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Westwood, MA Homes for Sale with Acreage

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  • /40

    $6,950,000

    $550K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /41

    $3,490,000

    $505K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,286 Sq Ft

    9 Stonegate Dr, Westwood, MA 02090

    NEW PRICE! Built in 2004 the first owner redid the interior space over 5 years w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining

    Michael Viano Coldwell Banker Realty - Westwood

    9 Stonegate Dr, Westwood, MA 02090
  • /42

    $4,495,000

    • 6 Beds
    • 6.5 Baths
    • 8,827 Sq Ft

    20 Longmeadow Dr, Westwood, MA 02090

    Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz

    Peter Cwieka Media Realty Group Inc.

    20 Longmeadow Dr, Westwood, MA 02090
  • /32

    $4,000,000

    • 5 Beds
    • 4 Baths
    • 5,090 Sq Ft

    157 Grove St, Westwood, MA 02090

    A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an

    Bell Property Partners Compass

    157 Grove St, Westwood, MA 02090
  • /27

    $7,250,000

    • 6 Beds
    • 7.5 Baths
    • 10,765 Sq Ft

    111 Summer St, Westwood, MA 02090

    Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a

    The Shulkin Wilk Group Compass

    111 Summer St, Westwood, MA 02090
  • /33

    $1,199,000

    Open Sun 11:30AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    45 Blueberry Ln, Westwood, MA 02090

    Welcome to 45 Blueberry Lane, a timeless Colonial set on a picturesque 1.08-acre lot in one of Westwood's most sought-after neighborhoods. Tucked away on a quiet side street, this home is a peaceful retreat, offering a rare combination of privacy, luxury, and convenience, just minutes from top-rated schools, shopping, parks, commuter rail, and major highways. From the moment you arrive, you'll

    DeWolfe Group Gibson Sotheby's International Realty

    45 Blueberry Ln, Westwood, MA 02090
  • /40

    $2,695,000

    Open Sun 12:30PM - 2:30PM
    • 7 Beds
    • 5.5 Baths
    • 5,343 Sq Ft

    110 Rockmeadow Rd, Westwood, MA 02090

    Exceptional custom Colonial built in 2018, ideally situated on a beautifully landscaped one-acre corner lot in Westwood's highly sought-after Pine Hill School District. Offering over 5,300 sq. ft., this meticulously maintained home features 7+ bedrooms, 5.5 baths, a stunning chef's kitchen with oversized island, granite countertops, stainless appliances, and an open floor plan to the fireplaced

    mark maher eXp Realty LLC

    110 Rockmeadow Rd, Westwood, MA 02090
  • /38

    $7,750,000

    $240K PRICE DROP
    • 8 Beds
    • 12 Baths
    • 17,175 Sq Ft

    18 Longmeadow Dr, Westwood, MA 02090

    Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the

    John Boyle LandVest, Inc.

    18 Longmeadow Dr, Westwood, MA 02090
  • /42

    $1,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,032 Sq Ft

    147 Mill St, Westwood, MA 02090

    Elegantly updated sprawling ranch abutting conservation land and numerous trails. Super private and quiet, close to Westwood Center. Brick appointed exterior with a farmer's porch and two decks . Privately set, surrounded by many wonders of nature and a large private Tennis Court with exterior lighting and electric charging access for all sorts of fun activities to be enjoyed all year round.

    Lewis Fojtik Metro Real Estate and Design, LLC

    147 Mill St, Westwood, MA 02090
  • /26

    $8,800,000

    $890K PRICE DROP
    • 7 Beds
    • 8 Baths
    • 12,762 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining

    John Boyle LandVest, Inc.

    401 Sandy Valley Rd, Westwood, MA 02090
  • /8

    $1,195,000

    • 5 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    355 High St, Westwood, MA 02090

    Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors

    Jane Wemyss Compass

    355 High St, Westwood, MA 02090
  • /35

    $2,725,000

    Open Sun 11:30AM - 1PM $70K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,803 Sq Ft

    2 Stonegate Ln, Dover, MA 02030

    Gracious Shingle Style Mansion in coveted estate neighborhood is a rare combination of privacy and grandeur. With soaring ceilings and spanning over 8,800 square feet of living space, this house meets the desires of families, or entrepreneurial spirits with a love of larger homes. Beautifully crafted with custom details, millwork, moldings, and fine cabinetry throughout. A formal living room with

    David McDonough Coldwell Banker Realty - Wellesley

    2 Stonegate Ln, Dover, MA 02030
  • /38

    $5,495,000

    • 5 Beds
    • 7 Baths
    • 10,407 Sq Ft

    4 Wilson's Way, Dover, MA 02030

    Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace &

    Melissa Dailey Coldwell Banker Realty - Wellesley

    4 Wilson's Way, Dover, MA 02030

Home Price Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,300,000
Median 2 Bedroom Sale Price
$812,000
Average Price Per Sq Ft
$530
Number of Homes for Sale
22
Last 12 months Home Sales
123
Months of Supply
2.10
Median List Price
$1,249,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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