Real Estate & Homes for Sale in Westwood

Westwood, Massachusetts, is one of the most sought-after suburban communities in the Greater Boston area. Its thriving real estate market offers a range of opportunities for buyers and investors alike. With westwood houses for sale, including single-family homes, condos, and luxurious estates, Westwood real estate continues to attract interest from across the state and beyond.

As of May 2024, the median home value in Westwood stands at $1,210,236, reflecting an impressive 11.3% increase from the previous year. The Westwood MA real estate market is characterized by high demand and limited supply. Homes here receive an average of nine offers and typically sell within 14 days of listing. This fast-paced market often sees properties selling above their list price, with hot homes fetching up to 11% more than the asking price.

Available Homes for Sale in Westwood MA

This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 31.43 secluded acres. It offers 10,300+ sq ft of open living area, which takes advantage of long views over the infinity pool to a stream-fed pond with boat house. Inside, details such as floor-to-ceiling windows that rise to 20 ft heights, and a three-season porch create a seamless flow from outdoors to in. Thoughtfully conceived, with interior design by Meichi Peng, the house includes soaring Venetian plaster walls, porcelain tile floors with radiant heat, a stunning kitchen, a beautiful primary suite, plus 5 ensuite bedrooms including a connected 2-bedroom guest house. There is also a glass-enclosed wine cellar, a home theater, and gym. A workshop and studio space can be found in the 2,800 sq ft barn across the large circular driveway from the main house. This private estate offers an ideal work-from-home environment close to Boston.

$12,500,000 Active

300 Summer Street Westwood, Massachusetts

6 Beds 9 Baths 10,309 SqFt 31.43 Acres

Special and rare as they come - a must see in person to experience the property. Close to Boston, the long drive-way keeps the estate private and hidden. 27 acres allows for outdoor sports, private events, entertainment and more. Main house is a beautiful well-appointed brick Georgian Colonial, with first floor offering a front-to-back foyer, grand living room with 2 FP,'s, FP dining room, two (his/her) home offices, large cooks eat-in kitchen with loads of storage, great room with a real bar, stone FP. Second levels offer 9 bedrooms. Master suite is boxed in with windows to capture the views of the vast property. Fireplace, sitting room, his/her walk in closets, and oversized marble bath contribute to the zen feel of this bedroom space. 8 additional beds & Laundry This property provides an"in-law" house, with its own entry. The pool house is its own sanctuary: indoor and outdoor cooking areas, living room, bedroom and more. Oversized pool, tennis/pickle ball court, wine cellar.

$12,500,000 Active

151 Grove Street Westwood, Massachusetts

15 Beds 13 Baths 13,754 SqFt 27.2 Acres

Welcome to 20 Longmeadow Drive. A magnificent estate nestled in one of the most sought after neighborhoods in Westwood. Sited on a sprawling 3-acre lot, this property offers the perfect blend of privacy and elegance. From the tree-lined driveway, you are greeted by the exterior grandeur showcasing this classic New England style home with beautifully landscaped grounds. Step inside, you are struck by the attention to detail and the generous 2 story foyer. The oversized windows throughout, flood the home with natural light. The formal rooms include fireplaces and layers of moulding. A gourmet kitchen, with high-end appliances, new quartz countertops, and spacious island opens to an expansive family room, perfect for entertaining. The primary suite offers a luxurious bath and walk-in closet. Additional bedrooms are generously sized providing privacy for family and guests. Outdoor entertainment exudes on one of the patios enjoying the fire pit or the expansive grounds. A true family oasis!

$4,195,000 Pending

20 Longmeadow Drive Westwood, Massachusetts

6 Beds 8 Baths 8,827 SqFt 3.02 Acres

Situated on a sprawling 12-acre lot, with potential to subdivide, this 5 bedroom, 3.5 bathroom home is bursting with potential. It has desirable features including wood floors, custom stone, woodwork, high ceilings, an attached 2-car garage, and charming elements like tile and exposed brick, this property offers the perfect canvas to transform into your dream retreat. As you step inside, you'll immediately appreciate the solid foundation of this home, highlighted by the timeless appeal of the wood floors that grace the main level. The oversized windows invite natural light to flood in, showcasing the abundant potential for creating bright and airy living spaces. The high ceilings further amplify the sense of space, presenting an opportunity to incorporate your own unique design elements.The generously-sized rooms provide ample space for both personal relaxation and entertaining guests. Imagine creating a warm and inviting living room where you can unwind by the fireplace.

