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$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.

$1,295,000
3 Beds 3 Baths 73575259 MLS ['Pleasant Ridge Condominiums'] BLDG.
Move-in ready and beautifully appointed, this sophisticated Wellesley home combines refined interiors, private outdoor space, and an enviable location just moments from Linden Square, Wellesley Square, and the commuter rail. The main level features a stylish kitchen with quality finishes flowing to the dining area and inviting family room with gas fireplace. Sliders open to a private, fenced-in patio, an ideal setting for outdoor dining, entertaining, and relaxing. Upstairs are two spacious bedrooms and two full baths, including a beautifully appointed primary suite with a spa-inspired bath featuring double vanities and radiant heat, plus a generous walk-in closet. The skylit third-floor retreat offers exceptional flexibility as a home office, guest suite, or additional living space, complemented by custom California Closets built-in desk and cabinetry. Direct entry from the two-car tandem garage, abundant storage, and an additional deeded outdoor parking space add a level of convenience rarely found this close to Wellesley Square. Recent condominium improvements include a new roof and skylights in 2025 and exterior painting in 2026.

30 Pleasant Street Unit 30, Wellesley

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.

$2,150,000
5 Beds 5 Baths 73574792 MLS
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

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.

$4,980,000
5 Beds 5 Baths 73574731 MLS
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

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

$3,395,000
5 Beds 5 Baths 73574615 MLS
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

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$839,000
2 Beds 2 Baths 73574584 MLS ['Crestwood Townhouse Condominiums'] BLDG.
This bright, spacious, and beautifully updated townhouse is set on a private courtyard, just steps to the Linden Street shops, train, and schools. The spacious and light-filled living room has tasteful luxury vinyl plank flooring and newer windows. The kitchen/dining room has access to the private deck, ideal for morning coffee and an idyllic spot to enjoy summer breezes. Amenities include a beautifully updated full bath on the first floor and a full bath on the second. The two bedrooms have ample storage and generous closets. The washer/dryer is conveniently located in the second-floor laundry closet. The lower level is unfinished and opens directly to the oversized garage. There is an EV charger, and a second parking space available. Move right in and enjoy!

21 Westerly St Unit 6, Wellesley

Listing courtesy of Listing Agent: The Pinnacle Group from Listing Office: Douglas Elliman Real Estate - Wellesley.

$1,675,000
2 Beds 3 Baths 73574540 MLS ['The Albion'] BLDG.
Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom has outdoor access to a private balcony. In-unit laundry. Exercise & game rooms on 2nd & 3rd level. Within close proximity to vibrant Linden Square amenities including shopping and restaurants, & tennis & pickle ball courts at Sprague Field. Easy highway access. Please ask listing agent about the possibility of a second parking space.

16 Stearns Rd Unit 108, Wellesley

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

$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.

$2,495,000
4 Beds 4 Baths 73574271 MLS
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

Listing courtesy of Listing Agent: Susan Gear from Listing Office: Coldwell Banker Realty - Wellesley.

$2,195,000
5 Beds 5 Baths 73573935 MLS
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

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$3,195,000
6 Beds 5 Baths 73573834 MLS
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

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

$3,295,000
5 Beds 4 Baths 73573823 MLS
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

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

$3,550,000
5 Beds 6 Baths 73573676 MLS
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 deck. 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 deck 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

Listing courtesy of Listing Agent: Team Uranus from Listing Office: Gaia Realty & Advisors, LLC.

$3,995,000
5 Beds 6 Baths 73573659 MLS
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

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$1,730,000
5 Beds 4 Baths 73573624 MLS
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

Listing courtesy of Listing Agent: Qian Han from Listing Office: JW Real Estate Services, LLC.

$3,650,000
5 Beds 5 Baths 73573386 MLS
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

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$5,350,000
5 Beds 8 Baths 73573262 MLS
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

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$2,390,000
5 Beds 4 Baths 73572834 MLS
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

Listing courtesy of Listing Agent: Yangyang Zhou from Listing Office: Coldwell Banker Realty - Newton.

$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.

$3,595,000
6 Beds 5 Baths 73569459 MLS
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

Listing courtesy of Listing Agent: The Wilson Group from Listing Office: Compass.

$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.

$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.

$2,045,000
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.

$675,000
2 Beds 2 Baths 73556257 MLS ['Wellesley Hollow'] BLDG.
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!

12 Russell Rd Unit 103, Wellesley

Listing courtesy of Listing Agent: David Gordon from Listing Office: Coldwell Banker Realty - Newton.

$4,999,000
6 Beds 8 Baths 73555707 MLS
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

$3,800,000
5 Beds 6 Baths 73555589 MLS
Recently renovated expansive Cape with over 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

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.

$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.

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