Wellesley Hills Real Estate, Homes, Condos for Sale in Wellesley, MA

6 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73556729 MLS ⋅ 4,127 SqFt.

Investors, builders, developers, end users. A perfect opportunity to renovate this 1850's Colonial or bring your own vision to the 10,000+ square foot flat lot. This home has been in the same family for generations and is being sold as is. Close to absolutely everything in Wellesley - schools, train, shops, restaurants, highway access, Brook Path, town fields, Whole Foods, Roche Brothers and more.

98 Kingsbury St, Wellesley

$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

$1,068,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73551418 MLS ⋅ 1,739 SqFt.

This Brighton end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square's shops, dining, and the train to Boston. The home features hardwood floors throughout, two bedrooms, two bathrooms and a versatile room on the third floor. The modern granite kitchen flows into a dining area that opens to a private patio, while the inviting family room with a fireplace creates the perfect space to relax. The finished lower level adds a recreation room and laundry, and two assigned outdoor parking spaces complete this exceptional offering. 2025 roof and skylight windows.

26 Pleasant St Unit B, 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

$3,799,500

5 Beds ⋅ 7 Baths ⋅ SOLD Status ⋅ 73549399 MLS ⋅ 6,500 SqFt.

Welcome to this fantastic reimagined colonial in one of Wellesley's best locations. Walking distance to the brook path, Wellesley High School and local shops, 51 Smith St has something for everyone. Offering 5 bedrooms, 6.5 baths, 3 car garage and full lower level, there is plenty of space for the entire family. The large lot offers a tranquil yard, perfect for entertaining or just relaxing.

51 Smith St, 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

$1,399,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE 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

$1,599,000

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

$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

$1,088,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541705 MLS ⋅ 1,521 SqFt.

Nestled on a quiet side street in Wellesley, this charming residence offers the perfect blend of timeless elegance, comfort, and convenience. A great opportunity to enjoy one of Greater Boston's most desirable communities at an attractive price point. Enjoy close proximity to top-ranked Wellesley schools, vibrant shopping & dining, area amenities and it's located less than 1 mile from Wellesley Hills commuter rail station. Home features thoughtfully designed living spaces with efficient floor plan maximizing every square foot, creating warm and welcoming living spaces. Inside, functional spacious living/dining room, beautiful kitchen, 3 bedrooms, 2 full bathrooms, and a home office. Outside, enjoy a private setting with room to relax, garden, or entertain. A detached 2 car garage plus driveway parking space. Whether commuting to the city or working locally, this home provides the perfect balance of accessibility and comfort. Schedule a showing today.

6 Oakland Circle, Wellesley

$2,395,000

2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541337 MLS ⋅ 1,374 SqFt.

This sophisticated 2-bedroom residence at Terrazza, is ideally located in the heart of Wellesley. A welcoming foyer opens to a beautifully appointed spacious chef’s kitchen featuring Wolf and Sub-Zero appliances, a center island with breakfast bar, and a seamless flow into sun-filled living areas. Floor-to-ceiling windows, a gas fireplace, and a covered balcony create an inviting setting for everyday living and entertaining. The thoughtfully designed 2 bedroom layout offers privacy, with a luxurious primary suite featuring a large walk-in closet and spa-like bath. The second bedroom includes its own custom closet and ensuite full bath. Additional highlights include in-unit laundry, storage, and 2 assigned garage spaces. Exceptional amenities include concierge, fitness center, pet spa, golf simulator, courtyard, and stylish club room, all moments from the commuter rail, shops, restaurants, and more! Do not miss this great opportunity to experience suburban luxury living at Terrazza!

100 Linden St Unit 205, Wellesley

$2,270,000

5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541195 MLS ⋅ 4,507 SqFt.

They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

319 Oakland St, Wellesley

$2,975,000

2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541073 MLS ⋅ 1,800 SqFt.

