Refine Search
Map
Sort by
$1,885,000
4 Beds ⋅ 4 Baths ⋅ NEW Status ⋅ 73575263 MLS ⋅ 3,093 SqFt.
An inviting front porch welcomes you to this traditional New England Colonial, steeped in local history and timeless charm. Step inside the lovely foyer and gracious center hall, where a thoughtful floor plan offers effortless living and entertaining. An abundance of windows fills the home with natural light. The custom-designed kitchen is a chef’s delight, featuring two sinks, two ovens, and generous counter and cabinet space. It opens to the formal dining room with its walk-in bay and the cozy family room, complete with built-ins. Pocket doors lead to the elegant living room, where a gas fireplace and window seat create the perfect setting for relaxing or enjoying a quiet read. Upstairs, the primary bedroom features two closets, a charming bay window, and an en suite bath with a large shower, double vanity and laundry. Two additional generously sized bedrooms and a full bath complete the second floor. The tree-top third-floor retreat, surrounded by a bank of windows, offers a peaceful and inspiring space for an office or studio, along with a fourth bedroom, full bath, and abundant storage. Designed by a Beacon Hill landscape architect, the beautifully landscaped grounds invite you to enjoy the brick patio and thoughtfully designed gardens. Two driveways provide parking for four cars.Ideally located near the Brook Path, Wellesley Hills commuter rail to Boston, restaurants, and cafés, with easy access to major commuting routes, this exceptional home offers the perfect blend of character, comfort, and convenience—an unbeatable offering for your next home.

35 Forest Street, Wellesley
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73574530 MLS ⋅ 2,714 SqFt.
Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.

8 Cypress Rd, Wellesley
$2,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73574271 MLS ⋅ 3,746 SqFt.
Situated in the coveted Cliff Estates, this meticulously reconstructed contemporary home offers a sophisticated, light-filled interior designed for effortless modern living.This 4 bedroom, 4 full bathroom house is perfect for any stage in life. The main level features an open-concept flow anchored by an expansive gourmet kitchen with oversized island, vaulted ceilings and high end stainless steel appliances including a 6 burner Wolf range, Sub zero refrigerator, Bosch dishwasher, 2nd Bosch oven and microwave, Sub zero wine fridge and additional beverage fridges as well as ample counter space and storage in the butlers pantry. This space seamlessly transitions into a spacious dining area and a living room framed by custom built-ins and access to the backyard and patio. The home office is tucked away in the back of the house with custom built ins and two work stations. The upper level comprises the primary suite, complete with a generously proportioned walk-in closet with island and a marble-appointed bathroom with double sinks. There are two additional bedrooms and a full bathroom with double sink and tub/shower. A private fourth bedroom, located a few steps down, serves as an ideal guest or nanny suite with an adjacent full bath. Hardwood floors on all these levels. The lower level extends the footprint with a large family room/play room, a dedicated laundry area, an exercise area, custom storage, and another full bathroom. Set on a professionally landscaped, level lot, the exterior features a private bluestone patio overlooking a manicured lawn. The property combines quiet neighborhood privacy with exceptional convenience, located within one mile of public transit, local shopping, and major commuter routes.

54 Edmunds Rd, Wellesley
$1,375,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73572680 MLS ⋅ 1,570 SqFt.
Ideally located at the end of a quiet cul-de-sac, this inviting Colonial is just a short distance from town center, the commuter train, and schools. A welcoming living room with a gas fireplace and custom cabinetry sets the tone as you enter. The spacious, open-concept kitchen and dining area is bright and sunny, with a thoughtfully designed kitchen featuring a center island with seating—perfectly suited for everyday living and entertaining. A French door leads to a versatile den or home office, offering a tucked-away space for work or relaxation. The second and third floors provide flexible bedroom options, with access to an expanded third floor offering additional possibilities. Outside, the fantastic backyard adjacent to the Brook Path, features lush foliage and a level lawn ideal for outdoor fun and games. A wonderful home with space to grow, personalize, and enjoy for years to come!

7 Dexter Road, Wellesley
$1,995,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73570070 MLS ⋅ 3,216 SqFt.
This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed from the screened in porch overlooking a large and professionally maintained yard with mature plantings and total privacy. The lower level is spacious with a finished family room, full bath, and walkout to the backyard. On the 2nd floor are three bedrooms, an office area, a full bath, and large walk-in closet, plus a walk-in attic for extra storage area. Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, this property has easy access to commuting routes.

