OFF MARKET

Off Market Sep 2020 for $674K

$1,178,074

•

5,420

sq ft

40 Greenleaf St, Portland, ME 04101

About this home

Rare Multi in desirable East Bayside. This solid 3-Unit on the Portland peninsula offers an investor or owner-user a bonus with the 1st floor unit licensed with the City for short-term rentals and listed in Airbnb for either 2 single or one large rental. 2nd and 3rd Floor apartments are spacious 3-bedroom units with rear enclosed porch and (some) Back Cove water views. Outside decks and large side yard with 2 storage sheds and parking 4 or so off-street parking spaces. The buildings basement is large (and dry) with washer dryer hookups. Separate gas heat and electric. YOUTUBE: ' 40 Greenleaf Street in Portland, Maine' https://youtu. be/Ybt2T5tRlHo

Multi-familyProperty Type

1936Year Built

3,484 sq ftLot Size

$217Est. Price/Sq.Ft.

5 spacesParking

Listed by Anthony Donovan • Spectrum Real Estate

Bought with John Fitzsimons • Portside Real Estate Group

Redfin checked: 2 minutes ago

•Source:MREIS #1449076

Redfin Estimate

$1,178,074

$504K since sold in September 2020$32K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.1% lower than the average sale price ($1.25M) of 6 comparable homes.

SOLD JUN 1, 2026
$1,425,000
A
4 beds3 baths3,099 sq ft
29 Park St, Portland, ME 04101
SOLD JUL 15, 2026
$1,735,000
B
3 beds3 baths2,593 sq ft
107 Monument St, Portland, ME 04101
SOLD DEC 5, 2025
$1,325,000
C
4 beds4 baths2,450 sq ft
35 Congress St, Portland, ME 04101
SOLD AUG 7, 2026
$1,800,000
D
4 beds3.5 baths4,012 sq ft
91 Brookside Rd, Portland, ME 04103
SOLD AUG 14, 2026
$275,000
E
4 beds2 baths1,926 sq ft
427 Saint John St, Portland, ME 04102
SOLD MAY 8, 2026
$970,000
F
5 beds4 baths4,324 sq ft
56 Brookside Rd, Portland, ME 04103

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Earn from this home

Sell

$632,368

Est. take-home

List your home with Redfin and save $11,781

Market trends in 04101, ME

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.5%

0.5% MoM

Median sale price

$698K

$10K MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 1 HR AGO
$470,000
3 beds1 bath1,140 sq ft
290 Baxter Blvd Unit E2, Portland, ME 04101
OPEN SUN, 10AM TO 11:30AM
$599,000
3 beds1 bath1,396 sq ft
43 Cumberland Ave #2, Portland, ME 04101
NEW 24 HRS AGO
$1,325,000
3 beds2.5 baths2,076 sq ft
15 Middle St #308, Portland, ME 04101
$989,000
5 beds3 baths3,228 sq ft
11 South St, Portland, ME 04101
$400,000
3 beds1 bath1,519 sq ft
187 Congress St, Portland, ME 04101
$339,000
1 bed1 bath938 sq ft
99 Silver St Unit 2-11, Portland, ME 04101
$425,000
1 bed1 bath935 sq ft
21 Chestnut St #606, Portland, ME 04101
$645,000
1 bed1 bath851 sq ft
716 Chandler's Wharf #716, Portland, ME 04101
$199,000
1 bed1 bath448 sq ft
58 Portland St #3, Portland, ME 04101
See all

Provided by Redfin

Sale history for 40 Greenleaf St

Year

Property tax

Land + Additions

Assessment*

2024

$9,378 (+4.2%)

$201,200 + $423,600

$624,800

2023

$9,003 (+5.9%)

$201,200 + $423,600

$624,800

2022

$8,504 (+4.8%)

$201,200 + $423,600

$624,800

2021

$8,116 (+46.3%)

$201,200 + $423,600

$624,800

2020

$5,548 (+14.0%)

$100,600 + $137,400

$238,000

2019

$4,867 (+3.7%)

