Wellesley MA Real Estate

brick path surrounded by trees with green leaves in Wellesley, MAWellesley, Massachusetts is a predominantly residential community, located approximately 13 miles west of Boston. Its geographic location and its visual characteristics make it a highly desirable suburb for people who work in Boston. Wellesley is also an employment center, having several attractive office parks located primarily on its eastern border. Wellesley is also a college community, having within its boundaries Wellesley College and Babson College, two private educational institutions, as well as Massachusetts Bay Community College. Wellesley is equidistant from both the North Shore and the South Shore of Massachusetts. 

Find Homes for Sale in Wellesley, MA

Below, search all Wellesley real estate currently on the market. Find everything from multimillion dollar estates to luxury condos. 

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Luxury HomesHomes with Land | Single Family Homes | Multi Family Homes | Condos | Land

58 Ridge Hill Farm Road Wellesley MA 02482

Wellesley, MA58 Ridge Hill Farm Road

Price$4,695,000

Est. Mortgage: $/month

MLS Number 72829868

  • Single Family Detached
  • Village Livingston Estates
  • Bathroom 8
  • Rooms 15
  • Bedrooms 5

Exquisite 2013 stone and shingle colonial prominently located at the end of a quiet cul-de-sac and steps from Lake Sabrina and walking trails. A sweeping two story foyer welcomes you to this stunning home where exceptional millwork and architectural detail abound. The main level includes an oversized, open-concept kitchen, breakfast room, formal dining room, family room and living room as well as a first floor private home office. On the second floor, 5 en-suite bedrooms including a private owner's suite with luxurious bath, expansive walk in closet and sitting area. 8 baths, 10' ceilings, 2 screened porches, an expansive lower level with media room, play room and gym and a 3-car heated garage complete the package. Over 8,000 square feet on 3 floors - come experience the elegance and sophistication of this unique home.

Listed by Lisa Sewall and Christine Lawrence of Rutledge Properties

$
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%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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66 Windsor Road Wellesley MA 02481

Wellesley, MA66 Windsor Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72830323

  • Single Family Detached
  • Bathroom 7
  • Rooms 14
  • Bedrooms 5
  • Acreage 0.57

Beautifully sited on over half an acre in the heart of the Country Club neighborhood. The sprawling first floor offers a sophisticated fireplaced living room w custom built-in cabinets, two home offices and spectacular screened porch. Enter the gourmet chef's kitchen w an open floor plan and eat-in area that flows effortlessly into the fabulous sun-filled, two-story fireplaced family room w an exquisite wall of windows looking out to sweeping views of the lush manicured grounds abutting Wellesley's Centennial Park. The impressive primary suite includes a fireplace, generous master bathroom, sitting area, and two walk-in closets. Two additional bedrooms, two en suite bedrooms, laundry room, and a full bathroom complete the second floor. The lower level offers ample, versatile space that includes an exercise room, playroom, bonus room, and fifth full bath w shower. A heated three-car garage and sizeable mudroom complete this fabulous property. Move right in and make this home your own!

Listed by Benoit | Robinson | ORourke and Debi Benoit of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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229 Weston Road Wellesley MA 02482

Wellesley, MA229 Weston Road

Price$998,000

Est. Mortgage: $/month

Open House

MLS Number 72830600

  • Single Family Detached
  • Next Open House: Fri 05/14 4:00 pm. to 5:30 pm.
  • Bathroom 2
  • Rooms 10
  • Bedrooms 3

Picture perfect in top Wellesley location! This home checks every box: light-filled spaces w/ modern decor, renovated from top to bottom, the perfect home office and spectacular outdoor space. The first floor offers a generous, living room with fireplace and custom built-ins, a home office, and dining room with built-ins. The updated chef's kitchen features an island w/seating, bar area with beverage fridge and ample storage space. A spacious mudroom and powder room complete this level. The second floor has 3 well-proportioned bedrooms and a large, newly-updated full bath. The finished basement is home to the ideal playroom and family room with custom built-ins, a separate bonus room perfect for exercise or home office + updated laundry with storage. The gorgeous, landscaped and fenced backyard easily extends your living space. Close-to-everything Wellesley offers, including Central Street shops and restaurants, Linden Square, Commuter Rail and Morses Pond and Wellesley College.

Listed by Beyond Boston Properties Group, Lisa Curlett, Maura Dolan and Tricia Parmele of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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65 Washington Street Wellesley MA 02481

MLS Number 72830260

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,596
  • Neighborhood Wellesley Farms

Easy living set in the heart of Wellesley Farms. This young townhome has three floors of glorious living space in pristine condition. The first floor is airy and spacious with a well-designed kitchen with granite countertops and ample cabinets, a roomy dining area that can comfortably accommodate a group, and an open, light-filled living room with polished hardwoods. There is also a convenient first-floor bedroom suite with a bath and laundry. Upstairs are three generous-sized bedrooms including a stunning main suite with its own bath and plenty of closet space. Working from home? The third floor has great light-filled office space and a bonus room. On top of all this, there's a built-in shaft for future elevator potential, a three-car garage, visitor parking, and a lovely outdoor patio all your own! Set across from the Warren Recreation Center - you can walk to restaurants, town trails and the train from this fabulous home and commuting would be a breeze!

