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35 Forest Street, Wellesley
$1,885,000
4 Beds ⋅ 4 Baths ⋅ 73575263 MLS
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

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.
7 Garden Rd, Wellesley
$1,799,999
5 Beds ⋅ 4 Baths ⋅ 73510295 MLS
Welcome to Wellesley Farms!! Situated in a highly sought-after neighborhood, this beautifully renovated, energy-efficient home is set back from the street and enhanced with new windows and system upgrades.The sun-filled kitchen with cathedral ceilings flows into the family and dining rooms, perfect for both everyday living and entertaining. A stunning great room features custom built-ins and a wood-burning fireplace. Additionally, the floor plan offers the flexibility for a private guest bedroom or home office. A luxurious primary suite on the second floor, complete with a dual-head shower, freestanding soaking tub, and walk-in closet.The finished lower level offers a custom mudroom as you enter from the 2 car garage, and endless possibilities for a game room or home gym with a full bath.Close to Warren Park, Reidy Field, Sprague Elementary and restaurants/shops makes this Wellesley location so special. Seller can accommodate a quick closing.

7 Garden Rd, Wellesley

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.
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.
126 Walnut St Unit 126, Wellesley
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73554554 MLS
Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while abundant south-facing windows fill the home with natural light. A first-floor office provides an ideal work-from-home space. The spacious primary suite offers walk-in closet and a spa-inspired bath. Two addt’l bedrooms share a full bath. The walkout lower level boasts 12-foot ceilings, a large recreation room, and flexible bonus space for a 4th bedroom w/ a full bath or fitness room. A 2-car garage, professional landscaping, and a level backyard complete this exceptional property. Conveniently located near Boston, commuter rail, shops, restaurants, the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
126 Walnut St Unit 126, Wellesley
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73551271 MLS
Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while abundant south-facing windows fill the home with natural light. A first-floor office provides an ideal work-from-home space. The spacious primary suite offers walk-in closet and a spa-inspired bath. Two addt’l bedrooms share a full bath. The walkout lower level boasts 12-foot ceilings, a large recreation room, and flexible bonus space for a 4th bedroom w/ a full bath or fitness room. A 2-car garage, professional landscaping, and a level backyard complete this exceptional property. Conveniently located near Boston, commuter rail, shops, restaurants and the Schofield School playground and tennis courts!

126 Walnut St Unit 126, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
33 Boulder Rd, Wellesley
$1,695,000
73557831 MLS
OPEN BUILDING LOT in exclusive Wellesley Farms! Bring your dreams and ideas and get started on designing and building your custom home in one of the finest neighborhoods in Wellesley. Conforming, flat and fenced 22,388 sq ft lot with no existing structure. Town water, sewer, electricity and gas at street. 20,000 SF zoning, 170' of frontage. Geotechinical Data Report completed. SHOVEL READY!

33 Boulder Rd, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
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.
16 Stearns Rd Unit 104, Wellesley
$1,490,550
2 Beds ⋅ 2 Baths ⋅ 73433901 MLS ⋅ ['The Albion'] BLDG.
Beautifully crafted, the 24 condominiums at The Albion feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom residence features 9’ high ceilings, hardwood floors, quartz countertops, in-unit laundry, and oversized energy-efficient windows providing wonderful natural sunlight. The Albion is located approximately .5 miles from Linden Square and abuts Sprague Field. Town amenities are close by, offering residents the convenience and proximity to top-ranking public schools, many shops and restaurants, grocery stores, as well as multiple parks, public tennis courts, trails, and the commuter rail into Boston. Truly a remarkable property for today’s lifestyle.

16 Stearns Rd Unit 104, Wellesley

Listing courtesy of Listing Agent: The Kennedy Lynch Gold Team from Listing Office: Hammond Residential Real Estate.
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.
484 Weston Rd, Wellesley
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 73579529 MLS
Exceptional opportunity to create your dream home with a complete renovation project. This is your chance to design to today’s luxury standards while securing an irreplaceable location! Minutes to top-tier Wellesley Public Schools, commuter rail, country club and Wellesley’s boutique shopping and dining. A traditional 4 bedroom, 2.5 bath Colonial home with a two car attached garage. Located on a corner lot entailing almost a half acre of land! Easy commuter location to all main routes; Mass Pike, 9, 16, 20 and 128!

