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17 Hill Top Road, Wellesley
$1,895,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT 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
340 Weston Road, Wellesley
$1,650,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73593846 MLS ⋅ 4,420 SqFt.
Welcome to 340 Weston Road. Set well back from the road on 1+ acre, this classic 1998 Colonial offers the space, scale, and setting that are increasingly hard to find in Wellesley. With 11 rooms, 5 bedrooms, and 3.5 baths across 4,420 square feet, the home is ready for its next owner to bring their own vision to life. The main level features oversized rooms and a traditional layout, with formal living and dining rooms for entertaining and a fireplace for cozy nights. A two-car attached garage with direct entry makes everyday living easy. Upstairs are all 5 bedrooms, including two en suite bedrooms and three additional well-proportioned bedrooms. A walk-up third floor room provides flexible space for an office, studio, or retreat, and the full basement offers room to expand. In original condition, the home presents a rare chance to personalize a substantial Colonial on over an acre, without starting from the ground up. Central air, natural gas heat, and a spacious footprint provide a strong foundation for your plans. Conveniently located near the Hardy Elementary School, highways, Morses Pond, Whole Foods Market, and the commuter rail. 340 Weston Road is the opportunity to create your own vision of home in Wellesley, with all that this exceptional town has to offer.

340 Weston Road, Wellesley
28 Carver Road, Wellesley
$1,495,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593212 MLS ⋅ 2,196 SqFt.
Highly desirable Wellesley Hills community! Beautifully renovated and expanded dormered Cape offering an exceptional combination of style, space, and convenience. The private, gorgeous sprinklered yard features mature landscaping, a deck, and patio overlooking a scenic wooded setting. A younger sunroom addition with French doors to the deck opens seamlessly to the newer kitchen with island bar, granite countertops, stainless steel appliances, and dining area. The inviting fireplaced living room features a bow window, crown molding, and automatic blinds. Formal dining room, first-floor bedroom, newer tile bath, and newer rear mudroom with double closet complete the main level. Upstairs features a spacious primary bedroom with custom built-in cabinets and drawers, generous secondary bedroom with built-in speakers and dual closets, and newer skylit tile bath. Finished lower-level family room adds valuable living space. Younger windows, 2021 central air, 2018 heating system, 2020 hot water heater, 2020 roof, garage, and double-width driveway. Convenient to shopping, restaurants, walking trails, Longfellow Pond, Route 128, and all that Wellesley Hills has to offer.

28 Carver Road, Wellesley
15 Lafayette Cir, Wellesley
$3,199,000
5 Beds ⋅ 5 Baths ⋅ PRICE CHANGED Status ⋅ 73592739 MLS ⋅ 4,229 SqFt.
New construction by an esteemed local builder, tucked on a quiet cul-de-sac in the Hardy/Fells neighborhood, close to the new Hardy Elementary School, Wellesley Center, the commuter rail and town trails. Warm white oak floors run throughout, under ten-foot ceilings on the first floor and nine-foot ceilings upstairs and down. The kitchen is built for real cooking and easy gathering: a waterfall island, a pot filler, Bosch Benchmark column refrigerator and freezer, an induction range, a drawer microwave and a wine fridge, all open to the family room and its fireplace. A study, dining room, mudroom and powder room round out the first floor. Upstairs, the marble primary suite is a true retreat, with his-and-hers closets, a freestanding soaking tub and radiant heat underfoot. A second bedroom comes with its own bath, and bedrooms three and four share a hall bath with a double vanity, with laundry on the same floor. The finished lower level adds a family room, a gym, a fifth bedroom and a full bath. Heat pumps, 400-amp service and spray foam insulation keep every room comfortable, and Hardie siding with ice-and-water shield over the entire roof means easy upkeep. Nest thermostats, a video doorbell and keyless entry add smart-home ease, and the heated garage comes with a Level 2 EV charger. Out back, bluestone terraces and a stone seating area with built-in benches sit within lit, irrigated, professionally designed gardens, made for long summer evenings and cool fall nights.

