Wellesley Real Estate

Welcome to Wellesley, Massachusetts – a picturesque gem nestled in Norfolk County, just 16 miles west of downtown Boston. Known for its charming New England character, Wellesley boasts a rich history, vibrant community, and an abundance of natural beauty. With tree-lined streets, stunning historic homes, and well-manicured parks, this town is a perfect blend of suburban tranquility and urban accessibility.

Wellesley is home to several prestigious educational institutions, including Wellesley College, a renowned women’s liberal arts college that adds to the town's intellectual vibrancy. The local schools are highly regarded, making it an ideal place for families seeking quality education for their children. The community is also known for its active engagement in civic life, with numerous events and activities that foster a strong sense of belonging among residents.

For outdoor enthusiasts, Wellesley offers a plethora of recreational opportunities. Explore the scenic trails of the Wellesley College Botanic Gardens, or take a leisurely stroll around Lake Waban, where the views are simply breathtaking. The town also features a variety of parks and playgrounds, perfect for family outings or peaceful retreats.

Shopping and dining in Wellesley are equally delightful, with a charming downtown area that hosts a mix of boutique shops, cozy cafes, and fine dining options. Whether you’re looking for a quaint coffee shop or a gourmet restaurant, Wellesley has something to satisfy every palate.

With its rich history, strong community spirit, and beautiful surroundings, Wellesley is not just a place to live; it’s a place to thrive. Come discover the magic of Wellesley, where every day feels like a step into a storybook!

Newest Listings in Wellesley

$4,999,000

6 Beds ⋅ 8 Baths ⋅ 73555707 MLS

Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

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

$3,800,000

5 Beds ⋅ 6 Baths ⋅ 73555589 MLS

Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped ½ acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated marble baths and optional first floor main suite. Total 5 Bedrooms, 3 full and 3 half baths. Crystal chandeliers throughout the house. Fully finished basement with checkered Italian marble floors in the front room. Fenced back yard with a deck and a stone fire pit. Attached two car garage. Bates elementary school. Meticulously maintained this home is perfect for peaceful living or entertaining friends.

23 Bellevue, Wellesley

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 73554554 MLS

Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while abundant south-facing windows fill the home with natural light. A first-floor office provides an ideal work-from-home space. The spacious primary suite offers walk-in closet and a spa-inspired bath. Two addt’l bedrooms share a full bath. The walkout lower level boasts 12-foot ceilings, a large recreation room, and flexible bonus space for a 4th bedroom w/ a full bath or fitness room. A 2-car garage, professional landscaping, and a level backyard complete this exceptional property. Conveniently located near Boston, commuter rail, shops, restaurants and the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$2,865,000

5 Beds ⋅ 6 Baths ⋅ 73552915 MLS

Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels. Stunning chef's kitchen w/ oversized island & premium appliances flows seamlessly into dramatic family room—ideal for everyday living & entertaining. Elegant dining room, thoughtfully designed mudroom & private bedroom suites on the 2nd, 3rd & lower levels provide exceptional flexibility for guests, au pair, home office or multigenerational living. Gorgeous primary bedroom suite w/ lavish bath. Expansive lower level offers endless possibilities for recreation, fitness or media. A rare opportunity to enjoy the quality, space & convenience of nearly new construction.

265 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$2,395,000

4 Beds ⋅ 5 Baths ⋅ 73552192 MLS

Nestled on a quiet cul-de-sac near Morses Pond and Wellesley's renowned trail network, this modern Colonial offers 3,750 sq ft across three finished levels. A gracious foyer opens to formal living and dining rooms, while the sun-filled family room with fireplace flows seamlessly into the renovated chef's kitchen featuring Viking and Miele appliances, quartz countertops, center island, breakfast nook, and access to the deck overlooking the private fenced backyard. Upstairs, the spacious primary suite offers a luxurious bath and oversized walk-in closet, accompanied by three additional bedrooms, including one en suite, a full bath, and second-floor laundry. The finished lower level features an expansive recreation room, media room, bar area, exercise space, powder room, and abundant storage. Convenient to Wellesley Center, top-rated schools, shopping, commuter routes, and outdoor recreation.

11 Shadow Ln, Wellesley

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

$3,250,000

4 Beds ⋅ 4 Baths ⋅ 73551561 MLS

Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell.

25 Hundreds Cir, Wellesley

Listing courtesy of Listing Agent: Greer Tan Swiston from Listing Office: Coldwell Banker Realty - Newton.

