9.5% cap rate! A unique three property portfolio in the heart of Westbrook offers immediate income potential and long term value. This rare opportunity includes two updated single family homes on separate lots and a carefully maintained two unit building, creating an exceptional package for investors seeking a presence in one of Greater Portland's most dynamic communities. At 26 Cross Street, the two unit residence features spacious three bedroom layouts, each with private back decks, separately metered heat and electricity, and convenient access through both front and rear stairwells. A detached two car garage and large driveway add to tenant appeal, while recent upgrades such as a 2021 roof and a four year old heating system provide efficiency and peace of mind. Both units are tenant occupied on a month to month basis, generating immediate cash flow while allowing flexibility for future owner occupancy or repositioning. 27 and 31 Cross Street are single family homes on their own lots, each offering three to four bedrooms, bright kitchens with generous natural light, and large living spaces with newly refreshed hardwood floors. Recent improvements include updated heating systems, newer windows, and fresh exterior paint. Both homes also feature dedicated parking and sizable yards, enhancing resident appeal and rental stability. Located just steps from Westbrook's downtown, with its growing mix of restaurants, breweries, riverfront trails, and daily conveniences, this portfolio delivers a combination of modern updates, strong rental history, and room for future growth. For the investor, 26, 27 and 31 Cross Street represent not just property, but a well timed entry into Westbrook's continued renaissance.
Active under contract
$1,195,000
26, 27, 31 Cross Street, Westbrook, ME 04092
14beds
2,352sqft
Multi Family
Built in 1895
-- sqft lot
$-- Zestimate®
$508/sqft
$-- HOA
What's special
Detached two car garageSizable yardsThree to four bedroomsSpacious three bedroom layoutsLarge drivewayUpdated single family homesLarge living spaces
- 55 days
- 163
- 2
Zillow last checked:
Listing updated:
Listed by:
F.O. Bailey Real Estate
Source: Maine Listings,MLS#: 1671299
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 14
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Direct Vent Heater, Forced Air
Cooling
- None
Features
- 1st Floor Bedroom
- Flooring: Laminate, Wood
- Basement: Interior Entry,Full,Unfinished
Interior area
- Total structure area: 2,352
- Total interior livable area: 2,352 sqft
- Finished area above ground: 2,352
- Finished area below ground: 0
Property
Parking
- Parking features: Common, Paved, 1 - 4 Spaces
- Has garage: Yes
Features
- Levels: Multi/Split
Lot
- Size: 0.3 Acres
- Features: Business District, City Lot, Near Shopping, Near Turnpike/Interstate, Neighborhood, Level, Open Lot, Sidewalks
Details
- Parcel number: WSBR000028000000000213B
- Zoning: 16
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Colonial,New Englander,Other
- Property subtype: Multi Family
Materials
- Wood Frame, Vinyl Siding
- Foundation: Stone, Brick/Mortar
- Roof: Shingle
Condition
- Year built: 1895
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Westbrook
Financial & listing details
- Price per square foot: $508/sqft
- Annual tax amount: $3,301
- Date on market: 7/10/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/17/2026 | Contingent | $1,195,000$508/sqft |
Source: | ||
| 7/10/2026 | Listed for sale | $1,195,000-7.7%$508/sqft |
Source: | ||
| 10/24/2025 | Listing removed | $1,295,000$551/sqft |
Source: | ||
| 10/7/2025 | Listed for sale | $1,295,000$551/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment


