Active
20 Days on market
65 Woodlawn Avenue Chelsea — Photo 1 of 42

65 Woodlawn Avenue Chelsea — Photo 1 of 42

Recent Drop: $100,000

$1,850,000
$1,750,000

$1,750,000

65 Woodlawn Avenue, Chelsea, MA 02150

Chelsea, MA 02150 — Prattville

Beds

9

Baths

5

SqFt

4,357

Style

5-9 Family

Built

1970

The property consists five condominiums within a five unit HOA. (5 of 5) This condominium structure provides significant upside potential should the buyer wish to sell them individually shortly after closing, or at some point in the future. The "conversion" has already been done. Because the Buyer will own 100% of the condominiums, it can be operated as an apartment building. The best of both worlds. If the Buyer prefers, the HOA can be revoked prior to closing, and the property can be delivered to the buyer as an apartment building. Three of the five condominiums have seen significant improvement since original construction. See photos of each condominium. Four of the condominiums have large walk-in storage closets at the 3rd level. See floor plans with the Documents tab. This property has been owned, professionally managed, and maintained for more than forty years by Mastrocola Management. Inspect it. It will be obvious that it has been well cared for.

Key facts

It was listed on September 14, 2026. The price has come down from an original $1,850,000 to $1,750,000, most recently on September 24, 2026. The annual property taxes are $14,800 (2026 tax year). It sits on a 0.11-acre (4,617 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$402/sqft
Local Avg (Chelsea)$353/sqft
14% AboveMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Chelsea, MA.

Property Details

Financials

Original Price$1,850,000
Annual Taxes$14,800

Parking

Garage0
Off-Street5

Interior Specifications

Total Rooms20
FireplacesNone
FlooringVaries, Hardwood
BasementNone

Climate & Utilities

HeatingCentral, Baseboard, Natural Gas, Unit Control, Electric
CoolingWall Unit(s)
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionBrick
RoofShingle
FoundationConcrete Perimeter
ZoningR1

Property & Lot

Acres0.11
SqFt Lot4,617
Lot Features--

Amenities & Appliances

Washer • Dryer • Range • Disposal • Microwave • Refrigerator • Range Hood • Dishwasher

Neighborhood

Public Transportation • Park • Highway Access • Sidewalks

Geography

Property History

Price Drop
$1,750,000

Was $1,850,000

Sep 24, 2026

MLS® 73576991

Listed
$1,850,000

Sep 14, 2026

MLS® 73576991

Questions about this home

When was 65 Woodlawn Avenue, Chelsea listed?

65 Woodlawn Avenue, Chelsea was listed on September 14, 2026.

Has the price of 65 Woodlawn Avenue, Chelsea changed?

The price has come down from an original $1,850,000 to $1,750,000, most recently on September 24, 2026.

What are the property taxes for 65 Woodlawn Avenue, Chelsea?

The annual property taxes for 65 Woodlawn Avenue, Chelsea are $14,800 (2026 tax year).

How big is the lot at 65 Woodlawn Avenue, Chelsea?

65 Woodlawn Avenue, Chelsea sits on a 0.11-acre (4,617 sq ft) lot.

What is the status of 65 Woodlawn Avenue, Chelsea?

65 Woodlawn Avenue, Chelsea is actively listed for sale.

Population

39,908

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$72K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

74.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Frank Mastrocola

Listing Office: Mastrocola Management, Inc.

MLS® Number: 73576991