71

Wellesley Hills, MA Homes for Sale with Acreage

Section Image Section Image
  • 47 Springdale Ave, Dover, MA 02030
    47 Springdale Ave, Dover, MA 02030
    47 Springdale Ave, Dover, MA 02030
    /35

    $1,749,000

    • 5 Beds
    • 4 Baths
    • 3,962 Sq Ft

    47 Springdale Ave, Dover, MA 02030

    This Dover retreat sits on 3.2 private acres where orchard living meets modern comfort, just steps from Channing Pond & Dover Center. Tucked into a serene, picturesque setting, this farmhouse offers a lifestyle few properties can match. Imagine mornings on the nature trails, afternoons in your own orchard, & quiet evenings surrounded by open land & New England charm. The home is full of

    Agent Photo

    Amy Caffrey

    Compass

    47 Springdale Ave, Dover, MA 02030
  • 250 Hammond Pond Pkwy Unit 705S, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 705S, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 705S, Chestnut Hill, MA 02467
    /23

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    250 Hammond Pond Pkwy Unit 705S, Chestnut Hill, MA 02467

    Welcome to luxury living at The Towers! This meticulously updated 2-bedroom, 2-bath residence blends luxury with functionality in one of the area's most prestigious full-service communities. Includes 2 deeded parking spaces. Enjoy resort style amenities: 24-hour concierge, indoor pool, fitness center, tennis/pickleball courts, club lounge, and game room. Benefit from additional storage and

    Richard C. Dore Hammond Residential Real Estate

    250 Hammond Pond Pkwy Unit 705S, Chestnut Hill, MA 02467
  • 210 Nahanton St Unit 219, Newton Center, MA 02459
    210 Nahanton St Unit 219, Newton Center, MA 02459
    210 Nahanton St Unit 219, Newton Center, MA 02459
    /33

    $859,000

    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    210 Nahanton St Unit 219, Newton Center, MA 02459

    Experience effortless living in this beautifully appointed residence in a premier professionally managed Newton community. The home features newly refinished hardwood floors, new bedroom carpeting, updated bathrooms, new appliances, and in-unit laundry. A spacious walk-in closet and private storage room provide exceptional functionality. Residents enjoy recently renovated common areas, a new

    CJ Lee Redfin Corp.

    210 Nahanton St Unit 219, Newton Center, MA 02459
  • 20 Wheeler Ln, Natick, MA 01760
    20 Wheeler Ln, Natick, MA 01760
    20 Wheeler Ln, Natick, MA 01760
    /41

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 6,280 Sq Ft

    20 Wheeler Ln, Natick, MA 01760

    Set on a private 1.1-acre lot surrounded by mature trees, this reimagined 1880s stone farmhouse offers a lifestyle of luxury and elegance. Spanning 6,280 square feet, it seamlessly blends New England charm with Arts and Crafts detailing. The foyer’s dramatic floating spiral staircase sets the stage for a grand yet inviting atmosphere. The chef’s kitchen flows into a casual dining area and sunlit

    Better Home Team Coldwell Banker Realty - Boston

    20 Wheeler Ln, Natick, MA 01760
  • 280 Boylston St Unit 904, Chestnut Hill, MA 02467
    280 Boylston St Unit 904, Chestnut Hill, MA 02467
    280 Boylston St Unit 904, Chestnut Hill, MA 02467
    /28

    $485,000

    • 1 Bed
    • 1 Bath
    • 1,060 Sq Ft

    280 Boylston St Unit 904, Chestnut Hill, MA 02467

    Welcome to Imperial Tower! This spacious 9th-floor condo offers over 1,000 sq. ft. of comfortable living with an open layout and plenty of natural light. The living room opens to a private balcony with sweeping views, while the dining area and kitchen provide a great flow for everyday living or entertaining. The large bedroom features both a walk-in and additional closet, giving you excellent

    Aria Mathur Lamacchia Realty, Inc.

