Wayland, MA Real Estate | Wayland, MA Homes for Sale

A rare opportunity to enjoy the comfort of newly constructed, single-family living with the ease of condominium ownership. Set in one of Wayland’s most desirable North Side neighborhoods, this exceptional home blends modern design, refined finishes, and thoughtful details. The open-concept floor plan features a chef’s kitchen with stainless steel appliances, gas cooking, abundant cabinetry and counter space, and an oversized island overlooking the expansive family room and formal dining room. The first-floor primary suite offers a walk-in closet and luxurious bath, creating a private and convenient retreat. Upstairs, two generously sized bedrooms, a full bath, and a versatile loft provide flexible living space. The finished lower level is ideal for a playroom, game room, home theater, and/or gym. Outdoor amenities include a welcoming front porch, rear patio, spacious, level yard, and mature landscaping. An attached two-car garage with EV charging capability adds convenience, while direct backyard access to the Rail Trail offers an exceptional connection to nature. Ideally located near top-ranked Wayland schools, shopping, dining, and commuter routes to Boston, this home offers the perfect balance of modern comfort, natural beauty, and low-maintenance living.

3 Emmeline Path, Wayland

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$995,000

4 Beds ⋅ 2 Baths ⋅ 73594514 MLS

Welcome home to this charming, meticulously maintained 4-bedroom, 2-bathroom classic Cape style house located in a highly desirable Wayland neighborhood. Set on a level lot with a private backyard and a large outdoor deck, this move-in ready home offers warmth, character, and thoughtful modern updates throughout.The main level features a spacious living room with a wood-burning fireplace and an updated eat-in kitchen overlooking the yard, alongside a large screened-in sunroom—ideal for everyday living and indoor-outdoor entertaining. The first-floor layout includes two bedrooms and one full bath, offering convenient main-level living.Upstairs, the second floor boasts two additional bedrooms, a versatile bonus room (perfect for a home office), and a second full bathroom.The finished basement lower level offers versatile bonus living space with fireplace, a dedicated laundry room, and direct access to the attached 2-car garage. Additional highlights include a new 2025 water heater and central air conditioning. Located within a 1/2 mile of top rated Wayland elementary, middle and high schools, near local shopping centers, and major commuting routes.

16 Happy Hollow Road, Wayland

Listing courtesy of Listing Agent: Nikki Milott McCay from Listing Office: Gibson Sotheby's International Realty.

$1,650,000

3 Beds ⋅ 3 Baths ⋅ 73594495 MLS

A rare opportunity to enjoy the comfort of newly constructed, single-family living with the ease of condominium ownership. Set in one of Wayland’s most desirable North Side neighborhoods, this exceptional home blends modern design, refined finishes, and thoughtful details. The open-concept floor plan features a chef’s kitchen with stainless steel appliances, gas cooking, abundant cabinetry and counter space, and an oversized island overlooking the expansive family room and formal dining room. The first-floor primary suite offers a walk-in closet and luxurious bath, creating a private and convenient retreat. Upstairs, two generously sized bedrooms, a full bath, and a versatile loft provide flexible living space. The finished lower level is ideal for a playroom, game room, home theater, and/or gym. Outdoor amenities include a welcoming front porch, rear patio, spacious, level yard, and mature landscaping. An attached two-car garage with EV charging capability adds convenience, while direct backyard access to the Rail Trail offers an exceptional connection to nature. Ideally located near top-ranked Wayland schools, shopping, dining, and commuter routes to Boston, this home offers the perfect balance of modern comfort, natural beauty, and low-maintenance living.

3 Emmeline Path Unit 3, Wayland

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$2,499,000

5 Beds ⋅ 6 Baths ⋅ 73594487 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.

$1,095,000

3 Beds ⋅ 3 Baths ⋅ 73593972 MLS

Beloved and meticulously maintained family home of nearly 70 years is awaiting its next chapter. Located in the desirable Claypit Hill neighborhood, the home has seen many thoughtful improvements and three additions over the years, including an oversized two-car garage. This turnkey home is ready to enjoy now, yet a few cosmetic updates and your personal design vision could make it a true showstopper. Holiday hosting is simplified by the massive kitchen, well-appointed with copious cabinets, counter space, two sinks, two ovens and a countertop gas range. Spread out in the family room, dining room, wet bar, and living room with wood-burning fireplace and triple box window providing an abundance of natural light. On the main level, the flexible layout offers a primary en-suite with double closets, soaking tub and direct yard access, plus a bonus office or 4th bedroom. Ascend to the second floor where you'll discover two more bedrooms with gorgeous fir hardwood floors, ample closets, and a spacious full bathroom with tiled shower and tub. Three basement areas provide tons of storage or the possibility for expansion. Outside, multiple composite decks & covered porches overlook the stunning 1/2-acre property enveloped in mature trees and perennial garden beds. Ultimate location provides proximity to the center of town, restaurants, groceries, shops, rail trail and public library.

9 Training Field Road, Wayland

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..

$1,029,721

3 Beds ⋅ 3 Baths ⋅ 73593706 MLS

Welcome to 6 Aqueduct Rd, a beautifully updated 3-bedroom and den that can be used as extra bedroom, 2.5-bathroom split-level home nestled in one of Wayland's most inviting residential neighborhoods! Situated just minutes from major commuting routes and shopping, this unique property offers a rare blend of modern convenience and natural serenity, featuring a private backyard that directly abuts the scenic Hultman Aqueduct Trail.Step into the welcoming foyer and immediately notice the bright, inviting ambiance. The heart of the home is the newly renovated, stunning kitchen- thoughtfully designed with pristine stainless steel appliances, a built-in wall oven, a gas stove with a sleek range hood, a dishwasher, modern recessed lighting, and a spacious center island. This culinary space flows seamlessly into the dining room and a cozy family room anchored by a beautiful fireplace, providing the perfect layout for entertaining or everyday living.A standout feature of this property is the newly constructed addition, offering a versatile space that makes an ideal home gym, private office, or bonus room to suit your lifestyle. In the lower living area, natural light pours in through two sliding glass doors that open directly onto your peaceful backyard oasis.All three bedrooms are conveniently located on the top floor, and den that can be used as extra bedroom featuring durable and stylish vinyl flooring that beautifully complements the home's fresh, vibrant paint scheme. For your convenience, a walk-up attic provides abundant and easily accessible storage space.With its stunning recent upgrades, flexible living spaces, and unparalleled access to nature, this home is truly turn-key. Don't miss your chance to make this exceptional Wayland house your new home!

