Wellesley Homes for Sale

Welcome to Wellesley, Massachusetts – a picturesque gem nestled in Norfolk County that perfectly blends suburban tranquility with vibrant community life. Known for its lush landscapes, historic charm, and top-tier schools, Wellesley is a place where families thrive and dreams come home. Just a short drive from Boston, this affluent town offers residents the best of both worlds: serene living with easy access to the bustling city.

Wellesley is celebrated for its beautiful neighborhoods, featuring tree-lined streets and an array of architectural styles, from classic New England colonials to modern masterpieces. The town boasts a rich cultural scene, with local boutiques, fine dining, and art galleries that add to its charm. Outdoor enthusiasts will appreciate the numerous parks, lakes, and nature trails, perfect for leisurely strolls or invigorating hikes.

For those considering a move, Wellesley’s real estate market is as diverse as its community. Homes for sale in Wellesley range from stately mansions to cozy family homes, catering to various tastes and budgets. Each property is a unique opportunity to become part of this welcoming town, where neighbors become friends and community spirit thrives.

Whether you’re drawn to Wellesley for its excellent school system, its vibrant community events, or its stunning natural beauty, you’ll find that this town is not just a place to live; it’s a place to belong. Explore our listings today and discover the perfect home in Wellesley, where your next chapter awaits!

Newest Wellesley Homes for Sale

$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 6400 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.

$1,349,000

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.

$1,198,000

3 Beds ⋅ 2 Baths ⋅ 73547038 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.

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 73546333 MLS

Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation room, media room or guest retreat - offering direct access to the outdoors. Upstairs, comfortable bedrooms and well-appointed baths create a welcoming setting for family and guests alike. Ideally situated near commuter rail access, major routes, and all that Linden Square has to offer, including shops, restaurants, and everyday conveniences. This home delivers the perfect balance of comfort and convenience in one of Wellesley's most sought after neighborhoods.

38 Upwey Rd, Wellesley

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

$1,625,000

3 Beds ⋅ 3 Baths ⋅ 73546159 MLS

Come see the perfect blend of sophisticated design and everyday comfort in this stunning 3-bedroom, 2.5-bathroom brick home situated on a picturesque, tree-lined street. The inviting open floor plan is bathed in natural light, accentuating the gleaming hardwood floor running throughout the entire home. A chef’s kitchen on the first floor featuring high-end appliances, custom cabinets, and ample prep space. An elegant French door leads directly from the dining area to a spacious deck for relaxing & entertaining. A sun-drenched space perfect for a quiet home office/sunroom. Primary bedroom on 2nd floor is your private sanctuary featuring a beautiful ensuite bath with heated floor. Two additional well-sized bedrooms offer flexibility for family, guests or hobby rooms. The versatile lower-level finished space provides ultimate setting for a game/exercise room. Enjoy the convenience of "walk-to" living, whether you are commuting via nearby train station or exploring the vibrant town center.

20 Shaw Rd, Wellesley

Listing courtesy of Listing Agent: Anita Sung from Listing Office: Shea Realty Group.

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