9,710

Wellesley, MA Homes

Section Image
  • /42

    $1,850,000

    • 5 Beds
    • 4 Baths
    • 2,267 Sq Ft

    29 Cottage St, Wellesley, MA 02482

    Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

    James Gulden Redfin Corp.

    29 Cottage 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
  • /30

    $1,825,000 Sold Dec 03, 2025

    19 Louis Dr, Wellesley Hills, MA 02481

    • 4 Beds
    • 3.5 Baths
    • 2,820 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Above List Price
    • $647/SF
    • 3 Days On Market

    Last Listing Agent The Wilson Group Compass

    19 Louis Dr, Wellesley Hills, MA 02481
    • /42

      Est $1,791,577 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 4,102 Sq Ft

      64 Shore Rd, Wellesley, MA 02482

      64 Shore Rd, Wellesley, MA 02482
  • /32

    $4,695,000 Open Sat 12PM - 2PM

    • 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
  • /24

    $3,250 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,900 Sq Ft
    • Apartment for Rent

    60 Washington St Unit 60, Wellesley Hills, MA 02481

    Available March 15! This three-bedroom is an incredible value. Recently painted and updated! Polished hardwood floors throughout! Newer ceramic tile in kitchen. Newer light fixtures. Completely open concept living space on a single level, with kitchen, dining room, and living room all in line. Two off-street parking spots included. Personal washer/dryer provided in basement. Plenty of extra

    Alex Rufo Rufo Realty

    60 Washington St Unit 60, Wellesley Hills, MA 02481
  • /23

    $2,225,000 Sold Jun 30, 2025

    32 Kingsbury St Unit B, Wellesley Hills, MA 02481

    • 4 Beds
    • 4.5 Baths
    • 3,272 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $680/SF
    • 130 Days On Market

    Last Listing Agent Rjp Sells Coldwell Banker Realty - Brookline

    32 Kingsbury St Unit B, Wellesley Hills, MA 02481
    • /16

      Est $1,184,739 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,092 Sq Ft

      46 Upson Rd, Wellesley, MA 02482

      46 Upson Rd, Wellesley, MA 02482
  • /39

    $3,149,000 Open Sat 2PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 4,886 Sq Ft

    19 Northgate Rd, Wellesley Hills, MA 02481

    Incredible new construction by one of Wellesley's premier builders! The perfect location & floor plan. Large open kitchen with custom cabinets, natural gas cooking and designer lighting opens to family room with fireplace. Living room with picture windows plus private office/study on the first floor. Mudroom with cubbies off of 2 car garage. Main bedroom with spa-like bath & radiant heat floors

    Melissa Dailey Coldwell Banker Realty - Wellesley

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

    $2,873 - $20,623 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
  • /29

    $2,550,000 Sold May 12, 2025

    26 Cottage St, Wellesley, MA 02482

    • 5 Beds
    • 3.5 Baths
    • 3,468 Sq Ft
    • Built 1871

    Last Sold Summary

    • 2% Above List Price
    • $735/SF
    • 2 Days On Market

    Current Estimated Value $2,368,409

    Last Listing Agent Endri Angjeli Arrive Real Estate

    26 Cottage St, Wellesley, MA 02482
    • /28

      Est $1,456,613 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,191 Sq Ft

      35 Garrison Rd, Wellesley, MA 02482

      35 Garrison Rd, Wellesley, MA 02482
  • /32

    $4,345,000 Pending

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft

    39 Audubon Rd, Wellesley, MA 02481

    Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features high-end appliances, a quartz waterfall island, walk-in pantry, sunny breakfast nook, & stylish wet

    Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
  • /26

    $19,999 total monthly price

    • 6 Beds
    • 5 Baths
    • 5,220 Sq Ft
    • House for Rent

    28 Maurice Rd, Wellesley, MA 02482

    Available on 4/1! Move-in ready condition with furniture, ground maintenance and snow removal service over 3" included. This gorgeously built colonial offers 6 bedrooms, and 5 full bathroom with rich architecture and professionally landscaped yard. It conveniently situated minutes away from Sprague Elementary School and Wellesley Middle School, Wellesley downtown, Wellesley Commuter Rail Station,

