Refine Search
Map
Sort by
91 Hillside Dr Unit 91, Wayland
$799,000
2 Beds ⋅ 3 Baths ⋅ 73563132 MLS ⋅ ['The Hills At Mainstone'] BLDG.
Experience the perfect balance of comfort, convenience, and community at The Hills at Mainstone. Set among meticulously landscaped grounds and bordered by conservation land, this highly sought-after Wayland neighborhood offers resort-style amenities, including a clubhouse, heated swimming pool, basketball, tennis and pickleball courts. Enjoy weekly social gatherings and monthly social events or simply relax and appreciate the ease of low-maintenance living. This "B" style unit offers a thoughtfully designed floor plan with sun-filled living spaces, a well appointed kitchen with stainless steel appliances and granite countertops, hardwood floors, a gas fireplace, and a private deck overlooking peaceful surroundings. Upstairs, two spacious en-suite bedrooms each offering walk-in closets, while the partially finished lower level provides flexible space for a home office, gym or media room. Professionally managed and pet-friendly, The Hills recently underwent extensive capital improvements, including new roofs, siding, windows, skylights, sliders, decks, fencing, and renovated clubhouse facilities. Don't miss this opportunity.

91 Hillside Dr Unit 91, Wayland

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
7 Astra Unit 7, Wayland
$575,000
1 Beds ⋅ 3 Baths ⋅ 73560298 MLS ⋅ ['Turkey Hill'] BLDG.
TURKEY HILL: Welcome to this lovely condominium community in the convenient south Wayland neighborhood. This is a one-bedroom, 2 1/2-bath ranch-style unit with lots of flexible space. The first floor has a kitchen and dining room, a large living room with a fireplace, built-in bookcases, hardwood floors, and sliders to a private deck. Spacious primary bedroom en suite with a walk-in closet. There is an office/den off the living room. The lower level is finished, does have a full bath, and has electric baseboard heat with individual zones.. There is a community swimming pool for the exclusive use of Turkey Hill. Freshly painted and ready for immediate occupancy.

7 Astra Unit 7, Wayland

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.
30 Snake Brook, Wayland
$1,675,000
4 Beds ⋅ 3 Baths ⋅ 73559541 MLS
Move right into this fully redesigned and rebuilt home in Wayland’s coveted Daymon Farms, the kind of neighborhood you dream of, with a welcoming community and true cul-de-sac setting. Completely renovated with updated systems, roofing, and siding, and so much more! This residence offers the feel of new construction with timeless design and exceptional craftsmanship. Shops, restaurants, and all Wayland schools are within walking distance, while easy highway access adds everyday convenience. Inside, designer lighting, custom millwork, and premium finishes complement a sun-filled, open floor plan connecting the kitchen, dining, and living spaces. Sophisticated yet inviting, the home is equally suited to quiet evenings and lively gatherings. Beautiful landscaping and an expansive backyard provide space to relax, entertain, and play, while the existing in-ground pool offers the opportunity to create your own private outdoor retreat.

30 Snake Brook, Wayland

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.
18 Lodge Road, Wayland
$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.
10 Willard St, Wayland
$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.
81 Riverview Cir, Wayland
$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..
175 Pelham Island Road, Wayland
$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.
226 Cochituate Rd, Wayland
$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.
17 Deer Run, Wayland
$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.
55 Glezen Ln, Wayland
$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.
188 Glezen Ln, Wayland
$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.
136 Commonwealth Rd, Wayland
$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.
108 Dudley Rd, Wayland
$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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!