Refine Search
Sort by
$3,510,000
5 Beds 6 Baths SOLD Status 73498789 MLS 6,037 SqFt.
Nestled in the sought-after Dana Hall neighborhood, this pristine Colonial offers the perfect blend of timeless elegance & sophistication. This beautiful residence showcases refined craftsmanship & thoughtfully designed living spaces. A light-filled foyer welcomes you into an expansive 1st floor, offering living & dining rooms, an office, a stunning kitchen w/ custom cabinetry, center island & breakfast nook. The kitchen opens to a family room w/ soaring ceilings & fireplace, creating an ideal setting for entertaining. Upstairs, the primary suite provides a serene retreat w/ a marble bath & walk-in closet. 4 additional bedrooms, 2 en-suite, a hall bath & laundry complete this level. The LL has a gym & rec space w/ a golf simulator. Enjoy outdoor living in the private backyard, w/ fireplace & built-in grill. Just moments from Hunnewell School, Wellesley Center, commuter rail, and the Brook Path, this turnkey home delivers an unparalleled lifestyle in one of Wellesley's best locations.

27 Radcliffe Rd, Wellesley

$2,833,000
4 Beds 4 Baths SOLD Status 73498781 MLS 4,151 SqFt.
Welcome to 15 Standish Circle, a beautifully updated 4-bedroom home tucked into one of Wellesley’s most cherished neighborhoods. Thoughtfully designed for both everyday living and entertaining, the renovated kitchen w/ stainless appliances and granite countertops opens seamlessly to a fireplaced family room with a skylight, filling the space with natural light. The home offers exceptional flow, with inviting rooms that lead effortlessly into a spacious sunroom—perfect for gatherings and overlooking the patio for easy indoor-outdoor living. A first-floor laundry room adds convenience while the fully renovated primary bathroom with heated floor provides a fresh, modern retreat. Central air, two-car garage and close proximity to Town Forest, Longfellow Pond and Centennial Park. This one won't last!

15 Standish Cir, Wellesley

$2,935,000
5 Beds 4 Baths SOLD Status 73498588 MLS 4,364 SqFt.
Magnificent Tudor set on an oversized lot in the coveted Poet’s Neighborhood. Thoughtfully reimagined and expanded, this home seamlessly blends timeless architectural detail with modern luxury. An impeccably designed kitchen serves as a true centerpiece featuring a handsome island, custom cabinetry, and an ideal layout for everyday living and entertaining. A sun-filled family room with walls of windows and French doors opens to a private patio. The main level also offers a formal dining room, elegant fireplaced living room, and a versatile sunroom/office. 2nd fl includes four bedrooms and two baths, highlighted by a stunning primary suite, plus convenient 2nd-floor laundry. The 3rd floor provides a private en-suite guest retreat. The finished lower level offers a playroom, gym, and ample storage. Outside, enjoy a beautifully landscaped yard with mature plantings and lush gardens-—an exceptional home for every season! Convenient to all commuter routes, train, shops, restaurants....

49 Whittier Road, Wellesley

$1,953,000
4 Beds 3 Baths SOLD Status 73498393 MLS 2,627 SqFt.
Bright and inviting 4 BR, 2.5 BA Wellesley Farms Colonial blends today’s conveniences with yesterday’s charm. Every detail has been carefully curated for a seamless combination of style and function. The welcoming foyer leads to a spacious living room with a fireplace and built-ins; a sun-drenched den opens to a professionally landscaped backyard ideal for entertaining and play. The thoughtfully-designed kitchen incorporates the laundry area and connects to a mudroom and 2-car garage. The second floor features 4 generously-sized bedrooms, 2 renovated full baths, and walk-up attic with expansion potential. Extensive hardwood flooring and central a/c—always in demand—add to the home’s comfort and appeal. The finished basement is the perfect family room or playroom, and includes a fireplace and dedicated wine/storage area. Sought-after neighborhood mere minutes from commuter rail, Rts. 90/95/9, playgrounds, daycare, schools, shops & restaurants. Open House Saturday 1-3 and Sunday 12-2

92 Woodlawn Ave, Wellesley

$825,000
2 Beds 2 Baths SOLD Status 73498359 MLS 1,604 SqFt.
This bright, spacious, and well-maintained 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 a wood-burning fireplace. The kitchen features crisp white cabinetry and white appliances. The dining area overlooks the private balcony, an idyllic spot to enjoy summer breezes. Amenities include a powder room on the first floor and a spacious bath on the second. One bedroom has a unique office alcove with built-ins in addition to a closet. The finished lower level includes a tastefully appointed bonus room that provides easy access to the one-car garage. Newer systems include heating, cooling, and a water heater. Move right in and enjoy!

