9,718

Wellesley, MA Homes

Section Image
  • 20 Parker Rd, Wellesley, MA 02482
    20 Parker Rd, Wellesley, MA 02482
    20 Parker Rd, Wellesley, MA 02482
    /38

    $2,995,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 4,393 Sq Ft

    20 Parker Rd, Wellesley, MA 02482

    Exceptional Colonial blends timeless architecture w modern refinement in one of Wellesley’s most coveted neighborhoods. Offering 6 generously sized bedrooms this home is thoughtfully designed for today’s lifestyle. Gracious foyer leads to elegant fireplaced living room & effortlessly connects to the sophisticated dining room w gleaming hardwood floors throughout. Gourmet kitchen w stainless steel

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    20 Parker Rd, Wellesley, MA 02482
  • 12 Brook St, Wellesley, MA 02482
    12 Brook St, Wellesley, MA 02482
    12 Brook St, Wellesley, MA 02482
    /11

    $8,950 total monthly price

    • 5 Beds
    • 3 Baths
    • 2,671 Sq Ft
    • House for Rent

    12 Brook St, Wellesley, MA 02482

    Come home to this charming 1887 5BR, 3BA Victorian located near the Wellesley Square commuter train, downtown shops, library, restaurants and Brook Path. Features include a generous entryway, 2024 remodeled kitchen, solarium, dining room and living room with fireplace. Four bedrooms are located on the 2nd floor and the 5th bedroom is on the top floor. Bonus room or playroom located in basement. A

    Lisa Sewall Coldwell Banker Realty - Wellesley

    12 Brook St, Wellesley, MA 02482
  • 58 Oak St Unit 58, Wellesley, MA 02482
    58 Oak St Unit 58, Wellesley, MA 02482
    58 Oak St Unit 58, Wellesley, MA 02482
    /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 $1,168,052

    Last Listing Agent Bob Carey Carey Realty Group, Inc.

    58 Oak St Unit 58, Wellesley, MA 02482
    • 64 Shore Rd, Wellesley, MA 02482
      64 Shore Rd, Wellesley, MA 02482
      64 Shore Rd, Wellesley, MA 02482
      /42

      Est $1,866,045 Not Listed For Sale

      64 Shore Rd, Wellesley, MA 02482

      • 6 Beds
      • 5 Baths
      • 4,102 Sq Ft
      • Built 1928
      64 Shore Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4% Above List Price
      • $439/SF
      • 85 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Ryan Cook William Raveis R.E. & Home Services

  • 42 Edmunds Rd, Wellesley Hills, MA 02481
    42 Edmunds Rd, Wellesley Hills, MA 02481
    42 Edmunds Rd, Wellesley Hills, MA 02481
    /42

    $2,995,000

    • 6 Beds
    • 6 Baths
    • 5,806 Sq Ft

    42 Edmunds Rd, Wellesley Hills, MA 02481

    TEMPORARILY WITHDRAWN - STILL AVAILABLE TO SHOW. Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    42 Edmunds Rd, Wellesley Hills, MA 02481
  • 17 Willow St, Wellesley Hills, MA 02481
    17 Willow St, Wellesley Hills, MA 02481
    17 Willow St, Wellesley Hills, MA 02481
    /11

    $4,800 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft
    • House for Rent

    17 Willow St, Wellesley Hills, MA 02481

    Lovely Cape Cod style home! This 3+ Bedroom 2 Bath home features hardwood floors on the first level and brand new wall to wall carpeting on the 2nd level Master Suite. Gourmet freshly painted Kitchen offers stainless steel appliances, a built in china cabinet & granite countertops! Extras include an indoor unheated porch overlooking almost an acre of land, laundry in the basement, and an outdoor

    Jodie Zinna Coldwell Banker Realty - Wellesley

    17 Willow St, Wellesley Hills, MA 02481
  • 42 Calvin Rd, Wellesley Hills, MA 02481
    42 Calvin Rd, Wellesley Hills, MA 02481
    42 Calvin Rd, Wellesley Hills, MA 02481
    /34