186 Oakland Street, Wellesley
$1,395,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566903 MLS ⋅ 1,800 SqFt.
Welcome to this inviting 4 bedroom, 2.5 bath home featuring a desirable open floor plan. The updated kitchen with high end appliances, showcases quartz countertops, a spacious island, and a seamless connection to the living areas, creating an ideal space for both daily living and entertaining. A generous dining room sits just off the kitchen and family room, offering an easy layout for gatherings with friends and family. Upstairs, you’ll find three well-sized bedrooms and two full baths, including a serene primary suite with marble bath. The expansive backyard provides a private outdoor retreat with ample space for recreation, dining, and relaxation. The landscaped setting enhances the outdoor experience while maintaining a sense of privacy. Thoughtfully designed and move-in ready, this home blends comfort, versatility and indoor-outdoor living. Conveniently located near shops, restaurants, commuter rail, and major highways for an easy commute into Boston! Come see all this home has to offer and discover this great opportunity to make it your own.

560 Worcester St, Wellesley
$1,980,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73565625 MLS ⋅ 3,136 SqFt.
Location! Location! Location! Ideally located in the popular Wellesley Square neighborhood, just steps to the Brook Path, library, commuter train, shops, dining, and highly regarded Wellesley schools. This bright and spacious Colonial offers 4 bedrooms and 4 full baths, with hardwood floors throughout. The impressive two-story foyer opens to an inviting floor plan ideal for comfortable living and entertaining. The extra-large updated kitchen features abundant cabinetry, granite countertops, modern finishes, and a 2025 Bosch stove. A major whole-house renovation and floor plan redesign was completed in 2014, including a spacious family room addition, main bedroom suite, and ductless heating/cooling with 7 units. Two heat-pump systems provide additional efficiency. New roof (2015). Recent updates include attic and crawl-space insulation (2025), driveway extension (2025), fresh interior paint (2026), and driveway recoating (2026). Enjoy a good-sized backyard and an exceptional location close to everything Wellesley has to offer.

8 Wilson St, Wellesley
$1,675,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73562667 MLS ⋅ 2,086 SqFt.
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.

29 Cottage Street, Wellesley
$1,980,000
4 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73562429 MLS ⋅ 3,330 SqFt.
Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

42 Sheridan Rd, Wellesley
$1,099,999
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73557701 MLS ⋅ 1,514 SqFt.
A timeless Wellesley treasure nestled on the sought-after Wellesley–Natick line. Rich with character and vintage charm, this beloved home offers a rare opportunity to embrace its cozy cottage appeal or reimagine it into the home of your dreams. Original architectural details, warm living spaces, and a welcoming atmosphere create the perfect canvas for homeowners, renovators, or builders alike. Whether you envision preserving its nostalgic charm with thoughtful updates or creating a stunning custom residence, the possibilities are endless. Enjoy a peaceful neighborhood setting with easy access to Wellesley's vibrant downtown, top-rated schools, commuter rail, shopping, dining, and nearby conservation trails. Opportunities like this are increasingly rare—a home filled with history, character, unlimited potential in one of MetroWest's most desirable locations. Bring your imagination and discover everything 7 Schaller Street has to offer.

7 Schaller Street, Wellesley
$1,795,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73554554 MLS ⋅ 3,200 SqFt.
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, the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley
$3,250,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551561 MLS ⋅ 3,712 SqFt.
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
$1,795,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73551271 MLS ⋅ 3,200 SqFt.
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
$2,295,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73546333 MLS ⋅ 3,776 SqFt.
Welcome to 38 Upwey Road, offering generous living space, a flexible floor plan and an unbeatable Wellesley location. Built in 1993, this 4-bedroom, 3.5 bath home offers three finished levels, an oversized 2-car garage and a bright, open-concept floor plan. Newly refreshed, the kitchen features brand-new countertops and appliances, while recent roof and system updates offer added peace of mind. A dedicated home office provides the perfect work-from-home space. The walk-out lower level adds tremendous versatility with a spacious recreation area, full bath and wine storage room. Enjoy a private backyard while being just moments from Linden Square, Wellesley’s commuter rail, schools and major commuting routes. A wonderful opportunity to enjoy space, convenience and a prime Wellesley location.

