4,442

Middlesex, MA Homes

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  • /39

    $38,000,000

    • 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
  • /31

    $2,060,000 Sold Jun 04, 2025

    • 3,734 Sq Ft
    • $552/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1964

    15 Bakers Hill Rd, Weston, MA 02493

    This beautifully updated, Colonial will amaze you with its extensive updates, sophisticated details and natural light throughout. The welcoming foyer leads to a fireplaced, spacious living room and grand dining room. The modern kitchen offers a coffee and wine bar, center island and bright eat-in area offering access to an updated and expanded deck overlooking the gorgeous backyard. The adjoining

    Beyond Boston Properties Group Compass

    15 Bakers Hill Rd, Weston, MA 02493
    • /38

      Est $4,667,456 Not Listed For Sale

      • 6 Beds
      • 7.5 Baths
      • 8,000 Sq Ft

      55 Radcliffe Rd, Weston, MA 02493

      55 Radcliffe Rd, Weston, MA 02493
  • /40

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 4,465 Sq Ft

    56 Arrowhead Rd, Weston, MA 02493

    Move in ready 10-room, 4-bedroom Colonial nestled in a highly desirable neighborhood. The gracious dining room and formal living room with wood-burning fireplace offer timeless elegance, perfect for entertaining or relaxed evenings. A chef’s eat-in kitchen features stainless appliances, a walk-in pantry, and an expansive island, flowing seamlessly into a sunlit family room with access to a large

    Denise Mosher Coldwell Banker Realty - Weston

    56 Arrowhead Rd, Weston, MA 02493
  • /39

    $2,650,000 Sold Jun 03, 2025

    • 5,444 Sq Ft
    • $487/SF
    • 223 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2015

    82 Brook Rd, Weston, MA 02493

    Stunning 2015 custom colonial boasts impeccable finishes on a large, level, fenced in yard in a popular neighborhood setting. An open, sun-filled floor plan is perfect for entertaining and family living with views from every window, and a superb commuter location, offering a pristine, impeccably maintained home and the best of country and convenience. Stylish and inviting, the house has a

    Denise Mosher Coldwell Banker Realty - Weston

    82 Brook Rd, Weston, MA 02493
    • /35

      Est $2,110,332 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,560 Sq Ft

      380 Winter St, Weston, MA 02493

      380 Winter St, Weston, MA 02493
  • /42

    $1,699,000

    • 4 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    254 Conant Rd, Weston, MA 02493

    Iconic Jesse Sumner Viles House, circa 1847, blends classic Greek Revival architecture with modern updates. This sunlit 4-bed antique sits on .79 acres of level meadow, upland. A farmer’s porch opens to a welcoming main hall, oversized great room with fireplace, and formal dining room. The updated country kitchen with farmers sink, custom cabinets, quartz countertops and stainless steel

    Chaplin Partners Compass

    254 Conant Rd, Weston, MA 02493
  • /42

    $6,350,000 Sold Jun 02, 2025

    • 8,278 Sq Ft
    • $767/SF
    • 85 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2025

    5 Walnut Rd, Weston, MA 02493

    Sophisticated transitional shingle style new construction on a level South Side lot. Quality finishes w/ exceptional lighting design & attention to detail. Fluted rift-cut white oak kitchen with oversized 6-seat island, built-in banquette & custom breakfast table. Family & Sun room w/ gas fireplaces. Butler’s pantry w/ wine cooler & dishwasher connects to dining room w/ built-in cabinetry.