21 Westerly St Unit 10, Wellesley

$4,620,000
6 Beds 8 Baths SOLD Status 73498301 MLS 7,606 SqFt.
Surrounded by the beauty of Wellesley Farms, this exceptional home offers a rare blend of privacy, tranquility and stunning interior design. Bathed in natural light the front to back foyer welcomes you into this impressive home with high ceilings. Expansive windows frame views of the professionally landscaped grounds bringing the outdoors in & filling every corner with warmth & brightness. The beautifully appointed kitchen flows seamlessly into the inviting family room, offering an open & airy layout where comfort meets effortless style. The elegant living & dining rooms each include a fireplace, custom millwork, and mahogany-inlaid floors. Additional highlights include a gorgeous library with custom built-ins & French doors—perfect for working from home—and a stylish mudroom to keep belongings organized. Every detail of this home has been curated with superb craftsmanship. An idyllic retreat just moments from everything that makes Wellesley so desirable, with easy access into Boston.

8 Glen Brook Road, Wellesley

$1,250,000
3 Beds 3 Baths SOLD Status 73498153 MLS 1,732 SqFt.
Welcome to 16 Wiswall Circle, a beautifully appointed townhouse in the heart of Wellesley Center. This spacious residence offers over 1,700 square feet of thoughtfully designed living space, including three bedrooms and two-and-a-half baths. The open-concept living room, dining area, and kitchen create a seamless setting for both everyday comfort and effortless entertaining. Step outside to a tranquil private deck, ideal for unwinding outdoors. Additional highlights include a two-car attached garage with a convenient mudroom entry and second-floor laundry. Recent updates enhance the home throughout—from newly refreshed kitchen cabinetry with soft-close drawers and modern hardware to fully updated systems for peace of mind. The third bedroom has been enclosed to provide added privacy and flexibility. Perfectly situated in Wellesley Center, this home invites you to enjoy all the conveniences and charm Wellesley & beyond has to offer.

16 Wiswall Circle Unit 16, Wellesley

$4,150,000
5 Beds 4 Baths UNDER AGREEMENT Status 73498043 MLS 5,074 SqFt.
Set in one of Wellesley’s most elite and sought-after neighborhoods, this quintessential Colonial blends timeless architecture with impeccable modern updates. Thoughtfully and beautifully renovated by a highly regarded architect and premier builder, the home showcases exceptional craftsmanship and refined design throughout. The private backyard retreat is ideal for both relaxation and entertaining, featuring a stunning bluestone patio, elegant walkways, and extensive masonry that extends to a beautifully crafted paver driveway. Perfectly positioned across from coveted Rockridge Pond, residents enjoy year-round access to scenic trails, kayaking and canoeing in warmer months, and picturesque ice skating in winter. A rare opportunity to own a classic home in an exceptional setting where natural beauty and sophisticated living come together.

33 Hundreds Cir, Wellesley

$4,525,000
6 Beds 8 Baths SOLD Status 73497956 MLS 9,523 SqFt.
Welcome to 23 Inverness Road, an exceptional home in Wellesley’s coveted Country Club neighborhood. The first floor is designed for both everyday living and entertaining, anchored by a stunning Bulthaup kitchen with double islands, Miele and Sub-Zero appliances, appliance garage, integrated dining table, and a wood-burning fireplace, seamlessly flowing into the dining room, living room, formal living room, and private home office, all enhanced by custom built-ins and surround sound. Upstairs, the primary suite offers a true retreat with heated floors and a spa-like bath, accompanied by four additional bedrooms. The third floor features a private sixth-bedroom suite. The lower level includes a gym, theatre, and professionally designed recording studio. Outside, enjoy beautifully landscaped grounds, patio lighting, and an outdoor fireplace—perfect for entertaining.

