$1,393,126Average Value$456Average Price per Sq Ft11Homes For Sale
Bucolic suburban living in picturesque Wayland
Woodsy Wayland is a rustic bedroom community with big, rolling lots and majestic country estates. Top-rated schools, natural resources and a small-town feel make this Boston suburb a hot ticket. “It’s a bit more pastoral, with larger lots than you would see in Natick,” says Eileen Balicki, vice president of Advisors Living and a resident of Wayland. “In Weston, there’s more land as well but it’s unaffordable for most people.” Houses on large grassy lots, stone walls and winding roads engulfed in trees are some of the hallmarks of this country town. Walk through the woods in the morning, bring the kids to the library in the afternoon and check out a little consignment shop on a rail trail on your way home.
Idyllic mid-century homes in Wayland
Residential streets are long, winding and grand, with shady trees and big houses like Colonial Revival estates and well-trimmed Cape Cods. Two-story Colonial Revivals can cost $970,000, Cape Cods can go for $625,000, clapboard Colonial Revivals are around $2 million, townhouses go for about $600,000 and brand-new homes can cost $1.7 million. The median price for a single-family home and a condominium in Wayland is $1.2 million and $970,000, respectively. “There are some older houses in town. My house is from 1890. But overall, it’s a lot of houses from the 1950s and 1960s,” Balicki says.
Cape Cod home with private driveway in the Wayland neighborhood.
Colonial Revival home with large front and back yard in the Wayland neighborhood.
Large Colonial Revival homes with beautiful front yards are typical in the Wayland neighborhood.
Colonial Revival home with private driveway for sale in the Wayland neighborhood.
Other home options in Wayland include single-family New Traditional style properties.
Residents of the Wayland neighborhood love the privacy the woods give them.
1/6
The Wayland Public Schools
The Wayland Public Schools attract many people to the area, Balicki says. The district has an A-plus rating from Niche and a total student population of less than 3,000. Wayland has three elementary schools, all rated A or higher by Niche. Loker Elementary School, Wayland Middle School and Wayland High School are rated A-plus. Since schools are such a huge selling point for the town, a lot of activity in Wayland is centered around school events like musicals and sporting competitions, says Balicki. “The size of the school system is very nice,” she says. “Some of the larger schools have to cut people from sports. Part of the reason I raised my children here is because I wanted them to be able to participate in sports, arts programs and plays.” Student news site Wayland Student Press won a gold award from the Columbia Scholastic Press Association for its quality in 2021.
Enjoy the outdoor air at Upper Hill Brook Conservation Area
Wayland’s greatest strength is its natural beauty. In the summer, neighbors gather at the town beach to swim at Lake Cochituate. Canoes and kayaks float at the top of the water, and people cannonball into the lake from a beachside dock. Walk through the woods at the Upper Mill Brook Conservation Area, a forested network of pathways next to ponds and wetlands. Hike through a white pine forest at Castle Hill, where owls and waterfowl are known to congregate. Curling is also popular in Wayland, and the Broomstones Curling Club offers training for beginners and leagues for players with experience.
Upper Hill Brook Conservation Area offers shaded trails for relaxing morning strolls in Wayland.
Upper Hill Brook Conservation Area features a large pond for relaxing scenery in Wayland.
Upper Hill Brook Conservation Area offers shaded trails for relaxing morning strolls in Wayland.
Door mural along a walking trail in Downtown Wayland, minutes from in the Wayland neighborhood.
1/4
Shopping and entertainment at Natick Mall
Wayland is a country village with few businesses. Grocery store Stop & Shop is in town, but other supermarket chains like Shaw’s and Whole Foods are outside city limits. Shoppers will love the Natick Mall, a nearby regional shopping center with many retail offerings. Big-box stores like Target and Walmart exist here, as do popular restaurants like the Cheesecake Factory. Neighbors can browse the latest fashions at Nordstrom, Macy’s and Abercrombie & Fitch, or get dinner and drinks with a movie at AMC Dine-In Framingham 16.
