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Wellesley Hills Homes for Sale

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  • /36

    $2,799,000 Open Sun 12PM - 1PM

    • 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! High-end developer provides opportunity to meet buyer customizations. A stunning double-storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets, quartz waterfall

    Shahani Real Estate Team Compass

    365 Worcester St, Wellesley, MA 02481
  • /41

    $2,298,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,404 Sq Ft

    32 Lantern Ln, Wellesley Hills, MA 02481

    A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a

    Jay Terada Coldwell Banker Realty - Brookline

    32 Lantern Ln, Wellesley Hills, MA 02481
  • /42

    $3,195,000

    • 5 Beds
    • 3.5 Baths
    • 4,364 Sq Ft

    49 Whittier Rd, Wellesley Hills, MA 02481

    Magnificent Tudor set on an oversized lot in the coveted Poet’s Neighborhood. Thoughtfully reimagined and expanded, this home seamlessly blends timeless architectural detail with modern luxury. An impeccably designed kitchen serves as a true centerpiece featuring a handsome island, custom cabinetry, and an ideal layout for everyday living and entertaining. A sun-filled family room with walls of

    Susan Sullivan Coldwell Banker Realty - Wellesley

    49 Whittier Rd, Wellesley Hills, MA 02481
  • /35

    $2,495,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,227 Sq Ft

    279 Oakland St, Wellesley Hills, MA 02481

    Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family

    Christine Norcross William Raveis R.E. & Home Services

    279 Oakland St, Wellesley Hills, MA 02481
  • /36

    $2,690,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,515 Sq Ft

    8 Tennyson Rd, Wellesley Hills, MA 02481

    A rare offering in one of Wellesley’s most coveted neighborhoods, this beautifully renovated home captures the perfect balance of elegance, comfort, and lifestyle. Natural light fills the living spaces, highlighting soaring ceilings, beautiful hardwood floors, and thoughtfully designed rooms that feel both refined and welcoming. The expansive family room, anchored by a striking fireplace with

    Christine Norcross William Raveis R.E. & Home Services

    8 Tennyson Rd, 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 & enhanced driveway w/cobblestones 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

    Patricia Bradley Rutledge Properties

    144 Washington St, Wellesley Hills, MA 02481
  • /23

    $1,795,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft

    23 Thackeray Rd, Wellesley Hills, MA 02481

    A quintessential sun-filled Colonial in the coveted Poets Corner neighborhood blends timeless New England charm with effortless everyday living. Set along a tree-lined street this beautifully maintained home welcomes you with classic symmetry, hardwood floors, and abundant natural light streaming through. Gracious formal rooms flow seamlessly into a bright kitchen with breakfast nook and cozy

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    23 Thackeray Rd, Wellesley Hills, MA 02481
  • /37

    $1,198,000 Open Sat 11AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,165 Sq Ft

    6 Willow St, Wellesley, MA 02481

    A delightfully charming Cape style home with a versatile floor plan on a large, level yard filled with mature plantings for privacy. The first floor offers an open floor plan with great flow to two separate fireplace living areas as well as a dining room and bedroom/office with hardwood floors throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and

    Frank Celeste Gibson Sotheby's International Realty

    6 Willow St, Wellesley, MA 02481
  • /42

    $4,195,000 Open Sat 12PM - 1:30PM

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

    151 Oakland St, Wellesley Hills, MA 02481

    Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovations in 2022, this 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 fire-placed great room, sophisticated library,

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /9

    $825,000 Open Sun 11AM - 12PM

    • 1 Bed
    • 1 Bath
    • 1,230 Sq Ft

    202 Washington St Unit A, Wellesley, MA 02481

    Beautifully rebuilt and expanded 1+ bedroom residence in a newly converted two-unit property, offering sophisticated, contemporary living in a premier Wellesley Hills commuter location just moments from the Wellesley Hills Branch Library. This thoughtfully designed home features a chef’s kitchen with custom shaker cabinetry, quartz/stone countertops, and high-end finishes, opening to a dramatic

    Rjp Sells Coldwell Banker Realty - Brookline

    202 Washington St Unit A, Wellesley, MA 02481
  • /27

    $1,470,000 Open Sun 1PM - 2:30PM

    • 5 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    18 Eaton Ct, Wellesley Hills, MA 02481

    This attached single-family townhome combines the best of in-town living with the privacy and independence of a single-family home. Tastefully renovated throughout, it preserves period character and millwork while introducing today’s modern comforts, including tall ceilings, light-filled rooms, Carrara marble baths, central air, and 200 AMP electrical service. The spacious and flexible floor plan

    Susan Lyman Douglas Elliman Real Estate - Wellesley

    18 Eaton Ct, Wellesley Hills, MA 02481
  • /34

    $1,575,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    22 Standish Rd, Wellesley Hills, MA 02481

    Welcome to 22 Standish Road—warm, inviting, and filled with light, charm, and beautiful details throughout. Set in one of Wellesley’s most cherished neighborhoods, near the Town Forest, Longfellow Pond, Centennial Park and Fiske Elementary School, with easy access to Boston and Logan (~25 minutes). Thoughtfully expanded and well-designed, the home offers a spacious, versatile layout with a

    Bell Petrini Group Coldwell Banker Realty - Wellesley

    22 Standish Rd, Wellesley Hills, MA 02481

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.

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 25.2% 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 $2,249,000. If you put a 20% down payment of $449,800 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $11,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $477K 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, 02468, 02494, 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, Newton Upper Falls, Cliff Estates, Newton Highlands and Auburndale.

Home Trends in Wellesley Hills, MA

Housing Trends

Median Sale Price
$2,255,000
Median Single Family Sale Price
$2,282,500
Median Townhouse Sale Price
$2,111,500
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$640
Number of Homes for Sale
12
Last 12 months Home Sales
45
Months of Supply
3.20
Median List Price
$2,249,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
14%
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