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Wayland, MA Houses for Sale

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  • /32

    $1,848,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4 Baths
    • 4,507 Sq Ft

    37 Pequot Rd, Wayland, MA 01778

    Stunning Architect-Designed Estate Home in south Wayland. Experience luxury in this 2004 fully renovated and expanded estate home on 29,800 sq ft of landscaped grounds. Enjoy a walk-to-everything lifestyle in a sought-after neighborhood. With over 4,500 sq ft of living space, including 2,700 sq ft on the main level, this home features 5 bedrooms, 4 bathrooms, and 5 fireplaces. Flexible living

    Leah Hart Coldwell Banker Realty - Weston

    37 Pequot Rd, Wayland, MA 01778
  • /40

    $1,749,500 Open Fri 4PM - 5PM

    • 4 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    15 Parkridge Rd, Wayland, MA 01778

    OPEN HOUSE FRIDAY 4-5 p.m. Custom-built to impress the most discerning buyer, this exceptional new Colonial in Wayland blends timeless design with modern elegance—just steps from Lake Cochituate. The gourmet kitchen showcases a striking blue island, quartz countertop, farmhouse sink, designer lighting, and coffered ceilings that extend into the open living spaces. Offering 4 bedrooms, including

    Mg Group Century 21 North East

    15 Parkridge Rd, Wayland, MA 01778
  • /41

    $2,525,000

    • 5 Beds
    • 5.5 Baths
    • 6,044 Sq Ft

    2 Forest Hill Rd, Wayland, MA 01778

    This extraordinary modern masterpiece is truly one-of-a-kind. Relish breathtaking vistas of rolling fields from multiple patios, an expansive deck, and walls of picture windows that flood the home with natural light. The exterior combines stone, mahogany, and cedar siding complemented by elegant landscaping including privacy grasses surrounding the recently added large saltwater pool. Inside,

    Mizner+ Montero Gibson Sotheby's International Realty

    2 Forest Hill Rd, Wayland, MA 01778
  • /38

    $1,500,000 Open Sat 1:30PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,588 Sq Ft

    11 Grove St, Wayland, MA 01778

    Tucked away on a beautifully wooded 1.4-acre lot, this spacious 4-bedroom, 2.5-bath Colonial offers the perfect blend of charm, comfort, and natural beauty. Thoughtfully expanded over the years and lovingly maintained by just two owners, this home is a rare find. Step into a bright and inviting formal living room, beautiful office with pocket doors and built ins the stunningkitchen features

    Kathleen Newton Advisors Living - Weston

    11 Grove St, Wayland, MA 01778
  • /41

    $1,475,000

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lakeshore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you'll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef's kitchen boasts an oversized quartz island,

    Jane Miller BURNHAM GOLD REAL ESTATE, LLC

    96 Lakeshore Dr, Wayland, MA 01778
  • /42

    $1,475,000

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lake Shore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you’ll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef’s kitchen boasts an oversized quartz island,

    Jane Miller Burnham Gold Real Estate, LLC

    96 Lake Shore Dr, Wayland, MA 01778
  • /42

    $1,730,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    8 Sandy Hill Rd, Wayland, MA 01778

    Nestled in one of Wayland’s most desirable neighborhoods at the end of a quiet cul-de-sac, this beautifully maintained Colonial offers timeless design and practical functionality. The sun-filled main level features a spacious living room, a family room with a gas fireplace opening to a large deck and wooded backyard, plus a classic kitchen, formal dining room, and half bath. Upstairs are four

    Loftus & Glynn Team William Raveis R.E. & Home Services

    8 Sandy Hill Rd, Wayland, MA 01778
  • /35

    $1,699,000

    • 4 Beds
    • 3.5 Baths
    • 3,857 Sq Ft

    21 Highland Cir, Wayland, MA 01778

    Welcome to the tree top oasis! Nestled in one of Wayland’s most desirable neighborhoods, just .2 miles away from the expansive walking trails in the Jericho Town Forest. This beautifully maintained Colonial with recent updates offers the perfect blend of peaceful living and unbeatable convenience. A classic Farmer’s Porch welcomes you into a thoughtfully designed home with a sun-drenched living