    Cathy Jiang HyRoad Realty, LLC

    28 Maurice Rd, Wellesley, MA 02482
  • /22

    $1,610,000 Sold Jan 27, 2026

    32 Donizetti St, Wellesley, MA 02482

    • 4 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1894

    Last Sold Summary

    • 8% Above List Price
    • $822/SF
    • 4 Days On Market

    Last Listing Agent Kathleen Hughto Rutledge Properties

    32 Donizetti St, Wellesley, MA 02482
    • /7

      Est $3,260,875 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,390 Sq Ft

      10 Ingersoll Rd, Wellesley Hills, MA 02481

      10 Ingersoll Rd, Wellesley Hills, MA 02481
  • /29

    $1,699,000 Open Sat 11AM - 12:30PM

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

    16 Stearns Rd Unit 101, Wellesley, MA 02482

    $20K SELLER CREDIT FOR ALL ACCEPTED OFFERS THROUGH END OF FEBRUARY Now ready for occupancy! Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces w/ open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities & is set in a prime location near Linden Square in Wellesley. This 2 bedroom, 2.5

    Bartlett Albion Group Hammond Residential Real Estate

    16 Stearns Rd Unit 101, Wellesley, MA 02482
  • /18

    $4,440 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,625 Sq Ft
    • House for Rent

    22 Cleveland Rd, Wellesley, MA 02481

    Great Single Family in Wellesley Available Now! Unit FeaturesBalcony Dining Room Dishwasher Disposal Eat-in Kitchen Fireplace Granite Counter Tops Hardwood Floors Laundry in Unit Stainless Steel Appliance(s)

    22 Cleveland Rd, Wellesley, MA 02481
  • /34

    $5,800,000 Sold Dec 11, 2025

    7 Mountview Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 7 Baths
    • 7,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $784/SF
    • 60 Days On Market

    Last Listing Agent Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
    • /32

      Est $2,884,460 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,346 Sq Ft

      23 Lawrence Rd, Wellesley, MA 02482

      23 Lawrence Rd, Wellesley, MA 02482
  • /2

    $2,699,999 Pending

    • 4 Beds
    • 5 Baths
    • 3,282 Sq Ft

    10 Fife Rd, Wellesley Hills, MA 02481

    Beautiful New Construction center entrance colonial constructed as a quintessential Wellesley home, with timeless appeal and perfect proportions. A stone's throw from Wellesley Country Club, this 4 bedroom home features a private fenced in landscaped yard while boasting a dead end street that is perfect for anyone looking to enjoy a private Wellesley location. The thoughtfully designed floor plan

    Alexander Benson Keller Williams Realty Boston South West

    10 Fife Rd, Wellesley Hills, MA 02481
  • /20

    $4,400 total monthly price

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    2 Marigold Ave, Wellesley, MA 02482

    Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room. Available Now

    Bill Gath Realty Executives Boston West

    2 Marigold Ave, Wellesley, MA 02482
  • /24

    $1,850,000 Sold Jul 24, 2025

    63 Garden Rd Unit C-1, Wellesley, MA 02481

    • 2 Beds
    • 2 Baths
    • 1,643 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Above List Price
    • $1,126/SF
    • 2 Days On Market

    Current Estimated Value $1,762,619

    Last Listing Agent Susan Lyman Douglas Elliman Real Estate - Wellesley

    63 Garden Rd Unit C-1, Wellesley, MA 02481
    • /22

      Est $1,584,502 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,935 Sq Ft

      62 Prospect St, Wellesley Hills, MA 02481

      62 Prospect St, Wellesley Hills, MA 02481
  • /37

    $2,999,000 Open Sun 1PM - 2PM

    • 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
  • /46

    $4,800 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    58 Longfellow Rd, Wellesley, MA 02481

    - 2 Garage parking spots included- Whole driveway (4+ spots)- Tenants pay all utilities (gas, electric, water/sewer)

