9,721

Wellesley, MA Homes

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  • /29

    $1,195,000 Pending

    • 2 Beds
    • 2 Baths
    • 2,168 Sq Ft

    5 Intervale Rd, Wellesley Hills, MA 02481

    Nestled in a quaint Wellesley Farms neighborhood, this carefully updated 1920’s colonial has the perfect combination of modern updates and character. The light-filled first floor features an open living room with a separate space for an office or playroom. The spacious eat-in kitchen shines with stainless steel appliances and quartz countertops. Completing the first floor is an updated full bath

    Zack Harwood Berkshire Hathaway HomeServices Warren Residential

    5 Intervale Rd, Wellesley Hills, MA 02481
  • /12

    $4,895 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Apartment for Rent

    600 Washington St Unit 5, Wellesley, MA 02482

    WASHINGTON HOUSE - Located in beautiful Wellesley Square, it is a truly unique find. This historic mansion has large rooms, soaring ceilings and large windows allowing for plenty of natural light. Gleaming hardwood floors. Updated kitchen with granite counters and stainless steel appliances. Two large bedrooms with full bathrooms. In-unit laundry. Ample closet space. Three heating and cooling

    Agent Photo

    Jim Lowenstern

    eXp Realty

    (339) 356-2308

    600 Washington St Unit 5, Wellesley, MA 02482
  • /36

    $2,405,000 Sold Nov 03, 2025

    • 3,144 Sq Ft
    • $765/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1954

    30 Southgate Rd, Wellesley, MA 02482

    Beautifully sited in one of Wellesley's most desirable neighborhoods, this classic Colonial offers easy access to the Brook Path, commuter rail to Boston, top-rated schools, playgrounds, and Wellesley's vibrant downtown. The expansive kitchen features a generous center island & sunny breakfast area with French doors leading to the stunning patio with built-in grill, frig & fire pit. The dining &

    Jane Collinson Gibson Sotheby's International Realty

    30 Southgate Rd, Wellesley, MA 02482
    • /34

      Est $5,073,821 Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 8,748 Sq Ft

      19 Longmeadow Rd, Wellesley, MA 02482

      19 Longmeadow Rd, Wellesley, MA 02482
  • /42

    $2,495,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,211 Sq Ft

    28 Clovelly Rd, Wellesley Hills, MA 02481

    Classic Colonial set in Wellesley’s coveted Country Club neighborhood, this classic 4-bedroom Colonial offers timeless appeal, lush surroundings, and a walk-to-everything lifestyle. Beautifully sited amid mature plantings, the home features inviting spaces filled with warmth and character. The gracious dining room with fireplace creates an ideal setting for entertaining, with adjoining sunlit

    Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    28 Clovelly Rd, Wellesley Hills, MA 02481
  • /43

    $3,950 - $5,500 per month plus fees

    Highland Park

    2 - 3 Beds

    680 Worcester St, Wellesley, MA 02482

    New construction apartments! 1, 2 & 3 Bedroom options available. Highland Park offers a refined community where sophistication meets modern comfort. Our residences provide an exclusive living experience with only 20 units in the building ensuring an intimate and elegant atmosphere. Light and bright units with 9' ceilings, open concept living, contemporary design with clean lines. The kitchen has

    680 Worcester St, Wellesley, MA 02482
  • /42

    $2,535,000 Sold Oct 31, 2025

    • 4,282 Sq Ft
    • $592/SF
    • 7 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1926

    10 Cartwright Rd, Wellesley, MA 02482

    Jewel box gem in the most glorious setting! From the moment you arrive you will be captivated by the charm of this special home. Tucked away in a highly sought after Dana Hall neighborhood this delightful property is full of surprises, starting with the impressive 10'8" first floor ceiling height. Next, you will fall in love with the impeccable sleek style & sun lit floor plan. Every corner has

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    10 Cartwright Rd, Wellesley, MA 02482
    • /29