Refined elegance and exquisite detail await in this newly offered residence at the prestigious Belclare, proudly sited in the heart of Wellesley Square. Lovely entryway flows into an open-concept living area. Floor-to-ceiling windows and 9’ ceilings bathe the entire space in natural light. An inviting living room features an elegant tray ceiling, cozy gas fireplace, & built-in bookcases. French doors in dining area open to large, private bluestone patio overlooking scenic, landscaped courtyard. The chef’s kitchen features a marble-countertop peninsula, Wolf appliances, a Sub-Zero refrigerator, & wine cooler. Primary bedroom w/two walk-in closets & marble tiled bath w/radiant heated floor, walk-in shower, & soaking tub. 2nd bedroom w/full bath. A den/office complete the floor plan. Two garage spaces, storage closet, gym, sauna & concierge. Unbeatable in-town living just steps away to fine dining, boutique shopping, walking paths & train to Boston.

580 Washington Street Unit 104, Wellesley

$5,350,000

5 Beds ⋅ 7 Baths ⋅ CONTINGENT Status ⋅ 73540738 MLS ⋅ 5,230 SqFt.

Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s kitchen featuring premium finishes and a spacious dining area ideal for everyday living and entertaining. The second level offers a luxurious primary suite w a spa-inspired bath and exceptional walk-in closet, along w four additional bedrooms and conveniently located laundry room. The finished lower level features an entertainment lounge, media room, wet bar, wine cellar, and home gym. Outside, impeccably manicured grounds and a stunning stone waterfall create a private outdoor retreat. Just moments from Wellesley’s top schools, shops, restaurants, and commuter routes. An elegant masterpiece!

14 Bristol Road, Wellesley

$1,665,000

5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73537634 MLS ⋅ 3,096 SqFt.

OH CANCELED DUE TO AN ACCEPTED OFFER. Exceptional Outdoor Living & Flexible Family Spaces in a Prime Wellesley Hills Location! Enjoy generous living space, outstanding outdoor amenities, and an unbeatable location in sought-after Wellesley Hills. This 5-bedroom home easily accommodates home offices, guests, multigenerational living. Sun-filled living spaces, 4 full bathrooms, second-floor laundry and additional family room, provide room to grow, work, entertain, and unwind. The expansive outdoor living area creates a natural extension of the home- perfect for dining, gathering with friends, or enjoying quiet evenings outdoors. Lower level offers additional space for play or fitness, while abundant storage and a dedicated workshop add functionality. Enjoy an active lifestyle with Warren playground and recreation center, the Crosstown Trail and the Boston Marathon just steps away! Driveway access via Crescent St. Shops, dining, commuter rail, T-station, commuter routes EZ reach.

80 Washington St., Wellesley

$2,950,000

6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73540530 MLS ⋅ 4,475 SqFt.

Privately sited on a beautifully landscaped 0.65-acre lot in Wellesley’s coveted Dana Hall neighborhood, this exceptional residence offers the perfect blend of elegance, privacy and convenience, just moments from town, Hunnewell Elementary School, WMS & WHS. Designed for both everyday living & entertaining, the main level centers around a beautifully appointed kitchen that flows seamlessly into expansive dining, living, & family rooms. French doors & a serene screened porch open to a generous deck all overlooking the lushly landscaped grounds. A laundry room & powder room complete the 1st floor. Upstairs, the luxurious primary suite features custom built-ins, a walk-in closet, and a spa-inspired bath. Five additional bedrooms and 2 full baths provide ample accommodations, including a private guest or au pair wing. The newly renovated walk-out LL offers flexible space for recreation, fitness, media, or remote work. 2 car garage, plus 2 newly constructed sheds & many recent updates!

10 Colgate Rd, Wellesley

$2,395,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73540509 MLS ⋅ 3,610 SqFt.

