Wellesley, MA Real Estate | Wellesley, MA Recently Sold Homes for Sale

5 Beds ⋅ 5 Baths ⋅ 73542063 MLS

This exceptional new construction home is the perfect blend of transitional elegance and modern design. It is crafted with impeccable attention to detail. Warm, rich white oak accents, custom millwork, and designer finishes create an inviting atmosphere throughout. A show stopping chef’s kitchen features sleek custom cabinetry, quartz countertops, a massive center island. The kitchen flows seamlessly into the fireplaced family room, where soaring windows fill the space with natural light. An elegant dining room is topped with a contemporary tray ceiling, adding architectural interest and sophistication. Each bathroom offers unique finishes including a striking quartzite sink in the powder room. The luxurious primary is complete with a spa-inspired bath featuring a soaking tub, steam shower, and rain head. An outstanding lower level with a gym area, playroom, and wet bar. Ideally situated in a highly convenient location with every amenity just moments away.

18 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

$950,000

6 Beds ⋅ 3 Baths ⋅ 73556729 MLS

Investors, builders, developers, end users. A perfect opportunity to renovate this 1850's Colonial or bring your own vision to the 10,000+ square foot flat lot. This home has been in the same family for generations and is being sold as is. Close to absolutely everything in Wellesley - schools, train, shops, restaurants, highway access, Brook Path, town fields, Whole Foods, Roche Brothers and more.

98 Kingsbury St, Wellesley

Listing courtesy of Listing Agent: Susan Gear from Listing Office: Coldwell Banker Realty - Wellesley.

$3,000

2 Beds ⋅ 1 Baths ⋅ 73568974 MLS

Sparkling renovated 2 bed in Wellesley! Conveniently located just 1/2 mile to the Wellesley Square train plus local restaurants, cafes and grocery, this puts everything you need right at your fingertips! Oversized living room offers plenty of space plus two exposures for ample natural light and faux fireplace with mantle. Two queen sized bedrooms with ample closets plus dual hallway closets too. Modern subway tiled bath features large standup shower with glass enclosure, and the kitchen showcases quartz counters with a full complement of stainless steel appliances, recessed lighting plus generous cabinet space and open pantry shelving. Laundry in unit, two parking spaces plus shared yard space too! Small pets considered on a case-by-case basis. Tenant to pay first month, last month and one month security deposit. Don't miss this opportunity for modern, convenient living in Wellesley!

60 Denton Rd Unit 2, Wellesley

Listing courtesy of Listing Agent: Kathleen Alexander - Creative Living Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$3,800

2 Beds ⋅ 2 Baths ⋅ 73564569 MLS

Spacious 2-bed, 2-bath rental in a classic Wellesley Victorian. A decorative marble fireplace mantel, arched windows, an ornate wood staircase, and good natural light throughout. The layout spreads out with two generous bedrooms, two full baths, a large living room, and a roomy eat-in kitchen.In-unit washer and dryer, so no shared laundry and no laundromat runs. Two assigned parking spots come with the unit, right outside the door. You're close to the commuter rail for an easy ride into Boston, and minutes from coffee shops and restaurants in a walkable neighborhood where you can leave the car parked.

599 Washington St Unit B, Wellesley

Listing courtesy of Listing Agent: Srinikhitha Kasibhatta from Listing Office: Rutledge Properties, Inc..

$2,926

2 Beds ⋅ 2 Baths ⋅ 73557562 MLS

AFFORDABLE HOUSING MUST QUALIFY- Experience boutique living in this modern, elevator building in a spacious two-bedroom, two-bathroom apartment. Thoughtfully designed, enjoy the comfort of central air conditioning and the convenience of in-unit laundry. Step outside onto your private balcony, perfect for relaxing or entertaining. Each apartment includes one assigned indoor parking garage space, with heat and hot water included in the rent. .Located directly off Route 9, this prime address offers unmatched convenience with easy access to shopping, dining, commuter rail service, and major highways. Please review the attached information packet in detail to see if you qualify and complete the application. This is affordable housing and a lottery system, applicants must qualify and apply through MCO Housing.

978 Worcester Unit 411, Wellesley

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.

$8,500

5 Beds ⋅ 4 Baths ⋅ 73524347 MLS

Classic 10 room Colonial in excellent, convenient neighborhood with 5 Bedrooms and 3.5 Baths situated on quiet cul-de-sac near the Fuller Brook Path walking distance from Wellesley Square, Hunnewell School and Wellesley College. On 1st floor, the chef’s kitchen has a granite center island with matching counters and custom cabinets which directly opens into a window-filled family room with a formal dining room and living room/library and 1/2 bath. On 2nd floor, the primary bedroom has a cathedral ceiling suite which includes an office/dressing room that adjoins a bath with full tub and glass shower. There are also 2 additional bedrooms with an updated hall bathroom. On 3rd floor there are two sunny bedrooms and a fully updated bathroom w/stall shower. The basement has a laundry room and large recreation room with modern carpeting. Outside is 2-car garage with a private stone paved patio. Multi-year lease preferred but will consider 1 year.

18 Tappan Rd, Wellesley

Listing courtesy of Listing Agent: Missy McCarthy from Listing Office: Switzler REALTORS®.

$3,800

2 Beds ⋅ 2 Baths ⋅ 73560849 MLS

Welcome to this well-maintained 2 bedroom, 2 bath condo offering comfortable living in one of Wellesley’s most desirable locations. The home features a bright, functional layout with spacious living areas, generously sized bedrooms, and two full bathrooms. Enjoy the convenience of being just minutes from Wellesley’s vibrant town center, Starbucks, the Wellesley Free Library, commuter rail, shopping, restaurants, parks, and major routes. A wonderful opportunity to enjoy all that Wellesley has to offer in a location that combines comfort and convenience.

3A Waban Street Unit 3A-1, Wellesley

Listing courtesy of Listing Agent: Sneha Patel from Listing Office: Gibson Sotheby's International Realty.

