Wellesley, MA Homes

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  /42

  $2,295,000

  $54K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft

  38 Upwey Rd, Wellesley Hills, MA 02481

  Welcome to 38 Upwey Road, offering generous living space, a flexible floor plan and an unbeatable Wellesley location. Built in 1993, this 4-bedroom, 3.5 bath home offers three finished levels, an oversized 2-car garage and a bright, open-concept floor plan. Newly refreshed, the kitchen features brand-new countertops and appliances, while recent roof and system updates offer added peace of mind. A

  Erica Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

  38 Upwey Rd, Wellesley Hills, MA 02481
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  /21

  $3,800 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,214 Sq Ft
  • Apartment for Rent

  3 Burke Ln Unit 203, Wellesley Hills, MA 02481

  Sun-drenched 2 floor unit in the prime Wellesley location! Welcome to this beautifully appointed unit at 3 Burke Lane, offering a seamless open-concept layout that perfectly blends comfort and style. The spacious living, dining, and kitchen areas are bathed in natural light, creating an inviting space ideal for both everyday living and entertaining. The chef’s kitchen features pristine quartz

  Kristel Stavri Douglas Elliman Real Estate - The Sarkis Team

  3 Burke Ln Unit 203, Wellesley Hills, MA 02481
• 

  

  

  /36

  $2,800,000

  Sold Jun 26, 2026

  365 Worcester St, Wellesley, MA 02481

  • 7 Beds
  • 7.5 Baths
  • 7,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • $400/SF
  • 41 Days On Market

  Last Listing Agent Shahani Real Estate Team Compass

  365 Worcester St, Wellesley, MA 02481
• 

  

  

  /32

  Est $1,783,710

  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

  • 4 Days On Market

  Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley
• 

  

  /2

  $8,495,000

  Pending

  • 6 Beds
  • 9 Baths
  • 9,365 Sq Ft

  46 Royalston Rd, Wellesley Hills, MA 02481

  New-construction in Wellesley’s coveted Peirce Estates. Masterfully envisioned by one of Wellesley's premier builders, 46 Royalston Road is a showcase of scale, sophistication, and exceptional craftsmanship. Six ensuite bedrooms and 6 full/3 half baths are complemented by a luminous kitchen and family room, formal living and dining rooms, and a richly appointed library. The remarkable lower level

  Jake Farrell Keller Williams Realty

  46 Royalston Rd, Wellesley Hills, MA 02481
• 

  

  /15

  $3,710 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Apartment for Rent

  7 Bethel Rd Unit 8, Wellesley Hills, MA 02481

  Open floor plan townhome. Hardwood flooring. This fully applianced 3 story unit features 2 bedrooms and 1 full and 1 half bath. Walk out space from living room. 1 car garage, deep, allows for ample storage. Laundry area offers additional storage space. Convenient to Schofield School, Lower Falls, Routes 16, 9, 95 and The Pike. Green Line and NewtonWellesley Hospital not far away.

  Bobby Morgenstern Gibson Sotheby's International Realty

  7 Bethel Rd Unit 8, Wellesley Hills, MA 02481
• 

  

  /35

  $3,000,000

  Sold Jun 29, 2026

  11 Fisher Ave, Wellesley, MA 02482

  • 5 Beds
  • 4.5 Baths
  • 5,384 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $557/SF
  • 26 Days On Market

  Current Estimated Value $3,056,743

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  11 Fisher Ave, Wellesley, MA 02482
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  /33

  Est $1,614,123

  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

  • 4 Days On Market

  Last Listing Agent Bobby Morgenstern Gibson Sotheby's International Realty
• 

  

  /35

  $2,495,000

  Pending

  • 4 Beds
  • 4 Baths
  • 3,746 Sq Ft

  54 Edmunds Rd, Wellesley Hills, MA 02481

  Situated in the coveted Cliff Estates, this meticulously reconstructed contemporary home offers a sophisticated, light-filled interior designed for effortless modern living.This 4 bedroom, 4 full bathroom house is perfect for any stage in life. The main level features an open-concept flow anchored by an expansive gourmet kitchen with oversized island, vaulted ceilings and high end stainless steel