    $1,930,000 Sold Dec 05, 2025

    42 Calvin Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 4 Baths
    • 2,962 Sq Ft
    • Built 1890

    Last Sold Summary

    • $652/SF
    • 11 Days On Market

    Current Estimated Value $1,874,529

    Last Listing Agent Laura Daunis Coldwell Banker Realty - Wellesley

    42 Calvin Rd, Wellesley Hills, MA 02481
    • 46 Leewood Rd, Wellesley, MA 02482
      46 Leewood Rd, Wellesley, MA 02482
      46 Leewood Rd, Wellesley, MA 02482
      /16

      Est $1,754,032 Not Listed For Sale

      46 Leewood Rd, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 1936
      46 Leewood Rd, Wellesley, MA 02482

      Last Sold Summary

      • $700/SF
      • 4 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

  • 40 Chestnut St, Wellesley Hills, MA 02481
    40 Chestnut St, Wellesley Hills, MA 02481
    40 Chestnut St, Wellesley Hills, MA 02481
    /42

    $2,450,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,369 Sq Ft

    40 Chestnut St, Wellesley Hills, MA 02481

    Sunday Open House Canceled! Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5

    Paul Neavyn Gibson Sotheby's International Realty

    40 Chestnut St, Wellesley Hills, MA 02481
  • 78 Hunnewell St, Wellesley Hills, MA 02481
    78 Hunnewell St, Wellesley Hills, MA 02481
    78 Hunnewell St, Wellesley Hills, MA 02481
    /42

    $1,930,000 Sold Jan 02, 2026

    78 Hunnewell St, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 4,043 Sq Ft
    • Built 2013

    Last Sold Summary

    • 12% Below List Price
    • $477/SF
    • 79 Days On Market

    Current Estimated Value $1,997,635

    Last Listing Agent Fleet Homes Group Keller Williams Realty

    78 Hunnewell St, Wellesley Hills, MA 02481
    • 89 Beechwood Rd, Wellesley, MA 02482
      89 Beechwood Rd, Wellesley, MA 02482
      89 Beechwood Rd, Wellesley, MA 02482
      /32

      Est $1,764,340 Not Listed For Sale

      89 Beechwood Rd, Wellesley, MA 02482

      • 4 Beds
      • 2.5 Baths
      • 2,204 Sq Ft
      • Built 1953
      89 Beechwood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 1% Below List Price
      • $812/SF
      • 4 Days On Market

      Last Sold Price $1,790,000

      Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

  • 23 Pilgrim Rd, Wellesley Hills, MA 02481
    23 Pilgrim Rd, Wellesley Hills, MA 02481
    23 Pilgrim Rd, Wellesley Hills, MA 02481
    /30

    $2,745,000

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    23 Pilgrim Rd, Wellesley Hills, MA 02481

    New Construction tucked away in the extremely popular Bates School neighborhood! Premium luxury finishes and high ceilings throughout. Chef’s kitchen offers Thermador appliances, quartz counters, huge center island & custom cabinetry, opening to a bright family room with fireplace. 2nd level is highlighted by the primary suite w/spa-like bath & walk-in closet. Lower level features a large flex

    Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

    23 Pilgrim Rd, Wellesley Hills, MA 02481
  • 25 Crescent St, Wellesley Hills, MA 02481
    25 Crescent St, Wellesley Hills, MA 02481
    25 Crescent St, Wellesley Hills, MA 02481
    /38

    $3,025,000 Sold May 14, 2025

    25 Crescent St, Wellesley Hills, MA 02481

    • 5 Beds
    • 5.5 Baths
    • 4,850 Sq Ft
    • Built 2017

    Last Sold Summary

    • 10% Above List Price
    • $624/SF
    • 3 Days On Market

    Current Estimated Value $2,930,615

    Last Listing Agent Christine Lawrence Rutledge Properties

    25 Crescent St, Wellesley Hills, MA 02481
    • 118 Parker Rd, Wellesley, MA 02482
      118 Parker Rd, Wellesley, MA 02482
      118 Parker Rd, Wellesley, MA 02482
      /33

