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Wayland MA Single Family Homes

Single Family Homes for Sale Wayland MA

Price

Living Area

Courtesy of Denise Mosher with Coldwell Banker Realty - Weston

$1,650,000

3 Emmeline Path, Wayland, MA 01778

3 Beds 2.5 Baths 3,720 Sq.Ft.

Active Under Contract

Courtesy of Nikki Milott McCay with Gibson Sotheby's International Realty

$995,000

16 Happy Hollow Road, Wayland, MA 01778

4 Beds 2 Baths 2,188 Sq.Ft.

Active Under Contract

Courtesy of Christian Iantosca Team with Arborview Realty Inc.

$1,095,000

9 Training Field Road, Wayland, MA 01778

3 Beds 2.5 Baths 2,450 Sq.Ft.

Courtesy of Albeiro Lopera with United Brokers

$1,029,721

6 Aqueduct Rd, Wayland, MA 01778

3 Beds 2.5 Baths 1,925 Sq.Ft.

Courtesy of Tai Cheng with La Maison

$585,000

26 Riverview Cir, Wayland, MA 01778

2 Beds 1 Bath 1,050 Sq.Ft.

Courtesy of Nilton Lisboa with Lisboa Realty

$889,900

26 Red Barn Rd, Wayland, MA 01778

3 Beds 3 Baths 2,276 Sq.Ft.

Courtesy of Tori MacDowell with Gibson Sotheby's International Realty

$1,150,000

42 Plain Rd, Wayland, MA 01778

3 Beds 2.5 Baths 2,077 Sq.Ft.

Active Under Contract

Courtesy of Doug McNeilly with Coldwell Banker Realty - Sudbury

$1,085,000

19 Holiday Road, Wayland, MA 01778

4 Beds 3 Baths 2,128 Sq.Ft.

Courtesy of Rose Hall with Blue Ocean Realty, LLC

$2,450,000

116 Lincoln Rd, Wayland, MA 01778

4 Beds 3.5 Baths 5,670 Sq.Ft.

Courtesy of The Semple & Hettrich Team with Coldwell Banker Realty - Sudbury

$849,000

7 Castle Gate Road, Wayland, MA 01778

2 Beds 2.5 Baths 1,923 Sq.Ft.

Courtesy of Pamela Taylor with LAER Realty Partners

$1,365,000

26 Millbrook Rd, Wayland, MA 01778

5 Beds 3 Baths 2,815 Sq.Ft.

Active Under Contract

Courtesy of Leeann Yolin with Coldwell Banker Realty - Weston

$1,295,000

1 Holiday Road, Wayland, MA 01778

4 Beds 3 Baths 1,890 Sq.Ft.

Courtesy of Peace Nguyen with

$1,225,000

44 Pequot Rd, Wayland, MA 01778

3 Beds 3 Baths 2,585 Sq.Ft.

Active Under Contract

Courtesy of Eileen Balicki with Gibson Sotheby's International Realty

$1,499,000

91 Old Sudbury Road, Wayland, MA 01778

5 Beds 4 Baths 5,083 Sq.Ft.

Courtesy of Diane Paolini with Coldwell Banker Realty - Sudbury

$935,000

38 Hawthorne Rd, Wayland, MA 01778

4 Beds 2 Baths 1,497 Sq.Ft.

Courtesy of Victoria Anfuso with Berkshire Hathaway HomeServices Robert Paul Properties

$1,235,000

89 Dudley Rd, Wayland, MA 01778

4 Beds 2 Baths 2,400 Sq.Ft.

Courtesy of Maura Rodino with Berkshire Hathaway HomeServices Commonwealth Real Estate

$849,000

37 Winter St, Wayland, MA 01778

4 Beds 3 Baths 1,952 Sq.Ft.

Courtesy of Ning Sun with United Real Estate, LLC

$1,399,000

201 Boston Post Rd, Wayland, MA 01778

4 Beds 3.5 Baths 4,268 Sq.Ft.

Active Under Contract

Courtesy of O'Connor & Highland with Keller Williams Realty Boston-Metro | Back Bay

