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Westwood, MA Homes for Sale with Garage

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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
  • /20

    $849,900

    $20K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 1,419 Sq Ft

    290 East St, Westwood, MA 02090

    An inviting opportunity to own a slice of Westwood! Great condo alternative! Charming Cape-style home set on a private half-acre lot in desirable Islington. A commuter’s dream just minutes to the train, major highways, Islington Village, Norfolk Country Club, and Downey Elementary, with sidewalks leading to all. This welcoming 5-bedroom home offers a flexible floor plan ideal for today’s

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, 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
  • /30

    $5,999,000

    $1M PRICE DROP
    • 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
  • /32

    $4,000,000

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

    157 Grove St, Westwood, MA 02090

    A private estate on 11 spectacular acres, this distinguished 1912 residence offers timeless character, exceptional privacy and resort-like living in one of the Boston area's most desirable settings. The 5-bedroom home features 4,500+ square feet of beautifully maintained living space, blending classic architectural details with modern comfort. Grand living, dining and sunrooms, an intimate

    Bell Property Partners Compass

    157 Grove St, Westwood, MA 02090
  • /30

    $2,795,000

    $60K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,700 Sq Ft

    36 Kingswood Rd, Westwood, MA 02090

    Beautifully crafted NEW CONSTRUCTION home offering over 5,700 sf of finished living space, including a newly completed lower level. Privately situated on a cul-de-sac and abutting Hale Reservation, this exceptional property combines luxury, comfort, and thoughtful design. A dramatic central staircase anchors the open floor plan, while the chef’s kitchen features premium appliances, custom

    Roula Gallis Bakis Artemis Realty

    36 Kingswood Rd, Westwood, MA 02090
  • /42

    $1,895,000

    $204K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 5,263 Sq Ft

    10 Peartree Dr, Westwood, MA 02090

    Gorgeous, spacious colonial set on an acre in one of Westwood’s most coveted, quiet, picturesque neighborhoods. Main level offers open kitchen, dining and family room plus formal living room with fireplace. Family room is a true showstopper with soaring ceilings and exceptional natural light. Main-level makes entertaining easy w/ wet bar and seamless indoor-outdoor flow to a large patio, hot tub,

    Michael Tinsley Longwood Residential, LLC

    10 Peartree Dr, 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
  • /34

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,387 Sq Ft

    583 Gay St, Westwood, MA 02090

    Welcome to this spacious and inviting 3-bedroom in the desirable area of Westwood. 583 Gay St is a sun-filled home with over 3+ acres of privacy yet minutes to Islington Center, Rt 128 and Legacy Place. The main home boasts ample living space, including a living room, a generously sized modern kitchen with updated appliances, an office and 3 generous sized bedrooms. The property also features a

    The Shulkin Wilk Group Compass

    583 Gay St, 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
  • /25

    $1,399,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    202 Washington St, Westwood, MA 02090

    Victorian gem in the heart of Westwood’s sought-after Pine Hill school district. Just 0.2 miles to Islington Center (Muffin House / CVS) and a 0.1-mile walk to the Islington train station, ideal for commuters.Soaring ceilings, ornate woodwork, pocket doors, and a grand entry highlight the home’s historic charm, complemented by modern updates including new central air/heat (2024) and a refinished

    Tanner Payne Biddlee RE Inc

    202 Washington St, Westwood, MA 02090
  • /30

    $1,350,000

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    76 Washington St, Westwood, MA 02090

    Experience the distinguished allure of 76 Washington St, a magnificent single-family residence in Westwood, MA. Constructed in 1917, this expansive property spans 3,648 square feet of sophisticated living space, offering an unparalleled opportunity for refined living. The residence features five well-appointed bedrooms, providing ample private accommodations. Complementing these are two full

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

    76 Washington St, Westwood, MA 02090
  • /40

    $879,000

    • 4 Beds
    • 3.5 Baths
    • 1,804 Sq Ft

    387 Washington St, Westwood, MA 02090

    Discover a distinguished single-family residence in great condition in Islington, Westwood. This attractive property offers 1804 square feet of refined living space, presenting a unique opportunity for discerning buyers. The kitchen is thoughtfully appointed with custom cabinets & quartz counters, providing an elegant and functional space for culinary endeavors. Complementing the interior, the

    Thuy Vo Kava Realty Group, Inc.

