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16 Happy Hollow Road, Wayland
$995,000
4 Beds ⋅ 2 Baths ⋅ 73594514 MLS ⋅ CONTINGENT Status
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
9 Training Field Road, Wayland
$1,095,000
3 Beds ⋅ 3 Baths ⋅ 73593972 MLS ⋅ CONTINGENT Status
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
42 Plain Rd, Wayland
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 73591165 MLS ⋅ UNDER AGREEMENT Status
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
19 Holiday Road, Wayland
$1,085,000
4 Beds ⋅ 3 Baths ⋅ 73589638 MLS ⋅ CONTINGENT Status
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
1 Holiday Road, Wayland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 73588733 MLS ⋅ CONTINGENT Status
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
91 Old Sudbury Road, Wayland
$1,499,000
5 Beds ⋅ 5 Baths ⋅ 73587144 MLS ⋅ CONTINGENT Status
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
6 Morse Rd, Wayland
$1,129,000
3 Beds ⋅ 3 Baths ⋅ 73584441 MLS ⋅ CONTINGENT Status
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
104 Dahlia Drive Unit 104, Wayland
$1,050,000
2 Beds ⋅ 4 Baths ⋅ 73584084 MLS ⋅ CONTINGENT Status
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
8 East Rd, Wayland
$899,000
3 Beds ⋅ 2 Baths ⋅ 73583836 MLS ⋅ UNDER AGREEMENT Status
With its welcoming front porch, steeply pitched roof, decorative gingerbread trim, and storybook façade, this charming New England cottage feels as though it belongs in the pages of a fairy tale. Tucked along a quiet street in the heart of Wayland, 8 East Road offers a rare sense of warmth, character, and simplicity, all just a short stroll from the town library and village center. Inside, sunlight, hardwood floors, and charming architectural details create inviting spaces that feel instantly like home. The flexible three-bedroom, two-bath layout includes a first-floor bedroom equally well suited as a private home office, while the cozy kitchen offers an opportunity to make the space your own. Outside, mature plantings and a lovely yard create a peaceful setting for morning coffee, gardening, play, or evenings with friends. With a two-car detached garage and an exceptionally convenient location close to schools, shops, trails, and commuter routes, this is a home with both character and connection. Charming, unexpected, and wonderfully inviting, 8 East Road is the kind of home you don’t simply see. You feel it.

8 East Rd, Wayland
225 W Plain St, Wayland
$1,235,000
3 Beds ⋅ 3 Baths ⋅ 73583661 MLS ⋅ UNDER AGREEMENT Status
Introducing 225 West Plain Street, a meticulously renovated, turnkey home in beautiful Wayland! This stunning southwest-facing multilevel residence blends modern style, thoughtful design and energy-efficient upgrades with inviting spaces for everyday living and entertaining. Oversized windows, soaring vaulted ceilings and an open floor plan create a bright, airy atmosphere throughout the main living area. At the heart of the home, the gorgeous kitchen features an oversized island, Bosch appliances, a vented hood and a wine refrigerator. The seamless connection to the dining and sitting areas makes gathering effortless, whether hosting a celebration or enjoying a quiet evening at home. A beautiful family room showcases a wall of windows, an electric fireplace and a sliding door leading to the deck, patio and expansive, level backyard. Enjoy the flexibility to dine outdoors, entertain, garden or simply relax in your own outdoor retreat. Upstairs, the primary bedroom offers a private en suite bathroom and a closet with custom built-ins. Two additional generously sized bedrooms share a full bathroom with double sinks. A convenient half bathroom with laundry, access to the backyard and an attached two-car garage add practicality to the first-floor layout. The lower level provides valuable bonus space for a second living room, home office or recreation area, along with a separate storage room. With multiple gathering spaces and room to spread out, this versatile layout adapts to a variety of needs. Extensive renovations include a new septic system, new roof, new windows, new electrical and new, highly energy-efficient heating and cooling, complemented by a comprehensively renovated interior. From the striking kitchen to the updated bathrooms and flexible living spaces, this home brings together comfort, functionality and contemporary appeal. Conveniently situated near shopping, dining, conservation areas and outdoor recreation, with access to Route 126 and nearby commuter routes. Enjoy Wayland’s suburban setting, proximity to everyday essentials and access to Wayland’s exceptional schools. This impressive offering combines thoughtful updates, a spacious backyard and a convenient location at an appealing price point. Discover everything this beautifully transformed home has to offer!

