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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.
$860,000
2 Beds ⋅ 2 Baths ⋅ 73575023 MLS
OPEN HOUSES Sat (9/12) 12-2pm Sun(9/13)2-4pm.Tucked away in Wayland’s peaceful Dudley pond neighborhood, this charming single-family ranch perfectly blends cozy charm w/ exceptional modern updates.Offering 2 bedrooms, 2 full bathrooms & 1,540 square feet of inviting living space, this property is ideal as a year-round sanctuary, an "active lifestyle" downsizing option w/possible expansion on its 9,583 sq ft lot.Inside, the home radiates warmth & comfort, featuring beautiful wood accents, a fireplaced living room, & a bright layout designed to maximize natural light. The newly carpeted, versatile lower level provides additional living space w/ an easy walk-out access to the driveway with two dedicated storage rooms. Outside, your private backyard oasis awaits—complete w/ two sheds, a basketball patio & an expansive finished deck offering peaceful & great views of the water.Live the ultimate MetroWest lifestyle with direct access to Dudley Pond for year-round recreation, including swimming, kayaking, fishing, and skating. You are just moments from the nearby Lake Cochituate, local conservation land, and scenic hiking trails. This property is a hidden retreat & a commuter’s dream with effortless access to the Mass Pike (I-90), Route 9 & Route 20. Enjoy the absolute best of both worlds w/ premier shopping, dining & Wayland's top-rated public school system all just minutes from your front door!

5 Mansion Rd, Wayland

Listing courtesy of Listing Agent: Nancy Antonio from Listing Office: Keller Williams Boston MetroWest.
$1,995,000
5 Beds ⋅ 4 Baths ⋅ 73574192 MLS
Set on approximately 2.07 private acres across two adjoining parcels, 5 Wildwood Road offers exceptional space, timeless character, and a thoughtfully designed layout. The expansive interior features generously sized living and entertaining areas, spacious bedrooms, and a dedicated primary suite wing that provides a peaceful sense of privacy. Warm architectural details add charm throughout, while the home’s impressive proportions offer flexibility for everyday living, working, and hosting. Surrounded by mature landscaping in a coveted neighborhood setting, this distinctive property presents a wonderful opportunity to enjoy space, privacy, and enduring character in the heart of Wayland.

5 Wildwood Road, Wayland

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.
$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.
$1,499,900
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.
$499,000
2 Beds ⋅ 1 Baths ⋅ 73564510 MLS
Opportunity awaits in one of Wayland’s most desirable neighborhoods! This charming 840-square-foot home has good bones and endless potential, offering the perfect opportunity to bring your vision to life and create a home that is uniquely yours.While the home is ready for updates and renovations, its location is truly hard to beat. Situated near Wayland’s top-rated schools, you’ll also be close to grocery stores, restaurants, coffee shops, parks, and the town beach—everything you need for everyday living and enjoying the community.And with Boston just a 30-minute drive away, you can enjoy the best of both worlds: the charm of a highly sought-after town with convenient access to the city.At this price point, this is a rare opportunity to invest in Wayland and create the dream home you’ve been imagining. Bring your ideas, your vision, and your creativity—the possibilities are waiting!***pictures are showing current condition of home with AI enhanced following**

249 Main St, Wayland

Listing courtesy of Listing Agent: Lisa Bache from Listing Office: Coldwell Banker Realty - Franklin.
$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.
$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.
$749,000
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.
$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.
$719,000
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.
$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..
$649,000
2 Beds ⋅ 2 Baths ⋅ 73553537 MLS
Beautifully renovated and impeccably maintained, this charming Wayland home offers a thoughtful blend of timeless character, modern comfort, and effortless living. Efficiently designed to maximize every space, the home offers the benefits of a more manageable footprint, including lower utility costs, minimal maintenance, and more time to enjoy all that Wayland and the surrounding area have to offer. Extensively updated for peace of mind, the home features new appliances, heat and AC (2025), a hot water heater (2026),vroof (2020) and windows 2020, allowing the next owner to simply move in and enjoy. At the heart of the home is a beautifully appointed kitchen featuring marble countertops, a gas range, custom cabinetry, and an open layout that flows seamlessly into the dining and living spaces—ideal for everyday living and entertaining.Two well-appointed bedrooms on the main level offer the convenience of single-level living. The finished lower level significantly expands the home’s versatility with a spacious family room, home office, and laundry providing flexible space for a variety of uses. Outside, the property feels like a private retreat. Surrounded by mature landscaping, the yard offers multiple areas to relax, dine, garden, or simply enjoy the outdoors.Conveniently located near Wayland schools, conservation areas and scenic trails, shopping, dining, and major commuting routes, this home combines cottage-style charm with modern updates and an exceptionally manageable lifestyle.

15 Woodland Road, Wayland

Listing courtesy of Listing Agent: Danielle Meade from Listing Office: Compass.
$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.
$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.
$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.
$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.
$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.
$1,695,000
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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