37 Pleasant St, Marblehead, MA 01945
OFF MARKET

37 Pleasant St
Marblehead, MA 01945

  • 3 Beds
  • 2 Baths
  • 2,033 sqft

$1,250,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $7,476/mo*

$1,250,100

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $7,476/mo*
3 Beds
2 Baths
2,033 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

INQUIRE ABOUT OUR APPLICATION- Happy to send a link to you. PLEASE NOTE: All contact must be via the Zillow App, please. No calls, texts, voicemails, and/or emails to our personal and/or work numbers/ emails. Thank you for respecting the process & our privacy. We pre-screen all interested candidates to ensure a current credit score of 700+, and income of $180k+ per year, before extending an invite to tour the property. OPEN HOUSE FOR PRE-SCREENED APPLICANTS: Sat April 11th, 10am-12pm. This property will rent quickly, don't delay**

PERFECT location for everything Marblehead offers. Live in the heart of Old Town Marblehead MA, a quaint, friendly, safe, seaside town rich in history. Just a 5-minute walk to the local grocery store, several coffee shops, restaurants, a bookstore, retail shops, a public dock, and a lovely seaside park. A 10-minute walk to a family-friendly beach, another seaside park, and an even bigger selection of shops, coffee establishments, restaurants, and a gourmet grocery store.

FULL renovation in 2020 / Modern, airy, and bright / 3 BR & 2 Full Bathrooms (Maximum: 5 occupants)
37 Pleasant Street Marblehead MA 01945
Attached Single Family Home For Rent By Owners.
*PLEASE NOTE: We screen all prospective tenants via our own application, please request one. Applicants meeting our credit score and income requirements will be invited to our Saturday open house for pre-screened applicants. We truly appreciate your interest. This property will rent swiftly, please don't delay!*

We are looking for great tenants and we are responsible, respectful landlords. Required: 700+ credit score, steady, verifiable household income of at least $180,000/year. Our property-specific application includes a background check, eviction check, and credit report/score (soft inquiry - does not impact score).

After a successful in-person tour and meeting with all prospective tenants and occupants (including any pets), if both parties are interested in proceeding, we will move to in-depth application consideration & review. We must speak directly and candidly to all prior landlord(s) in the previous seven (7) years, and those individuals must have direct knowledge of you and your co-applicants as tenants. For those who lived with friends or family, or owned their own home for any portion of those seven years of history, please provide details on the situation in your application.

We live in the attached single-family next door (39 Pleasant), with a double brick wall/sound deadening between the two homes. From the outside, the building looks like a single family; however, it was built in 1970 as an attached 2 family home. The front door of the building is the entrance to the rental home. Our front door is located on the left side of the building, through the trellis gates. We are a married couple with a 14 yr old son and a friendly, well-trained, quiet 12.5 year-old rescue dog.

ABOUT THE RENTAL:
Large windows (all but 5 are brand new in 2020 and energy-efficient), new storm windows installed in October 2024 on all original windows to provide additional insulation, high ceilings in many rooms, tons of natural light, exposed brick in nearly every room, hardwood flooring throughout all bedrooms and in livingroom/kitchen, brand new, super-efficient heat/cool wall units (ductless, mini-split heat pumps) and heat pump water heater, washer/dryer, fully applianced kitchen with double oven and induction stovetop (PLEASE NOTE: Those with a pacemaker are advised to remain 2ft+ away from an induction stove in use), dishwasher(new in 2023), built-in microwave and refrigerator (both new in 2020).

Large back deck and fully fenced-in, private backyard.
Tenant is responsible for all separately metered utilities (electricity, water, sewer) and services (tenant to activate - phone, cable (pre-wired in home), wifi (pre-wired in home), etc.), yard maintenance and snow/ice/leaf removal.

PARKING:
1 vehicle off-street parking in tenants' private driveway; FREE on-street parking.

DURING SNOW EMERGENCY: There is a street parking ban (typically 1-3 nights each winter). Alternative arrangements for 2nd vehicle can often be made with owners of nearby lots or by inquiring on the All Marblehead Facebook page. In addition, some tenants have left their 2nd vehicle at their office or used the public, paid parking garages in nearby towns.

FIRST FLOOR:
Open concept 1st floor
Living room / dining area that measures 20 ft x 13.5 ft
Kitchen with large peninsula bar (counter height overhang with room for 4 stools)
Large coat closet or pantry
Working fireplace (with detachable fireplace guard to keep kiddos and pets away from danger- not shown in photos)
Built-in bookcase
Entrance to the back deck
Large back deck with stairs into the backyard ((deck is huge - 11'8" wide by 19'8" long)

SECOND FLOOR:
PLEASE NOTE: The 2 bedrooms on this floor are very different sizes.

BEDROOM 1:
Small bedroom or office - 9 ft 7 in x 6 ft 5 in wide - with double window - with room darkening blinds - suitable for bunk beds (ceiling is 7 ft 5" high), twin bed, or crib.

