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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.
$949,000
4 Beds ⋅ 3 Baths ⋅ 73575339 MLS
Four-bedroom multi-level home on a peaceful Cochituate cul-de-sac. The front living room is filled with natural light and features a picture window and wood-burning fireplace. The updated cherry kitchen has granite countertops and opens to the dining room and window-lined family room. The second floor offers three bedrooms and a full bath, with 2.5 updated baths in total. The lower level includes an office/den, bedroom, second full bath, and laundry.Recent updates include a 2017 high-efficiency Veissmann boiler with on-demand hot water heater, a 2023 roof, and a 2024 whole-home water purification system. Fresh paint throughout and newly refinished hardwood flooring. A new four-bedroom septic system will be installed at the seller’s expense prior to closing. Located near Cochituate ball field and Wayland Town Beach

7 Gage Road, Wayland

Listing courtesy of Listing Agent: Eileen Balicki from Listing Office: Gibson Sotheby's International Realty.
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73572615 MLS
Situated at the end of a quiet cul-de-sac, this exquisite 2013 custom-built home radiates exceptional curb appeal with its sophisticated Arts & Crafts flair. Inside, the thoughtfully designed first floor features an open layout, luxurious Brazilian Cherry flooring, impressive millwork, custom built-ins, and superb moldings that showcase outstanding attention to detail. At the heart of the home is a gourmet chef's kitchen, an oversized island, custom cabinetry, double ovens, and a premium six-burner Wolf gas cooktop. A first-floor bedroom option with an ensuite bath—perfect for guests or a main-level primary suite. Upstairs, the second-floor main bedroom serves as a private retreat, complete with a spacious walk-in closet and bathroom featuring an oversized shower and soaking tub. An additional bedroom, full bath, dedicated laundry room, a great room, and two versatile bonus rooms round out the second level. Outside, a screened porch overlooks the beautifully flat, private backyard. Conveniently located to Wayland public schools, local basketball, tennis courts & pool.

9 Old Farm Circle, Wayland

Listing courtesy of Listing Agent: Nikki Milott McCay from Listing Office: Gibson Sotheby's International Realty.
$1,255,000
4 Beds ⋅ 3 Baths ⋅ 73559923 MLS
Don’t miss this rare opportunity to enjoy space, privacy, and modern updates in one of Wayland’s most sought-after neighborhoods. Set on over an acre of professionally landscaped grounds, this exceptional 4 Bed 2.5 Bath property offers a wonderful blend of timeless character, thoughtful design, and modern comfort—a place where you can truly feel at home. Recent improvements include a brand-new 4-bedroom septic system installed and passed on-site inspection in August 2026, a renovated chef’s kitchen with custom cabinetry, quartz countertops, a large center island, new refrigerator, and induction cooktop (2026), a renovated full bath (2026), interior and exterior painting (2026), luxury vinyl flooring in the office (2026), a new driveway (2024, sealed in 2026), and a newer roof (2022). The thoughtfully designed multi-level floor plan offers spacious living and entertaining areas, including a fireplaced living room, oversized family room, private home office, and flexible fourth-bedroom suite with bonus studio space. Enjoy the peaceful backyard retreat and convenient access to Loker Elementary School, the Aqueduct Trail, Hamlen Woods, Natick Center commuter rail, shopping, and major routes to Boston and Logan Airport. A truly special home offering the space, comfort, and lifestyle you’ve been waiting for.

21 Wayland Hills Rd.,, Wayland

Listing courtesy of Listing Agent: Guozhen Dong from Listing Office: Keller Williams Realty-Merrimack.
$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.
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 73557001 MLS
Set on a picturesque wooded lot in one of Wayland’s most desirable neighborhoods, this inviting Cape pairs classic character with modern comfort. A flexible floor plan, generous living spaces, and three fireplaces enhance the home’s warm, inviting charm. The spacious kitchen opens naturally to the living and dining areas, while the bright family room captures peaceful views of the private backyard. Four bedrooms, a dedicated first-floor office, and a finished lower level offer exceptional flexibility for work, guests, and everyday living. Thoughtful improvements include newly refinished hardwood floors, fresh interior paint, updated electrical, extensive recessed lighting, newer appliances, four mini-splits, a whole-house generator, recent exterior paint, and roof heat cables. Surrounded by mature landscaping and conveniently located near Wayland’s top-rated schools, conservation trails, shopping, and commuter routes, this home is ready for its next chapter.

6 Brewster, 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.
$1,499,000
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.
$649,000
4 Beds ⋅ 2 Baths ⋅ 73547966 MLS
Rare Lake Cochituate Opportunity! Limited waterfront inventory makes this an exceptional opportunity for investors, builders, contractors, or those seeking a premier lakefront location. Situated on beautiful Lake Cochituate, this two-family property has potential for stunning water views and direct lake access. Each unit offers 2 bedrooms, presenting flexible possibilities for future use or income potential. The property has been vacant for several years, and the current condition of the home and its systems are unknown. It is being sold as is, with no representations or warranties made by the seller. Whether you envision restoring the existing structure or creating a custom waterfront residence, opportunities like this on Lake Cochituate are increasingly rare. Enjoy breathtaking lake views, direct water access, and the chance to invest in one of Wayland's most desirable waterfront locations!

224 West Plain Street, Wayland

Listing courtesy of Listing Agent: Nancy Hurley from Listing Office: ERA Key Realty Services- Fram.
$925,000
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.
$800,000
4 Beds ⋅ 2 Baths ⋅ 73542648 MLS
Opportunity awaits at 37 Oxbow Rd Wayland. Solidly built 1961 ranch with finished lower level in an exceptional neighborhood. Expansive windows allowing lots of natural light. 3 bedrooms, office space, family room, 2 fireplaces and 2 baths. Set in a highly desirable location close to top rated schools,conservation trails and town amenities. The potential here is undeniable! BOM due to buyers financing.

37 Oxbow Rd, Wayland

Listing courtesy of Listing Agent: Karen McNulty from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$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.
$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, now offered at a NEW PRICE—just reduced by $100,000! 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. Don’t miss this major price adjustment—Open House Saturday, 1:00–2:30 PM.

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.

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