Location

Nearby schools

School ratings (A+ to F) from HJN community data.

High Rock School
6-6 · Regular · Needham School District
441 students · 11.8:1 student–teacher
High Rock School school rating: A 0.4 mi
Pollard Middle School
7-8 · Regular · Needham School District
867 students · 11.0:1 student–teacher
Pollard Middle School school rating: A+ 0.5 mi
St Joseph School
PK-8 · Regular
446 students · 12.6:1 student–teacher
0.7 mi
Needham High School
9-12 · Regular · Needham School District
1,633 students · 11.9:1 student–teacher
Needham High School school rating: A 1.0 mi
Newman Elementary School
PK-5 · Regular · Needham School District
696 students · 12.3:1 student–teacher
Newman Elementary School school rating: A 1.2 mi
William Mitchell
KG-5 · Regular · Needham School District
424 students · 12.6:1 student–teacher
William Mitchell school rating: A 1.3 mi
Broadmeadow
KG-5 · Regular · Needham School District
502 students · 14.1:1 student–teacher
Broadmeadow school rating: A 1.4 mi
Sunita L. Williams Elementary School
KG-5 · Regular · Needham School District
533 students · 13.1:1 student–teacher
Sunita L. Williams Elementary School school rating: A+ 1.9 mi

Nearby places

Within 2 miles of this home: 33 restaurants and cafés, 4 grocery stores, 32+ parks and green spaces, and 21+ transit stops.

Place data from OpenStreetMap.

Food & drink

Junction Ice Cream
Junction Street
0.0 mi
McDonald's
Chestnut Street
0.1 mi
Sweet Tomatoes Neapolitian Pizza
Chestnut Street
0.1 mi
Kosta's Pizza and Seafood
Chestnut Street
0.2 mi
Dunkin
Chestnut Street
0.2 mi
Domino's
Chestnut Street
0.2 mi
Latina Kitchen & Bar
American restaurant · Dedham Avenue
0.5 mi
The Farmhouse
American restaurant · Great Plain Avenue
0.5 mi

Groceries

Roche Bros
Chestnut Street
0.2 mi
Sudbury Farms
Highland Avenue
0.9 mi
Trader Joe's
Highland Avenue
1.4 mi
Volante Farms
Forest Street
1.6 mi

Parks & recreation

Vesta Park
0.4 mi
Memorial Park
0.4 mi
High Rock Pond
0.5 mi
Needham Conservation Land
0.5 mi
Town Hall Common
0.5 mi
Greene's Field
0.5 mi
Needham Town Forest
0.6 mi
Coulton Park
0.6 mi

Transit

Needham Junction
Junction Street
0.0 mi
Needham Junction @ Commuter Rail Station
0.1 mi
Chestnut St @ Oak St
0.3 mi
Chestnut St opp Oak St
0.3 mi
Chestnut St @ Great Plain Ave
0.5 mi
Needham Center
0.5 mi
Chapel St @ Great Plain Ave
0.5 mi
Track 1 (All Trains)
0.6 mi

The 02492 market

Homes for sale: 38
Median list price: $2,487,000

Similar homes nearby

See all in 02492

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-01 15:42:00 UTC

This content last refreshed on 2026-10-14 18:39:12 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

21 Gayland Road

$1,085,000CanceledPrice reduced from $1,100,000

21 Gayland Road, Needham, MA 02492

Est. $7,121/moGet pre-qualified$580/sqft · 111 days on Realty

4

Beds

2

Baths

1,870

Sqft

1936

Built

$580

$/Sqft

111

Days on Realty

About this 4 bedroom 2 bath house

COMING BACK ON MARKET!! Welcome to this fabulous, move-in ready home situated in one of Needham’s most highly sought-after neighborhoods! Perfectly blending the convenience of in-town living with the comfort of a quiet, residential setting, this property sits on an ideal street just moments from Needham Center. Step inside to discover a bright and flexible floor plan boasting newly refinished hardwood floors throughout, fresh paint, and modern mini-split A/C. With 4 bedrooms, 2 full bathrooms, and an office area, this layout effortlessly adapts to your lifestyle whether working from home or hosting guests. The lower level features a fantastic walk-out design leading directly to a large patio and a beautiful, expansive yard, creating the ultimate setup for family enjoyment, gardening, and entertaining. Complete with a convenient 1-car garage and unmatched neighborhood charm, this home offers easy access to local restaurants, shops, medical facilities, commuter rail services, and the higway. Unpack and enjoy!

Listing agent
Post Advisory Group
Courtesy of Engel & Volkers Boston
(617) 908-4000
MLS Property Information Network (MLS PIN) · Listing 73541369

Interior features

Bathrooms2 full

FlooringHardwood

CoolingDuctless

HeatingBaseboard, Oil

AppliancesRange, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer

BasementFull

Exterior & lot

Architectural styleCape

Lot size7,405 sqft

Garage1 (detached)

Private poolNo

FeaturesPatio

Estimated value: $1,007,090

Range $963,167 – $1,051,013 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range

$673,175 January 2020$1,007,090 August 2026

Highest reading $1,440,562 in August 2024; lowest $656,474 in March 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

4 beds
2 baths
780 sqft
7,405 sqft lot
Built 1936
Stories: 2
Use: RESIDENTIAL
APN NEED M:042.0 B:0064 L:0000.0

Estimate your monthly payment

Home price

Down payment (20%)

$217,000

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$7,121/mo

Principal & interest$6,010

Property tax$995

Home insurance$117

Loan amount $868,000. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $622,200
Structure: $162,400
Assessed total: $784,600
County market value: $1,693,280
Property tax billed: $8,317

Sale & deed history

May 11, 2018Arm's-length$700,000
June 30, 2015Arm's-length$515,000
February 10, 2003Not an arm's-length transfer—
October 23, 2002Not an arm's-length transfer—
November 24, 1998Not an arm's-length transfer—
July 31, 1997Arm's-length$199,000
November 13, 1991

Not an arm's-length transfer—