Browse All Wellesley MA 4 Bedroom Properties for Sale

4 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73596911 MLS ⋅ 2,000 SqFt.

Beautifully renovated and ideally located in a sought-after Wellesley neighborhood this Village Colonial offers the perfect blend of style, comfort, and convenience. Enjoy easy access to Wellesley’s vibrant town center, commuter rail, and highly regarded schools. Thoughtfully & stylishly updated throughout this inviting home combines modern finishes with timeless appeal, creating a wonderful setting for both everyday living and entertaining. Stunning renovated kitchen opens to a lovely dining room with a built in china cabinet and leads to the living room with a fireplace. The flexible floor plan includes a first floor bedroom/office or playroom option. Upstairs features 12 foot ceilings, a gorgeous primary bedroom with a serene spa like bath and a fabulous bonus family room that showcases a picture window. The walk out lower level adds additional space with built-ins. Outside you will enjoy privacy in the fenced in yard with 2 patios and mature landscaping. A rare opportunity to enjoy the best of Wellesley living, with shopping, dining, transportation, and community amenities all close at hand. Turn key!!! Move right in!

17 Hill Top Road, Wellesley

$2,795,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73590649 MLS ⋅ 3,929 SqFt.

Morning coffee on the front porch, evenings by the fire, and summer dinners on the patio—discover a home that makes everyday living feel special in Wellesley’s convenient College Heights neighborhood. Built in 2009, this custom Colonial pairs high ceilings and hardwood floors with inviting spaces to gather and unwind. At its heart, a spacious eat-in kitchen with an island opens to the fireside family room, with direct access to the bluestone patio and private backyard. A gracious living room and wainscotted dining room set the scene for entertaining, while a dedicated office with built-ins provides a welcoming place to work. Upstairs, the primary suite offers a private bath and walk-in closet. Three additional bedrooms include one with an en-suite bath and two sharing a connecting bath. Second-floor laundry adds everyday convenience. The finished lower level, complete with a full bath, offers flexible space for recreation, exercise, or movie nights. An expansive unfinished third floor presents possibilities for future expansion. With four bedrooms, four full baths, a half bath, and an attached two-car garage, this extraordinary home brings together comfort, flexibility, and access to Wellesley’s shops, schools, and commuter rail. Come experience how beautifully life can flow here.

11 Poplar Road, Wellesley

$1,980,000

4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73587697 MLS ⋅ 3,330 SqFt.

Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

42 Sheridan Rd, Wellesley

$2,495,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73586180 MLS ⋅ 5,735 SqFt.

Sophisticated, modern living in the heart of one of Wellesley’s most beloved neighborhoods! Completely reimagined through a comprehensive 2023 renovation, this exceptional 5,700+ sq. ft. Colonial offers the rare combination of privacy, generous living space, and exceptional walkability to top-ranked schools, Linden Square, Wellesley Hills Commuter Rail and all of Wellesley’s wonderful amenities. The sun-filled interior offers an effortless flow, beginning with a gracious formal fireplaced living room, an elegant dining room and an ideal work from home private office with custom built-ins. At the heart of the home, the renovated kitchen features upgraded appliances, two dishwashers, an expansive island and a generous dining area with direct access to a covered deck and the private backyard. A stylish bar / butler’s pantry connects the kitchen to the spacious family room, creating a seamless setting for both relaxed daily living and entertaining. A full bath, powder room, and mudroom, with direct access to the garage, complete the first floor. Upstairs, the impressive primary suite is a private retreat with soaring ceilings, two walk-in closets, a beautifully renovated spa-inspired bath, and its own private terrace. A second ensuite bedroom features a bonus room ideal for a second in-home office. Two additional generous bedrooms, a full bath with a double vanity, and a dedicated laundry space complete the second level. The expansive, finished lower level significantly extends the home’s versatility featuring a bonus room with a bar and kitchenette, fitness space, and rooms for recreation, play, or additional work-from-home needs. Outside, the level private yard is surrounded by mature trees creating an unexpected oasis just minutes to town. A large deck extends your living space outdoors with ample room for entertaining, relaxing, and play. Turnkey and beautifully updated throughout, this distinctive home delivers the space and privacy of a suburban retreat with the convenience of true in-town Wellesley living.

31 Alba Rd, Wellesley

$2,895,000

4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584741 MLS ⋅ 4,800 SqFt.

Fabulous young Colonial in one of the most coveted locations in town! Brimming with natural light; it has an open, incredibly spacious interior, tall ceilings, rich appointments throughout and gorgeous hardwood floors. It's perfect for entertaining, relaxing in comfort or working from home. A beautifully designed kitchen with expansive island and custom cabinetry opens to a sensational family room with soaring ceilings, fireplace and walls of windows. You can host the holidays in style in the generous and elegant dining room. Sliders from the kitchen lead to a handsome raised stone terrace. There is an excellent office on both the first floor and the lower level. The primary suite has fine details, double walk-in closets and a luxurious marble bath. All bedrooms are exceptionally spacious and a second bedroom is also ensuite. There is an ideal second story laundry room. The lower level also provides an outstanding playroom, exercise room, additional bedroom, and full bath. All this plus storage galore. This very special home is set on a peaceful road in a beloved neighborhood, just a short stroll to schools, shops, train station, library and downtown.

