Browse All Wayland MA Properties for Sale

3 Beds ⋅ 4 Baths ⋅ 73556344 MLS ⋅ ['The Fields'] BLDG.

THE FIELDS AT MAINSTONE:Spacious and elegantly finished this 3 bedroom, 3.5 bath condo has it all. This end unit features high quality construction, first floor primary bedroom with 2 walk in closets, ante room and luxury bath. The sun filled great room with a gas fireplace opens to the cook's kitchen. Cozy sitting room with gas fireplace and french doors, mud room, laundry room and guest bath complete the first floor. Two bedrooms (one ensuite), two baths, office, flex room and loft are on the 2nd floor. Direct entry from oversized 2 car garage and large unfinished basement provides wonderful storage or potential to finish. Lovely patio accessed through kitchen and most importantly beautiful private views of the "Fields" that are in conservation trust. The Fields at Mainstone is an exclusive enclave of 17 condos in a convenient south Wayland location.

306 Hayfield Unit 306, Wayland

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.

$779,000

1 Beds ⋅ 2 Baths ⋅ 73555734 MLS ⋅ ['The Hills At Mainstone'] BLDG.

Welcome to The Hills at Mainstone! This beautiful, sun-filled townhouse offers a perfect, flexible layout. The first level features an open floor plan with a renovated kitchen, a fireplace living room, a full bath, and a separate room—perfect as a home office, den, or convenient first-floor bedroom—with views of a private courtyard. The dining room with soaring cathedral ceilings opens directly to a deck overlooking a conservation area. Upstairs, the private second-level primary en-suite comes complete with a walk-in closet, laundry, and an updated spa-like bath. The finished lower level offers bonus space—perfect as a second home office, family room, gym, or storage. Two-car garage. This beautifully maintained complex offers resort-style amenities including professional landscaping, a clubhouse, a swimming pool, and pickleball/tennis courts. Enjoy nearby walking trails and easy access to major highways and shopping.

93 Hillside Drive Unit 93, Wayland

Listing courtesy of Listing Agent: Nikki Milott McCay from Listing Office: Gibson Sotheby's International Realty.

$734,000

2 Beds ⋅ 2 Baths ⋅ 73555539 MLS

An exceptional opportunity to own a beautifully maintained single-family home in Wayland! Tucked at the end of a quiet no-outlet road, this charming Colonial offers the privacy, outdoor space and freedom of homeownership in a manageable, move-in-ready package. A welcoming covered front porch opens to a bright, inviting floor plan centered around a wood-burning fireplace. The updated kitchen features cherry cabinetry, stainless appliances, granite countertops and an oversized butcher-block island perfect for gathering and entertaining. Upstairs, two spacious bedrooms feature soaring ceilings, skylights and generous closet space, including a walk-in closet in the primary, while a flexible bonus room is ideal for a home office, nursery or creative space. Outside, enjoy your own private retreat with a professionally designed pea-stone patio, lush fenced yard, vegetable gardens and fire pit—perfect for summer evenings and weekend entertaining. Minutes to Mansion Beach and Wayland Town Beach, this special home offers a rare opportunity to enjoy the space, privacy and lifestyle of single-family living in Wayland.

18 Lodge Road, Wayland

Listing courtesy of Listing Agent: Michael J. Ford from Listing Office: Coldwell Banker Realty - Framingham.

$674,999

3 Beds ⋅ 2 Baths ⋅ 73554382 MLS

Opportunity awaits in sought after Wayland, one of Greater Boston’s most desired and affluent suburban communities! Tucked away on a quiet side street, this 3 bedroom, 2 bath single family home offers 2,460 square feet of living space and incredible potential. Built in 1880, the home features generously sized rooms throughout and a flexible layout ready for renovation and restoration. In need of repairs and updates, this property is perfect for contractors, investors or buyers looking for a fixer-upper project. A rare opportunity to own a home in a highly coveted community at an attractive price point and build instant equity with the right improvements.

10 Willard St, Wayland

Listing courtesy of Listing Agent: Catherine Walsh from Listing Office: Coldwell Banker Realty - Easton.

