61

Wellesley Hills, MA Homes for Sale with Acreage

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  • 51 Pettee St Unit 31, Newton Upper Falls, MA 02464
    51 Pettee St Unit 31, Newton Upper Falls, MA 02464
    51 Pettee St Unit 31, Newton Upper Falls, MA 02464
    /15

    $599,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    51 Pettee St Unit 31, Newton Upper Falls, MA 02464

    Architecturally unique 2-bedroom residence at the Falls Ridge featuring soaring high ceilings and oversized windows that fill the home with natural light. The expansive living area showcases parquet wood floors and a dedicated dining space, creating a sophisticated setting for both everyday living and entertaining. The primary bedroom features a walk-in closet with direct access to the bathroom,

    Agent Photo

    Kelly Roche

    Engel & Volkers Boston

    (857) 754-6524

    51 Pettee St Unit 31, Newton Upper Falls, MA 02464
  • 298 Summer St, Westwood, MA 02090
    298 Summer St, Westwood, MA 02090
    298 Summer St, Westwood, MA 02090
    /24

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

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

    298 Summer St, Westwood, MA 02090

    This sophisticated New England Farmhouse on Westwood’s iconic Summer Street, just completed, offers classic details integrated with tasteful contemporary design. The well-appointed, eat-in kitchen with west facing windows opens to a deck that overlooks the beautiful two-acre lot. It features granite countertops, high-end appliances and leads to a fireplaced living room and gracious dining room.

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • 83 Brown St, Weston, MA 02493
    83 Brown St, Weston, MA 02493
    83 Brown St, Weston, MA 02493
    /40

    $4,680,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 6.5 Baths
    • 7,658 Sq Ft

    83 Brown St, Weston, MA 02493

    This recently built custom home presents a modern design and refined detail. A dramatic two-story foyer and the open family room make an immediate statement. The dining room complements the open and airy floor plan with beautiful hardwood floors and soaring ceilings The stylish kitchen features a large center island, wet bar, and spacious dining area opening to a sun-filled family room accented

    Mizner+ Montero Gibson Sotheby's International Realty

    83 Brown St, Weston, MA 02493
  • 823 Boston Post Rd, Weston, MA 02493
    823 Boston Post Rd, Weston, MA 02493
    823 Boston Post Rd, Weston, MA 02493
    /42

    $2,250,000 Open Sun 12PM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 3,847 Sq Ft

    823 Boston Post Rd, Weston, MA 02493

    Hayfields, a charming country estate, offers thoughtfully restored 1750's farmhouse, 5 stall barn with attached 2 car garage, heated 19x12 exercise/art studio, and additional 2 car garage with extra farm equipment storage bay all set on 2.21 acres. Updated for modern living, this 5 bedroom home offers formal living room, dining room with vaulted ceilings, bar, fieldstone fireplace looking out

    Chaplin Partners Compass

    823 Boston Post Rd, Weston, MA 02493
  • 253 Highland St, Weston, MA 02493
    253 Highland St, Weston, MA 02493
    253 Highland St, Weston, MA 02493
    /28

    $4,199,000

    • 4 Beds
    • 6 Baths
    • 6,626 Sq Ft

    253 Highland St, Weston, MA 02493

    This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium

    Rose Hall Blue Ocean Realty, LLC

    253 Highland St, Weston, MA 02493
  • 1 Mill St, Dover, MA 02030
    1 Mill St, Dover, MA 02030
    1 Mill St, Dover, MA 02030
    /42

    $3,295,000 Open Sat 11AM - 12:30PM

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

    1 Mill St, Dover, MA 02030

    Set on one of Dover's most picturesque country roads along the Charles River, this 6-bedroom, 6-bath Colonial offers 6,200 SF of living space. Sited on 2.37 acres with lush grounds, amazing river views, and direct river access with a private dock. The first floor features a sunroom, spacious living room with fireplace, office w/built-ins and large dining room, all opening to an expansive deck for

