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Wellesley Hills, MA Homes for Sale

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  • 479 Chestnut St, Waban, MA 02468
    479 Chestnut St, Waban, MA 02468
    479 Chestnut St, Waban, MA 02468
    /32

    $2,800,000

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

    479 Chestnut St, Waban, MA 02468

    Price Improvement and staged! This classic Tudor is set back and situated on a private corner lot overlooking the grounds of BraeBurn CC. The property has been thoughtfully maintained by the sellers-including new windows. Slate roof & copper gutters.The dramatic living room complete w/ oak paneling and oversized fireplace overlooks the 3 season porch and sweeping views of the manicured

    Agent Photo

    Amy Caffrey

    Compass

    (857) 703-2263

    479 Chestnut St, Waban, MA 02468
  • 280 Boylston St Unit 511, Chestnut Hill, MA 02467
    280 Boylston St Unit 511, Chestnut Hill, MA 02467
    280 Boylston St Unit 511, Chestnut Hill, MA 02467
    /20

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    280 Boylston St Unit 511, Chestnut Hill, MA 02467

    IMPERIAL TOWERS! This is the luxury lifestyle you deserve! Spacious & sunlit corner unit in this safe, prestigious & sophisticated high-rise building. The open concept features a renovated kitchen with an abundance of upgraded cabinets, granite countertops, breakfast bar, stainless appliances & beverage fridge. Entertaining is easy in the living/ dining room with a slider to your private

    Agent Photo

    Beth Rossi

    Coldwell Banker Realty - Franklin

    (857) 384-6468

    280 Boylston St Unit 511, Chestnut Hill, MA 02467
  • 29 Water St, Natick, MA 01760
    29 Water St, Natick, MA 01760
    29 Water St, Natick, MA 01760
    /42

    $1,740,000

    • 5 Beds
    • 2.5 Baths
    • 3,422 Sq Ft

    29 Water St, Natick, MA 01760

    Set along the banks of the Charles River, this stunning home blends luxury, function, and an idyllic natural setting. Behind its modest facade, the interior unfolds as a custom contemporary retreat. Sweeping river views and frequent wildlife sightings keep you connected to nature. The 2nd-floor primary suite is a sanctuary with vaulted ceilings, a private balcony, and spa-like bath w/radiant heat

    Agent Photo

    Barbara Wales

    Engel & Volkers Newton

    (508) 290-6426

    29 Water St, Natick, MA 01760
  • 55 June Ln, Newton Center, MA 02459
    55 June Ln, Newton Center, MA 02459
    55 June Ln, Newton Center, MA 02459
    /42

    $2,888,000 Open Sat 11:30AM - 12:30PM

    • 6 Beds
    • 6.5 Baths
    • 5,908 Sq Ft

    55 June Ln, Newton Center, MA 02459

    Ideally located on a quiet street in South Newton is this distinctive, ultra modern home that offers every bell & whistle & nearly 6,000 sq ft of refined luxury on a premium level lot. A welcoming foyer opens to your choice of a home office, formal dining room or ensuite first level bedroom. Beyond the 2-car garage with EV wiring, mudroom & optional elevator off the front hallway is an enviable

    Agent Photo

    Jim Lowenstern

    eXp Realty

    (617) 981-7998

    55 June Ln, Newton Center, MA 02459
  • 250 Hammond Pond Pkwy Unit 306N, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 306N, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 306N, Chestnut Hill, MA 02467
    /40

    $739,000 Open Sun 1PM - 2:30PM

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    250 Hammond Pond Pkwy Unit 306N, Chestnut Hill, MA 02467

    Spacious, sunlit condo at The Towers at Chestnut Hill offers a low-maintenance lifestyle in a professionally managed, full-service building. This well-maintained unit features a generous open layout with large windows, kitchen with ample storage, a king-sized primary bedroom with en-suite bath and excellent closet space, in-unit laundry, and central air. Includes 1 garage parking; a 2nd garage

    Agent Photo

    Marie Presti

    The Presti Group, Inc.

