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Active

207 Gladstone St

Boston, MA 02128

$1,100,000
5Bedrooms
2Bathrooms
2,390Square feet
1920Year built

Residential Income · Active · MLS #73547631
Listing Courtesy of NextGen Realty, Inc. | Jenna Derose

MLS PIN data

About this home

Perched on one of Orient Heights' most desirable streets, this exceptional two-family residence on Gladstone Street offers breathtaking views of the Boston skyline and harbor. Whether you're an owner-occupant seeking rental income or an investor looking for a prime East Boston asset, this property delivers outstanding value and endless potential.Each unit features spacious living areas filled with natural light, generous bedrooms, hardwood floors, and flexible floor plans ideal for today's lifestyle. Expansive decks provide the perfect setting to enjoy spectacular sunrises, evening city lights, and unforgettable skyline views.Additional highlights include separate utilities, ample storage, off-street parking and a prime location just minutes from the MBTA Blue Line, Logan Airport, Constitution Beach, local restaurants, parks, and downtown Boston.Rarely does a two-family home combine location, views, versatility, and long-term investment potential this

Property information

Details at a glance

Interior

Rooms
11
Heating
Natural Gas, Steam
Cooling
None
Flooring
Wood, Hardwood

Building

Style
Multi Family
Year built
1920
Parking
3
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.17 acres
Water
Public
Sewer
Public Sewer
Zoning
R2

Financial

Annual taxes
$10,890
Assessment year
2025

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$1,162,012

Estimated range $1,042,972$1,281,052

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jun 17, 2026$996,000

248 Powder House Blvd

Sold Aug 5, 2026$1,100,000

34-36 Thorndike Street

Sold Jun 24, 2026$1,200,000

32-34 Harlow St

Photo insights

Condition signals

Overall presentationbelow average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Boston

MetricThis propertyBoston
List price$1,100,000$1,400,00021% below local
Price / sq ft$460$4733% below local
Days on market185366% below local
Explore homes in Boston

Active city listing statistics from MLS PIN as of September 7, 2026. Asking prices are not completed-sale values.

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Bean Group guidance

Useful next steps

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Common questions

About 207 Gladstone St

Can I schedule a private showing?

Yes. Request a tour of 207 Gladstone St and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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Availability varies by property and source. Request the documents you need and we will help obtain what is available.