Thoughtfully rebuilt & expanded in 2016, this exceptional 4-bedroom, 3.5-bath center-entrance Colonial blends timeless elegance with modern luxury. Designed for today’s lifestyle, the home features a stunning chef’s kitchen with high end appliances, an oversized island and dining area that opens seamlessly to a fireplaced family room with bar—perfect for everyday living & entertaining. A gracious living room with built-ins, private home office, walk-in pantry, mudroom & powder room complete the 1st floor. Upstairs, the expansive primary suite offers custom built-ins, 2 generous closets & a spa-inspired bath w/ soaking tub. Three additional bedrooms, a beautifully appointed double-vanity bath & laundry room complete the 2nd level. The lower level includes a large recreation room, flexible office or gym space & a full bath. 2 car garage. Sited on a beautifully landscaped level lot, this home is moments from Linden Square, Wellesley Hills Commuter Rail, Sprague Elementary, WMS & WHS.

10 Kirkland Circle, Wellesley

$4,395,000

6 Beds ⋅ 7 Baths ⋅ CONTINGENT Status ⋅ 73540282 MLS ⋅ 6,975 SqFt.

Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.

8 Valley Road, Wellesley

$1,299,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73540108 MLS ⋅ 2,233 SqFt.

Wonderful opportunity! Don’t miss this charming Wellesley home located in a desirable neighborhood. This flexible property is currently configured as a two-family residence, making it an excellent starter home with the added benefit of rental income to offset your mortgage. It can also be easily converted back into a spacious single-family dwelling, perfect for accommodating an extended family. The home features a classic wrap-around porch and is set on a generous 13,000 SF lot that offers endless outdoor potential, plus a large detached 2-car garage. Easy highway access to RT 95 and the Mass Pike.

31 Lantern Lane, 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

$1,485,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73539867 MLS ⋅ 1,835 SqFt.

This charming Bungalow with an inviting front porch complete with a swing, will steal your heart. A gracious foyer leads to a sun-filled open concept living room & kitchen for easy everyday living. The separate dining room is perfect for entertaining. The versatile first floor includes a full bath & laundry room and a bonus room offering flexibility as a home office, guest room, playroom & a mudroom. The 2nd floor has 3 generous bedrooms and a luxurious spa-like bath room featuring double sinks, a soaking tub, & a stall shower. Step outside to enjoy a terrific fenced in backyard and deck—ideal for pets and relaxing summer evenings with family & friends. Perfectly situated a short distance to the vibrant Linden Square shops & restaurants, public schools, and Commuter Train. Experience the best of both worlds, where urban convenience meets the peace, space and charm of the suburbs. It is the home you have been waiting for and one not to miss!

20 Hill Top Rd, Wellesley

$3,398,500

6 Beds ⋅ 6 Baths ⋅ ACTIVE 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

$1,495,000

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73539248 MLS ⋅ 2,300 SqFt.

Don’t Let the Classic Exterior Fool You— This Cape Lives Unexpectedly Large. From the street, it’s a picture-perfect, timeless New England Cape. Step inside, and it transforms into an open flow, sun-drenched sanctuary of modern luxury. This is the ultimate "don't judge a book by its cover" home, meticulously renovated with uncompromising attention to detail. The main level features a fully renovated chef’s kitchen boasting premium appliances, custom cabinetry, a large island, and white oak floors, which flows into a vaulted family room anchored by a gas fireplace that offers a beautiful view of the outdoor oasis. A flexible first-floor footprint provides space for a home office, den, or bedroom. Upstairs features two spacious bedrooms, a versatile third room ideal for a nursery or home office, and a full, modern bathroom. The finished lower level is the ultimate surprise, living like a secondary wing with a massive recreation area, a sunken professional-grade exercise room, and more.

58 Manor Ave, Wellesley

$1,325,000

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538904 MLS ⋅ 2,274 SqFt.

