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$775,000
3 Beds 3 Baths 73551536 MLS ['Stoneridge Village'] BLDG.
This townhouse checks all the boxes in an amazing close to everything location! First floor Primary Suite with cathedral ceiling and serene woodland views. Over sized two car garage with direct entry. Enjoy the private outdoor oasis with large brick patio and thoughtfully designed mature plantings from Russell's Garden Center. This rare 3 bedroom unit is in pristine condition! Two full and one half baths all remodeled. Primary bath with glass walled shower, double sinks and a generous walk in closet . Updated kitchen new appliances installed in 2025. First floor laundry off kitchen. Perfect one floor living with two additional bedrooms and a full bath on the second floor. Expand in the lower level perfect for exercise equipment or a home office. Quick access to all major routes shopping and restaurants just minutes away.

3 Steepletree Lane Unit 3, Wayland

Listing courtesy of Listing Agent: Gail Lockberg from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$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.

$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.

$719,900
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.

$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.

$829,900
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.

$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.

$1,249,000
2 Beds 3 Baths 73538735 MLS ['River Trial Place'] BLDG.
FRESH FOR FALL & NEWLY PRICED! Enjoy sophisticated, low-maintenance living in this beautifully appointed corner end-unit offering 2,534 SF of sun-filled living space in Wayland. Designed for those looking to simplify without sacrificing space, quality or comfort, this move-in-ready home features upgraded finishes and a thoughtfully designed open floor plan. The well-appointed kitchen offers gas cooking, generous cabinetry and a walk-in pantry, flowing seamlessly into the dining and living spaces—perfect for everyday living and entertaining. Upstairs, the spacious primary suite feels like a true retreat with a beautifully finished bath and large custom walk-in closet, while a generous second bedroom and dedicated office/den provide flexibility for guests and working from home. Thoughtful smart-home features and energy-efficient upgrades throughout add modern convenience while enhancing the home's comfortable, low-maintenance lifestyle. A 2-car garage and large unfinished lower level provide exceptional storage and future potential. Move-in ready and conveniently located near Wayland Center, shopping, trails and major commuting routes.

11 Lillian Way Unit 11, Wayland

Listing courtesy of Listing Agent: Danielle Meade from Listing Office: Compass.

$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.

$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.

$699,000
2 Beds 3 Baths 73534402 MLS ['Stoneridge Village'] BLDG.
FULLY RENOVATED & MOVE-IN READY! Beautifully renovated inside and out, this 2-bedroom + den condominium is tucked away on a peaceful cul-de-sac surrounded by conservation land. Features include a beautifully updated kitchen and bathrooms, an updated fireplace, new hardwood floors throughout, new windows, new roof, and new siding. The main level offers a welcoming living room, dining room, and versatile den ideal for a home office. Upstairs are two bedrooms, including a spacious primary suite with renovated bath and abundant closet space. Second-floor laundry, an attached garage, and a spacious walk-out lower level add convenience and functionality. Enjoy a private deck with tranquil wooded views, plus community swimming pool and tennis courts. This pet-friendly community is near shopping, dining, and major commuting routes.

16 Coltsway Unit 16, Wayland

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$799,000
3 Beds 2 Baths 73533038 MLS
Charm you can't recreate, in a location that speaks for itself. Built in 1890, this Colonial sits on 0.58 acres in one of MetroWest's most desirable towns, offering 1,917 SF with 3 bedrooms and 2 bathrooms.A full-wall cobblestone gas fireplace anchors the living room — a true showpiece. A light-filled four-season porch extends living space year-round, with additional porches for outdoor relaxing. Layout includes a first-floor bedroom and home office, plus a bonus room for flexible use.Real bones and so much potential — a rare chance to bring your vision to a property with genuine 1890 character in a neighborhood people move for. Mature landscaping surrounds the home, with easy access to the Mass Pike, I-95, and Routes 30 & 27. Listing agent is related to the seller.

94 W Plain St, Wayland

Listing courtesy of Listing Agent: Erin LaMarche from Listing Office: Portside Real Estate Group.

$749,000
2 Beds 2 Baths 73532705 MLS
Lots of NEW in this house! Renovated and move in ready! Be the first to enjoy this stunning property with two additional flex rooms on first floor. Set back from road, it 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. 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.

$1,499,000
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.

$1,100,000
3 Beds 3 Baths 73525039 MLS
Space, style, and effortless living come together in this exceptional end-unit townhouse at Post Road Village. Spanning over 3,000 sq ft, this 2013-built home impresses at every turn - soaring ceilings, skylights, and a gas fireplace set the tone for the bright, open main level. The gourmet kitchen features quartz countertops, stainless steel appliances, and a breakfast bar ideal for casual dining or entertaining. Two generous primary suites each offer walk-in closets and spa-inspired baths, while a flexible loft and finished lower level provide room to work, work out, or unwind. A private patio and two-car garage with direct entry round out the package. The HOA handles landscaping and snow removal, keeping upkeep minimal. Outside your door: conservation trails, top-rated Wayland schools, local shops and dining, and seamless access to Rt 20, 30, and the Mass Pike. All the warmth of single-family living - none of the hassle. Offers due Monday, 6/1, at 4:00 PM.

17 Wadsworth Ln Unit 17, Wayland

Listing courtesy of Listing Agent: Chris Kostopoulos Group from Listing Office: Keller Williams Realty.

$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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