$1,310,000

2 Beds ⋅ 2 Baths ⋅ 73559669 MLS

OFFER DEADLINE MONDAY 8/10 at 9am!! Extraordinary charm awaits you in this distinguished single-family home with a meticulously designed living space on an ended-way. From the first steps inside, you will be captivated with this sophisticated home in a coveted community of Wellesley. An expansive cathedral ceiling and exposed beams frame the sun-drenched living room and storage-conscious kitchen. A remote controlled gas fireplace insert with heating element and bluestone mantel and shelving in the living room creates cozy ambiance. The thoughtful kitchen, with racks for hanging pots, abundant storage, high-end lighting, generous counter spaces and tactfully concealed laundry are aesthetically pleasing and practical, lending to ease of every day living. Flow from kitchen to dining and 2 living rooms provides simplicity of hosting and family room with hibachi offers an interesting conversation piece! Primary suite with wood fireplace overlooks gorgeous gardens and provides walk-in closet and tastefully renovated bath with radiant floor. Second bedroom and full bath offer privacy and additional closet space. Sky lights and bay windows in most of the rooms draw in an abundance of natural light and French doors make it easy to go in and out to the generous-sized deck and yard, adding the multiple outdoor seating and dining areas as living, working and entertaining spaces. The garden areas are equally charming and thoughtfully designed, with a dedicated, enclosed vegetable garden, a small pond, mature plantings, storage shed and a shed stacked with cured wood! A partially heated basement tastefully renovated offers opportunities to suit your additional needs as well as providing abundant storage. Attached garage makes arriving home in winter a pleasant experience. Many updates have been made both inside and out; seller has provided a list but include a few such as 2025 water heater, 2021 gas fireplace insert, chimney waterproofing & caps, new deck, stone planters, basement/crawlspace insulation, hardwood floors redone. Expansion potential. Situated in Hardy Elementary district, renovated in 2024 with award-winning schools. Less than 2 miles from Morses Pond, hosting an abundance of outdoor activities. Wellesley is a very engaged, active community that offers a plethora of cultural and social events for all. It doesn’t take much imagination to feel that you’ve left all the stress of life behind and found yourself in a bucolic English countryside!

15 Fenmere Ave, Wellesley

Listing courtesy of Listing Agent: Cheryl Clayton from Listing Office: Churchill Properties.

$7,000

3 Beds ⋅ 3 Baths ⋅ 73555905 MLS

Perfectly situated along the Brook Path, this home strikes a beautiful balance between clean, contemporary design and everyday comfort! The main floor flows effortlessly from an open living and dining area with a gas fireplace and bright bay window through a versatile year-round sunroom & into a welcoming kitchen with plenty of room for casual meals. Down the hall, the primary bedroom offers a retreat with an updated ensuite & views of the mature landscaping.Two additional bedrooms & a full bath complete the floor.The lower level is equally impressive, with a family room/playroom centered around a fireplace, a dedicated office with built-in shelving, a full bath, a spacious laundry room & entry to the two-car garage. Outside, the fenced-in backyard is a true sanctuary & when you're ready to venture out, you're just a short walk to Wellesley center's boutiques, restaurants & cafes, Hunnewell school and the commuter rail!

29 Brook Street, Wellesley

Listing courtesy of Listing Agent: Laura Wurster from Listing Office: Rutledge Properties.

$1,900

1 Baths ⋅ 73546134 MLS

Spacious studio unit in the heart of downtown Wellesley Square with HEAT AND HOT WATER included! This oversized first floor unit can easily accommodate a king-size bed. Located in a charming Victorian home, this well-maintained property offers a quiet living environment. Enjoy unbeatable convenience just steps to the train station, parks, shopping, and dining, including Smith & Wollensky nearby. Off-street parking for one car included. Coin-op laundry available in basement. Non-smoking property and no pets permitted. Strong credit required (700+).

5 Abbott Unit 2, Wellesley

Listing courtesy of Listing Agent: Linda Glennon from Listing Office: Conway - Hanover.

$2,500

1 Beds ⋅ 1 Baths ⋅ 73510082 MLS

Spacious sun-filled 1-bedroom, with large living and dining room unit in the heart of downtown Wellesley Square with HEAT AND HOT WATER included! This oversized first floor unit can easily accommodate a king-size bed. Located in a charming Victorian home, this well-maintained property offers a quiet living environment. Enjoy unbeatable convenience just steps to the train station, parks, shopping, and dining, including Smith & Wollensky nearby. Off-street parking for one car included. Coin-op laundry available in basement. Non-smoking property and no pets permitted. Strong credit required (700+).

5 Abbott Unit 2, Wellesley

Listing courtesy of Listing Agent: Linda Glennon from Listing Office: Conway - Hanover.

$2,367,500

4 Beds ⋅ 5 Baths ⋅ 73552192 MLS

Nestled on a quiet cul-de-sac near Morses Pond and Wellesley's renowned trail network, this modern Colonial offers 3,750 sq ft across three finished levels. A gracious foyer opens to formal living and dining rooms, while the sun-filled family room with fireplace flows seamlessly into the renovated chef's kitchen featuring Viking and Miele appliances, quartz countertops, center island, breakfast nook, and access to the deck overlooking the private fenced backyard. Upstairs, the spacious primary suite offers a luxurious bath and oversized walk-in closet, accompanied by three additional bedrooms, including one en suite, a full bath, and second-floor laundry. The finished lower level features an expansive recreation room, media room, bar area, exercise space, powder room, and abundant storage. Convenient to Wellesley Center, top-rated schools, shopping, commuter routes, and outdoor recreation.

11 Shadow Ln, Wellesley

Listing courtesy of Listing Agent: Marjorie Gold from Listing Office: Hammond Residential Real Estate.

$4,000,000

6 Beds ⋅ 7 Baths ⋅ 73540282 MLS

Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.

8 Valley Road, Wellesley

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

$2,635,000

5 Beds ⋅ 3 Baths ⋅ 73538643 MLS

Set on a meticulously-landscaped lot in a coveted Wellesley neighborhood, this thoughtfully-renovated colonial offers the perfect blend of timeless design, expertly-crafted details and modern updates. Designed for everyday living and effortless entertaining, the first floor features an open floor plan with a living room, family room and a renovated, eat-in kitchen with Wolf + Subzero appliances. A generous mudroom and half bath complete this level. Upstairs is a serene primary suite with a stunning bath and two walk-in closets. There are four generous bedrooms, a renovated full bath and laundry also on this floor. The recently-finished lower level has excellent recreation space and a gym with an epoxy floor. The private grounds extend the living space offering a bluestone patio, lush yard and fire pit, ideal for outdoor entertaining and enjoyment. Close to Wellesley's top-rated schools, vibrant town center and amenities, commuting routes and more, your dream home awaits.

23 Northgate Rd, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$2,100,000

5 Beds ⋅ 3 Baths ⋅ 73536258 MLS

Gracious Victorian w/an incredible Barn & workshop, a distinctive property zoned GR offering unmatched versatility. The inviting front porch sets the tone of warmth & charm of this beautifully renovated home brimming w/vintage details such as stain glass windows, turned staircase & 9' ceilings. Gorgeous chef's kitchen w/white shaker cabinetry, 2 copper sinks, high-end appliances, quartz & large center island for gathering. The expansive family & living rm w/cozy fireplace offers plenty of space for entertaining. 2nd floor has a home office and 3 bedrooms including a luxurious spa-like bath. The 3rd floor has a generous 4th bedroom or bonus room. Enjoy summer BBQs on the stone patio. There a garage plus extraordinary barn w/a heated workshop & room enough for 6 cars. Studio apartment at ground level w/a separate entrance & patio. Own a part of Wellesley's history. Conveniently located near the train, town center, schools, restaurants & more, all the best of Wellesley!

