Refine Search
Sort by
$2,750,000
5 Beds 5 Baths 73435303 MLS
Gorgeous 2013 construction with a brand new master bathroom and renovated kitchen. High ceilings, southern exposure and an ideal floor plan. First floor kitchen & family room expands the back of the home. Kitchen with oversized island, desk area and built-ins opens to family room with fireplace and more built-ins. Living room and dining room perfect entertaining spaces. First floor office with wall of bookcases adjacent to fully renovated full bath. Office could also serve as a 5th bedroom. Spacious main bedroom with large walk-in closet and gorgeous bathroom with shower plus soaking tub. 3 additional bedrooms- one en-suite and the other with Jack and Jill bath. Walk up 3rd floor perfect storage or potential to finish. Walk out lower level with full windows in playroom. Full bath and additional play area, storage and huge mudroom with wall of cubbies off of 2 car garage. Large flat yard and a great deck for grilling. Close to town, train, aqueduct walking trails & new Hunnewell School!

173 Benvenue Street, Wellesley

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

$1,365,000
3 Beds 3 Baths 73424867 MLS
Completely renovated beautiful 3 bedroom, 3 full bathroom house! Gorgeous new open kitchen with large island opens to a private patio with firepit great for entertaining. Gracious living room with fireplace, charming den/family/bedroom on the first floor with window seats and full bathroom. New Main bedroom with sky lights and vaulted ceiling, a 2nd bedroom and office/nursey with 2 full bathrooms complete the second floor. Open floor plan, finished basement, hardwood floors throughout, all new electrical and mechanics, New Soundproof insulated windows, A/C. Gorgeous gardens, fenced in yard and set on a cul-de-sac close to shops, restaurants, schools and public transportation.

1 Roberts Rd, Wellesley

Listing courtesy of Listing Agent: Allison David Poirier from Listing Office: Coldwell Banker Realty - Wellesley.

$3,895,000
5 Beds 6 Baths 73418637 MLS
One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand chef’s kitchen with 48” professional range and top of the line appliances, generous eating area and wet bar, family room with gas fireplace, study with access to its own deck and formal living and dining rooms complete the first floor. The second floor boasts 4 generous bedrooms all ensuite including the primary suite with spa bath and walk in closet and laundry. Lower level with 5th bedroom and full bath, gym, recreation room and additional room. All of this on an oversized lot around the corner from train, restaurants and major routes.

14 Bird Hill Ave, Wellesley

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

$1,530,000
3 Beds 3 Baths 73405389 MLS
Fall in love with the time-honored look of this captivating English cottage-inspired home in College Heights. Experience the perfect blend of classic detailing and modern luxury in this home nestled in a desirable neighborhood. Conveniently located near Wellesley Center, trains, and trails, it is the perfect balance of accessibility and tranquility. This storybook home has been lovingly maintained and updated with today’s necessities from kitchen to baths. Three ample bedrooms and two and a half bathrooms provide sufficient space for family and friends. The finished, walk-out basement provides bonus space for entertainment, exercise, and accommodating overnight guests with two queen-size, Murphy beds discreetly tucked away in the custom built cabinetry. The oversized backyard is an oasis of stone patios, walls and a fire pit; lush garden areas. Live comfortably today with potential for t

14 Sunset, Wellesley

Listing courtesy of Listing Agent: John McHugh Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

$895,000
2 Beds 2 Baths 73350619 MLS
Charming sun-filled 2 bed, 2 bath bungalow ideally situated across from protected conservation land, offering privacy and stunning natural views. Enjoy peaceful mornings and sunsets overlooking Morse Pond from your porch or welcoming family room. This thoughtfully designed home features an open-concept layout, a bright kitchen with ample cabinetry, and an open dining area perfect for entertaining. The primary suite offers a private bath and serene views. A second bedroom and full bath downstairs provide comfortable accommodations for guests or a home office. Outside, the patio is ideal for relaxing alongside a yard ready for gardening, with nature trails and water access just steps away. Enjoy year-round beauty in this quiet, sought-after location while being close to shops, dining, and all amenities. A rare opportunity to own a slice of tranquility with picturesque pond views.

