4,441

Middlesex, MA Homes

Section Image Section Image
  • /34

    $4,950,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 7,547 Sq Ft

    51 Willard Rd, Weston, MA 02493

    Looking to move in the summer of 2026 and add your own touches to your dream home? Set on a private road and nestled at the end of a quiet cul de sac, 51 Willard sits on 1.25 acres surrounded by natural beauty and luxury new construction. This rare offering invites you to craft a legacy estate defined by privacy, sophistication, and timeless design. Inside, over 7,500 square feet of living space

    Agent Photo

    Yassien Youssef

    Compass

    (339) 218-4223

    51 Willard Rd, Weston, MA 02493
  • /12

    $7,500 per month

    • 5 Beds
    • 3 Baths
    • 2,784 Sq Ft
    • House for Rent

    103 Sherburn Cir, Weston, MA 02493

    Ready when you are! This very spacious home is being offered for rent August 1st. Sun filled home in a wonderful location in Weston, offers 5 bedrooms and three full baths. Newer kitchen spills into a TV room. Banquet-sized dining room offers easy access to the formal living room with fireplace and large windows. Large master bedroom with sitting-room and generous size master bath. Three more

    103 Sherburn Cir, Weston, MA 02493
  • /39

    $1,535,000 Sold Jul 31, 2025

    • 2,290 Sq Ft
    • $670/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    72 Brook Rd, Weston, MA 02493

    Chic, spacious, and full of character, this beautifully updated 3BR/2BA home blends contemporary style with timeless charm. Step into a sun-drenched living room adorned with classic parquet flooring, setting the tone for warmth and elegance throughout. The renovated eat-in kitchen is a chef’s delight, featuring sleek granite countertops, stainless appliances, and generous prep/storage space.

    Denise Mosher Coldwell Banker Realty - Weston

    72 Brook Rd, Weston, MA 02493
    • /35

      Est $3,369,428 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,470 Sq Ft

      6 Somerset Place, Weston, MA 02493

      6 Somerset Place, Weston, MA 02493
  • /42

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 11,300 Sq Ft

    741 Boston Post Rd, Weston, MA 02493

    A modern masterpiece born from a dramatic barn conversion, this one-of-a-kind home completed in 2023 blends rustic charm with contemporary luxury. The residence offers soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces.The kitchen features sleek cabinetry, Miele appliances, and a double, quartz-wrapped island. The expansive living areas flow to outdoor

    Amy Rutkowski A. Rutkowski Realty, Inc.

    741 Boston Post Rd, Weston, MA 02493
  • /21

    $6,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,461 Sq Ft
    • House for Rent

    188 Country Dr, Weston, MA 02493

    Nestled in one of Weston’s most desirable neighborhoods, this expansive 4-bedroom, 3.5-bathroom single-family home offers comfort, style, and functionality. Designed with both living and entertaining in mind, the home spans over 3,000 square feet of thoughtfully designed space on a lush, landscaped lot. 5 month rental only. Property can be leased prior to 9/1

    The Mazer Group Compass

    188 Country Dr, Weston, MA 02493
  • /39

    $5,275,000 Sold Jul 31, 2025

    • 5,820 Sq Ft
    • $906/SF
    • 9 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1921

    58 Webster Rd, Weston, MA 02493

    Distinguished Colonial Estate built in 1921 exemplifies early 20th-century craftsmanship and elegance. Recently renovated with astonishing architectural details throughout this home is privately sited on over four sweeping acres in a prominent Weston neighborhood. This showcase home is thoughtfully appointed to accommodate today’s family living as well as large formal gatherings. Upon entering

    Deena Powell Advisors Living - Weston

    58 Webster Rd, Weston, MA 02493
    • /76

      Est $1,415,704 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,420 Sq Ft

      2 Brookdale Ave, Wellesley, MA 02482

      2 Brookdale Ave, Wellesley, MA 02482
  • /38

    $4,200,000

    • 6 Beds
    • 6.5 Baths
    • 9,383 Sq Ft

    48 Myles Standish Rd, Weston, MA 02493

    This extraordinary home seamlessly blends timeless elegance with modern Scandinavian aesthetics. The open design features an expansive kitchen with a soaring beamed cathedral ceiling accented with multiple skylights. Graceful archways lead to the living and dining rooms enhanced with a striking double-sided fireplace. A rich wood-paneled office is privately situated. A spacious family room with

    Mizner+ Montero Gibson Sotheby's International Realty

    48 Myles Standish Rd, Weston, MA 02493
  • /34

    $6,900 per month

    • 4 Beds
    • 2.5 Baths
    • 2,726 Sq Ft
    • House for Rent

    75 Woodchester Dr, Weston, MA 02493

    This spacious 4-bedroom, 2.5-bathroom home at 75 Woodchester Dr offers 2,726 square feet of living space. The living room features ample natural light and is cable ready, providing a comfortable area for relaxation. The kitchen is equipped with modern amenities and includes a washer and dryer for added convenience. The bathrooms feature both tub and shower options, with framed mirrors enhancing