33 Linden Street, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

$2,280,000

5 Beds ⋅ 6 Baths ⋅ 73553688 MLS

Nestled in the prestigious Wellesley Farms neighborhood, this enchanting brick estate is set on over 35,000 square feet of beautiful grounds, offering exceptional privacy and timeless elegance. A grand foyer welcomes you into a thoughtfully designed home featuring five spacious bedrooms and four full bathrooms. Rich architectural details, grand living spaces, and refined finishes create an atmosphere of warmth and sophistication. Generous formal and casual living areas accommodate every lifestyle. Spanning four impressive levels of living space, the home offers remarkable flexibility with ample room for work, recreation, guests, or a private retreat. Expansive windows frame picturesque views of the lush property, seamlessly blending indoor comfort with outdoor beauty. Located in one of Wellesley’s most desirable neighborhoods, this exceptional estate presents a rare opportunity to enjoy gracious living, classic charm, and an extraordinary setting just minutes from town, commuter rail, and top-rated schools.

25 Hillside Rd, Wellesley

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

$5,250,000

5 Beds ⋅ 7 Baths ⋅ 73540738 MLS

Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s kitchen featuring premium finishes and a spacious dining area ideal for everyday living and entertaining. The second level offers a luxurious primary suite w a spa-inspired bath and exceptional walk-in closet, along w four additional bedrooms and conveniently located laundry room. The finished lower level features an entertainment lounge, media room, wet bar, wine cellar, and home gym. Outside, impeccably manicured grounds and a stunning stone waterfall create a private outdoor retreat. Just moments from Wellesley’s top schools, shops, restaurants, and commuter routes. An elegant masterpiece!

14 Bristol Road, Wellesley

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$2,699,000

5 Beds ⋅ 6 Baths ⋅ 73534640 MLS

NEW CONSTRUCTION!!! Natural gas home!! Still time to personalize your dream home with select finishes and design choices. This sun-splashed home is nearing completion. This stunning new home features 5 spacious bedrooms and 5.5 baths, with en-suite bathrooms throughout. This home sits on an oversized level lot. The open floor plan flows seamlessly from the gourmet kitchen with a gas cooktop, walk-in pantry, and butler's pantry to the inviting living area with a gas fireplace, creating an ideal space for everyday living and entertaining. The luxurious primary suite features vaulted ceilings, a spacious walk-in closet, and a spa-like bath. Enjoy outdoor living with a patio overlooking the large fenced-in level yard. A large basement playroom provides additional flexible living space. Conveniently located near Bates School, parks, playgrounds, shopping, and commuter routes, this home offers the best of Wellesley living. August completion

449 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Joseph T. Fleming from Listing Office: JT Fleming & Company.

$2,270,000

5 Beds ⋅ 5 Baths ⋅ 73541195 MLS

They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

319 Oakland St, Wellesley

Listing courtesy of Listing Agent: Kathleen Hughto from Listing Office: Rutledge Properties.

$3,100,000

6 Beds ⋅ 5 Baths ⋅ 73540530 MLS

Privately sited on a beautifully landscaped 0.65-acre lot in Wellesley’s coveted Dana Hall neighborhood, this exceptional residence offers the perfect blend of elegance, privacy and convenience, just moments from town, Hunnewell Elementary School, WMS & WHS. Designed for both everyday living & entertaining, the main level centers around a beautifully appointed kitchen that flows seamlessly into expansive dining, living, & family rooms. French doors & a serene screened porch open to a generous deck all overlooking the lushly landscaped grounds. A laundry room & powder room complete the 1st floor. Upstairs, the luxurious primary suite features custom built-ins, a walk-in closet, and a spa-inspired bath. Five additional bedrooms and 2 full baths provide ample accommodations, including a private guest or au pair wing. The newly renovated walk-out LL offers flexible space for recreation, fitness, media, or remote work. 2 car garage, plus 2 newly constructed sheds & many recent updates!

10 Colgate Rd, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$2,860,000

4 Beds ⋅ 5 Baths ⋅ 73529342 MLS

This exceptional young home located on a quiet cul-du-sac blends modern sophistication with effortless everyday living. Soaring ceilings & oversized windows fill the interiors with incredible natural light, creating bright, airy spaces designed for both comfort & entertaining. The floor plan seamlessly connects beautifully appointed living & dining areas with a stunning chef’s kitchen at the heart of the home. Thoughtful architectural details, designer finishes & spacious rooms enhance every level. Upstairs, serene bedrooms & luxurious baths provide peaceful retreats, while flexible living spaces offer ideal options for work, fitness, or play. Fabulous lower level includes custom cabinetry, expansive island, enormous bonus room, office & full bath. Fabulous grounds & inviting outdoor living areas create the perfect setting for gatherings, dining al fresco, or relaxing in privacy. Ideally located close to shops, restaurants, schools, commuting routes & everyday conveniences,

33 Hickory Rd, Wellesley

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

$3,800

2 Beds ⋅ 3 Baths ⋅ 73551867 MLS

Sun-drenched 2 floor unit in the prime Wellesley location! Welcome to this beautifully appointed unit at 3 Burke Lane, offering a seamless open-concept layout that perfectly blends comfort and style. The spacious living, dining, and kitchen areas are bathed in natural light, creating an inviting space ideal for both everyday living and entertaining. The chef’s kitchen features pristine quartz countertops, high-end stainless steel appliances, and ample cabinetry for all your culinary needs. Each of the two generously sized bedrooms includes ensuite bathrooms and custom walk-in closets with built-in shelving, providing exceptional storage and organization. Additional highlights include in-unit laundry, one assigned parking space plus guest parking, and professionally maintained landscaping and snow removal. Conveniently located near Wellesley’s Fiske Elementary School, local parks, and playgrounds, with easy access to Routes 9, 128, and the Mass Pike. Reach out for a showing now!

