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$799,000
3 Beds ⋅ 1 Baths ⋅ 73554527 MLS
Nestled on a quiet corner lot in one of Wayland's most convenient locations, this charming ranch offers comfort today and exceptional potential for the future. The home features a new roof, waterproof laminate flooring, and fresh interior paint throughout, making it truly move-in ready. The thoughtfully designed layout includes three bedrooms on one side of the home, while an oversized family room or home office on the other side provides flexible living space to suit your needs. Filled with natural sunlight, the home offers a warm and inviting atmosphere. The generous, flat, all usable lot presents exciting opportunities for expansion, whether by adding a second story or building a new custom home in the future. Whether you're looking for a comfortable home to enjoy immediately or a property with outstanding long-term potential, this is an opportunity you won't want to miss.

4 Lawrence Rd, Wayland

Listing courtesy of Listing Agent: Linglin Li from Listing Office: Hickory Brook Realty, LLC.
$724,999
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.
$749,000
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.
$799,000
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..
$649,000
2 Beds ⋅ 2 Baths ⋅ 73553537 MLS
Thoughtfully updated and perfectly positioned, this charming home offers the ideal blend of character, low-maintenance living, and an exceptional Wayland location. Designed for both everyday living and effortless entertaining, the heart of the home is the beautifully appointed kitchen, featuring marble countertops, a gas range, abundant cabinetry, and an open layout that flows seamlessly to the dining and living spaces, making it easy to gather with family and friends both indoors and out.Two well-appointed bedrooms on the main level provide the convenience of one-level living, while the finished ground level offers valuable additional living space, a dedicated home office, laundry area, and flexible space to fit today's lifestyle. Step outside to your own private outdoor oasis. Surrounded by mature trees and lush landscaping, the backyard offers multiple areas to relax, dine, garden, and unwind. Modern updates complement the home's timeless charm, all new appliances, central air conditioning 2025, HWH 2026, a new roof (2020), providing comfort and peace of mind for years to come. Ideally located in a quiet well established neighborhood, near Wayland's top-rated schools, miles of conservation land and hiking trails, and just minutes from all three schools, shopping, dining, and major commuting routes, this special property truly offers the best of MetroWest living.

15 Woodland Road, Wayland

Listing courtesy of Listing Agent: Danielle Meade from Listing Office: Compass.
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 73550692 MLS
Historic charm meets modern luxury in this beautifully reimagined Victorian in Wayland's sought-after Cochituate neighborhood. Completely renovated, this exceptional 4-bedroom, 3.5-bath home blends timeless architectural character with today's amenities. Original stained glass, rich period details, and gleaming hardwood floors are complemented by a new roof, updated electrical, Navien boiler, several new windows, added baths, and a stylish wet bar. The flexible floor plan features a first-floor bedroom with en-suite bath, ideal for guests or multigenerational living. The updated kitchen offers stainless steel appliances and a breakfast nook that flows into inviting living spaces. Upstairs, the spacious primary suite features luxury bath and two walk-in closets, plus two additional bedrooms, a loft, full bath, and second-floor laundry. Close to Lake Cochituate, Town Beach, shopping, dining, major routes, commuter rail, and top-rated schools.

8 Pemberton Rd, Wayland

Listing courtesy of Listing Agent: The Rosen Team from Listing Office: Real Broker MA, LLC.
$1,275,000
2 Beds ⋅ 3 Baths ⋅ 73549831 MLS
Enjoy panoramic views of Dudley Pond from this beautifully crafted 2019 Dutch Colonial offering the perfect condo alternative. The open floor plan features a spacious living room with a gas fireplace, open dining area for eight, a stunning white kitchen with center island seating for four, Thermador appliances, and a first-floor office or 3rd guest bedroom. Upstairs are two ensuite bedrooms, including a luxurious primary suite with a fireplace and private deck overlooking the water. A wraparound porch, second-floor laundry, oversized two-car garage+added storage room and generous yard complete the home. Pond access provides year-round recreation including kayaking, canoeing, swimming, and skating.

