Houses For Sale In Wellesley - Boston, MA

Results 1 - 47 of 47
7 Schaller Street

$1,099,999

7 Schaller Street - Wellesley, Massachusetts United States
Beds: 4   Baths: 1.50   FT2: 1,514   Lot Size: 10,018   Lot Acres: 0.23   County: Norfolk   
A timeless Wellesley treasure nestled on the sought-after Wellesley-Natick line. Rich with character and vintage charm, this beloved home offers a rare opportunity to embrace its cozy cottage appeal or reimagine it into the home of your dreams. Original architectural details, warm living spaces, and...
6 Willow Street

$1,100,000

6 Willow Street - Wellesley, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 2,165   Lot Size: 23,958   Lot Acres: 0.55   County: Norfolk   
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...
2 Marigold Ave

$1,125,000

2 Marigold Ave - Wellesley, Massachusetts United States
Beds: 4   Baths: 1.50   FT2: 1,400   Lot Size: 5,000   Lot Acres: 0.11   County: Norfolk   
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.
296 Linden St.

$1,198,000

296 Linden St. - Wellesley, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,813   Lot Size: 6,490   Lot Acres: 0.15   County: Norfolk   
Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large updated half ...
5 Oakdale Avenue

$1,295,000

5 Oakdale Avenue - Wellesley, Massachusetts United States
Beds: 2   Baths: 2.50   FT2: 1,648   Lot Size: 5,000   Lot Acres: 0.11   County: Norfolk   
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...
30R Morses Pond Road

$1,300,000

30R Morses Pond Road - Wellesley, Massachusetts United States
Beds: 3   Baths: 2.00   FT2: 1,640   Lot Size: 17,915   Lot Acres: 0.41   County: Norfolk   
Lovely Cottage on Morses Pond with stunning views, it's as if you are on a vacation everyday. Extensively renovated & thoughtfully reimagined to showcase the natural beauty of its surroundings with an easy open concept design. The 1st floor's spacious living room has a fireplace & built-ins that flo...
15 Fenmere Ave

$1,300,000

15 Fenmere Ave - Wellesley, Massachusetts United States
Beds: 2   Baths: 2.00   FT2: 1,521   Lot Size: 10,000   Lot Acres: 0.23   County: Norfolk   
OFFER DEADLINE MONDAY 8/10 at 9am!! Extraordinary charm awaits you in this distinguished single-family home with a meticulously designed living space on an ended-way. From the first steps inside, you will be captivated with this sophisticated home in a coveted community of Wellesley. An expansive ca...
560 Worcester St

$1,395,000

560 Worcester St - Wellesley, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 1,800   Lot Size: 11,430   Lot Acres: 0.26   County: Norfolk   
Welcome to this inviting 4 bedroom, 2.5 bath home featuring a desirable open floor plan. The updated kitchen with high end appliances, showcases quartz countertops, a spacious island, and a seamless connection to the living areas, creating an ideal space for both daily living and entertaining. A gen...
10 Wilde Rd

$1,399,000

10 Wilde Rd - Wellesley, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,320   Lot Size: 7,800   Lot Acres: 0.18   County: Norfolk   
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potent...
81 Seaver St

$1,449,000

81 Seaver St - Wellesley, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 2,100   Lot Size: 10,697   Lot Acres: 0.25   County: Norfolk   
Great Location! Special Wellesley setting bordering conservation land & Fuller Brook! Light-filled 3BR/2.5BA Dutch Colonial offering privacy, character, and exceptional convenience to Wellesley Center, commuter rail, WHS, libraries, shops, parks & Brook Path. Spacious living room with fireplace, din...
7 Grantland Rd

$1,475,000

7 Grantland Rd - Wellesley, Massachusetts United States
Beds: 3   Baths: 2.00   FT2: 2,496   Lot Size: 14,646   Lot Acres: 0.34   County: Norfolk   
Presenting a wonderful opportunity in Wellesley Hills! Charming, well maintained three bedroom colonial sited on .34 acres within walking distance to shops and restaurants. A thoughtful design for a young family or empty nesters looking to downsize. The first level offers a spacious front to back li...
32 Bobolink Rd

$1,490,000

32 Bobolink Rd - Wellesley, Massachusetts United States
Beds: 4   Baths: 3.00   FT2: 2,218   Lot Size: 10,213   Lot Acres: 0.23   County: Norfolk   
Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spac...
44 Windemere Rd

$1,500,000

44 Windemere Rd - Wellesley, Massachusetts United States
Beds: 3   Baths: 3.00   FT2: 2,447   Lot Size: 21,220   Lot Acres: 0.49   County: Norfolk   
Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth...
30 S River St

$1,575,000

30 S River St - Wellesley, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 3,012   Lot Size: 17,719   Lot Acres: 0.41   County: Norfolk   
Wake up to sparkling water views from every room. Sip morning coffee and enjoy the wildlife from your deck. River views can be enjoyed from nearly every room and are especially striking from the expansive glass-enclosed sunroom where the landscape changes with the season. Recent upgrades include a n...
29 Cottage Street

