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24 Cliff Road, Wellesley
$1,595,000
3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73581325 MLS ⋅ 2,490 SqFt.
Set on nearly half an acre on sought-after Cliff Road, this three-bedroom home offers the ease of one-level living with room to gather, work, and entertain. A welcoming living room and formal dining room lead to the kitchen and a spacious family room that opens to the patio. A separate office, private primary suite, and two additional bedrooms complete the main level. Downstairs, a recreation room adds flexible space, while an attached two-car garage, deck, and generous outdoor areas round out the property. Enjoy easy access to the Wellesley Hills commuter rail station, the Brook Path, and the shops and dining of Wellesley Hills. A wonderful opportunity to enjoy the home as it is or bring your vision to a coveted Wellesley address.

24 Cliff Road, Wellesley

17 Midland Road, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73580978 MLS ⋅ 5,210 SqFt.
Coveted in town/Dana Hall location! Photos are of work in progress. Almost at finish line! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley

150 Pond Road, 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

8 Tennyson Rd, 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

7 Arnold Rd, Wellesley
$1,125,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73579586 MLS ⋅ 2,348 SqFt.
A truly unique opportunity to live in the coveted Cliff Estates neighborhood, this distinctive contemporary residence offers an extraordinary combination of architecture, privacy, and setting. Surrounded by rare, exceptional privacy, the home is designed to bring the outdoors in, with dramatic cathedral beamed ceilings, oversized windows, and a stunning wall of floor-to-ceiling glass in the family room overlooking the patio and private grounds. The open-concept floor plan creates a wonderful sense of volume and light, while gorgeous original millwork adds warmth and character throughout. The home offers three bedrooms, two full baths, a two-car garage, and flexible living spaces ready to be reimagined for today’s lifestyle. While cosmetic updates are needed, several major systems have been recently replaced and the existing systems are in good working order, providing an excellent foundation for the next owner. For buyers seeking a special home in an exceptional neighborhood—or builders looking for an opportunity to create something truly their own—this is a rare chance to live in one of Wellesley’s most desirable settings while taking advantage of the home’s remarkable architecture, privacy, and potential.

7 Arnold Rd, Wellesley

4 Woodlawn Oval, Wellesley
$2,095,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579024 MLS ⋅ 2,721 SqFt.
OFFER DEADLINE MONDAY AT 6PM. Please make all offers good for 24 hours and attached in 1 PDF. Set on a coveted, quiet cul-de-sac in Wellesley Farms, this beautifully appointed Colonial has been extensively renovated and is perfectly located—just minutes from the commuter rail and moments from nature trails and neighborhood shops. The owners worked with one of the area’s premier builders to thoughtfully remodel the home while preserving its original character, with careful attention paid to every detail. The fully renovated kitchen features custom beaded-inset cabinetry, super white quartzite countertops, a large island with custom woodworking, and a suite of top-of-the-line Wolf and Bosch appliances. Filled with natural light from a large skylight, the kitchen opens to a sun-filled family room with a custom wood-paneled cathedral ceiling and a wall of windows overlooking the large private backyard and patio.An elegant living room with a handsome fireplace and original built-in bookcases, and a dining room featuring classic wainscoting, designer wallpaper, and built-in cabinetry, complete the main living spaces. A fully renovated powder room includes a custom vanity and quartzite countertop that complement the kitchen. A convenient mudroom and laundry with custom cabinetry and washer and dryer add to the ease of everyday living.On the second floor, three generous bedrooms are equipped with custom closets, and a fully renovated full bath features custom cabinetry, quartzite countertops, nonslip tile floors, and Kohler bathtub, shower, and fixtures. The finished lower level provides flexible additional living space, including an oversized bedroom suite with a full bath, a large recreation room, and additional storage, offering flexibility for guests, work, play, and more.Outside, the expansive yard was thoughtfully redesigned by an award-winning landscape architect, with new plantings, a spacious bluestone patio, Wi-Fi-controlled irrigation, and a new cedar fence. Additional improvements include a brick-and-bluestone front entrance, new exterior doors, new lighting, a new boiler, new basement flooring, a reverse osmosis water filter, copper downspouts, French drains, smart thermostats, smart locks, and an EV charger.

