Winchester, MA Homes for Sale with Pool

/34
$375,000
- 1 Bed
- 1 Bath
- 634 Sq Ft
200 Swanton St Unit T28, Winchester, MA 01890

1 bedroom condo in Winchester. This garden-level unit offers tranquil pond views and direct patio access just outside the pond. The condo features a bright, open layout with large windows bringing in natural light. HOA fee includes heat, hot water, electricity, and air conditioning—making it easy and affordable to maintain. Enjoy a peaceful setting with access to the community pool and well-kept

Joan Powell

RE/MAX Andrew Realty Services

(781) 384-5553

200 Swanton St Unit T28, Winchester, MA 01890
Explore Winchester
/15
$379,000
- 1 Bed
- 1 Bath
- 606 Sq Ft
200 Swanton St Unit 228, Winchester, MA 01890

1-bedroom condo at Parkview Condominiums in Winchester. This bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with new flooring and excellent closet space,

Joan Powell

RE/MAX Andrew Realty Services

(781) 417-5122

200 Swanton St Unit 228, Winchester, MA 01890
/42
$2,549,000
- 4 Beds
- 4 Baths
- 5,674 Sq Ft
10 Viking Rd, Winchester, MA 01890

Experience the perfect blend of craftsmanship & modern luxury in this stunning custom-built brick ranch. From the moment you enter the spacious front foyer, you’re greeted by soaring cathedral beamed ceilings & an inviting open-concept layout that seamlessly connects the living, dining, & family areas—ideal for effortless entertaining & comfort. A thoughtfully designed private wing includes 4

Anne Spry Barrett Sotheby's International Realty

10 Viking Rd, Winchester, MA 01890
/40
$1,899,000
- 3 Beds
- 3.5 Baths
- 3,010 Sq Ft
1 Town Way, Winchester, MA 01890

Welcome home to this completely renovated gem, ideally situated on a corner lot in the highly sought-after Lincoln Elementary School district. Warm, inviting, and truly move-in ready, this home offers the open-concept first floor buyers dream of—featuring a beautiful kitchen flowing seamlessly into the dining and living areas, plus a sunken family room perfect for relaxing or entertaining. Enjoy

Philip Vita Compass

1 Town Way, Winchester, MA 01890
/42
$1,795,000
- 3 Beds
- 3 Baths
- 3,182 Sq Ft
114 Johnson Rd, Winchester, MA 01890

Welcome Home to this gracious Colonial set on beautifully manicured grounds in one of Winchester’s most sought-after neighborhoods, known for its vibrant community & top-rated schools. An oversized updated kitchen w/ Corian countertops, double ovens & abundant cabinetry anchors the home, opening to an elegant dining room & inviting formal living room. Lovely hardwood floors thruout add warmth &

Rosemary Kelleher LAER Realty Partners

114 Johnson Rd, Winchester, MA 01890
/31
$3,390,000 Open Sun 12:30PM - 2:30PM
- 4 Beds
- 3.5 Baths
- 4,847 Sq Ft
25 Myopia Rd, Winchester, MA 01890

A timeless home of exceptional craftsmanship on the coveted slope of Myopia Hill, offering tranquil views of lush gardens and rolling hills. Thoughtful architectural details enrich every space, while multiple patios and wrap-around porch create an effortless flow between indoor& outdoor. The gracious main level unfolds into beautifully connected living spaces, featuring an office, elegant dining

Wenjun Cao Engel & Volkers Boston

25 Myopia Rd, Winchester, MA 01890
/42
$3,499,000
- 5 Beds
- 7.5 Baths
- 6,899 Sq Ft
54 Johnson Rd, Winchester, MA 01890

This STUNNING newly constructed home facing Old Village Drive redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends style w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the

Kim Covino Compass

54 Johnson Rd, Winchester, MA 01890
/42
$3,537,000
- 7 Beds
- 7.5 Baths
- 8,540 Sq Ft
37 Mayflower Rd, Winchester, MA 01890

Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz

Kim Covino Compass

37 Mayflower Rd, Winchester, MA 01890

Massachusetts Middlesex County Winchester

Home Trends in Winchester, MA

On average, homes in Winchester, MA sell after 20 days on the market compared to the national average of 54 days. The median sale price for homes in Winchester, MA over the last 12 months is $1,627,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,627,000

Median Single Family Sale Price

$1,780,000

Median Townhouse Sale Price

$1,367,500

Median 2 Bedroom Sale Price

$855,000

Average Price Per Sq Ft

$564

Number of Homes for Sale

Last 12 months Home Sales

175

Months of Supply

1.00

Median List Price

$1,650,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Winchester, there are currently 8 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Winchester, MA and discover your ideal residence.

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