$100,600 + $108,200

$208,800

2018

$4,694 (+3.8%)

$100,600 + $108,200

$208,800

2017

$4,521 (+2.6%)

$100,600 + $108,200

$208,800

2016

$4,408 (+2.3%)

$100,600 + $108,200

$208,800

2015

$4,308 (+3.2%)

$100,600 + $108,200

$208,800

2014

$4,176

$100,600 + $108,200

$208,800

Tax history for 40 Greenleaf St

Year

Property tax

Land + Additions

Assessment*

2024

$9,378 (+4.2%)

$201,200 + $423,600

$624,800

2023

$9,003 (+5.9%)

$201,200 + $423,600

$624,800

2022

$8,504 (+4.8%)

$201,200 + $423,600

$624,800

2021

$8,116 (+46.3%)

$201,200 + $423,600

$624,800

2020

$5,548 (+14.0%)

$100,600 + $137,400

$238,000

2019

$4,867 (+3.7%)

$100,600 + $108,200

$208,800

2018

$4,694 (+3.8%)

$100,600 + $108,200

$208,800

2017

$4,521 (+2.6%)

$100,600 + $108,200

$208,800

2016

$4,408 (+2.3%)

$100,600 + $108,200

$208,800

2015

$4,308 (+3.2%)

$100,600 + $108,200

$208,800

2014

$4,176

$100,600 + $108,200

$208,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3,920 Sq. Ft.

Year renovated

—

Sq. Ft.

5,180

Year built

1936

Style

Other

County

Cumberland County

APN

606926

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Residential

To set aside areas on the peninsula for housing characterized primarily by multi-family dwellings at a high density providing a wide range of housing for differing types of households; to conserve the existing housing stock and residential character of neighborhoods by controlling the scale and external impacts of professional offices and other nonresidential uses; and to encourage new housing development consistent with the compact lot development pattern typically found on the peninsula.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Multiple units
Housing-Other
Bed & breakfast
Lodging & hospitality-Other
Cemetery
Park & open space

Property details

Parking

Parking Information
Parking Features: 1 - 4 Spaces, 5 - 10 Spaces, Gravel, On Site, Off Street

Interior

Bathroom Information
# of Baths (Full): 4

Basement Information
Basement Entry: Walk-Out Access, Full, Bulkhead

Interior Features
Interior Features: 1st Floor Bedroom, Attic, Bathtub, One-Floor Living, Storage
Flooring: Wood, Vinyl, Carpet

Laundry Information
Laundry Features: Upper Level, Washer Hookup

Exterior

Building Information
Construction Materials: Wood Siding, Wood Frame
Foundation Details: Granite, Brick/Mortar
Roof: Pitched, Shingle
Total Stories: 3
Total Building Area (Sq. Ft.): 5,420

Exterior Features
Patio & Porch Features: Deck, Patio, Porch
Other Structures: Shed(s)

Property Information
Security Features: Fire System
Year Built: 1936
Above-Grade Finished Area (Sq. Ft.): 3,908
Below-Grade Finished Area (Sq. Ft.): 1,512
Levels: Multi-Level

Lot Information
Lot Size (Sq. Ft.): $3,484.80
Lot Size (Acres): 0.08
Lot Size Source: Public Records
Lot Features: Well Landscaped, Corner Lot, Level, Sidewalks, Intown, Near Golf Course, Near Public Beach, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood, Near Public Transit, Near Railroad
Road Surface Type: Paved
Zoning: R6

Waterfront Information
Water Body Name: Back Cove
Water Body Type: Cove
Water View: Yes

Subdivision Information
Subdivision Name: BaySide Neighborhood Association

Financial

Tax Information
Annual Tax Amount: $4,867
Tax Year: 2019

Utilities

Utility Information
Has Heating
Heating: Other Heat System, Direct Vent Heater
Has Cooling
Cooling: Wall/Window Unit(s)
Electric: Circuit Breakers
Sewer: Public Sewer
Utilities: Utilities On
Utilities On: Yes
Water Source: Public
Water Heater: Electric