    Martha Bohlin Compass

    1 Mill St, Dover, MA 02030
  • 250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467
    /27

    $563,000

    • 1 Bed
    • 1.5 Baths
    • 899 Sq Ft

    250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467

    This sprawling condominium with 16th floor awe-inspiring views is truly a rare find at the Towers of Chestnut Hill. This corner unit showcases wonderful space, light and well-proportioned rooms and expands nearly 1000 sq. ft. and feels even larger. Truly panoramic unobstructed views from every room allow the perfect backdrop for entertaining. From the moment you drive up to the circular drive,

    Richard C. Dore Hammond Residential Real Estate

    250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467
  • 70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    /42

    $10,500,000

    • 5 Beds
    • 10 Baths
    • 11,352 Sq Ft

    70 Possum Rd, Weston, MA 02493

    This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include

    Rose Hall Blue Ocean Realty, LLC

    70 Possum Rd, Weston, MA 02493
  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /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
  • 6 Dairy Farm Ln, Wayland, MA 01778
    6 Dairy Farm Ln, Wayland, MA 01778
    6 Dairy Farm Ln, Wayland, MA 01778
    /42

    $2,495,000 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 8 Baths
    • 6,690 Sq Ft

    6 Dairy Farm Ln, Wayland, MA 01778

    French country retreat tucked within a small enclave on a private cul-de-sac, set on over two acres of serene landscape framed by stone walls and sweeping views. This extraordinary property offers a gracious first floor designed for elegant living and effortless entertaining, featuring formal spaces, a chef’s kitchen ideal for cooking and gathering, and a stunning family room with a stone

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    6 Dairy Farm Ln, Wayland, MA 01778
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    /30

    $7,995,000

    • 8 Beds
    • 9 Baths
    • 9,662 Sq Ft

    200 Pond Rd, Wellesley, MA 02482

    Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

    Meghan Sutherland MGS Group Real Estate LTD - Wellesley

    200 Pond Rd, Wellesley, MA 02482
  • 250 Hammond Pond Pkwy Unit 707S, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 707S, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 707S, Chestnut Hill, MA 02467
    /27

    $575,000

    • 1 Bed
    • 1.5 Baths
    • 899 Sq Ft

    250 Hammond Pond Pkwy Unit 707S, Chestnut Hill, MA 02467

    Incredible opportunity to live behind the gates. From the moment you drive up to the imposing circular drive, the Towers of Chestnut Hill offers the ultimate in privacy, service and luxury. Fully amenitized living, including heated indoor swimming pool, newly installed fitness center, brand new pickleball court and tennis courts. High quality services include 24-hour doorman. Minutes to Longwood,

    Richard C. Dore Hammond Residential Real Estate

    250 Hammond Pond Pkwy Unit 707S, Chestnut Hill, MA 02467
  • 280 Boylston St Unit 713, Chestnut Hill, MA 02467
    280 Boylston St Unit 713, Chestnut Hill, MA 02467
    280 Boylston St Unit 713, Chestnut Hill, MA 02467
    /22

    $525,000

    • 1 Bed
    • 1 Bath
    • 1,050 Sq Ft

    280 Boylston St Unit 713, Chestnut Hill, MA 02467

    Renovated to perfection, this 1-bedroom, 1 full bath home is completely turn-key and gorgeous! Conveniently located at Imperial Towers in Chestnut Hill, the professionally managed building offers a Concierge, heated seasonal pool, new fitness center, clubroom, library, beautiful lobby, EV charing station, extra storage and on-site management. One deeded parking spot and close to restaurants,

    Betsy Kessler Rutledge Properties

    280 Boylston St Unit 713, Chestnut Hill, MA 02467
  • 169 Hickory Rd, Weston, MA 02493
    169 Hickory Rd, Weston, MA 02493
    169 Hickory Rd, Weston, MA 02493
    /30

