ln, Winchester $339,999

Why rent when you can own? This spacious townhome has everything you are looking for. Located steps away from Route 7 & I Interstate 81, with grocery stores, pharmac...

  • 3 Beds
  • 3 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
158 Old Forest Cir, Winchester image
158 Old Forest Cir, Winchester $665,000 ▼

NEW PRICE — NOW $665,000! An exceptional opportunity to make 158 Old Forest your new home. With a $10,000 price improvement, this property offers even more value. If you'...

  • 4 Beds
  • 3 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
103 Trade Wind Ln, Winchester image
103 Trade Wind Ln, Winchester $329,900

Welcome home to 103 Trade Wind Lane, a beautifully updated townhome offering low-maintenance living on Winchester’s desirable east side! Perfectly situated near top schoo...

  • 3 Beds
  • 3 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
141 Poe Dr, Winchester image
141 Poe Dr, Winchester $589,900

Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a d...

  • 4 Beds
  • 4 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
218 Babbs Mountain Rd, Winchester image
218 Babbs Mountain Rd, Winchester $935,000 ▼

A PRIVATE CUSTOM-BUILT ESTATE SURROUNDED BY NATURE — WITH YOUR OWN RESORT-STYLE POOL! Set on an extraordinary 6.44 private acres, this exquisite custom-built residence of...

  • 5 Beds
  • 3 Baths
  • Babbs Mountain SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
153 Fox Dr, Winchester image
153 Fox Dr, Winchester $439,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopp...

  • 3 Beds
  • 2 Baths
  • B P Myers SubDv.
  • 22601 Zip Code
  • ACTIVE Status
171 Sioux Loop, Winchester image
171 Sioux Loop, Winchester $389,160

This Adams interior unit features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sq. ft., there is plenty of space to entertain and live comfortably. En...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
169 Sioux Loop, Winchester image
169 Sioux Loop, Winchester $402,160

Move into your new home this October and enjoy the best of fall in this stunning Adams end-unit townhome! Featuring a classic white siding exterior and bright, timeless w...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
179 Sioux Loop, Winchester image
179 Sioux Loop, Winchester $404,160

Move into your new home this September/October and enjoy a fresh start this fall in the beautiful Adams end-unit townhome! Featuring a stylish green exterior and designer...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • PENDING Status
194 Glendobbin Ln, Winchester image
194 Glendobbin Ln, Winchester $1,350,000

Welcome to an extraordinary custom-built all-brick estate nestled on five beautifully manicured acres in the highly sought-after Apple Pie Ridge area. This exceptional pr...

  • 4 Beds
  • 4 Baths
  • Glendobbin Hills SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status
120 Scirocco Ln, Winchester image
120 Scirocco Ln, Winchester $339,999 ▼

This beautifully maintained 3-bedroom, 1.5-bath townhome offers three finished levels of living space with even more potential in the basement to create an additional bed...

  • 2 Beds
  • 2 Baths
  • Windstone SubDv.
  • 22602 Zip Code
  • ACTIVE Status
485 Lake Serene Dr, Winchester image
485 Lake Serene Dr, Winchester $969,000

A rare opportunity to live on Lake Serene - Welcome to your private lakefront retreat on Lake Serene, where lake-life meets timeless craftsmanship. Tucked among the trees...

  • 5 Beds
  • 4 Baths
  • Lake Serene SubDv.
  • 22603 Zip Code
  • ACTIVE Status
109 Nootka Way, Winchester image
109 Nootka Way, Winchester $379,000 ▼

*Excellent commuter location in a brand-new community conveniently situated just off Route 7 as you enter Winchester, offering easy access to major commuter routes, shopp...

  • 3 Beds
  • 3 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
3168 Ruby Royce Dr, Winchester image
3168 Ruby Royce Dr, Winchester $635,690

Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibil...

  • 3 Beds
  • 4 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
134 Wagtail Ln Unit #HOMESITE 1014, Winchester image
134 Wagtail Ln Unit #HOMESITE 1014, Winchester $617,490 ▼

MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Point...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
2484 Scotch Bonnet Dr, Winchester image
2484 Scotch Bonnet Dr, Winchester $644,490

6-bedroom, 5.5-bath Monroe sits on a desirable cul-de-sac in Snowden Bridge and is still under construction, giving you time to select your own cabinets, countertops, and...

  • 6 Beds
  • 6 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • PENDING Status
107 Cahille Dr, Winchester image
107 Cahille Dr, Winchester $749,050 ▼

Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door. The backya...

  • 4 Beds
  • 4 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
144 Morning Glory, Winchester image
144 Morning Glory, Winchester $499,000 ▼

Nestled in the charming Apple Ridge community, this stunning Colonial-style home offers a perfect blend of comfort and elegance. Set on a generous 0.4-acre lot, the prope...

