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Wayland, MA Houses for Sale

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  • /32

    $2,180,000

    • 4 Beds
    • 3.5 Baths
    • 4,037 Sq Ft

    435 Old Connecticut Path, Wayland, MA 01778

    Don't miss this custom-built home with 4000 square feet of sophisticated living space and luxurious upgrades and finishes. The open-concept floorplan is perfect for entertaining and relaxation alike while a see-thru gas fireplace adds a touch of warmth and ambiance. The kitchen features Cambria Quartz counters, SubZero & Wolf appliances, dual sinks and dishwashers plus walk-in pantry. Four

    Daniel Sharry Compass

    435 Old Connecticut Path, Wayland, MA 01778
  • /17

    $2,195,000

    • 5 Beds
    • 4.5 Baths
    • 3,992 Sq Ft

    125 W Plain St, Wayland, MA 01778

    This stunning brand-new custom home to be built by MORRELL CONSTRUCTION boasts 3,992 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 &

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    125 W Plain St, Wayland, MA 01778
  • /19

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,417 Sq Ft

    153 Old Connecticut Path, Wayland, MA 01778

    Privately sited on 2.34 acres, this outstanding Colonial has been thoughtfully updated throughout, featuring a kitchen with marble countertops, an expanded primary bathroom with a walk-in closet, re-pointed chimneys, a Trex deck, hardscape patio, new septic system, and more. The flexible floor plan includes a first-floor bedroom with a private bath or an ideal home office, while the front-to-back

    Joanne Berry Coldwell Banker Realty - Weston

    153 Old Connecticut Path, Wayland, MA 01778
  • /29

    $1,749,000

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

    21 Highland Cir, Wayland, MA 01778

    Nestled in one of Wayland’s most desirable neighborhoods, 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 room seamlessly flowing to an expansive deck and attached screened porch with cathedral ceilings and mahogany

    Ben Resnicow Commonwealth Standard Realty Advisors

    21 Highland Cir, Wayland, MA 01778
  • /42

    $1,975,000 Open Sun 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
  • /30

    $2,249,000 Open Sun 12PM - 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
  • /28

    $1,999,999 Open Sun 12PM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    25 Glen Rd, Wayland, MA 01778

    Enjoy the elegance of this sun-drenched, pristine Colonial, perfectly situated on 1+ acre with a large, flat backyard, ready for your vision of a pool, pickleball court or family games. Enjoy easy walks or rides for the whole family with direct access to the rail trail, as well as an ideal location near Claypit Hill Elementary and Wayland Town Center, with easy access to Rt. 95 and into Boston.

    April Bradshaw Boston and Cambridge Homes LLC

    25 Glen Rd, Wayland, MA 01778
  • /15

    $2,497,500 Open Sun 1PM - 2PM

    • 6 Beds
    • 5.5 Baths
    • 4,828 Sq Ft

    32 Pemberton Rd, Wayland, MA 01778

    Stunning new construction six-bedroom home in amazing Wayland location currently being built with time left for some customization! Excellent layout inside with open flow on the main level leading from the front door past the office, dining room, powder room and FIRST-FLOOR bedroom/full bathroom (perfect for in-laws or guests!) and all the way to the open concept family room and gourmet kitchen

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    32 Pemberton Rd, Wayland, MA 01778
  • /26

    $1,695,000 New Construction

    • 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
  • /26

    $865,000 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    31 Mathews Dr, Wayland, MA 01778

    Rare opportunity with 2 houses steps from the water in beautiful Wayland MA! 31 Mathews Dr is an updated 2 bed 1 bath and 33 Mathews is a separate house with its own driveway and lawn sitting on the same .44 acres of gorgeous landscape. Investors look no further the studio house alone has consistently averaged over 6k per month over the past 10 plus years on its own! Owner also did short term

    Lisa Berry Simply Sell Realty

    31 Mathews Dr, Wayland, MA 01778
  • /34

    $1,150,000

    • 4 Beds
    • 4 Baths
    • 2,709 Sq Ft

    37 Pemberton Rd, Wayland, MA 01778

    Step into the grandeur of a Victorian Colonial home, where classic elegance meets modern design. This exquisite residence offers 4 bedrooms, 2 baths & 2 half baths over 2,709 sq ft of thoughtfully designed living space. The captivating modern addition includes a first-floor primary suite with vaulted ceilings, providing a serene retreat.The newer kitchen, with a bright eating area and stylish

    Beth Regan Compass

    37 Pemberton Rd, Wayland, MA 01778
  • /42

    $949,000 Open Sun 2PM - 3:30PM

    • 3 Beds
    • 3 Baths
    • 2,104 Sq Ft

    34 Clubhouse Ln, Wayland, MA 01778

    Welcome to 34 Clubhouse Lane—an updated 3-bedroom, 3-bath home on nearly an acre at the Wayland/Natick line. Nestled in a serene wooded setting, this spacious Raised Ranch offers over 2,100 sq ft of bright, open living space designed for modern comfort. The sun-filled living and dining rm w/Sliders to the Deck has hardwood floors, recessed lighting, and a bay window. The sleek kitchen boasts

    Rosemary Comrie Comrie Real Estate, Inc.

    34 Clubhouse Ln, Wayland, MA 01778
  • /30

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    35 Snake Brook Rd, Wayland, MA 01778

    Welcome to this charming, turnkey Ranch complete with 3 bedrooms and 2 bathrooms. Lovingly cared for, this home is ready to welcome its next chapter. Enter into a bright and inviting living room with a cozy fireplace, the ideal spot for relaxing evenings. The kitchen features granite countertops, a butcher block breakfast bar, stainless steel appliances, and tile flooring. Enjoy the warmth of

    Andrew Bruce Lamacchia Realty, Inc.

