Wellesley, MA Homes

/42
$2,995,000
- 6 Beds
- 6 Baths
- 5,806 Sq Ft
42 Edmunds Rd, Wellesley Hills, MA 02481

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 (including primary suite) are located on the second

Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

42 Edmunds Rd, Wellesley Hills, MA 02481
/23
$4,300 total monthly price
- 2 Beds
- 1 Bath
- 840 Sq Ft
- House for Rent
40 Cedar St, Wellesley Hills, MA 02481

Gut renovated 4 room farmhouse in a prime Wellesley location! Conveniently situated for easy highway access, shopping, restaurants and top rate schools. This cozy and inviting home has been completely remodeled with high end appliances, reimagined modern kitchen with a custom island. Hardwood floors installed throughout. Gorgeous bathroom with soaking tub creating an oasis like quality. Two good

John Silk Engel & Volkers Boston

40 Cedar St, Wellesley Hills, MA 02481
/34
$4,558,000 Sold Oct 14, 2025
- 6,160 Sq Ft
- $740/SF
- 4 Days On Market
- 5 Beds
- 6 Baths
- Built 1959
26 White Oak Rd, Wellesley Hills, MA 02481

Classic New England home in heart of Wellesley Farms. This 5 bedroom home has undergone a complete renovation. Kitchen w/ large island, pantry and breakfast room opens to family room with fireplace. Oversized mudroom with cubbies off of 2 car garage. Formal library with brick floors, built-ins and fireplace plus additional study off of kitchen with more built-ins and 3 work stations. Front to

Melissa Dailey Coldwell Banker Realty - Wellesley

26 White Oak Rd, Wellesley Hills, MA 02481

/38
Est $2,115,621 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,799 Sq Ft
99 Parker Rd, Wellesley, MA 02482

99 Parker Rd, Wellesley, MA 02482

/2
$2,795,000
- 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 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 includes 4BR & 2BA, highlighted by a primary suite w/spa-like bath & walk-in closet. Lower level features a

Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

23 Pilgrim Rd, Wellesley Hills, MA 02481
/12
$4,400 total monthly price
- 3 Beds
- 1.5 Baths
- 1,625 Sq Ft
- Condo for Rent
22 Cleveland Rd Unit 1, Wellesley, MA 02481

Unit FeaturesBalcony Dining Room Dishwasher Disposal Eat-in Kitchen Fireplace Granite Counter Tops Hardwood Floors Laundry in Unit Stainless Steel Appliance(s)

22 Cleveland Rd Unit 1, Wellesley, MA 02481
/28
$1,050,000 Sold Oct 14, 2025
- 1,257 Sq Ft
- $835/SF
- 7 Days On Market
- 1 Bed
- 1.5 Baths
- Built 1974
65 Grove St Unit 452, Wellesley, MA 02482

Welcome to this rarely available one bed Wellesley Green condo in vibrant Wellesley Center. Enjoy top restaurants, charming shops & scenic Brook Path just steps away. This pristine penthouse features soaring ceilings, abundant natural light, gleaming hardwood floors & amazing storage space. Bright, renovated kitchen boasts timeless design w/ crisp white cabinetry, double oven & newer appliances,

Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

65 Grove St Unit 452, Wellesley, MA 02482

/7
Est $1,178,690 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 708 Sq Ft
96 Woodside Ave, Wellesley, MA 02482

96 Woodside Ave, Wellesley, MA 02482

/39
$2,995,000 Pending
- 6 Beds
- 6.5 Baths
- 5,985 Sq Ft
18 Patton Rd, Wellesley, MA 02482

Exceptional 6-bedroom, 6.5-bath, Colonial, in Wellesley’s desirable Woodlands neighborhood. Bathed in natural light, this home offers elegance, comfort, and modern convenience. At the heart of the home is a chef’s kitchen with stone countertops, center island, and premium appliances. The kitchen flows seamlessly into a formal dining room and spacious family room with coffered ceiling and gas

Jinyang Zhang Coldwell Banker Realty - Weston

18 Patton Rd, Wellesley, MA 02482
/38
$5,500 total monthly price
- 5 Beds
- 3.5 Baths
- 2,383 Sq Ft
- House for Rent
35 Old Colony Rd, Wellesley Hills, MA 02481

Located in Wellesley's prestigious Cliff Estates, this property offers timeless charm and spacious living in a well maintained Colonial home. With 5 bedrooms and 3.5 bathrooms, this classic residence features hardwood floors throughout, a sun-filled formal living room with fireplace, and a floorplan offering separate dining and family rooms ideal for both entertaining and everyday living. The