    (617) 340-8273

    250 Hammond Pond Pkwy Unit 306N, Chestnut Hill, MA 02467
  • 454 Dudley Rd, Newton Center, MA 02459
    454 Dudley Rd, Newton Center, MA 02459
    454 Dudley Rd, Newton Center, MA 02459
    /3

    $4,788,000

    • 7 Beds
    • 9 Baths
    • 7,300 Sq Ft

    454 Dudley Rd, Newton Center, MA 02459

    Introducing a remarkable new construction by Bravo Partners, set on one of Newton’s most coveted streets. This 7-bedroom, 9-bathroom residence offers four expansive levels of thoughtfully designed living space on a beautifully landscaped .39-acre lot. The home features a seamless open floor plan that’s perfect for modern living, family gatherings, and elegant entertaining. A state-of-the-art

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 468-3108

    454 Dudley Rd, Newton Center, MA 02459
  • 18 Old Colony Dr, Dover, MA 02030
    18 Old Colony Dr, Dover, MA 02030
    18 Old Colony Dr, Dover, MA 02030
    /37

    $2,800,000 Open Sat 10:30AM - 11:30AM

    • 5 Beds
    • 6 Baths
    • 5,773 Sq Ft

    18 Old Colony Dr, Dover, MA 02030

    This is the one! Nestled at the end of a cul-de-sac in a sought-after neighborhood, this stunning 5-bedroom Colonial offers refined living across 7000+ sq ft. The elegant foyer with a sweeping circular staircase sets the tone for this gracious and updated home. Enjoy formal dining and living rooms, a spacious family room, office, and an open-concept kitchen/sunroom ideal for family gatherings.

    Agent Photo

    Amy Caffrey

    Compass

    (508) 802-4256

    18 Old Colony Dr, Dover, MA 02030
  • 415 Dedham St Unit D, Newton, MA 02459
    415 Dedham St Unit D, Newton, MA 02459
    415 Dedham St Unit D, Newton, MA 02459
    /18

    $1,595,000

    • 2 Beds
    • 3 Baths
    • 1,907 Sq Ft

    415 Dedham St Unit D, Newton, MA 02459

    Located in the highly sought-after Gables community, this beautifully maintained townhouse offers a flexible, open-concept layout and exceptional amenities. The bright eat-in kitchen includes sliding doors that open to a private front patio. The spacious open-concept living and dining area flows effortlessly to a private outdoor space, creating an ideal setting for indoor-outdoor living and

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 404-1741

    415 Dedham St Unit D, Newton, MA 02459
  • 1245 Commonwealth Ave, West Newton, MA 02465
    1245 Commonwealth Ave, West Newton, MA 02465
    1245 Commonwealth Ave, West Newton, MA 02465
    /14

    $2,290,000

    • 5 Beds
    • 3.5 Baths
    • 3,055 Sq Ft

    1245 Commonwealth Ave, West Newton, MA 02465

    Perched high on the prestigious Carriage Lane of Commonwealth Avenue, this stately Colonial offers elegant living in one of the area's most coveted settings. Graced with generously scaled rooms, and beautiful natural light, the home blends timeless architecture with exceptional livability. A wonderful kitchen serves as the heart of the home, complete with a central island and cozy seating area —

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 271-2242

    1245 Commonwealth Ave, West Newton, MA 02465
  • 110 Avalon Rd, Waban, MA 02468
    110 Avalon Rd, Waban, MA 02468
    110 Avalon Rd, Waban, MA 02468
    /39

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 4,607 Sq Ft

    110 Avalon Rd, Waban, MA 02468

    Ideally situated on one of Waban‘s most coveted streets, this meticulously maintained residence showcases exceptional craftsmanship, refined design, and luxury amenities across four finished levels. The heart of the home is the newly updated, designer open concept kitchen with access to a serene patio with gas grill hook-up and room for dining. The first floor continues with a powder room, formal