$699,000

3 Beds ⋅ 1 Baths ⋅ 73554059 MLS

This property has all the desirable features – top school district, convenient location, great affordability, ready to move in, and huge potential for future development. Totally renovated ranch with 3 bedrooms and a full bath all on one level. Brand-new SS kitchen appliances, quartz countertop, vented hood, hardwood floor. Modern bathroom features a tiled shower with glass door, smart mirror and quartz counter topped vanity! Enclosed porch surrounded by windows offers a wonderful place to relax. Two oversized garages with a large (550 sf) loft above that, powered by a separate electric meter, provides a tremendous potential for various functions. Brand new electric panels. Barely used septic system less than 3 yrs old. Large yard behind the deceptive curb appearance. Both Dudley Pond and Lake Cochituate are less than half a mile away. Within a few minutes’ drive you will find many shopping centers and the Natick Mall. Less than 3 miles from MassPike – perfect for commuters!

190 W Plain St, Wayland

Listing courtesy of Listing Agent: Hui Joseph Zou from Listing Office: StartPoint Realty.

$699,000

3 Beds ⋅ 2 Baths ⋅ 73553802 MLS

Rare Opportunity: Classic Wayland Home Bordering Great Meadows Wildlife Refuge! Nestled on a highly coveted lot backing directly into the protected acreage of the Great Meadows National Wildlife Refuge, this home offers the perfect blend of natural tranquility and suburban convenience. Spanning over 2,000 square feet, this 3-bed, 2-bath home features an expansive layout and pristine views of the Sudbury River basin. The vaulted master bedroom with hardwood floors looks right over the scenic Refuge. The house includes a bonus room (which can be used as a nursery or office), an office nook, as well as a screened 3-season porch that is ready to become a 4-season gem. From this premium location, enjoy top-tier Wayland Public Schools, easy access to commuter routes into Boston, and a peaceful street perfect for quiet evenings, contemplative walks, or fun family time. Secure your slice of Wayland retreat!

81 Riverview Cir, Wayland

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..

$1,350,000

4 Beds ⋅ 4 Baths ⋅ 73549330 MLS

Nature lovers will love this private retreat abutting acres of conservation land. The expansive backyard offers beautiful views and direct access to nature, while the stunning 27' x 24' family room addition is designed to take full advantage of the peaceful setting. Enjoy nearby Heard Pond for kayaking or hiking. The main level also features a kitchen, dining room, and spacious family room overlooking the backyard. Upstairs, the primary suite addition offers a walk-in closet, two additional closets, and an ensuite bath with serene views, along with two additional bedrooms and an updated hall bath. A separate back staircase leads exclusively to a large 4th bedroom above the family room-also ideal for a private home office, guest suite, or studio. A 3-car garage opens to a large mudroom, laundry room and full bath. The lower level includes a playroom and unfinished bonus space. New 4-bedroom septic (2026), gas heat, roof (2020). Minutes to Route 20 for easy commuting and shopping.

175 Pelham Island Road, Wayland

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

$3,950,000

5 Beds ⋅ 7 Baths ⋅ 73548853 MLS

Extraordinary Shingle Style estate set on one of Wayland’s most spectacular private settings. Positioned on a hill overlooking sweeping lawns, a winding drive leads to a circular motor court with generous parking. Blending classic style with relaxed comfort, a grand open-concept living space flows from a chef’s kitchen to a family room, “laptop lounge,” and billiard room with wet bar. Upstairs, the luxurious primary suite includes walk-in closets, fireplace, balcony, and gorgeous spa bath. A private one-bedroom guest apartment is located above the 3-car garage. The third floor offers space for recreation, media, or remote work. Additional highlights include a spacious home gym and a resort-style backyard with covered porch, expansive deck with outdoor kitchen and bar, fire pit, putting green, saltwater infinity-edge pool and spa, all surrounded by lush grounds and specimen plantings. This special retreat offers the benefit of top-rated schools and easy access to Boston.

