Wellesley MA Single Family Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73575899 MLS ⋅ 2,384 SqFt.

Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous primary suite provides a peaceful retreat, while central air conditioning and a two-car garage with EV charger add everyday convenience.Outdoor living is equally inviting with a stone patio and expansive deck designed for entertaining or simply unwinding in the tranquil setting. Rarely does a property offer such a serene and private atmosphere while remaining so well connected to everything Wellesley has to offer.

41-A Hunnewell Street, Wellesley

$1,195,000

3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73575416 MLS ⋅ 1,474 SqFt.

Welcome to College Heights. This classic home offers an unbeatable in-town lifestyle, just blocks from Wellesley's shops, restaurants, and commuter rail—your chance to enjoy effortless access to everything, all from a charming, established neighborhood. You are greeted by a covered portico, and inside tall ceilings, hardwood floors, and an easy, open flow set the tone throughout. The updated kitchen impresses with a substantial island, quartz countertops, and generous cooking space, while the sun-filled breakfast area just beyond makes for a bright, welcoming spot to gather. A living room next to the kitchen offers a relaxed retreat for everyday living. Upstairs, you'll find three bedrooms plus a versatile office nook—ideal for remote work or study. A renovated mudroom leads outside to a private yard framed by mature plantings, creating a peaceful outdoor escape. An excellent opportunity to start your next chapter.

56 Curve Street, Wellesley

$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

$2,150,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73574792 MLS ⋅ 4,404 SqFt.

Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home, the chef’s kitchen with oversized island, and luxury appliances (including double ovens), opens seamlessly to the fire-placed family room, where large sliders invite you out to the patio and private backyard. The dining area transitions beautifully from everyday meals to more formal gatherings, while a dedicated office, powder room, and mudroom off the two-car garage complete the main level. Upstairs, the serene primary suite features an incredible walk-in closet and spa-like bath with double vanity and separate freestanding tub + walk-in shower, is joined by generously sized guest bedrooms and sparkling baths. The finished lower level, with a spacious playroom, fifth bedroom, and full bath, offers exceptional flexibility for guests, recreation, or extended family.Thoughtfully designed, beautifully finished, and truly turnkey, 32 Lantern Lane offers the best of a newer home with warmth and privacy—all moments from Wellesley’s shops, dining, recreation, commuter routes, and highly regarded public schools.

32 Lantern Ln, Wellesley

$4,980,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73574731 MLS ⋅ 5,296 SqFt.

From the moment you arrive, you’ll fall in love with this much-admired white brick Colonial, beautifully sited on a charming corner in Wellesley’s coveted Cliff Estates. Set back from the road and surrounded by beautifully landscaped grounds, this exceptional home offers the perfect blend of elegance, comfort, and space for today’s lifestyle. Inside, gracious rooms unfold with everything exactly where you want it—and more than you expect. The inviting fireplaced living room opens to a light-filled sunroom, ideal as a home office or quiet retreat, with French doors leading to the stone patio. The state-of-the-art kitchen features generous stone countertops, new ovens and Sub-Zero refrigeration, a charming dining area with banquette seating, and an exceptional walk-in pantry. A gracious dining room with a window seat and custom built-ins is perfect for entertaining.The oversized family room, with its dramatic barrel ceiling, abundant windows, and doors opening to the yard, is sure to become the heart of the home. An additional study provides yet another flexible space for working from home or relaxing. A glamorous turned staircase leads to the second floor and a stunning primary suite featuring two walk-in closets and a luxurious marble spa bath. Three additional bedrooms and two full baths, including one en-suite, complete this level. The finished lower level offers even more versatile living space with a playroom, exercise area, additional bedroom, and full bath. Oversized three-car garage with added storage space is such a plus! Outside, enjoy professionally landscaped grounds with mature trees and beautiful plantings. Exceptionally maintained and beautifully decorated throughout, this elegant Cliff Estates home offers a rare combination of timeless style, generous living space, and effortless everyday comfort.