    387 Washington St, Westwood, MA 02090
  • /40

    $2,850,000

    • 5 Beds
    • 4.5 Baths
    • 5,890 Sq Ft

    10 Rockmeadow Rd, Westwood, MA 02090

    Classic and understated exterior belies the custom features of this thoughtfully concieved, sun-drenched, open-flow home with every imaginable high-end feature. Set on a professionally landscaped acre in a desired, walk to town neighborhood, this immaculate home features 9-foot ceilings and custom moldings throughout, amazing storage and room for expansion in the walk-up third level. Open-flow

    Barbara Shea Shea Realty Group

    10 Rockmeadow Rd, Westwood, MA 02090
  • /42

    $2,650,000

    $49K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,736 Sq Ft

    11 Briarwood Dr, Westwood, MA 02090

    A must-see, beautifully designed custom Colonial with detailed millwork and gleaming hardwood floors throughout. The main level offers a formal living room/study, dining room, walk-in pantry, mudroom and half bath. The gourmet kitchen showcases high-end appliances and an 8ft island, flowing seamlessly into a sunlit breakfast area and family room with coffered ceilings, built-ins, and gas

    Yebba Roy Team Coldwell Banker Realty - Westwood

    11 Briarwood Dr, 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
  • /39

    $1,398,000

    • 5 Beds
    • 2.5 Baths
    • 2,683 Sq Ft

    9 Wessex Dr, Westwood, MA 02090

    Beautifully updated meticulously maintained solar powered 4+BR/2BA expanded Cape w 2-car attached garage in Westwood’s sought-after in-town Center/Hartford St neighborhood. Enjoy a walk-to-town lifestyle w convenient access to top-rated schools, parks, Hale Reservation, commuter rail, shopping, dining, & University Station. This spacious home offers an updated kitchen with slider to the backyard,

    Lexi Crivon Coldwell Banker Realty - Boston

    9 Wessex Dr, Westwood, MA 02090
  • /32

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 3,273 Sq Ft

    5 Albemarle Rd, Norwood, MA 02062

    Welcome to 5 Albemarle Road, a spacious single-family home in a desirable Norwood neighborhood. Offering over 3,200 sq. ft. of living space with 3 bedrooms and multiple full bathrooms, this property provides plenty of room for everyday living, entertaining, guests, and a home office. Set on a generous and well landscaped lot, the home offers privacy, outdoor space, and great potential for buyers

    Michelle Coleman 78 Properties

    5 Albemarle Rd, Norwood, MA 02062
  • /35

    $2,725,000

    $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
  • /40

    $1,725,000

    • 4 Beds
    • 4.5 Baths
    • 4,230 Sq Ft

    7 Pettees Pond Ln, Walpole, MA 02081

    Beautiful move in ready home offers many opportunities. Direct access to Pettes Pond is a rare asset to enjoy all year long. Views from all floors of living space create a tranquil private setting. The updated home boasts two story ceilings, hardwoods, floor to ceiling windows and two offices. The newer kitchen has a large island, plenty of counter space and separate breakfast area. The family

    Elena Price Coldwell Banker Realty - Westwood

    7 Pettees Pond Ln, Walpole, MA 02081

Home Price Trends

Median Sale Price
$1,195,000
Median Single Family Sale Price
$1,255,000
Median Townhouse Sale Price
$870,000
Median 2 Bedroom Sale Price
$825,000
Median 1 Bedroom Sale Price
$585,000
Average Price Per Sq Ft
$523
Number of Homes for Sale
23
Last 12 months Home Sales
130
Months of Supply
2.10
Median List Price
$1,229,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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