Wellesley, MA Homes for Sale with Garage

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  /31

  $1,325,000

  • 3 Beds
  • 2.5 Baths
  • 3,129 Sq Ft

  642 Worcester St, Wellesley, MA 02482

  A historic gem full of charm! Soaring high ceilings, oversized windows that flood every room with light, and classic character around every corner make this a truly special home. The spacious first floor is designed for both everyday living and easy entertaining. The formal living room, anchored by a fireplace, sets a warm and welcoming tone. The oversized family room leads into the sunny

  Heather Steele Rutledge Properties

  642 Worcester St, Wellesley, MA 02482
• Explore Wellesley

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  /35

  $3,200,000

  • 5 Beds
  • 4.5 Baths
  • 5,384 Sq Ft

  11 Fisher Ave, Wellesley, MA 02482

  Fabulous custom home with Waterworks fixtures, designer wallpapers, lighting & hardware. Great opportunity to enjoy luxurious living in a coveted double cul-de-sac neighborhood close to new Hardy School, Morses Pond, Fells Market & exceptional restaurants/ shops. Well-designed space, featuring 10-foot ceilings, gourmet chef kitchen w/walk-in pantry & marble counters leads to beautiful dining &

  Melissa Dailey Coldwell Banker Realty - Wellesley

  11 Fisher Ave, Wellesley, MA 02482
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  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  26 Buena Vista Rd, Wellesley, MA 02482

  One of Wellesley's special streets tucked away near Morses Pond. Picture perfect colonial with a brand new roof! 1995 built home with a very efficient and ideal floor plan. Open kitchen family room with fireplace, dining area with exterior access. Formal living room opens to dining room adjacent to kitchen family room creating perfect flow. Main bedroom with very generous walk-in closet and

  Melissa Dailey Coldwell Banker Realty - Wellesley

  26 Buena Vista Rd, Wellesley, MA 02482
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  $2,095,000

  • 4 Beds
  • 4 Baths
  • 3,476 Sq Ft

  30 Ivy Rd, Wellesley, MA 02482

  Beautifully updated home featuring highly desirable floor plan, just steps from Sprague Elementary! A welcoming foyer opens to front-to-back fireplaced living room & elegant dining room. The rear of the home showcases bright, sun-filled open-concept kitchen & family room. The kitchen is designed w/ quartz countertops, subway tile backsplash, pantry, eat-in dining area & peninsula w/ bar seating.

  Melissa Dailey Coldwell Banker Realty - Wellesley

  30 Ivy Rd, Wellesley, MA 02482
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  $1,850,000

  • 5 Beds
  • 4 Baths
  • 2,267 Sq Ft

  29 Cottage St, Wellesley, MA 02482

  Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

  James Gulden Redfin Corp.

  29 Cottage St, Wellesley, MA 02482
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  /29

  $1,675,000

  • 3 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  30 S River St, Wellesley, MA 02482

  A rare riverfront sanctuary with a front-row seat to nature’s quiet beauty. This unique home is set among lush perennial gardens offering abundant privacy and a peaceful natural backdrop. Built in 1862, the home has been thoughtfully expanded over the years while preserving its original character. River views can be enjoyed from nearly every room and are especially striking from the expansive

  Amy Jacobson William Raveis R.E. & Home Services

  30 S River St, Wellesley, MA 02482
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  /36

  $2,799,000

  • 7 Beds
  • 7.5 Baths
  • 7,000 Sq Ft

  365 Worcester St, Wellesley, MA 02481

  Welcome to a luxurious, expansive 2026 new construction-a classic brick-front New England colonial in a 3-home subdivision! High-end developer provides opportunity to meet buyer customizations. A stunning double-storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets, quartz waterfall

  Shahani Real Estate Team Compass

  365 Worcester St, Wellesley, MA 02481
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  /38

  $4,950,000

  • 6 Beds
  • 8 Baths
  • 9,523 Sq Ft

  23 Inverness Rd, Wellesley Hills, MA 02481

  Welcome to 23 Inverness Road, an exceptional home in Wellesley’s coveted Country Club neighborhood. The first floor is designed for both everyday living and entertaining, anchored by a stunning Bulthaup kitchen with double islands, Miele and Sub-Zero appliances, appliance garage, integrated dining table, and a wood-burning fireplace, seamlessly flowing into the dining room, living room, formal

  Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

  23 Inverness Rd, Wellesley Hills, MA 02481
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  /42

  $3,195,000

  • 5 Beds
  • 3.5 Baths
  • 4,364 Sq Ft

  49 Whittier Rd, Wellesley Hills, MA 02481

  Magnificent Tudor set on an oversized lot in the coveted Poet’s Neighborhood. Thoughtfully reimagined and expanded, this home seamlessly blends timeless architectural detail with modern luxury. An impeccably designed kitchen serves as a true centerpiece featuring a handsome island, custom cabinetry, and an ideal layout for everyday living and entertaining. A sun-filled family room with walls of