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (857) 240-9519

    110 Avalon Rd, Waban, MA 02468
  • 21-23 Noble St, Newton, MA 02465
    21-23 Noble St, Newton, MA 02465
    21-23 Noble St, Newton, MA 02465
    /27

    $1,395,000

    • 5 Beds
    • 2 Baths
    • 2,664 Sq Ft

    21-23 Noble St, Newton, MA 02465

    Beautifully maintained and updated 2-family on a tree-lined street in West Newton with over 2,600 sq. ft. of living space. The 2nd floor 3-bedroom unit was fully renovated in 2025 with new kitchen, bath, refinished hardwoods, & fresh paint; leased at $3,500/month through August 2027. The 1st floor 2-bedroom plus sunroom unit was renovated in 2018 with updated kitchen, bath, hardwood floors, and

    Agent Photo

    Barrie Wheeler

    Hammond Residential Real Estate

    (617) 826-8596

    21-23 Noble St, Newton, MA 02465
  • 3 Cedar St, Newton Center, MA 02459
    3 Cedar St, Newton Center, MA 02459
    3 Cedar St, Newton Center, MA 02459
    /33

    $3,395,000

    • 5 Beds
    • 5.5 Baths
    • 5,296 Sq Ft

    3 Cedar St, Newton Center, MA 02459

    Designed for today’s lifestyle, this 2025 renovated Newton Centre home offers 5–6 bedrooms and 5.5 baths. A grand foyer opens to formal living and dining rooms and a dramatic family room with a soaring stone fireplace. The chef’s kitchen features quartz counters, high-end appliances, dual sinks/dishwashers, and a large island perfect for entertaining. A main-level office/bedroom with full bath,

    Agent Photo

    Allison Avramovich

    Sumner Realty LLC

    (617) 915-4223

    3 Cedar St, Newton Center, MA 02459
  • 51 Pettee St Unit 13, Newton Upper Falls, MA 02464
    51 Pettee St Unit 13, Newton Upper Falls, MA 02464
    51 Pettee St Unit 13, Newton Upper Falls, MA 02464
    /33

    $399,900 Open Sun 3PM - 4:30PM

    • 1 Bed
    • 1 Bath
    • 627 Sq Ft

    51 Pettee St Unit 13, Newton Upper Falls, MA 02464

    Smart Studio condo living in Newton’s historic Emerson Schoolhouse—updated, convenient, and move-in ready. This 627 sq ft home offers a smart layout with excellent closet space, tall ceilings, and west-facing windows that bring in afternoon light. The efficient kitchen is equipped with stainless steel appliances, a dishwasher, and in-unit washer/dryer. A deeded covered carport ensures protection

    Agent Photo

    Marie Presti

    The Presti Group, Inc.

    (617) 644-4539

    51 Pettee St Unit 13, Newton Upper Falls, MA 02464
  • 59 Roundwood Rd, Newton Upper Falls, MA 02464
    59 Roundwood Rd, Newton Upper Falls, MA 02464
    59 Roundwood Rd, Newton Upper Falls, MA 02464
    /5

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,146 Sq Ft

    59 Roundwood Rd, Newton Upper Falls, MA 02464

    Total renovation and expansion in process by Trio Development. Buy now and have a unique opportunity to work directly with the builders to design your home to your specifications and taste. Close to the Elliot Green Line station, shops, and major routes including Rt 9 and Rt 128/ 95. The ultimate condo alternative! Like new construction with no HOA or common areas!