    $2,800,000

    • 5 Beds
    • 3 Baths
    • 5,328 Sq Ft

    169 Hickory Rd, Weston, MA 02493

    Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the

    Dean Poritzky Engel & Völkers Wellesley

    169 Hickory Rd, Weston, MA 02493
  • 429 Summer St, Westwood, MA 02090
    429 Summer St, Westwood, MA 02090
    429 Summer St, Westwood, MA 02090
    /30

    $6,500,000

    • 6 Beds
    • 6.5 Baths
    • 9,342 Sq Ft

    429 Summer St, Westwood, MA 02090

    This magnificent Georgian Colonial, set on 12+ acres in the heart of Westwood’s estate area, was designed by Johnson, Craven & Gibson and inspired by William Lawrence Bottomley’s Milburne in Richmond, VA. The stunning entry hall with its sweeping staircase is flanked by exquisite formal living and dining rooms, a classic library, and a wonderful breakfast room, all overlooking the south-facing

    John Boyle LandVest, Inc.

    429 Summer St, Westwood, MA 02090
  • 136 Dudley Rd, Newton Center, MA 02459
    136 Dudley Rd, Newton Center, MA 02459
    136 Dudley Rd, Newton Center, MA 02459
    /23

    $5,500,000

    • Land
    • 3.25 Acres
    • $1,692,308 per Acre

    136 Dudley Rd, Newton Center, MA 02459

    Rarely available 3.25-acre property on Newton's South Side offers an exceptional development opportunity in an estate property area. The site is located on picturesque Dudley Road, surrounded by mature trees and expensive homes. There is currently a 4,200sf antique barn on the property that was converted to a residence 50 years ago. This residence has 4 bedrooms, 3 bathrooms and a 2-car garage.

    Ezra Stillman Hammond Residential Real Estate

    136 Dudley Rd, Newton Center, MA 02459
  • 131 Wellesley St, Weston, MA 02493
    131 Wellesley St, Weston, MA 02493
    131 Wellesley St, Weston, MA 02493
    /29

    $850,000 Open Mon 10AM - 12PM

    • 4 Beds
    • 1.5 Baths
    • 1,674 Sq Ft

    131 Wellesley St, Weston, MA 02493

    Looking for a project? Welcome to the Rand House set on 1.38 acres of land. This iconic Antique Colonial circa 1790 is part of the land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. The property must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired.

    Chaplin Partners Compass

    131 Wellesley St, Weston, MA 02493
  • 283 Melrose St, Auburndale, MA 02466
    283 Melrose St, Auburndale, MA 02466
    283 Melrose St, Auburndale, MA 02466
    /17

    $16,500,000

    • Land
    • 1.01 Acres
    • $16,336,634 per Acre

    283 Melrose St, Auburndale, MA 02466

    Set in the heart of Auburndale Village, 283 Melrose Ave offers approximately 43,783 ± sq ft of VC2-zoned land steps to village shops and a short distance to the Commuter Rail. The newly created VC2 district is designed to encourage housing and mixed-use density in Newton’s village centers - making this one of the rare, well-located sites positioned to capitalize on that vision. The property

    Ward Shifman Coldwell Banker Realty - Newton

    283 Melrose St, Auburndale, MA 02466
  • 216-218 S Main St, Natick, MA 01760
    216-218 S Main St, Natick, MA 01760
    216-218 S Main St, Natick, MA 01760
    /5

    $5,000,000

    • Land
    • 7.28 Acres
    • $686,813 per Acre

    216-218 S Main St, Natick, MA 01760

    Presenting The Residences at South Main Street located in Natick, Massachusetts. This 7.28-acre site is approved for 26-unit single family/townhouse development.The property is situated in the vibrant suburban town of Natick, located approximately 15 miles west of downtown Boston. Residents are served by several major highways (I90, Mass Pike, and Route 9) and the Natick MBTA Station which

    Chris Sower Cushman & Wakefield

    216-218 S Main St, Natick, MA 01760
  • 68 Locust Ln, Needham, MA 02492
    68 Locust Ln, Needham, MA 02492
    68 Locust Ln, Needham, MA 02492
    /39

