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$1,575,000
3 Beds 2 Baths NEW Status 73556625 MLS 2,148 SqFt.
A can't-miss charmer just a few steps from the Brook Path! Meticulously cared for by its owners, this home is ready for you to step right in. Bright kitchen and living room spaces greet you from the front entrance. A spacious family room sits behind them, filled with light and looking out toward the Brook Path. Laundry and a full bath complete the first floor, versatile for your living and entertainment needs. Upstairs, you will find three generous bedrooms and a shared full bath. On the lower level, flexible space abounds for play, work, exercise, and storage. This home presents a rare opportunity to step into a neighborhood only a short distance from Whole Foods, town center, and all three levels of Wellesley schools. Position yourself to enjoy everything Wellesley has to offer!

43 Atwood St, Wellesley

$675,000
2 Beds 2 Baths NEW Status 73556257 MLS 1,136 SqFt.
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

$4,999,000
6 Beds 8 Baths NEW 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 NEW 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

$1,895,000
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 and the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley

$2,495,000
5 Beds 6 Baths UNDER AGREEMENT Status 73553688 MLS 4,453 SqFt.
Nestled in the prestigious Wellesley Farms neighborhood, this enchanting brick estate is set on over 35,000 square feet of beautiful grounds, offering exceptional privacy and timeless elegance. A grand foyer welcomes you into a thoughtfully designed home featuring five spacious bedrooms and four full bathrooms. Rich architectural details, grand living spaces, and refined finishes create an atmosphere of warmth and sophistication. Generous formal and casual living areas accommodate every lifestyle. Spanning four impressive levels of living space, the home offers remarkable flexibility with ample room for work, recreation, guests, or a private retreat. Expansive windows frame picturesque views of the lush property, seamlessly blending indoor comfort with outdoor beauty. Located in one of Wellesley’s most desirable neighborhoods, this exceptional estate presents a rare opportunity to enjoy gracious living, classic charm, and an extraordinary setting just minutes from town, commuter rail, and top-rated schools.

25 Hillside Rd, Wellesley

$2,865,000
5 Beds 6 Baths ACTIVE Status 73552915 MLS 5,172 SqFt.
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

$2,395,000
4 Beds 5 Baths CONTINGENT Status 73552192 MLS 3,750 SqFt.
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

$3,250,000
4 Beds 4 Baths ACTIVE 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

$1,895,000
4 Beds 4 Baths ACTIVE Status 73551271 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 and the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley

$839,000
2 Beds 2 Baths UNDER AGREEMENT Status 73550855 MLS 1,500 SqFt.
This bright, spacious, and beautifully updated townhouse is set on a private courtyard, just steps to the Linden Street shops, train, and schools. The generous living room has hardwood floors and is open to the kitchen which features crisp, custom white cabinetry and stainless appliances. The dining area overlooks the private patio, an idyllic spot to enjoy summer breezes. Amenities include a powder room on the first floor and a spacious newly renovated full bath on the second. One bedroom has a closet with custom built-ins in addition to a second closet. The lower level is unfinished and the townhome includes two parking spots, one of which is adjacent to the unit. Newer systems include a high efficiency heating unit and new kitchen appliances. Move right in and enjoy! Showings begin Saturday, July 18th at Open House.

21 Westerly Street Unit 1, Wellesley

$839,000
2 Beds 2 Baths UNDER AGREEMENT Status 73550145 MLS 1,171 SqFt.
Completely renovated in 2015, this quiet, move-in ready unit in desirable Linden Square Townhomes offers quality craftsmanship, private outdoor space, and a convenient in-town Wellesley location. Hardwood floors, crown molding, updated lighting, and a fireplaced living room with a custom mantel create a warm, inviting space. French doors open to a newly renovated private paver patio, while the rear entrance provides direct access to the assigned parking space. The kitchen features marble countertops, a marble backsplash, custom cabinetry, stainless steel appliances, a wine cooler, and a peninsula with seating. Upstairs offers two spacious bedrooms, an updated full bath with marble flooring, a marble vanity, glass shower enclosure, Toto fixtures, and convenient second-floor laundry. Convenient to Linden Square, shops, restaurants, commuter rail, town fields, tennis courts, and walking paths.

11 Oak Street Unit 33, Wellesley

$1,349,000
3 Beds 3 Baths ACTIVE Status 73549723 MLS 2,140 SqFt.
Welcome to this beautifully newly renovated lakeview home in one of Wellesley's most desirable neighborhoods, just a short walk from Morses Pond. This move-in-ready home features 3 bedrooms, 2.5 full bathrooms, with a bright, open-concept layout ideal for everyday living and entertaining. The sun-filled living room showcases oversized windows with beautiful lake views, while the modern kitchen features stainless steel appliances and seamlessly connects to the main living areas. The second floor offers three generously sized bedrooms, including primary suite, all with hardwood floors. A finished lower level provides flexible space for a playroom, home gym, or media room, with a laundry area and storage. Recent upgrades, high-efficiency HERS Approved, brand-new HVAC system, 2 zone heating and central A/C, upgraded 400-amp electrical, energy-efficient spray foam insulation, and a paved driveway with 6 parkings. Enjoy breathtaking lake views, top-rated schools, and exceptional renovations in this beautiful home

63 Russell Rd, Wellesley

$1,500,000
3 Beds 3 Baths ACTIVE 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 ACTIVE 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

