OFF MARKET

Off market may 2017 for $1M

$1,792,895

Est. refi paymentEst. refi $2,167/mo

•

3,160

sq ft

21 Longwood Rd, Milton, MA 02186

About this home

MULTIPLE OFFERS.PLEASE SUBMIT HIGHEST AND BEST BY TUESDAY 03/28/17 at 4:00 PM. This beautiful 1920’s English-Style Colonial, nestled in the heart of the Columbines, offers a spacious floor plan for easy living and elegant entertaining. Many fine details can be found throughout this charming home which features 9 rooms, 5 bedrooms, 3.5 baths on a .26 acre lot. Top quality and craftsmanship abounds in this classic home. The first floor boasts a large living room with fireplace, beamed ceiling and built-in oak bookcases. There is a formal dining room with beautiful woodwork and built-in china cabinets. The Eat-In-Kitchen is updated with SS appliances and granite counter tops. There is also a first floor den and separate bedroom w/private bath. A master suite w/full bath along with 3 additional ample-sized bedrooms and renovated bath complete the second floor. The spacious walkout basement has a working fireplace and is ready for your imagination. Finally a mahogany deck overlooks yard.

Single-familyProperty Type

1929Year Built

0.26 acresLot Size

$567Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Greg Sullivan • Sullivan Realty Company

Bought with Matthew Freeman • Coldwell Banker Residential Brokerage - Milton - Adams St.

Redfin checked: a minute ago

•Source:MLS PIN #72134807

Redfin Estimate

$1,792,895

$768K since sold in May 2017$45K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.2% higher than the average sale price ($1.49M) of 6 comparable homes.

SOLD JUN 12, 2026
$1,400,000
A
4 beds3.5 baths2,853 sq ft
424 Brook Rd, Milton, MA 02186
SOLD SEP 10, 2026
$1,480,000
B
4 beds3.5 baths2,621 sq ft
187 Hinckley Rd, Milton, MA 02186
SOLD JAN 6, 2026
$2,050,000
C
5 beds2.5 baths3,282 sq ft
32 Columbine Rd, Milton, MA 02186
SOLD JUL 24, 2026
$1,280,000
D
4 beds1.5 baths2,486 sq ft
3 Windsor Rd, Milton, MA 02186
SOLD APR 28, 2026
$1,570,000
E
4 beds2.5 baths2,782 sq ft
44 Allen Cir, Milton, MA 02186
SOLD JUN 2, 2026
$1,170,000
F
4 beds2 baths1,969 sq ft
434 Brook Rd, Milton, MA 02186

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,046,039

Est. take-home

List your home with Redfin and save $8,964

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,690/mo

Redfin rental estimate

List your home for rent

Market trends in 02186, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.0%

0.7% MoM

Median sale price

$1.1M

$79K MoM

Avg. days on market

27d

6 days MoM

Recently sold homes

13 MoM

New listings for sale

OPEN SUN, 11AM TO 1PM
$1,499,000
4 beds4 baths3,288 sq ft
1262 Randolph Ave, Milton, MA 02186
$598,999
3 beds2.5 baths1,209 sq ft
70 Brush Hill Rd #70, Milton, MA 02186
$839,000
3 beds1.5 baths1,454 sq ft
10 Nahanton Ave, Milton, MA 02186
$2,890,000
5 beds6.5 baths6,768 sq ft
44 Ridgewood Rd, Milton, MA 02186
EARLY ACCESS
$3,495,000
5 beds5 baths4,915 sq ft
391 Highland St, Milton, MA 02186
$1,379,000
4 beds2.5 baths2,552 sq ft
4 Hawthorn Rd, Milton, MA 02186
$799,000
3 beds1 bath1,576 sq ft
6 Rowe St, Milton, MA 02186
$979,000
4 beds1.5 baths1,768 sq ft
48 Hawthorn Rd, Milton, MA 02186
See all

Provided by Redfin

Sale history for 21 Longwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,236 (+5.1%)

$518,500 + $730,300

$1,248,800

2022

$13,549 (+2.9%)

$518,500 + $568,000

$1,086,500

2021

$13,164 (+1.5%)

$461,500 + $541,100

$1,002,600

2020

$12,966 (+2.6%)