5 Crest Rd, Wayland

Listing courtesy of Listing Agent: Tanimoto Owens Team from Listing Office: Gibson Sotheby's International Realty.
$1,599,000
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.
$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.
$769,000
3 Beds ⋅ 1 Baths ⋅ 73548720 MLS
Charming single-level ranch in one of Wayland's most desirable neighborhoods. Set on a mature landscaped 0.30-acre lot, this well-maintained home offers hardwood flooring throughout much of the living area, a spacious living room with a fireplace, three bedrooms, a full bath with a tile shower surround and tub, and a bright eat-in kitchen. Additional features include a full basement, detached garage, paved driveway, and town water. Enjoy nearby access to Lake Cochituate, conservation land, walking trails, shopping, and major commuter routes. Located within the highly regarded Wayland school system, this property offers the perfect opportunity to enjoy all that Wayland has to offer.

6 Charles St, Wayland

Listing courtesy of Listing Agent: David Restic from Listing Office: Property Services Network.
$849,900
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.
$950,000
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, with one offering an option for office space. This home needs a little TLC and updating, but the bones are solid and the potential is tremendous. 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.
$1,399,000
5 Beds ⋅ 3 Baths ⋅ 73537716 MLS
Welcome to a beautifully updated move-in ready 5-bedroom Cape on a picturesque lot in a highly sought-after Wayland neighborhood. This home offers timeless charm, modern updates, and superb outdoor living. The generous sun-filled interior features newly updated full bathrooms, all new kitchen appliances, new Anderson windows, gleaming hardwood floors, fresh paint, and custom built-ins, while the expansive outdoor space includes a spacious backyard, new patio, screened-in porch, and new water feature - perfect spaces for enjoying the symphony of seasonal blooms. A desirable first-floor primary suite with a full bathroom with heated floors provides convenience and flexibility, with a bonus bedroom perfect for an office or close bedroom. Upstairs are 3 generously sized bedrooms and an updated full bathroom. The finished lower level includes a bonus space for an office, gym, playroom, or media room. Move in just in time to enjoy the best of summer and get comfortably settled for September.

96 Draper Rd, Wayland

Listing courtesy of Listing Agent: Nicolette Mascari from Listing Office: Rutledge Properties, Inc..
$645,000
2 Beds ⋅ 1 Baths ⋅ 73536759 MLS
Tucked away from the road & surrounded by nature, this private bungalow is a hidden retreat where peace & tranquility take center stage. Perched above Dudley Pond, the home enjoys water views, serene wooded vistas, & the soothing soundtrack of birdsong, all while offering exceptional convenience to major highways, shopping, schools, & everyday amenities. Inside, a spacious kitchen flows into an inviting family room, creating comfortable gathering spaces filled with natural light. Two bedrooms are complemented by a versatile bonus room, perfect for a home office. Step outside to the deck & fire pit to enjoy the generous yard to entertain, or simply enjoy the beauty of nature. A large basement with washer dryer, workshop & an activity area is complemented by attic storage & a shed for tools & equipment. Offering the rare combination of privacy, natural beauty & an easy commuter location, this unique property is a peaceful escape while still keeping everything you need just minutes away.

203 W Plain St, Wayland

Listing courtesy of Listing Agent: Kristen Rice from Listing Office: William Raveis R.E. & Home Services.
$2,200,000
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.
$775,000
2 Beds ⋅ 2 Baths ⋅ 73532705 MLS
Turnkey perfection awaits. Renovated between 2024-2026 this stunning property set back from road, combines modern luxury with everyday functionality. An extensive list of upgrades & video tour attached. Step inside to find a bright space featuring hardwood flooring, neutral walls and recessed lighting. FLEX ROOMS! The first floor offers two versatile flex rooms ideal for many uses including a home office, dining room or playroom.The brand-new eat in kitchen boasts sleek quartz countertops, tile backsplash and stainless steel appliances. Second floor offers two large bedrooms and a second new full bathroom. Major updates provide ultimate peace of mind, including a brand-new roof (2024) on both the house and the detached garage, all-new windows and doors. Outside you’ll enjoy the new patio and the newly widened and paved driveway that features a convenient turnaround for easy parking. Highly rated Wayland School System. Superbly located with quick access to the Mass Pike- Routes 9/20/30

348 Old Connecticut Path, Wayland

Listing courtesy of Listing Agent: Lynn A. Schreiner from Listing Office: Realty Executives Boston West.
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 73530329 MLS
Exceptional 2014-built colonial offering 4,268 sq ft of quality craftsmanship, 4 BRs, and 3.5 BAs, equipped with fully owned Tesla solar panels for maximum energy efficiency. The first floor features a bright open-concept layout with a stunning white kitchen, granite countertops, and a spacious family room with a gas fireplace, complemented by formal living/dining rooms and a mudroom. Hardwood floors guide you to the second level, showcasing a master oasis with dual walk-in closets (cherry built-ins) and a whirlpool bath. A secondary guest suite with a private bath/sitting area, plus two bedrooms sharing a Jack-and-Jill bath, provide unparalleled comfort. The finished basement expands the living space with 3 flexible rooms and an office. Enjoy outdoor living in the fenced, level backyard with a patio and firepit. Features include 2nd-floor laundry, central vac, sprinkler system, and access to Wayland's top-tier schools. Showings begin with Open Houses: Sat 11-1 & Sun 1-3.