3 Burke Lane Unit 203, Wellesley

Listing courtesy of Listing Agent: Kristel Stavri from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,700,000

5 Beds ⋅ 4 Baths ⋅ 73545530 MLS

Welcome to 18 Benvenue Street! This sun-filled Colonial in the coveted Dana Hall neighborhood offers thoughtful updates and exceptional living space throughout. The open-concept first floor features an updated eat-in kitchen with custom cabinetry, quartz countertops, stainless steel appliances, tiled backsplash, and peninsula, flowing seamlessly into the dining and family rooms. A fireplaced living room, half bath, and spacious laundry room with built-ins complete the main level. Upstairs are four generously sized bedrooms, including a primary suite with a walk-in closet and private bath, plus an additional full bath in the hallway. The finished lower level offers a large gym/playroom, fifth bedroom, and full bath, ideal for guests or extended family. Enjoy the beautifully landscaped backyard with your own private oasis patio and level lawn, perfect for entertaining. Central A/C, one-car garage and newer shed complete this exceptional home.

18 Benvenue Street, Wellesley

Listing courtesy of Listing Agent: The Simonian Team from Listing Office: Gibson Sotheby's International Realty.

$2,825,000

5 Beds ⋅ 5 Baths ⋅ 73538423 MLS

Your new home awaits! Move right into this picture perfect younger colonial in Bates School district. Spacious living room with coffered ceiling and gas fireplace opens to dining room. Huge kitchen family room open concept along the entire back of the home. Center island with seating. High end stainless appliances plus eating area. Family room with 2nd fireplace, large built-in and coffered ceilings. First floor home office with an entire wall of built-ins and mudroom with cubbies off of 2 car garage completes the first floor. Main suite with vaulted ceilings, oversized walk-in closet and spa-like bathroom. 3 additional bedrooms all similar in size with 2 full baths- one en-suite and Jack and Jill. Laundry room. Third floor walk up is huge storage space or potential to finish. Lower level with playroom, exercise and guest suite with full bath. Patio off kitchen with flat yard. Fabulous combination of home and location!

59 Cleveland Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$1,600,000

3 Beds ⋅ 4 Baths ⋅ 73490774 MLS

Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower level with windows and full bath. Perfect space for family room and/or gym. All finishes selected by one of Wellesley's favorite interior designers. One garage space and one designated parking space plus ample parking for guests. Just a short distance to Linden Square with Tatte, Karma, The Cottage, Captain Marden's... Plus Roche Brothers, great stores, train and all schools close by! Not to be missed!!!

63 Oak Street Unit A, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 73546822 MLS

Timeless charm meets modern comfort in this beautifully maintained 1912 Colonial, offering 8 well-proportioned rooms, including 4 bedrooms and 4 baths (2 full, 2 half). The heart of the home is a beautifully renovated eat-in kitchen with stone counters, custom cabinetry, and stainless appliances, flowing effortlessly out to a generous patio that opens onto a private outdoor space with plenty of room to play and a magnificent beech tree as its centerpiece. Upstairs, the main bedroom features walk-in closets and full bath, alongside three additional bedrooms and a beautifully renovated family bath. The finished lower level adds flexible living space ideal for a playroom, home office, or bonus TV room, complete with a wet bar and half bath. Additional highlights include central air conditioning, an attached garage, and an unbeatable location with easy access to the commuter rail, the Mass Pike, and Rte 95—keeping you close to everything while making commuting a breeze.

25 Riverdale Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 73534106 MLS

Just in time for summer! Beautiful three-bedroom center entrance colonial in desirable Bates neighborhood. Everything on your wish list: updated white kitchen open to the dining area, a bright front to back living room with fireplace, sun-filled office on first floor, and an attached garage. Upstairs, three bedrooms with an updated full bath. Finished play room in the lower level as well as abundant storage. Walk up attic. Wonderful fenced-in yard and patio. Conveniently located near Fells Market, Bates Elementary School, and Boulder Brook Reservation with easy access to major commuting routes. Move right in and join the fun!

35 Cleveland Rd, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.

$2,230,000

5 Beds ⋅ 4 Baths ⋅ 73509829 MLS

Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family room flows seamlessly to an elegant fireplaced living room with French doors leading to a private stone patio. Upstairs, the serene primary suite features a walk-in closet and double vanity, along with three additional bedrooms & dedicated home office. The finished lower level offers a recreation room, full bath, & oversized laundry. Meticulously maintained with major system updates, including newer furnaces, central air, & hot water heater. Close to Needham & Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design. Fiske Elementary is a Blue Ribbon school

279 Oakland Street, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

$12,500

5 Beds ⋅ 5 Baths ⋅ 73499772 MLS

Set on a sprawling 28,000 sq. ft. lot, this home truly has it all—formal dining and living rooms, a spacious kitchen, family room, and 6 bedrooms across 5,000 sq. ft. of living space. Step outside to a beautifully landscaped backyard complete with a sport court—ideal for play, entertaining, or just enjoying a peaceful afternoon. Major system updates to HVAC and hot water have been done. Available August 15th. Move in before the school year kicks off!

11 Wachusett Rd, Wellesley

Listing courtesy of Listing Agent: Jonathan Russell from Listing Office: Columbus and Over Group, LLC.

$5,500,000

6 Beds ⋅ 7 Baths ⋅ 73476781 MLS

This stately 6 bed colonial sits in the heart of Cliff Estates with a large flat lot. Spacious foyer opens to both a private office and living room. Butler pantry with wet bar leads to dining room with custom moldings. The entire back of home is a great open space for everyday living with south/west sun exposure. Family room with fireplace has picture windows and access to a porch perfect for grilling. Gorgeous kitchen with huge island for seating and a large walk-in pantry. Mudroom w/ 2nd half bath plus more storage than you will need! Great closets as well as huge cubby area all off of the 3 car garage. Main suite with spa-like bath and envious walk-in closet. 4 additional bedrooms all similar in size each with it's own bathroom. Sitting area off bedrooms for study or tv spot as well access to large deck. Lower level with guest suite as well as walk out light filled playroom and exercise room. Don't miss this special new construction w/ a beautiful backyard.

78 Suffolk Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$3,900

2 Beds ⋅ 2 Baths ⋅ 73526153 MLS

Two bedrooms, two full baths, and one of the largest footprints in this sought-after Wellesley elevator building — this is the one you've been waiting for.The open-concept layout centers around a granite kitchen with stainless steel appliances that flows seamlessly into a generous living and dining area anchored by a fireplace — the kind of space that feels equally at home for quiet evenings and effortless entertaining. The primary suite features a full en-suite bath, a second full bath serves guests with ease, and practical luxuries abound: central air, in-unit laundry, and a private deck perfect for morning coffee.Includes two assigned parking spaces — one indoor garage and one outdoor — plus heat and hot water all included. Steps from top-rated schools, vibrant dining and shopping, Route 9, and major highway access, this is Wellesley living at its most effortless.

978 Worcester Unit 310, Wellesley

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.