      Est $2,191,344 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,442 Sq Ft

      29 Oak St Unit B, Wellesley, MA 02482

      29 Oak St Unit B, Wellesley, MA 02482
  • /29

    $2,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,815 Sq Ft

    45 Windsor Rd, Wellesley Hills, MA 02481

    Set on a spectacular 34,000 sq. ft. lot with a lush lawn and mature trees, this classic Colonial offers an exceptional setting in one of Wellesley’s most desirable neighborhoods. The spacious front-to-back living room with a fireplace opens to a charming screened porch, perfect for relaxing or entertaining. A formal dining room and a bright white kitchen with granite countertops flow seamlessly

    Patricia Bradley Rutledge Properties

    45 Windsor Rd, Wellesley Hills, MA 02481
  • /29

    $4,200 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • House for Rent

    18 Larch Rd, Wellesley, MA 02482

    Available 1/1/2026. 4 Deleaded single family! Located at the heart of Wellesley, this single family home is the meaning of convenience. Walking distance to Wellesley College, John D. Hardy Elementary School, Wellesley Middle School, Wellesley Sr High School, shops, MBTA connections, down town, and more. Three bedrooms with one full bathroom and half a bathroom, hardwood floors throughout and

    Marketing Email Blue Ocean Realty, LLC

    18 Larch Rd, Wellesley, MA 02482
  • /4

    $1,480,000 Sold Oct 31, 2025

    • 1,824 Sq Ft
    • $811/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1959

    28 Poplar Rd, Wellesley, MA 02482

    Welcome to a great location in the heart of Wellesley, this property offers a prime opportunity for remodelers, builders, or a family looking to freshen up this wonderful home. This timeless Raised Ranch offers an eat-in kitchen, fireplaced living room, formal dining room, generous screen porch off the kitchen (15 x 10), three generous bedrooms, two-and-a-half bathrooms (with primary), downstairs

    Rick Leo Goodwin Realty Group, LLC

    28 Poplar Rd, Wellesley, MA 02482
    • /42

      Est $2,048,794 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,153 Sq Ft

      345 Cartwright Rd, Wellesley, MA 02482

      345 Cartwright Rd, Wellesley, MA 02482
  • /21

    $1,597,707

    • 2 Beds
    • 2 Baths
    • 1,571 Sq Ft

    16 Stearns Rd Unit 304, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2 bathroom, features 9 foot high ceilings, hardwood floors, quartz countertops, in unit

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 304, Wellesley, MA 02482
  • /37

    $2,769 - $21,722 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
  • /17

    $1,530,000 Sold Oct 30, 2025

    • 2,265 Sq Ft
    • $675/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1937

    56 Pine Plain Rd, Wellesley Hills, MA 02481

    Set on a quiet cul-de-sac near Bates Elementary in one of Wellesley’s most desirable neighborhoods, this elegant Colonial offers timeless charm with thoughtful updates. A new roof, refinished hardwood floors, and freshly painted interiors create a move-in ready home. The landscaped yard features fencing, stone patio, and irrigation system—ideal for outdoor living. Inside are four bedrooms, three

    Christine Norcross William Raveis R.E. & Home Services

    56 Pine Plain Rd, Wellesley Hills, MA 02481
    • /14

      Est $1,054,801 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,738 Sq Ft

      8 Edgemoor Cir, Wellesley, MA 02482

      8 Edgemoor Cir, Wellesley, MA 02482
  • /20

    $1,818,396

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 301, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 301, Wellesley, MA 02482
  • /13

    $3,200 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Apartment for Rent

    324 Washington St Unit 208, 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 facing the park and walking trails. The large windows in the living room and each of the bedrooms fill the space with natural light, and a comfortable open kitchen-living room

    Paige Johnston I Heart Real Estate Services, Inc.