484 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Jodie Zinna from Listing Office: Coldwell Banker Realty - 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.
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.
5 Oakdale Avenue, Wellesley
$1,295,000
2 Beds ⋅ 3 Baths ⋅ 73566505 MLS
Custom-built in 2011, this young colonial offers the perfect blend of modern comfort and timeless style on a quiet street in desirable Wellesley neighborhood. The spacious living room with gas fireplace flows seamlessly into the kitchen/dining area with stainless appliances, granite countertops, and direct access to the side yard for effortless indoor-outdoor living. The second floor includes two generous en-suite bedrooms with tiled baths, spacious walkin-in closets, and a convenient laundry. The walk-up third floor has bonus living space. The unfinished lower level features tall ceilings and endless potential for a playroom, gym, or home office. Complete with central air a new tankless water heater, one-car garage with EV charger, and abundant storage, this move-in ready home delivers low-maintenance living in an unbeatable Wellesley location.

5 Oakdale Avenue, Wellesley

Listing courtesy of Listing Agent: Jane Neilson from Listing Office: Douglas Elliman Real Estate - Park Plaza.
96 Washburn Avenue, Wellesley
$1,285,000
4 Beds ⋅ 3 Baths ⋅ 73469533 MLS
Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS appliances and granite counter tops and access to rear deck overlooking level backyard. Living room with fireplace and formal dining area complete the main floor. The fully finished ground level is sunny and bright, with a separate entrance and “mud-room” area and a bedroom with an updated half-bath, fireplace, and built-in shelving/storage. The large open floor plan provides great flexibility of use for an office, gaming lounge, work-out and entertainment room. Easy access to commuter rail, 95, Rt. 9, schools, parks, shopping and restaurants and Babson and Wellesley and Mass Bay colleges.

96 Washburn Avenue, Wellesley

Listing courtesy of Listing Agent: Simin Javaheri from Listing Office: Simin Javaheri.
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.
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.
9 Larch Rd, Wellesley
$1,100,000
5 Beds ⋅ 2 Baths ⋅ 73514443 MLS
Amazing opportunity in an established neighborhood with convenient access to Route 9! Situated on a .27-acre lot, this property offers incredible potential for investors, builders, or buyers looking to create their dream home. The existing structure will most likely require a tear-down, making this the perfect chance to design and build new in a desirable location. Don’t miss this rare opportunity to bring your vision to life! BEST & HIGHEST DUE BY MONDAY MAY 11, 2026 AT 4;00 PM

9 Larch Rd, Wellesley

Listing courtesy of Listing Agent: Steven DeFrancesco from Listing Office: Silverstone Realty Group.
7 Arnold Rd, Wellesley
$995,000
3 Beds ⋅ 3 Baths ⋅ 73579586 MLS
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

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
4 Shore Rd, Wellesley
$900,000
73377469 MLS
Build Your Dream Home in Wellesley! Rare opportunity to own a .4-acre lot in Wellesley near Morses Pond. Located in the Single Residence (SR10) zoning district, this spacious lot offers endless potential for new construction in a serene, well-established residential area. Set on a quiet street with mature trees and close proximity to Route 9, shops, and commuter routes, this parcel provides the perfect blend of privacy and convenience. Whether you’re a builder, investor, or end user, this is a prime chance to create a custom home in a sought-after community known for its top-rated schools and vibrant town center. Priced below assessed value—a true value in today’s market! Don’t miss this chance to invest in a premier location in Wellesley. Lot Size:0.4 Acres ~ Zoning: SR10 ~ Location: Near Morses Pond, schools, commuter rail, and Wellesley Square. Opportunity knocks—make it yours!!

4 Shore Rd, Wellesley

Listing courtesy of Listing Agent: Robyn Sold My House Team from Listing Office: Realty ONE Group Suburban Lifestyle.
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.

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