225 W Plain St, Wayland
3 Waltham, Wayland
$695,000
4 Beds ⋅ 1 Baths ⋅ 73583171 MLS ⋅ CONTINGENT Status
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
32 Moore Road, Wayland
$1,149,000
3 Beds ⋅ 3 Baths ⋅ 73582737 MLS ⋅ UNDER AGREEMENT Status
Set on nearly an acre in prime location, North Wayland, 32 Moore Road offers a standout combination of flexible interior space and exceptional outdoor living. Conveniently located with easy access to Route 128/I-95, I-495, the Mass Pike, and Boston, the property offers a strong balance of suburban privacy and Greater Boston accessibility. The fully fenced backyard is the centerpiece, featuring a heated inground saltwater pool, gazebo, patio, functional greenhouse, Reeds Ferry shed, and spectacular established gardens with extensive hydrangea plantings. Inside, the 3-bedroom home offers approximately 1,913 square feet of living space with a bright, functional layout and multiple gathering areas. The updated kitchen features white cabinetry and stainless-steel appliances, generous quartz counter space, and an open connection to the dining area. A large living room with a wood-burning fireplace provides a comfortable main gathering space, while the light-filled sunroom with a Vermont Castings woodstove function as a secondary living area overlooking the backyard and pool. The main bedroom suite includes a private bath and dual closets, while an additional second-floor bath includes convenient laundry. The finished lower level adds flexible space for a home office, game room, media area, or additional entertainment space, along with a second fireplace and an additional laundry setup. A two-car garage with workshop space adds useful storage and functionality. With a heated pool, expansive gardens, greenhouse, multiple living areas, and adaptable lower-level space, 32 Moore Road offers a distinctive Wayland setting designed for both everyday living and entertaining.

32 Moore Road, Wayland
233 Lakeshore Dr, Wayland
$899,000
3 Beds ⋅ 2 Baths ⋅ 73581977 MLS ⋅ UNDER AGREEMENT Status
Stunning waterfront colonial on a quiet street in the idyllic Dudley Pond neighborhood with access to kayaking, canoeing, and swimming. The bright, spacious first floor features high ceilings, an open layout filled with natural light, a modern kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus an office/4th bedroom option, an updated bath, and a large mudroom. Upstairs, the generous primary bedroom boasts vaulted ceiling with a beautiful big window, walk-in closets, and a private balcony with serene pond views, alongside two additional bedrooms, a full bath, and laundry. Highlights include a finished lower-level rec room, storage, a level fenced yard, new central A/C system, new & refinished hardwood floors, and a new hot water tank. Convenient to top-rated Wayland public schools, shops, restaurants, commuting routes & Mansion Beach, this unique property offers tranquility & convenience in a serene waterfront location. Imagine the possibilities within this delightful property, a place where cherished memories are waiting to be made.

233 Lakeshore Dr, Wayland
2 Eden Rd, Wayland
$869,000
3 Beds ⋅ 2 Baths ⋅ 73573160 MLS ⋅ UNDER AGREEMENT Status
OH CANCELLED. OFFER ACCEPTED WAYLAND gem in one of Wayland's most coveted neighborhoods, that is conveniently located on Wayland's South side on the Natick line. a 3 bedroom home with a newer addition of an enlarged garage with space above that is currently unfinished, roughly 400 sq ft, waiting for a new owner to make it their own. This home has been well maintained for over 35 years by the same owners and is ready for a new owner to make upgrades to their liking. The house sits on a wonderful fenced in lot, A full house generator included connected to gas in the street. Paperwork has been completed to change out the current septic tank for this 3 bedroom system. All engineering for the repair with permitting approved and ready to go.House is being sold "As Is". Septic repair estimate is attached in the clip board and the BOH has already approved the install for a 3 bedroom. If a buyer wants to pursue a 4 bedroom improvement, they would do that after closing.

