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Westwood, MA Homes for Sale with Garage

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  • /37

    $2,599,000

    • 5 Beds
    • 5.5 Baths
    • 4,600 Sq Ft

    216 Oak St, Westwood, MA 02090

    Exceptional 2-year-young custom Colonial with 3-car garage, set on ~1 acre of landscaped grounds, featuring 5 spacious bedrooms, each with its own ensuite bath, blending modern luxury, thoughtful design, and everyday comfort. A stunning chef’s kitchen offers Miele and Gaggenau appliances, two dishwashers, quartz countertops, custom cabinetry, and a butler’s pantry for effortless entertaining. A

    Anna Federico Bel Air Properties

    216 Oak St, Westwood, MA 02090
  • /24

    $2,495,000

    New Construction $230K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    298 Summer St, Westwood, MA 02090

    This sophisticated New England farmhouse is set on Westwood’s iconic Summer Street. Recently completed, it offers 4,700 square feet of living space that blends classic detail with tasteful contemporary design. The gourmet kitchen is a culinary enthusiast’s dream, featuring granite countertops and a substantial island ideal for both preparation and casual dining. It opens to a fireplaced living

    John Boyle LandVest, Inc.

    298 Summer 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
  • /40

    $2,295,000

    • 5 Beds
    • 3 Baths
    • 5,021 Sq Ft

    11 Pettees Pond Ln, Westwood, MA 02090

    Move in ready this custom built home has been lovingly maintained and lightly lived in with many updates including roof, HVAC, windows just to name a few. Culdesac location offers privacy and is set back on over 4+ acres of manicured grounds with circular drive. Open and spacious refined living space boasts wonderful natural sunlight beaming through the large windows. There are high ceilings and

    Elena Price Coldwell Banker Realty - Westwood

    11 Pettees Pond Ln, Westwood, MA 02090
  • /42

    $1,995,000

    $104K 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
  • /42

    $2,648,888

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    39 Peartree Dr, Westwood, MA 02090

    Showstopping & thoughtfully renovated throughout, this standout home offers the perfect mix of clean design, high-end finishes & everyday functionality in one of the area’s most sought-after neighborhoods. The main level is bright, open, and versatile featuring a beautifully designed kitchen w/ oversized island, custom cabinetry & seamless flow into both the dining area & living spaces. A

    Laryssa Dias-DeSouza Laryssa Dias

    39 Peartree Dr, Westwood, MA 02090
  • /42

    $2,699,000

    • 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
  • /35

    $2,795,000

    • 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
  • /32

    $6,950,000

    Open Sat 1:30PM - 3PM $550K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /20

    $870,000

    • 5 Beds
    • 1.5 Baths
    • 1,419 Sq Ft

    290 East St, Westwood, MA 02090

    An inviting opportunity to own a slice of Westwood heaven. Charming Cape-style home set on a private half-acre lot along East Street in sought-after 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 suited for today’s

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, 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
  • /40

    $899,900

    $50K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    53 Dean St, Westwood, MA 02090

    Welcome to this charming 4-bedroom, 1.5-bath bungalow ideally situated on a quiet, rarely available street in desirable Westwood. This well-maintained home offers a warm and inviting layout filled with character and timeless appeal. The spacious yard provides plenty of room for outdoor enjoyment, gardening, or entertaining, while the detached two-car garage adds convenience and additional

    Ronald Oliveira RE/MAX Vantage

    53 Dean 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
  • /22

    $919,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,839 Sq Ft

    215 Blue Hill Dr, Westwood, MA 02090

    Move right in to this conveniently located three + bedroom, two full bath home with just over an acre of land in sought after Westwood. This well maintained, sun-filled home features updated kitchen, newer roof, windows and boiler, making it perfect for immediate occupancy, with potential for expansion (or teardown/rebuild), or add an accessory dwelling unit. Enjoy garage parking + carport,

    Michael Lord Capital Realty Group

    215 Blue Hill Dr, Westwood, MA 02090
  • /16

    $1,415,000

    $85K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,989 Sq Ft

    69 Abbey Rd Unit 69, Westwood, MA 02090

    Stop maintaining more house than you need. 69 Abbey Road at Homes at 45 offers the freedom to simply close the door and go — in one of Westwood's most sought-after 55+ communities. The chef's kitchen is the heart of this home — an entertainer's island anchors the space with room for everyone to gather. The open floor plan flows into a bright dining area and spacious great room anchored by a gas