    $4,995,000

    • 6 Beds
    • 8 Baths
    • 9,825 Sq Ft

    68 Locust Ln, Needham, MA 02492

    Welcome to the stunning new construction! Located on a private cul-de-sac set on Needham-Wellsley boarder. The grand two-story entrance features an open-concept layout with a living room, formal dining room, home office with a fireplace, guest bedroom, and a chef's kitchen with two islands, a walk-in pantry, and a breakfast/dining area. The side entrance features a beautiful mudroom with lots of

    Alex Kuzakovsky Luna Luxury Realty

    68 Locust Ln, Needham, MA 02492
  • 121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    121 Livingston Rd, Wellesley, MA 02482
    /37

    $6,995,000 Open Sat 11:30AM - 1PM

    • 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
  • 62 Claybrook Rd, Dover, MA 02030
    62 Claybrook Rd, Dover, MA 02030
    62 Claybrook Rd, Dover, MA 02030
    /38

    $2,350,000

    • 3 Beds
    • 4.5 Baths
    • 4,165 Sq Ft

    62 Claybrook Rd, Dover, MA 02030

    NEW CONSTRUCTION! Top-tier living minutes from shopping, dining, highways, and the commuter rail. Set on a scenic road near Dover town center this stunning home offers over 4,000 sq ft of beautifully finished space with high end designer finishes. The open concept main level features a gracious living room highlighted by a stone fireplace, sun-filled dining area, and a chef’s kitchen with a large

    Denise Mosher Coldwell Banker Realty - Weston

    62 Claybrook Rd, Dover, MA 02030
  • 130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    /36

    $2,740,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 7 Baths
    • 5,181 Sq Ft

    130 Summer St, Weston, MA 02493

    Welcome to stunning customized luxury home. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with french slide doors present you natural light & tree view for all seasons. It seamlessly flows into the dining area and a grand living room

    Soyeon Yang Spark Real Estate

    130 Summer St, Weston, MA 02493
  • 151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    /42

    $4,650,000

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

    151 Oakland St, Wellesley Hills, MA 02481

    A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club 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 great room, sophisticated

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • 24 Trailside Rd, Weston, MA 02493
    24 Trailside Rd, Weston, MA 02493
    24 Trailside Rd, Weston, MA 02493
    /31

    $3,450,000 Open Sat 1PM - 3:30PM

    • 4 Beds
    • 4.5 Baths
    • 7,195 Sq Ft

    24 Trailside Rd, Weston, MA 02493

    Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped

    Mizner+ Montero Gibson Sotheby's International Realty

    24 Trailside Rd, Weston, MA 02493
  • 100 Westcliff Rd, Weston, MA 02493
    100 Westcliff Rd, Weston, MA 02493
    100 Westcliff Rd, Weston, MA 02493
    /37

    $4,295,000

    • 6 Beds
    • 6.5 Baths
    • 9,038 Sq Ft

    100 Westcliff Rd, Weston, MA 02493

    Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero

    Donahue Maley & Burns Team Compass

    100 Westcliff Rd, Weston, MA 02493
  • 8 Hidden Rd, Weston, MA 02493
    8 Hidden Rd, Weston, MA 02493
    8 Hidden Rd, Weston, MA 02493
    /42

    $10,750,000 Open Sun 1:30PM - 2:30PM

    • 6 Beds
    • 8 Baths
    • 10,845 Sq Ft

    8 Hidden Rd, Weston, MA 02493

    Significant turnkey custom residence in prime Weston Golf Club neighborhood with expansive yard. 6-bedroom shingle-and-stone manor with copper accents and refined finishes, privately set above Hidden Road. Tucked behind mature landscaping, a winding drive leads to a flat motor court with generous parking. Foyer opens to living room with fireplace and backyard access. Dining room served by