15 Lafayette Cir, Wellesley
11 Martin Rd, Wellesley
$1,549,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591372 MLS ⋅ 2,592 SqFt.
Nestled in the highly desirable Bates neighborhood, this beautiful Colonial offers timeless charm, generous living spaces, and an exceptional Wellesley lifestyle. With 3 spacious bedrooms, 2.5 baths, and approximately 2,593 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A light-filled addition creates an inviting, open connection between the kitchen and family room, while hardwood floors and classic architectural details add warmth and character throughout. A serene primary suite offers a private retreat, complemented by generously sized bedrooms and versatile bonus space ideal for a home office or playroom. Outdoors, a deck and fenced backyard provide wonderful spaces for relaxation and entertaining. Set in a picturesque, walkable neighborhood near Bates Elementary, Perrin Park, Fells Market, scenic trails, and Morses Pond, with convenient access to Wellesley Hills commuter rail, shops, restaurants, and major routes. An exceptional opportunity to enjoy the very best of Wellesley living. Some photos of virtually staged.

11 Martin Rd, Wellesley
30 S River St, Wellesley
$1,480,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73590933 MLS ⋅ 3,012 SqFt.
Enjoy tranquil river views from almost every room in this distinctive home, with a spectacular glass-enclosed sunroom offering a stunning vantage point of the surrounding landscape. A spacious outdoor deck provides the perfect setting for relaxing or entertaining. The versatile, open floor plan easily accommodates gatherings, creative pursuits, or working from home. Surrounded by established perennial gardens, the property offers a wonderful sense of privacy and a serene connection to nature. Conveniently situated near Wellesley Center, South Natick and Elm Bank Reservation just minutes away. Recent improvements add to the appeal of this special property—simply move in and enjoy!

30 S River St, Wellesley
20 Shaw Rd, Wellesley
$1,575,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73590895 MLS ⋅ 2,212 SqFt.
Sunday (10/18) Open House Cancelled - Accepted Offer. Ideally situated on a picturesque, tree-lined street in the heart of Wellesley, this beautifully appointed home pairs timeless style with effortless everyday living. Sun-filled rooms and hardwood floors create a warm, inviting backdrop, while the spacious family room with fireplace and custom built-ins flows seamlessly to a private home office. The chef’s kitchen features custom cabinetry, a Wolf gas 6 burner range + premium appliances, wine refrigerator, breakfast bar and a generous dining area with French doors opening to an expansive deck – perfect for outdoor dining and entertaining. A charming sunroom offers additional flexibility for work or relaxation, while a thoughtfully designed mudroom with custom cubbies adds everyday functionality. Elegant 1st floor powder room. Upstairs, the serene primary suite features a marble bath with radiant heated floors, complemented by two additional bedrooms and an updated full bath with a double vanity. The finished lower level provides flexible space for recreation, fitness or play. Just minutes from Linden Square and within easy walking distance of Sprague Elementary, Wellesley Middle School, shops, restaurants and the Wellesley Hills commuter rail, this exceptional home offers the best of in-town Wellesley living. The walk up, unfinished 3rd floor offers expansion opportunities. 2020 Burnham Boiler; 2019 lower level renovation with French drain, sump pump with backup battery; high-end integrated sound system on 1st floor & deck; 2013 roof. Assumable VA loan: buyer may qualify to assume seller's below market rate VA mortgage, subject to lender approval and buyer's creditworthiness. See listing agents for details.

20 Shaw Rd, Wellesley
11 Poplar Road, Wellesley
$2,795,000
4 Beds ⋅ 5 Baths ⋅ CONTINGENT 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
19 Orchard St, Wellesley
$4,100,000
5 Beds ⋅ 7 Baths ⋅ PRICE CHANGED Status ⋅ 73590385 MLS ⋅ 5,465 SqFt.
Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef’s kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling & 2 walk-in closets & a spa-like bath. The walkout lower level offers something for everyone....a game room, playroom, exercise room or an additional bedroom & full bath for extended living needs. Set in a Wellesley Farms neighborhood, this exceptional home is conveniently located to the commuter train, shops, schools, and Boston. Come fall in love!

