Wellesley, MA Homes

/34
$3,475,000 Sold Jul 31, 2025
- 5,359 Sq Ft
- $648/SF
- 12 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1935
36 Old Farm Rd, Wellesley Hills, MA 02481

Stunning New England Cape in superb Wellesley Farms neighborhood! This much admired property with spectacular curb appeal is beautifully positioned on an oversized 2/3 acre lot with gorgeously landscaped private grounds. Expanded and updated, this home has all the charming details intact. The first floor has plenty of formal and informal spaces including LR with spectacular fireplace, banquet

Christine Lawrence Rutledge Properties

36 Old Farm Rd, Wellesley Hills, MA 02481

/24
Est $2,641,298 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,249 Sq Ft
44 Chesterton Rd, Wellesley Hills, MA 02481

44 Chesterton Rd, Wellesley Hills, MA 02481

/39
$3,298,000 Pending
- 5 Beds
- 4.5 Baths
- 4,947 Sq Ft
51 Boulder Brook Rd, Wellesley Hills, MA 02481

Incredible new construction in one of Wellesley’s most desired neighborhoods within walking distance of Bates Elementary. Fabulous floor plan with soaring ceilings, gorgeous millwork, abundant windows, and designer fixtures and finishes throughout. The first floor features a grand foyer, open concept chef's kitchen, breakfast area, fire-placed family room, dining room, and a first-floor

Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

51 Boulder Brook Rd, Wellesley Hills, MA 02481
/23
$2,240,000 Sold Jul 31, 2025
- 2,856 Sq Ft
- $784/SF
- 1 Day On Market
- 4 Beds
- 3.5 Baths
- Built 1927
19 Whittier Rd, Wellesley Hills, MA 02481

Welcome to this beautifully maintained 4-bed, 3.5-bath home in the sought-after Poets neighborhood of Wellesley. Set on a professionally landscaped lot, this move-in-ready property offers ideal indoor/outdoor living. The bright main level features a spacious layout and an updated kitchen that flows into a cozy family room—perfect for daily life and entertaining. Upstairs includes four bedrooms,

Parker & Sammut Gibson Sotheby's International Realty

19 Whittier Rd, Wellesley Hills, MA 02481

/42
Est $2,322,172 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,259 Sq Ft
42 Northgate Rd, Wellesley Hills, MA 02481

42 Northgate Rd, Wellesley Hills, MA 02481

/42
$1,895,000 Pending
- 4 Beds
- 2.5 Baths
- 2,965 Sq Ft
13 Cavanaugh Rd, Wellesley Hills, MA 02481

A true gem in one of Wellesley’s most coveted neighborhoods, this beautiful, impeccably maintained four-bedroom, 2.5-bath home blends timeless character w/ modern elegance. A stunning 2013 two-story renovation & addition offers a spacious, sun-filled family room & private primary suite featuring vaulted ceilings, gas fireplace, walk-in closet, & luxurious spa bath w/ soaking tub & large shower.

Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

13 Cavanaugh Rd, Wellesley Hills, MA 02481
/30
$2,015,000 Sold Jul 31, 2025
- 3,054 Sq Ft
- $660/SF
- 29 Days On Market
- 4 Beds
- 3 Baths
- Built 1956
234 Lowell Rd, Wellesley Hills, MA 02481

PRICE IMPROVEMENT! Welcome home to this charming Garrison colonial on a quiet dead-end street in one of Wellesley’s most desirable neighborhoods. This well-maintained 4-bedroom, 3-bath home features a traditional layout with formal living and dining rooms, hardwood floors, and detailed millwork throughout. The kitchen includes, stainless steel appliances, and a casual dining area that opens to a

Berkowitz Team Gibson Sotheby's International Realty

234 Lowell Rd, Wellesley Hills, MA 02481

/32
Est $1,929,433 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,868 Sq Ft
36 S River St, Wellesley, MA 02482

36 S River St, Wellesley, MA 02482

/31
$1,450,000 Pending
- 4 Beds
- 2.5 Baths
- 2,520 Sq Ft
30 Colby Rd, Wellesley, MA 02482

Tucked away in one of Wellesley’s popular Hardy School neighborhoods is this California-designed, custom built, spacious 4 Bdrm home w/flexible floorplan perfect for those seeking private office, in-law/guest or teen suite. 3 bdrms & 2 baths on one level & 4th bdrm or multi-purpose rm on the 1st fl near laundry rm & bath. Fieldstone fpl’d family rm leads to a generous yard. Bright, skylit eat-in

Tracy Reed William Raveis R.E. & Home Services

30 Colby Rd, Wellesley, MA 02482
/40
$2,850,000 Sold Jul 31, 2025
- 4,467 Sq Ft
- $638/SF
- 5 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1956
45 Stanford Rd, Wellesley Hills, MA 02481