Location

Multi-Unit Information
# of Units Total: 3
# of 3 Bedroom Units: 2
# of 4 Bedroom Units: 1

Unit 1 Information
# of Bedrooms: 4
Actual Rent: $2,000
Dedicated Gas Meter: Yes
Dedicated Water Heater: Yes
Electric: Yes
Has Heat: Yes
Level: First
Refrigerator: Yes
Sewer: Yes
Water: Yes

Unit 2 Information
# of Bedrooms: 3
Actual Rent: $1,000
Dedicated Gas Meter: Yes
Dedicated Water Heater: Yes
Electric: No
Level: Second
Refrigerator: Yes
Sewer: Yes
Water: Yes

Unit 3 Information
# of Bedrooms: 3
Actual Rent: $1,500
Dedicated Gas Meter: Yes
Dedicated Water Heater: Yes
Electric: No
Level: Third
Refrigerator: Yes
Sewer: Yes
Water: Yes

School Information
High School District: Portland Public Schools

Location Information
Unparsed Address: 40 Greenleaf Street, Portland, ME 04101
Directions: The Heart of Portland's East Bayside. From Washington Ave take Madison to Everett, right one block on left. From I-295 Franklin St, to Fox St (N) Everette etc.

Public facts

Beds: —
Baths: —
Sq. Ft.: 5,180
Stories: —
Lot Size: 3,920 square feet
Style: Other
Year Built: 1936
Year Renovated: —
County: Cumberland County
APN: 606926

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

East End Community School

Public PreK-5 • Assigned • 0.4mi

2/10

Lyman Moore Middle School

Public 6-8 • Assigned • 3.2mi

4/10

Deering High School

Public 9-12 • Assigned • 2.1mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 87° expected this year, 19 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Portland, ME • 04101

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.12M – $1.36M

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Nearby similar homes

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New listings for sale in 04101

NEW 1 HR AGO

$470,000

3 beds1 bath1,140 sq ft

290 Baxter Blvd Unit E2, Portland, ME 04101

OPEN SUN, 10AM TO 11:30AM

$599,000

3 beds1 bath1,396 sq ft

43 Cumberland Ave #2, Portland, ME 04101

NEW 24 HRS AGO

$1,325,000

3 beds2.5 baths2,076 sq ft

15 Middle St #308, Portland, ME 04101

$989,000

5 beds3 baths3,228 sq ft

11 South St, Portland, ME 04101

$400,000

3 beds1 bath1,519 sq ft

187 Congress St, Portland, ME 04101

$339,000

1 bed1 bath938 sq ft

99 Silver St Unit 2-11, Portland, ME 04101

$425,000

1 bed1 bath935 sq ft

21 Chestnut St #606, Portland, ME 04101

$645,000

1 bed1 bath851 sq ft

716 Chandler's Wharf #716, Portland, ME 04101

$199,000

1 bed1 bath448 sq ft

58 Portland St #3, Portland, ME 04101

Home values near 40 Greenleaf St

Data from public records.

Address	Redfin Estimate
34 Greenleaf Street, Portland, ME 3 Beds \| 1 Baths \| 1120 Sq. Ft.	$480,509
41 Greenleaf Street, Portland, ME 22 Beds \| 7 Baths \| 9856 Sq. Ft.	—

Address	Redfin Estimate
31 Greenleaf Street, Portland, ME 4 Beds \| 2 Baths \| 1954 Sq. Ft.	$690,245
34 Greenleaf Street #34, Portland, ME 3 Beds \| 1 Baths \| 1120 Sq. Ft.	$427,453

Address	Redfin Estimate
32 Greenleaf Street, Portland, ME 2 Beds \| 1 Baths \| 1120 Sq. Ft.	$469,202
32 Greenleaf Street #32, Portland, ME 3 Beds \| 0.5 Baths \| 1120 Sq. Ft.	$384,299

Property information provided by MREIS when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 04101, ME

Sale history for 40 Greenleaf St

Tax history for 40 Greenleaf St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04101

Home values near 40 Greenleaf St

More real estate resources