    Chaplin Partners Compass

    5 Walnut Rd, Weston, MA 02493
    • /31

      Est $1,441,299 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,815 Sq Ft

      56 None Such Way, Weston, MA 02493

      56 None Such Way, Weston, MA 02493
  • /3

    $1,765,000

    • Land
    • 2.19 Acres
    • $805,936 per Acre

    37 School St, Weston, MA 02493

    OPPORTUNITY TO RENOVATE/EXPAND EXISTING HOME or BUILD YOUR DREAM HOUSE IN TOP SOUTH SIDE WESTON LOCATION. Beautiful, mature, 2.19 acre lot with existing 4 bedroom home a premier location with sidewalks to Weston’s top schools, award winning library, vibrant town center, newly renovated Memorial Pool and Land’s Sake Farm. Only 15 miles to Boston and close to all major routes (2.5 miles to entrance

    Denise Mosher Coldwell Banker Realty - Weston

    37 School St, Weston, MA 02493
  • /38

    $2,550,000 Sold May 29, 2025

    • 4,071 Sq Ft
    • $626/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    30 Trailside Rd, Weston, MA 02493

    Located in the desirable South Side neighborhood, this pristine residence is sited on 1.9 acres of land at the end of a cul de sac. Extensively updated this colonial w/ contemporary flair, has a wonderful open floor plan which maximizes flow & function. Designed for today’s style of living offering ample space for grand scale entertaining as well as cozy gatherings, & the best of indoor-outdoor

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    30 Trailside Rd, Weston, MA 02493
    • /11

      Est $1,077,700 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,155 Sq Ft

      44 None Such Way, Weston, MA 02493

      44 None Such Way, Weston, MA 02493
  • /42

    $8,999,999

    • 5 Beds
    • 9 Baths
    • 7,382 Sq Ft

    8 Conant Rd, Weston, MA 02493

    8 Conant Road is a grand estate that offers the perfect balance of ultimate privacy and the convenience of living in the heart of Weston’s center. This completely remodeled Tudor Revival sits on 3.05 acres, surrounded by magnificent gardens and mature landscaping, and perfectly placed at the end of a quiet street. The detached carriage house, also fully remodeled, features an apartment, 2

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    8 Conant Rd, Weston, MA 02493
  • /23

    $1,525,000 Sold May 28, 2025

    • 2,369 Sq Ft
    • $644/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1929

    7 Highland St, Weston, MA 02493

    This beautifully renovated 4-bedroom brick colonial blends elegance with modern design, offering over 2,350 sq ft of living space. Every detail has been thoughtfully updated for both style and functionality. The first floor features a spacious family room with wall-to-wall windows, filling the space with natural light, complemented by hardwood floors and a wood-burning fireplace, perfect for

    Dean Poritzky Engel & Völkers Wellesley

    7 Highland St, Weston, MA 02493
    • /39

      Est $2,556,279 Not Listed For Sale

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

      102 Byron Rd, Weston, MA 02493

      102 Byron Rd, Weston, MA 02493
  • /35

    $2,895,000

    • 5 Beds
    • 3.5 Baths
    • 5,100 Sq Ft

    137 Wellesley St, Weston, MA 02493

    Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

    Dean Poritzky Engel & Völkers Wellesley

    137 Wellesley St, Weston, MA 02493
  • /27

    $1,050,000 Sold May 23, 2025

    • 1,628 Sq Ft
    • $645/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1880

    12 Highland St, Weston, MA 02493

    Whether you envision a full renovation or an elegant new build, this 8-room home, 3 bedrooms, 1.5 baths, 1-car garage is your blank canvas situated on 1 Acre lot. The essentials are in place with a brand-new septic system and a new furnace- just bring your creativity and customize the space to your exact needs & preferences. Top rated schools and fantastic commuter location, walking distance to

    Esin Susol Team William Raveis R. E. & Home Services

    12 Highland St, Weston, MA 02493
    • /42

      Est $2,609,434 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,000 Sq Ft

      44 Hubbard Rd, Weston, MA 02493

      44 Hubbard Rd, Weston, MA 02493
  • /23

    $1,650,000 Open Sun 12:30PM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

    167 Conant Rd, Weston, MA 02493

    Welcome to this much-admired, quintessential New England home, set back from the road on a scenic knoll with stone walls and a circular drive. Inside, a gracious foyer opens to a fireplaced family room and a front-to-back living room with another fireplace. Rich in timeless detail, this 1940s gem features a formal dining room with built ins, eat in kitchen with gas range, home office with