Sited on a private half acre abutting Boulder Brook Reservation and 2 blocks from Bates School, this inviting colonial was expanded and redesigned to capture beautiful views from light-filled rooms, deck, 2 patios, and porch. The floor plan is perfect for family living, entertaining, and working from home.The traditional living room with large bay window connects to the spectacular

Patricia O'Sullivan Coldwell Banker Realty - Wellesley

45 Stanford Rd, Wellesley Hills, MA 02481

/40
Est $1,547,862 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,012 Sq Ft
30 S River St, Wellesley, MA 02482

30 S River St, Wellesley, MA 02482

/13
$1,219,000 Pending
- 3 Beds
- 2 Baths
- 2,421 Sq Ft
206 Cedar St, Wellesley Hills, MA 02481

Sitting quietly on a private road is this lovely home—offering a peaceful retreat with enhanced privacy. This beautiful property boasts many recent updates that have a fresh and bright decor. Gleaming hardwood floors flow throughout. The formal living room is centered by a stunning fireplace, and the kitchen sparkles with granite countertops, stainless appliances and ample cabinet space. Adjacent

Teri Adler MGS Group Real Estate LTD - Wellesley

206 Cedar St, Wellesley Hills, MA 02481
/34
$1,850,000 Sold Jul 31, 2025
- 3,346 Sq Ft
- $553/SF
- 65 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1993
33 Upwey Rd, Wellesley Hills, MA 02481

Nestled in a fabulous neighborhood, this young brick Colonial offers chic and modern sophistication. The home boasts an inviting open floor plan ideal for both relaxing and entertaining. The sun-drenched formal spaces feature gleaming hardwood floors, oversized windows & French doors. The beautifully renovated kitchen is equipped with quartz countertops, a large peninsula, and stainless steel

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

33 Upwey Rd, Wellesley Hills, MA 02481

/42
Est $2,050,970 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,799 Sq Ft
28 S River St, Wellesley, MA 02482

28 S River St, Wellesley, MA 02482

/30
$1,534,900 Pending
- 5 Beds
- 3.5 Baths
- 2,558 Sq Ft
428 Weston Rd, Wellesley, MA 02482

Captivating Stone-Front Colonial with Versatile Layout offers a flexible floor plan featuring five spacious bedrooms including a first-floor suite with private full bath ideal for guests, in-laws or a Home Office. The sun filled main level is ideal for entertaining, offering generous spaces filled with natural light. The Kitchen features freshly painted Cabinets (2025) & newer Appliances.

Rachel Bodner Coldwell Banker Realty - Sudbury

428 Weston Rd, Wellesley, MA 02482
/34
$2,350,000 Sold Jul 30, 2025
- 4,300 Sq Ft
- $547/SF
- 7 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2019
40 Carver Rd, Wellesley Hills, MA 02481

Welcome to this stunning 2019 new construction nestled on a charming dead end street in Wellesley Hills! This beautifully designed home boasts an open concept layout that begins with a show stopping kitchen featuring an oversized island, then an inviting family room with a cozy fireplace, and a gracious dining area perfect for gatherings. The separate office, also with a fireplace, offers privacy

Bell Petrini Group Coldwell Banker Realty - Boston

40 Carver Rd, Wellesley Hills, MA 02481

/40
Est $2,700,468 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,025 Sq Ft
18 Halsey Ave, Wellesley, MA 02482

18 Halsey Ave, Wellesley, MA 02482

/28
$1,195,000 Pending
- 4 Beds
- 2 Baths
- 1,743 Sq Ft
365 Weston Rd, Wellesley, MA 02482

Sitting on 17,480 sq. ft. manicured beautiful yard, approach this house at its circular driveway! A Phenomenal Four Bedroom, Farm House Colonial with parking for 6 cars!! This magnificent home has maintained much of the original hardwood floors, wood moldings, detail and charm. As you reach the front-porch you will enter into a wonderful foyer to welcome your house guests as they admire the

Arthur Cantor Coldwell Banker Realty - Newton

365 Weston Rd, Wellesley, MA 02482
/24
$1,275,000 Sold Jul 30, 2025
- 1,774 Sq Ft
- $719/SF
- 34 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1955
35 Windemere Rd, Wellesley Hills, MA 02481

The neighborhood everyone craves! This quiet cul de sac is tucked away yet super accessible. Catch the train at Hills or Square. Coffee at Nero or Starbucks! All are a comfortable walk from this 3 bedroom home on a professionally landscaped lot. Every school from K through 12 is close by. The main floor entertaining spaces are open for great circular flow. The kitchen is updated and features a

Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

35 Windemere Rd, Wellesley Hills, MA 02481

/25
Est $3,149,003 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,400 Sq Ft
6 Halsey Ave, Wellesley, MA 02482

