OPEN SAT, 12PM TO 2PM

For sale

$995,000

Est. $6,759/mo —

•

2,188

sq ft

16 Happy Hollow Rd, Wayland, MA 01778

About this home

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.

Single-familyProperty Type

1954Year Built

0.72 acresLot Size

$455Price/Sq.Ft.

2 garage spacesParking

Listed by Nikki Milott McCay • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Listing updated: Oct 23, 2026 at 11:50am

Redfin checked: a few seconds ago

•Source:MLS PIN #73594514

Payment calculator

$6,759 per month

Principal and interest$5,430

Property taxes

$1,197

HOA dues

Home insurance

$133

Utilities

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Affordability tools

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Open houses

Saturday, Oct 24

12:00pm - 2:00pm

Sunday, Oct 25

12:00pm - 2:00pm

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Around this home

Schools

K - 12
Preschool & daycare

Happy Hollow School

Public K-5 • Assigned • 0.4mi

9/10

Wayland Middle School

Public 6-8 • Assigned • 0.8mi

9/10

Wayland High School

Public 9-12 • Assigned • 0.7mi

10/10

Provided by GreatSchools

About North

Framingham

North Framingham, located between Framingham Center and the Natick line, is a residential and commercial Framingham neighborhood with a commuter-rail edge and a retail corridor. The neighborhood’s character concentrates around the Route 9 and Cochituate Road junction, where plazas, cafés, and everyday services line fast-moving lanes. Mid-century splits and classic Colonials sit on leafy side streets, while larger apartment communities cluster near major roads. Callahan State Park adds wooded trails and a quiet counterpoint to the traffic hum. The Danforth Art Museum and Framingham History Center ground local culture with galleries and preserved architecture. Garden in the Woods brings a curated landscape of native plants into the weekly rhythm.

Provided by Walk Score and Local Logic

Market insights

16 Happy Hollow Rd · $995,000

DAYS ON MARKET

The average home goes pending in 23 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $843,256. (15% lower than this home)

PRICE DROP

22% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Office
Two fireplaces, in the living room and family room
Recessed lighting
Picture windows

Bedrooms
Four bedrooms: two on the first floor and two on the second floor

Bathrooms
Two full bathrooms: one on the first floor and one on the second floor
Tiled tub and shower

Kitchen
Range, range hood, dishwasher, and refrigerator
Wood flooring
Recessed lighting
Exterior deck access

Laundry & utility
Washer and dryer
Laundry sink
Laundry in the basement

Flooring
Wood, tile, vinyl, and carpet

Heating & cooling
Oil-fired baseboard heating
Central air conditioning

Sale and tax history for 16 Happy Hollow Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73594514

Oct 23, 2026

Listed

$995,000

$455/sq ft

MLS PIN #71380491

Jul 23, 2012

Listing Removed

—

Jul 23, 2012

Sold

$500,000

$229/sq ft

May 10, 2012

Contingent

—

May 9, 2012

Listed

$499,000

$228/sq ft

+16

Classic Cape in wonderful neighborhood walking distance to all the schools. Country kitchen with updated appliances, DR with HW floors, corner cabinet and picture window overlooking backyard-also opens to 3 season porch. Large LR with fireplace, HW flrs and built in bookshelves. Two additional rooms on first floor one used as family room (other could be BR). Upstairs are 3 Rooms (2 BR plus an office- currently used as BR) and one full newly updated bath. Central Air. New 3 BR Septic.

Public Records

Apr 10, 1987

Sold

$255,000

$117/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$14,358 (+4.4%)

$566,100 + $402,100

$968,200

2024

$13,758 (+3.0%)

$529,100 + $401,900

$931,000

2023

$13,355 (+5.7%)

$458,300 + $343,800

$802,100

2022

$12,632 (+4.3%)

$379,500 + $308,900

$688,400

2021

$12,110 (+4.3%)

$345,000 + $308,900

$653,900

2020

$11,613 (+5.3%)

$345,000 + $308,900

$653,900

2019

$11,032 (+6.0%)

$328,700 + $274,800

$603,500

2018

$10,403 (+2.9%)

$328,700 + $248,300

$577,000

2017

$10,113 (+9.9%)

$313,000 + $244,500

$557,500

2016

$9,201 (−3.3%)

$306,900 + $223,700

$530,600

2015

$9,517 (+8.1%)

$306,900 + $210,600

$517,500

2014

$8,804 (+1.0%)

$279,000 + $201,300

$480,300

2013

$8,714 (−5.9%)

$279,000 + $208,100

$487,100

2012

$9,262 (−1.0%)

$279,000 + $208,200

$487,200

2011

$9,354

$279,000 + $204,400

$483,400

2010

$9,354 (+12.7%)

$279,000 + $204,400

$483,400

2009

$8,301

$294,400 + $212,700

$507,100

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.72 Acres

Year renovated

—

Finished Sq. Ft.

1,911

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,911

Year built

1954

Style

Single Family Residential

County

Middlesex County

APN

2642618S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

41% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wayland, MA • 01778

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Wayland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.6 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 16 Happy Hollow Rd

$1,003,845

$8,845 over list price of $995K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $875K to $1.2M.

SOLD MAY 13, 2026
$950,000 Last sold price
3 beds2 baths2,202 sq ft
35 Wallace Rd, Wayland, MA 01778
$24/sq ft
smaller lot
9 years newer
SOLD OCT 13, 2026
$950,000 Last sold price
2 beds1.5 baths1,665 sq ft
8 Wampum Path, Wayland, MA 01778
$116/sq ft
smaller lot
26 years older
SOLD AUG 17, 2026
$1,190,000 Last sold price
4 beds3.5 baths3,040 sq ft
19 Pine Needle, Wayland, MA 01778
$64/sq ft
smaller lot
3 years newer
SOLD APR 29, 2026
$900,000 Last sold price
3 beds3 baths1,756 sq ft
7 Gregory Ln, Wayland, MA 01778
$58/sq ft
smaller lot
7 years newer
SOLD JUL 23, 2026
$875,000 Last sold price
4 beds2 baths2,243 sq ft
57 Delmar Ave, Framingham, MA 01701
$65/sq ft
smaller lot
2 years older
SOLD AUG 7, 2026
$905,000 Last sold price
3 beds1.5 baths2,175 sq ft
5 Holbrook, Wayland, MA 01778
$39/sq ft
smaller lot
2 years newer

Rental earnings

Est. $4,086 per month, based on comparable rentals

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