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$2,395,000
4 Beds ⋅ 5 Baths ⋅ 73552192 MLS
Nestled on a quiet cul-de-sac near Morses Pond and Wellesley's renowned trail network, this modern Colonial offers 3,750 sq ft across three finished levels. A gracious foyer opens to formal living and dining rooms, while the sun-filled family room with fireplace flows seamlessly into the renovated chef's kitchen featuring Viking and Miele appliances, quartz countertops, center island, breakfast nook, and access to the deck overlooking the private fenced backyard. Upstairs, the spacious primary suite offers a luxurious bath and oversized walk-in closet, accompanied by three additional bedrooms, including one en suite, a full bath, and second-floor laundry. The finished lower level features an expansive recreation room, media room, bar area, exercise space, powder room, and abundant storage. Convenient to Wellesley Center, top-rated schools, shopping, commuter routes, and outdoor recreation.

11 Shadow Ln, Wellesley

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.
$39,000
6 Beds ⋅ 5 Baths ⋅ 73550778 MLS
Welcome to this exquisitely restored Victorian, where historic charm and contemporary sophistication come together in one of Wellesley's most desirable neighborhoods. Thoughtfully renovated, this exceptional residence offers luxurious living with designer finishes, custom craftsmanship, and an inviting floor plan designed for today's lifestyle. Designed with comfort and flexibility in mind, the home offers spacious bedrooms, multiple living and gathering areas, dedicated workspaces, and modern conveniences including high-speed internet, zoned heating and cooling, heated floors, and Smart TVs, The beautifully landscaped grounds feature a welcoming farmer's porch, expansive outdoor living and dining spaces, and a cozy fire pit—ideal for relaxing evenings, outdoor living, or enjoying New England's changing seasons. Rented furnished only!

28 Longfellow, Wellesley

Listing courtesy of Listing Agent: Kristen DiBella from Listing Office: Boom Realty.
$3,295,000
5 Beds ⋅ 5 Baths ⋅ 73542063 MLS
This exceptional new construction home is the perfect blend of transitional elegance and modern design. It is crafted with impeccable attention to detail. Warm, rich white oak accents, custom millwork, and designer finishes create an inviting atmosphere throughout. A show stopping chef’s kitchen features sleek custom cabinetry, quartz countertops, a massive center island. The kitchen flows seamlessly into the fireplaced family room, where soaring windows fill the space with natural light. An elegant dining room is topped with a contemporary tray ceiling, adding architectural interest and sophistication. Each bathroom offers unique finishes including a striking quartzite sink in the powder room. The luxurious primary is complete with a spa-inspired bath featuring a soaking tub, steam shower, and rain head. An outstanding lower level with a gym area, playroom, and wet bar. Ideally situated in a highly convenient location with every amenity just moments away.

18 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.
$3,299,000
6 Beds ⋅ 5 Baths ⋅ 73542007 MLS
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

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
$2,380,000
5 Beds ⋅ 5 Baths ⋅ 73526041 MLS
STUNNING NEW-CONSTRUCTION-QUALITY RENOVATION! Completely gut-renovated 5BR/4.5BA home featuring an open, sun-filled floor plan, designer finishes, and a chef’s kitchen with premium appliances. Bright sunroom, spacious living areas, and a fully finished lower level ideal for a family room, gym, or guest space. A professionally installed perimeter French drain system ensures a dry basement. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard. Convenient Oakland Street location near shopping, dining, parks, and the Mass Pike. A rare turnkey opportunity offering luxury, comfort, and peace of mind.

37 Oakland St, Wellesley

Listing courtesy of Listing Agent: John Saleh from Listing Office: Centre Realty Group.
$3,195,000
5 Beds ⋅ 5 Baths ⋅ 73518756 MLS
Crafted in 2022 by one of Wellesley's most coveted builders, this stunning 5-bedroom Colonial sits in one of Wellesley's most sought-after pockets, east of Weston and north of Route 9, quiet and tucked away yet minutes to highway access, close to top schools, playgrounds, and nature walks. Thoughtfully designed living space boasts exquisite finishings throughout. The chef's kitchen with gas cooking, pantry, and second sink flows into a fire-placed family room. A formal living room, first-floor study, and custom built-ins round out the main level. Upstairs, the primary suite stuns with a spa bath, steam shower, radiant heated floors, and a custom walk-in closet. Additional bedrooms feature generous storage and second-floor laundry adds convenience. The finished lower level offers a home gym, kitchenette, rec room, and private fifth bedroom with full bath. A stone patio and level yard invite al fresco living. Radiant-heated mudroom, two-car garage, and EV charging complete this home.

7 Massasoit Road, Wellesley

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.
$3,150,000
4 Beds ⋅ 5 Baths ⋅ 73513990 MLS
Exceptional 2016 construction in one of Wellesley’s most sought-after neighborhoods near town, top-rated schools, scenic trails, and Morses Pond. Built by a premier local builder known for superior craftsmanship and elevated building standards, this sun-filled 4-bedroom home offers thoughtful open design and custom details throughout. Elegant living room with tray ceiling and bay window, spacious dining room with paneled wainscoting, and chef’s kitchen with custom cabinetry, granite countertops, high-end stainless steel appliances, and oversized island opening to a family room with stone-faced gas fireplace, built-ins, and private covered porch and patio. Luxurious primary suite with spa-like bathroom, radiant heated floors, and oversized shower. Second ensuite bedroom. Finished lower level with full bath and oversized windows plus finished third floor ideal for office, gym, or playroom. Flexible living space in a prime Wellesley location.

35 Marshall Rd, Wellesley

Listing courtesy of Listing Agent: Cook Real Estate Partners from Listing Office: Keller Williams Elite.
$2,250,000
8 Beds ⋅ 5 Baths ⋅ 73503039 MLS
Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally compelling as a grand single-family home or as an investment with its current 2-family configuration. Rich in history, the property was long associated with Helen Temple Cooke, pioneering educator and head of the Dana Hall School from 1899-1955. Currently owned for a second time by Dana Hall, the home blends historic character with an unrivaled in-town location - just a block to the train, shops, restaurants, and the beloved Brook Path. A unique opportunity to create a signature residence or phenomenal addition to your investment portfolio in one of Wellesley’s most coveted neighborhoods!

9-11 Hampden Street, Wellesley

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.
$3,245,000
5 Beds ⋅ 5 Baths ⋅ 73472096 MLS
Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor showcases a grand foyer, open-concept chef’s kitchen with breakfast area, fire-placed family room, formal dining room, and a versatile first-floor study or bedroom. The second level includes four beautifully appointed bedrooms, highlighted by a spacious primary suite, one en-suite bedroom, and a shared double vanity bathroom. The finished lower level provides flexible space for a gym, additional bedroom, and family room. A two-car garage with high ceilings, mudroom, stunning stone patio, and level backyard complete this remarkable property.

38 Parker Rd, Wellesley

Listing courtesy of Listing Agent: William Natoli from Listing Office: Serhant.
$3,695,000
6 Beds ⋅ 5 Baths ⋅ 73469127 MLS
Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovated in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, dining room, home office with separate entrance w/full bath (or 6th bedroom). Primary suite with vaulted ceilings and radiant bathroom, 4 additional bedrooms (two ensuite), 4th bedroom access to third-floor game room. The finished lower level features a large billiards/family room, gym, workshop, mudroom & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn with electricity and water & a fenced in paddock. Abutts conservation land, 2 car garage, cobblestone parking, stoned walls, can be sold furnished.

151 Oakland Street, Wellesley

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

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