    Ben Resnicow Commonwealth Standard Realty Advisors

    21 Highland Cir, Wayland, MA 01778
  • /26

    $1,585,000 Open Sat 10:30AM - 12PM

    • 4 Beds
    • 4.5 Baths
    • 3,809 Sq Ft

    1 Winter St, Natick, MA 01760

    NEW CONSTRUCTION, Built by one of the areas TOP Builders. This spacious open first floor plan includes custom kitchen with center island, breakfast nook, pantry closet, dining room, a fireplaced family room, living room/office, a mudroom with Custom Built-ins and a formal powder room. A beautiful main bedroom has a generous bath with a generous sized tiled shower, water closet and 2 walk in

    Mark Barber Barber Real Estate

    1 Winter St, Natick, MA 01760
  • /23

    $900,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,951 Sq Ft

    233 Lakeshore Dr, Wayland, MA 01778

    This lovely Colonial home offers an inviting blend of comfort and style in the idyllic, Dudley Pond neighborhood. The 1st floor features an expansive living room with a wood-burning stove that flows into a paneled dining area and granite kitchen - perfect spaces for family enjoyment and entertaining. There is also an office, full bathroom and large mud room on this level. The 2nd floor includes a

    Beyond Boston Properties Group Compass

    233 Lakeshore Dr, Wayland, MA 01778
  • /24

    $1,315,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,317 Sq Ft

    208 Cochituate Rd, Wayland, MA 01778

    Welcome home to this spacious and bright center entrance colonial with a versatile floor plan located on stunning picturesque 1.39 acre lot. The first floor offers beautiful space for both family and entertainment. Featuring an updated kitchen that flows seamlessly into an inviting family room with cathedral ceiling, skylights, gas fireplace, built-in bookshelves, and a slider leading to a large

    Nikki Milott McCay Advisors Living - Weston

    208 Cochituate Rd, Wayland, MA 01778
  • /40

    $2,575,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 7 Baths
    • 6,344 Sq Ft

    15 Lewis Path, Wayland, MA 01778

    Welcome to this exceptional custom built Colonial nestled on a cul-de-sac in north Wayland. Timeless in design with incredible millwork & many recent updates, this home offers 4 finished levels..The heart of the home is a stunning open-concept layout anchored by a gourmet kitchen featuring premium finishes, high end appliances, and a spacious layout that flows seamlessly into the vaulted

    Tanimoto Owens Team Advisors Living - Weston

    15 Lewis Path, Wayland, MA 01778
  • /38

    $685,000

    • 3 Beds
    • 1 Bath
    • 1,106 Sq Ft

    62 E Plain St, Wayland, MA 01778

    Nestled in the charming Village of Cochituate in the town of Wayland, Massachusetts, this single-family residence at 62 East Plain St presents a unique opportunity to own the perfectly situated property. Property is 100 yards from Wayland Middle school, short walk to ball fields, Cochituate Village shops, Town Beach and Lake Cochituate. This property offers the canvas to craft a comfortable

    Kenneth Phillips Boston Metropolitan Realty

    62 E Plain St, Wayland, MA 01778
  • /36

    $819,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 3 Baths
    • 1,854 Sq Ft

    15 Crest Rd, Wayland, MA 01778

    15 Crest lives like a 3 bedroom! Experience tranquility in this young colonial, where breathtaking sunset views over Dudley Pond & nearby water access redefine modern living. Perfect for entertaining, the main level boasts an open floor plan with sleek quartz countertops, ss appliances, & a newly installed double oven & gas range. This space gracefully accommodates a spacious dining area & a

    Bell Property Partners Compass

    15 Crest Rd, Wayland, MA 01778
  • /25

    $1,275,000 Open Sun 12:30PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    5 Brook Trail Rd, Wayland, MA 01778

    Imagine waking up each morning surrounded by the quiet rustle of trees, light streaming through walls of glass, and the sense that you’re tucked away in your own private retreat. Life at 5 Brook Trail Road feels like living in a modern treehouse—soaring ceilings and dramatic architecture frame every view of nature. Spacious and thoughtfully designed, the home flows effortlessly from room to room,