$8,500

4 Beds ⋅ 3 Baths ⋅ 73541374 MLS

Located in the desirable Bates School neighborhood, this beautifully maintained 4-bedroom, 2.5-bathroom home blends style & comfort. With hardwood floors throughout, the home features a spacious sun-filled kitchen wi/ island, custom cabinetry, gas cooking, pantry & eat-in area, flowing to a private deck w/ views of the landscaped lush backyard. The main level includes bright living room, dining room & family room w/ picture window offering scenic views. Upstairs, all bedrooms are generously sized w/ plenty of natural light & closet space. The primary suite is a true retreat w/ a spa-like en-suite bath, soaking tub & custom walk-in closet. Additional features include a two-car garage, central A/C, abundant storage & charming sunroom to enjoy the warmer months. Extra playroom & loads of storage space on the lower level. Conveniently located near Bates Elementary, major routes, Boulder Brook Reservation & Fells Market, this home offers both comfort and convenience. Call today!

124 Pilgrim Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$839,000

2 Beds ⋅ 2 Baths ⋅ 73550145 MLS ⋅ ['Linden Square Townhomes'] BLDG.

Completely renovated in 2015, this quiet, move-in ready unit in desirable Linden Square Townhomes offers quality craftsmanship, private outdoor space, and a convenient in-town Wellesley location. Hardwood floors, crown molding, updated lighting, and a fireplaced living room with a custom mantel create a warm, inviting space. French doors open to a newly renovated private paver patio, while the rear entrance provides direct access to the assigned parking space. The kitchen features marble countertops, a marble backsplash, custom cabinetry, stainless steel appliances, a wine cooler, and a peninsula with seating. Upstairs offers two spacious bedrooms, an updated full bath with marble flooring, a marble vanity, glass shower enclosure, Toto fixtures, and convenient second-floor laundry. Convenient to Linden Square, shops, restaurants, commuter rail, town fields, tennis courts, and walking paths.

11 Oak Street Unit 33, Wellesley

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

$2,480,000

4 Beds ⋅ 4 Baths ⋅ 73540509 MLS

Thoughtfully rebuilt & expanded in 2016, this exceptional 4-bedroom, 3.5-bath center-entrance Colonial blends timeless elegance with modern luxury. Designed for today’s lifestyle, the home features a stunning chef’s kitchen with high end appliances, an oversized island and dining area that opens seamlessly to a fireplaced family room with bar—perfect for everyday living & entertaining. A gracious living room with built-ins, private home office, walk-in pantry, mudroom & powder room complete the 1st floor. Upstairs, the expansive primary suite offers custom built-ins, 2 generous closets & a spa-inspired bath w/ soaking tub. Three additional bedrooms, a beautifully appointed double-vanity bath & laundry room complete the 2nd level. The lower level includes a large recreation room, flexible office or gym space & a full bath. 2 car garage. Sited on a beautifully landscaped level lot, this home is moments from Linden Square, Wellesley Hills Commuter Rail, Sprague Elementary, WMS & WHS.

10 Kirkland Circle, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$2,700,000

5 Beds ⋅ 5 Baths ⋅ 73529708 MLS

Welcome to THE BARN! Reimagined from its beginnings as a Carriage House for one of the Longfellow Road estates, this exquisite home reveals a masterful renovation blending timeless character, exceptional design, and a super cool vibe. A grand foyer makes an immediate impression welcoming you to an open chic floorplan with 10’+ high ceilings.Original wood & metal details, wide-plank floors, and curated designer lighting create a warm, layered aesthetic that is refined and inviting. Large open living room, banquet dining, cozy family room and the renovated kitchen - which is a work of art - all flow seamlessly. Up the wide staircase, you are welcomed by a second floor foyer connecting the 4 upstairs ensuite bedrooms. Up to third, you’ll fall in love with the rec room complete with sunny belfry. A full bedroom suite, laundry, and mudroom connect to two car attached garage. Terrific play yard with large deck and installed hot tub round out this special property. Just in time for summer fun

47 Longfellow Rd, Wellesley

Listing courtesy of Listing Agent: Laura Wurster from Listing Office: Rutledge Properties.

$1,130,000

3 Beds ⋅ 2 Baths ⋅ 73498309 MLS

Sun-filled split-entry home offering a layout ideal for everyday living and entertaining. The bright main level features a spacious living room with wood-burning fireplace and a vaulted-ceiling kitchen that flows into a light-filled dining area. A short flight of stairs leads to three bedrooms and two full baths. Recent updates include refinished hardwood floors and a newer roof (2010). Additional highlights include central heat & AC, a 1-car garage, laundry room with glass doors, and plantation shutters. Tucked on a quiet, private road, enjoy outdoor living on the stone patio. Ideally located with easy access to the Wellesley Hills Train Station, shops, and more.

36 Kimlo Road, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

$3,900,000

5 Beds ⋅ 4 Baths ⋅ 73498043 MLS

Set in one of Wellesley’s most elite and sought-after neighborhoods, this quintessential Colonial blends timeless architecture with impeccable modern updates. Thoughtfully and beautifully renovated by a highly regarded architect and premier builder, the home showcases exceptional craftsmanship and refined design throughout. The private backyard retreat is ideal for both relaxation and entertaining, featuring a stunning bluestone patio, elegant walkways, and extensive masonry that extends to a beautifully crafted paver driveway. Perfectly positioned across from coveted Rockridge Pond, residents enjoy year-round access to scenic trails, kayaking and canoeing in warmer months, and picturesque ice skating in winter. A rare opportunity to own a classic home in an exceptional setting where natural beauty and sophisticated living come together.

33 Hundreds Cir, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$5,696,375

6 Beds ⋅ 7 Baths ⋅ 73530280 MLS

Welcome to 25 Kenilworth Road, a distinctive residence in Wellesley’s coveted Dana Hall neighborhood, blending classic architectural detail with sophisticated modern living. Thoughtfully designed with exceptional craftsmanship, this home offers gracious living spaces with desirable amenities.The spectacular chef’s kitchen features dual islands, custom cabinetry, premium appliances, and box-beam ceilings, easily opening to a stunning fireplaced family room. Elegant formal living and dining rooms, & a well-appointed study, create ideal spaces.Spacious mudroom connects to a heated garage. Upstairs, a luxurious primary suite with spa-like bath and custom closets, 4 add’l bedrooms, 3 full baths, and laundry. The third-floor includes a bedroom, w/ media room and a finished lower level with recreational space & fitness room completes this incredible home. All is further enhanced by beautiful outdoor grounds w/bluestone patio, fire pit, built-in grill, and sports court! All boxes are checked!

