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$939,000
4 Beds ⋅ 2 Baths ⋅ 73575603 MLS
Four bedroom Colonial tucked away on a cul-de-sac in one of Wayland’s most desirable neighborhoods. This home features an exceptional floor plan with a seamless flow connecting the kitchen, dining area, and a living room centered by a fireplace—perfect for everyday living and entertaining. The main level provides ultimate flexibility with an extra bonus room ideal for a home office or mudroom, a newly renovated half bath, and direct access to the attached 2-car garage. Upstairs find four bedrooms and a beautifully updated full bathroom. Full basement with exterior access. Beautiful private backyard. Enjoy an unbeatable location close to Happy Hollow School and Wayland High School, local tennis/basketball courts, the community pool, and major commuter routes.

39 Rolling Lane, Wayland

Listing courtesy of Listing Agent: Nikki Milott McCay from Listing Office: Gibson Sotheby's International Realty.
$1,499,900
6 Beds ⋅ 4 Baths ⋅ 73565249 MLS
Set back from Boston Post Road, just steps from historic Wayland Center, this impressive Colonial has been completely and thoughtfully re-imagined. Rebuilt and renovated from top to bottom, the home boasts many high-tech, health/safety, and energy-efficiency features, including fully owned solar, Tesla charging port, wired surround sound, and reverse osmosis water treatment. Outside, the large, well-landscaped yard offers privacy and tranquility, while also directly abutting the Mass Central Rail Trail, connecting you to Cambridge and Boston, the north and south shores, and the Berkshires, by foot or bicycle. Dream of commuting to work on your bike? Here, you can! Inside, the feel and design of the floor plan is open and modern. The oversized kitchen with custom cabinetry, granite countertops, stainless appliances, and large island with seating opens perfectly to both the giant formal dining room and the large fireplaced living room. The family room leads directly to the well-equipped exercise room, which also has separate access from outside. A cozy office/bedroom and strategically located half bath complete the first floor loving spaces. Upstairs, five ample bedrooms and three full bathrooms include a grand vaulted-ceilinged primary with gorgeous en-suite full tiled bath and large walk-in closet. A separate laundry room is located off the main upstairs hall. Hardwood and tile floors throughout, central heat and A/C, new metal roof!...and so much more. The two car garage with attached carport for a third vehicle is part of a larger outbuilding that also includes a vast workshop area that could easily be converted in to an ADU. There's simply too much to list. No expense was spared in this masterful renovation, and it must be seen in person to be fully appreciated. Wayland is one of MetroWest's most desired towns. Boston and Worcester are both easily commutable...even by bicycle!

202 Boston Post Rd, Wayland

Listing courtesy of Listing Agent: Richard Wilcox from Listing Office: Distinctly New England.
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 73559541 MLS
Located in one of Wayland's most sought-after neighborhoods, Daymon Farms, this completely renovated residence blends timeless design with exceptional craftsmanship. Every detail has been thoughtfully curated, from the designer lighting and custom millwork to the premium finishes and fixtures, creating a home that is both sophisticated and inviting. The sun-filled open floor plan offers seamless flow between the kitchen, dining, and living spaces, making it ideal for everyday living and effortless entertaining. Set on a beautifully landscaped lot with an expansive backyard, the property offers endless opportunities for outdoor enjoyment. The existing in-ground pool presents exciting potential to create a private backyard oasis. Ideally situated just moments from top-rated Wayland schools, shopping, parks, playgrounds, and commuting routes, this turnkey home offers an exceptional combination of luxury, comfort, and an unbeatable location.

30 Snake Brook, Wayland

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 73556133 MLS
Experience luxury living in this exceptional custom-built new construction, privately set on a one-acre lot in one of Wayland’s most prestigious neighborhoods. Offering over 5,670 sq ft of thoughtfully designed living space, this home showcases timeless architecture, outstanding craftsmanship, and premium finishes throughout.The gourmet chef’s kitchen features a full Thermador appliance package, custom cabinetry, quartz countertops, an oversized waterfall island, and a spacious walk-in pantry. The spectacular vaulted family room is highlighted by a dramatic floor-to-ceiling stone fireplace and walls of oversized windows overlooking the private backyard.The luxurious primary suite offers a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, double vanity, and an impressive custom walk-in dressing room with center island.Additional highlights include wide-plank oak hardwood flooring, elegant custom millwork, designer lighting, a dedicated home office, a finished lower level, a mudroom with custom built-ins, an oversized three-car garage with epoxy flooring, James Hardie plank siding, energy-efficient systems, a brand-new septic system, and professionally landscaped grounds.Conveniently located near Wayland’s top-rated schools, conservation trails, shopping, dining, and major commuting routes, this exceptional home offers the perfect balance of luxury, privacy, and convenience.A rare opportunity to own an extraordinary luxury residence in one of MetroWest’s most prestigious communities.

116 Lincoln Rd, Wayland

Listing courtesy of Listing Agent: Ivy Tharion from Listing Office: Century 21 North East.
$734,000
2 Beds ⋅ 2 Baths ⋅ 73555539 MLS
Impeccably maintained Colonial tucked at the end of a no-outlet road, offering privacy while convenient to shopping and major routes. A covered front porch welcomes you into a bright, open floor plan centered around a wood-burning fireplace. The updated kitchen features cherry cabinetry, stainless appliances, granite countertops and an oversized butcher-block island. Step outside to a professionally designed pea-stone patio overlooking a lush, fenced yard with vegetable gardens and fire pit—perfect for outdoor entertaining. Upstairs are two generously sized bedrooms with soaring ceilings, skylights and ample closet space, including a walk-in in the primary. An updated full bath plus flexible study/nursery/WFH space complete the second floor. Minutes to Mansion Beach and Wayland Town Beach, this inviting home combines charm, privacy and convenience.

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
***OPEN HOUSE Sunday 8/30 12:30-1:30pm!*** $50K PRICE DROP! 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.
$759,000
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..
$4,200,000
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 - Wellesley.
$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.
$2,095,000
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
Set on 3.5 picturesque acres, this exceptional 5,800+ sq. ft. estate offers a rare opportunity for multigenerational living. The flexible floor plan includes 6 bedrooms, 5.5 baths, 2 kitchens, 2 laundry areas, and a legally permitted accessory dwelling unit with private entrance. A thoughtfully designed ~2,000 sq. ft. single-level addition is ideal for aging parents, extended family, caregivers, or guests. Established gardens, fruit and berry plantings, open lawn areas, a 2.5-car attached garage, and 3-car detached garage complete this unique offering. An additional 2,800+ sq. ft. of unfinished lower-level space offers exceptional potential for a home theater, gym, recreation area, workshop, or future expansion. Available for the first time in over 50 years, this rare legacy property blends historic character, privacy, and exceptional versatility.

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.

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