37 Wall St, Wellesley

$3,080,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73584443 MLS ⋅ 4,820 SqFt.

Be prepared to fall in love with this custom Colonial, beautifully sited on landscaped grounds with a private backyard in Wellesley’s Sheridan Estates neighborhood. Masterfully designed and crafted, the home offers nearly 5,000 sq. ft. of living space and the rare convenience of an elevator serving all three levels. A gracious two-story foyer with wainscoting opens to elegant living and dining rooms with 9-foot ceilings. The chef’s kitchen with custom cabinetry opens to a sun-filled family room with soaring cathedral ceiling, oversized windows and gas fireplace. A handsome library and powder room complete the first floor. Upstairs, the serene primary suite features a tray ceiling, generous walk-in closet, luxurious marble bath, along with three additional bedrooms with oak flooring and a second marble bath.The finished lower level offers flexible recreation space, extensive built-in storage and a full bath, with potential for an additional bedroom. Just 12 miles from Boston, this beautifully maintained home offers exceptional privacy and convenience in a sought-after Wellesley setting.

28 Jefferson Rd, Wellesley

$4,395,000

4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73580323 MLS ⋅ 7,741 SqFt.

Truly one of kind property nestled in renowned Hunnewell Estates with horses and cows with the feel of Vermont yet close to Wellesley Center. 3 acres of a private sanctuary surrounded by conservation land and trails.. Incredible opportunity in Wellesley to have gardens, fruit trees, chickens... Gorgeous outdoor space with fire pits, zen waterfall, vegetable gardens with hand hewn raised beds from trees on the property. Orchard with 30 fruit and nut trees, 10 sugar maples for maple sugaring, herb garden, fragrance garden and chicken coop with run. Over 7200 sq ft of living on 3 levels. First floor main bedroom with full bath and double walk-in closets. Spa-glass conservatory off the main bedroom with built-in hot tub. Both a library and 2nd office off the main bedroom each with custom woodwork and built-ins. Large fireplaced living room with French doors along entire rear. Dining room perfect size for entertaining. Custom kitchen with large island and show stopping gorgeous stone fireplace that opens to the family room. Mudroom and laundry room complete the first floor. Perfect guest suite over the garage. Second level consists of and additional 2 large beds with walk-in closets and full bath. Lower level with large game room including a wet bar and media area. Additional playroom plus 2 more rooms with bath perfect for guests. 3 car garage. A must see!

150 Pond Road, Wellesley

$2,795,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73579886 MLS ⋅ 3,725 SqFt.

Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood—beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary suite with an updated bath and ample closet space. An oversized guest suite provides additional comfort and flexibility for family or visitors. The lower level adds another dimension of versatility with a full bath and flexible finished space that can easily accommodate a bedroom suite, home office, playroom, gym, or recreation area. An oversized garage is an exceptional bonus, offering additional space that could serve as a home gym, workshop, hobby area, or simply provide abundant storage. A rare combination of location, character, privacy, and flexible living space, this home offers the opportunity to enjoy all that makes this Wellesley neighborhood so desirable while having an outdoor setting that feels remarkably private and expansive.

8 Tennyson Rd, Wellesley

$1,995,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578347 MLS ⋅ 2,820 SqFt.

Tucked away on an idyllic side street in a charming Wellesley Farms neighborhood, this beautifully maintained Colonial offers classic character, stylish updates, sun-filled spaces, and an exceptional location. Inside, thoughtful updates blend seamlessly with the home’s timeless appeal, including a beautifully updated kitchen with custom cabinetry and brass hardware that flows effortlessly into a sky-light lit eat-in area and oversized family room with built-ins. A formal dining room and living room offer flexibility for both everyday living and entertaining. Upstairs, you have four generous bedrooms, including a spacious primary suite with sparkling en-suite bath, along with a newly renovated family bath. The lower level provides versatile space for a playroom, home office, or gym, and your outside space is lush with a beautiful patio, grassy yard, and deck . Ideally located for the best of Wellesley living, with easy access to the Farms commuter rail, Lower Falls, walking trails, and major commuter routes. With no through-traffic, this closed loop neighborhood fosters the perfect balance of privacy and community. A bright, happy home in a truly special setting.

39 River Glen Rd, Wellesley

$2,395,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577996 MLS ⋅ 4,546 SqFt.