6 Aqueduct Rd, Wayland

Listing courtesy of Listing Agent: Albeiro Lopera from Listing Office: United Brokers.

$1,475,000

8 Beds ⋅ 3 Baths ⋅ 73592757 MLS

Welcome to a fully gut-renovated multi-family gem in the heart of Wayland- This dramatically transformed two-family (8bd/3ba, 3,201 sq ft) retains its 19th-century charm while offering today’s modern comforts. Inside, discover sleek, contemporary finishes across both units, with open layouts, new kitchens featuring stainless appliances and designer cabinetry, spa-like bathrooms, updated electrical, plumbing, and ductless HVAC systems for year-round comfort. Ideal for owner-occupants or investors alike, this property boasts flexible unit configurations—first floor offering 3 beds with in-unit laundry and pantry access to a bright living area; second/third floor offers a spacious eat-in kitchen, separate living and dining areas, an office, plus 4/5 bedrooms and 2 full bathrooms. Set on an expansive 0.72-acre lot (30,000+sq ft), enjoy ample off-street parking for up to 8 vehicles, a shared deck, large yard. Unit 1 rented till 1/31/2026 for $3200

186 Main St, Wayland

Listing courtesy of Listing Agent: Jacob Rosenberg from Listing Office: Red Tree Real Estate.

$585,000

2 Beds ⋅ 1 Baths ⋅ 73592501 MLS

Welcome to this cozy single-family ranch in a peaceful Wayland neighborhood! This home offers 2 bedrooms, 1 full bathroom, hardwood flooring, and a bright, inviting interior.The kitchen features granite countertops and ample cabinet space. Enjoy the heated sunroom, perfect for relaxing or dining while overlooking the greenery, with direct access to the outdoor patio.Additional features include a full basement offering extra storage, a paved driveway, and a convenient location near local schools, major highways, and the Sudbury River.Located in the desirable Wayland community, this home offers an excellent opportunity for buyers looking for a comfortable home in a convenient suburban setting.open house 10/24/2026 (Sat) from 11am to 12:30pm .

26 Riverview Cir, Wayland

Listing courtesy of Listing Agent: Tai Cheng from Listing Office: La Maison.

$889,900

3 Beds ⋅ 3 Baths ⋅ 73592383 MLS

WHAT A GREAT OPPORTUNITY to bring this home back to life!!! Large bedrooms...open sunny living room-dining room with fireplace...basement appears to have had an operational daycare in the past...the back yard is large and has an in-ground pool for summer fun!OUR SELLER REQUIRES OFFERS TO BE SUBMITTED HERE: click or paste this link into your web browser: https://agent.res.net/Offers.aspx?-1805749

26 Red Barn Rd, Wayland

Listing courtesy of Listing Agent: Nilton Lisboa from Listing Office: Lisboa Realty.

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 73591165 MLS

SUNDAY OPEN HOUSE CANCELLED. Accepted Offer. The property you've been waiting for! Set on a beautifully landscaped corner lot, this inviting 3-bedroom, 2.5-bath Cape-style home (4-bedroom septic) combines classic New England charm with comfortable living spaces and a wonderful setting for everyday enjoyment. A bluestone stepping-stone walkway, flowering window boxes, established gardens, and freshly painted exterior (2026) create a warm and welcoming first impression. The sun-filled kitchen features a large picture window, stainless steel appliances, a walk-in pantry, and a convenient half bath. A charming Dutch door opens to a large outdoor patio, perfect for entertaining! The formal dining room offers a lovely bay window and built-ins, while the living room features a gas fireplace with a detailed mantle and a wall of custom cabinetry that includes built-in workspace. The family room is wrapped in windows creating a bright and airy atmosphere and has direct access to the backyard via sliding doors. The main level primary bedroom features a private en-suite bath and large closet, custom fitted. Two additional bedrooms on the upper level share a full bath and both bedrooms offer additional storage spaces beyond their closets. The lower level, with newly painted floors, higher ceilings, expansive storage and large brick fireplace is yours to create and make your own! Double door front shed great for storage. Sprawling, level backyard with perimeter fence, irrigation, designated garden area, mature landscaping, storage shed and fabulous sport court with basketball hoop complete this turn-key property. New 2023 roof, recent interior painting and carpet upgrades, Long list of inclusions including two portable AC units.Walking distance to elementary school, mill pond for fishing and winter skating, playground and sports fields or take the Rail Trail to the town center or Wayland Library. This is a wonderful opportunity to join one of Wayland's premier neighborhoods and enjoy all it has to offer!

42 Plain Rd, Wayland

Listing courtesy of Listing Agent: Tori MacDowell from Listing Office: Gibson Sotheby's International Realty.

$2,450,000

4 Beds ⋅ 4 Baths ⋅ 73590956 MLS

Exceptional custom-built luxury new construction! Set on a private one-acre lot in one of Wayland’s most prestigious neighborhoods and is conveniently located near top-rated schools, conservation trails, shopping, dining, and major commuting routes. Offering over 5,670 sq ft of designer living space, this home showcases stunning architecture and premium finishes throughout. Wide-plank oak hardwood flooring, elegant custom millwork, soaring ceilings, and designer lighting make an amazing first impression. The stunning gourmet chef’s kitchen steals the show and features a full Thermador appliance package, custom cabinetry, quartz countertops, an oversized waterfall island, as well as 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 modern freestanding soaking tub, oversized walk-in shower, double vanity, and an impressive custom walk-in dressing room with center island. The oversized three-car garage features beautiful epoxy flooring and leads to an amazing mudroom with custom built-ins. Additional highlights include the dedicated home office, a huge finished lower level, large covered front porch, Hardie plank siding, energy-efficient systems, a brand-new septic system, and professionally landscaped grounds with amazing privacy. This exceptional luxury home offers the perfect balance of luxury, privacy, and convenience.