    Agent Photo

    Jim Lowenstern

    eXp Realty

    (617) 712-2247

    59 Roundwood Rd, Newton Upper Falls, MA 02464
  • 15 Robbins St Unit 15, Waltham, MA 02453
    15 Robbins St Unit 15, Waltham, MA 02453
    15 Robbins St Unit 15, Waltham, MA 02453
    /29

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,260 Sq Ft

    15 Robbins St Unit 15, Waltham, MA 02453

    This beautiful townhome perfectly blends historic charm with modern amenities. The attention to detail and high-end craftsmanship are evident throughout. The inviting living room, centered around a cozy gas fireplace, flows into a sunroom with elegant French doors. Gourmet kitchen features stainless appliances, granite countertops and custom maple cabinetry that opens to a family room with a

    Agent Photo

    Rachel Hillman Foy

    Hillman Homes

    (339) 356-1154

    15 Robbins St Unit 15, Waltham, MA 02453
  • 6 Norwich Rd, Wellesley Hills, MA 02481
    6 Norwich Rd, Wellesley Hills, MA 02481
    6 Norwich Rd, Wellesley Hills, MA 02481
    /41

    $4,528,000

    • 6 Beds
    • 7.5 Baths
    • 8,008 Sq Ft

    6 Norwich Rd, Wellesley Hills, MA 02481

    An elegant horseshoe driveway leads to this Stunning stone & shingle residence is set on a beautifully landscaped 0.58-acre lot, designed for the ultimate in indoor-outdoor living. Inside, the open floor plan showcases a cathedral-ceiling Family Room, a chef’s kitchen with center island, Thermador appliances, and walk-in pantry, and seamless access to a two-level patio. Custom millwork, tray

    Jessica & Sam Group JW Real Estate Services, LLC

    6 Norwich Rd, Wellesley Hills, MA 02481
  • 84-86 Pennsylvania Ave Unit 1, Newton, MA 02464
    84-86 Pennsylvania Ave Unit 1, Newton, MA 02464
    84-86 Pennsylvania Ave Unit 1, Newton, MA 02464
    /25

    $1,875,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,271 Sq Ft

    84-86 Pennsylvania Ave Unit 1, Newton, MA 02464

    Stunning, private views overlooking Bobby Braceland Playground and tennis courts. Impeccable 4BR, 3.5BA townhome with gourmet kitchen and Thermador appliances. Open layout with a bright and sunny living and dining area. Enormous primary suite featuring gorgeous en-suite bath & oversized walk-in closet and private balcony. Three additional bedrooms plus finished attic—perfect for playroom, office

    Arthur Elzon Saga Partners, MA, LLC

    84-86 Pennsylvania Ave Unit 1, Newton, MA 02464
  • 19 High St Unit 23, Newton, MA 02464
    19 High St Unit 23, Newton, MA 02464
    19 High St Unit 23, Newton, MA 02464
    /19

    $1,299,000 Open Thu 11AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    19 High St Unit 23, Newton, MA 02464

    The absolute best of both worlds come together in this gut-renovated 1860 home filled with charm, character and modern amenities. From the sunset-facing farmer’s front porch, enter into a welcoming foyer with a stunning period staircase. The open concept heart of the home is the bright chef’s kitchen open to a playroom, dining area, and living room. The large first-floor office can also serve as

    The Shulkin Wilk Group Compass

    19 High St Unit 23, Newton, MA 02464
  • 544 Saw Mill Brook Pkwy, Newton Center, MA 02459
    544 Saw Mill Brook Pkwy, Newton Center, MA 02459
    544 Saw Mill Brook Pkwy, Newton Center, MA 02459
    /35

    $3,295,000

    • 6 Beds
    • 8 Baths
    • 6,364 Sq Ft

    544 Saw Mill Brook Pkwy, Newton Center, MA 02459

    Experience luxury in this stunning new construction home where modern comfort meets timeless design. Featuring 6 spacious en-suite bedrooms for a total of 6 full baths, and 2 half baths. The custom kitchen flows into the open living area complete with gas fireplace. First floor office/bedroom. The primary suite offers dual luxury closets and a spa-like retreat. Hardwood floors and recessed lights