$3,350,000
6 Beds 7 Baths SOLD Status 73547162 MLS 4,637 SqFt.
Stunning new construction by an exceptional local builder, 21 Beechwood offers 4,637 sq ft of thoughtfully designed luxury with 6 bedrooms and 6.5 baths. The chef's kitchen features a Thermador appliance package, quartz countertops, and Shiloh semi-custom cabinetry, while 3¼" white oak flooring, custom millwork, and a striking white oak staircase elevate every space. Four ensuite bedrooms upstairs plus a finished basement with bedroom, full bath, and egress window provide flexible living. Modern systems throughout: Pella windows, hardwired speakers on every level, 400 amp service, hybrid electric hot water, and pre-wiring for EV charging and solar. Outside, Hardie clapboard siding in Arctic White, Trex decking, a cedar barrel ceiling under the portico, and a granite patio with gas fireplace create standout curb appeal and effortless entertaining. Move-in ready craftsmanship where timeless finishes meet smart, efficient design — a rare opportunity for turnkey new construction.

21 Beechwood Rd, 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 8/2 From 1PM - 3 PM

296 Linden St., Wellesley

$1,895,000
4 Beds 4 Baths UNDER AGREEMENT Status 73546822 MLS 2,695 SqFt.
Timeless charm meets modern comfort in this beautifully maintained 1912 Colonial, offering 8 well-proportioned rooms, including 4 bedrooms and 4 baths (2 full, 2 half). The heart of the home is a beautifully renovated eat-in kitchen with stone counters, custom cabinetry, and stainless appliances, flowing effortlessly out to a generous patio that opens onto a private outdoor space with plenty of room to play and a magnificent beech tree as its centerpiece. Upstairs, the main bedroom features walk-in closets and full bath, alongside three additional bedrooms and a beautifully renovated family bath. The finished lower level adds flexible living space ideal for a playroom, home office, or bonus TV room, complete with a wet bar and half bath. Additional highlights include central air conditioning, an attached garage, and an unbeatable location with easy access to the commuter rail, the Mass Pike, and Rte 95—keeping you close to everything while making commuting a breeze.

25 Riverdale Rd, Wellesley

$2,295,000
4 Beds 4 Baths ACTIVE Status 73546333 MLS 3,776 SqFt.
Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation room, media room or guest retreat - offering direct access to the outdoors. Upstairs, comfortable bedrooms and well-appointed baths create a welcoming setting for family and guests alike. Ideally situated near commuter rail access, major routes, and all that Linden Square has to offer, including shops, restaurants, and everyday conveniences. This home delivers the perfect balance of comfort and convenience in one of Wellesley's most sought after neighborhoods.

38 Upwey Rd, Wellesley

$1,625,000
3 Beds 3 Baths ACTIVE Status 73546159 MLS 2,212 SqFt.
Come see the perfect blend of sophisticated design and everyday comfort in this stunning 3-bedroom, 2.5-bathroom brick home situated on a picturesque, tree-lined street. The inviting open floor plan is bathed in natural light, accentuating the gleaming hardwood floor running throughout the entire home. A chef’s kitchen on the first floor featuring high-end appliances, custom cabinets, and ample prep space. An elegant French door leads directly from the dining area to a spacious deck for relaxing & entertaining. A sun-drenched space perfect for a quiet home office/sunroom. Primary bedroom on 2nd floor is your private sanctuary featuring a beautiful ensuite bath with heated floor. Two additional well-sized bedrooms offer flexibility for family, guests or hobby rooms. The versatile lower-level finished space provides ultimate setting for a game/exercise room. Enjoy the convenience of "walk-to" living, whether you are commuting via nearby train station or exploring the vibrant town center.

20 Shaw Rd, Wellesley

$1,275,000
3 Beds 3 Baths ACTIVE 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

$1,699,900
5 Beds 4 Baths UNDER AGREEMENT Status 73545530 MLS 2,802 SqFt.
Welcome to 18 Benvenue Street! This sun-filled Colonial in the coveted Dana Hall neighborhood offers thoughtful updates and exceptional living space throughout. The open-concept first floor features an updated eat-in kitchen with custom cabinetry, quartz countertops, stainless steel appliances, tiled backsplash, and peninsula, flowing seamlessly into the dining and family rooms. A fireplaced living room, half bath, and spacious laundry room with built-ins complete the main level. Upstairs are four generously sized bedrooms, including a primary suite with a walk-in closet and private bath, plus an additional full bath in the hallway. The finished lower level offers a large gym/playroom, fifth bedroom, and full bath, ideal for guests or extended family. Enjoy the beautifully landscaped backyard with your own private oasis patio and level lawn, perfect for entertaining. Central A/C, one-car garage and newer shed complete this exceptional home.

18 Benvenue Street, Wellesley

$5,995,000
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

$1,599,000
2 Beds 2 Baths ACTIVE Status 73542706 MLS 1,591 SqFt.
Welcome to the ALBION! New Construction! Stunning 2-bedroom, 2 bath condo featuring an open floor plan and soaring 9' ceilings. Enjoy beautiful views overlooking Sprague Field in this boutique 24-unit association. This unit includes two garage parking space, plus ample guest parking.The top-of-the-line kitchen boasts high-end appliances, a center island, and sleek finishes—perfect for cooking and entertaining. The spacious living room offers a cozy fireplace and balcony overlooking Sprague Field. There is a separate dining area.The primary suite includes a walk-in closet and a luxurious primary bath. The second bedroom has two closets. There is in-unit laundry. Conveniently located close to shopping, restaurants, and major highway access

16 Stearns Rd Unit 304, 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

$3,295,000
5 Beds 5 Baths ACTIVE Status 73542063 MLS 5,105 SqFt.
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

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