116 Lincoln Rd, Wayland

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$849,000

2 Beds ⋅ 3 Baths ⋅ 73590323 MLS

Built in 2005, this move-in ready home features three rooms on the second floor with newly refinished hardwood floors, including a primary bedroom, second bedroom, and a versatile third room ideal for a home office, nursery, or guest space. The spacious primary suite offers a cathedral ceiling, skylight, walk-in closet, and private bath. A second bedroom, flexible third room, and full hall bath provide the space and versatility today's buyers are looking for. The main level features newly refinished hardwood floors throughout and a welcoming open-concept layout designed for comfortable living and entertaining. The family room offers French doors leading to a deck and flows seamlessly into the dining area and kitchen. The kitchen is well-equipped with abundant cabinetry and a center island with seating, while a convenient first-floor powder room completes the level. Tucked away in a quiet neighborhood, residents enjoy access to Dudley Pond at the end of the street, perfect for kayaking, canoeing, fishing, and relaxing by the water. The expansive "field of dreams" backyard provides endless opportunities for entertaining, recreation, gardening, or play. Additional highlights include a two-car garage, efficient natural gas heat, and a fantastic location with easy access to Lake Cochituate, shopping, dining, and major commuting routes. A wonderful opportunity to enjoy flexible living space, modern amenities, and an exceptional outdoor setting. The home is served by and deeded for a two-bedroom septic system, although there are three rooms upstairs. Hot water tank 2026.

7 Castle Gate Road, Wayland

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

$1,085,000

4 Beds ⋅ 3 Baths ⋅ 73589638 MLS

Mid-Century Modern Living Surrounded by Nature! Set at the end of a cul-de-sac on a private, one-acre lot, this 4-bedroom, 3-bath contemporary home offers distinctive architecture, abundant natural light, and a peaceful connection to the outdoors. Vaulted ceilings throughout the main living level, expansive windows, and skylights create an open, airy feel while bringing the surrounding landscape into view. The living room features hardwood floors and a fireplace, flowing into the dining area with direct access to an oversized screened porch—an ideal extension of the living space for relaxing, entertaining, or simply enjoying the natural surroundings. The kitchen offers granite countertops, a peninsula, skylight, and plenty of workspace. All four bedrooms are located on the main level, including a primary bedroom with vaulted ceiling, skylight, and private bath. The finished lower level provides additional flexible living space with a second fireplace, third bathroom, and laundry area, along with direct access to the attached two-car garage. Outside, the level, wooded lot offers a rare combination of privacy, usable yard space, and a setting that feels one with nature. Located in Wayland's Claypit Hill neighborhood, this home combines classic mid-century character, flexible living space, and a setting that's hard to replicate.

19 Holiday Road, Wayland

Listing courtesy of Listing Agent: Doug McNeilly from Listing Office: Coldwell Banker Realty - Sudbury.

$1,365,000

5 Beds ⋅ 3 Baths ⋅ 73588892 MLS

A rare opportunity to own one of Wayland's iconic Victorian homes—thoughtfully updated while preserving the elegance and craftsmanship of the original 1880 design. Period details, intricate woodwork, bullseye oak moldings, and beautiful hardwood floors are complemented by extensive recent improvements, including 20 new windows, a renovated kitchen with new cabinetry, flooring, and backsplash, updated flooring and ceiling fans in all five bedrooms, refreshed bathrooms with new vanities, a tankless water heater, and more. The welcoming floor plan offers a grand foyer, fireplaced parlor, formal dining room, private office, expansive family room, and a secluded third-floor primary suite with sitting room and bath. Set on a beautifully landscaped 37,000± sq. ft. lot tucked back from the road, this exceptional property offers privacy just moments from Wayland Center, top-rated schools, the library, and the Mass Central Rail Trail.

26 Millbrook Rd, Wayland

Listing courtesy of Listing Agent: Pamela Taylor from Listing Office: LAER Realty Partners.

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 73588733 MLS

This wonderful contemporary home offers classic midcentury architecture, 4 bedrooms, 3 full baths, an expanded primary bedroom with hardwood floors, 2 walk in closets, vaulted ceiling, and an expanded, updated primary bath. The lovely, warm living/dining room with a brick fireplace is the heart of this home. A large, bright kitchen features a wood burning stove, lots of cabinets and storage, and access to the porch and deck. Finished lower level with full bath offers flexible family space and potential office or Au Paire accommodation. Walls of glass, spacious rooms, vaulted ceilings and skylights offer maximum light and comfortable easy living. The large, beautiful porch and deck accord easy access to the private backyard and outdoor living. Located on a cul de sac in a convenient Claypit Hill neighborhood, this home has easy walking or biking access to the library and town center. Original owners have LOVED this home!!! New Septic system has been installed and backyard hydroseeded.

1 Holiday Road, Wayland

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.

