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340 Weston Road, Wellesley
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 73593846 MLS
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

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.
20 Shaw Rd, Wellesley
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 73590895 MLS
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

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.
57 Benvenue Street, Wellesley
$1,595,000
6 Beds ⋅ 4 Baths ⋅ 73585944 MLS
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

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
12 Grantland Rd, Wellesley
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 73585006 MLS
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

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
37 Wall St, Wellesley
$2,895,000
4 Beds ⋅ 5 Baths ⋅ 73584741 MLS
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

Listing courtesy of Listing Agent: The Pinnacle Group from Listing Office: Gibson Sotheby's International Realty.
12 Lowell Rd, Wellesley
$6,850,000
7 Beds ⋅ 7 Baths ⋅ 73582637 MLS
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

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.
580 Washington St Unit 406, Wellesley
$4,999,000
3 Beds ⋅ 3 Baths ⋅ 73582563 MLS ⋅ ['The Belclare'] BLDG.
A truly rare opportunity to own a custom-designed, elegantly appointed three-bedroom penthouse condominium at The Belclare, in the heart of Wellesley Square. Bathed in natural light, this exceptional residence features a private terrace spanning the entire unit, offering sweeping views of Wellesley Center and an idyllic setting for outdoor entertaining, dining, or simply enjoying the beautiful fall colors & magnificent sunsets. Daylight from the expansive deck floods the kitchen, dining, and living spaces. Thoughtfully curated design details are showcased throughout, including coffered ceilings, custom built-ins, rich hardwood flooring, lush designer décor, and window treatments at every turn. A built-in, temperature controlled, 300 bottle floor-to-ceiling wine cabinet of burled mahogany creates a striking and elegant focal point at the entry. Nicely situated at the end of the hall, you will find a built-in office/3rd bedroom that adds valuable flexibility, making the space ideal for guests, a home office, or additional living needs. Also, easy to navigate in & out 2 side-by- side assigned parking spaces in The Belclare garage. For added convenience, there is a large storage closet on the same level. With its exceptional scale, sophisticated interiors, abundant natural light, and enviable location, a penthouse of this size and caliber is rarely available in Wellesley. An extraordinary residence and an opportunity not to be missed!

580 Washington St Unit 406, Wellesley

Listing courtesy of Listing Agent: Jean Piazza from Listing Office: Gibson Sotheby's International Realty.
296 Linden St., Wellesley
$1,149,998
3 Beds ⋅ 2 Baths ⋅ 73582251 MLS
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

Listing courtesy of Listing Agent: Mariam Priestley from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.
118 Benvenue St, Wellesley
$2,450,000
6 Beds ⋅ 5 Baths ⋅ 73581385 MLS
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

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
17 Midland Road, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73580978 MLS
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

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
4 Woodlawn Oval, Wellesley
$2,095,000
3 Beds ⋅ 3 Baths ⋅ 73579024 MLS
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

Listing courtesy of Listing Agent: Whitney Cheever from Listing Office: Hope McDermott Real Estate.
39 River Glen Rd, Wellesley
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 73578347 MLS
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

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.
9 Eisenhower Circle, Wellesley
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 73577996 MLS
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

Listing courtesy of Listing Agent: Carlisle Group from Listing Office: Compass.
20 Donizetti St, Wellesley
$7,900
5 Beds ⋅ 3 Baths ⋅ 73576786 MLS

20 Donizetti St, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
30 Pleasant Street Unit 30, Wellesley
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 73575259 MLS ⋅ ['Pleasant Ridge Condominiums'] BLDG.
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

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.
21 Westerly St Unit 6, Wellesley
$799,000
2 Beds ⋅ 2 Baths ⋅ 73574584 MLS ⋅ ['Crestwood Townhouse Condominiums'] BLDG.
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

Listing courtesy of Listing Agent: Jane Neilson from Listing Office: Douglas Elliman Real Estate - Park Plaza.
8 Cypress Rd, Wellesley
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 73574530 MLS
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

Listing courtesy of Listing Agent: Osnat Levy from Listing Office: eXp Realty LLC - Corporate Office.
6 Intervale Rd, Wellesley
$2,095,000
5 Beds ⋅ 5 Baths ⋅ 73573935 MLS
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

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
1 Kenilworth Circle, Wellesley
$3,195,000
6 Beds ⋅ 5 Baths ⋅ 73573834 MLS
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

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
90 Parker Road, Wellesley
$3,550,000
5 Beds ⋅ 6 Baths ⋅ 73573676 MLS
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

Listing courtesy of Listing Agent: Team Uranus from Listing Office: Gaia Realty & Advisors, LLC.
7 Sunnyside Ave, Wellesley
$4,500
4 Beds ⋅ 3 Baths ⋅ 73572941 MLS
Nestled on a peaceful cul-de-sac near the Wellesley/Weston line, this sun-filled four-bedroom Cape offers exceptional convenience to Route 9, Wellesley Square, the Commuter Rail, Fells Market, Wellesley College, the Mass Pike, and Natick Mall. Located in the sought-after Hardy School district, the home is freshly painted inside and out and features gleaming hardwood floors. The main level includes an eat-in kitchen with direct access to a spacious deck, a family room, formal dining room, versatile bedroom or home office, and full bath. Upstairs are two generously sized bedrooms—one with skylights—ample closet space, and a second full bath. The walk-out lower level offers a fourth bedroom, laundry area, half bath, and direct garage access. Set on a rare, oversized 0.34-acre lot, the serene, private backyard provides wonderful space for outdoor living, with a shed for additional storage.