    280 Boylston St Unit 904, Chestnut Hill, MA 02467
  • 80 Locust Ln, Needham, MA 02492
    80 Locust Ln, Needham, MA 02492
    80 Locust Ln, Needham, MA 02492
    /33

    $3,385,000

    • 7 Beds
    • 5 Baths
    • 5,969 Sq Ft

    80 Locust Ln, Needham, MA 02492

    Spectacular opportunity to own this newer construction set on a rare one-acre lot in a desirable cul-de-sac location. Offering 7 bedrooms and 5 full baths, this exceptional home is designed for both everyday living and effortless entertaining. The stunning chef’s kitchen features a large center island, premium Wolf range, and oversized walk-in pantry. Sun-filled living and dining spaces with

    Gabby Cefalo Coldwell Banker Realty - Wellesley

    80 Locust Ln, Needham, MA 02492
  • 222 Grove St, Wellesley, MA 02482
    222 Grove St, Wellesley, MA 02482
    222 Grove St, Wellesley, MA 02482
    /26

    $6,665,000

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

    222 Grove St, Wellesley, MA 02482

    Exceptional new construction with a fresh take on transitional luxury, blending incredible design with warm, livable spaces. Bathed in natural light, this beautifully built home features soaring ceilings, and has layers of impeccable detail. The stunning chef's kitchen serves as the centerpiece of the home, showcasing custom white oak cabinetry, stunning exposed wood beams, top appliances, and an

    Adler Connolly Squared Team MGS Group Real Estate LTD - Wellesley

    222 Grove St, Wellesley, MA 02482
  • 136 Dudley Rd, Newton Center, MA 02459
    136 Dudley Rd, Newton Center, MA 02459
    136 Dudley Rd, Newton Center, MA 02459
    /23

    $4,750,000

    • Land
    • 3.25 Acres
    • $1,461,538 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
  • 633 Boston Post Rd, Weston, MA 02493
    633 Boston Post Rd, Weston, MA 02493
    633 Boston Post Rd, Weston, MA 02493
    /35

    $1,945,000

    • 3 Beds
    • 3.5 Baths
    • 3,607 Sq Ft

    633 Boston Post Rd, Weston, MA 02493

    Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds.

    Jonathan Caldwell ACRE Property Advisors LLC

    633 Boston Post Rd, Weston, MA 02493
  • 70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    70 Possum Rd, Weston, MA 02493
    /42

    $9,990,000

    $510K PRICE DROP
    • 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
  • 9 Skating Pond Rd, Weston, MA 02493
    9 Skating Pond Rd, Weston, MA 02493
    9 Skating Pond Rd, Weston, MA 02493
    /34

    $4,995,000

    $255K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,338 Sq Ft

    9 Skating Pond Rd, Weston, MA 02493

    Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/

    Melissa Dailey Coldwell Banker Realty - Wellesley

    9 Skating Pond Rd, Weston, MA 02493
  • 200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    200 Pond Rd, Wellesley, MA 02482
    /30

    $6,950,000

    $2M PRICE DROP
    • 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
  • 50 Oxbow Rd, Needham, MA 02492
    50 Oxbow Rd, Needham, MA 02492
    50 Oxbow Rd, Needham, MA 02492
    /33

    $5,750,000

    • 5 Beds
    • 8 Baths
    • 8,738 Sq Ft

    50 Oxbow Rd, Needham, MA 02492

    Nestled in one of Needham’s most coveted neighborhoods, this custom-built shingled colonial exudes timeless elegance and exceptional quality. Set on a parklike 1.24-acre lot with a stately circular drive, the home offers unmatched curb appeal and an idyllic retreat. The main level features a gourmet kitchen with a massive island, a sunlit breakfast room overlooking the backyard, an executive

    The Shulkin Wilk Group Compass

    50 Oxbow Rd, Needham, MA 02492
  • 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

    $499,000

    $26K PRICE DROP
    • 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
  • 287 Langley Rd Unit 6, Newton Center, MA 02459
    287 Langley Rd Unit 6, Newton Center, MA 02459
    287 Langley Rd Unit 6, Newton Center, MA 02459
    /37

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 3,307 Sq Ft

    287 Langley Rd Unit 6, Newton Center, MA 02459

    This beautifully reimagined 4-bedroom, 4-ensuite-bath home with a powder room offers over 3,300 sq ft of thoughtfully curated space. An architect-led renovation creates a clean, sophisticated aesthetic, opening the main level into a light-filled layout ideal for daily living and entertaining. A marble fireplace anchors the living area, complemented by custom millwork and designer lighting. The

    Allison Blank Compass

    287 Langley Rd Unit 6, Newton Center, MA 02459
  • 80 Doublet Hill Rd, Weston, MA 02493
    80 Doublet Hill Rd, Weston, MA 02493
    80 Doublet Hill Rd, Weston, MA 02493
    /38