23 Inverness Rd, Wellesley

$2,800,000
7 Beds 8 Baths SOLD Status 73497923 MLS 7,000 SqFt.
Welcome to a luxurious, expansive 2026 new construction-a classic brick-front New England colonial in a 3-home subdivision! High-end developer provides opportunity to meet buyer customizations. A stunning double-storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets, quartz waterfall island,S/S high-end Thermador appliances, built-in breakfast seating & a large walk-in pantry! 1st floor private in-law en-suite. Not to miss-the primary bedroom & an en-suite bathroom,a truly amazing beauty! 4 additional bedrooms & large deck offer private space for quality family time! Large windows, premium hwd floors & high ceilings throughout! Lower level includes gym, media room & en-suite bedroom with full bath, perfect for guests & live-in nanny. In-town location,minutes to Linden Sq & Wellesley Sq shopping.Convenient to Wellesley Farms & Wellesley Hills T stops. Easy commute to Boston

365 Worcester St, Wellesley

$1,100,000
3 Beds 3 Baths ACTIVE Status 73497359 MLS 2,165 SqFt.
A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan.  The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and breakfast bar and opens to a large rear deck, perfect for entertaining.  Upstairs boasts  a large en-suite Primary bedroom, two additional bedrooms, another full bath along with an office/den bonus  space. There are plenty of custom built-ins, cabinets and quaint nooks that make this an adorable gem of a home.  The acreage is combined lots 6 & 6R and offers a half acre of privacy or possible room to grow. The home needs some exterior and basement improvements to reimagine it to your dream!  Terrific location, moments to Fiske elementary school & easy access to Rt.9,128.

6 Willow Street, Wellesley

$5,100,000
6 Beds 8 Baths SOLD Status 73496171 MLS 6,148 SqFt.
Renovated 6+ bedroom, 6 full & 2 half bath brick Georgian colonial style home! Situated on a magnificent & lushly landscaped .52 ac lot designed by Dan Gordon offering a beautiful in ground heated pool & pool house, multi level terrace with grilling station, fire pit, and large level back yard. Located on a quiet cut-de-sac close to the town center and Wellesley Country Club this elegant home has all modern amenities for contemporary living. An open kitchen family room with access to the terrace and pool, a large mudroom with half bath and yard access, an attached 2 car garage & a generous parking courtyard. Formal living room with wood burning fireplace, a private office w full bath, and large formal dining room with butlers pantry. Finished lower level has abundant storage and walk out play room. A second level with 4 bedroom suites including a primary suite with dual walk in closets, 5 piece bath, & a deck. Top floor has a large bonus room 2 additional guest bedroom and a full bath!

10 Clark Rd, Wellesley

$5,100,000
6 Beds 8 Baths SOLD Status 73494940 MLS 7,322 SqFt.
PRICE IMPROVEMENT! Extraordinary Dana Hall Colonial on full acre in walking distance to Wellesley Center! Custom designed by Patrick Ahearn and built by Elias Construction in 2003, this masterpiece colonial celebrates the timeless charm and character of traditional Wellesley architecture while capitalizing on the advantages of newer construction with modern materials, living spaces and features. The best of both eras! Superior craftsmanship and custom selections are evident throughout this exquisite six bedroom home. Too many amazing features to mention here, but stunning front to back 3 story foyer, sun light pouring in from large windows and doors, and a true Library with fireplace must be called out. Finished basement w bar and side load 3 car garage. Huge yard with beautiful landscaping. A once in a lifetime opportunity for the most discerning buyer. Nestled on coveted Buckingham Terrace with a pathway to Grove St, a short walk to Wellesley Center, schools, library and trains.

1 Buckingham Ter, Wellesley

$2,250,000
8 Beds 4 Baths SOLD Status 73494576 MLS 3,994 SqFt.
Proudly presenting this breathtaking fourteen-room home, where timeless elegance meets exceptional opportunity in one of Wellesley’s most desirable Dana Hall neighborhoods. W/ its charming curb appeal, this home exudes history, grace, & character—evoking memories of a bygone era. Rich in original details, leaded glass windows, inviting front & back porches, fire-placed living rooms, soaring ceilings, cherry floors, built-ins & exquisite moldings. Currently configured as a two-family w/ a proven rental history, this home is ideal for investors, multi-generational living, or those looking to convert back to a grand single-family residence or luxury condos. The detached garage offers potential for an ADU, guest cottage, studio, or additional income. Ready for your personal touches, this home enjoys an in-town location steps from the Brook Path, dining, shops, & commuter rail. A rare chance to own a distinctive asset in one of Wellesley’s most sought-after neighborhoods!

