29 R Cutler St, Unit 1

1,000 Sq. Ft.
$31 / Sq. Ft.
1,000
Sq. Ft.
$31
per Sq. Ft.

Description

This unique and charming cottage has to be seen and is available now! It is a free-standing unit so you won't share walls with anyone! The cottage is just steps from Winthrop Beach. The bus stop to the "T" stop to Boston and Logan airport is four houses down the street. The unit's dining area flows seamlessly into the well appointed kitchen and is connected by gorgeous French doors that both open up to the large, bright living space. There is also a loft space that is reachable by a ladder that can...This unique and charming cottage has to be seen and is available now! It is a free-standing unit so you won't share walls with anyone! The cottage is just steps from Winthrop Beach. The bus stop to the "T" stop to Boston and Logan airport is four houses down the street. The unit's dining area flows seamlessly into the well appointed kitchen and is connected by gorgeous French doors that both open up to the large, bright living space. There is also a loft space that is reachable by a ladder that can serve as a hangout spot or storage or whatever you can envision for the extra space! Additional conveniences include in-unit washer and dryer, off-street parking for 2 vehicles and your very own yard space where you can enjoy the summer with outdoor living and grilling! There are nearby restaurants, yacht clubs and shops...this cottage has it all! SMALL PETS ALLOWED!

Listing Agents

  1. Kenny Kelleher

    Kenny Kelleher

    Alternative Listing Agent

    Compass

Property Details for 29 R Cutler Street, Unit 1

Town
Winthrop
Area
MA-Winthrop
Garage Spaces
0
Open Parking Spaces
3.00
Parking Spaces Total
3
LISTING UPDATED: 04/24/2026 03:26 PM

Property Details for 29 R Cutler Street, Unit 1

StatusActive
MLS #73497173
Days on Market23
Rental Incentives-
Costs & Fees-
Available Date04/24/2026
Furnished-
Property TypeRental
MLS TypeRental / Single Family
Year Built1930
CountySuffolk County

Location

Add your commute

Building Information for 29 R Cutler Street, Unit 1

Building/Complex29 R Cutler StFloor-Stories-Pet Policy-Pet Policy DetailsYesYear Built1930Building Size-Lot Size-

Property Information for 29 R Cutler Street, Unit 1

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
  • Living Area: 1000.0
  • SqFt with Basement: No
  • Single Family Type: Single Family Residence
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Num of Baths: 1.0
  • Num of Full Baths: 1
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 1.00
  • Bathrooms Total Integer: 1
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Laundry Features: First Floor, In Unit
  • Primary Bath: No
  • SpaYN: No
Exterior Features
  • Waterfront Features: 0 to 1/10 Mile To Beach
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Cooling: No
  • Heating: Natural Gas
  • Heating: Yes
Room Information
Primary Bedroom
  • Primary Bedroom Level: First Floor
Bedroom 2
  • Bedroom2 Level: First
Bathroom 1
  • Bathroom1 Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: small pets allowed
Tax Information
  • Tax ID: 1422869
Building / Association Information
Living Characteristics
  • Beds Total: 2
Income / Expenses
  • Insurance Required: Yes
Complex & Association Information
  • Adult Community: No
Unit Information
Unit Information
  • Unit Building: 1
  • Unit Floor Level Integer: 1.0
Rental Info
Rental Info
  • Date Available: 04-24-2026
  • Available Now: Yes

Property History for 29 R Cutler Street, Unit 1

DateEvent & SourcePriceAppreciation
Apr 7, 2026

Listed (Active)

MLS PIN #73497173

$2,600
DateEvent & SourcePrice
04/07/2026

Listed (Active)

MLS PIN #73497173

$2,600

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 29 R Cutler Street, Unit 1

This home is within Winthrop School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Arthur T. Cummings Elementary School
Public3 to 5

Winthrop Middle School
Public6 to 8

Winthrop Sr High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

29 R Cutler Street, Unit 1 is available for rent in Winthrop, MA 02152. This property was listed on April 7, 2026 by Compass, it's currently listed at $2,600. This listing's school district is Winthrop School District. Nearby schools include William P. Gorman/Fort Banks Elementary School, Arthur T. Cummings Elementary School and Winthrop Middle School. 29 R Cutler Street, Unit 1 is a 2-bed, 1-bath, 1,000 sqft a property built in 1930.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.