4 Woodlawn Oval, Wellesley

3 Macarthur Rd, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73578376 MLS ⋅ 3,850 SqFt.
Located in Wellesley’s highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept kitchen and living area, creating a warm and inviting setting for everyday living and entertaining. A comfortable den and formal dining room provide additional spaces for relaxing and gathering. The home also offers two versatile bonus rooms, currently used as a home gym and TV room, providing flexible space for a home office, playroom, media room, exercise space, or other needs. The deck extends the living space outdoors and is ideal for relaxing or entertaining. A two-car garage provides convenient parking and additional storage, while the unfinished basement offers substantial storage and potential for future use. The location is a standout feature, just minutes from Hardy Elementary School, Wellesley Middle School and Wellesley High School. The home is also conveniently located near the Wellesley commuter rail station, providing easy access for Boston-area commuters. Combining classic Colonial character, generous living space, flexible bonus rooms, and a convenient location in one of Wellesley’s established neighborhoods, this home offers a wonderful opportunity to enjoy all that Wellesley has to offer.

3 Macarthur Rd, Wellesley

39 River Glen 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

9 Eisenhower Circle, 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

15 Wedgwood Rd, Wellesley
$2,610,000
5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73577889 MLS ⋅ 4,181 SqFt.
Fully renovated Colonial on a Bates cul-de-sac near school and conservation trails. A 2016 whole-home renovation by a renowned architect and builder opened the first floor into one bright, column-free kitchen, family room and breakfast nook. The kitchen has a large center island with raised bar, 48" refrigerator, 36" rangetop, double wall ovens, microwave drawer and coffee bar, plus a built-in banquette and media cabinet. A large Andersen slider leads to the party-size deck. Mudroom with bench, powder room, study nook and a fireplaced living room complete the main level. Upstairs, five bedrooms include a primary suite with soaking tub, glass-walled tile shower, double vanity and fitted walk-in closet. Two more full baths were redone and a true second-floor laundry added. Walk-out lower level with rec room and gym. Andersen windows, spray foam insulation, gas heat and central air. Roof and paint 2024; steps, walkway and driveway 2026. Tesla Charger. Move-in ready, magazine-worthy, and waiting for you.

15 Wedgwood Rd, Wellesley

21 Elmwood Rd, Wellesley
$2,395,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73576607 MLS ⋅ 4,086 SqFt.
Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a plan by Duckham Architecture and Interiors with a new fieldstone wall, walkways on both sides, irrigation, underground water management and expanded driveway. The house is a 1940 colonial that was expanded and re-sided the same year by Duckham Architecture and Interiors. New siding, windows and gutters on every side. An extra-large farmer's porch across the front. A new side entry where the bulkhead used to be. And a four-season room with a cathedral ceiling and glass on three sides, opening to a landing deck and bluestone patio. Inside, a twenty five foot eat-in kitchen with a Wolf range, double wall ovens, Sub-Zero wine refrigeration, custom cabinetry and a built-in banquette that seats eight. The living room has a fireplace and a wall of built-ins. The family room has a brick fireplace and a bay window. Upstairs, the primary suite occupies its own wing, with a fireplace, a step-up sitting room that doubles as an office, a walk-in closet, and a bath with a double vanity and a tiled walk-in shower. The lower level was rebuilt in 2014 and extended in 2020. Daylight windows, its own heating and cooling, a fifth bedroom, a second sitting room, a full bath, laundry, and an exercise room with direct outside access. Ideal for guests, an au pair, a parent, or a teenager who wants a floor of their own. New roof 2014. Fresh interior paint 2026. Gas heat, central air, 200-amp service. A short walk to the commuter rail and Linden Square.

21 Elmwood Rd, Wellesley

41-A Hunnewell Street, Wellesley
$1,299,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575899 MLS ⋅ 2,384 SqFt.
Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous primary suite provides a peaceful retreat, while central air conditioning and a two-car garage with EV charger add everyday convenience.Outdoor living is equally inviting with a stone patio and expansive deck designed for entertaining or simply unwinding in the tranquil setting. Rarely does a property offer such a serene and private atmosphere while remaining so well connected to everything Wellesley has to offer.