BEDROOM 2: **NOTE split box spring requirements on KING size bed.**
Bright, large bedroom with south-facing windows - with room darkening blinds - L shape: 20 ft long x 7 ft 7 in wide in the narrow part, and 11 ft 5 in at wider end. Can accommodate a queen, double, or king bed (king bed would need a split box spring).

FULL BATHROOM:
Full bathroom with deep soaking tub, shower, toilet and sink.
2nd FLR LANDING:
Small desk nook

THIRD FLOOR: **NOTE: Split box spring required for QUEEN OR KING SIZE beds.**
BEDROOM 3: GIANT master bedroom with cathedral ceiling
two large windows with room darkening blinds
exposed beam, ceiling fan, huge double closet
A king-size or queen-sized bed will fit as long as the box spring is a split one - due to the internal stairwells.

MASTER BATHROOM
2 large windows with top down/bottom up privacy blinds
7 ft double sink vanity
Marble double shower
Deep soaking tub

BASEMENT LEVEL:
Above ground for the finished portion, below ground for the storage/laundry portion

FINISHED PORTION:
Family Room/TV Room - fully above ground: 11.5 ft wide x 12 ft long
Could function as a guest bedroom, too.
Heated floor with a separate thermostat
Sliding barn door
Large double closet
Brand new sliding door with screen and built-in privacy blinds (no dangerous external cords)
Opens into private, fully fenced backyard for tenants' exclusive use

UNFINISHED PORTION:
Laundry and storage area with provided basic washer and electric dryer. Nothing fancy -- but offered for our tenants' convenience. Additional storage area or small desk nook at the foot of basement stairs - also with heated floor.

We seek considerate, responsible, respectful, non-disruptive tenants with 700+ credit scores, verifiable annual income of $180k+, and excellent references -- who will take great care of our rental home and property. We are happy to connect you with prior tenants so you can ask what kind of landlords we are and how we respond to any issues that arise.

1 yr lease. Multi-year lease may be considered after the first year of tenancy. First / last / 1 month rent security deposit.

Tenant(s) responsible for all separately metered utilities- phone, cable, internet, electricity, water/sewer. Tenant is responsible for keeping their yard clear of pet waste, and maintaining their yard including the prompt removal of snow/ice from their private driveway, walkways, steps, and all exits from the rental home.

The entire property is non-smoking / non-vaping, inside and out.

Pets are considered on a case-by-case basis, with prior landlord references, plus an in-person visit, before the decision. Maximum of two (2) pets. No outdoor cats. Dogs must not be loud or aggressive. We live in a very densely populated area, so neighborly courtesy is essential. All pets must be well-trained, housebroken, and up to date on all vaccinations. If the pet(s) have been the subject of a nuisance complaint, damaged rental property, shown aggression toward, or caused injury to a person or pet, we will not approve them.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 10, 2026

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
63 days ago

Home Details for 37 Pleasant St

Interior Features

Heating & Cooling
Heating: Heat Pump, FireplaceAir ConditioningCooling System: Air Conditioner, Central Air, Wall UnitHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Price History for 37 Pleasant St

DatePriceEventSource
04/10/2026$5,200ListingRemovedZillow Rentals
04/08/2026$5,200Listed For RentZillow Rentals
03/24/2025$5,000ListingRemovedZillow Rentals
03/12/2025$5,000Listed For RentZillow Rentals
05/28/2024ListingRemovedZillow Rentals
05/23/2024$4,750PriceChange
Zillow Rentals
05/11/2024$4,975Listed For RentZillow Rentals
04/24/2024ListingRemovedZillow Rentals
04/18/2024$4,975PriceChange
Zillow Rentals
04/13/2024$5,000Listed For RentZillow Rentals
05/29/2023ListingRemovedZillow Rentals
05/26/2023$4,500PriceChange
Zillow Rentals
05/18/2023$4,750PriceChange
Zillow Rentals
05/16/2023$5,000Listed For RentZillow Rentals
05/05/2022ListingRemovedZillow Rental Manager
05/01/2022$4,500Listed For RentZillow Rental Manager
04/02/2021ListingRemovedZillow Rental Manager
03/17/2021$4,200Listed For RentZillow Rental Manager
01/29/2021ListingRemovedN/A
05/13/2020$3,500ListingRemovedN/A
05/09/2020$3,500Listed For RentN/A
02/28/2020$3,500ListingRemovedN/A
02/02/2020$3,500Listed For RentN/A
07/12/2019$375,000Sold
N/A
07/10/1998$310,000Sold
N/A
03/04/1988$450,000Sold
N/A

Market trends in Marblehead

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
50
7
MoM
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Property Tax and Assessment

Year2025
Tax$9,809
Assessment$1,083,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,643/mo

