$1,401,825Average Value$445Average Price per Sq Ft32Homes 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.
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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.
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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.
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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.
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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
Alina Wang,
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 58 days. The median sale price for homes in Wayland, MA over the last 12 months is $1,170,000, up 13% from the median home sale price over the previous 12 months.
Welcome to a beautifully updated 5-bedroom Cape set on a picturesque lot in one of North Wayland's sought-after neighborhoods. This inviting home offers the perfect blend of timeless charm, modern updates, and exceptional outdoor living. The sun-filled interior features gleaming hardwood floors, fresh paint, updated baths, new kitchen appliances, custom built-ins, and an effortless floor plan. A
Thoughtfully renovated and quietly refined, this stunning three-bedroom, two-and-a-half-bath condo townhouse offers a rare combination of elevated finishes, flexible living spaces, and an effortless indoor-outdoor flow.The first-floor primary suite is a true retreat, featuring a spa-inspired bath with a gorgeous river-stone-floor shower and beautifully updated fixtures throughout. The
Tucked away from the road & surrounded by nature, this private bungalow is a hidden retreat where peace & tranquility take center stage. Perched above Dudley Pond, the home enjoys water views, serene wooded vistas, & the soothing soundtrack of birdsong, all while offering exceptional convenience to major highways, shopping, schools, & everyday amenities. Inside, a spacious kitchen flows into an
This 4 bedroom, 1.5 bath Colonial is a commuter's dream; it's just minutes to the Mass Pike while also boasting easy access to 128, Rt. 9, and Rt. 30. Inside enjoy the spacious kitchen featuring granite countertops and stainless steel appliances. Hardwood floors and replacement windows are an added bonus. The finished basement is not included in the home’s listed square footage. The patio and
A rare opportunity to own a piece of genuine New England history in Wayland. This character-rich 1890 Colonial welcomes you through a light-drenched four-season porch into a formal dining room and living room anchored by a dramatic full-wall cobblestone gas fireplace. The kitchen opens to a back porch and backyard, with an additional side porch facing the driveway. The main level features a
Nestled in one of Wayland’s most beloved neighborhoods, this inviting multi-level home offers the perfect blend of comfort, convenience, and community. Set on nearly half an acre, 5 Holbrook is ideally located close to three top-rated Wayland schools, parks, recreation fields, and everything Wayland has to offer. Sidewalks and scenic trails connect the neighborhood, making it easy to enjoy
Exceptional 5-bedroom estate with over 7500 sq ft of living space set on 3.3 bucolic acres abutting conservation land blending timeless design with modern luxury and is a masterclass in craftsmanship for today’s discerning buyer. Elegant living and dining rooms flow into a chef’s kitchen with custom cabinetry, top-tier appliances, stonework, and an oversized island, opening to a warm family room
Impeccable home set along a scenic country road bordering rolling farmland, offering privacy, expansive 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 lg pantry, and an inviting eat-in casual dining area. The adjoining family rm with
Tanimoto Owens TeamGibson Sotheby's International Realty
Welcome to a beautifully updated 5-bedroom Cape set on a picturesque lot in one of North Wayland's sought-after neighborhoods. This inviting home offers the perfect blend of timeless charm, modern updates, and exceptional outdoor living. The sun-filled interior features gleaming hardwood floors, fresh paint, updated baths, new kitchen appliances, custom built-ins, and an effortless floor plan. A
Nestled on a peaceful cul-de-sac in a quiet neighborhood, this spacious and inviting Gas heated Colonial is truly move-in ready. The modern gourmet kitchen features SS appliances, updated cabinetry, and a center island with casual seating—perfect for everyday living and entertaining alike. The first floor offers a beautiful fireplaced living room, a half bathroom and a stunning great room with
NEW CONSTRUCTION: This stunning 5 bedroom 5.5 bath Colonial is filled with modern craftsmanship in a prime location. The main level boasts an open-concept layout that is both airy and grand. The Chef’s Kitchen is outfitted with high-end appliances, a massive center island and a generous walk-in pantry. The kitchen transitions effortlessly into a family room and dining room with butler's pantry
Thoughtfully renovated and quietly refined, this stunning three-bedroom, two-and-a-half-bath condo townhouse offers a rare combination of elevated finishes, flexible living spaces, and an effortless indoor-outdoor flow.The first-floor primary suite is a true retreat, featuring a spa-inspired bath with a gorgeous river-stone-floor shower and beautifully updated fixtures throughout. The
Tucked away from the road & surrounded by nature, this private bungalow is a hidden retreat where peace & tranquility take center stage. Perched above Dudley Pond, the home enjoys water views, serene wooded vistas, & the soothing soundtrack of birdsong, all while offering exceptional convenience to major highways, shopping, schools, & everyday amenities. Inside, a spacious kitchen flows into an
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
Welcome to an appealing ranch style end unit at Mainstone Farm Turkey Hill Village, a quiet oasis on 200 acres near the Weston line. Fall in love with easy one-floor living w/peaceful views of nature and open space. A convenient oversized attached garage augments a well designed floor plan that features an eat in kitchen flowing to sunny dining and living rooms w/fireplace and private outside
Judith MooreBarrett Sotheby's International Realty
The advertised rate of $4,281/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 15, 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
Property Id: 1207291Cozy 1-2 BED with 1 King &1 Queen, BRAND NEW Marble counters, Plywood cabinets, Beaming hardwood floors. IN LAW apartment w a very large yard with a kids play set.MINS TO SHOPPING and the Newton/ Natick downtown city amenities.12 Mins - Babson, Brandeis, Boston Marriott Newton, Newton-Wellesley Hospital, Sheraton Framingham Hotel, Garden in the Woods4
The advertised rate of $21,583/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 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 $7,248/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 15, 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
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!
Renovated townhouse is centrally located in Cochituate Village of Wayland. Highly rated renowned school system, with all the schools elementary/middle/high just a few miles away. Short drive to Natick Mall and Rt.9 shopping. Close to major highways, Mass Pike. Offering over 2660sqft of sun-filled living space on two levels. This 3-bedroom townhome is prominently sited on a level half acre lot.
The advertised rate of $5,053/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 15, 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
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
Spacious 3 Bedroom, 1 Bath apartment in a convenient Wayland Village location. Walk to the grocery store, dining, Town Beach, Dunkin', and Starbucks. This unique unit occupies the second and third floors of the building, offering additional space and separation from the main living areas. The second floor features an open concept Living Room and Dining Room with tall windows that bring in
A rare rental opportunity in Wayland—move right in and feel at home from day one. Offered fully furnished, this home features thoughtfully designed living space with 3 generously sized bedrooms and multiple gathering areas, including a formal living room with a fireplace, a sunlit dining room, and a cozy family room perfect for everyday living. The updated kitchen offers ample cabinet space,
Gina AndersonMGS Group Real Estate LTD - Wellesley
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