38 Upwey Rd, Wellesley
$1,490,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73542088 MLS ⋅ 2,218 SqFt.
Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spacious raise ranch house which located on a quiet street. Gleaming hardwood floors , open concept updated kitchen with maple cabinets and granite countertops. The spacious living and dining areas flow effortlessly into a welcoming family room with sliding doors leading to a private patio—perfect for entertaining or relaxing outdoors. Master bedroom comes with a bonus room, two more bedrooms on the 1st level with lots of storage space. Lower level is a finished basement, comes with one more bedroom, full bath, laundry, mudroom and access to the attached two car garages. Fenced in yard, minutes from Schofield Elementery School. Don't miss your chance to make 32 Bobolink Rd your new home!

32 Bobolink Rd, Wellesley
$1,299,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535428 MLS ⋅ 2,233 SqFt.
Wonderful opportunity to own an affordable two-family home in Wellesley. Don't miss this charming two-family home nestled in a desirable neighborhood setting — rich in character and architectural detail with a stunning wrap-around porch that sets it apart. Each unit offers 2 bedrooms, updated electrical service, and a large detached 2-car garage adds exceptional value. Commuters will love the easy highway access, while the generous 13,000 SF lot offers ideal outdoor space with lots of possibilities.

31 Lantern Lane, Wellesley
$1,895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73533550 MLS ⋅ 2,896 SqFt.
Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Adding to the home's versatility is an exceptional bonus space above the detached two-car garage, perfect for a home office, fitness studio, creative workspace, guest overflow, or potential future accessory dwelling unit. Outdoors, multiple porches, a patio, and beautifully landscaped grounds provide inviting spaces for relaxation, gathering, and enjoying the peaceful setting.A rare offering that combines historic charm, modern updates, flexible living space, and an unbeatable Wellesley Hills location.

40 Kimlo Rd, Wellesley
$2,500,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533506 MLS ⋅ 2,998 SqFt.
Set on a naturalized landscaped oversized lot in a sought-after Wellesley location, this sun-filled Arts and Crafts residence blends timeless character with refined versatility. Thoughtfully expanded with custom architectural details, the home offers primary suites on both the first and second floors, generous additional bedrooms and baths, and flexible spaces for work, guests, or quiet retreats. Skylights, fireplaces, and vaulted ceilings bring warmth, light, and scale throughout, and the landscaped grounds and specimen plantings complete the setting.•4 bedrooms, including primary suites on both the first and second floors•3 full baths and 2 half baths•Skylights, fireplaces, and vaulted ceilings throughout•Thoughtful expansion featuring custom architectural details•Spacious two-car garage with attached workroom•Lower level provides generous storage and oversized playroom •Outdoor patio. Plant lovers paradise . Near Town center/Dana Hall, Hunnewell School, library. West facing sunsets.

42 Temple Road, Wellesley
$2,980,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73513990 MLS ⋅ 5,200 SqFt.
Exceptional 2016 construction in one of Wellesley’s most sought-after neighborhoods near town, top-rated schools, scenic trails, and Morses Pond. Built by a premier local builder known for superior craftsmanship and elevated building standards, this sun-filled 4-bedroom home offers thoughtful open design and custom details throughout. Elegant living room with tray ceiling and bay window, spacious dining room with paneled wainscoting, and chef’s kitchen with custom cabinetry, granite countertops, high-end stainless steel appliances, and oversized island opening to a family room with stone-faced gas fireplace, built-ins, and private covered porch and patio. Luxurious primary suite with spa-like bathroom, radiant heated floors, and oversized shower. Second ensuite bedroom. Finished lower level with full bath and oversized windows plus finished third floor ideal for office, gym, or playroom. Flexible living space in a prime Wellesley location.

35 Marshall Rd, Wellesley
$1,125,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73511385 MLS ⋅ 1,400 SqFt.
Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room.

2 Marigold Ave, Wellesley
$2,890,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73482936 MLS ⋅ 3,334 SqFt.
Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

162 Hampshire Rd, Wellesley
$2,890,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73482935 MLS ⋅ 3,334 SqFt.
Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

162 Hampshire Rd, Wellesley
$1,285,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73469533 MLS ⋅ 2,150 SqFt.
Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS appliances and granite counter tops and access to rear deck overlooking level backyard. Living room with fireplace and formal dining area complete the main floor. The fully finished ground level is sunny and bright, with a separate entrance and “mud-room” area and a bedroom with an updated half-bath, fireplace, and built-in shelving/storage. The large open floor plan provides great flexibility of use for an office, gaming lounge, work-out and entertainment room. Easy access to commuter rail, 95, Rt. 9, schools, parks, shopping and restaurants and Babson and Wellesley and Mass Bay colleges.

96 Washburn Avenue, Wellesley

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.