Wellesley, MA Homes

/12
$1,700,000
- 4 Beds
- 2.5 Baths
- 2,956 Sq Ft
29 Denton Rd, Wellesley, MA 02482

Nestled in the charming town of Wellesley, Massachusetts, discover the timeless elegance of 29 Denton Road, a single-family residence that presents an exceptional opportunity. This residence stands as a testament to enduring quality and craftsmanship. The generous layout of this home includes four bedrooms, offering ample space for rest and relaxation. Two full bathrooms and one half bathroom are

Elisabeth LeBlanc Jack Gately Real Estate, LLC

29 Denton Rd, Wellesley, MA 02482
/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

/33
Est $2,311,480 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,600 Sq Ft
17 Russell Rd, Wellesley, MA 02482

17 Russell Rd, Wellesley, MA 02482

/30
$1,599,900
- 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
/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

/32
Est $1,190,299 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,522 Sq Ft
33 Bay View Rd, Wellesley, MA 02482

33 Bay View Rd, Wellesley, MA 02482

/31
$1,999,000
- 5 Beds
- 4.5 Baths
- 4,580 Sq Ft
25 Shaw Rd, Wellesley Hills, MA 02481

Welcome to where luxury meets modern living in this stunning new construction home. Designed with a unique transitional aesthetic, this 5-bedroom, 4.5-bathroom residence offers an impeccable blend of timeless elegance and contemporary flair. Step inside to find a spacious open-concept layout, highlighted by a gourmet kitchen featuring high-end appliances, custom cabinetry, and an oversized island

Vanessa Duguerre Coldwell Banker Realty - Easton

25 Shaw Rd, Wellesley Hills, MA 02481
/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

/24
Est $1,789,470 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,794 Sq Ft
6 Pilgrim Rd, Wellesley Hills, MA 02481

6 Pilgrim Rd, Wellesley Hills, MA 02481

/38
$2,295,000
- 5 Beds
- 4.5 Baths
- 4,655 Sq Ft
7 Garden Rd, Wellesley Hills, MA 02481

Situated in coveted Wellesley Farms/Cliff Estates, this renovated, energy-efficient home sits back from the street with new sound-proof windows and 2024 systems. Airy kitchen with soaring ceiling connects seamlessly to the family and dining rooms, perfect for gatherings. The great room features custom built-ins and a wood-burning fireplace; the first floor also includes a chic powder room and a

Rahel Choi eXp Realty

7 Garden Rd, 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

/41
Est $2,513,044 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,406 Sq Ft
19 Elmwood Rd, Wellesley Hills, MA 02481

19 Elmwood Rd, Wellesley Hills, MA 02481

/42
$5,879,995
- 6 Beds
- 7.5 Baths
- 9,494 Sq Ft
33 Royalston Rd, Wellesley, MA 02481

Welcome to 33 Royalston Road! A rare standout in the neighborhood, this newly constructed home offers four levels of luxury living with top-tier finishes and flexible spaces. The main floor features two dramatic living areas: a fireplace accompanied family room and a stunning great room with cathedral ceilings, custom trim, oversized windows, a wet bar, and access to a covered patio. The chef’s

George Sariego Boston One Realty Group Inc

33 Royalston Rd, Wellesley, MA 02481
/25
$2,380,000 Sold Jul 22, 2025
- 3,317 Sq Ft
- $718/SF
- 3 Days On Market
- 5 Beds
- 4 Baths
- Built 1907
9 Oakland St, Wellesley Hills, MA 02481

Timeless elegance marries modern design. Fantastic colonial offers captivating curb appeal. STUNNING light-filled kitchen, ideal for entertaining, features Italian marble island with seating for six, farmer's sink, dual dishwashers/ovens, and custom cabinetry. Adjacent is the prep kitchen that boasts a wine fridge and butler's pantry that leads to the dining room. Tall ceilings and rich hardwood

Teri Adler MGS Group Real Estate LTD - Wellesley

9 Oakland St, Wellesley Hills, MA 02481

/36
Est $1,848,874 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,545 Sq Ft
3 Garrison Rd, Wellesley, MA 02482

3 Garrison Rd, Wellesley, MA 02482

/28
$3,345,900
- 2 Beds
- 2.5 Baths
- 2,178 Sq Ft
100 Linden St Unit 106, Wellesley, MA 02482

Designer Model Home Now Open by Appointment at Terrazza. New Luxury Condominium homes in the heart of Wellesley offering spacious, contemporary interiors, 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

Janice Dumont JD Advisors, Inc

100 Linden St Unit 106, Wellesley, MA 02482
/42
$1,951,000 Sold Jul 21, 2025
- 2,856 Sq Ft
- $683/SF
- 7 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1995
112 Woodside Ave, Wellesley, MA 02482