97 Arnold Road, Wellesley

$3,395,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73574615 MLS ⋅ 5,200 SqFt.

Exceptional new construction in one of Wellesley’s most beloved neighborhoods, set on an oversized .43-acre lot abutting the newly built Hardy Elementary School. Thoughtfully designed for modern living, this beautifully crafted five-bedroom, four-and-a-half-bath residence blends timeless architectural character with sophisticated finishes and a light-filled, highly functional floor plan. The main level unfolds through generously proportioned living spaces designed to transition effortlessly from everyday life to entertaining. At the heart of the home, the open-concept kitchen and family room create a warm and inviting gathering place, with an easy connection to the outdoors. A distinctive three-season porch with a wood-burning fireplace offers an exceptional extension of the living space—perfect for relaxed evenings, intimate gatherings, or simply enjoying the peaceful setting throughout much of the year. Upstairs, four beautifully appointed bedrooms are complemented by luxurious baths, a dedicated laundry room, and thoughtful details that reflect the home’s exceptional craftsmanship. The walk-out lower level adds remarkable versatility, featuring an expansive recreation space, a private fifth bedroom and full bath, storage, and direct access to the two-car garage. With its generous lot, refined interiors, flexible living spaces, and coveted location, this distinctive new residence offers a rare opportunity to enjoy the very best of Wellesley living—moments from top-rated schools, vibrant shops and restaurants, and convenient commuting routes.

12 Mellon Road, 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

$5,265,000

6 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573973 MLS ⋅ 7,850 SqFt.

Welcome to 40 Radcliffe Road, a brand-new construction masterpiece in Wellesley's sought-after Dana Hall neighborhood. Set on a 20,000 SF lot, this traditional home was thoughtfully designed and constructed to meet the needs to today’s buyer. The chef's kitchen anchors the main level with subzero, wolf and cove appliances, flowing into a sun-filled breakfast nook and an expansive living room with a custom fireplace. A formal dining room, butlers pantry, costco closet, a paneled office, two half baths and a mudroom with heated slate flooring complete the main level- all finished with three-piece crown molding, coffered and tongue-and-groove ceilings, and site-finished red oak flooring throughout. Upstairs, the primary wing is a true retreat — featuring a spa-like marble bath with heated floors, steam shower, rift cut white oak cabinetry, and an extraordinary 21'9" x 11' walk-in closet. Four additional bedrooms, each with access to a full bath, complete the second floor. The finished lower level offers a large recreation room with wet bar, home gym, and a sixth bedroom with full bath — ideal for guests or au pair. Outside: a covered patio with fireplace, professional landscaping, irrigation, landscape lighting, a 3-car garage pre-wired for EV charging, and room for a future pool or sports court.

40 Radcliffe Road, Wellesley

$2,195,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573935 MLS ⋅ 3,200 SqFt.

Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting central gathering space. A first-floor en-suite bedroom provides flexibility for guests, multigenerational living, or a private home office. Upstairs, additional bedrooms offer generous space and comfort. Located in a highly desirable neighborhood with convenient access to major routes, this home offers an easy commute to Boston while providing the comfort of a beautifully renovated residence ready for you to move right in.

6 Intervale Rd, Wellesley

$3,195,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573834 MLS ⋅ 6,034 SqFt.

Nestled on a quiet, tree-lined street just moments from Wellesley Town Center and the highly regarded Hunnewell Elementary School, this stunning six-bedroom home offers the perfect blend of luxury, comfort, and convenience. Thoughtfully designed with today’s lifestyle in mind, the expansive open floor plan seamlessly connects elegant living spaces, creating an inviting atmosphere for both everyday living and entertaining. Sun-drenched interiors showcase beautiful craftsmanship, generous proportions, and sophisticated finishes throughout. The chef’s kitchen flows effortlessly into the spacious family room, while formal and informal gathering spaces provide flexibility for every occasion. Six well-appointed bedrooms offer ample room for family, guests, and home offices. Outside, beautifully landscaped grounds provide a private retreat for relaxation and play. Ideally located near shops, restaurants, parks, schools and commuter routes.