41-A Hunnewell Street, Wellesley

56 Curve Street, Wellesley
$1,195,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73575416 MLS ⋅ 1,474 SqFt.
Welcome to College Heights. This classic home offers an unbeatable in-town lifestyle, just blocks from Wellesley's shops, restaurants, and commuter rail—your chance to enjoy effortless access to everything, all from a charming, established neighborhood. You are greeted by a covered portico, and inside tall ceilings, hardwood floors, and an easy, open flow set the tone throughout. The updated kitchen impresses with a substantial island, quartz countertops, and generous cooking space, while the sun-filled breakfast area just beyond makes for a bright, welcoming spot to gather. A living room next to the kitchen offers a relaxed retreat for everyday living. Upstairs, you'll find three bedrooms plus a versatile office nook—ideal for remote work or study. A renovated mudroom leads outside to a private yard framed by mature plantings, creating a peaceful outdoor escape. An excellent opportunity to start your next chapter.

56 Curve Street, Wellesley

35 Forest Street, Wellesley
$1,860,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73575263 MLS ⋅ 3,093 SqFt.
An inviting front porch welcomes you to this traditional New England Colonial, steeped in local history and timeless charm. Step inside the lovely foyer and gracious center hall, where a thoughtful floor plan offers effortless living and entertaining. An abundance of windows fills the home with natural light. The custom-designed kitchen is a chef’s delight, featuring two sinks, two ovens, and generous counter and cabinet space. It opens to the formal dining room with its walk-in bay and the cozy family room, complete with built-ins. Pocket doors lead to the elegant living room, where a gas fireplace and window seat create the perfect setting for relaxing or enjoying a quiet read. Upstairs, the primary bedroom features two closets, a charming bay window, and an en suite bath with a large shower, double vanity and laundry. Two additional generously sized bedrooms and a full bath complete the second floor. The tree-top third-floor retreat, surrounded by a bank of windows, offers a peaceful and inspiring space for an office or studio, along with a fourth bedroom, full bath, and abundant storage. Designed by a Beacon Hill landscape architect, the beautifully landscaped grounds invite you to enjoy the brick patio and thoughtfully designed gardens. Two driveways provide parking for four cars.Ideally located near the Brook Path, Wellesley Hills commuter rail to Boston, restaurants, and cafés, with easy access to major commuting routes, this exceptional home offers the perfect blend of character, comfort, and convenience—an unbeatable offering for your next home.

35 Forest Street, Wellesley

30 Pleasant Street Unit 30, Wellesley
$1,295,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73575259 MLS ⋅ 2,348 SqFt.
Move-in ready and beautifully appointed, this sophisticated Wellesley home combines refined interiors, private outdoor space, and an enviable location just moments from Linden Square, Wellesley Square, and the commuter rail. The main level features a stylish kitchen with quality finishes flowing to the dining area and inviting family room with gas fireplace. Sliders open to a private, fenced-in patio, an ideal setting for outdoor dining, entertaining, and relaxing. Upstairs are two spacious bedrooms and two full baths, including a beautifully appointed primary suite with a spa-inspired bath featuring double vanities and radiant heat, plus a generous walk-in closet. The skylit third-floor retreat offers exceptional flexibility as a home office, guest suite, or additional living space, complemented by custom California Closets built-in desk and cabinetry. Direct entry from the two-car tandem garage, abundant storage, and an additional deeded outdoor parking space add a level of convenience rarely found this close to Wellesley Square. Recent condominium improvements include a new roof and skylights in 2025 and exterior painting in 2026.

30 Pleasant Street Unit 30, Wellesley

32 Lantern Ln, Wellesley
$2,150,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73574792 MLS ⋅ 4,404 SqFt.
Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home, the chef’s kitchen with oversized island, and luxury appliances (including double ovens), opens seamlessly to the fire-placed family room, where large sliders invite you out to the patio and private backyard. The dining area transitions beautifully from everyday meals to more formal gatherings, while a dedicated office, powder room, and mudroom off the two-car garage complete the main level. Upstairs, the serene primary suite features an incredible walk-in closet and spa-like bath with double vanity and separate freestanding tub + walk-in shower, is joined by generously sized guest bedrooms and sparkling baths. The finished lower level, with a spacious playroom, fifth bedroom, and full bath, offers exceptional flexibility for guests, recreation, or extended family.Thoughtfully designed, beautifully finished, and truly turnkey, 32 Lantern Lane offers the best of a newer home with warmth and privacy—all moments from Wellesley’s shops, dining, recreation, commuter routes, and highly regarded public schools.