    324 Washington St Unit 208, Wellesley Hills, MA 02481
  • /40

    $4,700,000 Sold Oct 30, 2025

    • 7,500 Sq Ft
    • $627/SF
    • 28 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2025

    6 Southgate Rd, Wellesley, MA 02482

    Stunning New Construction in one of Wellesley’s most desirable Dana Hall neighborhoods. This sun-splashed home features 7 bedrooms, 6 full bathrooms, and 3 half bathrooms. The home sits majestically on a large, level lot, providing outstanding space for outdoor activities, entertaining, or the addition of a pool. This home checks all the boxes: a custom mudroom, 2 offices, butler's pantry, pantry

    Joseph Fleming JT Fleming & Company

    6 Southgate Rd, Wellesley, MA 02482
    • /24

      Est $1,116,118 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,750 Sq Ft

      16 Edgemoor Cir, Wellesley, MA 02482

      16 Edgemoor Cir, Wellesley, MA 02482
  • /33

    $2,850,000

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft

    16 Oak St, Wellesley, MA 02482

    Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a

    Joseph Fleming JT Fleming & Company

    16 Oak St, Wellesley, MA 02482
  • /62

    $3,940 - $4,508 per month plus fees

    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
  • /16

    $1,265,000 Sold Oct 30, 2025

    • 1,562 Sq Ft
    • $810/SF
    • 20 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    65 Grove St Unit 445, Wellesley, MA 02482

    In a prime Wellesley Green location, this spacious Adams North penthouse comes with two garage parking spaces and plenty of charm. The sun-splashed fireplaced living room with custom built-ins opens to a bright balcony, while the dining room flows seamlessly into the kitchen. The primary suite features a full bath and ample closet space, along with a flexible study that can also serve as a guest

    Prudence Hay Rutledge Properties

    65 Grove St Unit 445, Wellesley, MA 02482
    • /29

      Est $1,120,994 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,738 Sq Ft

      10 Edgemoor Cir, Wellesley, MA 02482

      10 Edgemoor Cir, Wellesley, MA 02482
  • /42

    $4,975,000

    • 6 Beds
    • 10 Baths
    • 7,000 Sq Ft

    56 Ledgeways St, Wellesley, MA 02481

    Welcome to 56 Ledgeways! Experience unparalleled luxury in this exceptional Wellesley Farms residence by award-winning architect Jan Gleysteen. Offering three levels of refined living and timeless elegance, this home features a fireplaced living room that opens to a tranquil sunroom, a formal dining area with custom cabinetry, and a light-filled family room adjoining a fireplaced sitting room,

    Debi Benoit William Raveis R.E. & Home Services

    56 Ledgeways St, Wellesley, MA 02481
  • /25

    $7,900 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 3,046 Sq Ft
    • House for Rent

    37 Wildon Rd, Wellesley, MA 02482

    Charming and elegant Colonial in Wellesley’s peaceful Hunnewell neighborhood! A gracious foyer with a turned staircase welcomes you into this sun-filled home. The spacious living room features a fireplace, dental molding, and custom built-ins, while the formal dining room offers elegant details and hardwood floors. The beautifully renovated kitchen showcases verdi granite countertops, maple

    Dan Li Keller Williams Realty

    37 Wildon Rd, Wellesley, MA 02482
  • /34

    $2,750,000 Sold Oct 28, 2025

    • 4,216 Sq Ft
    • $652/SF
    • 15 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2013

    173 Benvenue St, Wellesley, MA 02482

    Gorgeous 2013 construction with a brand new master bathroom and renovated kitchen. High ceilings, southern exposure and an ideal floor plan. First floor kitchen & family room expands the back of the home. Kitchen with oversized island, desk area and built-ins opens to family room with fireplace and more built-ins. Living room and dining room perfect entertaining spaces. First floor office with

    Melissa Dailey Coldwell Banker Realty - Wellesley

    173 Benvenue St, Wellesley, MA 02482
    • /23

      Est $1,536,119 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,584 Sq Ft

      19 Edgemoor Ave, Wellesley, MA 02482

      19 Edgemoor Ave, Wellesley, MA 02482
  • /18

    $1,698,600

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 101, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 101, Wellesley, MA 02482
  • /19

    $10,000 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    27 Mellon Rd, Wellesley, MA 02482

    Set in the sought-after Wellesley Fells neighborhood, this 2004 Colonial home offers 5 bedrooms and 3.5 baths with generous living spaces designed for both comfort and style. The first floor features a welcoming library, a chef’s kitchen with high-end finishes, and a sun-filled family room complete with surround sound, built-ins, and a cozy fireplace. French doors lead out to a private stone

