Wellesley Square Homes

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  $2,695,000

  • 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
• Explore Wellesley Square

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  /28

  $8,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft
  • Condo for Rent

  144 Linden St Unit 2, Wellesley, MA 02482

  This stunning three-bed luxury condo in the heart of Linden Square offers both comfort and convenience. Comprehensively renovated in 2023, the home features a versatile layout featuring three beds plus a dedicated office. A welcoming entry and gracious hallway lead to two guest beds, one with a private outdoor deck. Nearby, you'll find a full bath and an additional half bath, before arriving at

  Heather Ovesen Coldwell Banker Realty - Brookline

  144 Linden St Unit 2, Wellesley, MA 02482
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  $1,730,000 Sold Jun 26, 2025

  14 Curve St, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1915

  Last Sold Summary

  • 16% Above List Price
  • $626/SF
  • 5 Days On Market

  Current Estimated Value $1,717,954

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  14 Curve St, Wellesley, MA 02482
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  Est $2,009,346 Not Listed For Sale

  29 Oak St Unit B, Wellesley, MA 02482

  • 4 Beds
  • 4 Baths
  • 3,442 Sq Ft
  • Built 2009

  29 Oak St Unit B, Wellesley, MA 02482

  Last Sold Summary

  • 5% Above List Price
  • $558/SF
  • 2 Days On Market

  • Last Sold Price $1,920,000
  • Jun 07, 2023

  Last Listing Agent Christine Lawrence Rutledge Properties
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  /23

  $1,495,000

  • 5 Beds
  • 3.5 Baths
  • 2,694 Sq Ft

  207 Weston Rd, Wellesley, MA 02482

  Timeless elegance meets everyday convenience in this much admired Victorian, ideally located just moments from Wellesley center, commuter rail, top-rated schools, and major routes. Offering five spacious bedrooms, this home blends classic charm with modern livability. A traditional layout showcases inviting formal living and dining rooms, while the open-concept kitchen and family room provides

  Donahue Maley & Burns Team Compass

  207 Weston Rd, Wellesley, MA 02482
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  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  139R Linden St Unit 2, Wellesley, MA 02482

  2 Bedroom Apartment in the heart of Linden Square with 1 GARAGE space, plus an addition parking space. This spacious apartment has an open floor plan with gleaming hardwood floors throughout. The main level has open concept living room & kitchen w/light oak cabinets, granite counter tops and white appliances. The Primary bedroom is bright and sunny bedroom, double closets with access to a full

  Patricia Bradley Rutledge Properties

  139R Linden St Unit 2, Wellesley, MA 02482
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  /20

  $1,150,000 Sold Sep 05, 2025

  58 Oak St Unit 58, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1930

  Last Sold Summary

  • 34% Below List Price
  • $639/SF
  • 478 Days On Market

  Current Estimated Value $1,184,805

  Last Listing Agent Bob Carey Carey Realty Group, Inc.

  58 Oak St Unit 58, Wellesley, MA 02482
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  Est $1,967,253 Not Listed For Sale

  42 Summit Rd, Wellesley, MA 02482

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1933

  42 Summit Rd, Wellesley, MA 02482

  Last Sold Summary

  • 40% Above List Price
  • $825/SF
  • 2 Days On Market

  • Last Sold Price $1,403,000
  • Jan 30, 2024

  Last Listing Agent Patricia Bradley Rutledge Properties
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  $1,795,000 Open Sat 11:30AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft

  63 Oak St Unit A, Wellesley, MA 02482

  Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower

  Melissa Dailey Coldwell Banker Realty - Wellesley

  63 Oak St Unit A, Wellesley, MA 02482
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  $3,600 per month

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Apartment for Rent

  5 Linden St Unit 5, Wellesley, MA 02482

  Bright and spacious 2-bedroom, 2.5-bath townhouse-style apartment offering comfort, convenience, and modern finishes. The first floor features a well-appointed kitchen with quartz countertops, updated appliances, and a generous dining area. A large, sun-filled living room and a convenient half bath complete the main level.Upstairs, you’ll find two large bedrooms with full-wall closets and