    Michelle Lane Michelle Lane Real Estate

    544 Saw Mill Brook Pkwy, Newton Center, MA 02459
  • 10 Allen Rd, Wellesley Hills, MA 02481
    10 Allen Rd, Wellesley Hills, MA 02481
    10 Allen Rd, Wellesley Hills, MA 02481
    /39

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,720 Sq Ft

    10 Allen Rd, Wellesley Hills, MA 02481

    This classic Country Club Tudor blends timeless architecture with modern living in one of Wellesley's most sought after neighborhoods. A gracious foyer opens to a large fireplaced living room and elegant dining room, perfect for entertaining. The heart of the home is the cook's kitchen, gas cooktop, double ovens and generous center island. An adjoining family room offers seamless space for

    Gail Lockberg Berkshire Hathaway HomeServices Town and Country Real Estate

    10 Allen Rd, Wellesley Hills, MA 02481
  • 76 Harding St, West Newton, MA 02465
    76 Harding St, West Newton, MA 02465
    76 Harding St, West Newton, MA 02465
    /26

    $2,345,000 Open Thu 11:30AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    76 Harding St, West Newton, MA 02465

    This fully gut-renovated and expanded 5-bed, 4.5-bath home offers 3,250 SF of living space, blending modern luxury with timeless design. Step inside to a bright, open floor plan where every detail has been thoughtfully curated. Brand-new systems, custom designer finishes, and a showstopping gourmet kitchen with Thermador appliances, an oversized island, and seamless flow to the living and dining

    The Drucker Group Compass

    76 Harding St, West Newton, MA 02465
  • 39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, Wellesley, MA 02481
    39 Audubon Rd, Wellesley, MA 02481
    /32

    $4,498,000

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft

    39 Audubon Rd, Wellesley, MA 02481

    Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features high-end appliances, a quartz infinity-edge island, walk-in pantry, sunny breakfast nook, & stylish

    Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
  • 308 Newton St Unit 1, Waltham, MA 02453
    308 Newton St Unit 1, Waltham, MA 02453
    308 Newton St Unit 1, Waltham, MA 02453
    /38

    $1,349,000 Open Sat 2PM - 3:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,002 Sq Ft

    308 Newton St Unit 1, Waltham, MA 02453

    ONLY 3 TOWNHOMES LEFT! EXCEPTIONAL NEW CONSTRUCTION! BEST VALUE IN WALTHAM! GREAT ALTERNATIVE TO NEWTON PRICING. Spanning four finished levels, this seldom found FIRST FLOOR BEDROOM W/FULL BATH is perfect. This stunning contemporary residence features 4 bedrooms, 3.5 baths, and a 1-car garage with a flexible floor plan. The main level boasts an open floor plan, including an ultra-chef’s kitchen

    Dave DiGregorio Jr. Coldwell Banker Realty - Waltham

    308 Newton St Unit 1, Waltham, MA 02453
  • 1601 Wisteria Way, Wayland, MA 01778
    1601 Wisteria Way, Wayland, MA 01778
    1601 Wisteria Way, Wayland, MA 01778
    /36

    $1,350,000 Open Sat 12:30PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,277 Sq Ft

    1601 Wisteria Way, Wayland, MA 01778

    Do not miss this exclusive and desirable BRAEBURN end-unit in The Meadows! One of only 6 Braeburn units in total, and the first time one is available in 5 years! This fabulous end-unit is tucked away in the perfect location within the Meadows community and has 3 true bedrooms (one downstairs and two upstairs) and 3.5 bathrooms, with 3277 sq ft of living area and additional space in the huge

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    1601 Wisteria Way, Wayland, MA 01778
  • 1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    1 Clock Tower Dr, Wellesley Hills, MA 02481
    /41

    $2,590,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning facade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • 21 Cedar Springs Ln, Needham, MA 02492
    21 Cedar Springs Ln, Needham, MA 02492
    21 Cedar Springs Ln, Needham, MA 02492
    /31

