Last Sold Price
2 beds1,047 sqft$688/sqft
123 Upland Rd, Winthrop, MA 02152

Description

Wake up to the serene blue Ocean! Welcome home to Winthrop's famed '123 Upland Road', where ocean views, luxury living, and a relaxing lifestyle can all be yours. This renovated home features modern flare throughout, including hardwood floors on both levels, wall to wall windows facing the ocean, and hand painted 'white-washed' brick. Step out from your living room onto the beach front patio-deck, perfect for summer living, whether to relax or entertain friends and family. The upstairs boasts two...Wake up to the serene blue Ocean! Welcome home to Winthrop's famed '123 Upland Road', where ocean views, luxury living, and a relaxing lifestyle can all be yours. This renovated home features modern flare throughout, including hardwood floors on both levels, wall to wall windows facing the ocean, and hand painted 'white-washed' brick. Step out from your living room onto the beach front patio-deck, perfect for summer living, whether to relax or entertain friends and family. The upstairs boasts two full-sized bedrooms with plenty of closet space and the stunning views you'd expect from a waterfront property. Serene sunsets over the water and morning sunrises from your upstairs deck, you'll fall in love here. Steps away from miles of hiking trails and a short walk to your favorite public beach, boutique shopping, and dining at local favorites like Jac's coffee shop, Piccolo Piatti, and Antique Table. With everything this home has to offer, inside and out, it truly is a must see!
LISTING CLOSED: 07/19/2022 12:00 AM

Property Details for 123 Upland Road

Status
MLS #
72971948
Days on Market
22
Taxes
$6,829 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1935
Buyer's Agent Compensation
2.5%
Town
Winthrop
Area
MA-Winthrop
Architectural Style
Cottage
Style
Cottage
Garage Spaces
0
Open Parking Spaces
2.00
Parking Spaces Total
2

Recent comparable sales

Median sold price

$670,000

Avg days on market

29

Sale-to-list ratio

102.5%

Winthrop, MA

9 comparable properties found

a front view of a house with garden
1/18
1

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Sold 11/15/24

2
Bedrooms
949
Square Feet
0.11
Acres
$635,000 | 31 River Road, Winthrop, MA 02152
1/30
2

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Sold 05/09/25

2
Bedrooms
968
Square Feet
0.18
Acres
a house view with a sitting space
1/41
3

$670,000

Sold 11/12/25

2
Bedrooms
961
Square Feet
0.13
Acres
$680,000 | 877 Shirley Street, Winthrop, MA 02152
1/43
4

$680,000

Sold 08/12/25

2
Bedrooms
1,206
Square Feet
0.10
Acres
$715,000 | 55 Nahant Avenue, Winthrop, MA 02152
1/27
5

$715,000

Sold 05/29/25

2
Bedrooms
1,740
Square Feet
0.14
Acres
a front view of a house with a yard
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6

$640,000

Sold 05/23/25

3
Bedrooms
1,050
Square Feet
0.11
Acres
$510,600 | 96 Undine Avenue, Winthrop, MA 02152
1/15
7

$510,600

Sold 05/14/25

2
Bedrooms
1,224
Square Feet
0.04
Acres
$725,000 | 206 Washington Avenue, Winthrop, MA 02152
1/26
8

$725,000

Sold 04/15/25

2
Bedrooms
1,428
Square Feet
0.07
Acres
$720,000 | 12 Park Avenue, Winthrop, MA 02152
1/28
9

$720,000

Sold 08/29/25

3
Bedrooms
1,172
Square Feet
0.06
Acres

Location

Sold By Chinatti Realty Group, Inc., Jill Canavan

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Building Information for 123 Upland Road

Stories-Year Built1935Building Size-Lot Size0.02 AC / 1,040 SF

Payment Calculator

$4,229 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,660

Property Taxes

$569

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 123 Upland Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Marina
  • Current Financing: Conv. Fixed
  • Living Area: 1047.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Electric Water Heater, Tankless Water Heater, Utility Connections for Electric Range, Utility Connections for Electric Dryer
  • Num of Baths: 2.0
  • Num of Full Baths: 1
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 1.50
  • Bathrooms Total Integer: 2
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile
  • Laundry Features: Second Floor
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck, Deck - Wood, Covered Patio/Deck
  • Lot Description: Corner Lot
  • Patio And Porch Features: Deck, Deck - Wood, Covered
  • Roof Material: Shingle, Rubber
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Beach Front, Ocean, Direct Access, 0 to 1/10 Mile To Beach, Beach Ownership(Public)
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Off-Street
  • Parking Features: Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 220 Volts, Circuit Breakers
  • Heating: Central
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 192.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Slider
  • Room Primary Bedroom Length: 16.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 12.0
Bedroom 2
  • Bedroom2 Area: 156.0
  • Bedroom2 Features: Closet,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Slider
  • Bedroom2 Length: 13.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 12.0
Bathroom 1
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Level: First
Dining Room
  • Dining Room Area: 49.0
  • Dining Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Remodeled,Lighting - Pendant
  • Dining Room Length: 7.0
  • Dining Room Level: First
  • Dining Room Width: 7.0
Family Room
  • Family Room Level: First
Kitchen
  • Kitchen Area: 80.0
  • Kitchen Features: Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Recessed Lighting
  • Kitchen Length: 8.0
  • Kitchen Level: First
  • Kitchen Width: 10.0
Living Room
  • Room Living Room Area: 270.0
  • Room Living Room Features: Bathroom - Full,Closet,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Balcony / Deck,Exterior Access,Recessed Lighting,Remodeled,Slider
  • Room Living Room Length: 15.0
  • Room Living Room Level: First
  • Room Living Room Width: 18.0
Property Information
Property Info
  • UFFI: No
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:075 L:011,1425569
  • Assessments: $580,700
  • Book: 65359
  • Tax Year: 2022
  • Zoning: Res. A
Building / Association Information
Living Characteristics
  • Beds Total: 2
Other Building Characteristics
  • Foundation: Slab
  • Levels: Multi/Split
  • Cooling Zones: 1
  • Heat Zones: 1
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5%
  • Other Agent Compensation: 0

Property History for 123 Upland Road

DateEvent & SourcePriceAppreciation
Jul 19, 2022

Sold

MLS PIN #72971948

$720,000
May 18, 2022

Contingent

MLS PIN #72971948

Apr 26, 2022

Listed (Active)

MLS PIN #72971948

$769,000
DateEvent & SourcePrice
07/19/2022

Sold

MLS PIN #72971948

$720,000
05/18/2022

Contingent

MLS PIN #72971948

04/26/2022

Listed (Active)

MLS PIN #72971948

$769,000

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

Public Records for 123 Upland Road

Taxable ValueLand$399,000Additions$270,300Total$669,300
Tax Record2025$6,907 ($576 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,047 SqFtAbove Grade Finished SqFt1,047 SqFtStories2Lot Size1,040 SqFtStyleSingle Family ResidenceYear Built1935CountySUFFOLKAPNWINT M:075 L:011

Schools near 123 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: 123 Upland Road, Winthrop, MA 02152
$720,000
2
1,047
1,040
$332,900
2
1,140
1,120
2
1,712
3,296
$380,000
2
1,292
2,876
$433,000
2
1,217
2,183
$485,000
2
1,092
1,618

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. 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.