5 Highfields Rd, Wayland, MA 01778
OFF MARKET

5 Highfields Rd
Wayland, MA 01778

  • 4 Beds
  • 2.5 Baths
  • 3,362 sqft (on 2.18 acres)

$1,775,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $10,555/mo*
Refinance Your Home

$1,775,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $10,555/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,362 sqft
(on 2.18 acres)

Home Value

Trulia Estimate
$1.77M
Since last month
Decreased$23K (-1.3%)
Since last year
Increased$35K (+2%)
Since last sale
Increased$722K (+68.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +65% in the last 10 years
MonthEstimated value
2026
August 2026$1.77M
July 2026$1.79M
June 2026$1.8M
May 2026$1.81M
April 2026$1.78M
March 2026$1.77M
February 2026$1.71M
January 2026$1.7M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
54 Old Connecticut Path, Wayland, MA
0.14
Single-Family Home
$1,651,000
06/25/26
4
3.5
2,979
7 Shaw Dr, Wayland, MA
0.91
Single-Family Home
$1,450,000
12/02/25
4
2.5
3,418
6 Dairy Farm Ln, Wayland, MA
0.21
Single-Family Home
$2,500,000
05/22/26
5
7
6,690
153 Old Connecticut Path, Wayland, MA
0.81
Single-Family Home
$1,590,000
10/01/25
4
3.5
3,417
23 Covered Bridge Ln, Wayland, MA
0.16
Single-Family Home
$2,310,000
06/15/26
5
4
4,563
31 White Rd, Wayland, MA
0.62
Single-Family Home
$1,275,000
12/19/25
4
3
3,264
10 Hayward Rd, Wayland, MA
0.45
Single-Family Home
$950,000
02/06/26
4
4
1,988
74 Old Connecticut Path, Wayland, MA
0.22
Single-Family Home
$3,240,000
01/23/26
5
6
7,600
823 Boston Post Rd, Weston, MA
0.86
Single-Family Home
$1,972,500
06/02/26
5
2.5
3,847
156 Boston Post Rd, Wayland, MA
0.62
Single-Family Home
$1,087,500
04/06/26
4
3.5
4,414

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
14 Highfields, Wayland, MA 01778
0.09
$3,255,000
5
6.5
7,526
Off Market
54 Old Connecticut Path, Wayland, MA 01778
0.14
$1,651,000
4
3.5
2,979
Recently Sold
23 Covered Bridge Ln, Wayland, MA 01778
0.16
$2,310,000
5
4
4,563
Recently Sold
6 Dairy Farm Ln, Wayland, MA 01778
0.21
$2,500,000
5
7
6,690
Recently Sold
74 Old Connecticut Path, Wayland, MA 01778
0.22
$3,240,000
5
6
7,600
Recently Sold
35 Covered Bridge Ln, Wayland, MA 01778
0.28
$3,680,000
6
7.5
7,000
Off Market
27 Covered Bridge Ln, Wayland, MA 01778
0.31
$2,618,700
4
4.5
4,904
Off Market
107 Boston Post Rd, Wayland, MA 01778
0.33
$1,075,300
4
2.5
3,432
Off Market
10 Blossom Ln, Wayland, MA 01778
0.35
$1,908,400
4
2.5
3,732
Off Market
3 Cart Path, Wayland, MA 01778
0.42
$2,429,400
5
6
5,539
Off Market
19 Old Connecticut Path, Wayland, MA 01778
0.40
$2,950,000
6
6.5
7,083
Recently Sold
19 Westway Rd, Wayland, MA 01778
0.41
$1,424,600
4
3
3,043
Off Market

Local Information

  • Map ViewExplore the area around 5 Highfields Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
2.18 acres
Living Area
3,362 sqft
Price/Sqft
$528
Parking
Garage

About this House

This single-family home is located at 5 Highfields Rd, Wayland, MA. 5 Highfields Rd is in Wayland, MA and in ZIP code 01778. This property has 4 bedrooms, 3 bathrooms and approximately 3,362 sqft of floor space. This property has a lot size of 2.18 acres and was built in 1980.
5 Highfields Rd, Wayland, MA 01778 is a 4 bedroom, 3 bathroom, 3,362 sqft single-family home built in 1980. It last sold for $1,050,000 on Apr 7, 2016. It is currently off market. The Trulia Estimate is $1,775,200, with a rent estimate of $5,701/month.