Pristine and secluded! This timeless young Colonial home, offers well-proportioned rooms, modern amenities, is nestled on a picturesque, beautifully landscaped lot. The highlights feature a welcoming portico/foyer, easy flow living and formal dining, a fireplaced family room with vaulted ceiling & skylights. A stately gourmet chef’s kitchen is delightfully laid out w/ample cabinets, granite

Anita Lin Coldwell Banker Realty - Lexington

112 Woodside Ave, Wellesley, MA 02482

/21
Est $1,383,967 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,926 Sq Ft
374 Weston Rd, Wellesley, MA 02482

374 Weston Rd, Wellesley, MA 02482

/37
$3,895,000
- 5 Beds
- 5.5 Baths
- 5,833 Sq Ft
12 Bird Hill Ave, Wellesley, MA 02481

One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand

Donahue Maley & Burns Team Compass

12 Bird Hill Ave, Wellesley, MA 02481
/33
$1,995,000 Sold Jul 21, 2025
- 2,592 Sq Ft
- $770/SF
- 4 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1978
11 Brookmere Ave, Wellesley, MA 02482

Gorgeous Colonial has been COMPLETELY GUT/RENOVATED in 2021. Every detail has been thoughtfully designed, blending classic colonial architecture with contemporary upgrades. Situated in the coveted new Hardy School District, from its pristine interiors to its unbeatable location, this home offers both stylish finishes and practicality in one exceptional package. The spacious kitchen features an

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

11 Brookmere Ave, Wellesley, MA 02482

/32
Est $1,505,690 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,985 Sq Ft
2 Shirley Rd, Wellesley, MA 02482

2 Shirley Rd, Wellesley, MA 02482

/40
$3,549,000
- 6 Beds
- 7.5 Baths
- 6,499 Sq Ft
20 Oakland St, Wellesley, MA 02481

**ENTRANCE @ 367 WORCESTER STREET** This stunning 6,500 sq ft colonial blends timeless design & modern luxury. Set back from Worcester Street, the home features a dramatic 2-story foyer, white oak floors, soaring ceilings & sunlit open living/dining spaces. Chef’s kitchen w/ Thermador appliances, quartz counters, waterfall island & stylish pendant lighting. Two rear decks connected by a stone

Michael Tinsley Longwood Residential, LLC

20 Oakland St, Wellesley, MA 02481
/38
$1,951,000 Sold Jul 21, 2025
- 2,860 Sq Ft
- $682/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1936
4 Hampden St, Wellesley, MA 02482

Welcome home to this charming 1930s Colonial on one of Wellesley’s favorite streets in the beloved Dana Hall neighborhood. The main level features a well-appointed kitchen with island seating that opens to an expansive family room with gas fireplace abundant natural light and office nook —ideal for homework or working from home. Enjoy entertaining in the dining room with corner cabinet. A

Denise Mosher Coldwell Banker Realty - Weston

4 Hampden St, Wellesley, MA 02482

/22
Est $1,306,052 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,430 Sq Ft
421 Weston Rd, Wellesley, MA 02482

421 Weston Rd, Wellesley, MA 02482

/40
$1,850,000
- 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
/29
$2,100,000 Sold Jul 21, 2025
- 3,000 Sq Ft
- $700/SF
- 29 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2018
3 Strathmore Rd, Wellesley, MA 02482

Incredibly well built Colonial super close to all Wellelsey has to offer! Gorgeous woodwork details throughout this home. Beautiful classic kitchen with great cabinets space opens to eat- in area and family room. Family room filled with windows and stunning coffered ceiling along with gas fireplace. Dining room off of spacious foyer both with great attention to details. Mudroom with cubbies off

Melissa Dailey Coldwell Banker Realty - Wellesley

3 Strathmore Rd, Wellesley, MA 02482

/22
Est $3,065,881 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,704 Sq Ft
8 Beverly Rd, Wellesley Hills, MA 02481

8 Beverly Rd, Wellesley Hills, MA 02481

/30
$2,249,900
- 2 Beds
- 2 Baths
- 1,420 Sq Ft
100 Linden St Unit 103, Wellesley, MA 02482

Move In Ready, New Construction! 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 residence is meticulously designed to maximize both

Janice Dumont JD Advisors, Inc

100 Linden St Unit 103, Wellesley, MA 02482
/29
$1,320,000 Sold Jul 18, 2025
- 2,430 Sq Ft
- $543/SF
- 4 Days On Market
- 4 Beds
- 3 Baths
- Built 1922
21 Wellesley Ave, Wellesley, MA 02482