1 Kenilworth Circle, Wellesley

$3,295,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573823 MLS ⋅ 4,585 SqFt.

Enjoy the beauty and serenity of the picturesque Longmeadow setting in this stunning Colonial! Offering an exceptional open-concept layout, streaming with natural light & thoughtfully designed, renovated & expanded for today’s modern living- this home has it all! The expansive gathering spaces seamlessly connect the chef’s kitchen, sun-filled family room & elegant dining areas, creating the perfect backdrop for everyday living & entertaining alike. Walls of windows frame sweeping view of the gorgeous grounds & patios. A luxurious primary suite provides a peaceful retreat, while four additional bedrooms offer flexibility for family and guests. Across multiple levels, the home blends timeless architectural detail with contemporary comfort, including a gracious foyer, home office, mudroom and a fabulous lower level with a playroom and exercise area. Set in one of Wellesley's most admired neighborhoods this property offers rare proximity to walking trails, the new Hunnewell school & town.

41 Longmeadow Road, Wellesley

$3,550,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73573676 MLS ⋅ 4,743 SqFt.

At 90 Parker Road, in one of Wellesley's most sought-after neighborhoods, this newly constructed single-family residence offers expansive, light-filled living space. Built with the care and craftsmanship of a custom home rather than a typical spec house, every detail was thoughtfully selected. The first floor offers an open-concept layout flowing from the living room into the kitchen, which features a large center island and a Thermador appliance package, along with a slider out to a patio finished in blue mist granite. The mudroom includes closet space, a pantry, a half bathroom, and a counter with mirror just before you head out the door, and connects directly to the porch. The dining room is spacious and elegant, offering plenty of room for family gatherings. This home offers five well-proportioned bedrooms, five full bathrooms, and an additional half bath. All four bedrooms on the second floor feature private en-suite bathrooms, and the lower level adds a fifth bedroom and bathroom, an office, an entertainment room, and a laundry room. The patio is accessible directly from the kitchen, while the porch sits on the other side of the home, and the property includes a two-car garage. Ideally located near Hardy School, downtown Wellesley, and major highways for an easy commute, this distinguished property invites a closer look to fully appreciate its caliber as a premier Wellesley address. Photos are renderings and represent a similar finish, not the actual completed home. Property is under construction - please do not enter or walk on the premises.

90 Parker Road, Wellesley

$3,995,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73573659 MLS ⋅ 5,059 SqFt.

Nestled in one of the area's most coveted neighborhoods with a seamless commute to Boston, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. Thoughtfully gut-renovated with the finest materials and craftsmanship, the home showcases an open-concept floor plan designed for both elegant entertaining and everyday living. Expansive windows flood the interiors with natural light, creating bright, inviting spaces even on the gloomiest days. At the heart of the home is a stunning designer kitchen complemented by a fully equipped catering butler's pantry. A spacious three-car garage and custom mudroom provide exceptional functionality for modern living. Flexible living spaces include two private offices, while generously sized bedrooms each enjoy their own dedicated bathrooms. The finished walkout lower level is bathed in natural light and offers abundant additional and flexible living space. Professionally landscaped grounds provide remarkable privacy .

39 Fairbanks Ave, Wellesley

$1,730,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573624 MLS ⋅ 4,471 SqFt.

Welcome to 9 Fells Circle, a beautifully updated home offering bright, spacious, and flexible living in a desirable Wellesley neighborhood. Featuring hardwood floors, a fireplaced living room, formal dining room, spacious family room, updated kitchen and baths, and central air. The unique multi-level layout provides comfortable separation between living and sleeping spaces.The spacious primary bedroom features a finished bonus/flex space just a few steps up, perfect for a private home office, fitness area, sitting room, or additional flexible living space. Generously sized bedrooms, a beautiful yard, and an attached garage complete the home. Conveniently located near Wellesley schools, shopping, dining, and major routes. First showings at the Open Houses this Saturday and Sunday!