Home Details for 5 Highfields Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.18 acres

Price and Tax history

DateEventPrice
Apr 7, 2016
Source: N/A
Sold
$1,050,000
Jan 23, 2016
Source: Agent Provided
Pending
$1,125,000
Jan 11, 2016
Source: Agent Provided
Listed For Sale
$1,125,000

Market trends in Wayland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
5MoM

Around this home

What Locals Say about Wayland

At least 54 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 92 % Say parking is easy

  • 86 % Say it's dog friendly

  • 81 % Say it's quiet

  • 80 % Say yards are well-kept

  • 76 % Say there's wildlife

  • 75 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 59 % Say neighbors are friendly

  • 58 % Say there are sidewalks

  • 52 % Say it's walkable to restaurants

  • 39 % Say there are community events

  • 36 % Say it's walkable to grocery stores

  • 35 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Valerie Andrews
    "Wooded areas, owls at night, quiet"
    0
    Flag
  • Valerie Andrews
    "Simple but if construction there is really only one main road so it can get backed up. A 13 minute commute can be up to 30 minutes at times"
    0
    Flag
  • Valerie Andrews
    "Many friendly dogs in the neighborhood, only one sided side walks on main streets, no sidewalks on residential streets /off main roads. Lots of natural land and trails nearby which is a plus!"
    0
    Flag
  • Steven Schamberg
    "Eliza J Norton Foundation puts on an annual event for families free of charge as a thank you and built new dugouts at the main park."
    0
    Flag
  • Patrick Varone
    "People drive down Rt 20. It gets busy after 7 am and then again after 4pm. No public transportation."
    0
    Flag
  • Shea S.
    "The random parades or just fun events I see but have no idea what they are due to the fact that I’m from Florida. This is a very lovely and safe place to live."
    0
    Flag
  • Katie D.
    "No sense of community. But lots of privacy and everyone is friendly. I grew up here and lived here for 21 years. There’s something about this town being surrounded by people and still feeling alone, but maybe it’s just me. "
    4
    Flag
  • Yan F.
    "Not roo many dog parks. Walking dogs is awesome, but where do you go with your dog? plus more sidewalk would be great."
    1
    Flag
  • Sondra L.
    "Tree lined streets. Country setting close to major highways and 1/2 hr to Boston with out traffic. "
    0
    Flag
  • Jan
    "Wayland is a lovely suburban community west of Boston. There are mostly single family homes in town, nestled within nice neighborhoods, but also a number of condominium communities. The public schools are good and the community is safe, "
    3
    Flag
  • Nashquadir
    "very safe neighborhood kids have lots of playgrounds easy commute one of best public schools in the state"
    1
    Flag
  • Johntgarcia g. c.
    "Wonderful people, amazing schools, quiet, bucolic, and just a great place to live. Best place I have ever lived!"
    0
    Flag
  • Deegould
    "Very little traffic, well kept homes, friendly people. Good schools, near shopping, small town venu"
    0
    Flag
  • Pace R.
    "Having lived in Wayland for the last 8 years with my family, all I can say is that I am blessed. Excellent community with friendly families. Fantastic schools that kids want to go to before the doors open. There is barely any crime and most streets are dead quiet at night. The closest public transportation to Boston is in Natick or Lincoln - both are commuter rail lines. Otherwise it is drive anywhere. There are sidewalks in my area but in some parts of town there is really no need as you are so far from anyone it would just not make sense. Taxes are a bit high as well. Wayland is perfect for families, not so much for singles or the elderly. "
    0
    Flag
  • AK
    "Surrounding by nature with woods, walks and wildlife. Friendly neighbours with a great sense of community. Top 5 school district. Good local shopping and also convenient drive to Natick. Easy access to main motorways. And only 15 mins from Boston City at the weekends....What more can I say???"
    0
    Flag
  • Zen9966
    "nice location, close to Natick Collection, foundation ~ water level"
    0
    Flag
  • southmayd
    "Wayland is a wonderful town for young and old. Close to Boston, but the town is all country."
    0
    Flag
  • Christine M.
    "Have lived in different parts of Wayland for 30 years. I believe the Wayland Hills and Woodridge area is the best and most convenient area of town."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Highfields Rd

  • What is 5 Highfields Rd estimated to be worth?
    Trulia's estimated value for 5 Highfields Rd in Wayland, MA is $1,775,200.
  • What is the price history for 5 Highfields Rd?
    5 Highfields Rd in Wayland, MA last sold for $1,050,000 in April 2016.
  • Is Wayland a buyer's or seller's market?
    Wayland is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Wayland?
    Residents describe Wayland, MA as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Wayland, MA.
  • How big is the lot at 5 Highfields Rd?
    The lot at 5 Highfields Rd in Wayland, MA is about 2.2 acres.
  • Does 5 Highfields Rd have a garage?
    Yes, 5 Highfields Rd in Wayland, MA has a garage.

Explore by feature - Pet Friendly

8 pet-friendly rentals in Wayland, MA

Explore by feature - Garage

6 rentals with a garage in Wayland, MA

Explore by feature - Air Conditioning

9 rentals with air conditioning in Wayland, MA

Explore by feature - Washer/dryer

15 rentals with a washer/dryer in Wayland, MA

Explore by feature - Outdoor Space

8 rentals with an outdoor space in Wayland, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 5 Highfields Rd

Skip to last item
Skip to first item

Homes for sale near 5 Highfields Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item