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Winchester Highlands Homes for Sale

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  • /22

    $2,499,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    19 Laurel Hill Ln, Winchester, MA 01890

    Meticulous full-home reconstruction on peaceful Laurel Hill Lane by Mark Stephen Development. Completely reimagined and expanded, this 5-bed, 4 full/2 half bath residence blends modern function with sophisticated design. Custom cabinetry and beautifully curated finishes define every room. A first-floor en-suite enhances flexibility, while the living room’s striking custom marble surround creates

    Mark Donnellan Gibson Sotheby's International Realty

    19 Laurel Hill Ln, Winchester, MA 01890
  • /42

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,490 Sq Ft

    95 Irving St, Winchester, MA 01890

    Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers modern living with an inviting open-concept layout & high ceilings spanning across 4 finished levels with attached garage! The stunning chef’s kitchen features high-end appliances, large island & abundant storage, flowing seamlessly into the dining area & living room with a gas

    Kim Covino Compass

    95 Irving St, Winchester, MA 01890
  • /16

    $899,900

    • Land
    • 0.23 Acre
    • $3,912,609 per Acre

    18 Raymond Place, Winchester, MA 01890

    An opportunity awaits at 18 Raymond Place! This property offers a nearly 10,000 sq/ft lot, ample parking, and a large structure in a quaint, idyllic neighborhood. This freestanding building offers over 2 levels of space with direct exterior lower access for separate quarters. High ceilings, and lots of natural sunlight, this property awaits your customization. Each floor has 2 bathrooms, and the

    Kim Covino Compass

    18 Raymond Place, Winchester, MA 01890
  • /35

    $898,000

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft

    571 Washington St, Winchester, MA 01890

    Best valued single family in Winchester with incredible fenced backyard and expansive patio extending your living space outdoors, and 2 car garage!! Build immediate equity and convenience by adding an additional bathroom - Plans and renderings in hand (see attached and ask agent for details)! Designed with light-filled living spaces and three generously sized bedrooms, it’s a perfect fit for

    Ryan Wilson Keller Williams Realty

    571 Washington St, Winchester, MA 01890

Frequently Asked Questions

Is Winchester Highlands a good place to live?
Winchester Highlands is a good place to live. Winchester Highlands is considered very car-dependent and somewhat bikeable. Winchester Highlands is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Winchester Highlands has 7 parks for recreational activities. It is fairly sparse in population with 5.2 people per acre and a median age of 43. The average household income is $187,882 which is above the national average. College graduates make up 70.1% of residents. A majority of residents in Winchester Highlands are home owners, with 23.9% of residents renting and 76.1% of residents owning their home. A local real estate agent serving Winchester Highlands can help you decide if this neighborhood is the right one for you. Learn more on our Winchester Highlands neighborhood guide.
Is Winchester Highlands, MA a safe neighborhood?
Winchester Highlands, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Winchester Highlands?
The median home price in Winchester Highlands is $1,224,500. If you put a 20% down payment of $244,900 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $5,990 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $257K a year to afford the median home price in Winchester Highlands. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchester Highlands is $188K.
What are the best public schools in Winchester Highlands?
The best public schools that serve Winchester Highlands are:
What are the best private schools in Winchester Highlands?
The best private schools that serve Winchester Highlands are:
  • Greater Boston Academy has an A+ Niche grade, a student teacher ratio of 15:1 and an average review score of 4.9.
  • Acera School has an A- Niche grade, a student teacher ratio of 4:1 and an average review score of 4.4.
  • St. Patrick Elementary School has a student teacher ratio of 13:1 and an average review score of 4.2.
What are the most popular zip codes in Winchester Highlands, Winchester, MA?
The most popular zip codes in Winchester Highlands, Winchester, MA include 01890, 02180, 01801, 02155 and 02176.
What are the most popular neighborhoods near Winchester Highlands, Winchester, MA?
The most popular neighborhoods near Winchester Highlands, Winchester, MA are Nobility Hill, Walnut Hill, Haywardville, North Main and The Flats.

Home Trends in Winchester Highlands, MA

Housing Trends

Median Sale Price
$1,238,000
Median Single Family Sale Price
$1,250,000
Median Townhouse Sale Price
$1,399,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$590
Number of Homes for Sale
3
Last 12 months Home Sales
36
Months of Supply
1.00
Median List Price
$1,224,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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