9 Fells Circle, Wellesley

$3,650,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573386 MLS ⋅ 6,550 SqFt.

Be home for the holidays! Late 2026 completion and your time to customize now! Incredible opportunity to live in a gorgeous high quality new home! Open floor plan with kitchen family room along the entire back looking out to an oversized yard. Breakfast nook filled with windows. Large food pantry. Mudroom with excellent walk-in closet.. Both living room and dining room with stunning oversized signature windows. Butler's pantry connects dining room and kitchen. Main bedroom with spa-like bath and great walk-in closet. 3 additional bedrooms all with fabulous closets and 2 full baths. Laundry room completes the 2nd floor. Incredible lower level with 5th bedroom plus bath, home office, oversized playroom and exercise room. Wonderful neighborhood close to schools and Boston.

25 Mansfield Road, Wellesley

$5,350,000

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73573262 MLS ⋅ 8,700 SqFt.

Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

$2,390,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73572834 MLS ⋅ 4,692 SqFt.

Set on a beautifully landscaped, expansive lot surrounded by mature trees, this inviting Colonial offers exceptional privacy, a peaceful setting, and unmatched convenience just steps from PAWS Preschool and Fiske Elementary School. Featuring renowned Grignaffini construction, the home showcases a bright, comfortable layout with hardwood floors and abundant natural light throughout. The main level includes a spacious living room, formal dining area, and a welcoming family room with vaulted ceilings centered around a Valor gas fireplace. The heart of the home is the custom Grignaffini chef’s kitchen (2020), complete with premium Cambria quartz countertops, top-tier Bosch appliances, a Miele steam oven, and a dedicated bar sink with an in-line water filtration system. A separate office or playroom provides flexible work-from-home options.Upstairs, the spacious primary suite features a large walk-in closet, accompanied by three additional bedrooms, renovated full baths, and a convenient dedicated second-floor laundry room added in 2020. The Grignaffini-finished lower level expands the living space further with a fifth bedroom or second office, a full bathroom, ample storage, and an additional washer and dryer setup.Outside, relax on the deck and enjoy exceptional privacy in the lush, tree-buffered backyard—a peaceful natural retreat. Extensive capital updates provide complete peace of mind, highlighted by a 2023 roof and updated major systems. An oversized two-car garage completes this turn-key Wellesley home.

76 Mclean St, 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

$2,695,000

5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73571045 MLS ⋅ 4,054 SqFt.

Set on a picturesque cul-de-sac in Wellesley’s coveted Poet's neighborhood, this exceptional home offers an ideal blend of sophisticated living and everyday comfort. An inviting open floor plan creates a seamless flow between the kitchen, dining, and living spaces, while thoughtfully designed formal and informal rooms provide flexibility for both entertaining and relaxed family living. Chef's kitchen with doubles ovens includes a breakfast room with a window seat and custom built- in cabinet and opens to the family room with doors leading to the expansive and private backyard. A dedicated home office offers a quiet and private workspace features French doors to the blue stone patio. An oversized mudroom keeps belongings neat and tidy. Five generously sized bedrooms including a serene Primary suite with soaring ceiling, picture windows and double walk in closets. Four other bedrooms provide exceptional versatility for family, guests, and additional living needs. Lower level features a playroom and potential to fully finish another 640 sq.ft. for added value. Ideally located in one of Wellesley’s most desirable neighborhoods, this special property offers an outstanding combination of space, functionality, and location. Picture perfect in a dream neighborhood!

104 Fairbanks Avenue, 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

$3,595,000

6 Beds ⋅ 5 Baths ⋅ CONTINGENT Status ⋅ 73569459 MLS ⋅ 6,525 SqFt.

Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room/nursery, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.

