29 Winter St

2,664 Sq. Ft.
$141 / Sq. Ft.
2,664
Sq. Ft.
$141
per Sq. Ft.

Description

Welcome to 29 Winter Street, an exceptional value add opportunity in one of Topsham's most desirable locations. This historic duplex, dating back to 1700, sits on a private one acre lot and offers a rare mix of size, character, and redevelopment potential. Located just minutes from downtown Topsham, Brunswick, and I 295, the property benefits from strong local demand, proximity to Bowdoin College, and steady growth throughout the Midcoast market. The setting offers both convenience and privacy, a...Welcome to 29 Winter Street, an exceptional value add opportunity in one of Topsham's most desirable locations. This historic duplex, dating back to 1700, sits on a private one acre lot and offers a rare mix of size, character, and redevelopment potential. Located just minutes from downtown Topsham, Brunswick, and I 295, the property benefits from strong local demand, proximity to Bowdoin College, and steady growth throughout the Midcoast market. The setting offers both convenience and privacy, a combination that continues to drive long term appeal. With solid structure and original charm, the property is well suited for renovation, repositioning, or income optimization. Whether you plan to restore and hold, increase rental potential, or create a unique owner occupied investment, there is clear upside. Opportunities like this are increasingly hard to find in this area, especially with the chance to add value while preserving a piece of Maine's history.
  1. Listed by Joseph Shaw JR • Greene & Shaw Real Estate
  2. Listed by Kenneth Greene • Greene & Shaw Real Estate

Property Details for 29 Winter Street

Waterfront
No
ArchitecturalStyle
Saltbox
Garage
No
Zoning
R1
LISTING UPDATED: 03/29/2026 09:05 PM

Property Details for 29 Winter Street

StatusActive
MLS #1655682
Days on Market3
Taxes$2,637 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family
Year Built1700
Lot Size1.00 AC / 43,560 SF
CountySagadahoc County

Location

Listing Courtesy of Greene & Shaw Real Estate
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Building Information for 29 Winter Street

Stories-Residences2Year Built1700Building Size-Lot Size1.00 AC / 43,560 SF

Payment Calculator

$2,040 per month

30 year fixed, 6.11% Interest

Principal and Interest

$1,820

Property Taxes

$220

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 29 Winter Street

Summary
Location and General Information
  • Road Surface Type: Paved
  • Zip Code: 1654
  • Directions: From Route 196, turn onto Winter Street (this turn is just south of the Topsham Fair Mall area). Follow Winter Street for roughly 1 mile.
  • Town: Topsham
  • State/Province: ME
  • Zip Code: 04086
  • County: Sagadahoc
  • Geo Latitude: 43.926033
  • Geo Longitude: -69.968819
  • Tax Lot: 125
  • Site:Level: Yes
  • Site:Sidewalks: Yes
  • Location:Near Town: Yes
  • Location:Near Turnpike/Interstate: Yes
  • Location:Neighborhood: Yes
  • Transportation:Major Road Access: Yes
  • Transportation:Near Airport: Yes
  • Construction: Wood Frame
  • Water View2: No
  • Tree Growth YN2: false
Parking
  • Parking Features: 1 - 4 Spaces, Gravel
  • Attached Garage: No
  • Parking: 1 - 4 Spaces
Taxes and HOA Information
  • Tax Book Number: 2022R
  • Tax Map Number: U02
  • Tax Year: 2025
  • Parcel Number: TOPM-000002-000000-000125U
  • Location Information:Association Y/N: No
  • Tax Annual Amount: $2,637.00
Virtual Tour
Property
Heating and Cooling
  • Water Heater:Electric: No
  • Water Heater:Other Water Heater: Yes
  • Heat Fuel: Oil
  • Heat System: Baseboard, Hot Water, No Heat System
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 2664.0
  • Lot Size Acres: 1.0
  • Source of Acreage: Public Records
  • Building Area Total: 2664.0
  • Lot Size Area: 1.0
  • Lot Size Units: Acres
  • Lot Size Square Feet: 43560.0
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Street Number: 29
  • Property Information:Surveyed: Unknown
  • Property Information:Seasonal: No
  • Property Information:Deed/Conveyance Type Offered: Personal Rep
  • Property Information:Total Half Baths: .00
Parking
  • Driveway:Gravel: Yes
  • Driveway: Gravel
Property and Assessments
  • Leased Land: No
  • Property Type: Multi-Family
  • Property Type Label: Multi-Family
  • Year Built: 1700
Utilities
  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Water Source: Public
  • Gas:No Gas: Yes
  • Water Heater: Other Water Heater
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Siding, Wood Frame
  • Vehicle Storage:No Vehicle Storage: Yes
  • Roof: Shingle
  • StructureType: Duplex
  • Vehicle Storage: No Vehicle Storage
  • Basement Entry: Interior
Interior Features
  • Basement: Crawl Space, Unfinished
  • Cooling: None
  • Heating: No Heat System, Hot Water, Baseboard
  • Bathrooms Total (Integer): 2
  • Bathrooms Total (Decimal): 2.00
  • Bathrooms Total (Notational): 2.00
  • Cooling YN: No
  • Heating YN: Yes
Multi Family
Income & Expenses Information
  • Gross Income: $.00
  • Operating Expenses: $.00
  • Gross Income: $.00
  • Operating Expenses: $.00
Multi-Family Information
  • Number of Units: 2
Unit 1
  • Unit 1:Lease: No
  • Unit 1:Level: First
  • Unit 1:Security Deposit: No
  • Unit 1:Monthly Rent: $.00
  • Unit 1:# Full Baths: 1.00
  • Unit 1:# of Half Baths: .00
  • Unit 1:# of Rooms: 4.00
  • Unit 1:# of Bedrooms: 2.00
  • Unit 1:Dedicated Electric Meter: No
  • Unit 1:Dedicated Gas Meter: No
  • Unit 1:Dedicated Water Heater: No
  • Unit 1:Electric: No
  • Unit 1:Heat: No
  • Unit 1:Range: No
  • Unit 1:Refrigerator: No
  • Unit 1:Sewer: No
  • Unit 1:Water: No
Unit 2
  • Unit 2:Lease: No
  • Unit 2:Level: First
  • Unit 2:Monthly Rent: $.00
  • Unit 2:# Full Baths: 1.00
  • Unit 2:# Half Baths: .00
  • Unit 2:# of Rooms: 4.00
  • Unit 2:# of Bedrooms: 2.00
  • Unit 2:Dedicated Electric Meter: No
  • Unit 2:Dedicated Gas Meter: No
  • Unit 2:Dedicated Water Heater: No
  • Unit 2:Electric: No
  • Unit 2:Heat: No
  • Unit 2:Range: No
  • Unit 2:Refrigerator: No
  • Unit 2:Sewer: No
  • Unit 2:Water: No
Unit 3
  • Unit 3:Range: No
  • Unit 3:Sewer: No
Unit Information
  • Units:# of 1 BD Units: 0
  • Units:# of 2 BD Units: 2
  • Units:# of 3 BD Units: 0
  • Units:# of 4+ BD Units: 0