12 Stonecleve Rd, Wellesley

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

$1,690,762
4 Beds 3 Baths 73441844 MLS
Tucked away in one of Wellesley’s most desirable neighborhoods, this enchanting carriage house blends timeless character with modern comfort. Original architectural details throughout create a warm and inviting atmosphere rarely found today. Sunny and bright updated kitchen, formal dining with pantry and formal living room flow easily for entertaining. Spacious family room with fireplace is enhanced with abundant natural light. Beautiful office space and half bath complete the first floor. This home offers four bedrooms and two full baths on the second level. Playroom/bonus space in lower level. Newer detached oversized two garage is a wonderful addition to this great property. Conveniently located minutes to Wellesley’s vibrant town center, top-rated schools, and commuter routes. With its combination of history, craftsmanship, and location, this carriage house is a rare find, a home that feels both storied and fresh, ready for its next chapter.

17 Longfellow Road, Wellesley

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Gibson Sotheby's International Realty.

$7,500
4 Beds 3 Baths 73428375 MLS
*** Short Term Rental opportunity to live in one of the most desirable neighborhoods of Cliff Estates in Wellesley. This classic Colonial features a grand center entrance, a stately updated kitchen with an oversized island, granite countertops, and ample cabinetry. A breakfast nook and a lovely screened-in porch overlooking and opens to the outdoor patio and backyard. Nice flow, generously sized family room just off the kitchen, formal dining room with corner cabinet and wainscoting, front to back living room and hardwood floor throughout! Upstairs there are four bedrooms, two full baths and downstairs there is a family room in the finished basement, with a tiled mudroom off the two-car garage. Short-term lease! 10/1/2025 occupancy.

81 Hampshire Rd, Wellesley

Listing courtesy of Listing Agent: Anita Lin from Listing Office: Coldwell Banker Realty - Lexington.

$1,520,000
4 Beds 3 Baths 73418977 MLS
Nestled in the charming town of Wellesley, Massachusetts, discover the timeless elegance of 29 Denton Road, a single-family residence that presents an exceptional opportunity. This residence stands as a testament to enduring quality and craftsmanship. The generous layout of this home includes four bedrooms, offering ample space for rest and relaxation. Two full bathrooms and one half bathroom are thoughtfully positioned throughout the residence, providing convenience and privacy for both residents and guests. The two-car garage provides sheltered parking and additional storage. With 2956 square feet of living area situated on a 16007 square foot lot, the possibilities are endless for creating your ideal living space. This single-family residence, built in 1921, offers a unique blend of classic charm and modern potential.

29 Denton Rd, Wellesley

Listing courtesy of Listing Agent: Elisabeth LeBlanc from Listing Office: Jack Gately Real Estate, LLC.

$2,000,000
4 Beds 4 Baths 73429402 MLS
Discover refined living in this exquisitely renovated Cape, ideally located in the most beloved of neighborhoods. Bathed in natural light, the open-concept floorplan showcases impeccable design and effortless sophistication. The chef’s kitchen stuns with marble countertops, custom cabinetry and a statement island—perfect for busy mornings and entertaining. The dining area opens to the beautiful, professionally landscaped yard and the living room centers around a stunning fireplace as its focal point. The sunroom features bespoke built-ins-perfect for work from home or quiet study. A tailored mudroom ensures seamless organization. Upstairs, four spacious bedrooms including a lovely primary suite with custom walk-in closet and spa-like marble bath. The finished lower level offers flexible space for a gym or playroom. A fully equipped outdoor kitchen elevates al fresco living—an extraordinary amenity at this price. A truly special home that blends classic elegance with thoughtful updates!

53 Mayo Rd, Wellesley

Listing courtesy of Listing Agent: Lindsey Fay from Listing Office: Rutledge Properties.

$2,842,000
2 Beds 3 Baths 73427631 MLS
Tucked away in the heart of Wellesley Farms, this hidden gem offers an unparalleled blend of luxury and tranquility. A perfect pied-à-terre or condo alternative, this exquisite residence boasts a beautifully designed heated pool, an inviting spa, and a chic cabana that seamlessly blends indoor and outdoor living. Thoughtfully landscaped gardens frame multiple stone patios, perfect for al fresco dining or intimate gatherings under the stars. Inside, exquisite interiors feature high-end finishes, soaring beamed ceilings, and walls of glass that invite natural light while showcasing the serene surroundings. A gourmet kitchen flows effortlessly into the living spaces, ideal for entertaining or quiet retreats. Every detail, from the custom millwork, mature landscaped grounds has been meticulously curated, making this an extraordinary retreat in one of Wellesley’s most coveted neighborhoods.