2 Eden Rd, Wayland
31 Leary St, Wayland
$989,000
4 Beds ⋅ 2 Baths ⋅ 73579361 MLS ⋅ UNDER AGREEMENT Status
Move right in to this sun-filled fully remodeled picture perfect Cape style home in a desirable south side neighborhood. This is the epitome of turn-key. Renovations in 2025 include kitchen, baths, flooring, plumbing, electric, and mechanicals. The bright kitchen is open to a well proportioned dining area and family room. A sunny livingroom with gleaming hardwood floors can double as a second family room for relaxed entertaining. There are two bedrooms on the first level. The second level contains two more bedrooms with generous ceiling height and a full dormer creating even more space. The level backyard is easily accessed from the kitchen by a large deck that is suitable for outdoor dining. The detached oversized garage can accommodate today’s SUVs as well as workshop and storage space. The home is a short distance to playing fields, a public beach, shops and restaurants, as well as convenient commuter routes. Don’t miss this gem!

31 Leary St, Wayland
60 Plain Road, Wayland
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 73579229 MLS ⋅ UNDER AGREEMENT Status
Expanded Cape Cod-style home set on a large, private pastoral lot abutting conservation land. The property is ideally located within walking distance to Claypit Hill Elementary School and the Wayland Rail Trail, with convenient access to the town center and nearby amenities.The light-filled home offers four bedrooms, with two on each level, and a versatile floor plan with well-proportioned living spaces and additional first-floor rooms that offer flexibility for a variety of uses. The renovated lower level provides additional finished space for recreation, office, and laundry, with new sliders opening to the expansive backyard. A two-car garage and separate backyard outbuilding provide additional storage.Thoughtful improvements over the past eight years include two tastefully renovated first-floor baths, including the primary ensuite, a mudroom refresh, renovated lower level, an extensive mini-split system, newer kitchen appliances, and fresh paint throughout. The home features gleaming hardwood floors, four wood-burning fireplaces, a Weil-McLain furnace, replacement windows, and a newer roof. This special property shows pride of ownership and offers a combination of flexible living space, substantial private outdoor space, and a desirable Wayland location.

60 Plain Road, Wayland
12 Dean Rd, Wayland
$899,000
3 Beds ⋅ 2 Baths ⋅ 73579214 MLS ⋅ UNDER AGREEMENT Status
Located in the popular Daymon Farms neighborhood, 12 Dean Road is a light-filled 3-bedroom, 2-full-bath multilevel home offering a flexible floor plan designed for comfortable everyday living. The bright, open-concept kitchen, dining, and living areas create an inviting central gathering space, while the lower level offers additional flexibility for a family room, playroom, exercise area, or home office. A newly added two-car garage with EV charger provides a valuable modern upgrade and ample storage. Outside, the level, expansive backyard offers privacy and abuts tranquil conservation land, creating an ideal setting for gardening, play, or outdoor entertaining. Convenient access to Routes 30 and 9 via Oak Street puts Wayland’s schools, scenic trails, town beach, shopping, dining, and everyday amenities within easy reach. A wonderful opportunity to enjoy a sought-after neighborhood setting with the added benefits of privacy, space, and convenience.