Listed by Teri Adler of Pinnacle Residential

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Oakland Street Wellesley MA 02481

Wellesley, MA17 Oakland Street

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 72830519

  • Single Family Detached
  • Next Open House: Sat 05/15 12:00 pm. to 3:00 pm.
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3

OPEN HOUSE BY APPOINTMENT ONLY. Move right into this classic Colonial, conveniently located just a short walk to the shops in Wellesley Hills. Gutted to the studs and completed renovated in 2020/21, the stylish finishes are sure to please. The open kitchen has sleek stone countertops, white cabinetry, stainless appliances and a walk-in pantry. The beautiful living room has an elegant fireplace and leads to a bright sunroom overlooking the grounds and patio. Upstairs, there is an easy second-floor laundry area and the main suite has soaring ceilings and a gorgeous bath with stunning tile finishes. There is another brand new full bath and two additional bedrooms, one with light-filled bonus space and ample extra storage. The walkout lower level provides easy future expansion potential. All new systems, windows, roof, and irrigation system. The attached garage opens into the breezeway. All this in a terrific commuter location, as well!

Listed by Cece Yan and Jane Neilson of Pinnacle Residential

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Berkeley Road Wellesley MA 02482

Wellesley, MA17 Berkeley Road

Price$1,595,000

Est. Mortgage: $/month

Open House

MLS Number 72830638

  • Single Family Detached
  • Next Open House: Fri 05/14 4:00 pm. to 5:30 pm.
  • Bathroom 3
  • Rooms 12
  • Bedrooms 4

Move right in to this beautiful, updated and expanded Colonial with direct access to beloved Perrin Park! The first floor of this impeccably maintained home offers, a living room with wood burning fireplace, dining room with built-ins plus a spacious gourmet kitchen featuring a large island w/ seating that opens to a light-filled, spacious family room with custom built-ins, gas fireplace and french doors to the gorgeous backyard. A large mudroom, powder room and newly completed home office round out the first floor. The second floor boasts a primary suite addition with a large, walk-in closet and full bathroom, three additional, spacious bedrooms, laundry and updated full bath. The finished lower level has flexible space perfect for play, media and exercise plus ample storage. The exterior space features a beautiful patio and a landscaped, level yard with mature plantings and lovely gardens. All this in a prime Wellesley location!

Listed by Beyond Boston Properties Group, Lisa Curlett, Maura Dolan and Tricia Parmele of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

20 Oakland St lot 3 Wellesley MA 02481

MLS Number 72829178

  • Single Family Detached
  • Village Kelso Hill Farm
  • Bathroom 9
  • Rooms 15
  • Bedrooms 6

Kelso Hill Farm, located in the heart of Wellesley Hills, set on almost 2 acres and situated at the crest of the hill. This property features three premium lots, including the historic Bancroft House. LOTS FOR SALE, BUYER TO BUILD & PAY FOR THE CONSTRUCTION OF THE NEW HOME.The lots will include: New private drive “Abby Lane” with lit walkway coming in from Oakland St; All utilities stubbed to the lot/driveway roughed-in; Design plans for custom homes; Beautiful landscaping with berm and fencing along the Carriage Lane & Oakland St to maximize privacy; Lots will be cleared and ready for building.The Roberts house (lot 3) set on 35,469 sqft of land, is designed to echo the elegant Greek Revival architecture of the historic home. Featuring 6 plus bedrooms, over 8,500 sqft on 3 levels, and finished lower level. Designed to maximize views and access to the beautiful outdoor spaces with large plantation windows and French doors leading out to entertaining areas from all sides of the house.

Listed by Concierge Home Sales By the Kerzner Group, Irene Kerzner and Wendy Pannebaker Matthews of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Oakland St lot 2 Wellesley MA 02481

MLS Number 72829180

  • Single Family Detached
  • Village Kelso Hill Farm
  • Bathroom 9
  • Rooms 15
  • Bedrooms 6

Kelso Hill Farm, located in the heart of Wellesley Hills, set on almost 2 acres and situated at the crest of the hill. This property features three premium lots, including the historic Bancroft House. LOTS FOR SALE, BUYER TO BUILD & PAY FOR THE CONSTRUCTION OF THE NEW HOME. The lots will include: New private drive “Abby Lane” with lit walkway coming in from Oakland St; All utilities stubbed to the lot/driveway roughed-in; Design plans for custom homes; Beautiful landscaping with berm and fencing along the Carriage Lane & Oakland St to maximize privacy; Lots will be cleared and ready for building.The Ward house (lot 2) set on 24,636 sqft of land, is designed to echo the elegant Greek Revival architecture of the historic home. Featuring 6 plus bedrooms, over 8,500 sqft on 3 levels, and finished lower level. Designed to maximize views and access to the beautiful outdoor spaces with large plantation windows and French doors leading out to entertaining areas from all sides of the house.

