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$6,000
4 Beds ⋅ 2 Baths ⋅ 73575466 MLS
Updated Single Family home in ideal Wellesley location. Tucked away on a quiet street just moments from the Farms train station, Warren Park, and Lower Falls restaurants, this charming home sits on a beautiful, private lot. The main level features an open-concept kitchen, dining area, and family room with a gas fireplace, all opening onto a deck overlooking the picturesque backyard—perfect for enjoying indoor/outdoor living. Two bedrooms and a full bath complete the main floor, offering flexibility for family, guests, or a home office. Upstairs, the spacious primary suite includes a full bath and large walk-in closet, along with an additional bedroom and a light-filled landing with space for a desk or seating area. The lower level offers laundry, a versatile bonus room ideal for a playroom, gym, or home office. A wonderful opportunity to enjoy a peaceful location with convenient access to commuter rail, parks, restaurants, and everyday amenities. No Smoking. Pet Negotiable.

11 Springdale Ave, Wellesley

Listing courtesy of Listing Agent: Bridget McHugh from Listing Office: .
$1,885,000
4 Beds ⋅ 4 Baths ⋅ 73575263 MLS
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

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 73574530 MLS
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

Listing courtesy of Listing Agent: Osnat Levy from Listing Office: eXp Realty LLC - Corporate Office.
$4,500
4 Beds ⋅ 3 Baths ⋅ 73572941 MLS
Nestled on a peaceful cul-de-sac near the Wellesley/Weston line, this sun-filled four-bedroom Cape offers exceptional convenience to Route 9, Wellesley Square, the Commuter Rail, Fells Market, Wellesley College, the Mass Pike, and Natick Mall. Located in the sought-after Hardy School district, the home is freshly painted inside and out and features gleaming hardwood floors. The main level includes an eat-in kitchen with direct access to a spacious deck, a family room, formal dining room, versatile bedroom or home office, and full bath. Upstairs are two generously sized bedrooms—one with skylights—ample closet space, and a second full bath. The walk-out lower level offers a fourth bedroom, laundry area, half bath, and direct garage access. Set on a rare, oversized 0.34-acre lot, the serene, private backyard provides wonderful space for outdoor living, with a shed for additional storage.

7 Sunnyside Ave, Wellesley

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 73572680 MLS
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

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.
$7,400
4 Beds ⋅ 4 Baths ⋅ 73569683 MLS
Gorgeous single-family residence in one of the nicer areas of Wellesley. Close to Whole Foods and Linden Square! Recently renovated, with 4 bedrooms & 4 full bathrooms. Its prime location speaks volumes, located just steps from public schooling and parks; this home has clearly defined living and dining spaces. Enormous family room addition with cathedral ceilings that lead out to a beautiful deck overlooking the homes beautifully landscaped grounds or down to a spacious au pair suite.

49 Cottonwood Road, Wellesley

Listing courtesy of Listing Agent: Ryan Drowne from Listing Office: Coldwell Banker Realty - Boston.
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 73566903 MLS
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

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
$4,750
4 Beds ⋅ 2 Baths ⋅ 73565004 MLS
Available now! Beautifully renovated first-floor residence in a well-maintained two-family home located in the heart of Wellesley. This bright and spacious unit features hardwood flooring throughout, central heating and air conditioning, a modern kitchen with granite countertops, and an open layout connecting the kitchen to the family room. Step outside to a generous private deck overlooking a backyard that borders Hunnewell Fields, offering a peaceful outdoor setting. Enjoy an unbeatable location just a short walk to Wellesley Town Center, Whole Foods, local shops and restaurants, Wellesley Middle School, Wellesley High School, and the Wellesley Hills commuter rail station, making commuting easy. Ample off-street parking is available. Rent includes water and sewer; landscaping and snow removal; tenants are responsible for all other utilities.

