Wayland Real Estate

Welcome to Wayland, Massachusetts—a charming town nestled in Middlesex County that perfectly blends suburban tranquility with vibrant community spirit. Just a stone's throw from the bustling cities of Boston and Worcester, Wayland offers residents the best of both worlds: the serenity of nature and the excitement of urban life.

With its picturesque landscapes, Wayland is renowned for its beautiful lakes, lush parks, and extensive walking trails, making it an outdoor lover's paradise. Lake Cochituate, the largest lake in the area, is a popular spot for boating, fishing, and picnicking, while the nearby Wayland Town Center features delightful shops, restaurants, and cafes that foster a warm, community-oriented atmosphere.

Education is a cornerstone of Wayland, with its highly-rated public schools and commitment to academic excellence. Families are drawn to the area for its safe neighborhoods and supportive community, making it an ideal place to raise children. The town's rich history is reflected in its well-preserved colonial architecture, providing a glimpse into the past while embracing modern amenities.

Culturally, Wayland is vibrant and diverse, hosting various events throughout the year, such as farmers' markets, art fairs, and seasonal festivals that bring residents together. Whether you’re looking to enjoy a quiet evening at home, explore the local arts scene, or engage with friendly neighbors, Wayland has something for everyone.

Discover the charm and convenience of Wayland, where life moves at a pace that allows you to savor each moment. Your dream home awaits in this idyllic community!

Newest Listings in Wayland

$1,650,000

3 Beds ⋅ 3 Baths ⋅ 73594553 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, 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

3 Emmeline Path Unit 3, Wayland

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

$2,399,000

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.

$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.

$1,365,000

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.

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Wayland Real Estate

Newest Listings in Wayland

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