12 Leighton Rd, Wellesley

$2,149,000
4 Beds 4 Baths UNDER AGREEMENT Status 73494412 MLS 3,122 SqFt.
Step into a notable historic "Augustus Fuller" home-where timeless character meets modern living. This beautifully preserved and thoughtfully updated residence offers an exceptional opportunity to own a home rich in heritage while enjoying today's most sought after comforts.Historic charm is evident in every detail, with countless interior & exterior updates to ensure a lifestyle of ease & sophistication. The heart of the home features a newly renovated, sun-drenched kitchen that shines as a true centerpiece. Designed with both style & functionality in mind, it features bright finishes & ample cabinetry for an inviting atmosphere perfect for everyday living & entertaining alike. The second floor offers 4 beautiful bedrooms offering charming fireplaces, wood floors, 3 full bathrooms, a laundry area as well as spaces to be creative for your daily needs. The addition of a classic farmer's porch with fans & a copper roof graces the front of the home. WELCOME HOME!

122 Great Plain Ave, Wellesley

$2,225,000
5 Beds 4 Baths SOLD Status 73494133 MLS 2,590 SqFt.
Enjoy phenomenal walkability with a 0.6-mile stroll to Wellesley High School, Brook Path and easy access to shops, dining, and commuter rail, all from this 5-bedroom, 4-bath home in the sought-after Country Club neighborhood. Blending timeless charm with modern comfort, wainscoting, arched doorway, and original moldings create a warm, inviting feel. The formal living room features a cozy wood-burning fireplace, while the impressive 20x18 family room offers a coffered ceiling, built-ins, and a wet bar with beverage refrigerator—perfect for entertaining! Thoughtfully updated--granite counter tops, Wolf gas stove, refrigerator (2022), washer/dryer (2022) and meticulously maintained, this home includes elegant living and dining spaces plus a sunken, sun-drenched corner office. Designed for today’s lifestyle with room to relax and recharge. Set on nearly a half-acre, the flat backyard is ideal for play or pets,complemented by a bluestone patio for outdoor dining. A truly move-in ready home.

120 Forest St, Wellesley

$999,900
2 Beds 2 Baths CONTINGENT Status 73494021 MLS 1,057 SqFt.
Beautifully crafted and brand new, this 24 unit condominium assoc. at The Albion features luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom residence features 9’ high ceilings, hardwood floors, fireplace, quartz countertops, in-unit laundry, with washer and dryer and oversized energy-efficient windows providing wonderful natural sunlight. This is a corner unit with three lovely exposures. Parking space #35. The Albion is located approximately .5 miles from Linden Square and abuts Sprague Field. Town amenities are close by, offering residents the convenience and proximity to top-ranking public schools, many shops and restaurants, grocery stores, as well as multiple parks, public tennis courts, trails, and the commuter rail into Boston. Common area exercise and game room.

16 Stearns Unit 302, Wellesley

$2,280,000
4 Beds 3 Baths SOLD Status 73493643 MLS 3,533 SqFt.
Charm blends effortlessly with modern style at this classic gem. Rich wood trim, light floors, and thoughtful custom details define the quality here. The dramatic family room—with its soaring ceilings, elegant built-ins, and expansive windows—serve as an impressive gathering place. There is also a stunning dining/breakfast room that offers flexible space. Stone counters and stainless appliances lend to the beauty of the eat-in kitchen. The formal living room is anchored by a fireplace and the at-home-office is the perfect spot to work from home. Upstairs, the primary suite is a true retreat: a private sitting room, walk-in closet, and a spa-inspired bath. Three additional bedrooms and a well-appointed bath accommodate family or guests with ease. A magazine worthy playroom in the lower level. Outdoor entertaining is easy with the expansive blue stone patio and sitting area. The property is set on a cul-de-sac with walking trails. Fabulous commuting location and near shops and the train.

21 Cunningham Road, Wellesley

$2,600,000
4 Beds 4 Baths SOLD Status 73492152 MLS 4,016 SqFt.
Stunning new construction in one of Wellesley’s most sought-after neighborhoods, just moments to Wellesley Middle & High School, Linden Square, and the commuter rail. Thoughtfully designed for modern living, the main level features a chef’s kitchen with professional-grade appliances and an oversized center island, seamlessly opening to sun-filled living and entertaining spaces. A formal dining room and flexible office or sitting room complete the first floor. Upstairs, the luxurious primary suite offers a spa-like bath and walk-in closet, along with three additional bedrooms, a full bath, and a conveniently located laundry room. The finished lower level with full bath opens directly to a private patio and beautifully landscaped grounds—perfect for effortless indoor-outdoor living.