$1,129,000

6 Morse Rd, Wayland, MA 01778

3 Beds 2.5 Baths 2,130 Sq.Ft.

Courtesy of Kara Apostolica with Gibson Sotheby's International Realty

$3,475,000

4 Ellen Mary Way, Wayland, MA 01778

6 Beds 7.5 Baths 9,544 Sq.Ft.

Courtesy of Peace Nguyen with

$899,000

8 East Rd, Wayland, MA 01778

3 Beds 2 Baths 1,645 Sq.Ft.

Courtesy of Luisa A. Cestari with Coldwell Banker Realty - Wellesley

$869,000

2 Eden Rd, Wayland, MA 01778

3 Beds 1.5 Baths 2,046 Sq.Ft.

Courtesy of Sylvia Makarios with Coldwell Banker Realty - Westwood

$1,235,000

225 W Plain St, Wayland, MA 01778

3 Beds 2.5 Baths 2,200 Sq.Ft.

Active Under Contract

Courtesy of The Cloutier Group with Compass

$695,000

3 Waltham, Wayland, MA 01778

4 Beds 1 Bath 1,481 Sq.Ft.

View All Wayland, MA Homes for Sale

Map of Wayland MA Single Family Homes for Sale

For Sale

Under Contract

Active Under Contract

Pocket Listing

Contact Leah Hart to learn more about Wayland MA real estate for sale

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Wayland, MA Real Estate FAQs

Yes, Wayland is widely regarded as one of the top places to live in Massachusetts, thanks to its highly rated schools, beautiful natural landscapes, and convenient access to Boston. Whether you're a first-time homebuyer, exploring Wayland condos for sale, or searching for luxury properties, real estate for sale in Wayland, MA combines lifestyle, location, and long-term value.

The Wayland housing market is highly competitive, with most homes selling in less than 20 days. Properties in sought-after neighborhoods frequently attract multiple offers. If you're looking for homes or condos for sale in Wayland, MA, it's essential to move quickly and have your financing in place.

Wayland features a diverse range of housing options, from single-family homes and luxury estates to colonials and contemporary designs. Buyers can also find a limited selection of Wayland MA condos and townhomes. Those exploring real estate for sale in Wayland, MA will discover properties that combine classic New England charm with modern comforts.

Claypit Hill, Happy Hollow, and North Wayland are among the most desirable neighborhoods in the area. Known for their top-rated schools, generous lot sizes, and welcoming community atmosphere, these neighborhoods are ideal starting points for anyone searching for real estate or land for sale in Wayland, MA.

Neighborhood Guides

Natick

Natick

Lincoln

Lincoln

Wellesley

Wellesley

Helpful Blog Insights

Warm white kitchen with a soapstone island, blue hydrangeas, brass faucet, and black-framed windows overlooking leafy shrubs.

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A spacious gray clapboard condominium residence with a private stone entrance, deep lawn and amber maple canopy.

Why a Sudbury Condo Costs Almost as Much as a Sudbury House

October 22, 2026

White historic church with a clock tower, framed by trees above a fenced lawn.

Landmarks in Wayland, MA

Leah Hart | June 10, 2025

Explore the Rich Heritage and Hidden Treasures of This Charming Village.

Two-story white clapboard colonial with black shutters, a green front door, and a tree-framed lawn.

What the Josiah Smith Tavern's Parking Hearing Means for Its Opening

August 27, 2026

House with a white gabled wing and dark modern glass addition, joined by a narrow glazed connector.

Two Town Reviews That Can Shape a Wellesley Rebuild Timeline

September 10, 2026

Living room with a painted-brick fireplace, gray built-in shelves, and leafy trees visible through a window bay.

Wayland Town Center: Three Different Kinds of Business Moves

August 20, 2026

Warm-white clapboard house with divided-light windows, a fieldstone wall, lawn, and mature trees.

The Title 5 Timing Problem Wayland Sellers Don't See Coming

August 13, 2026

Cream clapboard house with dark shutters, two cross gables, and a curving bluestone approach across a broad lawn.