The Bagel Table in Wayland is a great spot to grab breakfast, coffee or to hangout.
Coach Grill Restaurant is an upscale steakhouse offering choice cuts, seafood and great wines.
Stop by Waban Pizza House for some pizza and subs.
A woman shops for apples at the Shaw's in Wayland Town Center.
1/4
Navigating into Boston and beyond
Located 20 miles west of Boston, Wayland is close to State Route 20, State Route 27 and other highways like Interstate 90 and Interstate 95. Commuters can drive to a nearby town like Natick or Wellesley for a commuter rail train into Boston. Boston Logan International Airport is about 21 miles east via Interstate 95.
Boston Post Road is a main thoroughfare with many restaurants and retail stores in Wayland.
The Wayland Depot is a non-profit artisan consignment shop along the Mass Central Rail Trail.
1/2
Wayland Public Library is located in Downtown Wayland, minutes from the Wayland neighborhood.
Community events in Wayland
Community members convene at the Wayland Free Public Library, the oldest taxpayer-funded library in the Commonwealth of Massachusetts. Neighbors share poetry, read aloud from Julia Child cookbooks and listen to authors speak. Young children enjoy outdoor story time and puppet shows and teenagers participate in book clubs with their friends.
Written By
Laura Finaldi
Photography Contributed By
Anhella Sanchez
Video By
Tyler Newbold
Interested in learning more about homes in this area?
Reach out to
Selina Yin MacDonald,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Wayland, MA sell after 29 days on the market compared to the national average of 55 days. The median sale price for homes in Wayland, MA over the last 12 months is $1,100,000, up 8% from the median home sale price over the previous 12 months.
Situated on a cul de sac near the Weston line, this lovely Colonial rests on 1.39 acres of level land with close proximity to the Claypit Elementary School, Central Mass Rail Trail for hiking or biking and the Rowan Hill Conservation Area for walks in the woods. The front-to-back living room and welcoming family room each feature fireplaces and access to the backyard patio area creating inviting
Impeccable custom-built contemporary (2006) set on 1.5 acres with sweeping views of the Sudbury River, tucked on a quiet cul-de-sac in one of Wayland’s most sought-after locations. Thoughtfully designed with a versatile, modern layout, this home seamlessly blends striking architecture with comfortable living. Dramatic walls of windows flood the living spaces with natural light, highlighting clean
Gina AndersonMGS Group Real Estate LTD - Wellesley
Set along a scenic country road bordering rolling farmland, this exceptional home offers privacy, space and timeless elegance. A grand foyer welcomes you inside, flanked by a large formal dining room and living room. The heart of the home is the spacious, updated kitchen featuring crisp white cabinetry, a pantry, and an inviting eat-in casual dining area. The adjoining family rm with fireplace
Tanimoto Owens TeamGibson Sotheby's International Realty
Rare Wayland offering with a stunning 1,000 sq ft permitted in-law apartment featuring a private entrance, full kitchen, living area, bedroom, bath, two walk-in closets, and washer/dryer—ideal for multigenerational living, au pair, or potential rental income. Set on 1.7 private acres in sought-after Claypit Hill, this exceptional Colonial offers 6,000+ sq ft of refined living space. The main home
Nikki Milott McCayGibson Sotheby's International Realty
With almost 7000 customized sq ft, this extraordinary executive home showcases the highest level of living and entertaining. Every space reflects superior quality and exquisite taste. At the heart is the award-winning kitchen. Reimagined in 2021, this 27’x25’ gathering space combines dining + cooking under a glass atrium skylight. A custom 10 seat banquette and stunning quartz island set this
Ideally located in one of Wayland’s most desirable neighborhoods, 6 Brewster Rd offers the rare opportunity to walk to Loker Elementary, with playgrounds and athletic fields just moments away. Privately sited on a quiet cul-de-sac, this 3,000+ sq ft Cape blends classic charm with a flexible floor plan for modern living. Three fireplaces throughout create warmth and character, with seamless