  Susan Gear Coldwell Banker Realty - Wellesley

  54 Edmunds Rd, Wellesley Hills, MA 02481
• 

  

  /22

  $4,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • House for Rent

  7 Sunnyside Ave, Wellesley, MA 02482

  Nestled on a peaceful cul-de-sac near the Wellesley/Weston line, this sun-filled four-bedroom Cape offers exceptional convenience to Route 9, Wellesley Square, the Commuter Rail, Fells Market, Wellesley College, the Mass Pike, and Natick Mall. Located in the sought-after Hardy School district, the home is freshly painted inside and out and features gleaming hardwood floors. The main level

  Karen Kirk Engel & Völkers Wellesley

  7 Sunnyside Ave, Wellesley, MA 02482
• 

  

  /37

  $1,292,000

  Sold Sep 30, 2025

  39 Park Ave, Wellesley Hills, MA 02481

  • 3 Beds
  • 1.5 Baths
  • 1,199 Sq Ft
  • Built 1877

  Last Sold Summary

  • 6% Below List Price
  • $1,078/SF
  • 84 Days On Market

  Current Estimated Value $1,332,420

  Last Listing Agent Phyllis Black Berkshire Hathaway HomeServices Town and Country Real Estate

  39 Park Ave, Wellesley Hills, MA 02481
• 

  

  /31

  Est $1,691,969

  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

  • 3 Days On Market

  Last Listing Agent Donahue Maley & Burns Team Compass
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  /26

  $1,295,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,648 Sq Ft

  5 Oakdale Ave, Wellesley, MA 02482

  Custom-built in 2011, this young colonial offers the perfect blend of modern comfort and timeless style on a quiet street in desirable Wellesley neighborhood. The spacious living room with gas fireplace flows seamlessly into the kitchen/dining area with stainless appliances, granite countertops, and direct access to the side yard for effortless indoor-outdoor living. The second floor includes two

  Jane Neilson Douglas Elliman Real Estate - Wellesley

  5 Oakdale Ave, Wellesley, MA 02482
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  /38

  $7,900 Per Month

  • 5 Beds
  • 3 Baths
  • 2,875 Sq Ft
  • House for Rent

  20 Donizetti St, Wellesley, MA 02482

  Centrally located in the heart of Wellesley Center. This once upon a time farmhouse has been thoughtfully renovated and expanded to maximize open concept living space. The charming front porch invites you home. Upon entering you will immediately notice high ceilings, beautiful custom millwork, and an abundance of natural light. The formal spaces allow for a front-to-back living room, dining room,

  Donahue Maley & Burns Team Compass

  20 Donizetti St, Wellesley, MA 02482
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  /33

  $2,480,000

  Sold Jul 06, 2026

  16 Oak St, Wellesley, MA 02482

  • 5 Beds
  • 5 Baths
  • 4,200 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $590/SF
  • 89 Days On Market

  Current Estimated Value $2,605,775

  Last Listing Agent Joseph Fleming JT Fleming & Company

  16 Oak St, Wellesley, MA 02482
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  /39

  Est $1,563,017

  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

  • 6 Days On Market

  Last Listing Agent Krongel & Paul Hammond Residential Real Estate
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  /37

  $1,100,000

  $98K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  6 Willow St, Wellesley, MA 02481

  A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan. The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless

  Frank Celeste Gibson Sotheby's International Realty

  6 Willow St, Wellesley, MA 02481
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  /10

  $2,750 Per Month

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

  5 Seaward Rd Unit 3, Wellesley Hills, MA 02481

  On-site Parking space available 24 hours per day - central air and in-unit laundry are included! 3rd floor, penthouse apartment has a unique floor plan! Living room, bedroom, reading loft, newer kitchen with separate dining area and newer tiled bathroom offer sun filled space throughout. Kitchen is fully applianced including a dishwasher. Other features include replacement windows and plenty of