Tucked at the end of an idyllic cul-de-sac in one of Wellesley’s most sought after neighborhoods, this classic brick Colonial offers timeless style and exceptional space. The custom chef’s kitchen opens to a sun filled breakfast nook and a deck ideal for entertaining large parties. A large dining room with a wood burning fireplace provides a warm and inviting setting for gatherings and holiday dinners. The dramatic great room features soaring ceilings, walls of windows, a gas fireplace, and access to a second expansive deck. All bedrooms are generously sized and thoughtfully designed, including an expansive primary suite on it's own wing of the house with a soaking tub, private sitting room and oversized walk-in closet. The finished basement level offers two flexible large rooms and a full bath, while thoughtfully designed storage throughout keeps everything organized and within easy reach. A two-car garage, central air, new whole-home generator, water filtration system and an irrigation system add everyday comfort and convenience. Ideally located near town, the Sudbury aqueduct, top-rated schools, and the commuter rail this is the perfect place to call home.

9 Eisenhower Circle, Wellesley

$1,799,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574530 MLS ⋅ 2,714 SqFt.

Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.

8 Cypress Rd, Wellesley

$1,375,000

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73572680 MLS ⋅ 1,570 SqFt.

Ideally located at the end of a quiet cul-de-sac, this inviting Colonial is just a short distance from town center, the commuter train, and schools. A welcoming living room with a gas fireplace and custom cabinetry sets the tone as you enter. The spacious, open-concept kitchen and dining area is bright and sunny, with a thoughtfully designed kitchen featuring a center island with seating—perfectly suited for everyday living and entertaining. A French door leads to a versatile den or home office, offering a tucked-away space for work or relaxation. The second and third floors provide flexible bedroom options, with access to an expanded third floor offering additional possibilities. Outside, the fantastic backyard adjacent to the Brook Path, features lush foliage and a level lawn ideal for outdoor fun and games. A wonderful home with space to grow, personalize, and enjoy for years to come!

7 Dexter Road, Wellesley

$1,349,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566903 MLS ⋅ 1,800 SqFt.

Welcome to this inviting 4 bedroom, 2.5 bath home featuring a desirable open floor plan. The updated kitchen with high end appliances, showcases quartz countertops, a spacious island, and a seamless connection to the living areas, creating an ideal space for both daily living and entertaining. A generous dining room sits just off the kitchen and family room, offering an easy layout for gatherings with friends and family. Upstairs, you’ll find three well-sized bedrooms and two full baths, including a serene primary suite with marble bath. The expansive backyard provides a private outdoor retreat with ample space for recreation, dining, and relaxation. The landscaped setting enhances the outdoor experience while maintaining a sense of privacy. Thoughtfully designed and move-in ready, this home blends comfort, versatility and indoor-outdoor living. Conveniently located near shops, restaurants, commuter rail, and major highways for an easy commute into Boston! Come see all this home has to offer and discover this great opportunity to make it your own.

560 Worcester St, Wellesley

$1,650,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73562667 MLS ⋅ 2,086 SqFt.

Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.

29 Cottage Street, Wellesley

$3,250,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551561 MLS ⋅ 3,712 SqFt.

Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell.

25 Hundreds Cir, Wellesley

$1,895,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533550 MLS ⋅ 2,896 SqFt.

Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Adding to the home's versatility is an exceptional bonus space above the detached two-car garage, perfect for a home office, fitness studio, creative workspace, guest overflow, or potential future accessory dwelling unit. Outdoors, multiple porches, a patio, and beautifully landscaped grounds provide inviting spaces for relaxation, gathering, and enjoying the peaceful setting.A rare offering that combines historic charm, modern updates, flexible living space, and an unbeatable Wellesley Hills location.

40 Kimlo Rd, Wellesley

$2,940,000

4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73513990 MLS ⋅ 5,200 SqFt.

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

35 Marshall Rd, Wellesley

$1,149,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73511385 MLS ⋅ 1,400 SqFt.

Top condition 4 bed room, single family, 1.5 bath on the corner of a cul-de- sac. Great location with easy access to Routes 9, 16 & 30. Updated kitchen and baths. Insulated windows Finished basement with large laundry/storage room.

2 Marigold Ave, Wellesley

$2,890,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73482936 MLS ⋅ 3,334 SqFt.

Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

162 Hampshire Rd, Wellesley

$2,890,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73482935 MLS ⋅ 3,334 SqFt.

162 Hampshire Rd, Wellesley

$1,285,000

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73469533 MLS ⋅ 2,150 SqFt.

Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS appliances and granite counter tops and access to rear deck overlooking level backyard. Living room with fireplace and formal dining area complete the main floor. The fully finished ground level is sunny and bright, with a separate entrance and “mud-room” area and a bedroom with an updated half-bath, fireplace, and built-in shelving/storage. The large open floor plan provides great flexibility of use for an office, gaming lounge, work-out and entertainment room. Easy access to commuter rail, 95, Rt. 9, schools, parks, shopping and restaurants and Babson and Wellesley and Mass Bay colleges.

96 Washburn Avenue, Wellesley

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4 Bedroom Wellesley Real Estate

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Browse All Wellesley MA 4 Bedroom Properties for Sale

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