$1,675,000

29 Cottage Street - Wellesley, Massachusetts United States
Beds: 4   Baths: 4.00   FT2: 2,086   Lot Size: 12,800   Lot Acres: 0.29   County: Norfolk   
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley's coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after ...
126 Walnut St, Apt 126

$1,795,000

126 Walnut St, Apt 126 - Wellesley, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,200   Lot Size: 22,700   Lot Acres: 0.52   County: Norfolk   
Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace....
7 Garden Rd

$1,799,999

7 Garden Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 4,643   Lot Size: 20,241   Lot Acres: 0.46   County: Norfolk   
Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect ...
40 Kimlo Rd

$1,925,000

40 Kimlo Rd - Wellesley, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 2,896   Lot Size: 32,144   Lot Acres: 0.74   County: Norfolk   
Presenting this extraordinary, beautifully updated 1800s modern farmhouse in highly convenient Wellesley Hills. Privately set on a tucked-away lane w/ minimal traffic yet just a short walk to the train, shops & restaurants, this unique home features high ceilings, lovely appointments & a wonderful s...
53 Elmwood Rd

$1,950,000

53 Elmwood Rd - Wellesley, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,595   Lot Size: 40,000   Lot Acres: 0.92   County: Norfolk   
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 clo...
8 Wilson St

$1,980,000

8 Wilson St - Wellesley, Massachusetts United States
Beds: 4   Baths: 4.00   FT2: 3,136   Lot Size: 15,981   Lot Acres: 0.37   County: Norfolk   
Location! Location! Location! Ideally located in the popular Wellesley Square neighborhood, just steps to the Brook Path, library, commuter train, shops, dining, and highly regarded Wellesley schools. This bright and spacious Colonial offers 4 bedrooms and 4 full baths, with hardwood floors througho...
42 Sheridan Rd

$2,095,000

42 Sheridan Rd - Wellesley, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 3,330   Lot Size: 10,800   Lot Acres: 0.25   County: Norfolk   
Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that open...
77 Cedar Street

$2,150,000

77 Cedar Street - Wellesley, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 3,704   Lot Size: 11,000   Lot Acres: 0.25   County: Norfolk   
Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef's kitchen featuring high end appliances, walk in pantry & expansive coun...
9-11 Hampden Street

$2,250,000

9-11 Hampden Street - Wellesley, Massachusetts United States
Beds: 8   Baths: 4.50   FT2: 5,559   Lot Size: 16,309   Lot Acres: 0.37   County: Norfolk   
Ideally located in the heart of Wellesley Center, 9-11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaitin...
37 Oakland St

$2,280,000

37 Oakland St - Wellesley, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 3,600   Lot Size: 13,289   Lot Acres: 0.31   County: Norfolk   
MAJOR $100,000 PRICE IMPROVEMENT-SELLER MOTIVATED! Stunning new-construction-quality renovation offering exceptional value in Wellesley. This completely gut-renovated 5BR/4.5BA home features a sun-filled open floor plan, designer finishes, and a chef's kitchen with premium appliances. Enjoy a bright...
38 Upwey Rd

$2,295,000

38 Upwey Rd - Wellesley, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,776   Lot Size: 13,408   Lot Acres: 0.31   County: Norfolk   
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 bran...
283 Walnut Street

$2,449,000

283 Walnut Street - Wellesley, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 4,201   Lot Size: 12,149   Lot Acres: 0.28   County: Norfolk   
Full gut renovation & addition to this 4 bedroom home in the Poet's corner neighborhood. Fabulous open floor plan with 11' ceilings and filled with windows and sunshine. High end kitchen opens to dining room and spacious family room with built-ins. Huge walk-in food and appliance pantry. Living room...
100 Albion Rd

$2,775,000

100 Albion Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 4.00   FT2: 4,110   Lot Size: 33,721   Lot Acres: 0.77   County: Norfolk   
Located on one of Wellesley's most coveted roads in Cliff Estates, 100 Albion is a beautifully appointed pillared white Colonial set on .77 acres of professionally landscaped grounds. Blending timeless architecture with modern living, the main level offers a gracious fireplaced living room with a la...
265 Weston Rd

$2,849,000

265 Weston Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 5,172   Lot Size: 9,996   Lot Acres: 0.23   County: Norfolk   
Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this s...
21 Wellesley Ave

$2,895,000

21 Wellesley Ave - Wellesley, Massachusetts United States
Beds: 6   Baths: 4.50   FT2: 3,900   Lot Size: 8,306   Lot Acres: 0.19   County: Norfolk   
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 202...
23 Wareland Rd

$3,050,000

23 Wareland Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 5.00   FT2: 6,006   Lot Size: 20,850   Lot Acres: 0.48   County: Norfolk   
Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite mil...
35 Marshall Rd

$3,090,000

35 Marshall Rd - Wellesley, Massachusetts United States
Beds: 4   Baths: 4.50   FT2: 5,200   Lot Size: 10,552   Lot Acres: 0.24   County: Norfolk   
Exceptional 2016 construction in one of Wellesley's most sought-after neighborhoods near town, top-rated schools, scenic trails, and Morses Pond. Built by a premier local builder known for superior craftsmanship and elevated building standards, this sun-filled 4-bedroom home offers thoughtful open d...
7 Massasoit Road