    Chaplin Partners Compass

    8 Hidden Rd, Weston, MA 02493
  • 4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    /42

    $34,000,000

    • 6 Beds
    • 8 Baths
    • 12,714 Sq Ft

    4 Willow Rd, Weston, MA 02493

    Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

    Mizner+ Montero Gibson Sotheby's International Realty

    4 Willow Rd, Weston, MA 02493
  • 34 Stratford Rd, Needham, MA 02492
    34 Stratford Rd, Needham, MA 02492
    34 Stratford Rd, Needham, MA 02492
    /42

    $5,495,000 Open Sun 11AM - 12PM

    • 7 Beds
    • 7.5 Baths
    • 10,047 Sq Ft

    34 Stratford Rd, Needham, MA 02492

    34 Stratford Road sits on a pristine 1+ acre lot in the coveted Country Way neighborhood. This young home was designed with timeless elegance and modern functionality. The open layout features a gourmet kitchen, equipped with an oversized island & breakfast area, flowing into a stunning family room with cathedral ceilings & French doors to a patio & expansive grounds. The 1st floor also includes

    The Samantha Eisenberg Group Compass

    34 Stratford Rd, Needham, MA 02492
  • 76 Robin Rd, Weston, MA 02493
    76 Robin Rd, Weston, MA 02493
    76 Robin Rd, Weston, MA 02493
    /32

    $9,950,000

    • 5 Beds
    • 9 Baths
    • 8,633 Sq Ft

    76 Robin Rd, Weston, MA 02493

    Magnificently sited on over two acres with breathtaking views of Weston Golf Club, this young Shingle and Stone estate blends timeless architecture with modern sophistication. Designed by award-winning architect Patrick Ahearn, this custom beauty offers over 8,600 square feet of freshly updated, Architectural Digest–worthy interiors filled with natural light. Highlights include a dazzling chef's

    The Shulkin Wilk Group Compass

    76 Robin Rd, Weston, MA 02493
  • 9 Buttercup Ln, Dover, MA 02030
    9 Buttercup Ln, Dover, MA 02030
    9 Buttercup Ln, Dover, MA 02030
    /36

    $2,450,000

    • 5 Beds
    • 8 Baths
    • 6,800 Sq Ft

    9 Buttercup Ln, Dover, MA 02030

    Tucked away on a private road beside the natural beauty of Elm Bank Reservation, this exceptional Cape-style home offers thoughtfully designed living space with timeless charm and modern flexibility. The residence features five generously sized bedrooms, each with a private bath, ideal for multigenerational living or hosting long-term guests. A private au pair or in-law suite includes its own

    John Hughes Dover Country Properties Inc.

    9 Buttercup Ln, Dover, MA 02030
  • 389 Grove St, Needham, MA 02492
    389 Grove St, Needham, MA 02492
    389 Grove St, Needham, MA 02492
    /27

    $4,195,000 Open Sun 1:30PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,519 Sq Ft

    389 Grove St, Needham, MA 02492

    Set on exceptionally private acreage along the coveted Needham–Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef’s kitchen with intentional, top-of-the-line finishes,

    Berlin Levin Team Coldwell Banker Realty - Wellesley

    389 Grove St, Needham, MA 02492
  • 56 Cart Path Rd, Weston, MA 02493
    56 Cart Path Rd, Weston, MA 02493
    56 Cart Path Rd, Weston, MA 02493
    /42

    $7,598,000

    • 6 Beds
    • 10 Baths
    • 9,000 Sq Ft

    56 Cart Path Rd, Weston, MA 02493

    Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

    Rose Hall Blue Ocean Realty, LLC

    56 Cart Path Rd, Weston, MA 02493
  • 365 Charles River St, Needham, MA 02492
    365 Charles River St, Needham, MA 02492
    365 Charles River St, Needham, MA 02492
    /36