6 Halsey Ave, Wellesley, MA 02482

/21
$1,449,000 Pending
- 3 Beds
- 1.5 Baths
- 1,522 Sq Ft
57 Cottage St, Wellesley, MA 02482

Nestled just steps from the Brook Path, this delightful 3-bedroom Village Craftsman offers the perfect blend of charm, character, and convenience in one of Wellesley’s favorite walk-to-town neighborhoods. A welcoming front porch leads to bright, inviting spaces, including a kitchen with custom cabinetry, granite countertops, and views of the new stone patio and private 12,000+ sq. ft. yard. The

Prudence Hay Rutledge Properties

57 Cottage St, Wellesley, MA 02482
/35
$2,800,000 Sold Jul 29, 2025
- 3,541 Sq Ft
- $791/SF
- 14 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1910
24 Hampden St, Wellesley, MA 02482

Discover this charming fully renovated village colonial, ideally located near Hunnewell School and downtown Wellesley. This freshly renovated home offers the allure of new construction while retaining the character of a classic home. The first floor features a chef's kitchen with high-end appliances, a double-sided fireplace connecting the family and dining rooms, an office or bedroom, a full

Donahue Maley & Burns Team Compass

24 Hampden St, Wellesley, MA 02482

/35
Est $2,917,305 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,500 Sq Ft
45 Marshall Rd, Wellesley, MA 02482

45 Marshall Rd, Wellesley, MA 02482

/37
$3,195,000 Pending
- 4 Beds
- 3.5 Baths
- 4,294 Sq Ft
26 Edmunds Rd, Wellesley Hills, MA 02481

Beautifully renovated Colonial in Wellesley’s Cliff Estates, blending timeless architecture with modern luxury. Every detail has been thoughtfully curated, from the curved staircase & custom millwork to the designer lighting & hardware. The heart of the home is a stunning chef’s kitchen with high-end appliances, quartz counters, custom banquette, and French doors that open to a bluestone patio &

Alison Borrelli Berkshire Hathaway HomeServices Commonwealth Real Estate

26 Edmunds Rd, Wellesley Hills, MA 02481
/33
$2,735,000 Sold Jul 28, 2025
- 3,868 Sq Ft
- $707/SF
- 8 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1957
16 Nantucket Rd, Wellesley Hills, MA 02481

Located in the coveted Cliff Estates, this renovated Colonial offers a harmonious blend of elegant design & modern conveniences. A welcoming foyer leads to a generous, fireplaced living room & a grand dining room. The eat-in kitchen features stainless appliances, a large center island & an adjoining family room - perfect for enjoying family & entertaining. French doors open to a serene stone

Beyond Boston Properties Group Compass

16 Nantucket Rd, Wellesley Hills, MA 02481

/35
Est $3,169,833 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,600 Sq Ft
36 Patton Rd, Wellesley, MA 02482

36 Patton Rd, Wellesley, MA 02482

/34
$4,485,000 Pending
- 6 Beds
- 7.5 Baths
- 8,008 Sq Ft
6 Norwich Rd, Wellesley Hills, MA 02481

An elegant horseshoe driveway leads to this Stunning stone & shingle residence is set on a beautifully landscaped 0.58-acre lot, designed for the ultimate in indoor-outdoor living. Inside, the open floor plan showcases a cathedral-ceiling Family Room, a chef’s kitchen with center island, Thermador appliances, and walk-in pantry, and seamless access to a two-level patio. Custom millwork, tray

Jessica & Sam Group JW Real Estate Services, LLC

6 Norwich Rd, Wellesley Hills, MA 02481
/30
$2,925,000 Sold Jul 25, 2025
- 2,160 Sq Ft
- $1,354/SF
- 9 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2024
100 Linden St Unit 101, Wellesley, MA 02482

Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom plus Den residence is meticulously designed to maximize both style and function featuring

Janice Dumont JD Advisors, Inc

100 Linden St Unit 101, Wellesley, MA 02482

/35
Est $3,113,270 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,916 Sq Ft
43 Macarthur Rd, Wellesley, MA 02482

43 Macarthur Rd, Wellesley, MA 02482

/26
$1,995,000 Pending
- 4 Beds
- 2.5 Baths
- 2,533 Sq Ft
7 Crescent St, Wellesley Hills, MA 02481

Nestled atop a hill in desirable Wellesley Farms, this impeccably restored 1873 Victorian Italianate blends historic charm w/ modern updates. Every element, from rich millwork to restored hardwood floors, have been thoughtfully considered to reflect the home’s classic architecture. The main floor w/ soaring 11’ ceilings, features beautiful living spaces equipped w/ in-ceiling speakers ready for

Melissa Dailey Coldwell Banker Realty - Wellesley

7 Crescent St, Wellesley Hills, MA 02481
/23
$1,360,000 Sold Jul 25, 2025
- 1,719 Sq Ft
- $791/SF
- 28 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1938
15 Lafayette Cir, Wellesley, MA 02482