  Molly Moffett Quest Real Estate

  5 Linden St Unit 5, Wellesley, MA 02482
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  /22

  $708,000 Sold Mar 25, 2026

  63 Linden St Unit 1, Wellesley, MA 02482

  • 2 Beds
  • 1.5 Baths
  • 1,464 Sq Ft
  • Built 1952

  Last Sold Summary

  • 1% Below List Price
  • $484/SF
  • 55 Days On Market

  Current Estimated Value $701,533

  Last Listing Agent Nancy Virta The Firm

  63 Linden St Unit 1, Wellesley, MA 02482
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  Est $1,435,970 Not Listed For Sale

  20 Sunset Rd, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 1,997 Sq Ft
  • Built 1936

  20 Sunset Rd, Wellesley, MA 02482

  Last Sold Summary

  • 1% Above List Price
  • $715/SF
  • 8 Days On Market

  • Last Sold Price $1,428,000
  • Mar 17, 2025

  Last Listing Agent Karole O'Leary Lamacchia Realty, Inc.
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  $865,000 Open Sat 11:30AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,171 Sq Ft

  11 Oak St Unit 16, Wellesley, MA 02482

  Beautifully updated and move-in ready, this 2-bedroom, 1.5-bath end-unit condo in the Linden Square area offers comfort, style and an exceptional Wellesley location. The bright kitchen features marble countertops, stainless steel appliances, an island and opens to an eat-in area and inviting living room. With built-ins and a fireplace, the living room also provides access to a private fenced

  Felicia Captain Coldwell Banker Realty - Wellesley

  11 Oak St Unit 16, Wellesley, MA 02482
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  $5,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Apartment for Rent

  3 Westerly St, Wellesley, MA 02482

  Great location close to town, train and shops. Completely renovated 3 bed, 2 full bath townhouse with excellent closet space. Large eat-in-kitchen plus family room, living room and dining room on first floor. Master suite with walk in closet and full bath. Mud room. High ceilings. Central AC. Garage parking. Pretty yard. 3rd floor great for storage.

  Melissa Dailey Coldwell Banker Realty - Wellesley

  3 Westerly St, Wellesley, MA 02482
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  $600,000 Sold Apr 03, 2026

  63 Linden St Unit 6, Wellesley, MA 02482

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $632/SF
  • 7 Days On Market

  Current Estimated Value $641,589

  Last Listing Agent Rob and Meaghan Hawthorn Properties

  63 Linden St Unit 6, Wellesley, MA 02482
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  Est $2,858,446 Not Listed For Sale

  36 Avon Rd, Wellesley, MA 02482

  • 5 Beds
  • 3.5 Baths
  • 4,200 Sq Ft
  • Built 2024

  36 Avon Rd, Wellesley, MA 02482

  Last Sold Summary

  • 3% Above List Price
  • $661/SF
  • 85 Days On Market

  • Last Sold Price $2,775,000
  • Nov 22, 2024

  Last Listing Agent Deborah Dawson Berkshire Realty Group, LLC
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  $1,068,000 Open Sat 11AM - 12:30PM

  • 2 Beds
  • 2 Baths
  • 1,739 Sq Ft

  26B Pleasant St Unit B, Wellesley, MA 02482

  This bright end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square's shops, dining, and the train to Boston The home features hardwood floors throughout, central AC and hearing, two bedrooms, two bathrooms and a versatile bonus room on the third floor, The modern grante kitchen flows into a dining are that opens to a private patio,

  Zhen Guo Coldwell Banker Realty - Brookline

  26B Pleasant St Unit B, Wellesley, MA 02482
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  $4,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Apartment for Rent

  5 Westerly St, Wellesley, MA 02482

  All renovated this 2 bedroom, 1.5 bathroom town house is conveniently located near Linden Square, Wellesley Center and commuter rail. High ceilings and great sunlight! The eat-in kitchen, living room, dining room and mudroom along with half bath are on the first floor. Bedrooms and laundry are on the second floor. Central AC and garage parking. The home features a lovely yard and extra storage

  Melissa Dailey Coldwell Banker Realty - Wellesley

  5 Westerly St, Wellesley, MA 02482
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  $1,430,000 Sold Feb 27, 2026

  33 Avon Rd, Wellesley, MA 02482

  • 3 Beds
  • 1.5 Baths
  • 1,694 Sq Ft
  • Built 1928

  Last Sold Summary

  • 2% Below List Price
  • $844/SF
  • 26 Days On Market

  Current Estimated Value $1,408,809

  Last Listing Agent Keystone Homes Group Keller Williams Realty Boston Northwest

  33 Avon Rd, Wellesley, MA 02482
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  Est $1,446,285 Not Listed For Sale

