OFF MARKET

Off Market Dec 2016 for $795K

$1,449,656

Est. refi paymentEst. refi $4,150/mo

•

2,248

sq ft

44 Cliff Rd, Milton, MA 02186

About this home

Tranquil and private setting, ideally located in the coveted Columbine / Cliff neighborhood. You will be charmed from the moment you cross the threshold of this lovely English Cottage Colonial. Spacious living room features a fireplace, an adjoining study and a picture window overlooking the new patio and beautifully landscaped back yard. Large and sunny master bedroom has a sitting nook with additional built ins. Amenities include a spacious, modern bathroom with radiant floor heat and separate tub & shower, gas heat and updated systems. Finished basement features a 2nd bath with a shower, great storage, and bonus space for work, play, fitness or company. Terrific location with close proximity to the trolley and all of the amenities of Central Ave @ Eliot.

Single-familyProperty Type

1933Year Built

0.3 acresLot Size

$645Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kerry Dowlin • Gibson Sotheby's International Realty

Bought with Brian Gagnon • Coldwell Banker Residential Brokerage - Milton - Adams St.

Redfin checked: a minute ago

•Source:MLS PIN #72069886

Redfin Estimate

$1,449,656

$655K since sold in December 2016$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.7% higher than the average sale price ($1.20M) of 6 comparable homes.

SOLD JUL 15, 2026
$1,400,000
A
3 beds1.5 baths2,331 sq ft
47 Standish Rd, Milton, MA 02186
SOLD JUL 30, 2026
$1,635,000
B
3 beds2.5 baths2,339 sq ft
60 Marilyn Rd, Milton, MA 02186
SOLD JUN 1, 2026
$1,035,000
C
3 beds2.5 baths1,944 sq ft
430 Eliot St, 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 JAN 23, 2026
$929,000
E
3 beds1.5 baths2,332 sq ft
390 Central Ave, Milton, MA 02186
SOLD DEC 17, 2025
$924,600
F
3 beds2.5 baths2,292 sq ft
128 Blue Hills Pkwy, Milton, MA 02186

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Earn from this home

Sell

$872,811

Est. take-home

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Refinance

Est. cash available

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Rent

$4,022/mo

Redfin rental estimate

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Market trends in 02186, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.6%

0.5% MoM

Median sale price

$1.0M

$40K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

NEW 13 HRS AGO
$11,900,000
5 beds6 baths10,000 sq ft
540 Harland St, Milton, MA 02186
$1,050,000
3 beds2.5 baths1,946 sq ft
61 Elm St, Milton, MA 02186
HOT HOME
$1,100,000
3 beds2.5 baths2,000 sq ft
785 Brook Rd, Milton, MA 02186
$950,000
4 beds2 baths1,641 sq ft
45 Adanac Rd, Milton, MA 02186
$699,000
3 beds1.5 baths1,350 sq ft
66 Ferncroft Rd, Milton, MA 02186
$1,225,000
3 beds3 baths3,182 sq ft
355 Brush Hill Rd, Milton, MA 02186
See all

Provided by Redfin

Redfin agents who toured

This home is set on a nice private lot in a great neigborhood. This home has a lot of charm as you enter the foyer and see the living room to one side with a beamed ceiling and an office off the side and the dining room to the other side of the...
10 years ago• May not reflect the current state of the home
Andrea Young
Redfin Associate agent

Sale history for 44 Cliff Rd

Date

Event

Price

MLS PIN #72069886

Dec 2, 2016

Sold

$795,000

$354/sq ft

Oct 30, 2016

Pending

—

Oct 5, 2016

Price Changed

$799,000

$355/sq ft

Sep 20, 2016

Listed

$819,000

$364/sq ft

Public Records

Oct 8, 2008

Sold

$655,000

$291/sq ft

MLS PIN #70711811

Oct 8, 2008

Listing Removed

—

Oct 8, 2008

Sold

$655,000

$291/sq ft

Jul 15, 2008

Contingent

—

Jul 2, 2008

Relisted

—

May 5, 2008

Listing Removed

—

Feb 14, 2008

Listed

$659,000

$293/sq ft

Milton's Back Bay alternative in the sought after Columbine/Cliff neighborhood is just a trolley ride away from the city. We all fell in love with the great period detail and the extensive upscale updates swaying a sassy new "2008" look. The front gardens are grand and the private terraced back yard with postcard views of the Neponset River will inspire. While this two bedroom English Colonial has potential for expansion we all agreed it was not too big, not too small,..... but "JUST RIGHT!"

MLS PIN #30568468

Apr 29, 2002

Sold

$497,000

$221/sq ft

Mar 9, 2002

Listing Removed

—

Dec 28, 2001

Listed

$499,900

$222/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,979 (+20.0%)

$474,200 + $664,300

$1,138,500

2022

$10,819 (+3.1%)

$474,200 + $393,400

$867,600

2021

$10,492 (+2.2%)

$424,400 + $374,700

$799,100

2020

$10,266 (+2.5%)

$416,400 + $366,100

$782,500

2019

$10,013 (−0.3%)

$404,300 + $355,400

$759,700

2018

$10,041 (+6.9%)

$375,900 + $351,200

$727,100

2017

$9,396 (+1.6%)

$358,000 + $334,900

$692,900

2016

$9,250 (+0.9%)

$358,000 + $327,200

$685,200

2015

$9,168 (+3.6%)

$334,200 + $323,500

$657,700

2014

$8,852 (+7.1%)

$290,900 + $299,600

$590,500

2013

$8,264 (+2.4%)

$262,600 + $299,600

$562,200

2012

$8,068 (+3.3%)

$262,600 + $299,600

$562,200

2011

$7,813 (+7.7%)