Listed by Concierge Home Sales By the Kerzner Group, Irene Kerzner and Wendy Pannebaker Matthews of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

20 Oakland St lot 1 Wellesley MA 02481

MLS Number 72829181

  • Single Family Detached
  • Village Kelso Hill Farm
  • Bathroom 5
  • Rooms 12
  • Bedrooms 6

Kelso Hill Farm, located in the heart of Wellesley Hills, set on almost two acres and situated at the crest of the hill. This property features three premium lots, including the historic Bancroft House. The Bancroft House (lot 1) is set on over 18,000 sqft of land. Built by blacksmith John Smith Bird in1848, it is a local landmark and an architectural gem. The estate was subsequently occupied by the esteemed Brigadier General Henry C. Ward.The purchase of the Bancroft house will include design plans for the restoration and expansion of this beautiful home to include five to six bedrooms, a Great Room, and a direct entry three-car garage, an unparalleled marriage of historic character and modern luxury living. Also included: New private drive “Abby Lane” with lit walkway coming in from Oakland St; New utility lines brought to the house and driveway roughed-in, as well as beautiful landscaping with berm and fencing along the Carriage Lane & Oakland St to maximize privacy.

Listed by Concierge Home Sales By the Kerzner Group, Irene Kerzner and Wendy Pannebaker Matthews of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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904 Washington Street Wellesley MA 02482

Wellesley, MA904 Washington Street

Price$2,495,500

Est. Mortgage: $/month

MLS Number 72829014

  • Single Family Detached
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5
  • Acreage 1.01

A Very Special Offering on the Charles! Completed in 2000 and privately sited on a lush, level acre, this exquisite, young Colonial boasts the finest of finishes throughout! The home's beautiful craftsmanship, high ceilings, tall windows and lovely room proportions blend to create a gracious, warm place to call home. Brimming with natural light, the home features a dream kitchen with top-of-the line appliances open to a spacious breakfast area and wonderful Great Room overlooking private grounds with river views. You'll love the banquet-sized dining room, deluxe Master Suite with fireplace and large finished lower level recreation area. Perfect for this work-at- home environment is a private 1st floor study and huge 2nd floor bonus room with three work stations. Escape the rigors of everyday work and kayak from your backyard, hike the acres of adjacent trails at Elm Bank or enjoy a short stroll to South Natick Village! Just minutes from Wellesley Sq.! This is definitely a Must-See!

Listed by The Walsh Team & Partners and Evan Walsh of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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166 Edmunds Road Wellesley MA 02481

Wellesley, MA166 Edmunds Road

Price$9,750,000

Est. Mortgage: $/month

MLS Number 72829319

  • Single Family Detached
  • Bathroom 8
  • Rooms 13
  • Bedrooms 4
  • Acreage 2.45

One of Wellesley's finest estates, this iconic Tudor-style residence sits proudly on an elevated 2.45-acre site in the sought-after Cliff Estates. Transformed by a spectacular Dream Team of design professionals including LDA Architects, Sea-Dar Construction, Landscape Architect Dan Gordon and New York designer Vivian Hedges, the result offers refreshing Contemporary design. The residence works beautifully for family activities or for entertaining. The internal views of this private property take in the spectacular swimming pool pavilion with a summer kitchen and expansive terraced lawn. Floor-to-ceiling windows running the length of the house affords abundant natural light that fills the house. The residence offers a principal bedroom suite with separate his and her dressing rooms and baths. The residence also includes a home office, library, exercise room, three-car garage, and lower level rec room. This is a property that your most discerning clients will want to experience.

Listed by Terrence Maitland of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

20 Oakland St Lot 3 Wellesley MA 02481

MLS Number 72829190

  • Land Residential
  • MLS Status New
  • Acreage 0.81

Kelso Hill Farm, located in the heart of Wellesley Hills, set on almost 2 acres and situated at the crest of the hill. This property features three premium lots, including the historic Bancroft House. Lots for sale, buyer to build & pay for the construction of the new home.The lots will include: New private drive “Abby Lane” with lit walkway coming in from Oakland St; All utilities stubbed to the lot/driveway roughed-in; Design plans for custom homes; Beautiful landscaping with berm and fencing along the Carriage Lane & Oakland St to maximize privacy; Lots will be cleared and ready for building.The Roberts house (lot 3) set on 35,469 sqft of land, is designed to echo the elegant Greek Revival architecture of the historic home. Featuring 6 plus bedrooms, over 8,500 sqft on 3 levels, and finished lower level. Designed to maximize views and access to the beautiful outdoor spaces with large plantation windows and French doors leading out to entertaining areas from all sides of the house.

Listed by Concierge Home Sales By the Kerzner Group, Irene Kerzner and Wendy Pannebaker Matthews of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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