    $2,595,000 Open Sat 1PM - 2:30PM

    • 5 Beds
    • 3.5 Baths
    • 5,967 Sq Ft

    21 Cedar Springs Ln, Needham, MA 02492

    Complete home renovation! New Kitchen! New Baths! New Lower Level.... and more...See detailed list! This house has been completely transformed. Gorgeous light filled colonial on a cul- de- sac with 6000 sq ft of living space. Large open concept with great access to the large flat back yard. Gorgeous kitchen with high end appliances plus large center island, pantry and spacious eating area. Family

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Cedar Springs Ln, Needham, MA 02492
  • 94 Woodland St, Natick, MA 01760
    94 Woodland St, Natick, MA 01760
    94 Woodland St, Natick, MA 01760
    /42

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,450 Sq Ft

    94 Woodland St, Natick, MA 01760

    Exceptional new construction sited on a prestigious South Natick country road. Meticulously crafted by one of Natick’s finest builders, this home is rich with architectural details, exquisite millwork and built with uncompromising quality. This 5 bedroom, 4.5 bathroom home includes a gourmet kitchen with an oversized center island, quartz counters and Thermador appliances. There's also a enormous

    Janice Burke Advisors Living - Wellesley

    94 Woodland St, Natick, MA 01760
  • 97 Great Plain Ave, Needham, MA 02492
    97 Great Plain Ave, Needham, MA 02492
    97 Great Plain Ave, Needham, MA 02492
    /38

    $2,499,000

    • 6 Beds
    • 6.5 Baths
    • 7,500 Sq Ft

    97 Great Plain Ave, Needham, MA 02492

    This eight-year-young contemporary colonial is a meticulously maintained home w/spectacular liv spaces and a mint, almost half-acre private lot. Incredible. Farmer’s porch and double foyer w/turn staircase is the intro to this magnificent home. Beautiful liv and din rms allow for elegant entertaining. Dreaming of a chef’s kitchen w/enormous great rm? This designer kitchen w/custom cabinetry,

    The Bauman Group Gibson Sotheby's International Realty

    97 Great Plain Ave, Needham, MA 02492
  • 30 Southgate Rd, Wellesley, MA 02482
    30 Southgate Rd, Wellesley, MA 02482
    30 Southgate Rd, Wellesley, MA 02482
    /36

    $2,395,000 Open Thu 12:30PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,144 Sq Ft

    30 Southgate Rd, Wellesley, MA 02482

    Beautifully sited in one of Wellesley's most desirable neighborhoods, this classic Colonial offers easy access to the Brook Path, commuter rail to Boston, top-rated schools, playgrounds, and Wellesley's vibrant downtown. The expansive kitchen features a generous center island & sunny breakfast area with French doors leading to the stunning patio with built-in grill, frig & fire pit. The dining &

    Jane Collinson Advisors Living - Wellesley

    30 Southgate Rd, Wellesley, MA 02482
  • 50 Upson Rd, Wellesley, MA 02482
    50 Upson Rd, Wellesley, MA 02482
    50 Upson Rd, Wellesley, MA 02482
    /24

    $2,495,000 Open Sun 1:30PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft

    50 Upson Rd, Wellesley, MA 02482

    Nestled in Wellesley’s most upbeat neighborhood, this architect built residence offers elegant lifestyle within a vibrant community. Upon entry the flow of natural light, flawless floor plan, & master craftsmanship provides a seamless blend of comfort & practicality. 1st floor incl. a spacious living room w/ box beam ceilings, holiday sized formal dining room, stunning gourmet eat-in kitchen w/

    The Shulkin Wilk Group Compass

    50 Upson Rd, Wellesley, MA 02482
  • 8 Old Town Rd, Wellesley Hills, MA 02481
    8 Old Town Rd, Wellesley Hills, MA 02481
    8 Old Town Rd, Wellesley Hills, MA 02481
    /18