7 Sunnyside Ave, Wellesley

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.
7 Dexter Road, Wellesley
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 73572680 MLS
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

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.
151 Oakland Street, Wellesley
$3,595,000
6 Beds ⋅ 5 Baths ⋅ 73569459 MLS
Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room/nursery, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.

151 Oakland Street, Wellesley

Listing courtesy of Listing Agent: The Wilson Group from Listing Office: Compass.
43 Atwood St, Wellesley
$1,525,000
3 Beds ⋅ 2 Baths ⋅ 73556625 MLS
Charming English Cottage ideally situated to support easy walking access to Wellesley amenities: shopping, Commuter Rail, library, schools, sports fields, and the idyllic Brook Path. Meticulously maintained, this treasured home's entrance invites you into a fireplace-focused living room, a bright new kitchen, and a spacious family room which can provide a flexible floor plan to support aging in place. A full bathroom and laundry are on the first level, and three bedrooms and a shared full bath are on the 2nd floor. Home includes a full basement for play, work, exercise and storage. Its recently-finished space features bright windows, tall ceilings, and interior and exterior access. Parking for three vehicles. A yard with lovely mature plantings and a patio complete the offering. Enjoy the convenience and lifestyle of this sought-after neighborhood of Wellesley!

43 Atwood St, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.
25 Hundreds Cir, Wellesley
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 73551561 MLS
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

Listing courtesy of Listing Agent: Greer Tan Swiston from Listing Office: Coldwell Banker Realty - Newton.
10 Wilde Rd, Wellesley
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 73545066 MLS
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.

10 Wilde Rd, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.
40 Kimlo Rd, Wellesley
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 73533550 MLS
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

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.
46 Royalston Road, Wellesley
$8,495,000
6 Beds ⋅ 9 Baths ⋅ 73531440 MLS
New-construction in Wellesley’s coveted Peirce Estates. Masterfully envisioned by one of Wellesley's premier builders, 46 Royalston Road is a showcase of scale, sophistication, and exceptional craftsmanship. Six ensuite bedrooms and 6 full/3 half baths are complemented by a luminous kitchen and family room, formal living and dining rooms, and a richly appointed library. The remarkable lower level offers a fitness room, bar area, and can accommodate a golf simulator upon request. A 3-car garage and curated finishes enhance daily living. Outdoors, a custom pavilion with powered screens and an outdoor kitchen sets the stage for unforgettable entertaining, with a backyard large enough to accommodate a pool or sport court. Delivering in mid 2026, this rare opportunity offers privacy, presence, and a caliber of design seldom available. Customizations are welcome.

46 Royalston Road, Wellesley

Listing courtesy of Listing Agent: Jake Farrell from Listing Office: Keller Williams Realty.
22 Tanglewood Road, Wellesley
$2,599,000
5 Beds ⋅ 4 Baths ⋅ 73529084 MLS
Located in the coveted Cliff Estates, this beautifully expanded 13-room, 5,428 sq ft Garrison Colonial with contemporary addition is ideally set on a quiet cul-de-sac and surrounded by nature. The thoughtfully designed first floor features an updated kitchen with oversized island, pantry, abundant storage, and seamless flow into the spacious family room with custom windows and built-ins. Formal living and dining rooms, study, and two fireplaces create warm and inviting spaces for everyday living and entertaining. A first-floor guest bedroom with en-suite full bath offers flexibility for guests or extended family. Upstairs includes 4 spacious bedrooms, highlighted by the primary suite with double-sink bath and dual walk-in closets. Finished lower level offers three large and flexible office, play or fitness rooms plus a half-bath. Elevated deck overlooks private tree-lined yard.

22 Tanglewood Road, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.
77 Cedar Street, Wellesley
$2,045,000
5 Beds ⋅ 4 Baths ⋅ 73526173 MLS
Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR & dining areas. Soaring ceilings and thoughtful design details create a sophisticated yet comfortable atmosphere throughout. Spacious primary suite includes 3 walk-in closets and a spa like bath. 4 additional bedrooms offer flexibility for multi use such as home office space. Fabulous lower features a home gym, playroom and full bathroom. Gorgeous level fenced in yard with beautiful plantings frame the property. Ideally located close to restaurants, schools, commuter routes, and everything the community has to offer, this home delivers both style and practicality in one exceptional package.

77 Cedar Street, Wellesley

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

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