    Denise Mosher Coldwell Banker Realty - Weston

    167 Conant Rd, Weston, MA 02493
  • /24

    $425,700 Sold May 23, 2025

    • 1,216 Sq Ft
    • $350/SF
    • 42 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    1 Livermore Ln, Weston, MA 02493

    Entry-Only Listing. Buyers to do all due diligence. Deed Restrictions Apply. Applicant Qualifications Include: 2024 Income Limits (150% of area median income): 1 person $156,345; 2 person $178,680; 3 person $201,015; 4 person - $223,350; 5 person $241,218; 6 person - $259,086. Household Asset Limit $250,000.

    Jason Mahoney Esq. Vitruvius Realty

    1 Livermore Ln, Weston, MA 02493
    • /35

      Est $2,590,507 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,168 Sq Ft

      16 Chiltern Rd, Weston, MA 02493

      16 Chiltern Rd, Weston, MA 02493
  • /42

    $8,295,000

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

    286 Country Dr, Weston, MA 02493

    This exceptional estate, set in one of Weston’s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    286 Country Dr, Weston, MA 02493
  • /23

    $2,030,000 Sold May 15, 2025

    • 4,800 Sq Ft
    • $423/SF
    • 5 Days On Market
    • 7 Beds
    • 3 Baths
    • Built 1958

    14 Bradford Rd, Weston, MA 02493

    Rare opportunity to move into this well-loved home, custom built & designed by the original owners in sought after Bradford rd neighborhood. This extraordinary large home will accommodate the largest of families. Consisting of a total of eleven rooms, seven bedrooms and three full baths. Featuring a mid-century modern design with an open concept first floor living area with over sized windows and

    Britta Reissfelder Coldwell Banker Realty - Canton

    14 Bradford Rd, Weston, MA 02493
    • /39

      Est $4,709,524 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,489 Sq Ft

      49 Hubbard Rd, Weston, MA 02493

      49 Hubbard Rd, Weston, MA 02493
  • /27

    $1,695,000

    217 Summer St, Weston, MA 02493

    Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

    Eric Glassoff Coldwell Banker Realty - Brookline

    217 Summer St, Weston, MA 02493
  • /21

    $2,680,000 Sold May 15, 2025

    • 5,660 Sq Ft
    • $473/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1987

    27 Brenton Rd, Weston, MA 02493

    West Coast meets East Coast at this chic & cool contemporary oasis. Situated on a cul de sac among a very private 2.33 acres in desirable south side Weston. Inside you’ll be welcomed by a 2 story foyer, floor to ceiling windows which surround the shiny white modern chefs kitchen & open up to a FR adorned with a stone fireplace that brings in that cozy NE charm. A modern front to back fireplace in

    Sheryl Simon Gibson Sotheby's International Realty

    27 Brenton Rd, Weston, MA 02493
    • /37

      Est $2,456,886 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,615 Sq Ft

      21 Gail Rd, Weston, MA 02493

      21 Gail Rd, Weston, MA 02493
  • /34

    $13,850,000

    • 7 Beds
    • 11 Baths
    • 12,120 Sq Ft

    21 Chestnut St, Weston, MA 02493

    This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

    Maggie Gold Seelig MGS Group Real Estate LTD

    21 Chestnut St, Weston, MA 02493
  • /40

    $2,750,000 Sold May 15, 2025

    • 4,149 Sq Ft
    • $663/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1981

    200 Hickory Rd, Weston, MA 02493

    **OPEN HOUSE SAT 2/22 & SUNDAY 2/23 11:30-1:00 *** Looking for a wonderful Southside location? Well this one comes with a lovely center entrance colonial sitting on a beautiful 1.4 acre lot. This custom built home has 4 beds, 2 full & 2 half baths and plenty of room for entertaining. The newer eat-in kitchen opens to a beautiful patio & fenced yard and flows seamlessly with the family room