Classic 1920's Dutch Colonial in the heart of Wellesley Center on the corner of a quiet cul-de-sac. It's a home that offers timeless character & incredible potential. You’ll find original hardwood floors, generous ceiling height & traditional, yet versatile, layout. The spacious living room w/fireplace, formal dining room, & sunlit eat-in kitchen provide the perfect canvas for everyday living &

Patricia Bradley Rutledge Properties

21 Wellesley Ave, Wellesley, MA 02482

/41
Est $2,457,252 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,636 Sq Ft
27 Boulder Brook Rd, Wellesley Hills, MA 02481

27 Boulder Brook Rd, Wellesley Hills, MA 02481

/21
$870,000
- 3 Beds
- 2 Baths
- 1,555 Sq Ft
847 Worcester St, Wellesley Hills, MA 02481

Charming Storybook Colonial, featuring three bedrooms and two full baths, combines timeless curb appeal with easy access to town and commuter routes. Architectural details include a steeply pitched gable roof, half-timber accents, and classic shingle siding with crisp white trim. A welcoming entry with decorative lattice windows leads into a warm and inviting interior, perfect for comfortable

Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

847 Worcester St, Wellesley Hills, MA 02481
/41
$3,190,000 Sold Jul 18, 2025
- 6,695 Sq Ft
- $476/SF
- 13 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2001
1 Beard Way, Wellesley, MA 02482

Discover timeless New England charm on over an acre in Wellesley’s coveted Dana Hall neighborhood. This beautifully maintained Colonial offers a bright, open layout with wide hallways, rich hardwood floors, and elegant tray ceilings. The sun-filled foyer leads to a formal dining room, a spacious kitchen, and a large living room ideal for entertaining.Enjoy outdoor living on the charming farmer’s

Alina Wang Coldwell Banker Realty - Lexington

1 Beard Way, Wellesley, MA 02482

/31
Est $2,395,549 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,152 Sq Ft
1 Richland Rd, Wellesley Hills, MA 02481

1 Richland Rd, Wellesley Hills, MA 02481

/5
$1,488,000
- 2 Beds
- 2.5 Baths
- 1,457 Sq Ft
16 Stearns Rd Unit 106, Wellesley, MA 02482

Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & boardering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom residence features 9 foot high ceilings, hardwood floors, quartz

Kennedy Lynch Gold Team Hammond Residential Real Estate

16 Stearns Rd Unit 106, Wellesley, MA 02482
/26
$2,210,000 Sold Jul 17, 2025
- 3,511 Sq Ft
- $629/SF
- 2 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1937
131 Brook St, Wellesley, MA 02482

In the beloved Dana Hall neighborhood, this dormered, brick front, storybook cape has captivating curb appeal and timeless charm as well as stylish updates throughout. Situated on a fully fenced 0.27 acre flat corner lot, be instantly enticed by the character & charm. Step inside to encounter a spacious & flowing floorplan housing a formal dining room w/ built-in china cabinet, living room with

The Shulkin Wilk Group Compass

131 Brook St, Wellesley, MA 02482

/38
Est $3,107,879 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,516 Sq Ft
41 Chesterton Rd, Wellesley Hills, MA 02481

41 Chesterton Rd, Wellesley Hills, MA 02481

/5
$1,150,000
- 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
/28
$1,425,000 Sold Jul 16, 2025
- 1,550 Sq Ft
- $919/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1960
74 Curve St, Wellesley, MA 02482

Welcome to this beautiful home in the highly desirable College Heights neighborhood. Within walking distance to restaurants and shops, you will love the lifestyle this charming colonial has to offer. The ground floor is perfect for living + entertaining with an over-sized living room w/ fireplace, open to a bright dining room with original built-ins. Enjoy cooking in the large, renovated kitchen

Michelle Weidler Keller Williams Realty Evolution

74 Curve St, Wellesley, MA 02482

/36
Est $3,272,708 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,781 Sq Ft
34 Chesterton Rd, Wellesley Hills, MA 02481

34 Chesterton Rd, Wellesley Hills, MA 02481

/40
$1,250,000
- 3 Beds
- 2 Baths
- 1,913 Sq Ft
9 Stonecleve Rd, Wellesley, MA 02482

Stunning waterfront property w/ amazing views & water access. Breathtaking sunsets, kayaking, canoeing & swimming, adorable ducks & swans are all yours to enjoy at this fantastic property on Morses Pond. You will fall in love w/ the picture windows overlooking the water & rebuilt double-decker porches; making it a breeze to enjoy pond life. Granite counter kitchen w/ ss appliances, induction

Vesta Real Estate Group Vesta Real Estate Group, Inc.

9 Stonecleve Rd, Wellesley, MA 02482

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