    Peace Nguyen Engel & Völkers Wellesley

    5 Brook Trail Rd, Wayland, MA 01778
  • /40

    $1,139,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 2,742 Sq Ft

    177 Main St, Wayland, MA 01778

    Location, Location, Location Don't miss this amazing opportunity to live in the heart of it all! Conveniently Located close to grocery stores, shopping, and all essential amenities. This recently renovated home is move-in ready featuring fresh paint throughout, a brand-new dryer, and a new stove top. New carpet in the lower-level family room as well as the attic, which is currently used as an

    Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

    177 Main St, Wayland, MA 01778
  • /35

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 4,414 Sq Ft

    156 Boston Post Rd, Wayland, MA 01778

    Amazing Value! Renovated & Expanded Home blending modern amenities with timeless charm. Practically rebuilt and doubled in size over the last 15 years with new windows, roofing, insulation, wood floors, new doors, kitchen and baths. It is a perfect mix of classic appeal & contemporary comfort. The 1st Floor features a Remodeled Kitchen (2015) & Dining Room that flows to the Living Room, Family

    Rachel Bodner Coldwell Banker Realty - Sudbury

    156 Boston Post Rd, Wayland, MA 01778
  • /29

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 2,745 Sq Ft

    260 Cochituate Rd, Wayland, MA 01778

    Discover this stunning contemporary home located in the heart of Wayland! The 1st floor features a spectacular great room with walls of windows, soaring ceilings, skylights, and a cozy fireplace, filling the space with natural light. The renovated kitchen with granite counters, modern cabinets, & SS appliances opens to the formal dining room—perfect for entertaining. The spacious primary bedroom

    Emily Gan Boston Value Realty

    260 Cochituate Rd, Wayland, MA 01778
  • /18

    $2,585,000

    • 4 Beds
    • 4 Baths
    • 4,563 Sq Ft

    23 Covered Bridge Ln, Wayland, MA 01778

    Welcomed by a beautifully restored covered bridge, this custom-built home blends timeless design with modern comfort, featuring sun-filled living spaces, hardwood floors, and a flexible floor plan ideal for today’s lifestyle. The kitchen flows into an inviting family room with a fireplace—perfect for casual gatherings or cozy evenings. Upstairs, spacious bedrooms provide peaceful retreats,

    Gina Anderson MGS Group Real Estate LTD - Wellesley

    23 Covered Bridge Ln, Wayland, MA 01778
  • /39

    $3,395,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 7,600 Sq Ft

    74 Old Connecticut Path, Wayland, MA 01778

    Located on a scenic country road, this magnificent home offers over 7k sq ft of luxurious living. This residence is sited on one of Wayland’s most exquisite lots w/ views of Mainstone Farm. Inside you will find an open floor plan w/ a grand 2 story foyer/turned staircase, a 1st floor office & a front to back LR & DR that flows into a sunroom. A newly renovated European kitchen complete w/ a large

    Sheryl Simon Gibson Sotheby's International Realty

    74 Old Connecticut Path, Wayland, MA 01778
  • /40

    $849,999 Open Sun 12:30PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    44 Dean Rd, Wayland, MA 01778

    Beautifully updated home in 2025, located in one of the most desirable neighborhoods in Wayland. The front entrance welcomes you into the spacious open floor plan with oak hardwood floor. The kitchen is a modern dream with shaker cabinets, quartz countertops, a backsplash, new stainless steel appliances, and peninsula with a breakfast bar. The modern dining space is perfect for gatherings with a

    Sam Takla Coldwell Banker Realty - Framingham

    44 Dean Rd, Wayland, MA 01778
  • /41

    $1,875,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 4,136 Sq Ft

    28 York Rd, Wayland, MA 01778

    Custom contemporary Colonial home is tucked into lush, beautifully landscaped grounds, located in a sought-after neighborhood. The stunning kitchen, featuring a 5-burner Wolf cooktop, Sub-Zero refrigerator, Bosch oven, and a built-in Miele cappuccino machine—perfect for both everyday living and entertaining.The open floor plan seamlessly connects the kitchen to the inviting family room as well as