    27 Mellon Rd, Wellesley, MA 02482
  • /29

    $1,365,000 Sold Oct 24, 2025

    • 2,499 Sq Ft
    • $546/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1929

    1 Roberts Rd, Wellesley, MA 02481

    Completely renovated beautiful 3 bedroom, 3 full bathroom house! Gorgeous new open kitchen with large island opens to a private patio with firepit great for entertaining. Gracious living room with fireplace, charming den/family/bedroom on the first floor with window seats and full bathroom. New Main bedroom with sky lights and vaulted ceiling, a 2nd bedroom and office/nursey with 2 full bathrooms

    Allison David Poirier Coldwell Banker Realty - Wellesley

    1 Roberts Rd, Wellesley, MA 02481
    • /37

      Est $2,205,392 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,699 Sq Ft

      51 Overbrook Dr, Wellesley, MA 02482

      51 Overbrook Dr, Wellesley, MA 02482
  • /32

    $4,695,000

    • 6 Beds
    • 6.5 Baths
    • 7,962 Sq Ft

    18 Sprague Rd, Wellesley Hills, MA 02481

    A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

    Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
  • /16

    $3,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    16 Stonecleve Rd Unit 16, Wellesley, MA 02482

    All new windows with updated kitchen and bathroom. Perfect two bedroom rental for anyone looking for kayaking, canoeing & swimming just steps from the back door on Morse's Pond and the Crosstown trail to the public beach. Many windows have views of the pond. Separate entrance for an office or workout room. Washer and dryer included and in basement. Walk out basement for easy storage of yard and

    Mark Messina Domus Ave Realty

    16 Stonecleve Rd Unit 16, Wellesley, MA 02482
  • /37

    $3,895,000 Sold Oct 24, 2025

    • 5,833 Sq Ft
    • $668/SF
    • 1 Day On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2025

    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
    • /36

      Est $1,546,964 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,096 Sq Ft

      4 High Ledge Ave, Wellesley, MA 02482

      4 High Ledge Ave, Wellesley, MA 02482
  • /30

    $1,550,000

    • 1 Bed
    • 1.5 Baths
    • 1,036 Sq Ft

    100 Linden St Unit 111, Wellesley, MA 02482

    Exceptionally located just a 5-min stroll from both Linden & Wellesley Squares, & steps from the Wellesley Square Commuter Rail station, this home with a courtyard view also includes garage parking for 2 cars, soaring 9’ ceilings & floor-to-ceiling windows, powder room, white oak floors that deliver a warm and timeless sophistication. The gourmet kitchen features Sub-Zero refrigeration & Wolf

    Mary Beth Canova JD Advisors, Inc

    100 Linden St Unit 111, Wellesley, MA 02482
  • /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 December 1. Single, female occupancy.

    31 Abbott Rd Unit Carriage House, Wellesley, MA 02481
  • /39

    $1,530,000 Sold Oct 24, 2025

    • 2,652 Sq Ft
    • $577/SF
    • 54 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1935

    14 Sunset Rd, Wellesley, MA 02482

    Fall in love with the time-honored look of this captivating English cottage-inspired home in College Heights. Experience the perfect blend of classic detailing and modern luxury in this home nestled in a desirable neighborhood. Conveniently located near Wellesley Center, trains, and trails, it is the perfect balance of accessibility and tranquility. This storybook home has been lovingly

    John McHugh Coldwell Banker Realty - Wellesley

    14 Sunset Rd, Wellesley, MA 02482
    • /30

      Est $2,124,118 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,726 Sq Ft

      46 Overbrook Dr, Wellesley, MA 02482

      46 Overbrook Dr, Wellesley, MA 02482

Showing Results 1 - 40, Page 1 of 18

Home Trends in Wellesley, MA

Housing Trends

Median Sale Price
$1,960,500
Median Single Family Sale Price
$2,382,250
Median Townhouse Sale Price
$1,700,000
Median 2 Bedroom Sale Price
$1,303,500
Median 1 Bedroom Sale Price
$1,285,000
Average Price Per Sq Ft
$765
Number of Homes for Sale
12
Last 12 months Home Sales
84
Months of Supply
1.70
Median List Price
$1,962,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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