  Susan Sullivan Coldwell Banker Realty - Wellesley

  49 Whittier Rd, Wellesley Hills, MA 02481
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  $4,595,000

  • 6 Beds
  • 8 Baths
  • 7,606 Sq Ft

  8 Glen Brook Rd, Wellesley Hills, MA 02481

  Surrounded by the beauty of Wellesley Farms, this exceptional home offers a rare blend of privacy, tranquility and stunning interior design. Bathed in natural light the front to back foyer welcomes you into this impressive home with high ceilings. Expansive windows frame views of the professionally landscaped grounds bringing the outdoors in & filling every corner with warmth & brightness. The

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  8 Glen Brook Rd, Wellesley Hills, MA 02481
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  $1,199,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  36 Kimlo Rd, Wellesley Hills, MA 02481

  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).

  Christine Norcross William Raveis R.E. & Home Services

  36 Kimlo Rd, Wellesley Hills, MA 02481
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  /40

  $4,150,000

  • 5 Beds
  • 3.5 Baths
  • 5,074 Sq Ft

  33 Hundreds Cir, Wellesley Hills, MA 02481

  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

  Donahue Maley & Burns Team Compass

  33 Hundreds Cir, Wellesley Hills, MA 02481
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  /42

  $3,295,000

  • 6 Beds
  • 5.5 Baths
  • 5,999 Sq Ft

  41 Chesterton Rd, Wellesley Hills, MA 02481

  Beautifully sited in one of Wellesley’s most coveted neighborhoods, this exceptional Colonial offers over 5,500 sq ft of refined living space, defined by elegance and timeless detail. Designed for elevated living, the home features a gracious foyer, sophisticated living room with fireplace, formal dining room, and a private first-floor office. The spacious white chef’s kitchen, with expansive

  Debi Benoit William Raveis R.E. & Home Services

  41 Chesterton Rd, Wellesley Hills, MA 02481
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  $2,400,000

  • 8 Beds
  • 4 Baths
  • 3,994 Sq Ft

  12 Leighton Rd, Wellesley, MA 02482

  Proudly presenting this breathtaking fourteen-room home, where timeless elegance meets exceptional opportunity in one of Wellesley’s most desirable Dana Hall neighborhoods. W/ its charming curb appeal, this home exudes history, grace, & character—evoking memories of a bygone era. Rich in original details, leaded glass windows, inviting front & back porches, fire-placed living rooms, soaring

  Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

  12 Leighton Rd, Wellesley, MA 02482
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  $5,795,000

  • 6 Beds
  • 8 Baths
  • 7,322 Sq Ft

  1 Buckingham Terrace, Wellesley, MA 02482

  Extraordinary Dana Hall Colonial on full acre in walking distance to Wellesley Center! Custom designed by Patrick Ahearn and built by Elias Construction in 2003, this masterpiece colonial celebrates the timeless charm and character of traditional Wellesley architecture while capitalizing on the advantages of newer construction with modern materials, living spaces and features. The best of both

  Betsy Kessler Rutledge Properties

  1 Buckingham Terrace, Wellesley, MA 02482
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  $2,349,800

  • 4 Beds
  • 3.5 Baths
  • 3,406 Sq Ft

  53 Audubon Rd, Wellesley Hills, MA 02481

  Elegant Colonial with exceptional curb appeal in Wellesley Hills’ coveted Cliff Estates. This beautifully updated home offers 4 beds/3.5 baths, and a flexible floor plan for everyday living and entertaining. The front-to-back living room with fireplace is filled with natural light, while the formal dining room adds classic charm. The renovated eat-in kitchen features an island, granite

  Dan Li Keller Williams Realty

  53 Audubon Rd, Wellesley Hills, MA 02481
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  $2,399,000

  • 4 Beds
  • 3.5 Baths
  • 3,122 Sq Ft

  122 Great Plain Ave, Wellesley, MA 02482

  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 &

  Cara Rogers NorthStar Real Estate, LLC

  122 Great Plain Ave, Wellesley, MA 02482
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  $2,200,000

  • 3 Beds
  • 1.5 Baths
  • 1,595 Sq Ft

  53 Elmwood Rd, Wellesley Hills, MA 02481

  Fabulous opportunity to build your dream home or renovate the existing home in the coveted Bates neighborhood. This expansive 40,000 square foot lot is steps to the elementary school, Boulder Brook conservation land, hiking trails & tennis courts. Buyer & buyers agent to do their own due diligence.

