Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite millwork and a thoughtful, modern floor plan. The first floor is designed for effortless living, boasting a formal living and dining room, a dedicated office or guest bedroom with a full bath, and a stunning chef’s kitchen equipped with Thermador appliances that flows into an inviting fireplaced family room that overlooks the very private grounds. Upstairs, you’ll find four generous bedrooms with large finished closets, including a sumptuous primary suite featuring three closets and a spa-like bathroom. The lower level has a play room, mud room, and full bath. Outside, a beautiful, secluded patio offers a private oasis for alfresco dining. If you’ve been searching for a high-design new build that doesn’t compromise on square footage, this is the one. Experience the luxury of extra space in a premier Wellesley location.
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.
Great Location! Special Wellesley setting bordering conservation land & Fuller Brook! Light-filled 3BR/2.5BA Dutch Colonial offering privacy, character, and exceptional convenience to Wellesley Center, commuter rail, WHS, libraries, shops, parks & Brook Path. Spacious living room with fireplace, dining room opening to deck, and well-appointed kitchen with breakfast bar, pantry storage, Café induction range and stainless appliances. Recent improvements include, Hardie Plank siding, triple-pane ENERGY STAR windows (2023), new dishwasher (2025), refinished hardwood floors (2026), freshly painted deck (2026), and fresh interior paint. MantelMount TV system adds a polished entertainment solution. Upstairs features primary bedroom with double closets, two additional bedrooms and full bath with radiant floor heat. Walk-out lower level offers flexible family/bonus space with second fireplace/Jøtul pellet stove, full bath, laundry and storage. Level wooded lot with native landscaping, raised garden beds and detached one-car garage. A rare combination of peaceful natural setting and outstanding Wellesley access. Schedule a private showing today!
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.
Welcome to a picture-perfect Dutch Colonial in Wellesley's coveted Dana Hall neighborhood! Walk to everything - Wellesley Square restaurants and shops, the commuter rail, the newly constructed and top rated Hunnewell Elementary School, Library, Whole Foods, and the Brook Path. Fully renovated in 2026 - This charming home filled with natural light lives like new construction with elevated finishes throughout. New Hardie shingle siding, roof, Andersen windows, electrical, plumbing, efficient HVAC, and fully insulated. The heart of the home is a stunning, magazine-worthy kitchen featuring a generous center island, eat-in area, walk-in pantry, quartz countertops, and top of the line appliances (Wolf + GE Monogram), with a generous mudroom attached. The formal living and dining rooms are stunning. Upstairs, you'll find four bedrooms and three bathrooms featuring upgraded finishes. The primary suite features a vaulted ceiling, an en-suite bathroom, and his / her closets with custom built-in storage. The primary bathroom boasts a large double vanity and marble walk-in shower. Retreat to the lower level family room / playroom / gym which includes a generous walk-out to the backyard, two large bedrooms, and a full bathroom with walk-in shower. Backyard includes a new bluestone patio, mature decorative trees, lush lawn (with irrigation), and an elegant privet hedge. Driveway and 1.5 car garage on Dexter Rd - A low traffic cul-de-sac with only seven houses.A one of a kind opportunity!
Wellesley Hollow is a professionally managed 55+ condominium community offering comfortable, low-maintenance living in an exceptional commuter location. This beautifully maintained first-floor, 2-bedroom, 2-bath residence, which was gut renovated 2 years ago, features an open-concept floor plan designed for both everyday living and entertaining. The well-appointed kitchen offers granite countertops, abundant cabinetry, good counter space, which flows seamlessly into the bright and inviting living and dining areas. The spacious primary suite offers a walk-in closet and a private bath, while the second bedroom and full guest bath provide flexibility for visitors, a home office, or hobbies. Additional conveniences include in-unit washer and dryer and newer appliances. Residents enjoy amenities with a reasonable condo fee that include heat, air conditioning, elevator, fitness room, and a club room with a full kitchen for social gatherings and private events. Just moments away are the Wellesley Sports Center with its indoor pool, ice rinks, fitness facilities, and walking track, Morse's Pond, Overbrook Reservation, scenic nature trails, the Fells Library, Linden Square, restaurants, shopping, downtown Wellesley, and convenient access to the Mass Pike, I-95, and Route 128. Enjoy the perfect blend of comfort, convenience, and an active lifestyle in Wellesley at an affordable price!
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!
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.
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!
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.
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.
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!
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.
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.
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.
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.
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.
Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2 bath condo featuring an open floor plan and soaring 9' ceilings. Enjoy beautiful views overlooking Sprague Field in this boutique 24-unit association. This unit includes two garage parking space, plus ample guest parking.The top-of-the-line kitchen boasts high-end appliances, a center island, and sleek finishes—perfect for cooking and entertaining. The spacious living room offers a cozy fireplace and balcony overlooking Sprague Field. There is a separate dining area.The primary suite includes a walk-in closet and a luxurious primary bath. The second bedroom has two closets. There is in-unit laundry. Conveniently located close to shopping, restaurants, and major highway access
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!
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.
Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market.
Lovely Cottage on Morses Pond with stunning views, it's as if you are on a vacation everyday. Extensively renovated & thoughtfully reimagined to showcase the natural beauty of its surroundings with an easy open concept design. The 1st floor's spacious living room has a fireplace & built-ins that flow seamlessly to a timeless white shaker cabinetry kitchen w/SS appliances, marble, & center island w/ seating. The adjacent dining room with a large bay window & window seat, is a wonderful spot for your morning coffee or sunset dinners. The 2nd floor has 3 well proportioned bedrooms all with terrific closet space, a full bath & laundry. Bonus rooms in the walk out lower level, offer flexibility for a home office, playroom or workroom. Outdoor fun all year round in a vibrant neighborhood, enjoy kayaking, canoeing to ice skating from your backyard. Relax at the end of the day on the wrap around deck watching the swans drift by on the pond. Take in the tranquility of this special home.
Exceptional new construction with a fresh take on transitional luxury, blending incredible design with warm, livable spaces. Bathed in natural light, this beautifully built home features soaring ceilings, and has layers of impeccable detail. The stunning chef's kitchen serves as the centerpiece of the home, showcasing custom white oak cabinetry, stunning exposed wood beams, top appliances, and an effortless flow into the dining and living areas–perfect for entertaining. The office has a calming palette, ideal for working from home. Retreat to the primary suite, complemented by a spa-inspired marble bathroom. Each additional bath was crafted with high-end materials. The same quality is in the finished lower level playroom and gym. Step outside to a private backyard and covered patio with a fireplace which sets the stage for outdoor living and entertaining. An unparalleled offering in the Dana Hall area of town- close to the Hunnewell School, shops, restaurants and the train!
Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.
Wellesley is located in Massachusetts. Wellesley, Massachusetts has a population of 29,365. Wellesley is more family-centric than the surrounding county with 46.94% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Wellesley, Massachusetts is $226,250. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Wellesley is 35.3 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 48.7 inches per year, with 49.9 inches of snow per year.