440 Washington St Unit 1, Wellesley

Listing courtesy of Listing Agent: Lin Wu from Listing Office: JW Real Estate Services, LLC.
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 73562667 MLS
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

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.
$1,980,000
4 Beds ⋅ 3 Baths ⋅ 73562429 MLS
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

Listing courtesy of Listing Agent: Aphrodite Karpouzis from Listing Office: Gibson Sotheby's International Realty.
$5,300
4 Beds ⋅ 2 Baths ⋅ 73562291 MLS
Situated in Wellesley's coveted Dana Hall neighborhood, this sun-drenched residence spans the upper two floors of a classic two-family home at 12 Leighton Road, Unit 2. Offering 4 bedrooms and 1.5 bathrooms, this property is available for $5,700 per month. The spacious interior boasts rich hardwood floors, high ceilings, expansive windows, and architectural character throughout. A generous living room centered around a cozy fireplace nook flows effortlessly into a formal dining room complete with custom built-in cabinetry. The updated kitchen features white quartz countertops, colorful tiled backsplashes, built-in storage, and modern appliances. Step outside to a private screened porch overlooking mature trees and lush green space of the common, shared yard. Additional highlights include off-street garage parking, dedicated laundry, and shared yard space. The prime location provides quick access to Wellesley Square, the Brook Path, top-rated schools, and convenient commuter routes.

12 Leighton Unit 2, Wellesley

Listing courtesy of Listing Agent: Barbara Wales from Listing Office: Engel & Volkers Newton.
$1,795,000
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, 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.
$6,300
4 Beds ⋅ 3 Baths ⋅ 73553867 MLS
AVAILABLE NOW! Bright, spacious and recently upgraded 4 beds, 3 bath split level home on a quiet neighborhood in Wellesley.Unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes. 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 bedrooms and 2 bedrooms on the 1st level and the 4th bedroom/ play room/ office at lower level. Minutes from Schofield Elementery School, Fence in yard with good privacy, easy access to I-90/95/128, Route 9 and to Boston center. Do not miss the chance!

32 Bobolink Rd, Wellesley

Listing courtesy of Listing Agent: Liling Lin from Listing Office: PWK Realty LLC.
$5,500
4 Beds ⋅ 2 Baths ⋅ 73551901 MLS
Beautifully renovated two-level residence spanning the second and third floors of a well-maintained duplex in a highly desirable Wellesley location. The main level features hardwood flooring throughout, 2 bedrooms, a well-proportioned living room, and a renovated kitchen with granite countertop and stainless steel appliances, plus a newly updated full bathroom. Upstairs, you will find a spacious primary bedroom, a second full bathroom, in-unit laundry, and a fourth bedroom that can provide excellent flexibility as a study or home office. Enjoy access to the rear yard and nearby walking trails, popular restaurants/bakeries, and other village amenities. Conveniently located within walking distance to the commuter rail and major roadways, offering easy access to Boston and surrounding communities.

12 Eaton Ct. Unit 2, Wellesley

Listing courtesy of Listing Agent: Je B. Lee from Listing Office: Premier Realty Group.
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73551271 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.
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 73546333 MLS
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

Listing courtesy of Listing Agent: Erica Lockberg from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.
$1,490,000
4 Beds ⋅ 3 Baths ⋅ 73542088 MLS
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

Listing courtesy of Listing Agent: Key Kuen Ho from Listing Office: Blue Ocean Realty, LLC.
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 73533550 MLS
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

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.
$2,980,000
4 Beds ⋅ 5 Baths ⋅ 73513990 MLS
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

Listing courtesy of Listing Agent: Cook Real Estate Partners from Listing Office: Keller Williams Elite.
$1,125,000
4 Beds ⋅ 2 Baths ⋅ 73511385 MLS
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

Listing courtesy of Listing Agent: William Gath from Listing Office: Realty Executives Boston West.
$10,000
4 Beds ⋅ 5 Baths ⋅ 73491445 MLS
Available for long-term or short term rental, fully furnished. Available for immediate move-in. Pets with restrictions.

15 Waban Unit n/a, Wellesley

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

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