151 Oakland Street, Wellesley

$5,450,000

5 Beds ⋅ 8 Baths ⋅ UNDER AGREEMENT Status ⋅ 73569281 MLS ⋅ 7,632 SqFt.

Welcome to 44 Whiting Road, an exceptional residence set within Wellesley’s coveted Country Club neighborhood. Built in 2009 by renowned builder McLaughlin/DeBenedictis, this distinguished five bedroom, six full bath center entrance Colonial offers three thoughtfully designed levels of refined living. An inviting grand foyer sets the tone for the stunning open-concept floor plan, anchored by a custom designed gourmet kitchen appointed with high-end appliances, marble countertops, and a generous center island. The kitchen flows effortlessly into a sunlit breakfast room with expansive picture windows and a gracious family room, where a stone-front gas fireplace provides a warm focal point and frames views of the bluestone terrace and beautifully landscaped grounds. A handsome wood-paneled office, elegant formal living room, formal dining room and well-appointed butler’s pantry further enhance the main level.The second floor features four en-suite bedrooms, including a luxurious primary suite with marble bath and a private sitting room. The third floor offers an additional bedroom, full bath, and cedar closet, providing extra flexibility for guests, a bonus room, or private retreat. The lower level is equally impressive, with a spacious recreation room, exercise room, full bath with steam shower, and abundant storage. Outside, the private grounds and bluestone terrace create an inviting setting for both quiet relaxation and sophisticated entertaining. Ideally situated near the Wellesley Country Club and golf, with convenient access to the town’s renowned shops and restaurants. A truly not-to-be-missed opportunity!

44 Whiting Road, Wellesley

$4,695,000

6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73568535 MLS ⋅ 7,013 SqFt.

Picture-perfect and beautifully renovated, this fabulous sun-filled home is ideally located in Wellesley’s highly desirable Country Club neighborhood. From the moment you arrive, its exceptional curb appeal and timeless elegance make an unforgettable first impression. Inside, an abundance of natural light highlights the sophisticated design, beautiful finishes, and thoughtful attention to detail throughout.The gracious open-concept layout offers an effortless blend of formal and casual living, with elegant entertaining spaces flowing seamlessly into inviting family areas. The beautifully appointed kitchen is the heart of the home, designed for both everyday living and memorable gatherings. Two first floor custom built offices are ideal for work from home spaces. Spacious bedrooms provide comfort and privacy, while the luxurious primary suite offers a peaceful retreat. With six bedrooms and generous living spaces, the home is perfectly suited to modern family life and entertaining. A fabulous newer garage adds incredible versatility, including a dedicated gym/loft and ample space for vehicles, equipment, and storage. The impressive lower level features a recreation room, arts & craft area, au pair suite/bedroom with an adjacent full bathroom. Every room feels fresh, refined, and welcoming, creating that rare combination of sophisticated style and comfortable living. Set in one of Wellesley’s most sought-after neighborhoods, this exceptional residence offers an idyllic setting close to all that Wellesley has to offer. Much admired home!!!!

32 Arlington Road, 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

$1,295,000

2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73566505 MLS ⋅ 1,648 SqFt.

Custom-built in 2011, this young colonial offers the perfect blend of modern comfort and timeless style on a quiet street in desirable Wellesley neighborhood. The spacious living room with gas fireplace flows seamlessly into the kitchen/dining area with stainless appliances, granite countertops, and direct access to the side yard for effortless indoor-outdoor living. The second floor includes two generous en-suite bedrooms with tiled baths, spacious walkin-in closets, and a convenient laundry. The walk-up third floor has bonus living space. The unfinished lower level features tall ceilings and endless potential for a playroom, gym, or home office. Complete with central air a new tankless water heater, one-car garage with EV charger, and abundant storage, this move-in ready home delivers low-maintenance living in an unbeatable Wellesley location.