25 Kenilworth Road, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$2,562,000

4 Beds ⋅ 3 Baths ⋅ 73509426 MLS

A dazzling center-entrance Colonial where traditional character meets impeccable design! This pristine residence has been meticulously updated and showcases high-end finishes throughout. An effortless floor plan sets the stage for easy living. The thoughtfully designed mudroom, complete with custom cubbies, flows into a stunning kitchen featuring bespoke wood cabinetry, marble and quartzite countertops, and premium stainless-steel appliances. A spacious farmhouse table fits beautifully within the sunlit dining area, offering a warm and welcoming space for everyday meals. Adjacent is an open-concept family room enhanced by custom built-ins, while the elegant fireplaced living room provides an equally inviting retreat. If you work-from-home, there is a generous office waiting. Beautifully finished baths. The lower level includes a playroom and ample storage. With updated systems and a newer roof, this exceptional home truly has it all on one of Wellesley's prettiest side streets.

31 Shirley Road, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

$1,016,000

3 Beds ⋅ 2 Baths ⋅ 73541705 MLS

Nestled on a quiet side street in Wellesley, this charming residence offers the perfect blend of timeless elegance, comfort, and convenience. A great opportunity to enjoy one of Greater Boston's most desirable communities at an attractive price point. Enjoy close proximity to top-ranked Wellesley schools, vibrant shopping & dining, area amenities and it's located less than 1 mile from Wellesley Hills commuter rail station. Home features thoughtfully designed living spaces with efficient floor plan maximizing every square foot, creating warm and welcoming living spaces. Inside, functional spacious living/dining room, beautiful kitchen, 3 bedrooms, 2 full bathrooms, and a home office. Outside, enjoy a private setting with room to relax, garden, or entertain. A detached 2 car garage plus driveway parking space. Whether commuting to the city or working locally, this home provides the perfect balance of accessibility and comfort. Schedule a showing today.

6 Oakland Circle, Wellesley

Listing courtesy of Listing Agent: Chang Zeng from Listing Office: East West Real Estate, LLC.

$7,300

4 Beds ⋅ 3 Baths ⋅ 73540197 MLS

Welcome to this certified lead-compliant 4-bedroom classic shingle home in prestigious Wellesley Farms. Deceptively spacious and flooded with natural light, this property blends New England charm with modern living.The main level features a gracious foyer, cozy living room, and an elegant dining room. At the heart of the home is an expansive open-concept kitchen and family room, complete with island seating and scenic backyard views. The primary suite serves as a private retreat, boasting a large walk-in closet and en-suite bath.Enjoy seasonal relaxation on the three-season front porch. This rental includes a single detached garage and sits in a premier neighborhood near local dining and shops. Walk to the commuter rail or access Route 128 and the Mass Pike for an effortless commute to Boston or Cambridge, Longwood or Logan Airport. Outdoors, enjoy quick access to Wellesley's trail network, golf courses, and the beautiful Charles River. Don't miss this leasing opportunity.

52 Riverdale Road Unit 52, Wellesley

Listing courtesy of Listing Agent: Peter Hill from Listing Office: MGS Group Real Estate LTD - Wellesley.

$4,045

3 Beds ⋅ 2 Baths ⋅ 73553001 MLS

Expanded 7 room farmhouse offers flexible spaces including updated kitchen and large family room that opens to large deck overlooking fenced yard. Also on the main level are living and dining rooms, and 1/2 bath. Wall A/Cs in family room and primary bedroom. Upper level offers 3 bedrooms, laundry and full bath. Convenient location. Easy access to Schofield School. Lower Falls dining and shopping and Routes 9, 16, 95 and The Pike, as well as public transportation.

37 Cedar St Unit 37, Wellesley

Listing courtesy of Listing Agent: Bobby Morgenstern from Listing Office: Gibson Sotheby's International Realty.

$1,275,000

2 Beds ⋅ 2 Baths ⋅ 73533411 MLS ⋅ ['Wellesley Green'] BLDG.

Welcome to Wellesley Green, where comfort, convenience, and timeless design come together in one of Wellesley's most desirable communities. This spacious 2-bedroom, 2-bath residence offers an open, light-filled layout with generous living spaces and seamless flow for everyday living and entertaining. Enjoy peaceful views from your private balcony, a versatile bonus area perfect for a home office or sitting room, and a well-appointed kitchen at the heart of the home. The primary suite features a walk-in closet and en-suite bath, while the second bedroom offers custom built-ins and easy access to a full guest bath. A rare offering, this home includes TWO deeded garage parking spaces and an OVERSIZED private storage area... highly desirable amenities that are seldom available within the community. Along with access to a beautifully maintained outdoor pool. Just moments from Wellesley Center, shops, dining, the commuter rail, and Brook Path.

75 Grove St Unit 225, Wellesley

Listing courtesy of Listing Agent: Gabrielle Russo from Listing Office: Coldwell Banker Realty - Boston.

$940,000

2 Beds ⋅ 2 Baths ⋅ 73494021 MLS ⋅ ['The Albion'] BLDG.

Beautifully crafted and brand new, this 24 unit condominium assoc. at The Albion features 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, fireplace, quartz countertops, in-unit laundry, with washer and dryer and oversized energy-efficient windows providing wonderful natural sunlight. This is a corner unit with three lovely exposures. Parking space #35. 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. Common area exercise and game room.

16 Stearns Unit 302, Wellesley

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$1,180,000

3 Beds ⋅ 2 Baths ⋅ 73474490 MLS

Welcome to this lovingly maintained 3 BR home on a quiet cul-de-sac in Wellesley. The first floor offers a formal living room w/wood burning fireplace, formal dining room and a sun-splashed FR with vaulted ceiling, gas FP, AC and access to outdoor deck. The kitchen has updated, granite countertops, SS appliances and dining space. 1/2 BA completes the first floor. The 2nd floor has three bedrooms and a full bathroom with tub & shower. Hardwood floors throughout almost the entire house. The heated basement w/FP offers a playroom as is or the ability to finish and add additional living space. There is also rooms for a work area & home office,. The yard offers opportunities for gardening and a play set. Conveniently located to Rt 9, Mass Pike and 95. 2.6 miles to Wellesley Square, commuter train, shops and restaurants. Sunnyside Ave is assigned to the new Hardy School! A perfect starter home in desirable Wellesley!

16 Sunnyside Ave, Wellesley

Listing courtesy of Listing Agent: Susan Gear from Listing Office: Coldwell Banker Realty - Wellesley.