    $4,850,000

    • 4 Beds
    • 3 Baths
    • 6,442 Sq Ft

    80 Doublet Hill Rd, Weston, MA 02493

    Sophisticated extensively renovated ranch-style estate residence in Weston’s coveted South Side Golf Club neighborhood. Privately sited on approximately 2 landscaped acres along a picturesque tree-lined street with direct access to conservation land and walking trails. Designed for luxury living and entertaining, the main level features a grand foyer, raised ceilings, oversized windows, and

    Marjorie Gold Hammond Residential Real Estate

    80 Doublet Hill Rd, Weston, MA 02493
  • 82 Deer Path Ln, Weston, MA 02493
    82 Deer Path Ln, Weston, MA 02493
    82 Deer Path Ln, Weston, MA 02493
    /41

    $6,495,000

    • 5 Beds
    • 7.5 Baths
    • 8,329 Sq Ft

    82 Deer Path Ln, Weston, MA 02493

    Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal

    Jonathan Caldwell ACRE Property Advisors LLC

    82 Deer Path Ln, Weston, MA 02493
  • 15 Juniper Ln, Dover, MA 02030
    15 Juniper Ln, Dover, MA 02030
    15 Juniper Ln, Dover, MA 02030
    /26

    $1,599,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,230 Sq Ft

    15 Juniper Ln, Dover, MA 02030

    Nestled on a privately sited level lot in a desirable cul-de-sac neighborhood near the Wellesley and Needham town lines, this classic Colonial offers exceptional space, comfort, and move-in-ready living. This beautifully maintained 10-room, 4-bedroom home is filled with natural sunlight and features inviting, well-proportioned living and entertaining spaces throughout.The open-concept kitchen and

    Pattie Oasis Dover Country Properties Inc.

    15 Juniper Ln, Dover, MA 02030
  • 226 Cochituate Rd, Wayland, MA 01778
    226 Cochituate Rd, Wayland, MA 01778
    226 Cochituate Rd, Wayland, MA 01778
    /39

    $4,200,000

    • 5 Beds
    • 7 Baths
    • 8,466 Sq Ft

    226 Cochituate Rd, Wayland, MA 01778

    Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs,

    Joni Shore Douglas Elliman Real Estate - Wellesley

    226 Cochituate Rd, Wayland, MA 01778
  • 196 Pond Rd, Wellesley, MA 02482
    196 Pond Rd, Wellesley, MA 02482
    196 Pond Rd, Wellesley, MA 02482
    /20

    $5,695,000

    New Construction
    • 5 Beds
    • 6.5 Baths
    • 9,400 Sq Ft

    196 Pond Rd, Wellesley, MA 02482

    Once in a lifetime opportunity to own in Wellesley's most coveted premier historic location, Pond Road. Featuring the finest custom craftsmanship throughout, professionally engineered mechanical systems, smart house and professionally designed ultra high end finishes. Over 9400 sq ft of living space on 3 floors. The floor plan everybody wants with a 1200 sq ft great room and over 10 foot

    Melissa Dailey Coldwell Banker Realty - Wellesley

    196 Pond Rd, Wellesley, MA 02482
  • 32 Perry Ln, Weston, MA 02493
    32 Perry Ln, Weston, MA 02493
    32 Perry Ln, Weston, MA 02493
    /41

    $3,695,000

    • 5 Beds
    • 8 Baths
    • 7,250 Sq Ft

    32 Perry Ln, Weston, MA 02493

    Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy

    Jodie Zinna Coldwell Banker Realty - Wellesley

    32 Perry Ln, Weston, MA 02493
  • 10 Hitching Post Ln, Weston, MA 02493
    10 Hitching Post Ln, Weston, MA 02493
    10 Hitching Post Ln, Weston, MA 02493
    /42

    $5,995,000

    • 5 Beds
    • 7 Baths
    • 8,860 Sq Ft

    10 Hitching Post Ln, Weston, MA 02493

    New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and

    Denise Mosher Coldwell Banker Realty - Weston

    10 Hitching Post Ln, Weston, MA 02493
  • 10 Chandler Cir, Weston, MA 02493
    10 Chandler Cir, Weston, MA 02493
    10 Chandler Cir, Weston, MA 02493
    /27

    $4,995,000

    $255K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 7,100 Sq Ft

    10 Chandler Cir, Weston, MA 02493

    Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely

    rosemary mccready Compass

    10 Chandler Cir, Weston, MA 02493
  • 151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    151 Oakland St, Wellesley Hills, MA 02481
    /41