Nestled at the end of a quiet and picturesque cul-de-sac, this beautifully maintained 3-bedroom, 1.5-bath Garrison Colonial offers the perfect blend of classic charm with modern updates. Steps away from the new Hardy Elementary School, this home is ideal for those seeking both community and convenience. Spacious, sun-splashed rooms, hardwood floors, and a thoughtful layout perfect for everyday

The Shulkin Wilk Group Compass

15 Lafayette Cir, Wellesley, MA 02482

/24
Est $1,220,684 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,608 Sq Ft
294 Weston Rd, Wellesley, MA 02482

294 Weston Rd, Wellesley, MA 02482

/19
$1,395,000 Pending
- 4 Beds
- 3 Baths
- 2,396 Sq Ft
23 Cottonwood Rd, Wellesley, MA 02482

Welcome to this charming Wellesley home, nestled in a sought-after neighborhood. Bathed in abundant natural light, this meticulously maintained residence boasts 4 bedrooms and 3 bathrooms. The living room features impressive ceiling height and a cozy wood-burning fireplace, leading seamlessly to a formal dining room and an eat-in kitchen with updated counters. The home also includes a welcoming

Donahue Maley & Burns Team Compass

23 Cottonwood Rd, Wellesley, MA 02482
/42
$2,900,000 Sold Jul 24, 2025
- 3,272 Sq Ft
- $886/SF
- 4 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1926
53 Windsor Rd, Wellesley Hills, MA 02481

Settled in the heart of Wellesley’s coveted Country Club neighborhood, 53 Windsor Road is an enchanting, thoughtfully updated Cape-style home that blends classic charm with modern comfort. The open floor plan features spacious sunlit rooms, including a welcoming living room with beamed ceiling and oversized fireplace that flows seamlessly into a formal dining room adorned with large picture

Debi Benoit William Raveis R.E. & Home Services

53 Windsor Rd, Wellesley Hills, MA 02481

/30
Est $1,375,361 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,966 Sq Ft
6 Fisher Ave, Wellesley, MA 02482

6 Fisher Ave, Wellesley, MA 02482

/5
$1,075,000 Pending
- 2 Beds
- 2 Baths
- 1,057 Sq Ft
16 Stearns Rd Unit 302, Wellesley, MA 02482

Beautifully crafted, the 24 condominiums at The Albion feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom residence features 9’ high ceilings, hardwood floors, quartz countertops, in-unit

Kennedy Lynch Gold Team Hammond Residential Real Estate

16 Stearns Rd Unit 302, Wellesley, MA 02482
/24
$1,850,000 Sold Jul 24, 2025
- 1,643 Sq Ft
- $1,126/SF
- 2 Days On Market
- 2 Beds
- 2 Baths
- Built 1968
63 Garden Rd Unit C-1, Wellesley, MA 02481

Sensational living at Garden Close! Set in one of the most beautiful neighborhoods in Wellesley Farms/Cliff Estates area, this tastefully updated end-unit is exceptionally private; there is not another unit above nor below it. It provides sophisticated yet easy and comfortable one-floor living, and a rare blend of single-family privacy with townhouse convenience. The elegant interior is enhanced

Susan Lyman Douglas Elliman Real Estate - Wellesley

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

/29
Est $1,557,161 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,236 Sq Ft
29 Martin Rd, Wellesley Hills, MA 02481

29 Martin Rd, Wellesley Hills, MA 02481

/40
$1,775,000 Pending
- 6 Beds
- 4.5 Baths
- 3,351 Sq Ft
2 Elm St, Wellesley Hills, MA 02481

This spacious multi-family home features 2 units & 3 levels of living space w/ high ceilings & oversized rooms flowing w/ natural light. Unit 1- CURRENTLY EMPTY boasts a large chef's kitchen w/ Thermador Range, Sub Zero Refrigerator, custom cabinetry, granite countertops & eat-in dining area. A formal dining room w/ gleaming H/W extends to the warm & inviting family room & office & 1/2 bath on

Debbie Adamidis Keller Williams Realty Boston-Metro | Back Bay

2 Elm St, Wellesley Hills, MA 02481
/42
$4,510,000 Sold Jul 23, 2025
- 6,888 Sq Ft
- $655/SF
- 2 Days On Market
- 7 Beds
- 7 Baths
- Built 1999
10 Taylor Rd, Wellesley Hills, MA 02481

Nestled in the prestigious Cliff Estates, this stunning young colonial offers a perfect blend of classic elegance and modern luxury. With 7 spacious bedrooms, including a private in-law suite, this home provides ample space for multi-generational living or guests. Designed for today’s lifestyle, it features two dedicated work-from-home spaces, ideal for productivity and privacy.The heart of the

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

10 Taylor Rd, Wellesley Hills, MA 02481

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