  The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  53 Elmwood Rd, Wellesley Hills, MA 02481
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  /36

  $2,890,000

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft

  8 Tennyson Rd, Wellesley Hills, MA 02481

  A rare offering in one of Wellesley’s most coveted neighborhoods, this beautifully renovated home captures the perfect balance of elegance, comfort, and lifestyle. Natural light fills the living spaces, highlighting soaring ceilings, beautiful hardwood floors, and thoughtfully designed rooms that feel both refined and welcoming. The expansive family room, anchored by a striking fireplace with

  Christine Norcross William Raveis R.E. & Home Services

  8 Tennyson Rd, Wellesley Hills, MA 02481
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  /22

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  63 Garden Rd Unit G2, Wellesley, MA 02481

  Sophisticated "Beacon Hill" condo in Wellesley Farms. Elegant architectural detail, dramatic high ceilings and tall windows. Galley kitchen opens to dining area. Oversized Living Room. Main bedroom with en suite bath and private terrace. Additional 2nd bedroom or study with full bath. First floor corner unit fills this home with sunlight. One parking space directly outside the unit and another

  Melissa Dailey Coldwell Banker Realty - Wellesley

  63 Garden Rd Unit G2, Wellesley, MA 02481
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  $5,200,000

  • 5 Beds
  • 4.5 Baths
  • 7,345 Sq Ft

  48 Scotch Pine Rd, Wellesley Hills, MA 02481

  Incredible custom renovated 5 bedroom home that has undergone significant upgrades making this one of Wellelsey's sought after properties. White washed brick face exterior with pea stone drive and parking court all trimmed in cobblestone creates a gorgeous approach. Stunning 2 story foyer with herring bone floors greets you into this welcoming 7300 sq ft space on nearly one acre of flat and

  Melissa Dailey Coldwell Banker Realty - Wellesley

  48 Scotch Pine Rd, Wellesley Hills, MA 02481
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  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft

  63 Oak St Unit A, Wellesley, MA 02482

  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

  Melissa Dailey Coldwell Banker Realty - Wellesley

  63 Oak St Unit A, Wellesley, MA 02482
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  /12

  $1,747,200

  • 2 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  16 Stearns Rd Unit 208, Wellesley, MA 02482

  New Construction at The Albion, Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 208, Wellesley, MA 02482
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  $3,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,582 Sq Ft

  25 Longmeadow Rd, Wellesley, MA 02482

  This enchanting stone-front Colonial with a beautiful renovation by renowned architect Patrick Ahearn, is ideally located in a sought-after Dana Hall neighborhood. Privately set on serene grounds, this home offers an open, expansive floor plan designed for comfortable living and easy entertaining. The living room features a classic New England oversized fireplace and beamed ceiling, opening to a

  Debi Benoit William Raveis R.E. & Home Services

  25 Longmeadow Rd, Wellesley, MA 02482
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  /15

  $1,420,575

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft

  16 Stearns Rd Unit 207, Wellesley, MA 02482

  New Construction! Stunning 3-bedroom, 2-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 207, Wellesley, MA 02482
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  $5,395,000

  • 7 Beds
  • 8 Baths
  • 8,840 Sq Ft

  65 Woodcliff Rd, Wellesley Hills, MA 02481

  Spectacular Cliff Estates Colonial set on a majestic, private 3⁄4 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

  Beyond Boston Properties Group Compass

  65 Woodcliff Rd, Wellesley Hills, MA 02481
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  $2,919,000

  • 5 Beds
  • 5.5 Baths
  • 5,172 Sq Ft

  265 Weston Rd, Wellesley, MA 02482

  Exquisite 2024 built 5BR home in highly convenient location just steps to Hardy Elementary, scenic Morse’s Pond & short stroll to Wellesley Center w/ shops, restaurants & commuter rail. Sun-drenched w/ soaring ceilings & meticulously crafted living spaces, the open 1st floor plan is ideal for both everyday living & entertaining. Chef’s kitchen w/ huge island & high-end appliances flows seamlessly

  Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

  265 Weston Rd, Wellesley, MA 02482
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  $2,695,000

  • 5 Beds
  • 5 Baths
  • 4,200 Sq Ft

  16 Oak St, Wellesley, MA 02482

  Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a

  Joseph Fleming JT Fleming & Company

  16 Oak St, Wellesley, MA 02482
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  /40

  $5,250,000

  • 6 Beds
  • 8 Baths
  • 9,036 Sq Ft

  12 Winding River Cir, Wellesley, MA 02482

  Exceptional property on the Charles River! 2.89 acres of manicured lawn rolls down to the river giving you unobstructed views & private use of a nature lover's paradise. Gorgeous stone patios, multiple decks, & sun-filled rooms w/French Doors are all designed to maximize your enjoyment of this incredible retreat. Privately nestled on a quiet cul-de-sac, this stunning Cape is beautiful in all