  Mary Ann Figoni Centre Realty Group

  5 Seaward Rd Unit 3, Wellesley Hills, MA 02481
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  /42

  $4,400,000

  Sold Jul 22, 2026

  133 Abbott Rd, Wellesley Hills, MA 02481

  • 5 Beds
  • 4.5 Baths
  • 4,628 Sq Ft
  • Built 1913

  Last Sold Summary

  • 10% Above List Price
  • $951/SF
  • 2 Days On Market

  Current Estimated Value $3,976,789

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

  133 Abbott Rd, Wellesley Hills, MA 02481
• 

  

  /19

  Est $1,641,890

  Not Listed For Sale

  77 Parker Rd, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1938

  77 Parker Rd, Wellesley, MA 02482

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Susan Lyman Douglas Elliman Real Estate - Wellesley
• 

  

  /20

  $5,695,000

  New Construction

  • 5 Beds
  • 6.5 Baths
  • 9,400 Sq Ft

  196 Pond Rd, Wellesley, MA 02482

  Once in a lifetime opportunity to own in Wellesley's most coveted premier historic location, Pond Road. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house and professionally designed ultra high end finishes. Over 9400 sq ft of living space on 3 floors. The floor plan everybody wants with a 1200 sq ft great room and over 10 foot

  Melissa Dailey Coldwell Banker Realty - Wellesley

  196 Pond Rd, Wellesley, MA 02482
• 

  

  /26

  $6,300,000

  Sold Sep 18, 2026

  222 Grove St, Wellesley, MA 02482

  • 6 Beds
  • 8 Baths
  • 8,093 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $778/SF
  • 64 Days On Market

  Current Estimated Value $2,258,000

  Last Listing Agent Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

  222 Grove St, Wellesley, MA 02482
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  /33

  Est $1,961,981

  Not Listed For Sale

  11 Brookmere Ave, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 1978

  11 Brookmere Ave, Wellesley, MA 02482

  Last Sold Summary

  • 4 Days On Market

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

  

  /20

  $1,950,000

  • 3 Beds
  • 1.5 Baths
  • 1,595 Sq Ft

  53 Elmwood Rd, Wellesley Hills, MA 02481

  Bring your vision to life in one of the area’s most desirable neighborhoods. Situated on nearly an acre in the heart of the Bates neighborhood, this property offers exciting possibilities. Transform the current home or start fresh and create something entirely your own. Enjoy a wonderful setting close to Bates Elementary, Boulder Brook conservation land, walking and hiking trails, and nearby

  Donahue Maley & Burns Team Compass

  53 Elmwood Rd, Wellesley Hills, MA 02481
• 

  /2

  $4,525,000

  Sold Jul 10, 2026

  23 Inverness Rd, Wellesley Hills, MA 02481

  • 6 Beds
  • 8 Baths
  • 9,523 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $475/SF
  • 33 Days On Market

  Current Estimated Value $4,872,401

  Last Listing Agent Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

  23 Inverness Rd, Wellesley Hills, MA 02481
• 

  

  /39

  Est $1,866,375

  Not Listed For Sale

  4 Stevens Rd, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 1966

  4 Stevens Rd, Wellesley, MA 02482

  Last Sold Summary

  • 2 Days On Market

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

  

  /19

  $1,498,000

  Open Sat 11:30AM - 1PM $26K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  16 Stearns Rd Unit 203, Wellesley, MA 02482

  Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2.5-bath condo featuring an open floor plan and soaring 9' ceilings. Enjoy beautiful views overlooking Sprague Field in this boutique 24-unit association. This unit includes two garage parking space, plus ample guest parking.The top-of-the-line kitchen boasts high-end appliances, a center island, and sleek finishes—perfect for cooking

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 203, Wellesley, MA 02482
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  /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 $1,895,080

  Last Listing Agent Laura Daunis Coldwell Banker Realty - Wellesley

  42 Calvin Rd, Wellesley Hills, MA 02481
• 

  

  /25

  Est $1,677,267

  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

  • 1 Day On Market

  Last Listing Agent Debi Benoit William Raveis R.E. & Home Services
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  /42