$1,225,000

3 Beds ⋅ 3 Baths ⋅ 73588162 MLS

More space, flexibility, and possibility than meets the eye. Tucked into a wonderful Wayland neighborhood with sidewalks and an easy walk to the schools, 44 Pequot Road is the kind of home that may surprise you. Behind its understated exterior is a remarkably flexible three-bedroom, three-bath layout with room to gather, work, host, and grow. The main level feels bright and welcoming, with a fireplaced living room, dining room, and kitchen. A desirable southern rear exposure brings beautiful natural light throughout the day and creates a warm connection between the house and the backyard. With 2 bedrooms and 2 full baths on this level, the home also offers the possibility of comfortable single-level living. Downstairs, the walk-out lower level adds an entirely different dimension to the home. A spacious family room provides a relaxed place for movie nights, play, or everyday living, while a third bedroom, full bath, and separate office offer privacy and flexibility for guests, working from home, or multigenerational needs. And then there is the backyard. Expansive, sunny, and wonderfully private-feeling, it offers the kind of space that invites you outside. A beautiful brick patio surrounded by stone walls is ready for summer dinners, morning coffee, and evenings with friends, while the large lawn leaves plenty of room for play, gardening, or simply enjoying the outdoors. A shed provides extra storage, and the two-car garage has brand-new garage doors. The location makes everyday life especially easy. Walk to Wayland's schools, including nearby Happy Hollow Elementary, while enjoying a neighborhood with sidewalks and a quieter residential street. Bright, flexible, and much more spacious than its exterior suggests, 44 Pequot Road is a home that can adapt beautifully to different stages of life, with the space to enjoy today and the flexibility to serve you for years to come. Recent improvements include a newer roof (2022), hot water tank (2025), and front entry and garage doors (2026), offering added value and peace of mind.

44 Pequot Rd, Wayland

Listing courtesy of Listing Agent: Peace Nguyen from Listing Office: Engel & Volkers Wellesley.

$1,499,000

5 Beds ⋅ 5 Baths ⋅ 73587144 MLS

The Lydia Maria Child House, circa 1830, is a remarkable piece of Wayland history, thoughtfully updated for today’s living while preserving the character and craftsmanship of an important early Wayland home. Set on an oversized lot, this exceptional residence offers approximately 4,889 square feet with 5 bedrooms, 3 full and 2 half baths, and a three-car garage. The home combines gracious historic spaces with a refreshed kitchen, updated bathrooms, beautifully refinished floors, and fresh interior and exterior paint. Recent improvements include new kitchen countertops and cooktop, a 2022 boiler, second-floor bedroom windows, and a 2016 roof and skylights. A rare opportunity to own a distinctive piece of Wayland history with the space, setting, and updates today's buyers are seeking.

91 Old Sudbury Road, Wayland

Listing courtesy of Listing Agent: Eileen Balicki from Listing Office: Gibson Sotheby's International Realty.

$935,000

4 Beds ⋅ 2 Baths ⋅ 73585965 MLS

SELLER CREDIT TOWARD A 1-0 BUYDOWN! Welcome to 38 Hawthorne Road. Exterior color in photo is virtual for marketing purposes only. This charming Garrison Colonial is nestled in the picturesque town of Wayland. A delightful four-bedroom, two-bath home offers the perfect blend of classic charm and modern convenience. Enjoy the comfort of central air, Gas radiant fireplace to keep you warm and toasty in the cool weather. The elegance of gleaming hardwood floors, and the fresh updates with new carpet on the second level and a fresh coat of paint throughout offer move-in ready features. Tucked away off the main roads and situated in a neighborhood setting, this home offers a great opportunity to be part of a desirable community. Conveniently located close to major routes like Route 9, Route 30, Mass Pike and right next to Dudley Pond. You’ll have easy access to a variety of shops, restaurants, and nearby Wayland Town Beach and Lake Cochituate. Plus, you’ll be part of a top-rated school system, making this home an ideal choice for families. Come and see 38 Hawthorne Road!

38 Hawthorne Rd, Wayland

Listing courtesy of Listing Agent: Diane Paolini from Listing Office: Coldwell Banker Realty - Sudbury.

$849,000

4 Beds ⋅ 3 Baths ⋅ 73585445 MLS

Nestled on a quiet street in the heart of Cochituate, this versatile 4-bedroom, 3-full-bath Cape offers an exceptional blend of comfort, character & flexible living space. The main level features a light-filled living room with a cozy fireplace & large picture window, a formal dining room, and an eat-in kitchen with stainless steel appliances & gas cooking. A first-floor bedroom and full bath offer added flexibility, while the laundry/mudroom provides direct access to the two-car garage and outdoor living areas. Upstairs are two generously sized bedrooms and an additional full bath. Adding even more flexibility is a separate in-law apartment complete with a bedroom, kitchenette, full bath & private slider opening to the backyard. Set on a peaceful, private lot, the expansive outdoor living area is a true highlight, featuring a large patio, covered entertaining space, koi pond, natural wood sauna and extensive vegetable & flower gardens. Recent updates include a 2019 furnace, 2019 Navien tankless water heater & 2021 roof. Ideally located near major commuter routes with easy access to shopping, dining, recreation & all that MetroWest has to offer.

37 Winter St, Wayland

Listing courtesy of Listing Agent: Maura Rodino from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 73585217 MLS

Young 2014-built Colonial offering 4,268 sq ft of finished living space, 4 bedrooms, and 3.5 baths on a level 0.69-acre lot. The bright, open main level features hardwood floors, a spacious family room with gas fireplace, formal living and dining rooms, and a white kitchen with granite countertops, stainless steel appliances, and direct access to the backyard. Upstairs, the primary suite offers two walk-in closets with custom built-ins and a private bath with whirlpool tub and tiled shower. A second bedroom features its own private bath and sitting area, while two additional bedrooms share a Jack-and-Jill bath. The finished lower level adds approximately 1,200 sq ft with a home office, media room, game room, and additional flexible space. Outside, enjoy a fenced, level backyard with patio and firepit. Additional features include second-floor laundry, central air, central vacuum, sprinkler system, tankless hot water, a 2-car attached garage, and fully owned Tesla solar panels.

201 Boston Post Rd, Wayland

Listing courtesy of Listing Agent: Ning Sun from Listing Office: United Real Estate, LLC.