      Est $1,559,920 Not Listed For Sale

      118 Parker Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,933 Sq Ft
      • Built 1953
      118 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 9% Above List Price
      • $737/SF
      • 4 Days On Market

      Last Sold Price $1,425,000

      Last Listing Agent Bobby Morgenstern Gibson Sotheby's International Realty

  • 265 Weston Rd, Wellesley, MA 02482
    265 Weston Rd, Wellesley, MA 02482
    265 Weston Rd, Wellesley, MA 02482
    /42

    $2,975,000 Open Sat 10:30AM - 12PM

    • 5 Beds
    • 5.5 Baths
    • 5,172 Sq Ft

    265 Weston Rd, Wellesley, MA 02482

    Exquisite 2024 built 5BR home in highly convenient location just steps to Hardy Elementary, scenic Morse’s Pond & short stroll to Wellesley Center w/ shops, restaurants & commuter rail. Sun-drenched w/ soaring ceilings & meticulously crafted living spaces, the open 1st floor plan is ideal for both everyday living & entertaining. Chef’s kitchen w/ huge island & high-end appliances flows seamlessly

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    265 Weston Rd, Wellesley, MA 02482
  • 12 Intervale Rd, Wellesley Hills, MA 02481
    12 Intervale Rd, Wellesley Hills, MA 02481
    12 Intervale Rd, Wellesley Hills, MA 02481
    /26

    $1,470,000 Sold May 20, 2025

    12 Intervale Rd, Wellesley Hills, MA 02481

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • Built 1927

    Last Sold Summary

    • 2% Below List Price
    • $782/SF
    • 15 Days On Market

    Current Estimated Value $1,445,783

    Last Listing Agent Susan Sullivan Coldwell Banker Realty - Wellesley

    12 Intervale Rd, Wellesley Hills, MA 02481
    • 98 Parker Rd, Wellesley, MA 02482
      98 Parker Rd, Wellesley, MA 02482
      98 Parker Rd, Wellesley, MA 02482
      /31

      Est $1,726,200 Not Listed For Sale

      98 Parker Rd, Wellesley, MA 02482

      • 3 Beds
      • 3 Baths
      • 2,495 Sq Ft
      • Built 1954
      98 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 11% Above List Price
      • $621/SF
      • 3 Days On Market

      Last Sold Price $1,550,000

      Last Listing Agent Donahue Maley & Burns Team Compass

  • 162 Hampshire Rd, Wellesley Hills, MA 02481
    162 Hampshire Rd, Wellesley Hills, MA 02481
    162 Hampshire Rd, Wellesley Hills, MA 02481
    /14

    $2,890,000

    • 4 Beds
    • 3.5 Baths
    • 3,334 Sq Ft

    162 Hampshire Rd, Wellesley Hills, MA 02481

    Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    162 Hampshire Rd, Wellesley Hills, MA 02481
  • 45 Mayo Rd, Wellesley, MA 02482
    45 Mayo Rd, Wellesley, MA 02482
    45 Mayo Rd, Wellesley, MA 02482
    /10

    $1,270,000 Sold Jan 08, 2026

    45 Mayo Rd, Wellesley, MA 02482

    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Below List Price
    • $803/SF
    • 5 Days On Market

    Current Estimated Value $1,265,591

    Last Listing Agent Betsy Kessler Rutledge Properties

    45 Mayo Rd, Wellesley, MA 02482
    • 92 Parker Rd, Wellesley, MA 02482
      92 Parker Rd, Wellesley, MA 02482
      92 Parker Rd, Wellesley, MA 02482
      /39

      Est $1,521,210 Not Listed For Sale

      92 Parker Rd, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,812 Sq Ft
      • Built 1940
      92 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 2% Above List Price
      • $820/SF
      • 6 Days On Market