$3,200,000 Pending

101 High St Westwood, Massachusetts

5 Beds 5 Baths 2,307 SqFt 12.1 Acres

Set back on an acre+ of beautifully manicured grounds. This recently transformed home offers spectacular indoor/outdoor living. Heated inground saltwater pool, full pool house, sports court and outdoor fireplace while being located in one of Westwoods' most popular areas checks all the boxes. Sited on the corner the home allows for direct access to a neighborhood setting while enjoying privacy. The three finished levels of living have high ceilings, floor to ceiling windows beaming with natural light throughout and new fresh hardwood floors. The large gorgeous Island kitchen with breakfast area and walk in butlers pantry opens to the fireplace family room with builtins and patio access. There is a formal dining room and a front sitting room or office. The first floor master suite is tucked away with french doors to a patio. The expansive second floor has three bedrooms and a large guest area or entertainment space. Finished walk out lower level and oversized heated three car garage.

$3,150,000 Pending

466 Summer Street Westwood, Massachusetts

4 Beds 7 Baths 5,395 SqFt 1.2 Acres

Stunning 7 bedroom Colonial situated on cul-de-sac in coveted Westwood Center neighborhood. Perfectly appointed 4 finished levels, this showcase property welcomes you w/ open floor plan, high ceilings, gleaming hardwood floors, exquisite millwork & backyard oasis! Foyer is flanked with private office to right & fireplaced living room w/ coffered ceiling opens to formal dining room on left. Expansive custom kitchen w/ floor to ceiling cabinets, high-end appliances, spacious island & eat-in bay open to fireplaced family room w/ triple slider to oversized deck. Second floor features spacious primary suite w/ cathedral ceiling in bedroom, 2 walk-in closets, 5 piece bath w/ soaking tub, custom tiled shower & separate vanities. Four additional bedrooms, two full baths & laundry. Third floor with private bedroom, sitting area & full bath. Walk out lower level with bonus room, bedroom & full bath leads out to patio with fire pit, heated pool & hot tub!

$2,850,000 Active

52 Hillcrest Place Westwood, Massachusetts

7 Beds 6 Baths 6,483 SqFt 0.59 Acres

This to-be-built sophisticated New England Farmhouse on Westwood’s iconic Summer Street offers classic details integrated with tasteful contemporary design. The well-appointed, eat-in kitchen with west facing windows opens to a deck that overlooks the beautiful two-acre lot. It features granite countertops, high-end appliances and leads to a fireplaced living room and gracious dining room. The foyer, (with room for an optional, built-in elevator) leads up to the second floor and down to the finished walkout lower level. The 2nd floor offers a primary suite with a walk-in closet and primary bath. There will also be 3 family bedrooms, each with walk-in closets, plus a laundry room. The walk out lower level will have a fifth bedroom, a full bath, and a large family room with sliding French doors leading to a patio. Offering access to Westwood's excellent public schools and nearby top-notch private schools, and just a mile from Rte 95, with access to Boston/Logan, this property has it all!

$2,725,000 Active

298 Summer Street Westwood, Massachusetts

5 Beds 5 Baths 4,700 SqFt 2.51 Acres

Take another look at this spectacular home in one of Westwoods most desired neighborhoods. Ready to move in. Large terraced yard is a great gathering spot for family and friends. Welcome guests into the bright open foyer. Floor to ceiling windows invite plenty of natural light throughout the home. There is a formal dining room, butlers pantry and sitting room. The chef's kitchen with expanded island and breakfast area has new appliances. The family room with builtins and fireplace has access to the private back yard and patio. Office with builtins leads you into another wonderful space for entertaining with cathedral ceilings, a wet bar and plenty of seating open to another patio with stone fireplace. The bedrooms including the master are located on the second floor all generous in size. The third floor offers another ensuite bedroom and the finished lower level is perfect for a game room and gym. Oversized three car garage and mudroom. Priced competitively and below assessed value.