$1,235,000

4 Beds ⋅ 2 Baths ⋅ 73585071 MLS

Welcome to waterfront living on Dudley Pond, where every day feels like vacation. Set on a oversized lot, this is the kind of property that opens doors either way: move right into a spacious, already-established 4+ bedroom, 2-bath home, or use the rare 4-bedroom septic and large, usable yard to build the dream home you've been picturing. Whichever path you choose, the lifestyle is already waiting.Mornings start with coffee on the wraparound deck as mist lifts off the water. Afternoons are for casting a line from your private dock, launching paddle boards and kayaks, or relaxing on your own private beach area at the water's edge. Evenings bring glowing sunset views, and when the air turns crisp, the sauna overlooking the water becomes your own private spa. Keep an eye on the sky: bald eagles glide by right over your backyard.The magic lasts all year. Summer brings long days of swimming, fishing, and paddling. Fall paints the shoreline in brilliant color. Winter turns the view into a snow-dusted postcard best enjoyed from the warmth of the sauna, and spring brings the wildlife back right outside your door.Inside, generous living space offers room for guests, a home office, and weekend gatherings that spill out onto the deck. Outside, the oversized lot delivers a large, usable yard with space for gardens, lawn games, a fire pit, or the expansion or rebuild you've been dreaming of, all supported by that coveted 4-bedroom septic.Here, tranquility and convenience finally meet. Tucked away in one of Wayland's most sought-after communities, this home feels like a lakeside escape, yet it's just minutes to Route 30, Route 9, and the Mass Pike for an easy commute to Boston and beyond. Local favorites Dudley Chateau and the Villa are just around the corner for dinner out, along with nearby shopping and conservation trails.Live your best vacation life every day, with no packing, no traffic, and no check-out time. Close to the city but a world away, this is waterfront living at its finest. Move right in, renovate, or build new. Either way, your lakeside retreat awaits.

89 Dudley Rd, Wayland

Listing courtesy of Listing Agent: Victoria Anfuso from Listing Office: .

$3,475,000

6 Beds ⋅ 9 Baths ⋅ 73584864 MLS

Sited on a private 1.74 acre lot with breathtaking views abutting conservation land, this exquisitely designed home is built with impeccable exterior & interior finishes with endless amenities. This captivating home has been meticulously cared for with many new enhancements, providing a luxury experience for all. Chef’s Dream Kitchen equipped with custom cabinetry, oversized island, 2 dishwashers, 2 wall ovens & multiple refrigerators. Dramatic dining and living complemented by tall ceilings, radiant heat and 5 fireplaces throughout. 6 oversized bedrooms, ( 5 bedroom septic) 6 full and 3 half baths include a gorgeous 1st floor master suite with his/her closet & private baths. The lower level of the home offers spectacular indoor/outdoor living including a bar, billiard room, wine cellar, custom cabana with built in smoker & grill, industrial sized heaters, full kitchen, 2 fire places complete with a gym and indoor exercise pool/spa. The ultimate home for entertaining & luxury living.

4 Ellen Mary Way, Wayland

Listing courtesy of Listing Agent: Kara Apostolica from Listing Office: Gibson Sotheby's International Realty.

$1,129,000

3 Beds ⋅ 3 Baths ⋅ 73584441 MLS

New England charm meets move-in ready. Completely renovated in 2020 and thoughtfully upgraded every year since, this classic Dutch Gambrel Colonial leaves nothing on your to-do list. It sits on Morse Road in the heart of Wayland, within a coveted neighborhood of three connected cul-de-sacs with sidewalks throughout, midway between Weston and Sudbury with easy access to highways and transit. The systems upgrades speak for themselves: a new roof, windows and electrical service, hardwood throughout, central air, gas heat (2021), new HVAC (2023) and a four-bedroom septic that has passed Title V. A welcoming front entry with a custom built-in bench and windows fills the home with natural light. The open kitchen, with white shaker cabinetry, herringbone tile and a quartzite island, seamlessly flows into the dining area. The living room is centered on a fireplace with a carved antique mantel and custom built-ins. Just beyond, a sunny home office with its own exterior entrance is a true work-from-home setup. Upstairs, the primary suite offers a custom walk-in dressing room and a dual-vanity bath. Two more bedrooms share a full bath. The lower level, finished in 2023, adds a bonus room for play, gym or media, plus laundry and storage. Out back, the fully fenced, level yard and paver patio have room for the dog, the trampoline and the fire pit. A heated detached two-car garage works year round for parking, projects or a workshop. Claypit Hill Elementary is under a mile away and the Mass Central Rail Trail is very close, with Wayland Town Center, the library and Sandy Burr Country Club nearby. Route 20 connects to I-95 and the Mass Pike, and Natick Center commuter rail is ten minutes south.

6 Morse Rd, Wayland

Listing courtesy of Listing Agent: O'Connor & Highland from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,050,000

2 Beds ⋅ 4 Baths ⋅ 73584084 MLS ⋅ ['The Meadows'] BLDG.

THE MEADOWS: THE Meadows is a lovely, high desirable condo community in convenient South Wayland. The Preston floor plan features a roomy kitchen, open living-dining room, primary bedroom ensuite, laundry room, and guest bath on the first floor. The spacious upper floor features a second bedroom, large bonus room with a walk in closet, charming loft space and full bath. Lower level is walkout and has numerous rooms that offer great flexibility. (office, game room, library) This unit is bright and sunny and offers an easy lifestyle in a well kept, lovely community.

104 Dahlia Drive Unit 104, Wayland

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.

$5,400

5 Beds ⋅ 2 Baths ⋅ 73583285 MLS

Fully Gut renovated 5 bedroom in prime wayland location! Wonderful, two level unit with abundance of natural light! This light and bright unit offers 9 rooms with over 2000 sq.feet of living space and plenty of storage. The first level offers a huge eat-in kitchen with newer appliances including gas stove for cooking and large walk-in pantry, two large bedrooms, a nice size living room, a huge bathroom with brand new stackable laundry and an office space. The second level offers 3 bedrooms (electric baseboard heat) for in-home gym/studio/game room etc. & two large storage closets. The unit will be freshly painted and renovated for the next tenant! An amazing value for Wayland. Huge lot 3/4 Acre.

186 Main St Unit 2, Wayland

Listing courtesy of Listing Agent: Jacob Rosenberg from Listing Office: Red Tree Real Estate.