      Last Sold Price $1,485,000

      Last Listing Agent Krongel & Paul Hammond Residential Real Estate

  • 14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    14 Greylock Rd, Wellesley Hills, MA 02481
    /24

    $7,995,000 Open Sat 3PM - 4:30PM

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    14 Greylock Rd, Wellesley Hills, MA 02481

    Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

    Bobby Morgenstern Gibson Sotheby's International Realty

    14 Greylock Rd, Wellesley Hills, MA 02481
  • 609 Washington St Unit 303, Wellesley, MA 02482
    609 Washington St Unit 303, Wellesley, MA 02482
    609 Washington St Unit 303, Wellesley, MA 02482
    /22

    $1,050,000 Sold Dec 23, 2025

    609 Washington St Unit 303, Wellesley, MA 02482

    • 2 Beds
    • 2.5 Baths
    • 1,496 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $702/SF
    • 8 Days On Market

    Current Estimated Value $1,058,497

    Last Listing Agent Betsy Kessler Rutledge Properties

    609 Washington St Unit 303, Wellesley, MA 02482
    • 86 Parker Rd, Wellesley, MA 02482
      86 Parker Rd, Wellesley, MA 02482
      86 Parker Rd, Wellesley, MA 02482
      /25

      Est $3,340,188 Not Listed For Sale

      86 Parker Rd, Wellesley, MA 02482

      • 5 Beds
      • 4.5 Baths
      • 4,408 Sq Ft
      • Built 2024
      86 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 6% Above List Price
      • $712/SF
      • 80 Days On Market

      Last Sold Price $3,140,000

      Last Listing Agent Parker & Sammut Gibson Sotheby's International Realty

  • 63 Linden St Unit 1, Wellesley, MA 02482
    63 Linden St Unit 1, Wellesley, MA 02482
    63 Linden St Unit 1, Wellesley, MA 02482
    /22

    $715,000 Pending

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

    63 Linden St Unit 1, Wellesley, MA 02482

    Imagine the lifestyle!!!! Located in the heart of Wellesley Square, this inviting condo is completely remodeled with gleaming hardwood floors and has been freshly painted throughout ! Bright! Light ! The warm entertaining space is open to a dining room and steps to the kitchen. Corner unit offers so many windows with new designer shades. Brand new heating system! The lower level is perfect for in

    Nancy Virta The Firm

    63 Linden St Unit 1, Wellesley, MA 02482
  • 193 Winding River Rd, Wellesley, MA 02482
    193 Winding River Rd, Wellesley, MA 02482
    193 Winding River Rd, Wellesley, MA 02482
    /42

    $4,375,000 Sold Nov 17, 2025

    193 Winding River Rd, Wellesley, MA 02482

    • 5 Beds
    • 7 Baths
    • 7,000 Sq Ft
    • Built 1964

    Last Sold Summary

    • $625/SF
    • 3 Days On Market

    Current Estimated Value $4,274,655

    Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    193 Winding River Rd, Wellesley, MA 02482
    • 99 Parker Rd, Wellesley, MA 02482
      99 Parker Rd, Wellesley, MA 02482
      99 Parker Rd, Wellesley, MA 02482
      /38

      Est $2,141,483 Not Listed For Sale

      99 Parker Rd, Wellesley, MA 02482

      • 4 Beds
      • 3 Baths
      • 4,799 Sq Ft
      • Built 1950
      99 Parker Rd, Wellesley, MA 02482

      Last Sold Summary

      • 14% Above List Price
      • $392/SF
      • 0 Days On Market

      Last Sold Price $1,880,000

      Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  • 63 Linden St Unit 6, Wellesley, MA 02482
    63 Linden St Unit 6, Wellesley, MA 02482
    63 Linden St Unit 6, Wellesley, MA 02482
    /14

    $625,000 Pending

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    63 Linden St Unit 6, Wellesley, MA 02482

    Impeccably maintained and ideally located in the heart of Wellesley Center, this inviting condo offers comfort, convenience, and opportunity. The main level features a spacious living room, a dedicated dining room and an kitchen with modern finishes. Upstairs, you will find two generously sized bedrooms and a newly refreshed full bath. An unfinished lower level with laundry provides abundant