This spacious and well-maintained home offers a bright, thoughtful layout with natural light throughout. The updated kitchen features extensive cabinetry, black granite countertops, stainless steel appliances, and a sunny dining area overlooking the fireplaced family room. There are formal living and dining rooms too with gleaming hardwood floors. Rounding out the first level, a convenient half bath, and access to a private patio and backyard. Upstairs, the generous bedrooms include a large primary suite and beautifully renovated bathroom. The finished lower level provides exceptional bonus space for recreation, a home office, gym, or media room. Pull right into your roomy two car garage at the end of the day. Thoughtfully designed with ample storage, and versatile living areas, this property combines comfort, style, and practicality for everyday living and entertaining. 107 Overbrook Drive is in the Hardy Elementary School district- one of Wellesley's newest schools.

107 Overbrook Drive, Wellesley

$2,750,000

5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538643 MLS ⋅ 3,413 SqFt.

Set on a meticulously-landscaped lot in a coveted Wellesley neighborhood, this thoughtfully-renovated colonial offers the perfect blend of timeless design, expertly-crafted details and modern updates. Designed for everyday living and effortless entertaining, the first floor features an open floor plan with a living room, family room and a renovated, eat-in kitchen with Wolf + Subzero appliances. A generous mudroom and half bath complete this level. Upstairs is a serene primary suite with a stunning bath and two walk-in closets. There are four generous bedrooms, a renovated full bath and laundry also on this floor. The recently-finished lower level has excellent recreation space and a gym with an epoxy floor. The private grounds extend the living space offering a bluestone patio, lush yard and fire pit, ideal for outdoor entertaining and enjoyment. Close to Wellesley's top-rated schools, vibrant town center and amenities, commuting routes and more, your dream home awaits.

23 Northgate Rd, Wellesley

$2,895,000

5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538423 MLS ⋅ 5,055 SqFt.

Your new home awaits! Move right into this picture perfect younger colonial in Bates School district. Spacious living room with coffered ceiling and gas fireplace opens to dining room. Huge kitchen family room open concept along the entire back of the home. Center island with seating. High end stainless appliances plus eating area. Family room with 2nd fireplace, large built-in and coffered ceilings. First floor home office with an entire wall of built-ins and mudroom with cubbies off of 2 car garage completes the first floor. Main suite with vaulted ceilings, oversized walk-in closet and spa-like bathroom. 3 additional bedrooms all similar in size with 2 full baths- one en-suite and Jack and Jill. Laundry room. Third floor walk up is huge storage space or potential to finish. Lower level with playroom, exercise and guest suite with full bath. Patio off kitchen with flat yard. Fabulous combination of home and location!

59 Cleveland Road, Wellesley

$1,795,000

3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538096 MLS ⋅ 2,377 SqFt.

Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower level with windows and full bath. Perfect space for family room and/or gym. All finishes selected by one of Wellesley's favorite interior designers. One garage space and one designated parking space plus ample parking for guests. Just a short distance to Linden Square with Tatte, Karma, The Cottage, Captain Marden's... Plus Roche Brothers, great stores, train and all schools close by! Not to be missed!!!

63 Oak Street Unit B, Wellesley

$1,395,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73537936 MLS ⋅ 1,640 SqFt.

Lovely Cottage on Morses Pond with stunning views, it's as if you are on a vacation everyday. Extensively renovated & thoughtfully reimagined to showcase the natural beauty of its surroundings with an easy open concept design. The 1st floor's spacious living room has a fireplace & built-ins that flow seamlessly to a timeless white shaker cabinetry kitchen w/SS appliances, marble, & center island w/ seating. The adjacent dining room with a large bay window & window seat, is a wonderful spot for your morning coffee or sunset dinners. The 2nd floor has 3 well proportioned bedrooms all with terrific closet space, a full bath & laundry. Bonus rooms in the walk out lower level, offer flexibility for a home office, playroom or workroom. Outdoor fun all year round in a vibrant neighborhood, enjoy kayaking, canoeing to ice skating from your backyard. Relax at the end of the day on the wrap around deck watching the swans drift by on the pond. Take in the tranquility of this special home.

30R Morses Pond Road, Wellesley

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