1,780

Wellesley Hills Homes

Section Image
  • /41

    $2,590,000

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

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning facade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • /37

    $3,177 - $19,756 total monthly price

    The Nines

    Studio - 3 Beds

    40 William St, Wellesley, MA 02481

    The Nines is a premier residential community redefining luxury living. Located conveniently near major routes like I-95 and I-90, as well as the MBTA Commuter Rail, it offers excellent city connectivity. With 350 elegantly designed apartment homes featuring high-end finishes and modern amenities, residents enjoy a lifestyle of comfort and exclusivity. The community's prime location between

    40 William St, Wellesley, MA 02481
  • /33

    $2,295,000 Sold Sep 17, 2025

    • 3,560 Sq Ft
    • $645/SF
    • 51 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1930

    6 Dunedin Rd, Wellesley Hills, MA 02481

    This beautifully reimagined home blends timeless charm w modern convenience across four thoughtfully designed floors. The open-concept main level features bright living and dining areas that flow into a gourmet kitchen w premium finishes and a fireplaced family room. The second floor includes a primary suite w spa-like bath and walk-in closet, complemented by two additional bedrooms, a full bath,

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    6 Dunedin Rd, Wellesley Hills, MA 02481
    • /26

      Est $1,750,413 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,513 Sq Ft

      36 Laurel Ave, Wellesley Hills, MA 02481

      36 Laurel Ave, Wellesley Hills, MA 02481
  • /40

    $3,895,000 Open Sun 12PM - 1:30PM

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

    10 Bird Hill Ave, Wellesley Hills, 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

    10 Bird Hill Ave, Wellesley Hills, MA 02481
  • /24

    $4,200 per month plus fees

    • 3 Beds
    • 1.5 Baths
    • 1,454 Sq Ft
    • House for Rent

    42 River Ridge, Wellesley Hills, MA 02481

    Charming and updated 3-bedroom, 1.5-bath Colonial available for rent in a highly convenient Wellesley location. Situated near the junction of Route 90 and 95/128, this home offers easy commuting access and is just minutes from Newton-Wellesley Hospital and the Riverside Green Line “D” Branch with direct service to Longwood Medical Area and downtown Boston. Recent updates include gas heating,

    Marketing Email Blue Ocean Realty, LLC

    42 River Ridge, Wellesley Hills, MA 02481
  • /4

    $2,300,000 Sold Sep 03, 2025

    • 4,158 Sq Ft
    • $553/SF
    • 93 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1902

    53 Abbott Rd, Wellesley Hills, MA 02481

    One of Wellesley's much admired compounds, nestled on over 1.3 acres of picturesque land in the heart of the coveted country club neighborhood, offers a blend of historic elegance and modern comfort.

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    53 Abbott Rd, Wellesley Hills, MA 02481
    • /31

      Est $1,914,047 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,423 Sq Ft

      6 Spruce Park, Wellesley Hills, MA 02481

      6 Spruce Park, Wellesley Hills, MA 02481
  • /37

    $3,895,000 Open Sun 12PM - 1:30PM

    • 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
  • /62

    $3,940 - $8,808 total monthly price

    Hastings Village

    2 Beds

    66 Hastings St, Wellesley, MA 02481

    Wellesley, Massachusetts is home to suburban Boston’s luxury rental community, Hastings Village.The 52 two-bedroom, two-bath contemporary residences have been designed to address the particular demands of today’s renter…Location, Luxury, Lifestyle.Hastings Village enjoys an idyllic location abutting the Wellesley Town Forest Trail, Longfellow Pond Park, and is only minutes to Wellesley’s vibrant

    66 Hastings St, Wellesley, MA 02481
  • /18

    $1,420,000 Sold Sep 03, 2025

    • 2,118 Sq Ft
    • $670/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1927

    28 Cunningham Rd, Wellesley Hills, MA 02481

    Sparkling Cape-style home is stylish and inviting. The living room sets the stage with a fireplace featuring a stunning marble surround, hardwood floors, and airy space. It is adjacent to a roomy dining room that flows to the kitchen with wood cabinetry, stainless appliances, and an impressive walk-in pantry with ample storage. Retreat to the private office with walls of windows or a bonus

    Teri Adler MGS Group Real Estate LTD - Wellesley

    28 Cunningham Rd, Wellesley Hills, MA 02481
    • /37

      Est $2,649,392 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,565 Sq Ft

      5 Caroline St, Wellesley Hills, MA 02481

      5 Caroline St, Wellesley Hills, MA 02481
  • /40

    $3,549,000

    • 6 Beds
    • 7.5 Baths
    • 6,499 Sq Ft

    20 Oakland St, Wellesley, MA 02481

    **ENTRANCE @ 367 WORCESTER STREET** This stunning 6,500 sq ft colonial blends timeless design & modern luxury. Set back from Worcester Street, the home features a dramatic 2-story foyer, white oak floors, soaring ceilings & sunlit open living/dining spaces. Chef’s kitchen w/ Thermador appliances, quartz counters, waterfall island & stylish pendant lighting. Two rear decks connected by a stone

