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Wellesley Hills Homes for Sale

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  • 365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    365 Worcester St, Wellesley, MA 02481
    /37

    $2,999,000

    • 7 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    365 Worcester St, Wellesley, MA 02481

    Welcome to a luxurious,expansive 2026 new construction-a classic brick-front New England colonial in a 3 home subdivision! A stunning double storey staircase leads you to a family room full of windows & natural sunlight & a private backyard. Designed to entertain guests-a large Chef's kitchen with custom built cabinets, quartz waterfall island, induction cooking, S/S high end Thermador

    Shahani Real Estate Team Compass

    365 Worcester St, Wellesley, MA 02481
  • 96 Washburn Ave, Wellesley Hills, MA 02481
    96 Washburn Ave, Wellesley Hills, MA 02481
    96 Washburn Ave, Wellesley Hills, MA 02481
    /20

    $1,285,000

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    96 Washburn Ave, Wellesley Hills, MA 02481

    Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS

    Simin Javaheri Simin Javaheri

    96 Washburn Ave, Wellesley Hills, MA 02481
  • 151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    /42

    $4,950,000

    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club with sweeping scenic golf course views. Fully renovated in 2022, this distinguished home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting great room, sophisticated

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • 12 Bird Hill Ave, Wellesley, MA 02481
    12 Bird Hill Ave, Wellesley, MA 02481
    12 Bird Hill Ave, Wellesley, MA 02481
    /34

    $3,895,000

    • 5 Beds
    • 5.5 Baths
    • 5,833 Sq Ft

    12 Bird Hill Ave, Wellesley, MA 02481

    One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand

    Donahue Maley & Burns Team Compass

    12 Bird Hill Ave, Wellesley, MA 02481
  • 1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    /27

    $2,590,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Elevated hilltop Colonial with a façade inspired by the Sprague Clock Tower, offering panoramic views and sunset vistas. Located on a cul-de-sac in Wellesley Hills, this residence features dramatic interior volume with multiple rooms showcasing high ceilings and abundant natural light. The main level includes a gracious foyer, expansive formal living room, and family room with access to a pergola

    Ying Sun Compass

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • 6 Oakland Cir, Wellesley Hills, MA 02481
    6 Oakland Cir, Wellesley Hills, MA 02481
    6 Oakland Cir, Wellesley Hills, MA 02481
    /10

    $1,190,000

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6 Oakland Cir, Wellesley Hills, MA 02481

    Welcome to this amazing single family situated on over 10,000 square foot flat landscaped lot. This charming property offers amenities and picturesque views, featuring an open concept design, the home boasts natural light and spacious living area. The kitchen featuring granite counters and stainless steel appliances. Tiled bathrooms. Fresh paint, refinished hardwood floors and new light fixtures

    Henry Lee Patriot International Realty

    6 Oakland Cir, Wellesley Hills, MA 02481
Massachusetts Norfolk County Wellesley Wellesley Hills

Real Estate & Homes for Sale in Wellesley Hills, Wellesley

Why Live in Wellesley Hills
Wellesley Hills is a neighborhood characterized by its early 20th-century architecture, featuring grand Colonial Revivals, Tudor Revivals, Cape Cods, and Garrison-style homes. Newer constructions are also present, often replacing older structures due to limited land availability. The area is known for its larger lot sizes, ranging from a quarter acre to 1 acre. Residents, including many finance, banking, and biotech executives, enjoy a community with abundant walking trails and parks such as Centennial Park and the 2.5-mile Fuller Brook Path. In winter, local hills and ponds become popular spots for ice skating and sledding. The Wellesley Country Club, with its 18-hole golf course, racquetball courts, and outdoor pool, serves as a key recreational and social hub. Commerce is centered along Washington Street, home to independent bakeries, restaurants, and shops, including the repurposed Wellesley Hills rail station now housing Caffè Nero. Whole Foods Marketplace and Linden Square offer additional retail options. Community events like Wellesley’s Wonderful Weekend and various block parties foster a strong sense of community. The neighborhood is well-connected, with the Wellesley Hill train station providing MBTA commuter rail access to Boston, and bus routes via the MetroWest Regional Transit Authority. Boston and Logan International Airport are less than 20 miles away. Students attend highly rated Wellesley Public Schools, including Joseph E. Fiske Elementary, Otho L. Schofield Elementary, Wellesley Middle School, and Wellesley High School. Local higher education institutions include Wellesley College, Babson College, and Mass Bay Community College.
Learn more about living in Wellesley Hills

Frequently Asked Questions

Is Wellesley Hills a good place to live?
Wellesley Hills is a good place to live. Wellesley Hills is considered very car-dependent and somewhat bikeable. Wellesley Hills is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. It has a median age of 42. The average household income is $217,185 which is above the national average. College graduates make up 84.9% of residents. A majority of residents in Wellesley Hills are home owners, with 25.2% of residents renting and 74.8% of residents owning their home. A local real estate agent serving Wellesley Hills can help you decide if this neighborhood is the right one for you. Learn more on our Wellesley Hills neighborhood guide.
Is Wellesley Hills, MA a safe neighborhood?
Wellesley Hills, 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 Wellesley Hills?
The median home price in Wellesley Hills is $2,175,000. If you put a 20% down payment of $435,000 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $10,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $447K a year to afford the median home price in Wellesley Hills. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Wellesley Hills is $217K.
What are the best public schools in Wellesley Hills?
The best public schools that serve Wellesley Hills are:
What are the best private schools in Wellesley Hills?
The best private schools that serve Wellesley Hills are:
  • Fessenden School has an A+ Niche grade, a student teacher ratio of 5:1 and an average review score of 4.8.
  • Dana Hall School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.3.
  • Fusion Academy Newton has a B+ Niche grade, a student teacher ratio of 2:1 and an average review score of 4.0.
What are the most popular zip codes in Wellesley Hills, Wellesley, MA?
The most popular zip codes in Wellesley Hills, Wellesley, MA include 02481, 02494, 02468, 02461 and 02464.
What are the most popular neighborhoods near Wellesley Hills, Wellesley, MA?
The most popular neighborhoods near Wellesley Hills, Wellesley, MA are Waban, Wellesley Farms, Newton Upper Falls, Cliff Estates and Auburndale.

Home Trends in Wellesley Hills, MA

On average, homes in Wellesley Hills, Wellesley sell after 24 days on the market compared to the national average of 54 days. The median sale price for homes in Wellesley Hills, Wellesley over the last 12 months is $2,166,202, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,166,202
Median Single Family Sale Price
$2,240,000
Median Townhouse Sale Price
$1,925,000
Average Price Per Sq Ft
$629
Number of Homes for Sale
6
Last 12 months Home Sales
42
Months of Supply
1.70
Median List Price
$2,175,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
6%
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