    $3,988,000

    • 6 Beds
    • 6.5 Baths
    • 8,182 Sq Ft

    365 Charles River St, Needham, MA 02492

    Welcome to 365 Charles River Street, a striking custom residence on a private 1+ acre lot. Designed for modern living, this home blends architectural sophistication with exceptional craftsmanship and luxurious finishes throughout. A dramatic two-story foyer opens to beautifully connected living spaces. The chef’s kitchen features premium appliances, custom cabinetry, oversized island & sun-filled

    Allison Blank Compass

    365 Charles River St, Needham, MA 02492
  • 74 Rumford Ave, Waltham, MA 02453
    74 Rumford Ave, Waltham, MA 02453
    74 Rumford Ave, Waltham, MA 02453
    /12

    $4,000,000

    • Land
    • 1.31 Acres
    • $3,053,435 per Acre

    74 Rumford Ave, Waltham, MA 02453

    57,255 sf parcel.Walking distance to vibrant Moody Street with retail shops and restaurants • Quiet setting with frontage on Cram’s Cove, an estuary of the Charles River • “Commercial” zone with “Riverfront Overlay” allows a variety of uses, including multifamily, with generous height and FAR allowances

    Ben Silva Acorn Property Management LLC

    74 Rumford Ave, Waltham, MA 02453
  • 222 Grove St, Wellesley, MA 02482
    222 Grove St, Wellesley, MA 02482
    222 Grove St, Wellesley, MA 02482
    /42

    $7,495,000

    • 6 Beds
    • 8 Baths
    • 8,093 Sq Ft

    222 Grove St, Wellesley, MA 02482

    Discover exceptional elegance & privacy in Wellesley’s coveted Dana Hall neighborhood. Set on over an acre in one of the town’s most sought-after locations it offers the perfect balance of privacy & convenience. Designed by a renowned local architect, this stunning new home blends sophisticated design with modern comfort, creating a serene retreat moments from town. The main floor boasts an open,

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    222 Grove St, Wellesley, MA 02482
  • 180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    180 Ash St, Weston, MA 02493
    /39

    $31,500,000

    • 6 Beds
    • 12 Baths
    • 21,000 Sq Ft

    180 Ash St, Weston, MA 02493

    This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

    Maggie Gold Seelig MGS Group Real Estate LTD

    180 Ash St, Weston, MA 02493
  • 1780 Central Ave, Needham, MA 02492
    1780 Central Ave, Needham, MA 02492
    1780 Central Ave, Needham, MA 02492
    /42

    $4,195,000 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 6.5 Baths
    • 7,867 Sq Ft

    1780 Central Ave, Needham, MA 02492

    Experience modern luxury in this new construction residence, perfectly situated on an expansive, 1 acre level lot in a convenient Needham location. Thoughtfully designed with high ceilings, abundant natural light, GAS heating and cooking, and refined finishes, this 6 bedroom, 6.5 bath property combines comfortable elegance at every turn and includes a unique attached ADU, w/ private entry—

    Beyond Boston Properties Group Compass

    1780 Central Ave, Needham, MA 02492
  • 182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    182 Winding River Rd, Wellesley, MA 02482
    /40

    $5,895,000

    • 6 Beds
    • 8 Baths
    • 9,848 Sq Ft

    182 Winding River Rd, Wellesley, MA 02482

    Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island,

    Melissa Dailey Coldwell Banker Realty - Wellesley

    182 Winding River Rd, Wellesley, MA 02482
  • 286 Country Dr, Weston, MA 02493
    286 Country Dr, Weston, MA 02493
    286 Country Dr, Weston, MA 02493
    /39

    $7,795,000

    • 6 Beds
    • 7.5 Baths
    • 8,421 Sq Ft

    286 Country Dr, Weston, MA 02493

    This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    286 Country Dr, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 2

Massachusetts Norfolk County Wellesley Hills

Homes for Sale with Acreage in Wellesley Hills, MA

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In Wellesley Hills, there are currently 61 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Wellesley Hills, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Wellesley Hills and discover the potential and freedom that comes with owning your own piece of property.

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