$2,550,000 Pending

8 Stonemeadow Drive Westwood, Massachusetts

5 Beds 7 Baths 6,910 SqFt 2.03 Acres

Nestled in the woods but close to town center, this custom-built home has every high end finish. Enter via foyer to living room and den/office with pocket doors to your right and oversized dining room to the left, on to the chef's kitchen oversized windows, Wolf/SubZero appliances, butler pantry and dining area that overlooks the deck and patio surrounding the heated gunite pool and private, manicured lawn. Also on the first floor is a fireplaced family room, vaulted ceiling office, a full bath and two walk in closets & mudroom. The second floor boasts a primary suite with custom walk-in closet, sitting area and sumptuous bath with double sink, air jet tub and shower. Additional three bedrooms, cedar closet and two more full baths. Basement features game room, exercise room, craft room and several storage closets plus half bath. Three car garage, GEOTHERMAL heat/cooling with propane starter and whole house generator.

$2,350,000 Pending

449 Dover Rd Westwood, Massachusetts

4 Beds 5 Baths 4,797 SqFt 2.56 Acres

Benefits of Buying a House or Condo in Westwood

Exceptional Quality of Life: Westwood offers top-rated schools, ample green spaces, and a family-friendly environment. It’s ideal for those looking for a peaceful yet accessible location.
Convenient Location: With proximity to Boston, excellent public transportation options, and major highways, Westwood is perfect for commuters.
Diverse Housing Options: Whether you’re looking for houses for sale in Westwood MA, condos for sale in Westwood MA, or Westwood village homes for sale, there’s something for everyone.
Strong Community: The town boasts a welcoming community with recreational activities, cultural events, and local attractions.

Benefits for Investors

Strong Appreciation Potential: With an 11.3% year-over-year increase, Westwood real estate provides robust opportunities for capital growth.
High Rental Demand: Westwood’s proximity to Boston and its excellent amenities make it a hotspot for renters, ensuring steady rental income.
Premium Market: The town’s status as one of the most expensive in Massachusetts ensures a high-value investment.

Best Real Estate Agents in Westwood

Navigating a competitive market like Westwood requires expertise and local knowledge. At Key Prime Realty, we specialize in helping buyers, sellers, and investors make informed decisions in the homes for sale Westwood MA market. Our dedicated agents provide personalized service, leveraging years of experience to ensure seamless transactions. Whether you’re looking for Westwood homes for sale or planning to list your property, we’re here to guide you every step of the way.

Westwood MA Real Estate Market Report

Best Real Estate Agents in Westwood MA

At Key Prime Realty, we’re committed to making your real estate journey successful and stress-free. Here’s why you should work with us:
– Local Expertise: We have in-depth knowledge of the Westwood market, including trends in westwood homes for sale and westwood village homes for sale.
– Personalized Service: Every client is unique, and we tailor our services to meet your specific needs.
– Proven Track Record: With years of experience in Westwood MA real estate, we’ve helped countless clients achieve their goals.
– Comprehensive Support: From finding the perfect property to closing the deal, we’re with you every step of the way.

Whether you’re searching for homes for sale Westwood MA or planning to sell your property, contact Key Prime Realty today for unmatched service and expertise in Westwood real estate.

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FAQ Section

What is the average time a home stays on the market in Westwood?

Homes in Westwood typically sell within 14 days, with many receiving multiple offers.

Are there affordable options in Westwood?

While Westwood is known for its premium market, there are options like condos for sale in Westwood MA, which can be more affordable than single-family homes.

How competitive is the market for buyers?

The Westwood market is very competitive, with bidding wars common. Working with an experienced agent is crucial to securing your desired property.

Is Westwood a good place for real estate investment?

Absolutely! With strong appreciation rates and high rental demand, Westwood offers excellent investment potential.