226 Cochituate Rd, Wayland

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate.

$799,900

3 Beds ⋅ 2 Baths ⋅ 73547813 MLS

Situated in one of Wayland's most picturesque settings, 10 Mayflower Path offers a rare opportunity to enjoy luxury and privacy just steps from Dudley Pond. New construction in 2014, this 3-bedroom, 2-bath bungalow showcases exceptional craftsmanship & design. The open-concept main level features a beautifully appointed kitchen with granite countertops, stainless steel appliances, ample cabinetry, and a cozy dining island. Gleaming hardwood floors with a custom border inlay flow seamlessly into the sun-filled living room. The first floor also offers a primary bedroom, modern full bath, and convenient laundry. Upstairs, you'll find two generously sized bedrooms and another modern full bath. Outside, enjoy a generous fenced backyard with a storage shed. Additional features include a french drain & being part of the community at Dudley Pond Association. Ideally located just moments from scenic walking trails, schools, and community amenities like the town pool & tennis/basketball courts!

10 Mayflower Path, Wayland

Listing courtesy of Listing Agent: Michael Giovangelo from Listing Office: Better Living Real Estate, LLC.

$898,000

4 Beds ⋅ 2 Baths ⋅ 73545636 MLS

Welcome to this classic four-bedroom Cape set directly across from protected conservation land, offering peaceful views and a rare sense of privacy. A welcoming front porch overlooks the natural landscape, creating the perfect spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home features two full baths with two bedrooms on the first level and 2 on the second floor. Office space optional in one of the first floor bedrooms. Partially finished basement with carpet and heat. This home needs a little TLC and updating, but the bones are solid and the potential is tremendous. Hardwood on first floor and upper hallway and stairs. Newer electrical 200 amps. Newer roof, all new paint 2026, new carpet in family room and upstairs bedroom. Newer windows in most rooms and new sliders in family room. Ideal for buyers looking to customize a home in a premier location. The backyard extends to the stream, providing a serene natural backdrop. Located within the top-rated Wayland school system, this home offers an exceptional opportunity to invest in a sought-after community known for its education. Come create your dream home in one of Wayland's most desirable settings.

167 Glezen Ln, Wayland

Listing courtesy of Listing Agent: Diane Paolini from Listing Office: Coldwell Banker Realty - Sudbury.

$1,198,000

2 Beds ⋅ 3 Baths ⋅ 73538735 MLS ⋅ ['River Trial Place'] BLDG.

NEW PRICE! Exceptional opportunity for low-maintenance living in one of Wayland’s most convenient locations. This beautifully upgraded townhome offers a spacious, light-filled layout with quality finishes and thoughtful improvements throughout. The main level features an open kitchen, dining and living space ideal for everyday living and entertaining. A sun-filled breakfast nook opens directly to a walk-out patio, creating effortless indoor-outdoor living. Upstairs, the generous primary suite includes an impressive custom walk-in closet and expansive primary bath with a walk-in shower and soaking tub. The second floor is completed by a spacious second bedroom, flexible office/den, another full bath and a dedicated laundry room. Smart-home features and energy-efficient upgrades add comfort, convenience and ease of ownership. An unfinished lower level provides excellent storage and future potential. Enjoy the benefits of townhome living without sacrificing space, privacy or style. Just steps from Wayland Town Center, the Rail Trail and Wayland’s brand-new Community Center, with easy access to Route 20 and major commuter routes. A turnkey home in an incredibly convenient Wayland location!

11 Lillian Way Unit 11, Wayland

Listing courtesy of Listing Agent: Danielle Meade from Listing Office: Compass.

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 73534765 MLS

A rare opportunity to own one of Wayland's most significant historic estates. The Warren Gould Roby House, circa 1880, is a distinguished Colonial Revival residence set on 4.5 extraordinary acres in the heart of town.Rich in architectural character and timeless elegance, this stately home has been thoughtfully preserved while offering the comfort and livability desired today. Grand rooms, soaring ceilings, and remarkable craftsmanship create a sense of scale and sophistication rarely found.Beyond the home, the property unfolds into a private oasis featuring expansive lawns, mature gardens, a swimming pool, and picturesque outdoor spaces designed for gathering and celebration. The impressive two-story barn offers endless possibilities—whether for entertaining, a collector's showcase, creative pursuits, or special events.More than a residence, it is a legacy property—a chance to become the next steward of a home that has shaped Wayland's landscape for generations.