    75 Woodchester Dr, Weston, MA 02493
  • /26

    $1,620,000 Sold Jul 28, 2025

    • 2,507 Sq Ft
    • $646/SF
    • 5 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1931

    217 Conant Rd, Weston, MA 02493

    217 Conant Rd is a timeless Colonial offering gracious living in one of Weston’s most desirable neighborhoods. From the moment you enter, the home welcomes you w/ warmth & character. 1st floor features fireplaced formal living room & elegant fireplaced dining room w/ built-ins which leads to a serene screened porch. The spacious eat-in kitchen opens to a cozy family room. Upstairs, the primary

    Frank Carroll Homes Team Compass

    217 Conant Rd, Weston, MA 02493
    • /40

      Est $2,840,633 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,324 Sq Ft

      129 Rockport Rd, Weston, MA 02493

      129 Rockport Rd, Weston, MA 02493
  • /42

    $3,500,000

    • 4 Beds
    • 6 Baths
    • 5,656 Sq Ft

    130 Hickory Rd, Weston, MA 02493

    Set on a knoll, this classic colonial is updated in all the best ways. Stylish design, bright, cheery spaces blended with gorgeous views of meticulously landscaped yard. This 4bd home offers fresh, spacious kitchen/family room with fireplace, eat-in-area and butler’s pantry. Formal dining and living rooms. Home Office. Splendid sunroom. Newly finished lower level. Guest house with all amenities

    Chaplin Partners Compass

    130 Hickory Rd, Weston, MA 02493
  • /6

    $8,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,961 Sq Ft
    • House for Rent

    30 Lantern Ln, Weston, MA 02493

    A rare rental opportunity in one of Weston's most desirable neighborhoods! Nestled at the end of a quiet, tree-lined cul-de-sac, this lovely single-family home offers exceptional privacy, comfort, and security. Located within the highly acclaimed Weston Public School District, this property is perfect for families seeking outstanding educational resources.The home features a thoughtful layout

    Yang Liu Weston Realty LLC

    30 Lantern Ln, Weston, MA 02493
  • /36

    $2,645,000 Sold Jul 25, 2025

    • 5,945 Sq Ft
    • $445/SF
    • 23 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2023

    506 North Ave, Weston, MA 02493

    This move-in ready, only 2-years-young modern farmhouse sits on one of Weston’s most scenic roads in a top-ranked school district. Designed with timeless appeal and upscale finishes, the sun-drenched layout features wide-plank white oak floors, custom millwork, and expansive windows. The gourmet kitchen boasts a large Cambria island, premium appliances, and a cozy breakfast nook, seamlessly

    Yang Liu Weston Realty LLC

    506 North Ave, Weston, MA 02493
    • /38

      Est $1,632,322 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,320 Sq Ft

      70 Sherburn Cir, Weston, MA 02493

      70 Sherburn Cir, Weston, MA 02493
  • /42

    $4,090,000

    • 6 Beds
    • 6.5 Baths
    • 9,064 Sq Ft

    42 Westerly Rd, Weston, MA 02493

    Exceptional 6-bed, 6.5-bath French-inspired estate with signature Mansard roof, set on 1.42 acres in Weston Estates. With 9000+ sq ft above grade plus a finished walk-out lower level, this home features a grand foyer with double doors, sweeping staircase, and custom aquarium. Coffered ceilings, triple windows, and hardwood floors accentuate the opulent living spaces. The chef’s kitchen offers

    Chorr-Kin Chin Vetra Estates, LLC

    42 Westerly Rd, Weston, MA 02493
  • /15

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    314 Conant Rd Unit 314, Weston, MA 02493

    Totally charming Weston 2 bed 2 bath Duplex. Eat in kitchen Formal dining room and living room on second floor. Top floor has two bed rooms with large skylights and a sitting area / office. Laundry in the unit. Lovely shared outdoor space. Country living close to Weston Center, Bike trail, Cross Country Ski track, Commuter rail and easy access to major highways, Hospitals, High Tech and Major

    314 Conant Rd Unit 314, Weston, MA 02493
  • /42

    $2,800,000 Sold Jul 24, 2025

    • 5,624 Sq Ft
    • $498/SF
    • 5 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1715

    111 Sudbury Rd, Weston, MA 02493

    This Historic Weston Farmhouse, originally built in 1715, effortlessly combines centuries-old charm with contemporary elegance, and is situated on 3.48 acres of lush, mature grounds. This historic gem boasts over 5,500 square feet of thoughtfully designed living space, providing ample room for comfort and versatility. A stunning modern addition has transformed the layout, featuring a spacious