    Michael Tinsley Longwood Residential, LLC

    20 Oakland St, Wellesley, MA 02481
  • /12

    $3,500 per month plus fees

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft
    • Apartment for Rent

    3 Burke Ln Unit 207, Wellesley Hills, MA 02481

    Sun filled corner 2nd floor unit! Open concept living, dining & kitchen area. The kitchen offers pristine quartz countertops w high end appliances. 2 bedrooms each with walk in closets & custom shelving. In unit laundry, 1 car assigned parking + guest parking. Nearby to Wellesleys Fiske elementary school & playgrounds. Perfect commuter location to Rtes 9, 128 & the mass pike! Landscaping &

    Jodie Zinna Coldwell Banker Realty - Wellesley

    3 Burke Ln Unit 207, Wellesley Hills, MA 02481
  • /41

    $2,700,000 Sold Sep 03, 2025

    • 7,830 Sq Ft
    • $345/SF
    • 114 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1902

    51 Abbott Rd, Wellesley Hills, MA 02481

    One of Wellesley's legendary homes, nestled on close to an acre of picturesque land in the heart of the country club neighborhood, offers a blend of historic elegance and modern comfort. The unique residence showcases timeless architecture with original details, while large windows provide breathtaking views of the surrounding landscape. Grand fireplaced foyer welcomes you into the heart of the

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    51 Abbott Rd, Wellesley Hills, MA 02481
    • /29

      Est $1,833,077 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,018 Sq Ft

      10 Laurel Terrace, Wellesley Hills, MA 02481

      10 Laurel Terrace, Wellesley Hills, MA 02481
  • /39

    $2,499,900

    • 5 Beds
    • 5.5 Baths
    • 4,550 Sq Ft

    7 Bemis Rd, Wellesley Hills, MA 02481

    Built in 2018 and set on a sun-filled, level lot tucked quietly off the street, this contemporary home offers exceptional privacy with unbeatable convenience, just minutes to Wellesley Hills Station, cafes, Brook Path, and top schools. The thoughtfully designed open layout features a bright kitchen/family room with coffered ceilings, gas fireplace, and top-tier appliances. 5 bedrooms and 4.5

    Dream Team Dreamega International Realty LLC

    7 Bemis Rd, Wellesley Hills, MA 02481
  • /20

    $4,850 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    96 Washburn Ave, Wellesley, MA 02481

    Well-Maintained Split-Level Home in Prime LocationConveniently located near top-rated schools, parks, Newton-Wellesley Hospital, and a variety of retail stores. This semi-furnished home features a formal dining room complete with a table, six chairs, and a china cabinet. The first floor also includes a full-size bed, two couches, additional seating, and a study desk. Enjoy easy access to

    96 Washburn Ave, Wellesley, MA 02481
  • /39

    $2,625,000 Sold Aug 20, 2025

    • 3,060 Sq Ft
    • $858/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1936

    54 Fiske Rd, Wellesley Hills, MA 02481

    Nestled in a picturesque, tree-lined neighborhood, this classic Colonial exudes timeless elegance & notable curb appeal. Sun-filled rooms, rich hardwood floors and thoughtful architectural details create a warm & inviting atmosphere throughout the home. The beautifully appointed living room, centered around an elegant fireplace opens to a bright & cheery sunroom with walls of windows. The

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    54 Fiske Rd, Wellesley Hills, MA 02481
    • /38

      Est $2,247,406 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,096 Sq Ft

      24 Forest St, Wellesley Hills, MA 02481

      24 Forest St, Wellesley Hills, MA 02481
  • /38

    $3,695,000 Pending

    • 6 Beds
    • 5.5 Baths
    • 5,900 Sq Ft

    22 Priscilla Cir, Wellesley Hills, MA 02481

    Amazing opportunity in Wellesley with this brand new construction by a highly esteemed local builder. Featuring an exquisite design and high-end finishes, this home offers a flexible floor plan to accommodate diverse lifestyle needs. Highlights include an optional first-floor bedroom. 6 Beds, 6 baths, high end finishes, wide plank wood floors, gorgeous millwork and 9 foot ceilings on all three

    Donahue Maley & Burns Team Compass

    22 Priscilla Cir, Wellesley Hills, MA 02481
  • /12

    $4,200 per month plus fees

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    8 Dunedin Rd, Wellesley Hills, MA 02481

