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44 Pleasant Street # 1, Marblehead MA 01945

Marblehead, MA 01945 • Old Town
$1,945,000
Est. $11,781/month
3
Beds
3.5
Baths
3,463
Sq Ft
$562
Price/Sq Ft
1792
Year Built
2
Parking
16
Days on Market
Pending Listed May 26, 2026 • MLS# 73523769 Copied! • Updated Jun 12, 2026

About this home

Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
Jun 1, 2026
Active → Active Under Contract
Pending Sale
May 31, 2026
Offer accepted, sale pending
🏠
Listed for Sale
May 26, 2026
$1,945,000
Original listing
Agent: Cressy Team Office: Coldwell Banker Realty - Marblehead

Tax History

Year Taxes Assessment
2026 $13,152 $1,536,500

Financial Details

Annual Property Tax
$13,152
Tax Year 2026
HOA Fee
$650
Monthly
Assessed Value
$1,536,500

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1792
Living Area 3,463 sq ft
Bedrooms 3
Full Baths 3
Half Baths 1
Total Rooms 7

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood, Tile, Carpet, Flooring - Stone/ceramic Tile
Appliances Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Fireplace Living Room
Fireplaces 1
Basement Y
Laundry Closet/cabinets - Custom Built, Second Floor, In Unit
Features Bathroom - Full, Bathroom - Tiled With Tub & Shower, Recessed Lighting, Bathroom, Home Office

Exterior

Construction None
Architecture None
Roof Slate
Features Patio, Storage, Fenced Yard, Garden, Rain Gutters, Stone Wall
Pool None
Spa None
Fencing Fenced
Patio/Porch Patio
Features Off Street, Stone/gravel, Exclusive Parking
Total Spaces 2
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range
Annual Tax $13,152
Assessed Value $1,536,500

HOA & Community

HOA Fee $650 Monthly
Fee Includes Insurance, Maintenance Structure, Snow Removal, Reserve Funds
Amenities None
Optional Fee Includes None
Owner-Occupied Units 2
Pets Yes
Seller Disclosures Please Allow 24 Hours Response Time For Any Potential Offers.
Possession None
Accepted Financing None
Structure Type ["Townhouse"]
Unit/Building 1
Sq Ft Source Field Card
Documents Master Deed, Unit Deed (2)
County Essex
Total market time (incl. prior listings) 17 days

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1792
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,463 sq ft
Total Rooms
7
Stories
3
Entry Level
1

Room Details

Second Floor

Bathroom2
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Lighting - Sconce
Bedroom2
Walk-In Closet(s), Flooring - Wood, Lighting - Overhead
Bathroom3
Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Lighting - Sconce
Master Bedroom
Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead

Third Floor

Bedroom3
Bathroom - Full, Skylight, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Recessed Lighting

Main Floor

Office
Flooring - Wood, Recessed Lighting

Other Floor

Bedroom5
Bedroom4
Family Room
Master Bathroom
Yes

Main,First Floor

Bathroom1
Bathroom - Half, Flooring - Stone/Ceramic Tile
Dining Room
Flooring - Wood, Open Floorplan, Recessed Lighting
Kitchen
Closet/Cabinets - Custom Built, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances, Lighting - Overhead, Crown Molding
Living Room
Flooring - Wood, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Overhead

Interior Features

Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile
Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Interior Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Recessed Lighting, Bathroom, Home Office
Windows:
Basement: Y
Laundry: Closet/Cabinets - Custom Built, Second Floor, In Unit
Security:

Construction & Materials

Year Built: 1792
Effective Year (Renovated): 2003
Structure Type: Townhouse
Exterior Materials:
Roof: Slate
Foundation:
Stories: 3

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 2
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Storage, Fenced Yard, Garden, Rain Gutters, Stone Wall
Patio & Porch: Patio
Fencing: Fenced
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 2
Parking Features: Off Street, Stone/Gravel, Exclusive Parking

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, House of Worship, Marina, Private School, Public School
School District
Marblehead School District local
A-
School Safety 2024-25
0.4% Low
0.4% Suspensions 0.2% In-School
5.1% below state avg
E

Elementary Schools

5 schools
Devereux - Marblehead
1.0 mi
Grades PK-12
Tower School
1.2 mi
Grades PK-08
Epstein Hillel School
1.8 mi
Grades K-08
A
Lucretia and Joseph Brown School
1.1 mi | #161 of 824 | Score: 56.6
Dropped 60 spots from last year
-1.6 below state avg
445 students Moderate
Grades PK-03
A+
Glover School
1.7 mi | #63 of 824 | Score: 61.5
Improved 47 spots from last year
+3.3 above state avg
318 students Moderate
Rising School Strong Attendance
Grades PK-03
M

Middle Schools

3 schools
B+
Marblehead Community Charter Public School
0.3 mi | #115 of 352 | Score: 48.0
Improved 94 spots from last year
-10.2 below state avg
192 students Moderate
Rising School Strong Attendance
Grades 04-08
B+
Village School
0.8 mi | #253 of 824 | Score: 52.3
Dropped 64 spots from last year
-5.9 below state avg
529 students Moderate
Grades 04-06
A-
Marblehead Veterans Middle School
0.7 mi | #83 of 352 | Score: 51.5
Dropped 30 spots from last year
-6.7 below state avg
411 students Less Diverse
Grades 07-08
H

High Schools

1 school
A-
Marblehead High School
1.2 mi | #80 of 346 | Score: 62.1
Dropped 37 spots from last year
+3.9 above state avg
861 students Less Diverse
20 sports • 2,426 athletes
Strong AP Program High Graduation Rate Career Tech Programs College Ready Curriculum
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,096
Homeowners Insurance $200
HOA Fee $650/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Old Town

44 Pleasant Street # 1, Marblehead MA 01945

Marblehead, MA 01945

Listing Information

Listing Agent Cressy Team
Listing Office Coldwell Banker Realty - Marblehead
Office Phone 781-631-9511
Agent MLS ID TEAM0437
Office MLS ID AN6221
Listing Data Updated Jun 12, 2026 3:35 PM 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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BMN Boston Real Estate
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