    $2,250,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 5 Baths
    • 2,614 Sq Ft

    8 Old Town Rd, Wellesley Hills, MA 02481

    Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth

    Brian McMahon Rutledge Properties

    8 Old Town Rd, Wellesley Hills, MA 02481
  • 2 Forest Hill Rd, Wayland, MA 01778
    2 Forest Hill Rd, Wayland, MA 01778
    2 Forest Hill Rd, Wayland, MA 01778
    /41

    $2,525,000

    • 5 Beds
    • 5.5 Baths
    • 6,044 Sq Ft

    2 Forest Hill Rd, Wayland, MA 01778

    This extraordinary modern masterpiece is truly one-of-a-kind. Relish breathtaking vistas of rolling fields from multiple patios, an expansive deck, and walls of picture windows that flood the home with natural light. The exterior combines stone, mahogany, and cedar siding complemented by elegant landscaping including privacy grasses surrounding the recently added large saltwater pool. Inside,

    Mizner+ Montero Gibson Sotheby's International Realty

    2 Forest Hill Rd, Wayland, MA 01778
  • 120 Collins Rd, Waban, MA 02468
    120 Collins Rd, Waban, MA 02468
    120 Collins Rd, Waban, MA 02468
    /42

    $2,399,000 Open Thu 5:30PM - 6:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,230 Sq Ft

    120 Collins Rd, Waban, MA 02468

    Experience unparalleled privacy in this Italian Tuscan home, nestled on 0.7 acres of lush, park-like gardens near Waban Village. This architectural gem, beautifully restored and expanded in 2014, features high ceilings, archways, eleven sets of French doors, and an exquisite custom glass front door. The chef’s kitchen, with an eat-in, center quartz table and high end appliances, opens to the

    Barry-Beaver Team Compass

    120 Collins Rd, Waban, MA 02468
  • 46 Ellis Rd, West Newton, MA 02465
    46 Ellis Rd, West Newton, MA 02465
    46 Ellis Rd, West Newton, MA 02465
    /36

    $2,399,000 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,090 Sq Ft

    46 Ellis Rd, West Newton, MA 02465

    This elegant Tudor with modern updates, set on nearly 13,000 SqFt on West Newton Hill, offers striking curb appeal and lush landscaping. A welcoming foyer opens to sun-filled, spacious rooms with hardwood floors throughout. The living room, with beamed ceiling, gas fireplace, and abundant natural light, is both stylish and inviting. The expansive chef’s kitchen includes a quartz island, Sub-Zero

    Karen Chinitz Engel & Völkers Wellesley

    46 Ellis Rd, West Newton, MA 02465
  • 98 Great Plain Ave, Wellesley, MA 02482
    98 Great Plain Ave, Wellesley, MA 02482
    98 Great Plain Ave, Wellesley, MA 02482
    /33

    $2,499,000

    • 4 Beds
    • 4 Baths
    • 4,304 Sq Ft

    98 Great Plain Ave, Wellesley, MA 02482

    Step into 98 Great Plain Avenue—a newly transformed residence where modern sophistication meets classic appeal. Flooded with natural light, this exceptional home features soaring ceilings and a thoughtfully designed open-concept layout tailored to contemporary living. Rich hardwood floors and premium finishes define every inch of the interior, creating a refined yet welcoming ambiance. The chef’s

    Prudence Hay Rutledge Properties

    98 Great Plain Ave, Wellesley, MA 02482
  • 625 Boylston St Unit A, Newton Center, MA 02459
    625 Boylston St Unit A, Newton Center, MA 02459
    625 Boylston St Unit A, Newton Center, MA 02459
    /18