$262,600 + $292,700

$555,300

2010

$7,253 (+12.6%)

$250,600 + $292,700

$543,300

2009

$6,439

$250,600 + $297,900

$548,500

Tax history for 44 Cliff Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,979 (+20.0%)

$474,200 + $664,300

$1,138,500

2022

$10,819 (+3.1%)

$474,200 + $393,400

$867,600

2021

$10,492 (+2.2%)

$424,400 + $374,700

$799,100

2020

$10,266 (+2.5%)

$416,400 + $366,100

$782,500

2019

$10,013 (−0.3%)

$404,300 + $355,400

$759,700

2018

$10,041 (+6.9%)

$375,900 + $351,200

$727,100

2017

$9,396 (+1.6%)

$358,000 + $334,900

$692,900

2016

$9,250 (+0.9%)

$358,000 + $327,200

$685,200

2015

$9,168 (+3.6%)

$334,200 + $323,500

$657,700

2014

$8,852 (+7.1%)

$290,900 + $299,600

$590,500

2013

$8,264 (+2.4%)

$262,600 + $299,600

$562,200

2012

$8,068 (+3.3%)

$262,600 + $299,600

$562,200

2011

$7,813 (+7.7%)

$262,600 + $292,700

$555,300

2010

$7,253 (+12.6%)

$250,600 + $292,700

$543,300

2009

$6,439

$250,600 + $297,900

$548,500

*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

Stories

Lot width

—

Lot depth

—

Lot size

13,061

Year renovated

—

Sq. Ft.

2,248

Year built

1933

Style

Single Family Residential

County

Norfolk County

APN

129433

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Sep 10, 2019.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Under, Off Street, Paved

Interior

Master Bedroom Information
Area: 266
Length: 14
Width: 19
Level: Second

Bedroom #2 Information
Area: 130
Length: 10
Width: 13
Level: Second

Bedroom #3 Information
Area: 112
Length: 14
Width: 8
Level: Third

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Area: 77
Length: 7
Width: 11
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #2 Information
Area: 28
Length: 7
Width: 4
Level: Basement
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall

Living Room Information
Area: 322
Length: 23
Width: 14
Level: First
Features: Beamed Ceilings,Flooring - Hardwood,Window(s) - Picture

Family Room Information
Area: 240
Length: 20
Width: 12
Level: Basement

Dining Room Information
Area: 143
Length: 11
Width: 13
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 130
Length: 10
Width: 13
Level: First

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry

Laundry Information
Laundry Dimen: 8X7
Laundry Features: In Basement, Gas Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 6
Window Features: Window(s) - Picture
Flooring: Wood, Tile
Interior Features: Study

Exterior

Building Information
Building Area (Total): 2,248
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Green

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.3
Lot Features: Gentle Sloping
Frontage Length: 78
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $9,250
Tax Year: 2016

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas
Cooling: Window Unit(s)

Location

Location Information
Directions: Eliot Street to Cliff Rd
UnparsedAddress: 44 Cliff Rd, Milton MA 02186

Community Information
Senior CommunityYN: No
Community Features: Shopping, Walk/Jog Trails, Bike Path, T-Station

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,248
Stories: 2.0
Parking Spaces: 9
Basement: Yes
Accessible: No
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 1933
Year Renovated: —
County: Norfolk County
APN: 129433
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Sep 10, 2019

Other

Listing Information
Exclusions: Large Fieldstones Near Play Set Are Excluded From The Sale.
StandardStatus: Closed

Around this home

Schools

Tucker Elementary School

Public PreK-5 • Assigned • 0.5mi

6/10

Charles S Pierce Middle School

Public 6-8 • Assigned • 0.7mi

8/10

Milton High School

Public 9-12 • Assigned • 1.0mi

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

$1.38M – $1.67M

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Nearby similar homes

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1162 Morton St, Mattapan, MA 02126

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New listings for sale in 02186

NEW 13 HRS AGO

$11,900,000

5 beds6 baths10,000 sq ft

540 Harland St, Milton, MA 02186

$1,050,000

3 beds2.5 baths1,946 sq ft

61 Elm St, Milton, MA 02186

HOT HOME

$1,100,000

3 beds2.5 baths2,000 sq ft

785 Brook Rd, Milton, MA 02186

$950,000

4 beds2 baths1,641 sq ft

45 Adanac Rd, Milton, MA 02186

$699,000

3 beds1.5 baths1,350 sq ft

66 Ferncroft Rd, Milton, MA 02186

$1,225,000

3 beds3 baths3,182 sq ft

355 Brush Hill Rd, Milton, MA 02186

Home values near 44 Cliff Rd

Data from public records.

Address	Redfin Estimate
45 Cliff Rd, Milton, MA 3 Beds \| 3 Baths \| 1520 Sq. Ft.	$1,259,660
95 Cliff Rd, Milton, MA 3 Beds \| 1.5 Baths \| 1440 Sq. Ft.	$1,158,495

Address	Redfin Estimate
53 Cliff Rd, Milton, MA 4 Beds \| 1.5 Baths \| 1452 Sq. Ft.	$1,125,964
103 Cliff Rd, Milton, MA 3 Beds \| 1.5 Baths \| 1332 Sq. Ft.	$855,624

Address	Redfin Estimate
87 Cliff Rd, Milton, MA 4 Beds \| 2 Baths \| 2249 Sq. Ft.	$1,488,609
10 Cliff Rd, Milton, MA 3 Beds \| 2.5 Baths \| 2112 Sq. Ft.	$1,447,514

Property information provided by MLS PIN when last listed in 2016. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02186, MA

Redfin agents who toured

Sale history for 44 Cliff Rd

Tax history for 44 Cliff 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 44 Cliff Rd

More real estate resources