    Rob and Meaghan Hawthorn Properties

    63 Linden St Unit 6, Wellesley, MA 02482
  • 26 White Oak Rd, Wellesley Hills, MA 02481
    26 White Oak Rd, Wellesley Hills, MA 02481
    26 White Oak Rd, Wellesley Hills, MA 02481
    /34

    $4,558,000 Sold Oct 14, 2025

    26 White Oak Rd, Wellesley Hills, MA 02481

    • 5 Beds
    • 6 Baths
    • 6,160 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $740/SF
    • 4 Days On Market

    Current Estimated Value $4,523,852

    Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

    26 White Oak Rd, Wellesley Hills, MA 02481
    • 35 Overbrook Dr, Wellesley, MA 02482
      35 Overbrook Dr, Wellesley, MA 02482
      35 Overbrook Dr, Wellesley, MA 02482
      /28

      Est $1,360,151 Not Listed For Sale

      35 Overbrook Dr, Wellesley, MA 02482

      • 3 Beds
      • 2.5 Baths
      • 1,934 Sq Ft
      • Built 1904
      35 Overbrook Dr, Wellesley, MA 02482

      Last Sold Summary

      • 15% Above List Price
      • $610/SF
      • 3 Days On Market

      Last Sold Price $1,180,000

      Last Listing Agent Sara Dalicandro Coldwell Banker Realty - Newton

  • 32 Lantern Ln, Wellesley Hills, MA 02481
    32 Lantern Ln, Wellesley Hills, MA 02481
    32 Lantern Ln, Wellesley Hills, MA 02481
    /40

    $2,349,999

    • 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
  • 85 Cedar St, Wellesley Hills, MA 02481
    85 Cedar St, Wellesley Hills, MA 02481
    /2

    $2,157,404 Sold Jul 31, 2025

    85 Cedar St, Wellesley Hills, MA 02481

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • $539/SF
    • 1 Day On Market

    Current Estimated Value $1,995,984

    Last Listing Agent James Brasco III William Raveis R.E. & Home Services

    85 Cedar St, Wellesley Hills, MA 02481
    • 82 Beechwood Rd, Wellesley, MA 02482
      82 Beechwood Rd, Wellesley, MA 02482
      82 Beechwood Rd, Wellesley, MA 02482
      /25

      Est $1,675,546 Not Listed For Sale

      82 Beechwood Rd, Wellesley, MA 02482

      • 4 Beds
      • 3 Baths
      • 2,836 Sq Ft
      • Built 1940
      82 Beechwood Rd, Wellesley, MA 02482

      Last Sold Summary

      • 16% Above List Price
      • $511/SF
      • 1 Day On Market

      Last Sold Price $1,450,000

      Last Listing Agent Debi Benoit William Raveis R.E. & Home Services

  • 4 Shore Rd, Wellesley, MA 02482
    4 Shore Rd, Wellesley, MA 02482
    4 Shore Rd, Wellesley, MA 02482
    /23

    $900,000 Pending

    • Land
    • 0.4 Acre
    • $2,250,000 per Acre

    4 Shore Rd, Wellesley, MA 02482

    Build Your Dream Home in Wellesley! Rare opportunity to own a .4-acre lot in Wellesley near Morses Pond. Located in the Single Residence (SR10) zoning district, this spacious lot offers endless potential for new construction in a serene, well-established residential area. Set on a quiet street with mature trees and close proximity to Route 9, shops, and commuter routes, this parcel provides the

    Robyn Sold My House Team Realty ONE Group Suburban Lifestyle

    4 Shore Rd, Wellesley, MA 02482
  • 14 Princeton Rd, Wellesley, MA 02482
    14 Princeton Rd, Wellesley, MA 02482
    14 Princeton Rd, Wellesley, MA 02482
    /4