    58 Longfellow Rd, Wellesley, MA 02481
  • /23

    $1,360,000 Sold Jul 25, 2025

    15 Lafayette Cir, Wellesley, MA 02482

    • 3 Beds
    • 1.5 Baths
    • 1,719 Sq Ft
    • Built 1938

    Last Sold Summary

    • 3% Below List Price
    • $791/SF
    • 28 Days On Market

    Current Estimated Value $1,396,741

    Last Listing Agent The Shulkin Wilk Group Compass

    15 Lafayette Cir, Wellesley, MA 02482
    • /40

      Est $1,325,267 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,291 Sq Ft

      679 Worcester St, Wellesley, MA 02481

      679 Worcester St, Wellesley, MA 02481
  • /34

    $3,425,000 Open Sat 12:30PM - 2PM

    • 5 Beds
    • 6 Baths
    • 5,073 Sq Ft

    8 Oakdale Ave, Wellesley, MA 02482

    Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

    Donahue Maley & Burns Team Compass

    8 Oakdale Ave, Wellesley, MA 02482
  • /11

    $3,995 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 grand rooms, soaring ceilings and large windows, allowing for plenty of natural light. Gleaming Hardwood Floors. Updated kitchen with stainless steel appliances and granted counters. Two large bedrooms with full bathrooms. In unit laundry. Ample closet space. Three heating and cooling

    CASTLES UNLIMITED TEAM eXp Realty

    600 Washington St Unit 5, Wellesley, MA 02482
  • /2

    $14,750,000 Sold Sep 30, 2025

    184 Cliff Rd, Wellesley Hills, MA 02481

    • 6 Beds
    • 8 Baths
    • 14,663 Sq Ft
    • Built 2014

    Last Sold Summary

    • 6% Below List Price
    • $1,006/SF
    • 16 Days On Market

    Current Estimated Value $8,403,844

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    184 Cliff Rd, Wellesley Hills, MA 02481
    • /16

      Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,433 Sq Ft

      100 Linden St Unit 211, Wellesley, MA 02482

      100 Linden St Unit 211, Wellesley, MA 02482
  • /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
  • /23

    $2,000 total monthly price

    • Studio
    • 1 Bath
    • 300 Sq Ft
    • Condo for Rent

    3 Waban St Unit 6, Wellesley, MA 02482

    Furnished studio condominium + parking space and private patio.Available now. Lease length from 9 - 12 months or longer.Tenant may include wifi/cable, electric in the rental rate per monthor Tenant may pay wifi and utils separately.Nestled in the heart of Wellesley Square is a furnished studio condominium.Private garden leads you to your own living

    3 Waban St Unit 6, Wellesley, MA 02482
  • /42

    $3,135,000 Sold Nov 05, 2025

    38 Fuller Brook Rd, Wellesley, MA 02482

    • 6 Beds
    • 5.5 Baths
    • 5,991 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Below List Price
    • $523/SF
    • 7 Days On Market

    Current Estimated Value $3,066,921

    Last Listing Agent Donahue Maley & Burns Team Compass

    38 Fuller Brook Rd, Wellesley, MA 02482
    • /34

      Est $5,199,279 Not Listed For Sale

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

      19 Longmeadow Rd, Wellesley, MA 02482

      19 Longmeadow Rd, Wellesley, MA 02482
  • /41

    $5,350,000

    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff Rd, Wellesley Hills, MA 02481
  • /37

    $9,000 total monthly price

    • 5 Beds
    • 4.5 Baths
    • 4,351 Sq Ft
    • House for Rent

    26 Harris Ave, Wellesley Hills, MA 02481

    Available on 1/15/2026! Only offered 6 months rental! This stunning 5 bedrooms, 4.5 bath single family home is located on a peaceful cul-de-sac,offering privacy in a serene neighborhood. Expanded and gut-renovated in 2024, it features a brand-new interior with a cozy living room, an open-concept kitchen with high-end Wolf brand appliances, Sub-Zero refrigerator, and an oversized island that flows

    Liling Lin PWK Realty LLC

    26 Harris Ave, Wellesley Hills, MA 02481
  • /19

    $1,608,010 Sold Dec 02, 2025

    23 Cottonwood Rd, Wellesley, MA 02482

    • 4 Beds
    • 3 Baths
    • 2,396 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Above List Price
    • $671/SF
    • 2 Days On Market

    Last Listing Agent Donahue Maley & Burns Team Compass

    23 Cottonwood Rd, Wellesley, MA 02482
    • /29

      Est $2,108,135 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Wellesley, MA

Housing Trends

Median Sale Price
$1,965,000
Median Single Family Sale Price
$2,384,750
Median Townhouse Sale Price
$1,700,000
Median 2 Bedroom Sale Price
$1,454,000
Median 1 Bedroom Sale Price
$1,285,000
Average Price Per Sq Ft
$787
Number of Homes for Sale
5
Last 12 months Home Sales
90
Months of Supply
0.70
Median List Price
$1,995,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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