Welcomed by a beautiful covered bridge, this 2016 modern farmhouse offers over 4,500 SF of living space on a private, half-acre lot. The elegant open floor plan features 10-foot ceilings and tall windows that flood the home with natural light. A gourmet kitchen, boasting Thermador appliances, quartzite countertops, and an oversized island, walks out directly to a level backyard and stone paver
Gina AndersonMGS Group Real Estate LTD - Wellesley
Privately set on three beautifully landscaped acres with additional 12 acres of protected conservation woodland & trails, this exceptional property offers rare seclusion just a short stroll to top-rated Claypit elementary school. This six-bedroom residence is thoughtfully designed for today’s lifestyle with expansive entertaining spaces and a spacious primary suite with spa bath and balcony with
Tanimoto Owens TeamGibson Sotheby's International Realty
Effortless living meets modern design in this fully renovated 2-bedroom + dedicated home office residence, tucked at the end of a quiet cul-de-sac and surrounded by conservation land. With over 2,200 sq ft of light-filled space, this move-in-ready home suits today’s work-from-home lifestyle .A sleek quartz kitchen opens to a private deck with wooded views, while the expansive living room with
Donna Scott GroupColdwell Banker Realty - Wellesley
Light filled and move in ready, this 3 bedroom, 2 bath condo offers over 2,100 sq ft of thoughtfully designed living space. High ceilings, oversized windows, and an open floor plan define the main living level. The white kitchen features quartz countertops, stainless steel appliances, and a large island that opens seamlessly to the family room. Two bedrooms, a full bath, and in unit laundry are
Presenting 136 Commonwealth Road, Wayland, Massachusetts — a rare opportunity to own a fully renovated multi-family residence in one of Wayland’s most desirable locations. This exceptional property combines timeless charm with modern updates, offering over 3,000 sq. ft. of living space on a generous 1⁄2-acre lot. The home features two spacious units, each thoughtfully designed with light-filled
Rare Dudley Pond opportunity — now confirmed buildable by the Wayland Building Commissioner. This approved .85-acre parcel offers unobstructed 360-degree water views, deeded direct water access, and private dock rights on a lot assembled from 12 original subdivision parcels. In January 2026, a formal written determination confirmed 108 Dudley Road is buildable for a single-family home without
Beautiful single family young colonial home on a cul-de-sac, open floor plan. Four bedrooms with three full bathrooms. Half bath on the first floor. Hardwood floors on the first floor and carpet in the bedrooms. Huge open kitchen with dining area. Sunken family room. Double sided fireplace into kitchen/dining area and family room. Jacuzzi in the master bedroom. Fully finished 1200 sq ft basement
Feel like you live in Vermont but yet close to Mass Pike & other major highways! Stunning 1930's colonial located in a highly desirable area of Wayland surrounded by farmland, stonewalls & ponds. Incredible views & walking trails all around you. Interior freshly painted throughout, hardwood floors refinished. Huge fireplaced family room with loads of bookcases and open floor plan, entertainment
The advertised rate of $9,640/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
Welcome home to this thoughtfully renovated 4-bedroom Cape Cod style home situated in a family friendly neighborhood in Natick. The exterior has been lovingly enhanced with new retaining walls, paver driveway and professional landscaping. Upon entering, you'll be greeted by an inviting farmers porch, setting the tone for the warmth and charm that awaits you inside. Over the past few years, this
The advertised rate of $5,400/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Property Id: 2380686GREAT LOCATION! RIGHT ON MAIN STREET! OPPOSITE THE PARK. NEXT TO CONVENIENCE STORES, STARBUCKS, DINERS AND RESTAURANTS. GREAT SCHOOLING SYSTEM RANKED ONE OF THE BEST IN MA. COME AND GET IT!
The advertised rate of $5,404/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
The advertised rate of $17,256/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
The advertised rate of $5,905/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Property Id: 1577707Spacious unit! Right on main st. Close to parks, state park and town beach! Easy access to shops, services, banks, coffee shops. Wayland has a great school system! Come and get it!
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