11 Concord Road, Wayland

Listing courtesy of Listing Agent: Nikki Milott McCay from Listing Office: Gibson Sotheby's International Realty.

$699,000

2 Beds ⋅ 3 Baths ⋅ 73534402 MLS ⋅ ['Stoneridge Village'] BLDG.

FULLY RENOVATED & MOVE-IN READY! Beautifully renovated inside and out, this 2-bedroom + den condominium is tucked away on a peaceful cul-de-sac surrounded by conservation land. Features include a beautifully updated kitchen and bathrooms, an updated fireplace, new hardwood floors throughout, new windows, new roof, and new siding. The main level offers a welcoming living room, dining room, and versatile den ideal for a home office. Upstairs are two bedrooms, including a spacious primary suite with renovated bath and abundant closet space. Second-floor laundry, an attached garage, and a spacious walk-out lower level add convenience and functionality. Enjoy a private deck with tranquil wooded views, plus community swimming pool and tennis courts. This pet-friendly community is near shopping, dining, and major commuting routes.

16 Coltsway Unit 16, Wayland

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$1,619,900

4 Beds ⋅ 5 Baths ⋅ 73517233 MLS

NEW BUILD! Nestled on a quiet cul-de-sac, 5 Haven Lane is a stunning home just minutes from major routes and top-rated schools. The open-concept main level features a half bath, chef's kitchen with wet bar and wine fridge, flowing into the dining area with deck access for seamless indoor-outdoor living. The living room impresses with custom built-ins and Venetian plaster finishes, while a dramatic foyer chandelier sets the tone from the moment you arrive. A glass-door home office completes the first floor.Upstairs offers four bedrooms and 3 bathrooms, including one private en-suite. The finished lower level is an entertainer's dream — full bath, wet bar, and built-in keg system included. A 2-car garage and generous lot round out this exceptional home.

5 Haven Lane, Wayland

Listing courtesy of Listing Agent: Yasmim Garcia from Listing Office: Darwin Associates.

$3,600,000

4 Beds ⋅ 6 Baths ⋅ 73514730 MLS

PRIVATE. ARCHITECTURAL. UNEXPECTED. Privately set on 3.5 wooded acres high above the surrounding landscape, 17 Deer Run is a one-of-a-kind custom contemporary offering exceptional scale, privacy and year-round resort-style living in Wayland. Floor-to-ceiling glass fills three expansive levels with natural light while capturing dramatic sunset views from an elevation of approximately 420 feet. At the heart of the residence is an extraordinary 20' × 60' heated indoor saltwater pool, overlooked by a mezzanine and surrounded by spaces designed for entertaining, recreation and relaxation. The flexible 10,007-square-foot floor plan offers four bedrooms, multiple living and gathering spaces, exterior access from each level and two fireplaces. Custom built by its original owner and meticulously maintained by the same family of builders, the property has never before been publicly offered for sale. A rare opportunity to experience architecture, acreage and amenities unlike anything else in Wayland.

17 Deer Run, Wayland

Listing courtesy of Listing Agent: Carol Stewart from Listing Office: Carol Stewart.

$2,045,000

5 Beds ⋅ 5 Baths ⋅ 73514482 MLS

This stunning brand-new custom home built by MORRELL CONSTRUCTION boasts 4,102 sq ft of meticulously designed living space. The open-concept layout seamlessly blends style & functionality, offering the ideal setting for both everyday living & effortless entertaining. High-end materials & expert craftsmanship are showcased throughout—from the spacious gourmet kitchen to the refined living & dining areas, every detail reflects comfort, elegance, & sophistication. The chef-inspired kitchen is a culinary dream, with high end appliances, cabinets, & countertops. Kitchen offers a Thermador appliance package, including an induction cooktop, stainless steel hood insert, microwave drawer, 36" refrigerator & dishwasher. An additional. 2,066 sq ft in the unfinished basement perfect for storage, a home gym, or future expansion.