70 Old Farm Rd, Wellesley

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

$3,100,000
5 Beds 4 Baths 73419087 MLS
Located in Wellesley’s coveted Dana Hall neighborhood, this classic brick Colonial is defined by timeless architecture & exquisite grounds. Set behind a sweeping front lawn & framed by mature trees & professionally curated grounds, the home exudes elegance from the moment you arrive. A gracious center-entry hall leads to sunlit formal living & dining rooms adorned with detailed millwork, fireplaces, & hardwood floors. The home’s thoughtful layout includes a home office & sunroom along with ideal spaces for entertaining. Oversized windows frame the garden views & flood the interiors with natural light. Upstairs, generously sized bedrooms offer comfort & flexibility, while the primary suite is a peaceful haven. Fantastic lower level has a playroom & lounge. Outside, the manicured grounds feature stone walls, flowering perennials & a gorgeous yard. Moments from town, top schools, & walking paths, this distinguished property blends classic New England charm with an unparalleled location!

2 Kenilworth Road, Wellesley

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

$7,650
5 Beds 4 Baths 73391344 MLS
Charming & spacious 10 room Colonial in desirable, convenient Dana Hall neighborhood with 5 bedrooms and 3.5 updated baths. Home has been renovated and is located on a quiet dead-end street near Fuller Brook Path. Walking distance to Wellesley Square, Hunnewell School and Wellesley College. Chef’s kitchen has granite counters and high-end appliances plus large center island open to family room. Mudroom, living room, dining room and ½ bath complete the first floor. The master bedroom suite has a cathedral ceiling and includes attached office/sitting room, WI closets and stunning master bath with separate tub and shower. Two more family bedrooms, updated hall bath and built-in hall cabinet finish the second floor. The third floor offers two sunny bedrooms and a full bath with stall shower. The basement has laundry room and carpeted rec/play room. Detached two car garage. Pets considered on a case-by-case basis. Just refreshed interior - ready for new Tenants!

18 Tappan Rd, Wellesley

Listing courtesy of Listing Agent: Missy McCarthy from Listing Office: Switzler REALTORS®.

$4,558,000
5 Beds 6 Baths 73425349 MLS
Classic New England home in heart of Wellesley Farms. This 5 bedroom home has undergone a complete renovation. Kitchen w/ large island, pantry and breakfast room opens to family room with fireplace. Oversized mudroom with cubbies off of 2 car garage. Formal library with brick floors, built-ins and fireplace plus additional study off of kitchen with more built-ins and 3 work stations. Front to back living room with huge window seat and picture windows overlooking the large flat back yard! Dining room with exterior access. Optional spacious first floor main bedroom or great guest room with full bath. Second floor with large main bedroom with double walk-in closets and spa-like bath. 3 additional bedrooms and 2 full baths. Finished exercise or playroom over garage. Huge bluestone patio & sports court perfect for outdoor fun! Over 6100 sq feet of living space w/ just under an acre of private land in prime location! Easy access to Boston with walking trails and conservation land close by.

26 White Oak Road, Wellesley

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

$1,050,000
1 Beds 2 Baths 73421176 MLS ['Welllesley Green'] BLDG.
Welcome to this rarely available one bed Wellesley Green condo in vibrant Wellesley Center. Enjoy top restaurants, charming shops & scenic Brook Path just steps away. This pristine penthouse features soaring ceilings, abundant natural light, gleaming hardwood floors & amazing storage space. Bright, renovated kitchen boasts timeless design w/ crisp white cabinetry, double oven & newer appliances, opening to an elegant dining room ideal for entertaining. The expansive living room showcases a striking fireplace, recessed lighting & generous space to gather w/ friends & family. Enjoy your morning coffee on the serene screened-in mahogany balcony. Warm & inviting spacious bedroom & great walk-in closet. Professionally managed community w/ manicured grounds, welcoming updated atrium lobby, sparkling pool & private storage units. Includes one deeded garage space w/ bonus option to inherit/rent a second—ask for details. Carefree condo living in one of Wellesley’s most desirable locations!