5 Oakdale Avenue, Wellesley

$1,475,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73566375 MLS ⋅ 2,496 SqFt.

Presenting a wonderful opportunity in Wellesley Hills! Charming, well maintained three bedroom colonial sited on .34 acres within walking distance to shops and restaurants. A thoughtful design for a young family or empty nesters looking to downsize. The first level offers a spacious front to back living room with fireplace and custom builtins, formal dining room with custom cabinets, a sun filled kitchen opening to the family room, plus a large sunroom with access to the exterior. The second floor offers the primary with two walk in closets, two additional bedrooms and a small study/office area. The bonus room with skylights on the third level offers great space for an office or play room. Enjoy the private back yard which also includes a fenced in kennel/play area.

7 Grantland Rd, 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

$1,950,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73565252 MLS ⋅ 1,595 SqFt.

Bring your vision to life in one of the area’s most desirable neighborhoods. Situated on nearly an acre in the heart of the Bates neighborhood, this property offers exciting possibilities. Transform the current home or start fresh and create something entirely your own. Enjoy a wonderful setting close to Bates Elementary, Boulder Brook conservation land, walking and hiking trails, and nearby tennis courts. An exceptional chance to make your mark in a location that is hard to beat. Demo permit in hand. Buyer and buyer’s agent are responsible for conducting their own due diligence.

53 Elmwood Rd, Wellesley

$3,050,000

5 Beds ⋅ 5 Baths ⋅ BACK ON MARKET Status ⋅ 73563790 MLS ⋅ 6,006 SqFt.

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.

23 Wareland Rd, 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

$1,449,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73562598 MLS ⋅ 2,100 SqFt.

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!

81 Seaver St, 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

$2,895,000

6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73559946 MLS ⋅ 3,900 SqFt.

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!

21 Wellesley Ave, 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

$4,999,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73555707 MLS ⋅ 8,729 SqFt.

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

$3,800,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73555589 MLS ⋅ 6,289 SqFt.

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

$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

$2,825,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73552915 MLS ⋅ 5,172 SqFt.

PRICE ADJUSTMENT! 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

$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

$1,450,000

3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73547678 MLS ⋅ 2,447 SqFt.

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

$6,350,000

6 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73547652 MLS ⋅ 7,569 SqFt.

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

$1,198,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73547038 MLS ⋅ 1,813 SqFt.

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. Open House Sunday 9/13 from 1pm - 3pm!

296 Linden St., 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

$1,275,000

3 Beds ⋅ 3 Baths ⋅ BACK ON MARKET Status ⋅ 73545904 MLS ⋅ 1,848 SqFt.

Classic charm meets modern luxury in this beautifully updated 3-bedroom, 3-bathroom 1920's Colonial. The main level welcomes you with high ceilings, an open concept layout and an abundance of natural light throughout. Flexible space for living and dining as well as generous family room. Gorgeous modern eat in kitchen with stainless steel appliances and gas cooking. Step outside to your private oasis featuring a gorgeous back deck and a meticulously landscaped terraced yard, perfect for outdoor entertaining and sunset views. Situated in a prime, highly sought-after Wellesley neighborhood, this home offers an unbeatable commuting location with easy access to all major routes and is just moments away from Schofield Elementary School.

22 Cedar St, Wellesley

$4,995,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73545332 MLS ⋅ 7,738 SqFt.

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!

43 Monadnock Road, Wellesley

$1,250,000

3 Beds ⋅ 2 Baths ⋅ PRICE CHANGED Status ⋅ 73545066 MLS ⋅ 1,320 SqFt.

**** 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.

10 Wilde 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

$3,299,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73542007 MLS ⋅ 4,424 SqFt.

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.

209 Bristol Rd, Wellesley

$10,995,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73540092 MLS ⋅ 7,200 SqFt.

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.

45 White Oak Rd, Wellesley

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