$1,500,000

3 Beds ⋅ 2 Baths ⋅ 73539248 MLS

Don’t Let the Classic Exterior Fool You— This Cape Lives Unexpectedly Large. From the street, it’s a picture-perfect, timeless New England Cape. Step inside, and it transforms into an open flow, sun-drenched sanctuary of modern luxury. This is the ultimate "don't judge a book by its cover" home, meticulously renovated with uncompromising attention to detail. The main level features a fully renovated chef’s kitchen boasting premium appliances, custom cabinetry, a large island, and white oak floors, which flows into a vaulted family room anchored by a gas fireplace that offers a beautiful view of the outdoor oasis. A flexible first-floor footprint provides space for a home office, den, or bedroom. Upstairs features two spacious bedrooms, a versatile third room ideal for a nursery or home office, and a full, modern bathroom. The finished lower level is the ultimate surprise, living like a secondary wing with a massive recreation area, a sunken professional-grade exercise room, and more.

58 Manor Ave, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.

$4,593,250

7 Beds ⋅ 8 Baths ⋅ 73488659 MLS

Spectacular Cliff Estates Colonial set on a majestic, private ¾ acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a fireplace and French doors to a balcony overlooking beautifully landscaped grounds, a formal dining room, and a sunlit chef’s kitchen with dual islands, breakfast room and butler’s pantry. A gracious family room w/a fireplace and custom built-ins opens to a richly paneled study. The serene primary suite offers a fireplace, spa-like bath with soaking tub & private balcony. There are 6 additional bedrooms plus a finished walkout LL w/a media room, recreation spaces and an office. An extraordinary offering close to top schools, commuting routes, and Wellesley’s premier shops, dining and more!

65 Woodcliff Rd, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$2,200,000

5 Beds ⋅ 4 Baths ⋅ 73506000 MLS

Set in Wellesley’s sought after Dana Hall neighborhood, 11 Sterling Road blends timeless charm with modern living on .57 acres of private, beautifully landscaped grounds. This 5-bedroom home offers 3 full baths and 1 half bath, with an open floor plan tailored for today’s lifestyle. Sun-filled interiors feature a fireplace living room, formal dining room with large picture windows, and a welcoming den/family room with its own fireplace-ideal for both everyday living and entertaining. The kitchen, equipped with stainless steel appliances, flows seamlessly into the main living areas. The second floor includes a spacious primary suite with full bath and three additional bedrooms and another full bath, while the third floor provides a private ensuite fifth bedroom—perfect for guests or a home office. A finished lower level adds versatile space for recreation, fitness, or work. Ideally located near town, schools, and commuting routes. Don't miss this opportunity to make this home your own!

11 Sterling Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$1,616,000

6 Beds ⋅ 4 Baths ⋅ 73502238 MLS

Wonderful opportunity in the heart of the Poet's neighborhood, this expansive Tudor Colonial blends timeless charm with modern comforts. Thoughtfully updated throughout, this home boasts soaring ceilings, spacious rooms and a flexible floor plan. Gracious formal living room with stone fireplace flows through to well appointed dining room. Light and bright eat in kitchen with stainless steel appliances opens to the large level lot perfect for indoor/outdoor entertaining. Family room and wonderful sunroom / play space offer many options for today's living. Upstairs there are four corner bedrooms and renovated full bath. The third floor allows for either two additional family bedrooms or private work from home space. The separate entrance makes it a fantastic space for an in law or au pair suite. Finished lower level with home gym, full bath and ample storage. Prime location near shops, restaurants and easy commuting to Mass Pike and the T. Just Minutes from Warren playground.

225 Walnut St, Wellesley

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$2,050,000

4 Beds ⋅ 4 Baths ⋅ 73494412 MLS

Step into a notable historic "Augustus Fuller" home-where timeless character meets modern living. This beautifully preserved and thoughtfully updated residence offers an exceptional opportunity to own a home rich in heritage while enjoying today's most sought after comforts.Historic charm is evident in every detail, with countless interior & exterior updates to ensure a lifestyle of ease & sophistication. The heart of the home features a newly renovated, sun-drenched kitchen that shines as a true centerpiece. Designed with both style & functionality in mind, it features bright finishes & ample cabinetry for an inviting atmosphere perfect for everyday living & entertaining alike. The second floor offers 4 beautiful bedrooms offering charming fireplaces, wood floors, 3 full bathrooms, a laundry area as well as spaces to be creative for your daily needs. The addition of a classic farmer's porch with fans & a copper roof graces the front of the home. WELCOME HOME!

122 Great Plain Ave, Wellesley

Listing courtesy of Listing Agent: Cara Rogers from Listing Office: NorthStar Real Estate, LLC.

$1,600,000

3 Beds ⋅ 4 Baths ⋅ 73538096 MLS

Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower level with windows and full bath. Perfect space for family room and/or gym. All finishes selected by one of Wellesley's favorite interior designers. One garage space and one designated parking space plus ample parking for guests. Just a short distance to Linden Square with Tatte, Karma, The Cottage, Captain Marden's... Plus Roche Brothers, great stores, train and all schools close by! Not to be missed!!!

63 Oak Street Unit B, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$5,200

4 Beds ⋅ 2 Baths ⋅ 73507563 MLS

Charming fully furnished split-level 4 bedroom, 2 bath beautifully maintained property features 2 distinct living levels. Upper floor offers spacious open layout, a modern kitchen equipped with granite countertops, stainless steel appliances, and a built-in wall oven, along with numerous windows that bring in plenty of natural light. The bathroom has been tastefully renovated with dual sinks and air-jetted bathtub. The lower level provides excellent additional living space, including a second living room, a bedroom, a full bathroom, and a kitchenette—ideal for an au pair suite, in-law setup, or guest accommodations. Additional features include 2 off-street parking spaces, bi-weekly cleaning and landscaping included in rent. Tenant responsible for all utilities. Located on Route 9, offering easy access to everything Wellesley has to offer. The driveway is conveniently located just past Westgate Road. Situated in the Bates School. Available 8/1/2026.

749 Worcester Street, Wellesley

Listing courtesy of Listing Agent: Miroslava Fitkova from Listing Office: Fitkova Realty Group.

$1,177,000

3 Beds ⋅ 3 Baths ⋅ 73503725 MLS

Come see the Best of Everything! Over 3000 sq ft, soaring ceilings, 2 staircases, gracious formal and casual living & dining, updated light-filled kitchen, butler’s pantry, first floor laundry, up to five sleeping spaces, tranquil primary ensuite, beautiful hardwood floors, period details thru-out. Two porches, mature plantings, 2 car garage and EV charging station complete this classic gem, just steps to schools, shopping & train. Enjoy the space of a multi-million dollar home for the price of a condo. Most convenient Worcester Street address. Great access to and from town on side roads and new traffic signals get you in and out of the driveway with ease. Best value in Wellesley!

642 Worcester St, Wellesley

Listing courtesy of Listing Agent: Heather Steele from Listing Office: Rutledge Properties.

