98 Pleasant Street, Milton MA 02186

Milton, MA 02186

$824,999

Est. $5,144/month

Beds

Baths

1,046

Sq Ft

$789

Price/Sq Ft

0.16

Acres

1896

Year Built

Single Family Residence

Type

10 hours 31 minutes

Time on Market

Active Open House Listed May 14, 2026 • MLS# 73519431 Copied!

About this home

Charming, affordable, and filled with opportunity, 98 Pleasant Street presents a rare chance to own in the highly sought-after Cunningham Park neighborhood of Milton. Perfectly situated on a spacious corner lot, this charming home is filled with timeless character, offering the ideal canvas to bring your vision to life. The location is unmatched — just minutes to I-93, steps from the trails and fields of Cunningham Park, and close to all the shops, restaurants, and conveniences of Milton. Combined with top-rated schools and an unbeatable neighborhood setting, this home offers incredible value in a premier location. Whether you choose to restore, renovate, or reimagine, the potential here is undeniable. Selling in “AS IS” CONDITION Seller will make no repairs or improvements.

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1896

Bedrooms

Full Bathrooms

Living Area

1,046 sq ft

Total Rooms

Open House Schedule

May

Saturday, May 16

12:00 PM - 2:00 PM EDT

May

Sunday, May 17

11:00 AM - 1:00 PM EDT

Facts & Features

1 Car Garage

Home Facts

Type Residential

Style Single Family Residence

Year Built 1896

Living Area 1,046 sq ft

Lot Size 0.16 acres

Bedrooms 3

Full Baths 1

Total Rooms 6

Interior

Heating Baseboard, Natural Gas

Cooling Window Unit(s)

Flooring Wood

Appliances None

Fireplace None

Basement None

Laundry None

Features None

Exterior

Construction Frame

Architecture Other (see Remarks)

Roof Shingle

Features Porch - Enclosed, Patio

Pool None

Spa None

Fencing None

Patio/Porch Porch - Enclosed, Patio

Parking

Garage Spaces 1

Has Garage Yes

Features Detached, Paved Drive, Off Street

Total Spaces 3

Utilities

Electric None

Water Public

Sewer Public Sewer

Gas None

Other None

Financial

Annual Tax $9,263

Assessed Value $777,600

Interior Features

Flooring: Wood

Appliances:

Interior Features:

Windows:

Basement:

Laundry:

Security:

Construction & Materials

Style: Other (See Remarks)

Year Built: 1896

Structure Type:

Exterior Materials: Frame

Roof: Shingle

Foundation: Stone, Brick/Mortar

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas

Cooling: Window Unit(s)

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed, Patio

Patio & Porch: Porch - Enclosed, Patio

Fencing:

Other Structures:

Lot Features: Corner Lot

Road Surface:

Parking & Garage

Garage Spaces: 1

Total Parking Spaces: 3

Parking Features: Detached, Paved Drive, Off Street

Location

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Neighborhood

98 Pleasant Street, Milton MA 02186

Milton, MA 02186

Walkability

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Nearby Schools

School District

Milton School District local

A+

✓ School Safety 2024-25

0.3% Low

0.2% Suspensions 0.1% In-School 0.1% Emergency

↓ 5.2% below state avg

Elementary Schools

3 schools

Milton Academy

0.6 mi

Grades K-12

A+

Collicot School

0.9 mi | #36 of 824 | Score: 63.5

Improved 68 spots from last year

+5.3 above state avg

623 students Moderate

Rising School Strong Attendance

Grades K-05

A+

Cunningham School

0.9 mi | #46 of 824 | Score: 62.6

Improved 54 spots from last year

+4.4 above state avg

612 students Moderate

Rising School

Grades PK-05

Middle Schools

1 school

Charles S Pierce Middle School

1.1 mi | #47 of 352 | Score: 57.5

Improved 17 spots from last year

-0.8 below state avg

1,002 students Diverse

Grades 06-08

High Schools

2 schools

Fontbonne Academy

0.8 mi

12 sports • 564 athletes

Grades 09-12

A+

Milton High School

1.1 mi | #22 of 346 | Score: 73.1

Improved 4 spots from last year

+14.9 above state avg

1,083 students Diverse

21 sports • 2,432 athletes

Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

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Year 1

95% Interest

Year 15

50/50

Year 30

95% Principal

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Property History

Property Timeline

🏠

Listed for Sale

May 14, 2026

$824,999

Original listing

Office: Lands End Realty, Inc.

Date	Event	Price	Change	$/sqft	Details
05/14/2026	🏠 Listed for Sale	$824,999	-	-	Original listing

Price & Status History

Date	Event	Price	Change
May 14, 2026	New Listing Added	$824,999	—

Market Statistics

Time on Market

10 hours 31 minutes

Price per Sq Ft

$789

Tax History

Year	Taxes	Assessment
2026	$9,263	$777,600

Financial Details

Annual Property Tax

$9,263

Tax Year 2026

Assessed Value

$777,600

Listing Information

Listing Agent Tammy Connearney

Listing Office Lands End Realty, Inc.

Agent MLS ID CN217370

Office MLS ID AN3440

Listing Data Updated May 15, 2026 3:30 AM EDT

Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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98 Pleasant Street, Milton MA 02186

About this home

Property Overview

Open House Schedule

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

Interior Features

Construction & Materials

Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Location

Neighborhood

Walkability

Nearby Schools

Elementary Schools

Middle Schools

High Schools

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