  $2,695,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,054 Sq Ft

  104 Fairbanks Ave, Wellesley Hills, MA 02481

  Set on a picturesque cul-de-sac in Wellesley’s coveted Poet's neighborhood, this exceptional home offers an ideal blend of sophisticated living and everyday comfort. An inviting open floor plan creates a seamless flow between the kitchen, dining, and living spaces, while thoughtfully designed formal and informal rooms provide flexibility for both entertaining and relaxed family living. Chef's

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  104 Fairbanks Ave, Wellesley Hills, MA 02481
• 

  

  /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 $712,085

  Last Listing Agent Nancy Virta The Firm

  63 Linden St Unit 1, Wellesley, MA 02482
• 

  

  /16

  Est $1,242,924

  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

  • 2 Days On Market

  Last Listing Agent Christine Lawrence Rutledge Properties
• 

  

  /40

  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 4,404 Sq Ft

  32 Lantern Ln, Wellesley Hills, MA 02481

  Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home,

  Bell Petrini Group Coldwell Banker Realty - Wellesley

  32 Lantern Ln, Wellesley Hills, MA 02481
• 

  

  /40

  $1,275,000

  Sold Aug 11, 2026

  75 Grove St Unit 225, Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $852/SF
  • 5 Days On Market

  Current Estimated Value $1,249,566

  Last Listing Agent Gabrielle Russo Coldwell Banker Realty - Boston

  75 Grove St Unit 225, Wellesley, MA 02482
• 

  

  /25

  Est $1,571,319

  Not Listed For Sale

  40 Upson Rd, Wellesley, MA 02482

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • Built 1937

  40 Upson Rd, Wellesley, MA 02482

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Susan Gear Coldwell Banker Realty - Wellesley
• 

  

  /41

  $2,895,000

  Pending

  • 6 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  21 Wellesley Ave, Wellesley, MA 02482

  Welcome to a picture-perfect Dutch Colonial in Wellesley's coveted Dana Hall neighborhood! Walk to everything - Wellesley Square restaurants and shops, the commuter rail, the newly constructed and top rated Hunnewell Elementary School, Library, Whole Foods, and the Brook Path. Fully renovated in 2026 - This charming home filled with natural light lives like new construction with elevated finishes

  Endri Angjeli Arrive Real Estate

  21 Wellesley Ave, Wellesley, MA 02482
• 

  

  /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 $2,045,846

  Last Listing Agent Fleet Homes Group Keller Williams Realty

  78 Hunnewell St, Wellesley Hills, MA 02481
• 

  

  /4

  Est $2,703,096

  Not Listed For Sale

  14 Princeton Rd, Wellesley, MA 02482

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

  14 Princeton Rd, Wellesley, MA 02482

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Joseph Fleming JT Fleming & Company
• 

  

  /35

  $2,649,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,181 Sq Ft

  15 Wedgwood Rd, Wellesley Hills, MA 02481

  Fully renovated Colonial on a Bates cul-de-sac near school and conservation trails. A 2016 whole-home renovation by a renowned architect and builder opened the first floor into one bright, column-free kitchen, family room and breakfast nook. The kitchen has a large center island with raised bar, 48" refrigerator, 36" rangetop, double wall ovens, microwave drawer and coffee bar, plus a built-in

  Elke Cardella Compass

  15 Wedgwood Rd, Wellesley Hills, MA 02481
• 

  

  /18

  $950,000

  Sold Sep 09, 2026

  98 Kingsbury St, Wellesley Hills, MA 02481

  • 6 Beds
  • 2.5 Baths
  • 4,127 Sq Ft
  • Built 1854

  Last Sold Summary

  • 2% Above List Price
  • $230/SF
  • 3 Days On Market

  Current Estimated Value $1,753,765

  Last Listing Agent Susan Gear Coldwell Banker Realty - Wellesley

  98 Kingsbury St, Wellesley Hills, MA 02481

Showing Results 81 - 120, Page 3 of 18