$1,068,000

2 Beds ⋅ 2 Baths ⋅ 73551418 MLS

This Brighton end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square's shops, dining, and the train to Boston. The home features hardwood floors throughout, two bedrooms, two bathrooms and a versatile room on the third floor. The modern granite kitchen flows into a dining area that opens to a private patio, while the inviting family room with a fireplace creates the perfect space to relax. The finished lower level adds a recreation room and laundry, and two assigned outdoor parking spaces complete this exceptional offering. 2025 roof and skylight windows.

26 Pleasant St Unit B, Wellesley

Listing courtesy of Listing Agent: Zhen Guo from Listing Office: Coldwell Banker Realty - Brookline.

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 73551271 MLS

126 Walnut St Unit 126, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$839,000

2 Beds ⋅ 2 Baths ⋅ 73550145 MLS ⋅ ['Linden Square Townhomes'] BLDG.

Completely renovated in 2015, this quiet, move-in ready unit in desirable Linden Square Townhomes offers quality craftsmanship, private outdoor space, and a convenient in-town Wellesley location. Hardwood floors, crown molding, updated lighting, and a fireplaced living room with a custom mantel create a warm, inviting space. French doors open to a newly renovated private paver patio, while the rear entrance provides direct access to the assigned parking space. The kitchen features marble countertops, a marble backsplash, custom cabinetry, stainless steel appliances, a wine cooler, and a peninsula with seating. Upstairs offers two spacious bedrooms, an updated full bath with marble flooring, a marble vanity, glass shower enclosure, Toto fixtures, and convenient second-floor laundry. Convenient to Linden Square, shops, restaurants, commuter rail, town fields, tennis courts, and walking paths.

11 Oak Street Unit 33, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

$1,349,000

3 Beds ⋅ 3 Baths ⋅ 73549723 MLS

Welcome to this beautifully newly renovated lakeview home in one of Wellesley's most desirable neighborhoods, just a short walk from Morses Pond. This move-in-ready home features 3 bedrooms, 2.5 full bathrooms, with a bright, open-concept layout ideal for everyday living and entertaining. The sun-filled living room showcases oversized windows with beautiful lake views, while the modern kitchen features stainless steel appliances and seamlessly connects to the main living areas. The second floor offers three generously sized bedrooms, including primary suite, all with hardwood floors. A finished lower level provides flexible space for a playroom, home gym, or media room, with a laundry area and storage. Recent upgrades, high-efficiency HERS Approved, brand-new HVAC system, 2 zone heating and central A/C, upgraded 400-amp electrical, energy-efficient spray foam insulation, and a paved driveway with 6 parkings. Enjoy breathtaking lake views, top-rated schools, and exceptional renovations in this beautiful home

63 Russell Rd, Wellesley

Listing courtesy of Listing Agent: Mei Chet from Listing Office: Keller Williams Realty Boston Northwest.

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 73547678 MLS

Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio and mature landscaping create a private outdoor retreat perfect for entertaining or simply unwinding after a long day. Downstairs, the finished lower level adds tremendous flexibility with a secondary living room, a private office, a full bathroom, ample storage, and direct access to the garage. Close to Wellesley's town center, middle school, and high school, this is a home that truly has it all.

44 Windemere Rd, Wellesley

Listing courtesy of Listing Agent: Aranson Maguire Group from Listing Office: Compass.

$6,350,000

6 Beds ⋅ 7 Baths ⋅ 73547652 MLS

Set within Wellesley’s distinguished Cliff Estates, this contemporary residence, completed in 2025, blends scale, refined design, and modern luxury across three finished levels. A grand foyer with floating stair and walls of windows introduces light-filled interiors with generous ceiling heights. Formal living and dining rooms, supported by a Butler’s station, elevate entertaining. The kitchen anchors daily life with an oversized island, premium appliances, and a separate pantry with patio access. A family room, private office, and first-floor en-suite complete the main level. Upstairs, the primary retreat offers a spa-inspired bath and custom walk-in closet, set apart from a lounge and three en-suite bedrooms. The walkout lower level extends the living space with recreation, media, gym, and an en-suite guest room. Two bluestone patios and a landscaped yard bordered by a mature tree line create a private outdoor setting near shops, dining, trails, and Wellesley Country Club.

9 Bellevue Road, Wellesley

Listing courtesy of Listing Agent: Nekky Parkiotis from Listing Office: Real Broker MA, LLC.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.