65 Grove St Unit 452, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$2,560,000
4 Beds 5 Baths 73405935 MLS
History curated with modern simplicity in this newly renovated and expanded home. No surface has been left untouched. Living room, dining room and grand foyer offer elegant modern space. Chef's kitchen includes 48" Sub Zero fridge, 36" Wolf induction range and Bosch dishwasher. Direct access to granite patio and private yard. Half bath, breakfast nook, mudroom and oversized 2 car garage complete this 1st floor. The 2nd floor has: the primary bedroom with vaulted ceiling, luxurious bath, custom walk-in closet, and adjoining sitting room/office; two additional 2nd floor bedrooms with ensuite baths and custom closets; and the laundry room. Ascend an open modern staircase to a surprising 3rd floor bedroom, bath and bonus room. Gorgeous white oak hardwood flooring and railings throughout. Train, shops and restaurants mere blocks away. HVAC, hot water heater and dryer are all latest heat pump technology. Come experience the best that in-town living has to offer in this one-of-a-kind home!

2 Summit Road, Wellesley

Listing courtesy of Listing Agent: James Mealey from Listing Office: Defining Real Estate.

$1,340,000
2 Beds 2 Baths 73418181 MLS ['Wellesley Green'] BLDG.
Sun-filled and fully renovated first-floor unit in sought-after Wellesley Green. This spacious 2-bedroom, 2-bath condo features newer hardwood floors, custom louvered shutters, and a private brick-walled bluestone patio—perfect for outdoor entertaining. The updated kitchen, featuring stainless appliances and a breakfast peninsula, opens to a bright sitting area. The oversized primary suite offers a walk-in closet and renovated en-suite bath with a glass shower. Enjoy one-level living with amenities that include an outdoor pool, renovated atrium, elevators, clubroom, storage, and security entrance—located in a prime walk-to-town area near shops, restaurants, the library, Fuller Brook Path, and commuter rail. Don’t miss this rare first-floor offering in one of Wellesley’s most sought-after locations.

75 Grove St Unit 124, Wellesley

Listing courtesy of Listing Agent: Maureen McCaffrey from Listing Office: Douglas Elliman Real Estate - Wellesley.

$5,300
3 Beds 3 Baths 73409771 MLS
Wonderful renovated Colonial home in beautiful Wellesley Farms neighborhood. Gleaming hardwood floors and new replacement windows throughout. Renovated kitchen featuring quartz counter tops & stainless steel appliance with kitchen island. Dining room off kitchen with built in hutch, fireplaced living room, 1/2 bath on 1st floor, BONUS room - could be home office, playroom, etc. Sliders to back deck & overlooking lovely back yard! One car garage offers direct entry to kitchen! 2nd floor features 2 bedrooms, 1 full bath and the primary/master bedroom with gorgeous new bathroom (featuring a bidet) and walk in closet. Lower level features laundry and potential for game room/play room/family room with ornamental fireplace. Nice deck off kitchen and bonus room, large & expansive green space/yard that abut the aqueduct trail. Easy commuter location! Access to RT 16, RT 95/128, Rt 30 and Mass Pike within minutes! Great opportunity to live in Wellesley and the great school system!

35 Bay State Road, Wellesley

Listing courtesy of Listing Agent: Cynthia Parrella from Listing Office: Cynthia Parrella.

$3,295,000
5 Beds 5 Baths 73431026 MLS
Luxury new construction near the Weston line offers over 4600 sq ft of refined living on a quiet street near Perrin Park and Overbrook Reservation. Features include a chef’s kitchen with Thermador appliances, custom inset cabinetry, oversized island, walk-in butler’s pantry and designated eat-in area. The kitchen opens to a sun-filled great room with fireplace overlooking a covered deck, patio, and private yard. Main level also includes a designer sunroom, formal dining room, and large mudroom. Upstairs, the primary suite boasts a tray ceiling, walk-in closet, and spa-like bath with radiant floor heat and dual rain head shower. Three additional bedrooms and a laundry room complete the second floor. The finished lower level includes a fifth bedroom, full bath, rec room, gym, and versatile flex space. Set on a .31 acre lot with paver patio, irrigation, and EV-ready garage. Exceptional finishes throughout make this one of Wellesley’s best offerings.

32 S. Woodside Ave, Wellesley

Listing courtesy of Listing Agent: The Walsh Team & Partners from Listing Office: William Raveis R.E. & Home Services.