$3,195,000

7 Massasoit Road - Wellesley, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,936   Lot Size: 10,070   Lot Acres: 0.23   County: Norfolk   
Crafted in 2022 by one of Wellesley's most coveted builders, this stunning 5-bedroom Colonial sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfu...
31 Alba Rd

$3,195,000

31 Alba Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 5,735   Lot Size: 13,334   Lot Acres: 0.31   County: Norfolk   
Completely reimagined, this exceptional 5,700+ sq ft residence is ideally situated on a quiet residential loop just steps from top-ranked Wellesley schools, Linden Square, commuter rail, Whole Foods, and parks. Designed for modern living, the home features sun-filled open-concept spaces, seamless in...
25 Hundreds Cir

$3,250,000

25 Hundreds Cir - Wellesley, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,712   Lot Size: 49,970   Lot Acres: 1.15   County: Norfolk   
Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full ...
209 Bristol Rd

$3,299,000

209 Bristol Rd - Wellesley, Massachusetts United States
Beds: 6   Baths: 4.50   FT2: 4,424   Lot Size: 20,094   Lot Acres: 0.46   County: Norfolk   
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated ...
144 Washington Street

$3,500,000

144 Washington Street - Wellesley, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 5,800   Lot Size: 11,480   Lot Acres: 0.26   County: Norfolk   
Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The ...
11 Skyline Drive

$3,600,000

11 Skyline Drive - Wellesley, Massachusetts United States
Beds: 5   Baths: 6.50   FT2: 6,511   Lot Size: 27,952   Lot Acres: 0.64   County: Norfolk   
Stunning new construction offering exceptional design and modern living. Entertaining is elevated with this open-concept layout featuring a chef's kitchen, living room, dining area, and fireplaced family room-seamlessly leading to a private deck with a built-in stone gas grill. No detail is overlook...
23 Bellevue

$3,800,000

23 Bellevue - Wellesley, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 6,289   Lot Size: 20,517   Lot Acres: 0.47   County: Norfolk   
Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped 1/2 acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated m...
43 Monadnock Road

$4,995,000

43 Monadnock Road - Wellesley, Massachusetts United States
Beds: 6   Baths: 4.50   FT2: 7,738   Lot Size: 42,752   Lot Acres: 0.98   County: Norfolk   
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitch...
12 Winding River Cir

$4,999,000

12 Winding River Cir - Wellesley, Massachusetts United States
Beds: 6   Baths: 6.50   FT2: 8,729   Lot Size: 125,888   Lot Acres: 2.89   County: Norfolk   
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with un...
200 Cliff Rd

$5,100,000

200 Cliff Rd - Wellesley, Massachusetts United States
Beds: 7   Baths: 5.50   FT2: 7,262   Lot Size: 42,366   Lot Acres: 0.97   County: Norfolk   
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 Kitc...
48 Marshall Rd

$5,497,000

48 Marshall Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 6,377   Lot Size: 10,721   Lot Acres: 0.25   County: Norfolk   
Exceptional Luxury Living in Wellesley's Generals Neighborhood. A rare opportunity for luxury buyers seeking exceptional craftsmanship, modern amenities, and a premier Wellesley location. Custom built in 2017, this 6,300+ SF Neoclassical Colonial in Wellesley's coveted Generals neighborhood offers f...
196 Pond Road

$5,695,000

196 Pond Road - Wellesley, Massachusetts United States
Beds: 5   Baths: 6.50   FT2: 9,400   Lot Size: 43,933   Lot Acres: 1.01   County: Norfolk   
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...
45 Longmeadow Rd

$5,950,000

45 Longmeadow Rd - Wellesley, Massachusetts United States
Beds: 7   Baths: 7.50   FT2: 7,600   Lot Size: 31,395   Lot Acres: 0.72   County: Norfolk   
Set on a beautifully flat lot in one of Wellesley's most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 f...
200 Pond Road

$6,250,000

200 Pond Road - Wellesley, Massachusetts United States
Beds: 8   Baths: 6.50   FT2: 9,662   Lot Size: 418,176   Lot Acres: 9.60   County: Norfolk   
Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning ar...
9 Bellevue Road

$6,350,000

9 Bellevue Road - Wellesley, Massachusetts United States
Beds: 6   Baths: 6.50   FT2: 7,569   Lot Size: 24,562   Lot Acres: 0.56   County: Norfolk   
Set within Wellesley's distinguished Cliff Estates, this contemporary residence, completed in 2025, blends scale, refined design, and modern luxury across three finished levels. A grand foyer with floating stair and walls of windows introduces light-filled interiors with generous ceiling heights. Fo...
45 White Oak Rd

$10,995,000

45 White Oak Rd - Wellesley, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 7,200   Lot Size: 25,590   Lot Acres: 0.59   County: Norfolk   
Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never comprom...