$2,050,000

2 Beds ⋅ 2 Baths ⋅ 73541337 MLS ⋅ ['Terrazza'] BLDG.

This sophisticated 2-bedroom residence at Terrazza, is ideally located in the heart of Wellesley. A welcoming foyer opens to a beautifully appointed spacious chef’s kitchen featuring Wolf and Sub-Zero appliances, a center island with breakfast bar, and a seamless flow into sun-filled living areas. Floor-to-ceiling windows, a gas fireplace, and a covered balcony create an inviting setting for everyday living and entertaining. The thoughtfully designed 2 bedroom layout offers privacy, with a luxurious primary suite featuring a large walk-in closet and spa-like bath. The second bedroom includes its own custom closet and ensuite full bath. Additional highlights include in-unit laundry, storage, and 2 assigned garage spaces. Exceptional amenities include concierge, fitness center, pet spa, golf simulator, courtyard, and stylish club room, all moments from the commuter rail, shops, restaurants, and more! Do not miss this great opportunity to experience suburban luxury living at Terrazza!

100 Linden St Unit 205, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$2,325,000

4 Beds ⋅ 4 Baths ⋅ 73509644 MLS

This much-admired Colonial with amazing curb appeal is located in the coveted Cliff Estates neighborhood in Wellesley Hills! Perfect for comfortable living and gracious entertaining, this home has a large front-to-back living room with fireplace and classic period details. There is a lovely formal dining room and an updated eat-in kitchen with an island, granite countertops, and stainless appliances. The sunny breakfast area opens to a deck and patio. A warm and comfortable family room leads to a reading nook with a window seat and home office. A generous mudroom leads to a two-car attached garage. The second level includes a master suite, two additional bedrooms, and a hall bath. A large, private bedroom suite with full bath over the garage is perfect for guests. The lower level offers a large playroom and great storage space. The private, level backyard with mature plantings and patio is perfect for entertaining. Easy access to schools, shopping & commuter rail.

53 Audubon Rd, Wellesley

Listing courtesy of Listing Agent: The Madden David Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

$2,315,000

4 Beds ⋅ 3 Baths ⋅ 73536634 MLS

Nestled on a tranquil tree-lined street, this sun-filled expanded & spacious Cape will impress you at every turn! The front porch surrounded by lush landscaping is the perfect spot for morning coffee or lazy afternoons. When you step inside you will be amazed by the amount of living space. The open concept family room includes a wall of windows highlighting the scenic view, a magnificent stone fireplace & leads to the newly renovated stylish kitchen; creating an airy atmosphere for family gatherings. Relax, read & work from home in the beautiful library with soaring ceiling & custom built-ins. Rare first floor bedroom is ideal for guests/ au-pair. The second floor has the primary bedroom w/ a dressing room, full bathroom w/ double vanity & two additional bedrooms & full bath/ laundry. Fantastic lower level is a surprise with a playroom, game room & bonus room- wow! Outdoor setting is a nature lovers dream with lovely views & patio for entertaining. Beloved neighborhood near Perin Park.

99 Parker Road, Wellesley

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

$1,400,000

3 Beds ⋅ 3 Baths ⋅ 73538904 MLS

This spacious and well-maintained home offers a bright, thoughtful layout with natural light throughout. The updated kitchen features extensive cabinetry, black granite countertops, stainless steel appliances, and a sunny dining area overlooking the fireplaced family room. There are formal living and dining rooms too with gleaming hardwood floors. Rounding out the first level, a convenient half bath, and access to a private patio and backyard. Upstairs, the generous bedrooms include a large primary suite and beautifully renovated bathroom. The finished lower level provides exceptional bonus space for recreation, a home office, gym, or media room. Pull right into your roomy two car garage at the end of the day. Thoughtfully designed with ample storage, and versatile living areas, this property combines comfort, style, and practicality for everyday living and entertaining. 107 Overbrook Drive is in the Hardy Elementary School district- one of Wellesley's newest schools.

107 Overbrook Drive, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

$2,130,000

4 Beds ⋅ 4 Baths ⋅ 73529338 MLS

Beautifully renovated and thoughtfully updated, this stunning four-bedroom home offers the perfect blend of timeless charm and modern comfort. Nestled on a picturesque setting the property enjoys exceptional privacy, peaceful views, and a true connection to nature. Sun-filled interiors feature spacious living areas, refined finishes, and an inviting floor plan designed for both everyday living and effortless entertaining. The renovated kitchen opens seamlessly to warm and welcoming family spaces, while oversized windows bring the outdoors in at every turn. Generously sized bedrooms, updated baths, and flexible living areas provide comfort and versatility for today’s lifestyle. Outside, expansive outdoor spaces create the ideal backdrop for relaxing, dining, or enjoying the tranquil natural surroundings. Rarely does a home combine such beautiful renovations with an idyllic setting, all while remaining close to top schools, commuting routes & all Wellesley has to offer.

21 Madison Rd, Wellesley

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

$1,500,000

4 Beds ⋅ 3 Baths ⋅ 73529075 MLS

Picture perfect colonial nestled into a highly sought after Hardy neighborhood. The bright, thoughtfully updated, eat in kitchen features updated appliances, ample cabinet space, breakfast bar and gleaming countertops. A stunning great room has soaring vaulted ceilings, a cozy fireplace and an abundance of natural light. Additional fireplaced den and full bath complete the main level. Four bedrooms including an ensuite bedroom. Public record states 3 bedrooms, Fourth bedroom does not have a closet. Another full bath rounds off the upper level. Finished lower level provides flexibility for a home office, playroom or fitness area.The beautifully landscaped, expansive, flat, fenced yard with patio is ideal for warm weather gatherings, gardening or simply enjoying the quiet surroundings. Steps from Perrin Park, Fells Market, top rated Hardy School and all that Wellesley has to offer!

3 Berkeley Rd, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 73513882 MLS

Located in the desirable Sheridan Estates neighborhood, this classic center entrance Colonial offers timeless charm & an exceptional opportunity to make it your own. Set on a quiet cul-de-sac, the home features hardwood floors, central air, and a two-car garage. Cherished by the same owners since 2002, the property has been comfortably lived in and offers a wonderful opportunity for cosmetic updates and personalization over time. Offering 3 bedrooms and 1.5 baths, the layout is functional and inviting, with great natural flow for everyday living. Perfectly positioned within walking distance to the highly regarded Fiske Elementary School, and just minutes to the commuter rail, Needham and Wellesley shops, and major highways—this location checks every box. Move right in and enjoy, or bring your vision to update the kitchen and baths to your personal style. A wonderful opportunity to enter a sought-after neighborhood and create your next chapter. Property sold "as is".

34 Sheridan Rd, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

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