    Kathleen Newton Advisors Living - Weston

    28 York Rd, Wayland, MA 01778
  • /31

    $799,000 Open Sat 11:30AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft

    35 Wallace Rd, Wayland, MA 01778

    Major price reduction! Located at the end of a cul de sac with scenic natural views, this home offers a flexible floor plan for individual needs. The updated kitchen boasts loads of storage. A pocket door encloses an office/guest room with bookcases, sky light and bay windows. The dining room leads to the expansive family room addition with loads of natural light. A sliding glass door opens to a

    Joanne Berry Coldwell Banker Realty - Weston

    35 Wallace Rd, Wayland, MA 01778
  • /30

    $2,249,000 Open Sat 12:30PM - 2PM

    • 3 Beds
    • 3 Baths
    • 4,819 Sq Ft

    1 Cole Rd, Wayland, MA 01778

    Welcome to 1 Cole Road—refined new construction in one of Wayland’s most desirable neighborhoods. This 4,800+ sq ft home combines elegant single-level living with exceptional energy efficiency, achieving 74% better airtightness than code (HERS 41). Premium materials include Hardie Plank siding, triple-glazed windows, and composite decking. Interior highlights: 9’ ceilings, wide-plank European Oak

    Peace Nguyen Engel & Völkers Wellesley

    1 Cole Rd, Wayland, MA 01778
  • /17

    $599,900 Open Sun 1PM - 2:15PM

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    16 Larnis Rd, Framingham, MA 01701

    Discover this spacious and sun-filled 3-bedroom, 2.5-bath ranch, offering 1,678 square feet of comfortable living across seven versatile rooms. Nestled on nearly half an acre of land, this home combines privacy, potential, and a prime Wayland line location. Step into the inviting family room, where a cozy fireplace sets the tone for relaxing evenings and sliding glass doors open to a serene

    Stephen O'Loughlin Realty Executives

    16 Larnis Rd, Framingham, MA 01701
  • /30

    $4,950,000

    • 6 Beds
    • 4.5 Baths
    • 6,880 Sq Ft

    93 Old Sudbury Rd, Lincoln, MA 01773

    Rarely does a home of such elegance & quality come to market. Set back on a scenic road w/just under 2 acres, the adjoining conservation land on 2 sides allows for privacy & beautiful vistas. This 6,880 sf home combines historic charm w/contemporary amenities. Ideal for both entertaining & intimate family gatherings, it features spacious living room with window seats, a fireplace & abundant

    Melinda Mitchell Shumway William Raveis R.E. & Home Services

    93 Old Sudbury Rd, Lincoln, MA 01773

Why Live in Wayland

Wayland, MA, is a picturesque suburban community known for its rustic charm and expansive lots. The town features a mix of Colonial Revival estates and Cape Cod-style homes, many dating back to the mid-20th century, set along winding, tree-lined streets. Wayland Public Schools are highly rated, with Loker Elementary School, Wayland Middle School, and Wayland High School all receiving top marks. The town's natural beauty is a significant draw, with outdoor activities available at places like Upper Mill Brook Conservation Area and Castle Hill. Residents enjoy swimming and kayaking at Lake Cochituate during the summer months. While Wayland itself has limited commercial amenities, the nearby Natick Mall offers extensive shopping and dining options, including big-box stores and popular restaurants. The town is located 20 miles west of Boston, with convenient access to major highways such as State Route 20, State Route 27, Interstate 90, and Interstate 95, making commuting straightforward. Community life in Wayland is vibrant, with events at the Wayland Free Public Library, the oldest taxpayer-funded library in Massachusetts, providing a hub for local gatherings and activities.

Home Trends in Wayland, MA

Housing Trends

Median Sale Price
$1,057,500
Median Single Family Sale Price
$1,175,000
Median Townhouse Sale Price
$860,000
Median 2 Bedroom Sale Price
$825,000
Median 1 Bedroom Sale Price
$586,350
Average Price Per Sq Ft
$454
Number of Homes for Sale
34
Last 12 months Home Sales
162
Months of Supply
2.50
Median List Price
$1,095,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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