$695,000

4 Beds ⋅ 1 Baths ⋅ 73583171 MLS

Welcome to 3 Waltham Road, a charming and sun-filled Cape tucked away on a generous 0.46-acre level lot in the heart of Wayland. Offering 1,481 square feet of comfortable living space, this inviting home has been thoughtfully refreshed and is ready to welcome its next owners.Fresh interior paint and beautifully refinished hardwood floors give the home a bright, clean feel, while the flexible layout offers four bedrooms and two bedrooms on each level, making it a unique layout. With seven well-proportioned rooms and a full bath. A spacious unfinished basement provides excellent storage, while the two-car garage and unfinished vaulted attic offer even more room and exciting possibilities for the future. A new septic system was installed in 2026.Set on a lovely, level parcel with generous outdoor space, the property offers both the comfort of moving right in and the opportunity to dream a little — whether that means updating, expanding, or exploring future possibilities, subject to buyer due diligence and required municipal approvals.Ideally located near Wayland’s schools, shopping, restaurants, commuter routes, and the surrounding MetroWest communities, 3 Waltham Road is a wonderful place to put down roots. Comfortable, sunny, and full of potential, this is a home that invites you to make it your own.

3 Waltham, Wayland

Listing courtesy of Listing Agent: The Cloutier Group from Listing Office: Compass.

$1,285,000

3 Beds ⋅ 3 Baths ⋅ 73577826 MLS

This is the one you've been waiting for! Beautifully gut-renovated ranch-style home offering comfortable one-level living with thoughtfully finished additional space in a desirable Wayland neighborhood. Set on approximately 0.47 acres, this stunning home welcomes you with an open, inviting layout and an abundance of natural light. The spacious living room features a cozy fireplace and flows seamlessly into the dining area, creating the perfect setting for both everyday living and entertaining. The beautifully renovated kitchen is the heart of the home, thoughtfully designed with a perfect balance of style and functionality. A large skylight and generously sized windows fill the space with natural light, while abundant recessed lighting adds warmth and ambiance throughout. The kitchen opens directly to the large deck, making indoor-outdoor entertaining effortless. Three well-proportioned bedrooms offer generous closet space, including a comfortable primary suite with a beautifully appointed spa-like bathroom—a peaceful retreat at the end of the day. Two additional full bathrooms provide exceptional convenience for family and guests. The freshly finished, walk-out lower level significantly expands the home's versatility, offering flexible space for a home office, gym, recreation room, guest area, or playroom. With excellent natural light and direct outdoor access, this level can easily adapt to a variety of needs and lifestyles. Step outside to discover your own private backyard oasis. The spacious deck is ideal for summer dining, entertaining, or simply enjoying a quiet morning coffee, while the approximately 0.47-acre lot provides plenty of room to relax, play, and garden.Additional highlights include a one-car garage, multiple-zone central air and exceptional move-in-ready condition. Ideally located in the sought-after Cochituate area of Wayland, with convenient access to highly regarded schools, shopping, restaurants, conservation areas, commuter routes, and all that Wayland has to offer. Beautifully renovated, thoughtfully designed, and ready to enjoy—nothing to do but move in and make it your own!

3 Tally Ho Ln, Wayland

Listing courtesy of Listing Agent: Anya Kogan from Listing Office: Luxury Realty Partners.

$679,900

2 Beds ⋅ 2 Baths ⋅ 73575023 MLS

OPEN HOUSE: TODAY SAT OCT. 10th 11-1PM! Enjoy Lake living in this Dudley Pond neighborhood! Close to Mansion beach, this two bedroom ranch blends cozy warmth w/nice updates, flexible layout, 2 full bathrooms & a 9,583 sq. ft. lot. Features include lake cabin vibes w/warm wood accents, a cozy fireplaced living room, 2 good sized bedrooms & a newly carpeted walk-out lower level which may serve as the 2nd bedroom, family room or hybrid office space, complete w/closets, a large storage room & economical utility bills! Step outside to your private outdoor retreat w/ an expansive finished deck w/ beautiful water views, a basketball patio, and two handy storage sheds. Enjoy public access to swimming, kayaking, and winter skating on Dudley Pond. Minutes from Lake Cochituate, major commuter routes (Mass Pike, Rt 9, Rt 20) & premier MetroWest shopping.Enjoy the absolute best of both worlds w/the outdoors, Metrowest urban living with Wayland's top-rated public school system! Be in your new home for the holidays! Significantly lower monthly payments from day one - Seller is offering a temporary mortgage rate buy down!

5 Mansion Rd, Wayland

Listing courtesy of Listing Agent: Nancy Antonio from Listing Office: Keller Williams Boston MetroWest.

$1,195,000

5 Beds ⋅ 2 Baths ⋅ 73573385 MLS

SHOWINGS START AT THE OPEN HOUSE SUNDAY SEPTEMBER 13, 12:30 TO 1:45 PM * Fantastic Wayland Two-Family | Lead Compliance Certificate in Hand Exceptional opportunity in a prime Wayland location! This well-maintained two-family offers flexibility for investors, owner-occupants, or multigenerational living—just steps to top-rated schools, shops, and restaurants.* Unit 1 features a bright, open floor plan with two bedrooms plus a den, offering flexible living space. Enjoy a private, sun-filled setting with an additional finished lower-level room ideal for a home office, gym, or media space. Laundry is located in the basement. * Unit 2 is renovated and spread across two levels with three to four bedrooms. Highlights include a new kitchen with updated cabinets and appliances, modern bath, engineered hardwood floors, and fresh paint throughout. Ample closets and natural light complete the space. Oversized .55 acre fenced yard, ample off-street parking, and shared laundry. Convenient to Routes 27, 9, Mass Pike, and Cochituate State Park.

8 Damon, Wayland

Listing courtesy of Listing Agent: John McHugh Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

$1,399,900

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. And, the heated driveway ensures minimal shoveling, snow blowing, or plowing! This nearly two-acre property also has the very real potential of being an equestrian property, with its large back yard and direct connection to the Mass Central Rail Trail! 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.