19 Orchard St, Wellesley
71 Fairbanks Ave, Wellesley
$4,750,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73590211 MLS ⋅ 6,133 SqFt.
Set in Wellesley’s sought-after Poet’s Corner, this exceptional new-construction residence pairs timeless architectural character with a fresh, thoughtfully designed interior. Spanning over 6,100 square feet, the home offers an effortless layout with generous proportions and an abundance of natural light. The main level features an inviting kitchen with breakfast bar and substantial prep space plus a walk-in pantry. The adjoining family room, along with elegant formal spaces, a dedicated office or first-floor bedroom, and a well-appointed mudroom complete the first level. Upstairs, the private bedroom level includes a spacious primary suite with dual walk-in closets and a luxurious bath, plus 3 additional generously sized en-suite bedrooms and a convenient laundry room. The finished lower level adds exceptional flexibility with a large recreation space, wet bar, gym, and additional bedroom and bath. Outside, a level yard and patio create a wonderful setting for everyday living and entertaining. A two-car garage and ample driveway parking complete this beautifully appointed home, ideally located near parks, schools, shops, dining, and the commuter rail.

71 Fairbanks Ave, Wellesley
39 Macarthur Rd, Wellesley
$3,450,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73588846 MLS ⋅ 5,096 SqFt.
Exquisite craftsmanship meets modern luxury in this stunning new construction Colonial, situated in one of Wellesley’s most sought-after neighborhoods. Renowned for an uncompromising eye for detail, the builder has delivered a residence where every finish feels intentional and every space feels like home. The heart of the home is a spectacular gourmet kitchen, outfitted with professional-grade Thermador appliances and a massive center island. This space flows directly into the light-filled fire-placed living area that leads out to a large deck overlooking the grounds. A well-appointed butler’s pantry, complete with custom cabinetry and a beverage fridge, provides an elegant transition between the kitchen and the formal dining room.Functional luxury is found at every turn, including the oversized attached two-car garage that leads directly into a thoughtfully designed mudroom. This transition area features a separate walk-in pantry and provides access to a charming screened-in porch with retractable screens. The main floor plan also includes a versatile study featuring custom built-ins, which can easily serve as a guest bedroom and a full bath. Upstairs, the accommodations are equally impressive. Each bedroom features its own ensuite bath, ensuring comfort for everyone. The primary suite is a true retreat, boasting soaring ceilings, an expansive walk-in closet, and a spa-inspired bathroom. The finished walk-out lower level adds incredible versatility, offering dedicated spaces for a gym and recreation, along with an additional bedroom and full bath. Outside, the flat, private yard provides a beautiful backdrop for outdoor enjoyment, but the real magic extends beyond the property line. This home is nestled in a vibrant neighborhood celebrated for its friendly atmosphere, where block parties and community events are a staple of the local lifestyle. With easy access to the shops and dining at Linden Square and Wellesley Center, the MBTA for a seamless commute, and the scenic town trails just moments away, this property represents the very best of Wellesley.

