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$1,499,000
4 Beds ⋅ 4 Baths ⋅ 73530329 MLS
Exceptional 2014-built Colonial offering 4,268 sq ft of quality craftsmanship, 4 bedrooms, and 3.5 baths, Designed with comfort and efficiency in mind, the home is exceptionally well insulated and features fully owned Tesla solar panels for added energy savings. The first floor offers a bright open-concept layout with a stunning white kitchen, granite countertops, spacious family room with gas fireplace, formal living and dining rooms, and a convenient mudroom. Hardwood floors lead to the second level, featuring a spacious primary suite with dual walk-in closets with cherry built-ins and a whirlpool bath. A secondary guest suite with a private bath and sitting area, plus two additional bedrooms connected by a Jack-and-Jill bath, provide flexible and comfortable living. The finished basement adds three versatile rooms and an office. Enjoy the fenced, level backyard with patio and firepit. Additional features include second-floor laundry, central vacuum, sprinkler system, and access to Wayland’s highly regarded schools.

201 Boston Post Rd, Wayland

Listing courtesy of Listing Agent: Karen Yu from Listing Office: Phoenix Real Estate Partners, LLC.
$1,695,000
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.
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 73514730 MLS
PRIVATE. ARCHITECTURAL. UNEXPECTED. Privately set on 4.9 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.
$2,095,000
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.
$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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