Wellesley Homes under $2 million

Welcome to Wellesley, Massachusetts – a picturesque town that perfectly blends suburban charm with urban convenience. Nestled in Norfolk County, Wellesley boasts a rich history and a vibrant community, making it a sought-after destination for families, professionals, and retirees alike. Known for its top-rated schools, stunning parks, and a welcoming atmosphere, Wellesley offers an exceptional quality of life.

One of the town’s standout features is its beautiful array of homes, many of which are available for under $2 million. Whether you’re searching for a cozy colonial, a modern contemporary, or a charming craftsman, Wellesley has something to suit every taste and lifestyle. These homes often come with spacious yards, elegant interiors, and easy access to the town’s amenities, including boutique shops, delightful eateries, and scenic walking trails.

Wellesley is also home to several prestigious educational institutions, including Wellesley College, which adds to the town’s intellectual vibrancy and cultural richness. The community is actively involved in various events and activities, fostering a strong sense of belonging and camaraderie among residents.

With its excellent transportation links to Boston and surrounding areas, Wellesley offers the perfect balance of tranquility and accessibility. Enjoy the peaceful suburban life while being just a short train ride away from the bustling city.

Discover the charm of Wellesley today, where your dream home awaits in this enchanting New England town!

Newest Wellesley Homes under $2 million

$1,595,000

6 Beds ⋅ 4 Baths ⋅ 73585944 MLS

Timeless and stately classic white center entrance colonial. Incredible bones and ready to bring back to its original splendor! 3 full floors of living. High ceilings! Kitchen connected to dining room with a butler's pantry. Large living room with fireplace. Family room/den plus a large screen porch. Front and back stairwells. 2nd floor with 5 bedrooms and 2 full baths. Large 25' x 9' sleeping porch/sitting room on the 2nd floor. Very special 3rd floor with 2 more large rooms and a full bathroom plus great storage space. 2 car detached garage. Back up generator. Large flat yard. Super close to town, train, schools ... Make this your dream home or rebuild! A fabulous opportunity!

57 Benvenue Street, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$1,285,000

2 Beds ⋅ 2 Baths ⋅ 73585722 MLS ⋅ ['Wellesley Green'] BLDG.

Welcome to this charming 2-bedroom, 2-bath penthouse at Wellesley Green, where the added ceiling height and an abundance of natural light create an airy, spacious feel. The white kitchen, accented by neutral stone countertops, opens easily to the dining area, which can also be enjoyed as a comfortable family room or flexible gathering space. The generously sized living room is bathed in light from the screened balcony and features a fireplace with a lovely mantel, adding warmth and character. The spacious primary suite offers a walk-in closet, built-in dresser, and updated bath. A well-proportioned second bedroom or den has excellent closet space is complemented by a renovated hall bath with tub. The home features beautiful parquet flooring and a convenient laundry area just off the kitchen. Additional amenities include oversized windows throughout for added light. One-car garage parking and easy access to lower-level storage. A wonderfully flexible and light-filled home in a desirable setting, near Wellesley Center, adjacent to the Brook Path, schools, shopping and library. Filled with space, storage, comfort, and convenience in equal measure.

75 Grove Street Unit 427, Wellesley

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

$1,475,000

3 Beds ⋅ 3 Baths ⋅ 73585006 MLS

Wonderful opportunity in a fabulous Wellesley Hills location! Traditional 1929 Classic Center Entrance Colonial with high ceilings, period details, shiny wood floors, plenty of sunshine and a natural open flow. Big first floor with front to back living room with fireplace, dining room adjacent to eat in kitchen, family room with cathedral ceiling and gorgeous stone fire place, and a sunroom/office. 3 good size bedrooms on the second floor. The Primary Bedroom sets up perfectly for easily adding a primary bath. Walk up attic with amazing potential to finish. Terrific as is / tons of upside and expansion potential. Tremendous flat lot with gorgeous stone work and plantings… plenty of room for all kinds of fun. Short walk to the shops, restaurants, and commuter rail in Wellesley Hills.

12 Grantland Rd, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

$995,000

1 Beds ⋅ 2 Baths ⋅ 73583958 MLS ⋅ ['Garden Close'] BLDG.

A private residence within Wellesley’s condo lifestyle. Discover a distinctive residence where privacy, space and a sense of arrival come together. Unlike a typical condo where you enter directly from a shared hallway, this unit offers a foyer directly connected to the residence, creating the feeling of entering your own sanctuary. Once inside, the residence offers a comfortable and inviting layout with rustic elegance. The elevated location adds to the peaceful, private atmosphere. A private, fenced-in, front brick patio welcomes you here, while the rear balcony provides beautiful morning sunlight and overlooks the manicured grounds. Featuring high ceilings, elegant architectural details and hardwood floors throughout, the spacious living and dining area is highlighted by a wall of windows that fills the space with natural light, along with a fireplace featuring a new tile surround. An inviting office alcove, illuminated by windows on three sides, creates an ideal work-from-home space. The kitchen has been thoughtfully updated with brand-new quartz countertops, recently updated appliances and generous storage. Newly added in-unit laundry adds even more convenience and functionality. The primary suite features a large walk-in closet and an ensuite bath with an updated vanity, while an updated half bath completes the interior. The corner location offers exceptional privacy and tranquility, enhanced by having no units above or below. Indoor parking is deeded to the unit, with ample visitor and overnight street parking available. Ideally situated near the town center, the property is conveniently located near shops, restaurants, parks and trails, Babson College, the commuter rail to Boston, the Mass Pike and the tech-heavy Route 95 corridor. Whether you’re looking to downsize or simply seeking a well-located home with plenty of character and convenience, this exceptional unit offers a wonderful opportunity to make the space your own.