The Ceiling Under Lincoln's Record Inventory Year

October 1, 2026

Warm autumn light on a cream clapboard home's second-floor bay windows, white wooden brackets and dark gabled roof, with a sugar maple branch at the edge.

Natick Center Since Spring: East Central Street, Summer Street, and the Second Floor

October 15, 2026

White Colonial house with black shutters, a sugar maple overhanging the roof, and a fieldstone wall beside the lawn.

Weston's Two-Week Window: Where Trail Season Meets Harvest Season

September 3, 2026

A screened porch beside a bluestone side yard that transitions into woodland.

Living Close To Nature In Lincoln, Massachusetts

July 23, 2026

A white clapboard home's black-sashed bay window above an aged brick foundation, with oakleaf hydrangeas in autumn color.

Sudbury's Rail Trails Are Open, and the Unfinished Work Is All at the Edges

October 8, 2026

Kitchen with a quartz-topped island, warm-white cabinets, and dining nook beside black-framed windows.

How Sudbury Homes Compare To Nearby Towns

July 2, 2026

Open charcoal-sage door reveals an oak-floored foyer beyond a bluestone stoop and moss-edged brick steps.

What's Actually Open on Sudbury's Boston Post Road Right Now

September 24, 2026

Dining table with fruit, pink flowers, and potted plants beside large windows.

When Is The Best Time To Sell A House?

Leah Hart | August 29, 2025

Timing the Market to Maximize Your Home’s Value in Wayland, Weston, and Sudbury.

Condo amenity entrance with bluestone paving, ledgestone facade, and landscaping.

Low-Maintenance Condo Living Options In Natick

July 16, 2026

A projecting bay window with black divided-light sashes above hydrangeas and a granite-edged planting bed.

What Your Budget Actually Buys in Natick, Past the Median

August 6, 2026

Bluestone front walk crosses a clipped lawn to the sidewalk beneath leafy street trees.

A Day In Wellesley: Shops, Cafes, And Green Space

June 18, 2026

Mudroom with built-in storage and a slate floor.

Historic Charm And Everyday Life In Sudbury

June 25, 2026

A sandy path winds through coastal dune grass beneath a pink sunset sky.

Weekend Trips from Wayland, MA

Leah Hart | August 29, 2025

Discover charming escapes just a drive away.

White clapboard house corner with a black-shuttered window above a moss-flecked fieldstone wall.

The Lincoln Weekend Calendar You Can Actually Fill Between Now and Foliage

August 6, 2026

Gray shingle-sided house with a wide white porch, landscaped lawn, and autumn trees.

How to Boost Your Home's Curb Appeal in One Weekend

Leah Hart | August 25, 2025

Transform Your Exterior with Simple, High-Impact Upgrades.

Oak-floored foyer with a taupe runner, oak console topped with white hydrangeas, and staircase with black balusters.

Weston Market Insights For Thoughtful Home Sellers

June 4, 2026

Two attached clapboard homes with bluestone stoops along a brick sidewalk beneath leafy trees.

Downtown Or South Natick: Which Area Fits You?

July 9, 2026

A hiker walks through grass, the muddy tread of one hiking boot prominent.

Best Day Trips for Hiking From Wayland, MA

Leah Hart | July 21, 2025

Discover Scenic Escapes Just a Short Drive Away.

Bluestone terrace and mown lawn meet a wooded edge beside a white clapboard house.

Wayland's Outdoor Lifestyle: Trails, Water, And Open Space

May 21, 2026

Charcoal townhouse entry with glass sidelights, bluestone stoop, clipped shrubs, and a neighboring door receding behind.

Condo And Townhome Living In Wellesley

June 11, 2026

White colonial house with black shutters, a right-side garage, and a broad driveway edged by lawn and shrubs.

What To Expect When Buying In Weston

May 28, 2026

Amber beer pours from a tap into a glass, building a layer of foam.

Local Bars and Breweries In and Around Wayland, MA

Leah Hart | June 27, 2025

A Curated Guide to the Best Places to Sip, Savor, and Socialize Near Wayland.

White clapboard colonial home with black shutters, a brick path leading to its portico, and a garage.