125 West Plain Street, Wayland

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$2,195,000

6 Beds ⋅ 6 Baths ⋅ 73510940 MLS

Offered for the first time in more than 50 years, 55 Glezen Lane is the kind of property that can become part of a family’s story for generations. Set on 3.5 picturesque acres, this distinctive Wayland home offers something increasingly rare: the space and flexibility to bring the people you love closer while still giving everyone a place of their own. Spanning more than 5,800 square feet, the residence features 6 bedrooms, 5.5 baths, 2 kitchens, and 2 laundry areas. A thoughtfully designed, approximately 2,000-square-foot single-level addition with a legally permitted accessory dwelling unit and private entrance creates an exceptional setting for aging parents, extended family, caregivers, or guests, allowing for both connection and independence under one roof. Outside, established gardens, fruit and berry plantings, and sweeping lawns invite a slower rhythm of life: gathering around the table, tending the garden, playing on the lawn, or simply enjoying the privacy and beauty of the surrounding land. A 2.5-car attached garage and separate 3-car detached garage offer remarkable flexibility for vehicles, hobbies, collections, or workshop space, while an additional 2,800+ square feet of unfinished lower-level space provides exciting possibilities for recreation, fitness, a home theater, workshop, or future expansion. Rich with history, surrounded by nature, and designed to evolve with the people who call it home, 55 Glezen Lane offers more than space. It offers the opportunity to create a home where generations can gather, live, and make memories together for years to come.

55 Glezen Ln, Wayland

Listing courtesy of Listing Agent: Peace Nguyen from Listing Office: Engel & Volkers Wellesley.

$3,495,000

5 Beds ⋅ 7 Baths ⋅ 73502785 MLS

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 with fireplace. Sunlit interiors feature expansive windows framing serene natural views. A home office and mudroom with built ins add everyday convenience. Upstairs are four spacious bedrooms, and three full baths including a dream primary retreat with a 2024 renovated spa bath. The WOW walk-out lower level includes a home theater, gym, playroom, wine cellar and au pair/in-law suite. Enjoy an expansive patio and level backyard, perfect for entertaining and play. 3-car garage. Prime location on the Weston line, minutes to commuting routes, Wayland Town Center, and top schools. A rare gem!

188 Glezen Ln, Wayland

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$1,099,999

5 Beds ⋅ 2 Baths ⋅ 73456437 MLS

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 ½-acre lot. The home features two spacious units, each thoughtfully designed with light-filled interiors and contemporary finishes. With two full bathrooms. The roof is less than 5 years old. Septic less than 3 years old. New Electric heat; 7 zones in each unit. New Electric Hot water. Kitchen, baths, appliances, floors all new this income-generating property is ideal for investors or owner-occupants seeking flexibility and value. Enjoy the convenience of a prime location just steps from Starbucks, Walgreens, grocery stores, banks, and restaurants, and minutes from Route 9, the Mass Pike, and the premier shopping and dining at Natick Collection.

136 Commonwealth Rd, Wayland

Listing courtesy of Listing Agent: John McHugh Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

$635,000

73445245 MLS

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 special permits or zoning relief under MGL Chapter 40A, Section 6. Perc test, septic design, topographical map, land survey, and subdivision approval are complete and on file—ready for your builder. An Accessory Dwelling Unit (ADU) may also be permitted, offering flexibility for guests, in-laws, or a caretaker. Includes a rare deeded right to build a waterfront storage structure near the dock—ideal for kayaks, canoes, paddle boards, and fishing gear. Opportunities like this on Dudley Pond are exceptionally rare.

108 Dudley Rd, Wayland

Listing courtesy of Listing Agent: Michael Gurtler from Listing Office: Pendleton Properties.

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