    35 Snake Brook Rd, Wayland, MA 01778
  • /37

    $1,249,000

    • 3 Beds
    • 1.5 Baths
    • 2,310 Sq Ft

    38 Lakeshore Dr, Wayland, MA 01778

    Waterfront on beautiful Dudley Pond! Rare opportunity to own a waterfront peninsula with private dock in Wayland. The Bungalow home features stunning views with walls of windows and a spacious deck to enjoy the pond and its wildlife. Featuring a flexible floor plan, including a large sun room & family room with water views and convenient first floor home office. The sunny breakfast nook flanks a

    Gordon Smith Northstar Properties Group, LLC

    38 Lakeshore Dr, Wayland, MA 01778
  • /42

    $888,888

    • 3 Beds
    • 2 Baths
    • 1,965 Sq Ft

    44 Dean Rd, Wayland, MA 01778

    Beautifully renovated 2011 home combining timeless charm with modern upgrades in one of Wayland’s top neighborhoods. Features an open layout with new hardwood floors, gourmet kitchen with stainless steel appliances, quartz countertops, stylish backsplash, and gas fireplace. Dining room includes a bar, wine fridge, marble backsplash, and new windows—perfect for entertaining. Offers 3 bedrooms, 2

    Sam Takla Coldwell Banker Realty - Framingham

    44 Dean Rd, Wayland, MA 01778
  • /31

    $865,000 Open Sun 1PM - 2:30PM

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

    35 Wallace Rd, Wayland, MA 01778

    Motivated Sellers! 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
  • /22

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 2,402 Sq Ft

    214 Glezen Ln, Wayland, MA 01778

    Private 1.39-acre lot in desirable North Wayland. Pride of ownership shines in this sunny, bright, move-in ready home. Many updates throughout, it offers 4 bedrooms and 2 full baths, including a convenient first-floor bedroom.The open, flexible floor plan features gleaming hardwood floors, a formal living room with fireplace and bay window, and a dining area that flows into a sun-filled family

    Nikki Milott McCay Advisors Living - Weston

    214 Glezen Ln, Wayland, MA 01778
  • /32

    $1,099,000

    • 4 Beds
    • 2.5 Baths
    • 2,364 Sq Ft

    9 French Ave, Wayland, MA 01778

    Victorian Colonial offers a combination of traditional charm & modern functionality. Set back from the street on 1.4 acre, providing privacy, serene views & access to 700 acres of conservation area w/trails. Architectural details include welcoming foyer w/grand staircase, custom moldings & millwork soaring & vaulted ceilings, large windows are enhancing this home's character while blending

    Marta Malina Coldwell Banker Realty - Wellesley

    9 French Ave, Wayland, MA 01778
  • /41

    $3,600,000

    • 6 Beds
    • 9 Baths
    • 9,544 Sq Ft

    4 Ellen Mary Way, Wayland, MA 01778

    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

    Kara Apostolica Coldwell Banker Realty - Newton

    4 Ellen Mary Way, Wayland, MA 01778
  • /30

    $3,100,000 Open Sun 12PM - 1:30PM

    • 5 Beds
    • 2.5 Baths
    • 4,403 Sq Ft

    117 Deer Path Ln, Weston, MA 02493

    This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

    Dean Poritzky Engel & Völkers Wellesley

    117 Deer Path Ln, Weston, MA 02493
  • /40

    $1,159,000

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    12 Nancy Rd, Natick, MA 01760

    This stunning three-bedroom, 2 1/2-bath home sits on 1/2 acre at the end of a quiet cul-de-sac. This home offers a peaceful wooded setting surrounded by mature trees, patio, and natural landscaping along with perennial gardens. Step inside and enjoy open concept living on the main floor with functional layout featuring a gorgeous eat-in kitchen with granite counters and stainless-steel appliances

    Nancy Salvaggi Gibson Sotheby's International Realty

    12 Nancy Rd, Natick, MA 01760
  • /30

    $5,500,000

    • 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 is a rustic suburban neighborhood known for its expansive lots and majestic country estates. The area features large grassy lots, stone walls, and winding roads lined with trees, creating a picturesque setting. Residential streets are characterized by mid-century homes, including Colonial Revival estates and Cape Cods. The highly rated Wayland Public Schools, including Loker Elementary School, Wayland Middle School, and Wayland High School, attract many families to the area, with a strong focus on school events and extracurricular activities. Outdoor enthusiasts can enjoy the natural beauty of Wayland at the Upper Mill Brook Conservation Area, Lake Cochituate, and Castle Hill, which offer activities like hiking, swimming, and bird watching. The Broomstones Curling Club provides opportunities for curling enthusiasts. While Wayland has limited commercial businesses, residents can shop at the nearby Natick Mall, which features stores like Nordstrom and Macy’s, and dine at popular restaurants such as the Cheesecake Factory. Wayland is located 20 miles west of Boston, with convenient access to major highways and commuter rail options for easy travel. Community events are centered around the Wayland Free Public Library, offering a variety of programs for all ages. The neighborhood's crime rate is lower than the national average, contributing to its appeal as a safe and serene place to live.

Home Trends in Wayland, MA

Housing Trends

Median Sale Price
$1,055,000
Median Single Family Sale Price
$1,170,000
Median Townhouse Sale Price
$1,349,500
Median 2 Bedroom Sale Price
$797,500
Median 1 Bedroom Sale Price
$620,000
Average Price Per Sq Ft
$457
Number of Homes for Sale
19
Last 12 months Home Sales
147
Months of Supply
1.60
Median List Price
$1,050,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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