  11 Maurice Rd, Wellesley, MA 02482

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft
  • Built 1937

  11 Maurice Rd, Wellesley, MA 02482

  Last Sold Summary

  • 1% Below List Price
  • $901/SF
  • 3 Days On Market

  • Last Sold Price $1,460,000
  • Apr 11, 2025

  Last Listing Agent Elke Cardella Compass
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  /23

  $2,100,000 Sold May 29, 2025

  100 Linden St Unit 203, Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $1,485/SF
  • 9 Days On Market

  Last Listing Agent Janice Dumont JD Advisors, Inc

  100 Linden St Unit 203, Wellesley, MA 02482
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  Est $1,420,637 Not Listed For Sale

  36 Sunset Rd, Wellesley, MA 02482

  • 2 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • Built 1934

  36 Sunset Rd, Wellesley, MA 02482

  Last Sold Summary

  • 6% Above List Price
  • $543/SF
  • 8 Days On Market

  • Last Sold Price $1,335,000
  • May 05, 2023

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley
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  $2,940,000 Sold Jun 23, 2025

  11 Crown Ridge Rd, Wellesley, MA 02482

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Below List Price
  • $588/SF
  • 31 Days On Market

  Current Estimated Value $2,962,174

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  11 Crown Ridge Rd, Wellesley, MA 02482
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  Est $1,440,626 Not Listed For Sale

  16 Granite St, Wellesley, MA 02482

  • 4 Beds
  • 1.5 Baths
  • 1,701 Sq Ft
  • Built 1938

  16 Granite St, Wellesley, MA 02482

  Last Sold Summary

  • 13% Above List Price
  • $747/SF
  • 52 Days On Market

  • Last Sold Price $1,270,000
  • May 05, 2023

  Last Listing Agent Melissa Sullivan William Raveis R.E. & Home Services
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  $2,560,000 Sold Oct 14, 2025

  2 Summit Rd, Wellesley, MA 02482

  • 4 Beds
  • 4.5 Baths
  • 3,693 Sq Ft
  • Built 1896

  Last Sold Summary

  • 12% Below List Price
  • $693/SF
  • 78 Days On Market

  Last Listing Agent James Mealey Defining Real Estate

  2 Summit Rd, Wellesley, MA 02482
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  Est $1,203,727 Not Listed For Sale

  64 Linden St, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Built 1984

  64 Linden St, Wellesley, MA 02482

  Last Sold Summary

  • 19% Above List Price
  • $622/SF
  • 15 Days On Market

  • Last Sold Price $1,015,000
  • Aug 23, 2023

  Last Listing Agent Jane Collinson Gibson Sotheby's International Realty
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  $1,530,000 Sold Oct 24, 2025

  14 Sunset Rd, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 2,652 Sq Ft
  • Built 1935

  Last Sold Summary

  • 4% Below List Price
  • $577/SF
  • 54 Days On Market

  Current Estimated Value $1,562,371

  Last Listing Agent John McHugh Coldwell Banker Realty - Wellesley

  14 Sunset Rd, Wellesley, MA 02482
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  /23

  Est $1,460,365 Not Listed For Sale

  25 Curve St, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft
  • Built 1910

  25 Curve St, Wellesley, MA 02482

  Last Sold Summary

  • 3% Below List Price
  • $896/SF
  • 1 Day On Market

  • Last Sold Price $1,500,000
  • May 30, 2024

  Last Listing Agent Betsy Kessler Rutledge Properties
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  $1,970,000 Sold May 09, 2025

  100 Linden St Unit 205, Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $1,434/SF
  • 177 Days On Market

  Last Listing Agent Montgomery Carroll Group Compass

  100 Linden St Unit 205, Wellesley, MA 02482
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  Est $1,936,981 Not Listed For Sale

  95 Crest Rd, Wellesley, MA 02482

  • 4 Beds
  • 4.5 Baths
  • 2,941 Sq Ft
  • Built 1900

  95 Crest Rd, Wellesley, MA 02482

  Last Sold Summary

  • 2% Above List Price
  • $646/SF
  • 1 Day On Market

  • Last Sold Price $1,900,000
  • Aug 01, 2024

  Last Listing Agent Beyond Boston Properties Group Compass
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  $3,465,900 Sold Aug 11, 2025

