FeaturesBathroom - Full, Skylight, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Recessed Lighting
LevelThird
44 Pleasant Street # 1, Marblehead MA 01945
Marblehead, MA 01945 • Old Town
$1,945,000
Est. $11,781/month
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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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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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/01/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 05/31/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 05/26/2026 | 🏠 Listed for Sale | $1,945,000 | - | - | Original listing |
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
Parking
Features
Off Street, Stone/gravel, Exclusive Parking
Total Spaces
2
Utilities
Electric
Circuit Breakers, 200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
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
MA Disclosures
Seller Disclosures
Please Allow 24 Hours Response Time For Any Potential Offers.
Additional Details
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
Sale Pending
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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,463 sq ft above grade
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Lighting - Sconce
LevelSecond
FeaturesWalk-In Closet(s), Flooring - Wood, Lighting - Overhead
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Lighting - Sconce
LevelSecond
FeaturesBathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead
LevelSecond
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile
LevelMain,First
FeaturesFlooring - Wood, Open Floorplan, Recessed Lighting
LevelMain,First
FeaturesCloset/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
LevelMain,First
FeaturesFlooring - Wood, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Overhead
LevelMain,First
FeaturesFlooring - Wood, Recessed Lighting
LevelMain
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Nearby Schools
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
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
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
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
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Property Tax
$1,096
Homeowners Insurance
$200
HOA Fee
$650/mo
PMI (if <20% down)
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
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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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