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$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

$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

$3,595,000
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

$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

$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

$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

$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

$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

$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

$3,398,500
6 Beds 6 Baths UNDER AGREEMENT Status 73539779 MLS 5,080 SqFt.
Incredible opportunity to own this exceptional new construction home in one of Wellesley’s most sought-after neighborhoods. Crafted by a respected local builder, this home showcases quality craftsmanship and thoughtful design throughout. The sun-filled first floor features a private office or guest room with full bath, elegant dining room, cozy den, and a stunning chef’s kitchen designed for everyday living and entertaining. Upstairs, vaulted ceilings create an airy feel, highlighted by a luxurious primary suite with a spa-inspired bath, steam shower, and marble flooring. Three additional bedrooms, two full baths, and a convenient laundry room complete the second level. The finished lower level offers outstanding flexible living space, including a spacious family room, guest bedroom, full bath, and gym. Enjoy outdoor living on the covered patio overlooking the beautiful yard. Ideally located just minutes to Hardy School, shopping, dining, and major commuting routes!

28 Parker Rd, Wellesley

$6,665,000
6 Beds 8 Baths UNDER AGREEMENT Status 73537708 MLS 8,093 SqFt.
Exceptional new construction with a fresh take on transitional luxury, blending incredible design with warm, livable spaces. Bathed in natural light, this beautifully built home features soaring ceilings, and has layers of impeccable detail. The stunning chef's kitchen serves as the centerpiece of the home, showcasing custom white oak cabinetry, stunning exposed wood beams, top appliances, and an effortless flow into the dining and living areas–perfect for entertaining. The office has a calming palette, ideal for working from home. Retreat to the primary suite, complemented by a spa-inspired marble bathroom. Each additional bath was crafted with high-end materials. The same quality is in the finished lower level playroom and gym. Step outside to a private backyard and covered patio with a fireplace which sets the stage for outdoor living and entertaining. An unparalleled offering in the Dana Hall area of town- close to the Hunnewell School, shops, restaurants and the train!

222 Grove Street, Wellesley

$8,495,000
6 Beds 9 Baths UNDER AGREEMENT Status 73531440 MLS 9,365 SqFt.
New-construction in Wellesley’s coveted Peirce Estates. Masterfully envisioned by one of Wellesley's premier builders, 46 Royalston Road is a showcase of scale, sophistication, and exceptional craftsmanship. Six ensuite bedrooms and 6 full/3 half baths are complemented by a luminous kitchen and family room, formal living and dining rooms, and a richly appointed library. The remarkable lower level offers a fitness room, bar area, and can accommodate a golf simulator upon request. A 3-car garage and curated finishes enhance daily living. Outdoors, a custom pavilion with powered screens and an outdoor kitchen sets the stage for unforgettable entertaining, with a backyard large enough to accommodate a pool or sport court. Delivering in mid 2026, this rare opportunity offers privacy, presence, and a caliber of design seldom available. Customizations are welcome.

46 Royalston Road, Wellesley

$3,795,000
6 Beds 6 Baths UNDER AGREEMENT Status 73401549 MLS 7,047 SqFt.
New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet. Second floor with excellent main suite with sitting area, large walk -in closet and spa-like bath. 3 additional bedrooms with walk-in closets and 2 full baths. Third floor great space with bedroom and full bath plus a bonus room/office. Lower level with 6th bedroom and 5th full bath. Great playroom with beverage bar and lots of storage! Large flat yard with plenty of room for backyard parties along with a fun bridge in back of property. A must see!

201 Lowell Road, Wellesley

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