    Brooke Brown Coldwell Banker Realty - Westwood

    69 Abbey Rd Unit 69, Westwood, MA 02090
  • /40

    $1,095,000

    • 4 Beds
    • 3 Baths
    • 3,229 Sq Ft

    15 Gay Street Extension, Westwood, MA 02090

    Amazingly located within steps to Pine Hill School, trains, hwy, shopping&restaurants this spacious home is bursting with natural light. Greet guests at the front porch which leads into the foyer. The open and expanded kitchen is perfect for adding a large farmers table or island. There is a separate dining area, office or guest bedroom, and a generous sized family room with stone fireplace

    Elena Price Coldwell Banker Realty - Westwood

    15 Gay Street Extension, 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
  • /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
  • /29

    $829,000

    Open Sat 11AM - 12:30PM $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,493 Sq Ft

    130 University Ave Unit 1312, Westwood, MA 02090

    Welcome to Westwood Place, one of the area’s premier luxury communities, ideally situated just moments from AMTRAK and MBTA lines, Wegmans, the new Topgolf, upscale dining, shopping, and Life Time Fitness. This stunning corner unit offers 2 bedrooms and 2 full bathrooms, perfectly positioned to capture serene views of the Blue Hills. Designed with both comfort and style in mind, the open-concept

    Livingston Group Compass

    130 University Ave Unit 1312, 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
  • /38

    $1,749,000

    Open Thu 3PM - 5PM
    • 5 Beds
    • 3.5 Baths
    • 4,002 Sq Ft

    17 Lancaster Dr, Westwood, MA 02090

    Stunning 10 Room, 5 Bedroom 3.5 Bath expanded Cape offering 4,000± SF of dramatic living space & set on a magnificent half-acre lot in one of Westwood's most sought after neighborhoods near Westwood center. Step inside this proudly maintained & tastefully updated home & enjoy all of its splendor. The sunny first floor with sparkling wood floors includes a living room, formal dining room, family

    Tom Aaron Coldwell Banker Realty - Wellesley

    17 Lancaster Dr, Westwood, MA 02090
  • /41

    $799,000

    Open Sat 11:30AM - 1:30PM
    • 4 Beds
    • 2 Baths
    • 2,131 Sq Ft

    56 Yarmouth Rd, Norwood, MA 02062

    Great location for this bright and spacious home offering an open floor plan with room for everyone! The main level offers a living room with a gas fireplace, updated eat-in kitchen with breakfast bar and bonus area ideal for a dining room or den, three bedrooms and an updated full bath. The large lower level offers a fourth bedroom, a recreation/playroom, another full bath, a wood-burning

    Marie Moore Shapiro Charlesgate Realty Group LLC

    56 Yarmouth Rd, Norwood, MA 02062
  • /42

    $899,900

    $45K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,448 Sq Ft

    193 Vincent Rd, Dedham, MA 02026

    Spacious 5-bedroom Cape in sought-after Greenlodge—offering exceptional value and commuter convenience. This oversized home blends classic charm with modern updates, featuring a sun-filled living room with fireplace and picture window. The renovated kitchen showcases stone countertops, stylish cabinetry, and stainless steel appliances, opening to a generous family room—ideal for everyday living

    Erin Thomas Conway - Walpole

    193 Vincent Rd, Dedham, MA 02026
  • /42

    $799,900

    Open Thu 5PM - 6PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    4 Flintlock Ln, Dedham, MA 02026

    Can you say curb appeal? Set on over a half-acre of level land in desirable Greenlodge, this beautifully updated and well-maintained home is a must-see. A lovely new walkway and front stairs welcome you inside. The main level features a modern kitchen with picture window and stainless steel appliances open to the dining room; a spacious living room with bay window, hardwood flooring, 3 generously

    Watson Homes Team RE/MAX Real Estate Center

    4 Flintlock Ln, Dedham, MA 02026

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,230,000
Median Single Family Sale Price
$1,260,000
Median Townhouse Sale Price
$870,000
Median 2 Bedroom Sale Price
$834,500
Median 1 Bedroom Sale Price
$553,500
Average Price Per Sq Ft
$523
Number of Homes for Sale
20
Last 12 months Home Sales
134
Months of Supply
1.80
Median List Price
$1,227,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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