    $3,085,000 Sold Jun 24, 2025

    14 Princeton Rd, Wellesley, MA 02482

    • 5 Beds
    • 4.5 Baths
    • 4,950 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $623/SF
    • 3 Days On Market

    Current Estimated Value $2,808,510

    Last Listing Agent Joseph Fleming JT Fleming & Company

    14 Princeton Rd, Wellesley, MA 02482
    • 45 Upson Rd, Wellesley, MA 02482
      45 Upson Rd, Wellesley, MA 02482
      45 Upson Rd, Wellesley, MA 02482
      /37

      Est $1,906,064 Not Listed For Sale

      45 Upson Rd, Wellesley, MA 02482

      • 4 Beds
      • 3.5 Baths
      • 2,500 Sq Ft
      • Built 1995
      45 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 12% Above List Price
      • $682/SF
      • 6 Days On Market

      Last Sold Price $1,705,000

      Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  • 99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony Rd, Wellesley Hills, MA 02481
    /24

    $5,294,500 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 7 Baths
    • 8,100 Sq Ft

    99 Old Colony Rd, Wellesley Hills, MA 02481

    Exceptional craftsmanship in this custom-built home by a premier high-end builder, located in the sought-after Cliff Estates. This stunning 6-bedroom, 5 full bath, offers an expansive open floor plan. The main level features 10 ft. ceilings with a sophisticated living room, formal dining room, spacious family room along with a beautifully appointed private office. At the heart of the home is a

    Elizabeth Derenzo J. Derenzo & Associates, LLC

    99 Old Colony Rd, Wellesley Hills, MA 02481
  • 8 Wiswall Cir Unit 8, Wellesley, MA 02482
    8 Wiswall Cir Unit 8, Wellesley, MA 02482
    8 Wiswall Cir Unit 8, Wellesley, MA 02482
    /24

    $1,795,000 Sold Jul 11, 2025

    8 Wiswall Cir Unit 8, Wellesley, MA 02482

    • 3 Beds
    • 3 Baths
    • 1,892 Sq Ft
    • Built 1924

    Last Sold Summary

    • $949/SF
    • 25 Days On Market

    Last Listing Agent Betsy Kessler Rutledge Properties

    8 Wiswall Cir Unit 8, Wellesley, MA 02482
    • 46 Upson Rd, Wellesley, MA 02482
      46 Upson Rd, Wellesley, MA 02482
      46 Upson Rd, Wellesley, MA 02482
      /16

      Est $1,190,296 Not Listed For Sale

      46 Upson Rd, Wellesley, MA 02482

      • 2 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1948
      46 Upson Rd, Wellesley, MA 02482

      Last Sold Summary

      • 4% Above List Price
      • $1,044/SF
      • 2 Days On Market

      Last Sold Price $1,140,000

      Last Listing Agent Christine Lawrence Rutledge Properties

  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /40

    $5,250,000

    • 6 Beds
    • 8 Baths
    • 9,036 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Exceptional property on the Charles River! 2.89 acres of manicured lawn rolls down to the river giving you unobstructed views & private use of a nature lover's paradise. Gorgeous stone patios, multiple decks, & sun-filled rooms w/French Doors are all designed to maximize your enjoyment of this incredible retreat. Privately nestled on a quiet cul-de-sac, this stunning Cape is beautiful in all

    Betsy Kessler Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • 10 Great Plain Ave, Wellesley, MA 02482
    10 Great Plain Ave, Wellesley, MA 02482
    10 Great Plain Ave, Wellesley, MA 02482
    /16

    $3,500,000 Sold May 28, 2025

    10 Great Plain Ave, Wellesley, MA 02482

    • 6 Beds
    • 6.5 Baths
    • 8,228 Sq Ft
    • Built 2024

    Last Sold Summary

    • 5% Below List Price
    • $425/SF
    • 171 Days On Market

    Current Estimated Value $3,570,390

    Last Listing Agent Chris Kostopoulos Keller Williams Realty

    10 Great Plain Ave, Wellesley, MA 02482

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