$457,000 + $531,300

$988,300

2019

$12,636 (+7.3%)

$443,700 + $515,000

$958,700

2018

$11,776 (+6.9%)

$366,000 + $486,700

$852,700

2017

$11,012 (+7.5%)

$348,500 + $463,600

$812,100

2016

$10,240 (+4.2%)

$305,000 + $453,500

$758,500

2015

$9,828 (−2.6%)

$261,400 + $443,600

$705,000

2014

$10,088 (+2.0%)

$261,400 + $411,600

$673,000

2013

$9,893 (+2.4%)

$261,400 + $411,600

$673,000

2012

$9,658 (+3.7%)

$261,400 + $411,600

$673,000

2011

$9,317 (+1.0%)

$261,400 + $400,800

$662,200

2010

$9,229 (+12.7%)

$290,500 + $400,800

$691,300

2009

$8,192

$290,500 + $407,300

$697,800

Tax history for 21 Longwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,236 (+5.1%)

$518,500 + $730,300

$1,248,800

2022

$13,549 (+2.9%)

$518,500 + $568,000

$1,086,500

2021

$13,164 (+1.5%)

$461,500 + $541,100

$1,002,600

2020

$12,966 (+2.6%)

$457,000 + $531,300

$988,300

2019

$12,636 (+7.3%)

$443,700 + $515,000

$958,700

2018

$11,776 (+6.9%)

$366,000 + $486,700

$852,700

2017

$11,012 (+7.5%)

$348,500 + $463,600

$812,100

2016

$10,240 (+4.2%)

$305,000 + $453,500

$758,500

2015

$9,828 (−2.6%)

$261,400 + $443,600

$705,000

2014

$10,088 (+2.0%)

$261,400 + $411,600

$673,000

2013

$9,893 (+2.4%)

$261,400 + $411,600

$673,000

2012

$9,658 (+3.7%)

$261,400 + $411,600

$673,000

2011

$9,317 (+1.0%)

$261,400 + $400,800

$662,200

2010

$9,229 (+12.7%)

$290,500 + $400,800

$691,300

2009

$8,192

$290,500 + $407,300

$697,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

11,305

Year renovated

—

Sq. Ft.

3,160

Year built

1929

Style

Single Family Residential

County

Norfolk County

APN

129674

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Pool

Last updated by owner on Feb 17, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive, Off Street, Tandem, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Level: First
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - With Tub

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Level: Second
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting,Remodeled,Steam / Sauna

Living Room Information
Level: First
Features: Beamed Ceilings,Coffered Ceiling(s),Flooring - Hardwood,French Doors,Open Floorplan,Recessed Lighting

Family Room Information
Level: Main,First
Features: Flooring - Hardwood

Dining Room Information
Level: Main,First
Features: Flooring - Hardwood,Wainscoting

Kitchen Information
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Cabinets - Upgraded,Exterior Access,Recessed Lighting,Remodeled,Stainless Steel Appliances

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Concrete

Laundry Information
Laundry Features: Electric Dryer Hookup, Washer Hookup, In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 9
Door Features: Storm Door(s), French Doors
Window Features: Storm Window(s)
Flooring: Tile, Hardwood, Wood Laminate
Interior Features: Bathroom - 1/4, 1/4 Bath, Walk-Up Attic, Finish - Cement Plaster

Exterior

Building Information
Building Area (Total): 3,160
Foundation Details: Stone, Irregular
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Wood, Patio
Exterior Features: Deck - Wood, Patio, Rain Gutters, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.26
Lot Features: Gentle Sloping
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $11,012
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Natural Gas
Cooling: Central Air, Other

Location

Location Information
Directions: Use GPS
UnparsedAddress: 21 Longwood Rd., Milton MA 02186

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Pool, Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University, Sidewalks

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,160
Stories: 2.0
Parking Spaces: 4
Basement: Yes
Accessible: No
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Norfolk County
APN: 129674
HOA Dues: —
Garage: Yes
Features: Pool

Home facts updated by owner on Feb 17, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Glover Elementary School