    Colonial home is in pristine condition throughout. Front to back Lr with fireplace has adjacent screened porch. Dining room and playroom are on the other side of the entry foyer. Kitchen has all the appliances: a gas stove, dishwasher, disposal and refrigerator. 3 bedrooms plus an office or dressing room are on the second floor. Wood floors throughout. Full basement/laundry hook-ups/storage and

    Mary Ann Figoni Centre Realty Group

    8 Dunedin Rd, Wellesley Hills, MA 02481
  • /27

    $1,925,000 Sold Aug 13, 2025

    • 4,300 Sq Ft
    • $448/SF
    • 13 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2016

    22 Willow Park, Wellesley, MA 02481

    WELLESLEY OPPORTUNITY: MODERN COLONIAL AT AN UNBEATABLE PRICE! Tucked in a private cul-de-sac, this sunlit Colonial is a true sanctuary with top commuter access, vibrant amenities, and renowned schools. Built in 2016 and upgraded with nearly $200K in elegant finishes, it features hardwood floors, custom built-ins, and a chef’s kitchen with stainless appliances that opens to a tranquil patio. Each

    Ying Sun Compass

    22 Willow Park, Wellesley, MA 02481
    • /40

      Est $5,294,485 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 9,260 Sq Ft

      60 Abbott Rd, Wellesley Hills, MA 02481

      60 Abbott Rd, Wellesley Hills, MA 02481
  • /37

    $3,895,000 Pending

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

    14 Bird Hill Ave, Wellesley Hills, 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

    14 Bird Hill Ave, Wellesley Hills, MA 02481
  • /14

    $2,900 total monthly price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    31 Abbott Rd Unit Carriage House, Wellesley, MA 02481

    Charming carriage house apartment in perfect location. One block from commuter rail. Walking distance to shops, restaurants, Babson College and more. Furnished one bedroom with walk in closet, galley kitchen with granite countertops. Lease length is flexible Available July and August

    31 Abbott Rd Unit Carriage House, Wellesley, MA 02481
  • /23

    $2,240,000 Sold Jul 31, 2025

    • 2,856 Sq Ft
    • $784/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1927

    19 Whittier Rd, Wellesley Hills, MA 02481

    Welcome to this beautifully maintained 4-bed, 3.5-bath home in the sought-after Poets neighborhood of Wellesley. Set on a professionally landscaped lot, this move-in-ready property offers ideal indoor/outdoor living. The bright main level features a spacious layout and an updated kitchen that flows into a cozy family room—perfect for daily life and entertaining. Upstairs includes four bedrooms,

    Parker & Sammut Gibson Sotheby's International Realty

    19 Whittier Rd, Wellesley Hills, MA 02481
    • /37

      Est $1,857,908 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,851 Sq Ft

      37 Maugus Hill Rd, Wellesley Hills, MA 02481

      37 Maugus Hill Rd, Wellesley Hills, MA 02481
  • /22

    $1,500,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,154 Sq Ft

    39 Standish Rd, Wellesley Hills, MA 02481

    Simply irresistible renovated Cape offers fresh, young, open concept design for gracious & contemporary easy living. Stunning, light washed interiors; the family room with gas fireplace, dining area, & chef’s kitchen flows seamlessly front to back. The updated cook’s kitchen features rich cherry cabinets, stainless steel appliances and stone counters and island. Expansive French doors open to the

    Laura Daunis Coldwell Banker Realty - Wellesley

    39 Standish Rd, Wellesley Hills, MA 02481
  • /15

    $5,200 per month plus fees

    • 4 Beds
    • 1.5 Baths
    • 1,872 Sq Ft
    • House for Rent

    41 Seaward Rd, Wellesley Hills, MA 02481

    A beautifully updated ((lead free, 2007 roof, 2003 windows, 2006 gas furnace, 2006 sidings, 2013 hot water tank, newly renovated bathrooms and kitchens with granite counter top and stainless appliances, 2013 freshly painted...) and spacious center-entrance colonial with a large yard, situated in a nice neighborhood surrounded by multi-million dollar houses. While enjoying the quiet surroundings,

    Yuan Li Yuan's Team Realty

    41 Seaward Rd, Wellesley Hills, MA 02481
  • /34

    $2,350,000 Sold Jul 30, 2025

    • 4,300 Sq Ft
    • $547/SF
    • 7 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2019

    40 Carver Rd, Wellesley Hills, MA 02481

    Welcome to this stunning 2019 new construction nestled on a charming dead end street in Wellesley Hills! This beautifully designed home boasts an open concept layout that begins with a show stopping kitchen featuring an oversized island, then an inviting family room with a cozy fireplace, and a gracious dining area perfect for gatherings. The separate office, also with a fireplace, offers privacy