Preparing Your Wayland Home For Today's Buyers

May 14, 2026

Green sports field grass with a diagonal white boundary line.

A Guide to Wayland, MA, Parks

Leah Hart | October 3, 2025

Spotlight on Green Gems.

Living room with a lit fireplace, white mantel, large windows, and blue armchairs.

How to Set the Right Price for Your Home in Today's Market

Leah Hart | September 26, 2025

Discover the Art and Science Behind Attracting Buyers and Maximizing Returns.

A hand writes on real estate paperwork beside a model house and red toy car.

How to Find a Real Estate Agent

Leah Hart | July 25, 2025

Unlocking Your Perfect Home Journey.

Children play together on a tire swing at a tree-shaded playground.

Neighborhood Amenities that Increase Home Value

Leah Hart | September 19, 2025

What Surrounds a Home Matters More Than You Think.

Backyard with lawn, outdoor seating, and a warmly lit raised deck at dusk.

How to Renovate Your Backyard to Increase Home Value

Leah Hart | September 26, 2025

Transform Your Outdoor Space Into a Profitable Asset.

Two people plant a young tree outdoors, pressing soil around its base.

Things You Might Not Know About Wayland, MA

Leah Hart | June 10, 2025

Uncover the Hidden Gems and Unique Stories of This Historic New England Town.

Black-and-tan dachshund peeks over the edge of an open moving box.

Tips for Moving with Pets

Leah Hart | July 21, 2025

A Calm, Confident Guide for a Smooth Transition.

Living room with a blush-pink sectional, patterned chairs, and a low black coffee table.

Buying a Home in Wayland, MA

Leah Hart | July 21, 2025

Discover a Peaceful Path to Homeownership.

Dining nook with a long wooden table, matching bench, and tall garden-facing windows.

Top Factors that Influence Home Resell Value

Leah Hart | June 27, 2025

A Strategic Look at What Really Impacts the Worth of Your Property.

Flower bed with yellow and pink blooms, white stones, and a gravel path along a wooden fence.

The Role of Landscaping in Boosting Your Home's Aesthetic Appeal

Leah Hart | June 27, 2025

Transforming Outdoor Spaces into Lasting Impressions.

Vintage kitchen with a white range, cookware, pantry jars, and a wooden shelf of mugs.

Flipping Houses in Wayland, MA

Leah Hart | June 27, 2025

Turning Renovation Dreams into Real Estate Returns in a Timeless New England Town.

A smiling woman in glasses shakes hands with another person across an office counter.

Real Estate Negotiation Strategies From An Expert

Leah Hart | June 27, 2025

Mastering the Art of the Deal in Weston, MA and Beyond.

Traditional dining room with a polished wood table, carved chairs, and dark built-in cabinetry.

What to Consider When Eyeing a Charming Home in Historic Districts

Leah Hart | June 27, 2025

A Buyer’s Guide to Navigating Beauty, Rules, and Responsibility.

White two-story New England house with black shutters and a covered porch behind a hedge.

Moving to Wayland, MA: Discover New England Charm with Modern Appeal

Leah Hart | June 12, 2025

Make Your Move Seamless with Expert Guidance.

Two children play beside toy storage and a large upholstered chair in a home.

Key Features to Look for When Hunting for a Family Home

Leah Hart | June 10, 2025

Essential Elements to Consider When Searching for the Perfect Family-Friendly Property.

Bright white kitchen with a large island, stainless steel appliances, pendant lights, and wood-topped stools.

What Does Homeowners Insurance Cover? Beginner's Guide

Leah Hart | June 10, 2025

Understanding the Basics of Coverage for Your Home and Property.

Living room with a gray sofa, leafy plants, and sunlight on the wooden floor.

Decoding the Relationship Between Home Age and Market Value

Leah Hart | June 10, 2025

How the Age of Your Home Can Affect Its Value in the Real Estate Market.

Work With Leah

Join forces with Leah, a top-tier real estate expert with 17 years at Coldwell Banker Weston. Leah's proven record and concierge service reputation set her apart. As a community leader, she guides clients seamlessly. Collaborate with a seasoned pro for unparalleled results.