Debi Benoit William Raveis R.E. & Home Services

35 Old Colony Rd, Wellesley Hills, MA 02481
/34
$2,560,000 Sold Oct 14, 2025
- 3,693 Sq Ft
- $693/SF
- 78 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1896
2 Summit Rd, Wellesley, MA 02482

History curated with modern simplicity in this newly renovated and expanded home. No surface has been left untouched. Living room, dining room and grand foyer offer elegant modern space. Chef's kitchen includes 48" Sub Zero fridge, 36" Wolf induction range and Bosch dishwasher. Direct access to granite patio and private yard. Half bath, breakfast nook, mudroom and oversized 2 car garage complete

James Mealey Defining Real Estate

2 Summit Rd, Wellesley, MA 02482

/28
Est $1,405,729 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,934 Sq Ft
35 Overbrook Dr, Wellesley, MA 02482

35 Overbrook Dr, Wellesley, MA 02482

/2
$2,699,999 Pending
- 4 Beds
- 5 Baths
- 3,282 Sq Ft
10 Fife Rd, Wellesley Hills, MA 02481

Beautiful New Construction center entrance colonial constructed as a quintessential Wellesley home, with timeless appeal and perfect proportions. A stone's throw from Wellesley Country Club, this 4 bedroom home features a private fenced in landscaped yard while boasting a dead end street that is perfect for anyone looking to enjoy a private Wellesley location. The thoughtfully designed floor plan

Alexander Benson Keller Williams Realty Boston South West

10 Fife Rd, Wellesley Hills, MA 02481
/12
$1,500 total monthly price
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Condo for Rent
6 Bradford Rd Unit 6 Bradford, Wellesley, MA 02481

In a desirable Boston Metrowest neighborhood, walking distance to parks, restaurants and shopping, 5 minute walk to MBTA commuter rail into Boston. Abundant sunny and quiet shared spaces in a 4BR/2 BA home with patio and yard. Renting to visiting scholars, graduate students and professionals who seek a private, comfortable, conveniently located rental in Metrowest Boston, close to many amenities.

6 Bradford Rd Unit 6 Bradford, Wellesley, MA 02481
/22
$1,340,000 Sold Oct 09, 2025
- 1,468 Sq Ft
- $913/SF
- 22 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
75 Grove St Unit 124, Wellesley, MA 02482

Sun-filled and fully renovated first-floor unit in sought-after Wellesley Green. This spacious 2-bedroom, 2-bath condo features newer hardwood floors, custom louvered shutters, and a private brick-walled bluestone patio—perfect for outdoor entertaining. The updated kitchen, featuring stainless appliances and a breakfast peninsula, opens to a bright sitting area. The oversized primary suite offers

Maureen McCaffrey Douglas Elliman Real Estate - Wellesley

75 Grove St Unit 124, Wellesley, MA 02482

/25
Est $1,739,414 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,836 Sq Ft
82 Beechwood Rd, Wellesley, MA 02482

82 Beechwood Rd, Wellesley, MA 02482

/20
$1,795,000 Pending
- 3 Beds
- 2 Baths
- 1,811 Sq Ft
75 Grove St Unit 132, Wellesley, MA 02482

Masterfully renovated in 2022 with no detail overlooked, this sophisticated 3-bedroom, 2-bath residence offers the epitome of luxury living. Enter through a gracious foyer leading to an expansive living/dining room. The custom chef’s kitchen is a true showpiece, featuring solid walnut cabinetry, quartz island, and top-of-the-line appliances. The lavish primary suite boasts a custom walk-in closet

Taylor Blacker Luxury Residential Group, LLC

75 Grove St Unit 132, Wellesley, MA 02482
/14
$3,500 total monthly price
- 2 Beds
- 2.5 Baths
- 972 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
/42
$3,295,000 Sold Oct 08, 2025
- 4,612 Sq Ft
- $714/SF
- 2 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2025
32 S Woodside Ave, Wellesley, MA 02482

Luxury new construction near the Weston line offers over 4600 sq ft of refined living on a quiet street near Perrin Park and Overbrook Reservation. Features include a chef’s kitchen with Thermador appliances, custom inset cabinetry, oversized island, walk-in butler’s pantry and designated eat-in area. The kitchen opens to a sun-filled great room with fireplace overlooking a covered deck, patio,

The Walsh Team And Partners William Raveis R.E. & Home Services

32 S Woodside Ave, Wellesley, MA 02482

/37
Est $1,928,863 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,500 Sq Ft
45 Upson Rd, Wellesley, MA 02482

45 Upson Rd, Wellesley, MA 02482

/2
$2,895,000 Pending
- 5 Beds
- 4.5 Baths
- 3,706 Sq Ft
28 Wall St, Wellesley Hills, MA 02481