    $3,695,000

    Open Thu 4PM - 5:30PM $1M PRICE DROP
    • 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. Renovated in 2022, this 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, sophisticated library, dining

    Beth Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • 41 Hunnewell St, Wellesley Hills, MA 02481
    41 Hunnewell St, Wellesley Hills, MA 02481
    41 Hunnewell St, Wellesley Hills, MA 02481
    /21

    $1,348,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,384 Sq Ft

    41 Hunnewell St, Wellesley Hills, MA 02481

    Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous

    Christine Norcross William Raveis R.E. & Home Services

    41 Hunnewell St, Wellesley Hills, MA 02481
  • 4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    4 Willow Rd, Weston, MA 02493
    /42

    $29,000,000

    $5M PRICE DROP
    • 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
  • 250 Hammond Pond Pkwy Unit 1111s, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 1111s, Chestnut Hill, MA 02467
    250 Hammond Pond Pkwy Unit 1111s, Chestnut Hill, MA 02467
    /28

    $799,000

    $76K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    250 Hammond Pond Pkwy Unit 1111s, Chestnut Hill, MA 02467

    Chestnut Hill! Feel the quiet and calm elegance of this sun-filled 2 bedroom 2 bath condominium at the Chestnut Hill Towers. Watch the changing New England seasons above the colorful treetops from the 11th floor. An abundance of natural light and gorgeous sunsets off in the west make this open floor plan home perfect for entertaining. The spacious primary suite includes ensuite bathroom and 2

    Richard C. Dore Hammond Residential Real Estate

    250 Hammond Pond Pkwy Unit 1111s, Chestnut Hill, MA 02467
  • 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

    BUYER HOME IMPROVEMENT CREDIT @ CLOSING $250,000! Only home for sale in Dover that has a separate au-pair suite with kitchen and bath! Only home for sale in Dover that has eight (8) bathrooms! Only home for sale in Dover that has three (3) fully functional kitchens! Located right next to the182 acre Elm Bank Reservation, this residence features five generously sized bedrooms, each with a private

    John Hughes Dover Country Properties Inc.

    9 Buttercup Ln, Dover, MA 02030
  • 172 Country Dr, Weston, MA 02493
    172 Country Dr, Weston, MA 02493
    172 Country Dr, Weston, MA 02493
    /39

    $3,350,000

    $145K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 5,023 Sq Ft

    172 Country Dr, Weston, MA 02493

    Incredible renovations to this stately brick colonial on a professionally landscaped 1.58 acres. Private views and wooded paths in the back yet nestled in one of Weston's favorite Southside neighborhoods. This 5/6 bedroom home has been transformed. Extensive improvements with new appliances in the kitchen that opens into a breakfast area with wetbar. Walk- in food pantry. Family room with

    Melissa Dailey Coldwell Banker Realty - Wellesley

    172 Country Dr, Weston, MA 02493
  • 17 Deer Run, Wayland, MA 01778
    17 Deer Run, Wayland, MA 01778
    17 Deer Run, Wayland, MA 01778
    /42

    $3,950,000

    • 4 Beds
    • 6 Baths
    • 10,007 Sq Ft

    17 Deer Run, Wayland, MA 01778

    This outstanding contemporary home is set on 4.9 acres with breathtaking sunset views from 420' above sea-level. Living areas showcase floor to ceiling glass on three expansive levels. The floor plan flows seamlessly from the main living level to the lower level to the mezzanine above the 20' x 60' indoor heated salt water pool. Each level has access to the exterior grounds. Your own personal

    Carol Stewart Carol Stewart

    17 Deer Run, Wayland, MA 01778
  • 130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    130 Summer St, Weston, MA 02493
    /40

    $2,499,900

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

    130 Summer St, Weston, MA 02493

    Welcome to 130 Summer St. This spectacular approx 5181 sqft Contemporary masterpiece is set on 2.67 private acres featuring sprinkler system and backyard sports court. Built for entertaining, the chefs kitchen boasts a large center island, Wolf & Sub-Zero appliance, add'l refrigerator / ice maker built into bar, and a custom fireplace pizza oven. Sliders leading out front, with open flow leading

    David Newbould Results Realty

    130 Summer St, Weston, MA 02493
  • 451 Wellesley St, Weston, MA 02493
    451 Wellesley St, Weston, MA 02493
    451 Wellesley St, Weston, MA 02493
    /28