12 Dean Rd, Wayland
233 Rice Road, Wayland
$2,095,000
5 Beds ⋅ 6 Baths ⋅ 73578624 MLS ⋅ UNDER AGREEMENT Status
Grand, spacious, and beautifully situated on a private lot, this home offers an exceptional setting for everyday living and entertaining. Generously proportioned rooms create a wonderful sense of scale, while multiple gathering spaces provide flexibility for hosting, relaxing, and working from home. Thoughtfully designed guest accommodations offer privacy and comfort for extended family and visitors. Outside, a sprawling yard provides abundant space for recreation, entertaining, and enjoying the peaceful surroundings. Complete with a three-car garage and a convenient location near Wayland’s schools, restaurants, and commuter routes, this impressive residence combines privacy, versatility, and timeless appeal

233 Rice Road, Wayland
32 Lillian Way Unit 32, Wayland
$1,259,000
2 Beds ⋅ 3 Baths ⋅ 73575825 MLS ⋅ UNDER AGREEMENT Status
Nestled into the River Trail Place community built by renowned Brendon Properties, this elegant, two bedroom townhouse offers the perfect blend of sophistication and modern living with high-end craftsmanship and luxury finishes. An open, flexible floor plan features a welcoming foyer which leads to a light-filled dining room and adjoining, fireplaced living room with gorgeous views of the lush grounds and stunning, seasonal views of the Sudbury River. The chef's kitchen with a large island, granite countertops and stainless appliances flows into a versatile, family room with a vaulted ceiling and a French door leading to the serene, private deck. A powder room, walk-in pantry and direct access to an oversized two-car garage complete this level. Upstairs, there is a generous primary suite boasting a beautifully-appointed bathroom with a walk-in shower and soaking tub as well as a spacious closet. The second floor also offers a guest bedroom, ensuite full bath, laundry and an office / sitting area - perfect for work, relaxation or play. The unfinished lower level features ample storage, exterior access and endless opportunities to create additional living space. Conveniently located close to commuting routes and top-rated schools, the property also offers easy access to Wayland Town Center and its premier shopping, local restaurants, walking trails and more. An incredible opportunity to live in an exceptional home in a wonderful community.

32 Lillian Way Unit 32, Wayland
7 Gage Road, Wayland
$949,000
4 Beds ⋅ 3 Baths ⋅ 73575339 MLS ⋅ UNDER AGREEMENT Status
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
9 Old Farm Circle, Wayland
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73572615 MLS ⋅ UNDER AGREEMENT Status
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
249 Main St, Wayland
$499,000
2 Beds ⋅ 1 Baths ⋅ 73564510 MLS ⋅ UNDER AGREEMENT Status
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
21 Wayland Hills Rd.,, Wayland
$1,199,900
4 Beds ⋅ 3 Baths ⋅ 73559923 MLS ⋅ UNDER AGREEMENT Status
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
306 Hayfield Unit 306, Wayland
$1,759,000
3 Beds ⋅ 4 Baths ⋅ 73556344 MLS ⋅ UNDER AGREEMENT Status
THE FIELDS AT MAINSTONE:Spacious and elegantly finished this 3 bedroom, 3.5 bath condo has it all. This end unit features high quality construction, first floor primary bedroom with 2 walk in closets, ante room and luxury bath. The sun filled great room with a gas fireplace opens to the cook's kitchen. Cozy sitting room with gas fireplace and french doors, mud room, laundry room and guest bath complete the first floor. Two bedrooms (one ensuite), two baths, office, flex room and loft are on the 2nd floor. Direct entry from oversized 2 car garage and large unfinished basement provides wonderful storage or potential to finish. Lovely patio accessed through kitchen and most importantly beautiful private views of the "Fields" that are in conservation trust. The Fields at Mainstone is an exclusive enclave of 17 condos in a convenient south Wayland location.

306 Hayfield Unit 306, Wayland
93 Hillside Drive Unit 93, Wayland
$779,000
1 Beds ⋅ 2 Baths ⋅ 73555734 MLS ⋅ UNDER AGREEMENT Status
Welcome to The Hills at Mainstone! This beautiful, sun-filled townhouse offers a perfect, flexible layout. The first level features an open floor plan with a renovated kitchen, a fireplace living room, a full bath, and a separate room—perfect as a home office, den, or convenient first-floor bedroom—with views of a private courtyard. The dining room with soaring cathedral ceilings opens directly to a deck overlooking a conservation area. Upstairs, the private second-level primary en-suite comes complete with a walk-in closet, laundry, and an updated spa-like bath. The finished lower level offers bonus space—perfect as a second home office, family room, gym, or storage. Two-car garage. This beautifully maintained complex offers resort-style amenities including professional landscaping, a clubhouse, a swimming pool, and pickleball/tennis courts. Enjoy nearby walking trails and easy access to major highways and shopping.