Meticulously updated Colonial in desirable Linden Square. This sun-drenched home features a stunning kitchen with Thermador appliances and a marble island, flowing to a fireplace family room with custom built-ins. Formal living & dining rooms, with new French doors & wainscoting are perfect for entertaining. Primary suite addition (2021) includes walk-in closets & spa bath, plus 4 additional

Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

28 Wall St, Wellesley Hills, MA 02481
/23
$2,000 total monthly price
- Studio
- 1 Bath
- 300 Sq Ft
- Condo for Rent
3 Waban St Unit 6, Wellesley, MA 02482

Furnished studio condominium + parking space and private patio.Available now. Lease length from 9 - 12 months or longer.Tenant may include wifi/cable, electric in the rental rate per monthor Tenant may pay wifi and utils separately.Nestled in the heart of Wellesley Square is a furnished studio condominium.Private garden leads you to your own living

3 Waban St Unit 6, Wellesley, MA 02482
/18
$3,800,000 Sold Oct 03, 2025
- 3,900 Sq Ft
- $974/SF
- 14 Days On Market
- 1 Bed
- 3 Baths
- Built 2016
9 Ravine Rd, Wellesley Hills, MA 02481

This now reflects only 9 Ravine / 3 Ravine Road is listed under mls#73427630 A hidden treasure in Wellesley Farms. This elusive signature property, featuring luxury amenities & a prime location, includes an exquisite primary residence. Set amidst over a half acre of lush landscaped manicured grounds, including patios, & gardens, this is an offering where elevated living meets a relaxed

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

9 Ravine Rd, Wellesley Hills, MA 02481

/25
Est $2,445,431 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,161 Sq Ft
3 Colby Rd, Wellesley, MA 02482

3 Colby Rd, Wellesley, MA 02482

/8
$1,395,000
- 3 Beds
- 1.5 Baths
- 1,568 Sq Ft
32 Wall St, Wellesley Hills, MA 02481

Reimagine a classic colonial or build your dream home in a coveted Wellesley Neighborhood! An exceptional opportunity awaits on this spacious 10,000 sq. ft. lot in one of Wellesley’s most desirable, walk-to-town neighborhoods. Whether you choose to update this classic center-entrance colonial to fit your needs or build your dream home from the ground up, the possibilities are endless. The level,

Beyond Boston Properties Group Compass

32 Wall St, Wellesley Hills, MA 02481
/15
$2,999 total monthly price
- 2 Beds
- 1 Bath
- 670 Sq Ft
- Apartment for Rent
19 Bernard Rd Unit 2, Wellesley Hills, MA 02481

Available Now! Discover modern living in this beautifully appointed 2023-built 2-bedroom residence with its own private entrance, ideally situated on the second floor of a single-family home on quiet Bernard Rd. Just moments from Linden Square, Wellesley Middle School, and the commuter rail, this sun-filled apartment offers approximately 670 sq. ft. of thoughtfully designed space. Highlights

HyRoad Partners Team HyRoad Realty, LLC

19 Bernard Rd Unit 2, Wellesley Hills, MA 02481
/2
$830,000 Sold Oct 01, 2025
- 1,466 Sq Ft
- $566/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1948
22 Kimlo Rd, Wellesley Hills, MA 02481

Opportunity for builders and the most serious renovators only. Excellent walk-to location near Hills train, shops. Buyers and agents responsible for all due diligence. Please do not walk on deck.

Kathy Kelley Berkshire Hathaway HomeServices Town and Country Real Estate

22 Kimlo Rd, Wellesley Hills, MA 02481

/40
Est $1,807,747 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,230 Sq Ft
11 Evergreen Ave, Wellesley, MA 02482

11 Evergreen Ave, Wellesley, MA 02482

/35
$2,250,000 Open Sat 12PM - 2PM
- 5 Beds
- 3.5 Baths
- 3,774 Sq Ft
7 Cliff Rd, Wellesley Hills, MA 02481

Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half

Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

7 Cliff Rd, Wellesley Hills, MA 02481
/24
$4,200 total monthly price
- 3 Beds
- 1.5 Baths
- 1,454 Sq Ft
- House for Rent
42 River Ridge, Wellesley Hills, MA 02481

Charming and updated 3-bedroom, 1.5-bath Colonial available for rent in a highly convenient Wellesley location. Situated near the junction of Route 90 and 95/128, this home offers easy commuting access and is just minutes from Newton-Wellesley Hospital and the Riverside Green Line “D” Branch with direct service to Longwood Medical Area and downtown Boston. Recent updates include gas heating,