32 Lantern Ln, Wellesley

12 Mellon Road, Wellesley
$3,395,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73574615 MLS ⋅ 5,200 SqFt.
Exceptional new construction in one of Wellesley’s most beloved neighborhoods, set on an oversized .43-acre lot abutting the newly built Hardy Elementary School. Thoughtfully designed for modern living, this beautifully crafted five-bedroom, four-and-a-half-bath residence blends timeless architectural character with sophisticated finishes and a light-filled, highly functional floor plan. The main level unfolds through generously proportioned living spaces designed to transition effortlessly from everyday life to entertaining. At the heart of the home, the open-concept kitchen and family room create a warm and inviting gathering place, with an easy connection to the outdoors. A distinctive three-season porch with a wood-burning fireplace offers an exceptional extension of the living space—perfect for relaxed evenings, intimate gatherings, or simply enjoying the peaceful setting throughout much of the year. Upstairs, four beautifully appointed bedrooms are complemented by luxurious baths, a dedicated laundry room, and thoughtful details that reflect the home’s exceptional craftsmanship. The walk-out lower level adds remarkable versatility, featuring an expansive recreation space, a private fifth bedroom and full bath, storage, and direct access to the two-car garage. With its generous lot, refined interiors, flexible living spaces, and coveted location, this distinctive new residence offers a rare opportunity to enjoy the very best of Wellesley living—moments from top-rated schools, vibrant shops and restaurants, and convenient commuting routes.

12 Mellon Road, Wellesley

21 Westerly St Unit 6, Wellesley
$799,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574584 MLS ⋅ 1,440 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 spacious and light-filled living room has tasteful luxury vinyl plank flooring and newer windows. The kitchen/dining room has access to the private deck, ideal for morning coffee and an idyllic spot to enjoy summer breezes. Amenities include a beautifully updated full bath on the first floor and a full bath on the second. The two bedrooms have ample storage and generous closets. The washer/dryer is conveniently located in the second-floor laundry closet. The lower level is unfinished and opens directly to the oversized garage. There is an EV charger, and a second parking space available. Move right in and enjoy!

21 Westerly St Unit 6, Wellesley

16 Stearns Rd Unit 108, Wellesley
$1,675,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574540 MLS ⋅ 1,792 SqFt.
Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom has outdoor access to a private balcony. In-unit laundry. Exercise & game rooms on 2nd & 3rd level. Within close proximity to vibrant Linden Square amenities including shopping and restaurants, & tennis & pickle ball courts at Sprague Field. Easy highway access. Please ask listing agent about the possibility of a second parking space.

16 Stearns Rd Unit 108, Wellesley

8 Cypress Rd, 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

54 Edmunds Rd, Wellesley
$2,545,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73574271 MLS ⋅ 3,746 SqFt.
Situated in the coveted Cliff Estates, this meticulously reconstructed contemporary home offers a sophisticated, light-filled interior designed for effortless modern living.This 4 bedroom, 4 full bathroom house is perfect for any stage in life. The main level features an open-concept flow anchored by an expansive gourmet kitchen with oversized island, vaulted ceilings and high end stainless steel appliances including a 6 burner Wolf range, Sub zero refrigerator, Bosch dishwasher, 2nd Bosch oven and microwave, Sub zero wine fridge and additional beverage fridges as well as ample counter space and storage in the butlers pantry. This space seamlessly transitions into a spacious dining area and a living room framed by custom built-ins and access to the backyard and patio. The home office is tucked away in the back of the house with custom built ins and two work stations. The upper level comprises the primary suite, complete with a generously proportioned walk-in closet with island and a marble-appointed bathroom with double sinks. There are two additional bedrooms and a full bathroom with double sink and tub/shower. A private fourth bedroom, located a few steps down, serves as an ideal guest or nanny suite with an adjacent full bath. Hardwood floors on all these levels. The lower level extends the footprint with a large family room/play room, a dedicated laundry area, an exercise area, custom storage, and another full bathroom. Set on a professionally landscaped, level lot, the exterior features a private bluestone patio overlooking a manicured lawn. The property combines quiet neighborhood privacy with exceptional convenience, located within one mile of public transit, local shopping, and major commuter routes.