39 Macarthur Rd, Wellesley
42 Sheridan Rd, Wellesley
$1,980,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT 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
31 Alba Rd, Wellesley
$2,495,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73586180 MLS ⋅ 5,735 SqFt.
Ideally situated in one of Wellesley’s most desirable neighborhoods, this spacious Colonial offers a rare combination of privacy, generous living space, and exceptional walkability. Enjoy the convenience of being approximately a 10-minute walk to Whole Foods, 12 minutes to the middle school, 15 minutes to the elementary school, and 16 minutes to Wellesley High School, with Linden Square, Wellesley Hills Commuter Rail, shopping, and dining also nearby. Extensively updated in 2023, this inviting home offers over 5,700 square feet of versatile living space, thoughtfully designed for everyday comfort and entertaining.Sun-filled interiors and a thoughtfully designed floor plan welcome you into a gracious fireplaced living room, elegant dining room, and 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 spacious dining area opening to a covered deck and private backyard. A stylish bar and butler’s pantry connect to the inviting family room, creating an effortless flow for gatherings. A full bath, powder room, and mudroom with direct garage access complete the main level.Upstairs, the impressive primary suite offers soaring ceilings, two walk-in closets, a beautifully updated bath, and a private terrace. A second ensuite bedroom includes a versatile bonus room, ideal for an additional home office or sitting area. Two more bedrooms, a full bath with double vanity, and dedicated laundry complete the second floor.The expansive finished lower level offers exceptional flexibility, with a media and recreation area, bar and kitchenette, fitness space, and additional rooms for work, play, or relaxation.Outside, a level backyard surrounded by mature trees creates a peaceful, private retreat, while a generous deck provides an inviting setting for outdoor dining and entertaining.With its desirable neighborhood setting, walkable location, flexible living spaces, and remarkable backyard privacy, this home offers an exceptional opportunity to enjoy the Wellesley’s sought-after in-town lifestyle.

31 Alba Rd, Wellesley
57 Benvenue Street, Wellesley
$1,595,000
6 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585944 MLS ⋅ 4,032 SqFt.
Timeless and stately classic white center entrance colonial. Incredible bones and ready to bring back to its original splendor! 3 full floors of living. High ceilings! Kitchen connected to dining room with a butler's pantry. Large living room with fireplace. Family room/den plus a large screen porch. Front and back stairwells. 2nd floor with 5 bedrooms and 2 full baths. Large 25' x 9' sleeping porch/sitting room on the 2nd floor. Very special 3rd floor with 2 more large rooms and a full bathroom plus great storage space. 2 car detached garage. Back up generator. Large flat yard. Super close to town, train, schools ... Make this your dream home or rebuild! A fabulous opportunity!

57 Benvenue Street, Wellesley
135 Edmunds Road, Wellesley
$4,350,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73585342 MLS ⋅ 5,989 SqFt.
Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills’ Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef’s kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today’s lifestyle.

135 Edmunds Road, Wellesley
12 Grantland Rd, Wellesley
$1,475,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585006 MLS ⋅ 2,494 SqFt.
Wonderful opportunity in a fabulous Wellesley Hills location! Traditional 1929 Classic Center Entrance Colonial with high ceilings, period details, shiny wood floors, plenty of sunshine and a natural open flow. Big first floor with front to back living room with fireplace, dining room adjacent to eat in kitchen, family room with cathedral ceiling and gorgeous stone fire place, and a sunroom/office. 3 good size bedrooms on the second floor. The Primary Bedroom sets up perfectly for easily adding a primary bath. Walk up attic with amazing potential to finish. Terrific as is / tons of upside and expansion potential. Tremendous flat lot with gorgeous stone work and plantings… plenty of room for all kinds of fun. Short walk to the shops, restaurants, and commuter rail in Wellesley Hills.

12 Grantland Rd, Wellesley
37 Wall St, 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
16 Rockland Street, Wellesley
$3,195,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73584717 MLS ⋅ 5,044 SqFt.
This exceptional new construction home offers a timeless blend of classic architecture and refined craftsmanship. Every detail has been thoughtfully considered, from the warm white oak floors and custom millwork to the graceful moldings and designer finishes found throughout. The chef's kitchen is anchored by a substantial center island and outfitted with custom cabinetry and quartz countertops, opening gracefully into a fireplaced family room bathed in natural light from soaring windows. Each bathroom is finished with distinctive detail, including a striking quartzite sink in the powder room. The primary suite is a true retreat, with a spa-inspired bath offering a soaking tub and steam shower. The lower level rounds out the home with a gym, playroom, and wet bar — ideal for both everyday living and entertaining. Set in a wonderfully convenient location, every amenity is just moments away.