93 Hillside Drive Unit 93, Wayland
10 Willard St, Wayland
$674,999
3 Beds ⋅ 2 Baths ⋅ 73554382 MLS ⋅ CONTINGENT Status
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
10 Mayflower Path, Wayland
$799,900
3 Beds ⋅ 2 Baths ⋅ 73547813 MLS ⋅ UNDER AGREEMENT Status
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
11 Lillian Way Unit 11, Wayland
$1,198,000
2 Beds ⋅ 3 Baths ⋅ 73538735 MLS ⋅ UNDER AGREEMENT Status
NEW PRICE! Exceptional opportunity for low-maintenance living in one of Wayland’s most convenient locations. This beautifully upgraded townhome offers a spacious, light-filled layout with quality finishes and thoughtful improvements throughout. The main level features an open kitchen, dining and living space ideal for everyday living and entertaining. A sun-filled breakfast nook opens directly to a walk-out patio, creating effortless indoor-outdoor living. Upstairs, the generous primary suite includes an impressive custom walk-in closet and expansive primary bath with a walk-in shower and soaking tub. The second floor is completed by a spacious second bedroom, flexible office/den, another full bath and a dedicated laundry room. Smart-home features and energy-efficient upgrades add comfort, convenience and ease of ownership. An unfinished lower level provides excellent storage and future potential. Enjoy the benefits of townhome living without sacrificing space, privacy or style. Just steps from Wayland Town Center, the Rail Trail and Wayland’s brand-new Community Center, with easy access to Route 20 and major commuter routes. A turnkey home in an incredibly convenient Wayland location!

11 Lillian Way Unit 11, Wayland
16 Coltsway Unit 16, Wayland
$699,000
2 Beds ⋅ 3 Baths ⋅ 73534402 MLS ⋅ UNDER AGREEMENT Status
FULLY RENOVATED & MOVE-IN READY! Beautifully renovated inside and out, this 2-bedroom + den condominium is tucked away on a peaceful cul-de-sac surrounded by conservation land. Features include a beautifully updated kitchen and bathrooms, an updated fireplace, new hardwood floors throughout, new windows, new roof, and new siding. The main level offers a welcoming living room, dining room, and versatile den ideal for a home office. Upstairs are two bedrooms, including a spacious primary suite with renovated bath and abundant closet space. Second-floor laundry, an attached garage, and a spacious walk-out lower level add convenience and functionality. Enjoy a private deck with tranquil wooded views, plus community swimming pool and tennis courts. This pet-friendly community is near shopping, dining, and major commuting routes.

16 Coltsway Unit 16, Wayland
125 West Plain Street, Wayland
$2,045,000
5 Beds ⋅ 5 Baths ⋅ 73514482 MLS ⋅ UNDER AGREEMENT Status
This stunning brand-new custom home built by MORRELL CONSTRUCTION boasts 4,102 sq ft of meticulously designed living space. The open-concept layout seamlessly blends style & functionality, offering the ideal setting for both everyday living & effortless entertaining. High-end materials & expert craftsmanship are showcased throughout—from the spacious gourmet kitchen to the refined living & dining areas, every detail reflects comfort, elegance, & sophistication. The chef-inspired kitchen is a culinary dream, with high end appliances, cabinets, & countertops. Kitchen offers a Thermador appliance package, including an induction cooktop, stainless steel hood insert, microwave drawer, 36" refrigerator & dishwasher. An additional. 2,066 sq ft in the unfinished basement perfect for storage, a home gym, or future expansion.

125 West Plain Street, Wayland

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