$695,000

2 Beds ⋅ 3 Baths ⋅ 73569400 MLS ⋅ ['Stoneridge Vjillage'] BLDG.

*** NEWLY INSTALLED wall to wall carpet on 2nd floor & special assessment of $65,000 WILL BE PAID OFF at closing *** Wonderful 2 bdrms/3 baths townhouse tucked into a quiet cul-de-sac, bordering protected conservation land for ultimate peace & privacy. Step inside to a spacious, bright hardwood floor living room with a stylish bar - perfect for hosting. Rare first floor full bath is a thoughtful touch - ideal after a dip in the backyard-like community swimming pool. The dining area with a pantry flows effortlessly to a private, expanded rebuilt deck, while the modern kitchen with stainless steel appliances & quartz countertop steals the show with a large island made for gathering. Upstairs, the bright primary suite awaits with an ensuite bath, walk-in closet & your own private Romeo-Juliet balcony. A second bedroom/study with its own bath offers flexible space for guests/office. Back downstairs, the walkout basement with hardwood floor adds endless possibilities for exercise or recreation. It’s all been meticulously updated: new heat pump, water tank, & electrical panel this year, Andersen windows & patio doors throughout, plus a brand-new roof & siding with Tyvek wrapping & gravel drainage around the building. A rare blend of comfort, natural privacy, & tranquility to enjoy life.

7 Indian Dawn Unit 7, Wayland

Listing courtesy of Listing Agent: Anita Sung from Listing Office: Shea Realty Group.

$799,000

2 Beds ⋅ 3 Baths ⋅ 73563132 MLS ⋅ ['The Hills At Mainstone'] BLDG.

Experience the perfect balance of comfort, convenience, and community at The Hills at Mainstone. Set among meticulously landscaped grounds and bordered by conservation land, this highly sought-after Wayland neighborhood offers resort-style amenities, including a clubhouse, heated swimming pool, basketball, tennis and pickleball courts. Enjoy weekly social gatherings and monthly social events or simply relax and appreciate the ease of low-maintenance living. This "B" style unit offers a thoughtfully designed floor plan with sun-filled living spaces, a well appointed kitchen with stainless steel appliances and granite countertops, hardwood floors, a gas fireplace, and a private deck overlooking peaceful surroundings. Upstairs, two spacious en-suite bedrooms each offering walk-in closets, while the partially finished lower level provides flexible space for a home office, gym or media room. Professionally managed and pet-friendly, The Hills recently underwent extensive capital improvements, including new roofs, siding, windows, skylights, sliders, decks, fencing, and renovated clubhouse facilities. Don't miss this opportunity.

91 Hillside Dr Unit 91, Wayland

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

$575,000

1 Beds ⋅ 3 Baths ⋅ 73560298 MLS ⋅ ['Turkey Hill'] BLDG.

TURKEY HILL: Welcome to this lovely condominium community in the convenient south Wayland neighborhood. This is a one-bedroom, 2 1/2-bath ranch-style unit with lots of flexible space. The first floor has a kitchen and dining room, a large living room with a fireplace, built-in bookcases, hardwood floors, and sliders to a private deck. Spacious primary bedroom en suite with a walk-in closet. There is an office/den off the living room. The lower level is finished, does have a full bath, and has electric baseboard heat with individual zones.. There is a community swimming pool for the exclusive use of Turkey Hill. Freshly painted and ready for immediate occupancy.

7 Astra Unit 7, Wayland

Listing courtesy of Listing Agent: Leeann Yolin from Listing Office: Coldwell Banker Realty - Weston.

$1,675,000

4 Beds ⋅ 3 Baths ⋅ 73559541 MLS

Move right into this fully redesigned and rebuilt home in Wayland’s coveted Daymon Farms, the kind of neighborhood you dream of, with a welcoming community and true cul-de-sac setting. Completely renovated with updated systems, roofing, and siding, and so much more! This residence offers the feel of new construction with timeless design and exceptional craftsmanship. Shops, restaurants, and all Wayland schools are within walking distance, while easy highway access adds everyday convenience. Inside, designer lighting, custom millwork, and premium finishes complement a sun-filled, open floor plan connecting the kitchen, dining, and living spaces. Sophisticated yet inviting, the home is equally suited to quiet evenings and lively gatherings. Beautiful landscaping and an expansive backyard provide space to relax, entertain, and play, while the existing in-ground pool offers the opportunity to create your own private outdoor retreat.

30 Snake Brook, Wayland

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.

$499,000

2 Beds ⋅ 1 Baths ⋅ 73557573 MLS

SIGNIFICANT PRICE REDUCTION — An Exceptional Opportunity to Own in Wayland! Conveniently located in a desirable Wayland neighborhood, this charming 2-bedroom, 1,039 square-foot cottage offers a rare opportunity to enter the Wayland market and create a home that reflects your own vision. The convenient location and exceptional town amenities make this an opportunity worth exploring. Enjoy easy access to Wayland’s highly regarded schools, as well as stores, restaurants, Dudley Pond, conservation land, and major commuting routes. Boston is approximately 30 minutes away, offering the ideal combination of a welcoming suburban community and convenient access to the city. Set in a peaceful natural setting abutting the aqueduct, the property offers a tranquil place to make your home. A private back yard allows for pets, entertaining, or a quiet sanctuary. Recent improvements include a newly replaced septic system (2024) and brand-new washer and dryer. Whether you’re a first-time buyer looking to build equity, downsizing, or searching for an opportunity to personalize a home over time, this is a chance to make Wayland your own. Bring your ideas and vision—the possibilities are waiting!

13 Park Lane, Wayland

Listing courtesy of Listing Agent: Nancy Hurley from Listing Office: ERA Key Realty Services- Fram.