Public K-5 • Assigned • 0.4mi

9/10

Charles S Pierce Middle School

Public 6-8 • Assigned • 0.2mi

8/10

Milton High School

Public 9-12 • Assigned • 0.7mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

60% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Milton, MA • 02186

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.70M – $2.06M

Reach more buyers when you sell with Redfin. Save up to $17,929 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN SAT, 11AM TO 12:30PM

$1,050,000

4 beds1.5 baths1,900 sq ft

45 Wendell Park, Milton, MA 02186

Welcoming porch • Finished attic • Updated kitchen

$739,900

4 beds1.5 baths1,392 sq ft

45 Decker St, Milton, MA 02186

Granite countertops • Center island • Designer backsplash

$940,000

4 beds1.5 baths1,572 sq ft

1162 Morton St, Mattapan, MA 02126

Eat in kitchen • Off street parking • 4,556 sq ft lot

FOR SALE BY OWNER

$746,000

2 beds2 baths1,077 sq ft

49 Oak St, Milton, MA 02186

Corner lot • Mud and sun rooms • Family room

$995,000

4 beds2 baths1,688 sq ft

128 Pleasant St, Milton, MA 02186

Corner lot • Bright kitchen • Recessed lighting

$475,000

3 beds1 bath2,229 sq ft

22 Corman Rd, Mattapan, MA 02126

Hardwood floors • Original charm • Solid home

New listings for sale in 02186

OPEN SUN, 11AM TO 1PM

$1,499,000

4 beds4 baths3,288 sq ft

1262 Randolph Ave, Milton, MA 02186

Renovated colonial • Redesigned kitchen • Quartz countertops

$598,999

3 beds2.5 baths1,209 sq ft

70 Brush Hill Rd #70, Milton, MA 02186

Coffered ceiling • Stone feature wall • Pet wash station

$839,000

3 beds1.5 baths1,454 sq ft

10 Nahanton Ave, Milton, MA 02186

New roof • Three season sunroom • Custom cabinetry

$2,890,000

5 beds6.5 baths6,768 sq ft

44 Ridgewood Rd, Milton, MA 02186

New construction • Butler pantry • First floor office

EARLY ACCESSCOMPASS COMING SOON

$3,495,000

5 beds5 baths4,915 sq ft

391 Highland St, Milton, MA 02186

Expansive backyard • Motorized shades • Oversized windows

$1,379,000

4 beds2.5 baths2,552 sq ft

4 Hawthorn Rd, Milton, MA 02186

Updated colonial • Hardwood floors • Fireplace

$799,000

3 beds1 bath1,576 sq ft

6 Rowe St, Milton, MA 02186

Hardwood floors • Formal dining room • Sunny living room

$979,000

4 beds1.5 baths1,768 sq ft

48 Hawthorn Rd, Milton, MA 02186

Oversized foyer • Eat-in kitchen • Convenient half bath

Home values near 21 Longwood Rd

Data from public records.

Address	Redfin Estimate
5 Longwood Road, Milton, MA 4 Beds \| 3.5 Baths \| 3073 Sq. Ft.	$1,671,248
37 Longwood Road, Milton, MA 4 Beds \| 2.5 Baths \| 2057 Sq. Ft.	$1,346,490

Address	Redfin Estimate
15 Longwood Road, Milton, MA 6 Beds \| 3.5 Baths \| 3050 Sq. Ft.	$1,811,486
6 Longwood Road, Milton, MA 3 Beds \| 2.5 Baths \| 2921 Sq. Ft.	$1,687,750

Address	Redfin Estimate
33 Longwood Road, Milton, MA 5 Beds \| 3.5 Baths \| 3021 Sq. Ft.	$1,677,556
36 Longwood Road, Milton, MA 5 Beds \| 3 Baths \| 2850 Sq. Ft.	$1,545,800

Property information provided by MLS PIN when last listed in 2017. This data may not show owner updates. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02021 homes for sale
02169 homes for sale
02124 homes for sale
02184 homes for sale
02131 homes for sale

Houses for rent in Milton	Agents near me	Quincy, MA homes for sale	Milton Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Milton Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02186, MA

Sale history for 21 Longwood Rd

Tax history for 21 Longwood Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02186

Home values near 21 Longwood Rd

More real estate resources