    Jennifer Madden Coldwell Banker Realty - Wellesley

    111 Sudbury Rd, Weston, MA 02493
    • /42

      Est $2,484,327 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,400 Sq Ft

      44 Sherburn Cir, Weston, MA 02493

      44 Sherburn Cir, Weston, MA 02493
  • /39

    $3,900,000

    • 5 Beds
    • 5.5 Baths
    • 6,700 Sq Ft

    21 Bemis St, Weston, MA 02493

    Stunning 5BR, 6BA home offering over 6,700sqft. of luxurious living space across two levels, plus a 3000sqft.+ unfinished lower level, ready for your vision. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, dramatic 8ft high French doors that flank the front & back of the home & incredible cypress wood home office with floor to ceiling

    Tori MacDowell Advisors Living - Weston

    21 Bemis St, Weston, MA 02493
  • /17

    $4,200 per month

    • 4 Beds
    • 1.5 Baths
    • 1,950 Sq Ft
    • House for Rent

    39A Warren Ave, Weston, MA 02493

    This home boasts over 1,950 square feet of living space close to the center of town. As you enter the home, the entrance hall, with charming historic details, leads to a light-filled living room and dining room/or family room with multiple oversized windows. The large, eat-in kitchen offers plenty of space for family dining, as well as an electric range, refrigerator, microwave, dishwasher and

    Paige Yates Coldwell Banker Realty - Weston

    39A Warren Ave, Weston, MA 02493
  • /29

    $945,000 Sold Jul 22, 2025

    • 920 Sq Ft
    • $1027/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    46 Golden Ball Rd, Weston, MA 02493

    Meticulously maintained Farmhouse-style dwelling on a centrally located cul-de-sac in Weston. Step onto the inviting enclosed front porch—perfect for your morning coffee or unwinding with a good book. Inside, the heart of the home is the sun-filled eat-in kitchen, featuring gleaming granite countertops, ample cabinetry, and stainless-steel appliances. The adjacent living room is warm and

    Susan Law Barrett Sotheby's International Realty

    46 Golden Ball Rd, Weston, MA 02493
    • /29

      Est $2,104,695 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,055 Sq Ft

      48 Bogle St, Weston, MA 02493

      48 Bogle St, Weston, MA 02493
  • /41

    $6,495,000

    • 5 Beds
    • 7 Baths
    • 8,210 Sq Ft

    72 Love Ln, Weston, MA 02493

    Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

    Deena Powell Advisors Living - Weston

    72 Love Ln, Weston, MA 02493
  • /20

    $6,000 per month

    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • House for Rent

    20 Bakers Hill Rd, Weston, MA 02493

    This spacious, sun-filled 5-bedroom, 3-bathroom home is located near the town center. The split-entry design features a bright top floor with a spacious living room, formal dining room, and a kitchen with an eat-in area. The main level also includes a master bedroom with a private bathroom, along with three additional bedrooms and another full bathroom. The lower level offers a large family room,

    20 Bakers Hill Rd, Weston, MA 02493
  • /42

    $3,199,000 Sold Jul 22, 2025

    • 6,930 Sq Ft
    • $462/SF
    • 4 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1999

    3 Drumlin Rd, Weston, MA 02493

    Beautiful custom five bed perfectly located in the desirable south side of Weston. Set back in a quiet neighborhood just minutes from Wellesley center with access to amazing top rated Weston public schools and The Rivers School, as well as easy commuting throughout the greater Boston area. Located at the top of a private cul-de-sac with a beautiful, flat backyard and amazing bluestone patio, the

    Xu Huang Blue Ocean Realty, LLC

    3 Drumlin Rd, Weston, MA 02493
    • /27

      Est $1,614,281 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,508 Sq Ft

      24 Bogle St, Weston, MA 02493

      24 Bogle St, Weston, MA 02493
  • /42

    $3,895,000

    • 5 Beds
    • 7 Baths
    • 6,797 Sq Ft

    4 Prescott Ln, Weston, MA 02493

    Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers

    Nicoline Lomas William Raveis R.E. & Home Services

    4 Prescott Ln, Weston, MA 02493
  • /36

    $19,000 per month

    • 5 Beds
    • 7 Baths
    • 8,844 Sq Ft
    • House for Rent

    568 Wellesley St, Weston, MA 02493

    Welcome to Weston. The top school district in MA. Sophisticated single-family home with over 8,000 sf of living space in Weston with large flat yard. Nearly 2 acres of land less than a half hour drive from Boston! Beautiful stone walls surround the patio, with a grill and fire pit area and swimming pool/waterfall spa. Gorgeous rooms including a stately living room w/fireplace, wood paneled study

