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.
Active
Price cut: $100K (6/29)
$250,000
29 Winter Street, Topsham, ME 04086
4beds
2,664sqft
Multi Family
Built in 1700
-- sqft lot
$-- Zestimate®
$94/sqft
$-- HOA
What's special
Private one acre lotSolid structureOriginal charm
- 93 days |
- 1,288 |
- 35 |
Zillow last checked:
Listing updated:
Listed by:
Greene & Shaw Real Estate
Source: Maine Listings,MLS#: 1655682
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Baseboard, Hot Water, None
Cooling
- None
Features
- Flooring: Hardwood
- Basement: Interior Entry,Crawl Space,Unfinished
Interior area
- Total structure area: 2,664
- Total interior livable area: 2,664 sqft
- Finished area above ground: 2,664
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel, 1 - 4 Spaces
Lot
- Size: 1 Acres
- Features: Near Turnpike/Interstate, Near Town, Neighborhood, Level, Sidewalks
Details
- Parcel number: TOPMMU02L125
- Zoning: R1
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Saltbox
- Property subtype: Multi Family
Materials
- Wood Frame, Wood Siding
- Roof: Shingle
Condition
- Year built: 1700
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Topsham
Financial & listing details
- Price per square foot: $94/sqft
- Tax assessed value: $291,800
- Annual tax amount: $2,637
- Date on market: 3/28/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $250,000-28.6%$94/sqft |
Source: | ||
| 4/14/2026 | Price change | $350,000-6.7%$131/sqft |
Source: | ||
| 3/28/2026 | Listed for sale | $375,000$141/sqft |
Source: | ||
| 3/27/2026 | Listing removed | $375,000$141/sqft |
Source: | ||
| 2/24/2026 | Listed for sale | $375,000$141/sqft |
Source: | ||
| 2/1/2026 | Pending sale | $375,000$141/sqft |
Source: | ||
| 10/3/2025 | Listed for sale | $375,000-6.3%$141/sqft |
Source: | ||
| 10/3/2025 | Listing removed | $400,000$150/sqft |
Source: | ||
| 7/17/2025 | Listed for sale | $400,000$150/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,648 +3.9% | $291,800 +12.8% |
| 2023 | $3,512 +4.1% | $258,600 +10.6% |
| 2022 | $3,373 +9.7% | $233,900 +20.7% |
| 2021 | $3,076 | $193,800 |
| 2020 | $3,076 -7.1% | $193,800 +12.1% |
| 2019 | $3,311 +20.7% | $172,900 +18% |
| 2018 | $2,744 +3.4% | $146,500 |
| 2017 | $2,655 +0.7% | $146,500 |
| 2016 | $2,636 +0.2% | $146,500 |
| 2015 | $2,631 +4.6% | $146,500 +0.9% |
| 2014 | $2,516 +4.1% | $145,200 |
| 2013 | $2,418 +1.8% | $145,200 -0.9% |
| 2012 | $2,375 -1.2% | $146,500 -1.5% |
| 2011 | $2,403 -3.8% | $148,800 -17.8% |
| 2009 | $2,498 +51.9% | $181,000 +155.8% |
| 2006 | $1,645 | $70,750 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 04086
Nearby schools
GreatSchools rating
- 9/10Woodside Elementary SchoolGrades: K-5Distance: 0.4 mi
- 6/10Mt Ararat Middle SchoolGrades: 6-8Distance: 1.5 mi
- 4/10Mt Ararat High SchoolGrades: 9-12Distance: 1.1 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Maine
- Sagadahoc County
- Topsham
- 04086
- 29 Winter Street







