Last Sold Price
7 beds6 baths4,234 sqft$110/sqft
40 Upland Rd, Winthrop, MA 02152

Property Details for 40 Upland Road

Status
MLS #
-
Days on Market
-
Taxes
-
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Multi-family / 3 Family
Year Built
1965
Lot Size
-

Recent comparable sales

Median sold price

$1,250,000

Avg days on market

41

Sale-to-list ratio

94.5%

Winthrop, MA

9 comparable properties found

$1,320,000 | 235-236 Winthrop Shore Drive, Winthrop, MA 02152
1/22
1

$1,320,000

Sold 04/29/25

7
Bedrooms
3,878
Square Feet
0.15
Acres
$1,250,000 | 22 Adams Street, Winthrop, MA 02152
1/41
2

$1,250,000

Sold 07/31/26

7
Bedrooms
3,989
Square Feet
0.10
Acres
$999,900 | 308 Bowdoin Street, Winthrop, MA 02152
1/42
3

$999,900

Sold 06/19/26

7
Bedrooms
3,628
Square Feet
0.15
Acres
$1,240,000 | 10-12 Charles Street, Winthrop, MA 02152
1/16
4

$1,240,000

Sold 04/16/26

7
Bedrooms
3,688
Square Feet
0.14
Acres
5

$389,999

Sold 03/04/26

Unavailable
Bedrooms
3
Bathrooms
3,451
Square Feet
0.11
Acres
$1,650,000 | 201-203 Cliff Avenue, Winthrop, MA 02152
1/43
6

$1,650,000

Sold 05/29/26

8
Bedrooms
5,362
Square Feet
0.21
Acres
$1,175,000 | 22 Upland Road, Winthrop, MA 02152
1/15
7

$1,175,000

Sold 04/15/26

6
Bedrooms
4,062
Square Feet
0.09
Acres
a view of building and ocean
1/40
8

$1,331,000

Sold 05/28/26

8
Bedrooms
4,260
Square Feet
0.06
Acres
a front view of a house with a yard
1/43
9

$1,300,000

Sold 06/26/25

6
Bedrooms
4,102
Square Feet
0.13
Acres

Amenities

  • Triplex

Location

Add your commute

Building Information for 40 Upland Road

Stories3Residences2Year Built1965Building Size-Lot Size-

Payment Calculator

$3,346 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,364

Property Taxes

$982

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 40 Upland Road

DateEvent & SourcePriceAppreciation
Nov 1, 2016

Sold (Public Record)

Public Record #582871748

$465,000
Dec 30, 2015

Canceled

MLS PIN #71888475

$599,000
Aug 11, 2015

Listed (Active)

MLS PIN #71888475

$699,000
DateEvent & SourcePrice
11/01/2016

Sold (Public Record)

Public Record #582871748

$465,000
12/30/2015

Canceled

MLS PIN #71888475

$599,000
08/11/2015

Listed (Active)

MLS PIN #71888475

$699,000

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

Public Records for 40 Upland Road

Taxable ValueLand$351,900Additions$790,000Total$1,141,900
Tax Record2025$11,784 ($982 / month)
Home Facts
Baths6Total Finished SqFt4,234 SqFtAbove Grade Finished SqFt4,234 SqFtStories3Lot Size7,650 SqFtStyleTriplexYear Built1965CountySUFFOLKAPNWINT M:072 L:072

Schools near 40 Upland Road

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 40 Upland Road, Winthrop, MA 02152
$465,000
7
6
4,234
3
2.5
1,656
5,858
4,318
$540,000
3
2,940
7,758
2
1
1,045
4,318
$660,000
5
2,920
8,276

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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.