    Diane Capodilupo Diane Capodilupo & Company

    200 Hickory Rd, Weston, MA 02493
    • /42

      Est $2,286,606 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,341 Sq Ft

      94 Oak St, Weston, MA 02493

      94 Oak St, Weston, MA 02493
  • /29

    $7,498,000

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

    180 Highland St, Weston, MA 02493

    This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

    Teri Adler MGS Group Real Estate LTD - Wellesley

    180 Highland St, Weston, MA 02493
  • /36

    $2,960,000 Sold May 15, 2025

    • 4,624 Sq Ft
    • $640/SF
    • 4 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1940

    243 Ridgeway Rd, Weston, MA 02493

    Beautifully renovated and expanded, this 1940 Colonial exudes warmth and charm with a thoughtful blend of original features & modern updates. A sun-splashed foyer opens to a gorgeous front to back living room with fireplace, and french doors leading to a sunroom with windows on three sides. Elegant dining room & adjoining butler's pantry flow into beautiful bright eat- in kitchen with expansive

    The Shulkin Wilk Group Compass

    243 Ridgeway Rd, Weston, MA 02493
    • /19

      Est $2,289,453 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,823 Sq Ft

      19 Byron Rd, Weston, MA 02493

      19 Byron Rd, Weston, MA 02493
  • /28

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,423 Sq Ft

    423 Concord Rd, Weston, MA 02493

    This striking five-bedroom contemporary home, set on more than 1.8 acres, seamlessly blends modern design with the natural beauty of its surroundings. With 6,400 square feet of living space, it’s ideally located next to miles of conservation land and trails—perfect for those seeking a private retreat in nature. Upon entering, you're greeted by a spacious foyer bathed in natural light from

    Dean Poritzky Engel & Völkers Wellesley

    423 Concord Rd, Weston, MA 02493
  • /3

    $3,500,000 Sold May 09, 2025

    • 4,000 Sq Ft
    • $875/SF
    • 3 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2010

    8 Kettle Ln Unit 8, Weston, MA 02493

    Discover the epitome of luxury living in Weston’s premier active adult community, Highland Meadows. This stunning 10-room, 3-bedroom, 3 full and two half bath single-family home offers approximately 4000 square feet of living space, thoughtfully designed and built to luxury specifications. From the gracious foyer, step into the living room with a cozy fireplace, perfect for relaxing evenings.

    Leah Hart Coldwell Banker Realty - Weston

    8 Kettle Ln Unit 8, Weston, MA 02493
    • /2

      Est $2,589,237 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,495 Sq Ft

      17 Hawthorne Ln, Weston, MA 02493

      17 Hawthorne Ln, Weston, MA 02493
  • /39

    $3,200,000

    • 5 Beds
    • 7 Baths
    • 6,096 Sq Ft

    7 Rockport Rd, Weston, MA 02493

    Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

    Vito Capraro Aluxety

    7 Rockport Rd, Weston, MA 02493
  • /35

    $2,390,000 Sold May 06, 2025

    • 4,615 Sq Ft
    • $518/SF
    • 12 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1960

    110 Cherry Brook Rd, Weston, MA 02493

    Nestled in a prestigious and well-established Weston neighborhood, this exquisite Colonial-style home offers over 4,615 square feet of refined living space across three beautifully designed levels. Impeccably maintained, the residence is move-in ready and offers a blend of spacious comfort and practical design with modern conveniences. At the heart of the home, a grand family room with soaring

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    110 Cherry Brook Rd, Weston, MA 02493
    • /21

      Est $3,366,612 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,802 Sq Ft

      25 Byron Rd, Weston, MA 02493

      25 Byron Rd, Weston, MA 02493
  • /42

    $19,850,000

    • 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

Showing Results 121 - 160, Page 4 of 18

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