Marketing Email Blue Ocean Realty, LLC

42 River Ridge, Wellesley Hills, MA 02481
/23
$1,750,000 Sold Sep 30, 2025
- 2,360 Sq Ft
- $742/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1950
61 Mayo Rd, Wellesley, MA 02482

Move right in to this elegant three bedroom home on a quiet street in popular neighborhood. This charming property features well appointed spaces including a bright living room with built-ins, a formal dining room, and a sparkling eat in kitchen opening to spacious family room with vaulted ceiling and access to patio and flat, fenced in backyard. Upstairs features en-suite primary in addition to

The Wilson Group Compass

61 Mayo Rd, Wellesley, MA 02482

/35
Est $2,437,892 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,368 Sq Ft
7 Pinevale Ave, Wellesley, MA 02482

7 Pinevale Ave, Wellesley, MA 02482

/41
$5,595,000
- 5 Beds
- 6.5 Baths
- 9,995 Sq Ft
192 Pond Rd, Wellesley, MA 02482

Beautiful home with 1/2 court basketball in the lower level!! Over 9200 sq ft of living space on 4 floors w/ one acre of land. Enter into a stunning 3 story foyer w/ white oak herringbone floors and over 10 foot ceilings. Incredible kitchen with oversized island opens into great room (1200 sq ft) with fireplace and filled with windows! Oversized mudroom & walk-in food pantry. Private

Melissa Dailey Coldwell Banker Realty - Wellesley

192 Pond Rd, Wellesley, MA 02482
/12
$4,000 total monthly price
- 3 Beds
- 1.5 Baths
- 1,320 Sq Ft
- House for Rent
8 Dunedin Rd, Wellesley Hills, MA 02481

Colonial home is in pristine condition throughout. Front to back Lr with fireplace has adjacent screened porch. Dining room and playroom are on the other side of the entry foyer. Kitchen has all the appliances: a gas stove, dishwasher, disposal and refrigerator. 3 bedrooms plus an office or dressing room are on the second floor. Wood floors throughout. Full basement/laundry hook-ups/storage and

Mary Ann Figoni Centre Realty Group

8 Dunedin Rd, Wellesley Hills, MA 02481
/37
$1,292,000 Sold Sep 30, 2025
- 1,199 Sq Ft
- $1,078/SF
- 84 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1877
39 Park Ave, Wellesley Hills, MA 02481

Location, Location, Location.... This property is located in the most desired Country Club area of Wellesley Hills. The property has been completely renovated and land scaped. Fire places (electric insert with full wooded mantels) are located in the living room and main bedroom. The first floor living room, dining area and kitchen are open and very inviting. From the living room there is a

Phyllis Black Berkshire Hathaway HomeServices Town and Country Real Estate

39 Park Ave, Wellesley Hills, MA 02481

/31
Est $2,462,172 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,402 Sq Ft
60 Manor Ave, Wellesley, MA 02482

60 Manor Ave, Wellesley, MA 02482

/15
$1,399,125
- 3 Beds
- 2.5 Baths
- 1,435 Sq Ft
16 Stearns Rd Unit 207, Wellesley, MA 02482

Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering 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 three 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 207, Wellesley, MA 02482
/32
$4,950 total monthly price
- 4 Beds
- 1.5 Baths
- 2,000 Sq Ft
- Apartment for Rent
19 Homestead Rd Unit 1, Wellesley, MA 02482

Gorgeous unit in one of Wellesley's most elegant homes! Freshly painted with floors sanded and polished! Recently renovated kitchen! Breathtaking 1910 stucco two unit Colonial in one of the most desirable Dana Hall neighborhoods. With it's lovely curb appeal this gem is brimming with history, grace and character beckoning memories of earlier days in Wellesley. Lovely, well maintained home with

Dan Groob Prime Property Group

19 Homestead Rd Unit 1, Wellesley, MA 02482
/22
$650,000 Sold Sep 26, 2025
- 1,292 Sq Ft
- $503/SF
- 52 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1986
284 Linden St, Wellesley, MA 02482

Incredible location! In town spot with everything Wellesley at your fingertips: restaurants, shops, coffee, train, grocery stores!!! First floor with kitchen that opens to fireplaced living room with deck access. Dining room with large windows. Second floor has main bedroom with en suite bath and double closets plus additional bedroom and bath. Huge unfinished lower level perfect for storage or

Melissa Dailey Coldwell Banker Realty - Wellesley

284 Linden St, Wellesley, MA 02482

/22
Est $1,455,112 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,447 Sq Ft
8 Oakdale Ave, Wellesley, MA 02482

8 Oakdale Ave, Wellesley, MA 02482

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