    Bell Petrini Group Coldwell Banker Realty - Boston

    40 Carver Rd, Wellesley Hills, MA 02481
    • /41

      Est $4,594,857 Not Listed For Sale

      • 6 Beds
      • 8.5 Baths
      • 9,171 Sq Ft

      53 Maugus Hill Rd, Wellesley Hills, MA 02481

      53 Maugus Hill Rd, Wellesley Hills, MA 02481
  • /13

    $1,275,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 2,421 Sq Ft

    206 Cedar St, Wellesley Hills, MA 02481

    Sitting quietly on a private road is this lovely home—offering a peaceful retreat with enhanced privacy. This beautiful property boasts many recent updates that have a fresh and bright decor. Gleaming hardwood floors flow throughout. The formal living room is centered by a stunning fireplace, and the kitchen sparkles with granite countertops, stainless appliances and ample cabinet space. Adjacent

    Teri Adler MGS Group Real Estate LTD - Wellesley

    206 Cedar St, Wellesley Hills, MA 02481
  • /34

    $3,200 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,115 Sq Ft
    • Condo for Rent

    25 Harris Ave Unit 1, Wellesley, MA 02481

    Discover the comfort of this beautiful two-bedroom, one-bathroom apartment, located within a classic two-family home in one of Wellesley’s most desirable neighborhoods. Step inside to find spacious living spaces that exude warmth and character, featuring large windows that allow natural light to pour in. The inviting living room seamlessly flows into a dedicated dining area, ideal for hosting

    25 Harris Ave Unit 1, Wellesley, MA 02481
  • /25

    $2,380,000 Sold Jul 22, 2025

    • 3,317 Sq Ft
    • $718/SF
    • 3 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1907

    9 Oakland St, Wellesley Hills, MA 02481

    Timeless elegance marries modern design. Fantastic colonial offers captivating curb appeal. STUNNING light-filled kitchen, ideal for entertaining, features Italian marble island with seating for six, farmer's sink, dual dishwashers/ovens, and custom cabinetry. Adjacent is the prep kitchen that boasts a wine fridge and butler's pantry that leads to the dining room. Tall ceilings and rich hardwood

    Teri Adler MGS Group Real Estate LTD - Wellesley

    9 Oakland St, Wellesley Hills, MA 02481
    • /24

      Est $1,340,268 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,764 Sq Ft

      12 Eaton Ct, Wellesley Hills, MA 02481

      12 Eaton Ct, Wellesley Hills, MA 02481
  • /32

    $1,995,000 Open Sat 11:30AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,664 Sq Ft

    2 Longfellow Rd, Wellesley Hills, MA 02481

    Welcome to 2 Longfellow Road, this move-in ready gem is an exceptional opportunity to enjoy Wellesley living at its best. The newly renovated kitchen is the heart of the home, featuring white cabinetry, quartz countertops, and stainless steel appliances. With seamless flow into the dining room and direct access to the deck and private grounds, this space is perfect for entertaining family and

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    2 Longfellow Rd, Wellesley Hills, MA 02481
  • /10

    $4,000 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    324 Washington St Unit 103, Wellesley Hills, MA 02481

    Welcome to Phillips Park Apartments, a bright and inviting two-bedroom, two-bathroom apartment perfectly located in the heart of Wellesley Hills. This apartment features new flooring, large windows and walk-out balcony that fill the space with natural light, and a comfortable layout designed for everyday living. New kitchen and full bathroom are being actively installed.The apartment is equipped

    Paige Johnston I Heart Real Estate Services, Inc.

    324 Washington St Unit 103, Wellesley Hills, MA 02481
  • /28

    $1,360,000 Sold Jul 14, 2025

    • 2,896 Sq Ft
    • $470/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    23 Wareland Rd, Wellesley Hills, MA 02481

    Nestled on nearly half an acre, this charming Cape offers the perfect blend of comfort and convenience. With eight rooms, including three spacious bedrooms and two full baths, this home is thoughtfully designed for modern living. The updated kitchen, complete with a cozy dining area, seamlessly flows into a sun-drenched three-season porch, ideal for relaxing or entertaining. A fireplaced living

    Jennifer Madden Coldwell Banker Realty - Wellesley

    23 Wareland Rd, Wellesley Hills, MA 02481
    • /28

      Est $1,353,244 Not Listed For Sale

      • 6 Beds
      • 1.5 Baths
      • 2,756 Sq Ft

      19 Eaton Ct, Wellesley Hills, MA 02481

      19 Eaton Ct, Wellesley Hills, MA 02481

Showing Results 1 - 40, Page 1 of 18

Home Trends in Wellesley Hills, MA

Housing Trends

Median Sale Price
$2,104,000
Median Single Family Sale Price
$2,157,404
Median Townhouse Sale Price
$1,925,000
Average Price Per Sq Ft
$631
Number of Homes for Sale
12
Last 12 months Home Sales
46
Months of Supply
3.10
Median List Price
$2,149,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
8%
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