  Betsy Kessler Rutledge Properties

  12 Winding River Cir, Wellesley, MA 02482
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  /40

  $2,349,999

  • 5 Beds
  • 4.5 Baths
  • 4,404 Sq Ft

  32 Lantern Ln, Wellesley Hills, MA 02481

  A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a

  Jay Terada Coldwell Banker Realty - Brookline

  32 Lantern Ln, Wellesley Hills, MA 02481
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  $2,295,000

  • 5 Beds
  • 5 Baths
  • 3,200 Sq Ft

  6 Intervale Rd, Wellesley Hills, MA 02481

  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

  Donahue Maley & Burns Team Compass

  6 Intervale Rd, Wellesley Hills, MA 02481
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  $7,995,000

  • 6 Beds
  • 9 Baths
  • 10,197 Sq Ft

  14 Greylock Rd, Wellesley Hills, MA 02481

  Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

  Bobby Morgenstern Gibson Sotheby's International Realty

  14 Greylock Rd, Wellesley Hills, MA 02481
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  $1,499,000

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  560 Worcester St, Wellesley Hills, MA 02481

  Experience the pinnacle of Wellesley Hills living at 560 Worcester St, a distinguished location in the highly sought-after community of Wellesley. This classic center entrance colonial is sun drenched and updated throughout, offering a premier location with exceptional visibility and accessibility. Situated along one of the town’s primary streets and walkable to schools, parks, library, post

  Team ROVI Real Broker MA, LLC

  560 Worcester St, Wellesley Hills, MA 02481
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  $1,325,000

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  85 Grove St Unit 306, Wellesley, MA 02482

  Elegant 2bed/2bath unit is now available at Wellesley Green! This thoughtfully designed home is filled with natural light and offers comfortable living and dining spaces, ideal for both everyday living and entertaining. The efficiently designed kitchen features newly replaced appliances. A stylish dining area flows seamlessly into the living room, where large balcony windows frame lovely,

  Meghan Sutherland MGS Group Real Estate LTD - Wellesley

  85 Grove St Unit 306, Wellesley, MA 02482
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  /12

  $1,348,050

  • 2 Beds
  • 2.5 Baths
  • 1,419 Sq Ft

  16 Stearns Rd Unit 106, Wellesley, MA 02482

  New Construction! Stunning 2-bedroom, 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 106, Wellesley, MA 02482
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  $2,299,000

  • 5 Beds
  • 3.5 Baths
  • 3,398 Sq Ft

  31 College Rd, Wellesley, MA 02482

  5 bedroom home on Morses Pond with the most incredible water views. Swim, paddle board, kayak or fish from your own backyard. Large open kitchen family room with full picture windows offering stunning views of the pond. Kitchen with stainless appliances and large island. Dining room/sunroom with access to deck with more water views. Living room with fireplace and built-ins. First floor den. Main

  Melissa Dailey Coldwell Banker Realty - Wellesley

  31 College Rd, Wellesley, MA 02482
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  /42

  $3,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  38 Parker Rd, Wellesley, MA 02482

  Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor

  William Natoli Compass

  38 Parker Rd, Wellesley, MA 02482
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  /37

  $6,995,000

  • 6 Beds
  • 10 Baths
  • 10,090 Sq Ft

  121 Livingston Rd, Wellesley, MA 02482

  Set on nearly two acres with direct access to the Charles River and surrounded by conservation land, this custom-built Colonial offers a rare combination of privacy, scale, and waterfront living in Wellesley’s coveted Dana Hall neighborhood. Thoughtfully designed and crafted, the home delivers enduring quality and a lifestyle that is increasingly rare.A gracious foyer introduces formal living and

  Ying Sun Compass

  121 Livingston Rd, Wellesley, MA 02482
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  /42

  $4,250,000

  • 6 Beds
  • 5 Baths
  • 6,990 Sq Ft

  151 Oakland St, Wellesley Hills, MA 02481

  Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Fully renovated in 2022, this distinguished home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room,

  Beth Dickerson Gibson Sotheby's International Realty

  151 Oakland St, Wellesley Hills, MA 02481
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  /37

  $3,350,000

  • 5 Beds
  • 6 Baths
  • 5,073 Sq Ft

  8 Oakdale Ave, Wellesley, MA 02482

  Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

  Donahue Maley & Burns Team Compass

  8 Oakdale Ave, Wellesley, MA 02482

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