  100 Linden St Unit 301, Wellesley, MA 02482

  • 2 Beds
  • 3 Baths
  • 2,260 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $1,534/SF
  • 20 Days On Market

  Last Listing Agent Janice Dumont JD Advisors, Inc

  100 Linden St Unit 301, Wellesley, MA 02482
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  Est $1,604,459 Not Listed For Sale

  97 Crest Rd, Wellesley, MA 02482

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft
  • Built 1920

  97 Crest Rd, Wellesley, MA 02482

  Last Sold Summary

  • 3% Above List Price
  • $632/SF
  • 2 Days On Market

  • Last Sold Price $1,565,000
  • Jun 01, 2023

  Last Listing Agent Betsy Kessler Rutledge Properties
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  $1,125,000 Sold Aug 27, 2025

  100 Linden St Unit 102, Wellesley, MA 02482

  • 1 Bed
  • 1.5 Baths
  • 1,065 Sq Ft
  • Built 2024

  Last Sold Summary

  • 10% Below List Price
  • $1,056/SF
  • 1 Day On Market

  Last Listing Agent Janice Dumont JD Advisors, Inc

  100 Linden St Unit 102, Wellesley, MA 02482
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  /23

  Est $2,119,785 Not Listed For Sale

  76 Crest Rd, Wellesley, MA 02482

  • 5 Beds
  • 3 Baths
  • 3,365 Sq Ft
  • Built 1875

  76 Crest Rd, Wellesley, MA 02482

  Last Sold Summary

  • 4% Above List Price
  • $606/SF
  • 3 Days On Market

  • Last Sold Price $2,040,000
  • May 03, 2024

  Last Listing Agent Teri Adler MGS Group Real Estate LTD - Wellesley
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  $1,495,900 Sold May 01, 2025

  100 Linden St Unit 111, Wellesley, MA 02482

  • 1 Bed
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 2024

  Last Sold Summary

  • $1,444/SF
  • 8 Days On Market

  Last Listing Agent Janice Dumont JD Advisors, Inc

  100 Linden St Unit 111, Wellesley, MA 02482
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  Est $3,226,170 Not Listed For Sale

  68 Crest Rd, Wellesley, MA 02482

  • 6 Beds
  • 3.5 Baths
  • 4,095 Sq Ft
  • Built 1895

  68 Crest Rd, Wellesley, MA 02482

  Last Sold Summary

  • 2% Below List Price
  • $806/SF
  • 1 Day On Market

  • Last Sold Price $3,300,000
  • Jul 18, 2024

  Last Listing Agent Teri Adler MGS Group Real Estate LTD - Wellesley
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  $1,360,000 Sold Apr 24, 2025

  64 Curve St, Wellesley, MA 02482

  • 4 Beds
  • 2 Baths
  • 2,087 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Above List Price
  • $652/SF
  • 5 Days On Market

  Current Estimated Value $1,387,148

  Last Listing Agent Jane Neilson Douglas Elliman Real Estate - Wellesley

  64 Curve St, Wellesley, MA 02482
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  /23

  Est $2,947,073 Not Listed For Sale

  14 Oakencroft Rd, Wellesley, MA 02482

  • 4 Beds
  • 3.5 Baths
  • 4,398 Sq Ft
  • Built 2024

  14 Oakencroft Rd, Wellesley, MA 02482

  Last Sold Summary

  • 4% Below List Price
  • $700/SF
  • 113 Days On Market

  • Last Sold Price $3,077,775
  • Oct 30, 2024

  Last Listing Agent Patricia Bradley Rutledge Properties
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  /30

  $2,925,000 Sold Jul 25, 2025

  100 Linden St Unit 101, Wellesley, MA 02482

  • 2 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 2024

  Last Sold Summary

  • $1,354/SF
  • 9 Days On Market

  Last Listing Agent Janice Dumont JD Advisors, Inc

  100 Linden St Unit 101, Wellesley, MA 02482
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  /19

  Est $1,602,600 Not Listed For Sale

  7 Summit Rd, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 1,911 Sq Ft
  • Built 1938

  7 Summit Rd, Wellesley, MA 02482

  Last Sold Summary

  • 3% Above List Price
  • $811/SF
  • 3 Days On Market

  • Last Sold Price $1,550,000
  • Jun 05, 2023

  Last Listing Agent Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

Showing Results 1 - 40, Page 1 of 18