16 Rockland Street, Wellesley
19 Salem Rd, Wellesley
$4,395,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73584525 MLS ⋅ 5,717 SqFt.
Stately Colonial nestled in Pierce Estates, one of Wellesley’s most sought-after neighborhoods. Beautifully renovated and set on a gorgeous ¾ acre lot with mature landscaping, this exceptional home seamlessly blends timeless New England charm with modern luxury. A standout feature is the recently updated, freestanding accessory dwelling unit (ADU), offering exceptional flexibility for au pair, extended family, guests, home gym, private office, or potential rental income. Currently configured as a gym and private office, ADU includes a kitchenette, full bath, and two living spaces. Home’s main level is thoughtfully designed for both everyday living and entertaining. Chef’s kitchen features high-end appliances and stone countertops, and flows effortlessly into the expansive, fireplaced great room. Professionally decorated formal living room, private office, dining room, mudroom, and half bath complete the first floor. Great room opens to a spacious, multi-level deck, creating an ideal setting for seasonal entertaining.Throughout the home, beautifully curated spaces showcase custom built-ins, gleaming floors, and timeless architectural details. Upper level offers five generous bedrooms, including a luxurious and serene primary suite with a beautifully renovated marble bath and ample closet space. The spectacular, recently renovated lower level is an entertainer’s dream, highlighted by a custom bar perfect for gatherings and relaxed evenings at home. Outside, enjoy a large multi-level deck, six-person sunken hot tub, mature landscaping, and an expansive yard offering exceptional privacy and space to play, relax, and entertain. A truly special and long-admired home — this is a property not to be missed!

19 Salem Rd, Wellesley
28 Jefferson Rd, 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
12 Lowell Rd, Wellesley
$6,850,000
7 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582637 MLS ⋅ 7,652 SqFt.
12 Lowell Road offers the best of new construction with the timeless character of classic New England architecture. Thoughtfully designed with high ceilings, gracious proportions, and spacious, light-filled rooms, the home combines a sense of grandeur with an inviting warmth. Distinguished finishes and exceptional attention to detail elevate every space, while the generous floor plan is designed for both everyday living and effortless entertaining. Surrounded by beautiful grounds and offering an unusual sense of privacy, this is a truly special opportunity to enjoy the comfort and craftsmanship of a new home in a setting with enduring Wellesley appeal.

12 Lowell Rd, Wellesley
296 Linden St., Wellesley
$1,149,998
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582251 MLS ⋅ 1,813 SqFt.
Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large, updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally, there is a flexible bonus room located on the third floor that can be used as an office/playroom or fourth bedroom. This home is ideally situated just minutes from Linden Square, local shops, restaurants, schools, commuter rail, and Wellesley town center, with easy access to major routes and highways.

296 Linden St., Wellesley
118 Benvenue St, Wellesley
$2,450,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581385 MLS ⋅ 5,268 SqFt.
Stunning 5 plus bedroom Colonial in Dana Hall on half acre lot with great backyard! The sun drenched, open and flexible floor plan will delight from the inviting front porch all the way through to the charming patio. Main floor has great flow with well connected spaces inc living room with a fireplace, a great dining, ample family room, sophisticated kitchen with beautiful white shaker cabinets, stainless appliances, expansive island, stone countertops, lots of storage, lots of windows and irresistible sun room. A work from home office which can double as an additional bedroom with a full bath finishes out main level. Five bedrooms and three bathrooms on the second floor including great primary suite with delux dressing rooms. Finished lower level has plenty of space for play, guests and exercise. 2 car garage with mudroom entrance. On the first block of scenic Benvenue Rd with a sidewalk to Grove St, enjoy an easy walk to Wellesley Center shops, train, Brook Path, the new Hunnewell School, as well as Tenacre and Dana Hall Schools.

118 Benvenue St, Wellesley
24 Cliff Road, Wellesley
$1,595,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE 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
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

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