    $4,800,000

    • 5 Beds
    • 6.5 Baths
    • 12,144 Sq Ft

    451 Wellesley St, Weston, MA 02493

    Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible

    Yang Liu Weston Realty LLC

    451 Wellesley St, Weston, MA 02493
  • 15 Farm St, Dover, MA 02030
    15 Farm St, Dover, MA 02030
    15 Farm St, Dover, MA 02030
    /36

    $15,000,000

    • 7 Beds
    • 6.5 Baths
    • 9,986 Sq Ft

    15 Farm St, Dover, MA 02030

    Introducing Windover, a grand Georgian estate, meticulously restored and reimagined for modern living. Approached through 5 acres of conservation land, and set atop a private, tree-lined drive, the property commands an immediate sense of arrival. Refined outdoor features include expansive terraces, a secluded walled garden, and a dogwood orchard. A pool house and heated saltwater pool overlook a

    Tracy Campion Campion & Company Fine Homes Real Estate

    15 Farm St, Dover, MA 02030
  • 25 Hundreds Cir, Wellesley Hills, MA 02481
    25 Hundreds Cir, Wellesley Hills, MA 02481
    25 Hundreds Cir, Wellesley Hills, MA 02481
    /21

    $3,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,712 Sq Ft

    25 Hundreds Cir, Wellesley Hills, MA 02481

    Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid

    Greer Swiston Coldwell Banker Realty - Newton

    25 Hundreds Cir, Wellesley Hills, MA 02481
  • 34 Hilltop Rd, Weston, MA 02493
    34 Hilltop Rd, Weston, MA 02493
    34 Hilltop Rd, Weston, MA 02493
    /41

    $2,795,000

    • 4 Beds
    • 3.5 Baths
    • 4,036 Sq Ft

    34 Hilltop Rd, Weston, MA 02493

    Experience the perfect balance of luxury, privacy & effortless one-level living in this renovated contemporary, nestled on 1.64 acres in the coveted Webster Hill Estates neighborhood. Designed to embrace its natural surroundings, the sun-filled open floor plan was designed for gathering & enjoying every season. The airy kitchen with quartz countertops, premium appliances, pantry, opens to the

    Arianna Brown Compass

    34 Hilltop Rd, Weston, MA 02493
  • 67 Byron Rd, Weston, MA 02493
    67 Byron Rd, Weston, MA 02493
    67 Byron Rd, Weston, MA 02493
    /42

    $14,850,000

    • 7 Beds
    • 12 Baths
    • 18,725 Sq Ft

    67 Byron Rd, Weston, MA 02493

    Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

    Maggie Gold Seelig MGS Group Real Estate LTD

    67 Byron Rd, Weston, MA 02493
  • 1780 Central Ave, Needham, MA 02492
    1780 Central Ave, Needham, MA 02492
    1780 Central Ave, Needham, MA 02492
    /42

    $3,995,000

    $500K PRICE DROP
    • 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
  • 210 Nahanton St Unit 407, Newton Center, MA 02459
    210 Nahanton St Unit 407, Newton Center, MA 02459
    210 Nahanton St Unit 407, Newton Center, MA 02459
    /25

    $1,065,000

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,983 Sq Ft

    210 Nahanton St Unit 407, Newton Center, MA 02459

    Welcome to this sophisticated condominium that offers an expansive 1,983 square feet of meticulously designed living space. This residence features two spacious bedrooms, with the primary offering a fabulous bathroom including a built-in vanity and a huge custom walk-in closet!. Complementing the second bedroom are a built-in wall unit and desk area with a granite top. The second bath is also

    Linda Isenberg Lerner William Raveis R.E. & Home Services

    210 Nahanton St Unit 407, Newton Center, MA 02459
  • 12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    12 Winding River Cir, Wellesley, MA 02482
    /39

    $4,999,000

    • 6 Beds
    • 8 Baths
    • 8,729 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from

    Christine Lawrence Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • 283 Melrose St, Auburndale, MA 02466
    283 Melrose St, Auburndale, MA 02466
    283 Melrose St, Auburndale, MA 02466
    /18

    $8,999,000

    283 Melrose St, Auburndale, MA 02466

    Set in the heart of Auburndale Village, this site 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 presents

    Ward Shifman Coldwell Banker Realty - Newton

    283 Melrose St, Auburndale, MA 02466

Showing Results 1 - 40, Page 1 of 2

Massachusetts Norfolk County

Homes for Sale with Acreage in Wellesley Hills, MA

How to Buy a Home How to Finance a Home How to Sell a Home

In Wellesley Hills, there are currently 71 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group