  • 5 Beds
  • 4 Baths
  • Apple Ridge SubDv.
  • 22602 Zip Code
  • ACTIVE Status
104 Murphy Ct, Winchester image
104 Murphy Ct, Winchester $555,900 ▼

Gorgeous 4-Bedroom Colonial in Sought-After Sovereign Village! This beautifully maintained home is nestled on a large cul-de-sac, offering privacy, space, and comfort b...

  • 4 Beds
  • 4 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
132 Swansong Pl, Winchester image
132 Swansong Pl, Winchester $404,990 ▼

BUILDER OFFERING BELOW MARKET RATE FINANCING OPTION ON THIS QUICK MOVE IN HOME!! Brand-New 4-Bedroom Townhome | Late Summer Move-In! Enjoy stylish, low-maintenance living...

  • 4 Beds
  • 4 Baths
  • Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
117 Castaway Pl, Winchester image
117 Castaway Pl, Winchester $349,990

Enjoy low-maintenance living in this beautifully designed two-level villa in Hiatt Pointe! The main-level primary suite features two walk-in closets for exceptional stora...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
107 Lawford Way, Winchester image
107 Lawford Way, Winchester $459,990 ▼

Under construction for late summer Move-In and Backing to Trees! This beautifully designed home offers easy, open-concept living with a stylish gourmet kitchen featuring ...

  • 2 Beds
  • 2 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
450 Green Spring Rd, Winchester image
450 Green Spring Rd, Winchester $3,500,000

Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one ...

  • 3 Beds
  • 4 Baths
  • No SubDv.
  • 22603 Zip Code
  • ACTIVE Status
450 Green Spring Rd, Winchester image
450 Green Spring Rd, Winchester $3,500,000

Be sure to see the video and 3D tour to fully explore this property! <br><br> Award-Winning Virginia Winery + Luxury Vineyard Estate + Income-Producing Luxury Short Term...

  • 3 Beds
  • 4 Baths
  • No SubDv.
  • 22603 Zip Code
  • ACTIVE Status
102 Julie Ct, Winchester image
102 Julie Ct, Winchester $829,900 ▼

Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, ...

  • 5 Beds
  • 5 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • ACTIVE Status
126 Brockham Ct, Winchester image
126 Brockham Ct, Winchester $382,500 ▼

WOW! 25K PRICE REDUCTION! PRICED TO SELL! MOTIVATED SELLER! Beautifully crafted and meticulously maintained 3-level townhome located in the highly desirable Sovereign Vil...

  • 4 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • PENDING Status
139 Poe Dr, Winchester image
139 Poe Dr, Winchester $579,990 ▲

Welcome to this nearly new 4-bedroom, 3-bath home in the sought-after Raven Oaks community, offering a convenient Winchester location, modern finishes, flexible living sp...

  • 4 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
517 Merrimans Ln, Winchester image
517 Merrimans Ln, Winchester $999,000

None

  • 4 Beds
  • 3 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • PENDING Status
404 Granite Ridge Dr, Winchester image
404 Granite Ridge Dr, Winchester $369,990

Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on t...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
1022 Heth Pl, Winchester image
1022 Heth Pl, Winchester $1,239,000

This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and ...

  • 4 Beds
  • 8 Baths
  • Meadow Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
440 Canyon Rd, Winchester image
440 Canyon Rd, Winchester $549,000 ▼

Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirable Sovereign Village community on the east side of Winchester. Offering spa...

  • 5 Beds
  • 3 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1352 Ramseur Ln, Winchester image
1352 Ramseur Ln, Winchester $524,900

Welcome to this beautifully maintained townhome in the desirable Meadowbranch Mews community, where comfort, style, and convenience come together. Featuring three bedroom...

  • 3 Beds
  • 4 Baths
  • Meadowbranch Mews SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
101 Seminole Dr, Winchester image
101 Seminole Dr, Winchester $495,990 ▼

The Glendale is a 2,216 square foot corner homesite, open concept two-story home with a finished basement that offers four bedrooms, three and a half bathrooms with a two...

  • 4 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
140 Poe Dr, Winchester image
140 Poe Dr, Winchester $550,000 ▼

Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town...

  • 3 Beds
  • 3 Baths
  • Raven Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
133 Wappinger Ter, Winchester image
133 Wappinger Ter, Winchester $559,990 ▼

The Hayden is a spacious two-story home offering 6 bedrooms, 4 bathrooms, and over 3,100 square feet of thoughtfully designed living space, perfect for both everyday livi...

  • 6 Beds
  • 4 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
130 Wappinger Ter, Winchester image
130 Wappinger Ter, Winchester $489,990 ▼

Discover the perfect blend of space, function, and style in the Elm—a thoughtfully designed 2,415 sq. ft. two-story home featuring 5 bedrooms, 3 full bathrooms, a versati...

  • 5 Beds
  • 3 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • PENDING Status

Winchester Homes with Pool

Our website features the best real estate search for properties available in Winchester and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Anne Nouri

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