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Wellesley Hills Homes for Sale

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  • 42 Sheridan Rd, Wellesley Hills, MA 02481
    42 Sheridan Rd, Wellesley Hills, MA 02481
    42 Sheridan Rd, Wellesley Hills, MA 02481
    /35

    $2,095,000

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    42 Sheridan Rd, Wellesley Hills, MA 02481

    Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the

    Aphrodite Karpouzis Gibson Sotheby's International Realty

    42 Sheridan Rd, Wellesley Hills, MA 02481
  • 6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    6 Willow St, Wellesley, MA 02481
    /37

    $1,100,000

    Open Wed 6PM - 7PM $98K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,165 Sq Ft

    6 Willow St, Wellesley, MA 02481

    A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan. The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, MA 02481
  • 126 Walnut St Unit 126, Wellesley Hills, MA 02481
    126 Walnut St Unit 126, Wellesley Hills, MA 02481
    126 Walnut St Unit 126, Wellesley Hills, MA 02481
    /39

    $1,795,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    126 Walnut St Unit 126, Wellesley Hills, MA 02481

    Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while

    Debi Benoit William Raveis R.E. & Home Services

    126 Walnut St Unit 126, Wellesley Hills, MA 02481
  • 32 Bobolink Rd, Wellesley Hills, MA 02481
    32 Bobolink Rd, Wellesley Hills, MA 02481
    32 Bobolink Rd, Wellesley Hills, MA 02481
    /39

    $1,490,000

    $39K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft

    32 Bobolink Rd, Wellesley Hills, MA 02481

    Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spacious raise ranch house which located on a quiet street. Gleaming hardwood floors , open concept

    Key Kuen Ho Blue Ocean Realty, LLC

    32 Bobolink Rd, Wellesley Hills, MA 02481
  • 37 Oakland St, Wellesley, MA 02481
    37 Oakland St, Wellesley, MA 02481
    37 Oakland St, Wellesley, MA 02481
    /37

    $2,280,000

    $318K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    37 Oakland St, Wellesley, MA 02481

    MAJOR $100,000 PRICE IMPROVEMENT—SELLER MOTIVATED! Stunning new-construction-quality renovation offering exceptional value in Wellesley. This completely gut-renovated 5BR/4.5BA home features a sun-filled open floor plan, designer finishes, and a chef's kitchen with premium appliances. Enjoy a bright sunroom, spacious living and entertaining areas, and a fully finished lower level perfect for a

    John Saleh Centre Realty Group

    37 Oakland St, Wellesley, MA 02481
  • 77 Cedar St, Wellesley Hills, MA 02481
    77 Cedar St, Wellesley Hills, MA 02481
    77 Cedar St, Wellesley Hills, MA 02481
    /39

    $2,150,000

    • 5 Beds
    • 3.5 Baths
    • 3,704 Sq Ft

    77 Cedar St, Wellesley Hills, MA 02481

    Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR &

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    77 Cedar St, Wellesley Hills, MA 02481
  • 7 Grantland Rd, Wellesley Hills, MA 02481
    7 Grantland Rd, Wellesley Hills, MA 02481
    7 Grantland Rd, Wellesley Hills, MA 02481
    /35

    $1,475,000

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    7 Grantland Rd, Wellesley Hills, MA 02481

    Presenting a wonderful opportunity in Wellesley Hills! Charming, well maintained three bedroom colonial sited on .34 acres within walking distance to shops and restaurants. A thoughtful design for a young family or empty nesters looking to downsize. The first level offers a spacious front to back living room with fireplace and custom builtins, formal dining room with custom cabinets, a sun filled

    Martha Bohlin Compass

    7 Grantland Rd, Wellesley Hills, MA 02481
  • 23 Wareland Rd, Wellesley Hills, MA 02481
    23 Wareland Rd, Wellesley Hills, MA 02481
    23 Wareland Rd, Wellesley Hills, MA 02481
    /20

    $3,050,000

    • 5 Beds
    • 5 Baths
    • 6,006 Sq Ft

    23 Wareland Rd, Wellesley Hills, MA 02481

    Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite millwork and a thoughtful, modern floor plan. The first floor is designed for effortless living,

    Donahue Maley & Burns Team Compass

    23 Wareland Rd, Wellesley Hills, MA 02481
  • 144 Washington St, Wellesley Hills, MA 02481
    144 Washington St, Wellesley Hills, MA 02481
    /2

    $3,500,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,800 Sq Ft

    144 Washington St, Wellesley Hills, MA 02481

    Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The Chef's kitchen has Thermador appliances, large center island and sunny eat-in area that abuts a

    Patricia Bradley Rutledge Properties

    144 Washington St, Wellesley Hills, MA 02481
Massachusetts Norfolk County Wellesley

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

Wellesley Hills Home Prices vs. Nearby Wellesley, MA Neighborhoods

Wellesley Hills Wellesley Farms Mount Ida Chestnut Hill
Median Home Price
$2,195,000
$2,350,000
$1,969,500
$2,295,000
Median Sale Price
$2,280,000
+13% YoY
$2,050,000
-7% YoY
$1,665,000
-14% YoY
$3,170,000
-12% YoY
Median Single Family Price
$2,230,000
$2,274,500
$2,620,000
$3,350,000
Median Condo Price
$1,795,000
$1,047,500
$740,000
$617,500
Total Active Listings
10 listings
3 listings
7 listings
17 listings
Market Conditions
2 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
2 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market

Frequently Asked Questions

Is Wellesley Hills a good place to live?
Wellesley Hills is a good place to live. Wellesley Hills is considered car-dependent and bikeable with minimal transit options. 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% of residents renting and 75% 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 $2,195,000. If you put a 20% down payment of $439,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $11,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $483K 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 4.2.
  • 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, 02462, 02468 and 02464.
What are the most popular neighborhoods near Wellesley Hills, Wellesley, MA?
The most popular neighborhoods near Wellesley Hills, Wellesley, MA are Wellesley Farms, Newton Lower Falls, Waban, Newton Upper Falls and Auburndale.
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