    $2,295,000

    • 5 Beds
    • 5 Baths
    • 4,700 Sq Ft

    625 Boylston St Unit A, Newton Center, MA 02459

    Priced Like a Condo, Packed with Luxury! This exceptional 5-bedroom, 5-bathroom home blends thoughtful design with high-end finishes throughout. Perfect for those seeking minimal exterior maintenance. A bright, open floor plan with soaring ceilings and oversized windows creates a welcoming atmosphere perfect for modern living and entertaining. The chef’s kitchen features premium appliances,

    Mckenzie Howarth Coldwell Banker Realty - Newton

    625 Boylston St Unit A, Newton Center, MA 02459
  • 625 Boylston St, Newton Center, MA 02459
    625 Boylston St, Newton Center, MA 02459
    625 Boylston St, Newton Center, MA 02459
    /18

    $2,295,000

    • 5 Beds
    • 5 Baths
    • 4,700 Sq Ft

    625 Boylston St, Newton Center, MA 02459

    Packed with Luxury! This exceptional 5-bedroom, 5-bathroom home blends thoughtful design with high-end finishes throughout. Perfect for those seeking minimal exterior maintenance. A bright, open floor plan with soaring ceilings and oversized windows creates a welcoming atmosphere perfect for modern living and entertaining. The chef’s kitchen features premium appliances, custom cabinetry, and

    Mckenzie Howarth Coldwell Banker Realty - Newton

    625 Boylston St, Newton Center, MA 02459
  • 302 Elliot St Carriage House N Unit 3, Newton, MA 02464
    302 Elliot St Carriage House N Unit 3, Newton, MA 02464
    302 Elliot St Carriage House N Unit 3, Newton, MA 02464
    /33

    $1,359,500 Open Sat 2:30PM - 3:30PM

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    302 Elliot St Carriage House N Unit 3, Newton, MA 02464

    Sophisticated Elegance Awaits at Carriage House N- Discover the perfect blend of Victorian charm & contemporary luxury in this beautiful 3-bed, 2-bath nestled within The Elliot Estate. Curated by award-winning architects, this home features 3 levels of exquisite living space, highlighted by stunning floating modern stairs & a distinctive 3-sided fireplace beneath the crowning cupola. The stylish

    Sheila Travi Sheila Travi

    302 Elliot St Carriage House N Unit 3, Newton, MA 02464
  • 9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    9 Hampden St, Wellesley, MA 02482
    /37

    $2,700,000 Open Sat 12:30PM - 2PM

    • 8 Beds
    • 6 Baths
    • 5,559 Sq Ft

    9 Hampden St, Wellesley, MA 02482

    Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

    Jill Boudreau eXp Realty

    9 Hampden St, Wellesley, MA 02482
  • 23 Francis St Unit 23-1, Newton, MA 02459
    23 Francis St Unit 23-1, Newton, MA 02459
    23 Francis St Unit 23-1, Newton, MA 02459
    /19

    $1,995,000 Open Sat 1:30PM - 2:30PM

    • 5 Beds
    • 6 Baths
    • 3,500 Sq Ft

    23 Francis St Unit 23-1, Newton, MA 02459

    Experience the best of easy living in this newly built, sprawling townhome in sought after Newton Centre. Thoughtfully designed for downsizers, multigenerational living, or anyone seeking comfort and quality, this energy-efficient home by a trusted Newton builder offers both convenience and style. The main level provides true one-floor living with direct garage entry, an open

    Valerie Wastcoat Coldwell Banker Realty - Newton

    23 Francis St Unit 23-1, Newton, MA 02459

Showing Results 1 - 40, Page 1 of 13

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Real Estate & Homes for Sale in Wellesley Hills, MA

Frequently Asked Questions

What are the most popular zip codes in Wellesley Hills, MA?
The most popular zip codes in Wellesley Hills, MA include 02481, 02482, 02492, 02494 and 02462.
What are the most popular neighborhoods near Wellesley Hills, MA?
The most popular neighborhoods near Wellesley Hills, MA are Wellesley Hills, Linden Square, Wellesley Farms, Cliff Estates and Dana Hall.
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