Property History for 29 Winter Street

DateEvent & SourcePriceAppreciation
Mar 27, 2026

Listed (Active)

Maine Listings #1655682

$375,000
Mar 26, 2026

Withdrawn

Maine Listings #1639800

$375,000
Feb 1, 2026

Pending

Maine Listings #1639800

Feb 1, 2026

Active Under Contract

Maine Listings #1639800

Oct 3, 2025

Withdrawn

Maine Listings #1630833

$400,000
Oct 3, 2025

Listed (Active)

Maine Listings #1639800

$375,000
Jul 15, 2025

Listed (Active)

Maine Listings #1630833

$400,000
DateEvent & SourcePrice
03/27/2026

Listed (Active)

Maine Listings #1655682

$375,000
03/26/2026

Withdrawn

Maine Listings #1639800

$375,000
02/01/2026

Pending

Maine Listings #1639800

02/01/2026

Active Under Contract

Maine Listings #1639800

10/03/2025

Withdrawn

Maine Listings #1630833

$400,000
10/03/2025

Listed (Active)

Maine Listings #1639800

$375,000
07/15/2025

Listed (Active)

Maine Listings #1630833

$400,000

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

Public Records for 29 Winter Street

Taxable ValueLand$68,000Additions$138,000Total$206,000
Tax Record2025$2,637 ($220 / month)
Home Facts
Baths2Total Finished SqFt2,520 SqFtAbove Grade Finished SqFt2,520 SqFtStories2Lot Size43,560 SqFtStyleDuplexYear Built1700ZoningNOCountySAGADAHOCAPNTOPM M:U02 L:125

Schools near 29 Winter Street

This home is within Regional School Unit 75 Msad 75.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Woodside Elementary School
PublicK to 5

Mt Ararat Middle School
Public6 to 8

Mt Ararat High School
Public9 to 12

Williams-Cone School
PublicPK to 5

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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29 Winter Street is a multi-family home for sale in Topsham, ME 04086. This property was listed for sale on March 27, 2026 by Greene & Shaw Real Estate, it's currently listed at $375,000. This listing's school district is Regional School Unit 75 Msad 75. Nearby schools include Woodside Elementary School, Mt Ararat Middle School and Mt Ararat High School. 29 Winter Street is a 4-bed, 2-bath, 2,664 sqft multi-family home built in 1700.

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 seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Greene & Shaw Real Estate

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.