63 Garden Rd Unit C-5, Wellesley

Listing courtesy of Listing Agent: Michael Stein from Listing Office: Redfin Corp..

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 73583173 MLS

OFFER DEADLINE! Offers, if any, due Tuesday 10/6 at Noon: Spectacular Wellesley single family home offering 3 bedrooms + office/4th bedroom, 2.5 baths and an unbeatable location just a short distance from Central and Church Streets! This gorgeous and charming victorian home is, bright has been thoughtfully updated throughout and well maintained. Welcomed by a gracious front entrance with double entry, antique staircase and traditional foyer opens to a large living room with bay window overlooking Abbott Street, built-ins, beautiful hardwood floors. Adjacent to the living room and the eat in kitchen is a large dining room. The eat-in kitchen offers an Island with breakfast bar and a separate dining area. A large patio off the kitchen offers seamless indoor/outdoor living. The first floor also has a large office/4th bedroom and a second staircase to the upper level. A generous primary suite features a private bath, vaulted ceilings, large windows and ample storage. 2 additional queen size bedrooms offer good storage and a shared bath. A sensational in town location is a short distance to the commuter rail, shops and restaurants. This wonderful antique home is complete with central air, a beautiful lot, and a paved driveway with parking for 3+ cars!

16 Abbott Street, Wellesley

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.

$1,149,998

3 Beds ⋅ 2 Baths ⋅ 73582251 MLS

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 bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally, there is a flexible bonus room located on the third floor that can be used as an office/playroom or fourth bedroom. This home is ideally situated just minutes from Linden Square, local shops, restaurants, schools, commuter rail, and Wellesley town center, with easy access to major routes and highways.

296 Linden St., Wellesley

Listing courtesy of Listing Agent: Mariam Priestley from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$1,695,000

3 Beds ⋅ 3 Baths ⋅ 73581325 MLS

Set on nearly half an acre on sought-after Cliff Road, this three-bedroom home offers the ease of one-level living with room to gather, work, and entertain. A welcoming living room and formal dining room lead to the kitchen and a spacious family room that opens to the patio. A separate office, private primary suite, and two additional bedrooms complete the main level. Downstairs, a recreation room adds flexible space, while an attached two-car garage, deck, and generous outdoor areas round out the property. Enjoy easy access to the Wellesley Hills commuter rail station, the Brook Path, and the shops and dining of Wellesley Hills. A wonderful opportunity to enjoy the home as it is or bring your vision to a coveted Wellesley address.

24 Cliff Road, Wellesley

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.

$1,450,000

4 Beds ⋅ 3 Baths ⋅ 73579529 MLS

Exceptional opportunity to create your dream home with a complete renovation project. This is your chance to design to today’s luxury standards while securing an irreplaceable location! Minutes to top-tier Wellesley Public Schools, commuter rail, country club and Wellesley’s boutique shopping and dining. A traditional 4 bedroom, 2.5 bath Colonial home with a two car attached garage. Located on a corner lot entailing almost a half acre of land! Easy commuter location to all main routes; Mass Pike, 9, 16, 20 and 128!

484 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Jodie Zinna from Listing Office: Coldwell Banker Realty - Wellesley.

$1,299,000

3 Beds ⋅ 2 Baths ⋅ 73575899 MLS

Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous primary suite provides a peaceful retreat, while central air conditioning and a two-car garage with EV charger add everyday convenience.Outdoor living is equally inviting with a stone patio and expansive deck designed for entertaining or simply unwinding in the tranquil setting. Rarely does a property offer such a serene and private atmosphere while remaining so well connected to everything Wellesley has to offer.

41-A Hunnewell Street, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

$1,499,000

2 Beds ⋅ 2 Baths ⋅ 73575713 MLS ⋅ ['The Albion'] BLDG.

Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, and 2 bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom is a generous size. In-unit laundry. Exercise & game rooms on 2nd & 3rd level. Within close proximity to vibrant Linden Square amenities including shopping and restaurants, & tennis & pickle ball courts at Sprague Field. Easy highway access. Two car garage.

16 Stearns Rd Unit 304, Wellesley

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

$1,195,000

3 Beds ⋅ 2 Baths ⋅ 73575416 MLS

Welcome to College Heights. This classic home offers an unbeatable in-town lifestyle, just blocks from Wellesley's shops, restaurants, and commuter rail—your chance to enjoy effortless access to everything, all from a charming, established neighborhood. You are greeted by a covered portico, and inside tall ceilings, hardwood floors, and an easy, open flow set the tone throughout. The updated kitchen impresses with a substantial island, quartz countertops, and generous cooking space, while the sun-filled breakfast area just beyond makes for a bright, welcoming spot to gather. A living room next to the kitchen offers a relaxed retreat for everyday living. Upstairs, you'll find three bedrooms plus a versatile office nook—ideal for remote work or study. A renovated mudroom leads outside to a private yard framed by mature plantings, creating a peaceful outdoor escape. An excellent opportunity to start your next chapter.

56 Curve Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

$1,675,000

2 Beds ⋅ 3 Baths ⋅ 73574540 MLS ⋅ ['The Albion'] BLDG.

Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom has outdoor access to a private balcony. In-unit laundry. Exercise & game rooms on 2nd & 3rd level. Within close proximity to vibrant Linden Square amenities including shopping and restaurants, & tennis & pickle ball courts at Sprague Field. Easy highway access. Please ask listing agent about the possibility of a second parking space.

16 Stearns Rd Unit 108, Wellesley

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

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