54 Edmunds Rd, Wellesley

40 Radcliffe Road, Wellesley
$5,300,000
6 Beds ⋅ 7 Baths ⋅ SOLD Status ⋅ 73573973 MLS ⋅ 7,850 SqFt.
Welcome to 40 Radcliffe Road, a brand-new construction masterpiece in Wellesley's sought-after Dana Hall neighborhood. Set on a 20,000 SF lot, this traditional home was thoughtfully designed and constructed to meet the needs to today’s buyer. The chef's kitchen anchors the main level with subzero, wolf and cove appliances, flowing into a sun-filled breakfast nook and an expansive living room with a custom fireplace. A formal dining room, butlers pantry, costco closet, a paneled office, two half baths and a mudroom with heated slate flooring complete the main level- all finished with three-piece crown molding, coffered and tongue-and-groove ceilings, and site-finished red oak flooring throughout. Upstairs, the primary wing is a true retreat — featuring a spa-like marble bath with heated floors, steam shower, rift cut white oak cabinetry, and an extraordinary 21'9" x 11' walk-in closet. Four additional bedrooms, each with access to a full bath, complete the second floor. The finished lower level offers a large recreation room with wet bar, home gym, and a sixth bedroom with full bath — ideal for guests or au pair. Outside: a covered patio with fireplace, professional landscaping, irrigation, landscape lighting, a 3-car garage pre-wired for EV charging, and room for a future pool or sports court.

40 Radcliffe Road, Wellesley

6 Intervale Rd, Wellesley
$2,095,000
5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573935 MLS ⋅ 3,200 SqFt.
Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting central gathering space. A first-floor en-suite bedroom provides flexibility for guests, multigenerational living, or a private home office. Upstairs, additional bedrooms offer generous space and comfort. Located in a highly desirable neighborhood with convenient access to major routes, this home offers an easy commute to Boston while providing the comfort of a beautifully renovated residence ready for you to move right in.

6 Intervale Rd, Wellesley

1 Kenilworth Circle, Wellesley
$3,195,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573834 MLS ⋅ 6,034 SqFt.
Nestled on a quiet, tree-lined street just moments from Wellesley Town Center and the highly regarded Hunnewell Elementary School, this stunning six-bedroom home offers the perfect blend of luxury, comfort, and convenience. Thoughtfully designed with today’s lifestyle in mind, the expansive open floor plan seamlessly connects elegant living spaces, creating an inviting atmosphere for both everyday living and entertaining. Sun-drenched interiors showcase beautiful craftsmanship, generous proportions, and sophisticated finishes throughout. The chef’s kitchen flows effortlessly into the spacious family room, while formal and informal gathering spaces provide flexibility for every occasion. Six well-appointed bedrooms offer ample room for family, guests, and home offices. Outside, beautifully landscaped grounds provide a private retreat for relaxation and play. Ideally located near shops, restaurants, parks, schools and commuter routes.

1 Kenilworth Circle, Wellesley

41 Longmeadow Road, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573823 MLS ⋅ 4,585 SqFt.
Enjoy the beauty and serenity of the picturesque Longmeadow setting in this stunning Colonial! Offering an exceptional open-concept layout, streaming with natural light & thoughtfully designed, renovated & expanded for today’s modern living- this home has it all! The expansive gathering spaces seamlessly connect the chef’s kitchen, sun-filled family room & elegant dining areas, creating the perfect backdrop for everyday living & entertaining alike. Walls of windows frame sweeping view of the gorgeous grounds & patios. A luxurious primary suite provides a peaceful retreat, while four additional bedrooms offer flexibility for family and guests. Across multiple levels, the home blends timeless architectural detail with contemporary comfort, including a gracious foyer, home office, mudroom and a fabulous lower level with a playroom and exercise area. Set in one of Wellesley's most admired neighborhoods this property offers rare proximity to walking trails, the new Hunnewell school & town.