    Rose Hall Blue Ocean Realty, LLC

    568 Wellesley St, Weston, MA 02493
  • /37

    $2,800,000 Sold Jul 18, 2025

    • 3,234 Sq Ft
    • $866/SF
    • 32 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1967

    173 Country Dr, Weston, MA 02493

    Welcome to this exquisite home situated on 2+ private acres in the sought after Weston Estates neighborhood. The expansive kitchen features a sprawling eat-in island and is equipped with high end appliances making it a chef's dream. The effortless flow from the kitchen to the bright and airy family room, front-to-back living room and large dining room, makes this home perfect for hosting both

    Mizner+ Montero Gibson Sotheby's International Realty

    173 Country Dr, Weston, MA 02493
    • /26

      Est $2,505,563 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,998 Sq Ft

      12 Wits End, Weston, MA 02493

      12 Wits End, Weston, MA 02493
  • /42

    $4,695,000

    • 5 Beds
    • 9 Baths
    • 8,625 Sq Ft

    15 Rockport Rd, Weston, MA 02493

    Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

    Denise Mosher Coldwell Banker Realty - Weston

    15 Rockport Rd, Weston, MA 02493
  • /24

    $4,200 per month

    • 2 Beds
    • 2.5 Baths
    • 1,720 Sq Ft
    • House for Rent

    22 Warren Ln, Weston, MA 02493

    Tucked away in a peaceful Weston location near walking trails and just moments from Weston Center, this beautifully appointed two-bedroom, two-and-a-half-bath home offers a rare blend of privacy, convenience, and charm. Gleaming hardwood floors flow throughout the light-filled interior, with well-proportioned rooms that offer flexibility for both everyday living and entertaining. The kitchen and

    Kim Phillips Berkshire Hathaway HomeServices Commonwealth Real Estate

    22 Warren Ln, Weston, MA 02493
  • /42

    $3,035,000 Sold Jul 18, 2025

    • 4,836 Sq Ft
    • $628/SF
    • 90 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2025

    29 Willard Rd, Weston, MA 02493

    Sophisticated, sleek modern home. 2025 year built with one year builders warranty on cul-de-sac. Oversized floor-to-ceiling windows flood interiors with natural light. Open concept family and dining rooms flow with modern show-kitchen enhanced by light oak prep kitchen. Family room features statement gas fireplace and sliding door access to covered patio w/ outdoor kitchen accented by creative

    Chaplin Partners Compass

    29 Willard Rd, Weston, MA 02493
    • /42

      Est $3,745,357 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,576 Sq Ft

      7 Evergreen Ave, Weston, MA 02493

      7 Evergreen Ave, Weston, MA 02493
  • /42

    $4,995,000

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

    21 Westerly Rd, Weston, MA 02493

    Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible

    Melissa Dailey Coldwell Banker Realty - Wellesley

    21 Westerly Rd, Weston, MA 02493
  • /3

    $8,800 per month

    • 5 Beds
    • 4.5 Baths
    • 4,930 Sq Ft
    • House for Rent

    51 Bogle St, Weston, MA 02493

    Nestled in Weston’s desirable South Side, 51 Bogle Street is a classic Colonial-style residence set on nearly one acre of private, landscaped grounds. This elegant home offers over 4,000 square feet of sun-filled living space, featuring five bedrooms, four full bathrooms, and one half bath. The spacious primary suite includes a fireplace, walk-in closet, and a luxurious marble bathroom. The

    Yang Liu Weston Realty LLC

    51 Bogle St, Weston, MA 02493
  • /42

    $3,595,000 Sold Jul 17, 2025

    • 7,169 Sq Ft
    • $501/SF
    • 10 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2002

    15 Spruce Hill Rd, Weston, MA 02493

    Elegant Arts and Crafts custom home with a two-story dream library and expansive backyard on a prime 2 acre lot in Kings Grant. Gourmet cook's kitchen with island and sunny eat-in-area opens to family room with fireplace, both with radiant heat. Banquet sized dining room and flexible living room space with full bath. Oversized mudroom with back stairs and exterior access. Expansive library with

    Chaplin Partners Compass

    15 Spruce Hill Rd, Weston, MA 02493
    • /34

      Est $3,197,270 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,479 Sq Ft

      9 Drumlin Rd, Weston, MA 02493

      9 Drumlin Rd, Weston, MA 02493

Showing Results 1 - 40, Page 1 of 18

Home Trends in Weston, MA

Housing Trends

Median Sale Price
$3,735,000
Median Single Family Sale Price
$3,750,000
Median 2 Bedroom Sale Price
$765,000
Average Price Per Sq Ft
$737
Number of Homes for Sale
5
Last 12 months Home Sales
10
Months of Supply
6.00
Median List Price
$3,750,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
30%
How to Buy a Home How to Finance a Home How to Sell a Home