345 Linden St, Wellesley

$2,090,000
4 Beds 4 Baths SOLD Status 73491833 MLS 3,283 SqFt.
An iconic stone and shingle home beautifully sited in coveted Poet’s Corner. This timeless residence blends classic architecture with gracious, well-proportioned living spaces. A signature porch/sunroom sets the tone which opens to a gracious fireplaced living room lined with a wall of windows. The elegant dining area is perfectly scaled for both everyday living and entertaining. A standout first-floor family room with an adjacent fully renovated bathroom provides exceptional flexibility for guests, work, or play.Upstairs, four well-sized bedrooms and two full baths complete this family home. A generous mudroom and an attached two-car garage make this property practical as well as charming. Don't miss this rare opportunity to own a truly special home in one of Wellesley's favorite neighborhoods.

4 Fiske Rd, Wellesley

$830,000
4 Beds 2 Baths SOLD Status 73491766 MLS 1,932 SqFt.
This beautifully maintained 4-bedroom home blends timeless character with modern functionality. Ideally located in a convenient area of Wellesley—known for its excellent schools, vibrant shopping, and dining—the home features an open floor plan that seamlessly connects living, dining, and entertaining spaces. A first-floor office offers flexibility for today’s lifestyle, while a bright sunroom provides the perfect bonus area for enjoyment. The yard adds inviting outdoor space for relaxing, gardening, or play. Enjoy easy access to numerous parks, including dog parks and playgrounds, adding to the home’s exceptional lifestyle appeal. Don't miss this opportunity to own a home with comfort, convenience, and charm.

851 Worcester St, Wellesley

$1,150,000
3 Beds 2 Baths SOLD Status 73491650 MLS 2,023 SqFt.
OPEN HOUSE CANCELLED; OFFER ACCEPTED. Experience exceptional value in Wellesley with this classic Cape! Set on an oversized lot in a central location, this property has been thoroughly updated inside and out with substantial improvements and chic stylish design. All the hard work has been done: nearly every major system has been replaced or improved—roof, HVAC, electrical, windows, flooring, kitchen, baths, exterior, landscaping—delivering true turnkey ease. Enjoy the open concept first floor layout that you've been waiting for. Two bedrooms & full bath on the first floor; one bedroom and office/play area on second. The flexible floor plan has multiple bonus spaces ideal for guests, work, or play. Finished lower level has another bedroom option, 2nd living room, full bath & Owens Corning system. Potential one-level living enhances versatility, while Bates School district & easy commuter access give you plenty of options.

339 Weston Rd, Wellesley

$2,100,000
4 Beds 4 Baths SOLD Status 73491540 MLS 2,953 SqFt.
This charming 1937 Colonial is perfectly situated on a quiet cul-de-sac just moments from shops, restaurants, major highways, and the commuter rail, offering both convenience and neighborhood charm. With four finished levels of living space, this beautifully maintained home features nine spacious rooms, including four bedrooms, three full baths, and one half bath. The updated kitchen opens seamlessly to the living and dining areas, creating a bright and inviting layout ideal for everyday living and entertaining. A dedicated first-floor office provides the perfect space for working from home. The finished lower level offers additional flexible living space for a family room, gym, or playroom. Outside, enjoy a private fenced backyard with a patio, perfect for relaxing or hosting gatherings. Classic character blends effortlessly with modern updates in this warm and welcoming home, offering comfort, style, and a highly desirable location close to everything.

2 Woodlawn Oval, Wellesley

$5,200,000
5 Beds 5 Baths SOLD Status 73491488 MLS 7,345 SqFt.
Incredible custom renovated 5 bedroom home that has undergone significant upgrades making this one of Wellelsey's sought after properties. White washed brick face exterior with pea stone drive and parking court all trimmed in cobblestone creates a gorgeous approach. Stunning 2 story foyer with herring bone floors greets you into this welcoming 7300 sq ft space on nearly one acre of flat and private land! Kitchen with island and banquette dining area opens into family room with fireplace and wall of built-ins. Cozy den with more built-ins and fireplace. First floor main bedroom with fabulous walk-in closet and spa-like bath. Mudroom off of garage. 2nd floor w/ secondary main bedroom, sitting area and walk-in closet. 3 additional bedrooms all similar in size with 2 more baths. Office area completes the 2nd floor. Lower level with huge playroom, exercise room plus large storage room. Blue stone patio with firepit and built-in grill. Enjoy the Peirce Estate neighborhood w/ an easy commute.

48 Scotch Pine Rd, 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.