$2,500
1 Beds 1 Baths 73427511 MLS
Welcome to Phillips Park Apartments, a bright and inviting one-bedroom, one-bathroom apartment perfectly located in the heart of Wellesley Hills. This apartment features hardwood floors, large windows that fill the space with natural light, and a comfortable layout designed for everyday living. The full kitchen provides everything you need to cook and entertain, while the full bathroom and ample storage add convenience. The apartment is equipped with central air conditioning and heat to keep you comfortable year-round, and the building offers an intercom system, secure entry, and an elevator. Building is managed professionally and the tenant only pays electricity and internet or an additional fee for cats. Nearby, you’ll find popular restaurants, local shops, and the Wellesley Hills Commuter Rail station, making this an ideal location for both convenience and charm.Wellesley College, Babson College and Olin Engineering College are also nearby.

324 Washington Unit 301, Wellesley

Listing courtesy of Listing Agent: Paige Johnston from Listing Office: I Heart Real Estate Services, Inc..

$3,800,000
1 Beds 3 Baths 73427632 MLS
This now reflects only 9 Ravine / 3 Ravine Road is listed under mls#73427630 A hidden treasure in Wellesley Farms. This elusive signature property, featuring luxury amenities & a prime location, includes an exquisite primary residence. Set amidst over a half acre of lush landscaped manicured grounds, including patios, & gardens, this is an offering where elevated living meets a relaxed lifestyle. Imagined & constructed over many years, the homeowners vision. unprecedented custom millwork & craftsmanship throughout, coupled with exceptional interior design, every inch of this unique property has been beautifully curated. Only once in a lifetime does a property of this caliber become available.

9 Ravine, Wellesley

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

$8,200
5 Beds 4 Baths 73408264 MLS
Meticulous Townhouse, built in 2023, with an unbeatable location! Great ceiling height and beautiful hardwood floors throughout. Large kitchen with white cabinets, granite countertops and stainless appliances. Excellent storage space in the basement. Bonus finished third floor with a full bath, 2 bedrooms and living room. It is ideal for a nanny or house guests. This property also has a 1 car garage. Hurry don't miss out on this beautiful new townhome. Nearby schools include Sprague Elementary School, Wellesley Middle School and Learning Prep School. The closest grocery stores are Roche Bros, Tutto Italiano and Whole Foods Market. Nearby coffee shops include Starbucks, Peet's Coffee and J.P. Licks. Nearby restaurants include The Linden Store, Sweetgreen and Takara Japanese Restaurant. 35 Pleasant St is also near, Cold Spring Break Sanctuary, Post Office Square and Hunnewell Park.

33-35 Pleasant St Unit 33, Wellesley

Listing courtesy of Listing Agent: David Brossi from Listing Office: Brossi Realty, Inc..

$1,292,000
3 Beds 2 Baths 73390215 MLS
Location, Location, Location.... This property is located in the most desired Country Club area of Wellesley Hills. The property has been completely renovated and land scaped. Fire places (electric insert with full wooded mantels) are located in the living room and main bedroom. The first floor living room, dining area and kitchen are open and very inviting. From the living room there is a french door to step out on the wooden deck and see the expanse of the back yard. The second floor has a full bath and three charming bedrooms. Located in the lower level is a family room, laundry facilities, utility room and separate storage room.. Central air conditioning, security/fire alarm systems, in ground lawn sprinkler system, and fenced back yard, . Excellent location to transportation, schools and varied types of shops and restaurants.

39 Park Avenue, Wellesley

Listing courtesy of Listing Agent: Phyllis Black from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$14,750,000
6 Beds 8 Baths 73353510 MLS
Extraordinary Wellesley estate situated on 2.4 flat acres in coveted Cliff Estates. A masterpiece, spanning over 14,000 sf designed by renowned architect & builder. Every detail showcases the highest quality of workmanship. A grand foyer, perfect for art collections, connects to formal fireplaced living & dining room. The kitchen offers a warm, open space connecting the family & sitting room w/ fireplace. First floor includes a paneled library, homework room, a mudroom w/built-ins, 2nd laundry, & side entry w/ a pet door & shower. Second floor boasts 6 bedrooms 5 baths, each w/ unique qualities & walk-in closets. Landings w/ floor-to-ceiling bookcases lead to curved hallway w/window seats. Lower level has golf simulator, exercise room, full bath w/steam, media room, and a large playroom w/ a kitchenette. The stunning outdoor space features dining porch, fireplace, enclosed porch w/ fireplace, pergola & manicured gardens. Meticulously maintained by the builder from the start.

184 Cliff Road, Wellesley

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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.