$734,000

2 Beds ⋅ 2 Baths ⋅ 73555539 MLS

An exceptional opportunity to own a beautifully maintained single-family home in Wayland! Tucked at the end of a quiet no-outlet road, this charming Colonial offers the privacy, outdoor space and freedom of homeownership in a manageable, move-in-ready package. A welcoming covered front porch opens to a bright, inviting floor plan centered around a wood-burning fireplace. The updated kitchen features cherry cabinetry, stainless appliances, granite countertops and an oversized butcher-block island perfect for gathering and entertaining. Upstairs, two spacious bedrooms feature soaring ceilings, skylights and generous closet space, including a walk-in closet in the primary, while a flexible bonus room is ideal for a home office, nursery or creative space. Outside, enjoy your own private retreat with a professionally designed pea-stone patio, lush fenced yard, vegetable gardens and fire pit—perfect for summer evenings and weekend entertaining. Minutes to Mansion Beach and Wayland Town Beach, this special home offers a rare opportunity to enjoy the space, privacy and lifestyle of single-family living in Wayland.

18 Lodge Road, Wayland

Listing courtesy of Listing Agent: Michael J. Ford from Listing Office: Coldwell Banker Realty - Framingham.

$674,999

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.

$699,000

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.

$699,000

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..

$1,350,000

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.

$3,950,000

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.

$898,000

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.

$3,000

3 Beds ⋅ 1 Baths ⋅ 73541941 MLS

Welcome to 136 Commonwealth Road in Wayland, Massachusetts — a beautifully renovated 3-bedroom rental offering the perfect blend of classic charm and modern convenience in one of the town’s most sought-after locations. Set on a generous ½-acre lot, this spacious 3 bedroom apartment features thoughtfully updated interiors with abundant natural light and stylish, contemporary finishes throughout. The unit includes three well-proportioned bedrooms, one full bathroom, and a kitchen with updated appliances, cabinetry, and flooring. Every detail has been carefully upgraded, including brand-new electric heating (with multiple zones for comfort and efficiency), new electric hot water, and a recently updated roof and septic system, providing peace of mind for tenants. Enjoy the convenience of a prime location just steps from Starbucks, Walgreens, grocery stores, banks, and local restaurants

136 Commonwealth Rd Unit 2, Wayland

Listing courtesy of Listing Agent: John McHugh Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.

$5,500

3 Beds ⋅ 3 Baths ⋅ 73538555 MLS

A rare rental opportunity in Wayland—move right in and feel at home from day one. Offered fully furnished, this home features thoughtfully designed living space with 3 generously sized bedrooms and multiple gathering areas, including a formal living room with a fireplace, a sunlit dining room, and a cozy family room perfect for everyday living. The updated kitchen offers ample cabinet space, modern appliances, and direct access to a spacious patio overlooking the peaceful, private backyard. Set on a beautifully landscaped lot with mature plantings, this home provides tranquil outdoor living while being just minutes from major commuter routes, schools, and local amenities. Located in the Claypit Hill Elementary School district.

132 Pelham Island Rd, Wayland

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD - Wellesley.

$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.

$4,850

3 Beds ⋅ 3 Baths ⋅ 73534109 MLS

Price reduced! Beautifully renovated raised ranch features 3 beds and 2 offices/guest rooms; Nestled in a welcoming neighborhood perfect for top-tier Wayland Public Schools, the upper main level features an oversized, sun-drenched living room anchored by a large bay window and a cozy wood-burning fireplace. Enjoy a seamless, open flow directly into the adjacent dining room and kitchen—perfect for entertaining. Modern island kitchen boasts granite counters, stainless appliances, and hardwood floors. Upper main level holds 3 beds, hallway bath, private primary bath. Above-ground lower level offers a large playroom with 2nd fireplace, two home offices/flexible guest bedroom, laundry & mudroom, half bath with shower. Central 2 zone AC, large front yard and scenic back yard with trees and flowers, patio for summer BBQs. Full Initial Lead Compliance 2024. Landlord covers water, sewage, pest control, and tree/shrub care. Tenant maintains grounds.

10 Meadowview Rd, Wayland

Listing courtesy of Listing Agent: Bin Ryter from Listing Office: eXp Realty LLC - Corporate Office.

$1,619,900

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.

$3,600,000

4 Beds ⋅ 6 Baths ⋅ 73514730 MLS

PRIVATE. ARCHITECTURAL. UNEXPECTED. Privately set on 3.5 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.

$2,195,000

6 Beds ⋅ 6 Baths ⋅ 73510940 MLS

Offered for the first time in more than 50 years, 55 Glezen Lane is the kind of property that can become part of a family’s story for generations. Set on 3.5 picturesque acres, this distinctive Wayland home offers something increasingly rare: the space and flexibility to bring the people you love closer while still giving everyone a place of their own. Spanning more than 5,800 square feet, the residence features 6 bedrooms, 5.5 baths, 2 kitchens, and 2 laundry areas. A thoughtfully designed, approximately 2,000-square-foot single-level addition with a legally permitted accessory dwelling unit and private entrance creates an exceptional setting for aging parents, extended family, caregivers, or guests, allowing for both connection and independence under one roof. Outside, established gardens, fruit and berry plantings, and sweeping lawns invite a slower rhythm of life: gathering around the table, tending the garden, playing on the lawn, or simply enjoying the privacy and beauty of the surrounding land. A 2.5-car attached garage and separate 3-car detached garage offer remarkable flexibility for vehicles, hobbies, collections, or workshop space, while an additional 2,800+ square feet of unfinished lower-level space provides exciting possibilities for recreation, fitness, a home theater, workshop, or future expansion. Rich with history, surrounded by nature, and designed to evolve with the people who call it home, 55 Glezen Lane offers more than space. It offers the opportunity to create a home where generations can gather, live, and make memories together for years to come.

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.

Wayland, MA Homes for Sale

The Real Estate Market in Wayland, MA

Housing Options in Wayland

Market Trends and Investment Opportunities

Community and Amenities

Buying a Home in Wayland

Newest Wayland, MA Homes for Sale

How much is your home worth?

How much is your home worth?

REAL BROKER MA LLC

Address

Contact

Follow