Homes for rent near 37 Pleasant St

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Comparable Sales for 37 Pleasant St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$975,000
10/22/25
3
2
1,872
0.12
Single-Family Home
$950,000
06/17/25
3
1.5
1,672
0.29
Single-Family Home
$780,000
01/27/26
3
2
2,052
0.43
Single-Family Home
$605,000
08/01/25
3
1.5
1,790
0.36
Single-Family Home
$825,000
07/30/25
3
1.5
1,814
0.14
Single-Family Home
$685,000
10/06/25
2
1.5
1,072
0.42
Single-Family Home
$760,000
12/22/25
3
1.5
1,944
0.33
Single-Family Home
$775,000
10/17/25
3
2
1,440
0.11
Single-Family Home
$950,000
12/30/25
4
3
2,614
0.34
Single-Family Home
$810,000
06/30/25
4
1.5
1,807

Nearby homes

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Assigned Schools

These are the assigned schools for 37 Pleasant St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Marblehead

At least 107 Trulia users voted on each feature.
  • 96 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 80 % Say yards are well-kept

  • 78 % Say kids play outside

  • 78 % Say parking is easy

  • 78 % Say car is needed

  • 77 % Say there's holiday spirit

  • 72 % Say there are sidewalks

  • 70 % Say it's walkable to restaurants

  • 70 % Say neighbors are friendly

  • 69 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say it's walkable to grocery stores

  • 64 % Say there's wildlife

  • 64 % Say streets are well-lit

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There are lots of community events and one of the best July 4th celebrations. Lots of church groups, Council on aging, etc"
  • 9vpwcs25jb
    "Everyone is friendly towards dogs. The dogs love every person who comes close to them. It’s a pleasure to see. "
  • 9vpwcs25jb
    "I work from home so I don’t commute. I have the best of both worlds and I’m totally appreciative. Out of the worst pandemic comes the best commute ever! How lucky we are!! "
  • Lytania Jason Knowles
    "I work ten minutes away so it’s great. 7:45-8:15 in town is a mess because all the schools are doing drop off. "
  • MARC MELTZER
    "Aside from the morning & afternoon traffic the commute is okay but to & from work can be very stressful "
  • Bdmn63
    "This is an absolutely fantastic community with parents who are actively involved with their families in the community great schools and great lifestyle with the beaches in waterfronts"
  • Tpnohelty
    "Great area to walk with dogs. Safe neighborhood and everyone keeps their dogs leashed when out and about."
  • Cassandra
    "Christmas walk every year Santa comes in a lobster boat and they have a parade and all the local stores have specials "
  • Cassandra
    "Art festival in the summer. Sidewalk sales for all the local shops. Crocker park has fireworks on holidays and beautiful view of the ocean. Outdoor dining on the water "
  • R E. M.
    "this is a one of a kind community. it is very historic, going back to the 1600's. it is very safe and family friendly. it is a bit hard to commute to, but totally worth it."
  • Chalvinleo
    "Marblehead is truly something else. I have lived here for the past 10 years and I am sad to leave. This town will always feel like home. "
  • Msherman48
    "It’s Marblehead, an almost 400 year old fishing village on Massachusetts Bay. We have a small town but urban “walking” downtown on a spectacularly beautiful natural harbor. This is the real thing! And, it’s only a short hop to Boston, America’s intellectual capital city. If it didn’t have a cold winter, the whole world would want to live here!"
  • Cynshor
    "Takes a little while to get out of Marblehead and through surrounding Salem and Swampscott. Worth every minute on the ride home when you hit the water views."
  • dbrownbos
    "My neighborhood is in a great location close to schools and old town section of town. You can walk to shopping and the harbor. Lots of attractions nearby. "
  • Frank K.
    "I’ve lived in this neighborhood for fourteen years and have nice neighbors. It is safe and people watch out for each other."
  • Rhonda
    "Stunning ocean and harbor views. Beach and water sports. Walking running and biking on the Neck. Eastern and Corinthian yacht clubs among others. "
  • richard n. a.
    "Fabulous and unique seaside community. History is everywhere. 16 miles from Boston. No place to build so housing is always in demand and home values do not get hit hard in economic downturns. Great town to protect your real estate investment. "
  • Sean
    "A corner lot in the desirable family neighborhood. Kids all abound. Ice Cream Trucks and good people."
  • Alicia H.
    "I live here and this town is fantastic - it's beautiful and friendly and full of things to do! "
  • Arian S.
    "Excellent location, wonderful views, quite. I love to live and work here."

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Homes for sale near 37 Pleasant St

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Off Market Homes Near 37 Pleasant St

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37 Pleasant St, Marblehead, MA 01945 is a 3 bedroom, 2 bathroom, 2,033 sqft single-family home. This property is not currently available for sale. 37 Pleasant St was last sold on Jul 12, 2019 for $375,000 (7,112% higher than the asking price of $5,200). The current Trulia Estimate for 37 Pleasant St is $1,250,100.