201 Boston Post Rd, Wayland

Listing courtesy of Listing Agent: Karen Yu from Listing Office: Phoenix Real Estate Partners, LLC.
$770,000
4 Beds ⋅ 2 Baths ⋅ 73522212 MLS
This 4 bedroom, 1.5 bath Colonial is a commuter's dream; it's just minutes to the Mass Pike while also boasting easy access to 128, Rt. 9, and Rt. 30. Inside enjoy the spacious kitchen featuring granite countertops and stainless steel appliances. Hardwood floors and replacement windows are an added bonus. The space in the finished basement is not included in the home’s listed square footage. Outside, the patio and firepit add to the spacious fenced-in yard. A brand new septic tank will be installed prior to closing (and the portion of the fence currently taken down to do the work will be put back up). Line up your private showing today!

1 Valley View Rd, Wayland

Listing courtesy of Listing Agent: Katie Sears Tivnan from Listing Office: Lamacchia Realty, Inc..
$1,749,900
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.
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 73514730 MLS
This outstanding contemporary home is set on 4.9 acres with breathtaking sunset views from 420' above sea-level. Living areas showcase floor to ceiling glass on three expansive levels. The floor plan flows seamlessly from the main living level to the lower level to the mezzanine above the 20' x 60' indoor heated salt water pool. Each level has access to the exterior grounds. Your own personal oasis year-round! First time on market since being custom built by original owner. Maintained by the same family of builders since constructed. Updates include Primary bedroom addition 2000; Foyer addition 2010; New Septic 2015; New flooring for foyer, office, living, dining, kitchen, main level hall, and pool-surround level 2026. A rare opportunity to own this well-cared-for true contemporary home!

17 Deer Run, Wayland

Listing courtesy of Listing Agent: Carol Stewart from Listing Office: Carol Stewart.
$2,145,000
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.
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 73512543 MLS
This inviting Cape sits on a fabulous, level lot in a desirable neighborhood, perfectly located for today’s commuter lifestyle. Well-maintained and updated this home offers more than 2,700 square feet of living space, featuring 4 bedrooms, 2 full baths, and 1 half bath. Sun-filled spaces shine throughout, including a bright living room with a cozy fireplace and a well-sized dining room perfect for gatherings. The inviting kitchen offers great natural light and functionality.The expansive first-floor primary bedroom boasts soaring ceilings, a large walk-in closet, and a private bath. A fabulous office nearby provides direct access to the rear yard, ideal for work-from-home convenience. The second floor includes three generously sized bedrooms and an additional full bath. The finished lower level offers a comfortable family room, adding flexible living space.

10 Bennett Rd, Wayland

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 73511248 MLS
NEW CONSTRUCTION: This stunning 5 bedroom 5.5 bath Colonial is filled with modern craftsmanship in a prime location. The main level boasts an open-concept layout that is both airy and grand. The Chef’s Kitchen is outfitted with high-end appliances, a massive center island and a generous walk-in pantry. The kitchen transitions effortlessly into a family room and dining room with butler's pantry perfect for hosting. The first-floor suite offers the ideal setup for guests, a quiet home office, or long-term family stays. Upstairs, the spacious, primary suite features two oversized walk-in closets and a spa like bath, three additional bedrooms and 2 ensuite baths. The 1,350 sf finished basement complete with a full bath, is a blank canvas ready to become your gym, recreation room or media room. Outside, there’s a level yard with a spacious patio. Deeded access to Lake Cochituate is just a short distance (about .1 miles). Close to top-tier schools, world-class shopping and the commuter rail.

19 Morrill Dr, Wayland

Listing courtesy of Listing Agent: Janice C. Burke from Listing Office: Gibson Sotheby's International Realty.
$2,295,000
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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