41 Longmeadow Road, Wellesley

90 Parker Road, Wellesley
$3,550,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573676 MLS ⋅ 4,743 SqFt.
At 90 Parker Road, in one of Wellesley's most sought-after neighborhoods, this newly constructed single-family residence offers expansive, light-filled living space. Built with the care and craftsmanship of a custom home rather than a typical spec house, every detail was thoughtfully selected. The first floor offers an open-concept layout flowing from the living room into the kitchen, which features a large center island and a Thermador appliance package, along with a slider out to a patio finished in blue mist granite. The mudroom includes closet space, a pantry, a half bathroom, and a counter with mirror just before you head out the door, and connects directly to the porch. The dining room is spacious and elegant, offering plenty of room for family gatherings. This home offers five well-proportioned bedrooms, five full bathrooms, and an additional half bath. All four bedrooms on the second floor feature private en-suite bathrooms, and the lower level adds a fifth bedroom and bathroom, an office, an entertainment room, and a laundry room. The patio is accessible directly from the kitchen, while the porch sits on the other side of the home, and the property includes a two-car garage. Ideally located near Hardy School, downtown Wellesley, and major highways for an easy commute, this distinguished property invites a closer look to fully appreciate its caliber as a premier Wellesley address. Photos are renderings and closely represent the finished home. Construction is nearing completion. Please reach out to arrange a showing appointment.

90 Parker Road, Wellesley

39 Fairbanks Ave, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73573659 MLS ⋅ 5,059 SqFt.
Nestled in one of the area's most coveted neighborhoods with a seamless commute to Boston, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. Thoughtfully gut-renovated with the finest materials and craftsmanship, the home showcases an open-concept floor plan designed for both elegant entertaining and everyday living. Expansive windows flood the interiors with natural light, creating bright, inviting spaces even on the gloomiest days. At the heart of the home is a stunning designer kitchen complemented by a fully equipped catering butler's pantry. A spacious three-car garage and custom mudroom provide exceptional functionality for modern living. Flexible living spaces include two private offices, while generously sized bedrooms each enjoy their own dedicated bathrooms. The finished walkout lower level is bathed in natural light and offers abundant additional and flexible living space. Professionally landscaped grounds provide remarkable privacy .

39 Fairbanks Ave, Wellesley

9 Fells Circle, Wellesley
$1,730,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73573624 MLS ⋅ 4,471 SqFt.
Welcome to 9 Fells Circle, a beautifully updated home offering bright, spacious, and flexible living in a desirable Wellesley neighborhood. Featuring hardwood floors, a fireplaced living room, formal dining room, spacious family room, updated kitchen and baths, and central air. The unique multi-level layout provides comfortable separation between living and sleeping spaces.The spacious primary bedroom features a finished bonus/flex space just a few steps up, perfect for a private home office, fitness area, sitting room, or additional flexible living space. Generously sized bedrooms, a beautiful yard, and an attached garage complete the home. Conveniently located near Wellesley schools, shopping, dining, and major routes. First showings at the Open Houses this Saturday and Sunday!

9 Fells Circle, Wellesley

25 Mansfield Road, Wellesley
$3,650,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73573386 MLS ⋅ 6,550 SqFt.
Be home for the holidays! Late 2026 completion and your time to customize now! Incredible opportunity to live in a gorgeous high quality new home! Open floor plan with kitchen family room along the entire back looking out to an oversized yard. Breakfast nook filled with windows. Large food pantry. Mudroom with excellent walk-in closet.. Both living room and dining room with stunning oversized signature windows. Butler's pantry connects dining room and kitchen. Main bedroom with spa-like bath and great walk-in closet. 3 additional bedrooms all with fabulous closets and 2 full baths. Laundry room completes the 2nd floor. Incredible lower level with 5th bedroom plus bath, home office, oversized playroom and exercise room. Wonderful neighborhood close to schools and Boston.

25 Mansfield Road, 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.

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