OFF MARKET

Off Market Jun 2018 for $1.8M

$3,278,446

•

3,820

sq ft

16 Bay Rd, South Portland, ME 04106

About this home

Relaxation is undeniable amidst an ocean oasis. This 5 bedroom shingle style home is situated in the coveted Loveitt's Field area atop a cliff overlooking Portland Harbor, the Casco Bay Islands, lighthouses and at the mouth of the ship channel. Panoramic views from nearly every room make this the perfect place to call home and easy to enjoy the harbor activities and Maine sunrises. A short walk to the beach, popular Willard Square and only minutes to Portland's historic "Old Port", this property will not disappoint.

Single-familyProperty Type

1954Year Built

0.26 acresLot Size

$858Est. Price/Sq.Ft.

Listed by Anne Bosworth • Legacy Properties Sotheby's International Realty

Bought with Holly Steele • Portside Real Estate Group

Redfin checked: a minute ago

•Source:MREIS #1340876

Redfin Estimate

$3,278,446

$1.4M since sold in June 2018$246K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 93.5% higher than the average sale price ($1.69M) of 6 comparable homes.

SOLD JUN 30, 2026
$1,500,000
A
4 beds3 baths2,387 sq ft
50 Oakhurst Rd, Cape Elizabeth, ME 04107
SOLD JUL 7, 2026
$1,975,000
B
5 beds3 baths3,784 sq ft
71 Myrtle Ave, South Portland, ME 04106
SOLD JUN 1, 2026
$985,000
C
4 beds2 baths2,287 sq ft
12 Woodcrest Rd, Cape Elizabeth, ME 04107
SOLD MAR 3, 2026
$3,400,000
D
3 beds5 baths3,720 sq ft
1 Bay Rd, South Portland, ME 04106
SOLD AUG 6, 2026
$1,479,000
E
4 beds2.5 baths2,110 sq ft
6 Sea View Ave, Cape Elizabeth, ME 04107
SOLD JUL 2, 2026
$825,000
F
4 beds2.5 baths2,732 sq ft
832 Sawyer St, South Portland, ME 04106

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Earn from this home

Sell

$1,836,178

Est. take-home

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Rent

$3,500/mo

Redfin rental estimate

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Market trends in 04106, ME

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.0%

+0.9% MoM

Median sale price

$525K

$9K MoM

Avg. days on market

22d

12 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN SUN, 1PM TO 3PM
$349,000
2 beds1 bath720 sq ft
84 Jackson St, South Portland, ME 04106
OPEN FRI, 4:30PM TO 6PM
$689,000
2 beds1 bath704 sq ft
16 Lowell St, South Portland, ME 04106
OPEN SAT, 11AM TO 1PM
$995,000
3 beds2.5 baths2,162 sq ft
43 Smith St, South Portland, ME 04106
NEW 34 HRS AGO
$560,000
3 beds1 bath1,008 sq ft
276 Pine St, South Portland, ME 04106
NEW 35 HRS AGO
$799,000
3 beds2.5 baths1,619 sq ft
27 Preble St, South Portland, ME 04106
NEW 1 DAY AGO
$575,000
2 beds2 baths1,141 sq ft
25 Preble St, South Portland, ME 04106
OPEN SUN, 11AM TO 1PM
$635,000
4 beds1.5 baths2,392 sq ft
66 Fessenden Ave, South Portland, ME 04106
$225,000
1 bed1 bath450 sq ft
9 Cole St Unit 2A, South Portland, ME 04106
$675,000
4 beds2.5 baths2,597 sq ft
146 Anthoine St, South Portland, ME 04106
$295,000
1 bed1 bath657 sq ft
139 Broadway #21, South Portland, ME 04106
See all

Provided by Redfin

Sale history for 16 Bay Rd

Year

Property tax

Land + Additions

Assessment*

2025

$29,660 (+4.4%)

$1,153,600 + $1,019,300

$2,172,900

2024

$28,418 (+10.3%)

$1,153,600 + $999,300

$2,152,900

2023

$25,763 (+8.2%)

$1,038,500 + $783,500

$1,822,000

2022

$23,815 (+5.3%)

$830,800 + $699,700

$1,530,500

2021

$22,612 (−2.7%)

$830,800 + $707,400

$1,538,200

2020

$23,238 (+3.4%)

$784,800 + $391,800

$1,176,600

2019

$22,473 (+3.5%)

$784,800 + $391,800

$1,176,600

2018

$21,723 (+5.8%)

$818,200 + $356,000

$1,174,200

2017

$20,534 (+6.4%)

$784,800 + $356,000

$1,140,800

2016

$19,305 (+1.7%)

$734,700 + $356,000

$1,090,700

2015

$18,978 (+1.8%)

$734,700 + $356,000

$1,090,700

2014

$18,651

$734,700 + $356,000

$1,090,700

Tax history for 16 Bay Rd

Year

Property tax

Land + Additions

Assessment*

2025

$29,660 (+4.4%)

$1,153,600 + $1,019,300

$2,172,900

2024

$28,418 (+10.3%)

$1,153,600 + $999,300

$2,152,900

2023

$25,763 (+8.2%)

$1,038,500 + $783,500

$1,822,000

2022

$23,815 (+5.3%)

$830,800 + $699,700

$1,530,500

2021

$22,612 (−2.7%)

$830,800 + $707,400

$1,538,200

2020

$23,238 (+3.4%)

$784,800 + $391,800

$1,176,600

2019

$22,473 (+3.5%)

$784,800 + $391,800

$1,176,600

2018

$21,723 (+5.8%)

$818,200 + $356,000

$1,174,200

2017

$20,534 (+6.4%)

$784,800 + $356,000

$1,140,800

2016

$19,305 (+1.7%)

$734,700 + $356,000

$1,090,700

2015

$18,978 (+1.8%)

$734,700 + $356,000

$1,090,700

2014

$18,651

$734,700 + $356,000

$1,090,700

*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

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.26 Acres

Year renovated

—

Sq. Ft.

3,559

Year built

1953

Style

Single Family Residential

County

Cumberland County

APN

232421

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Residential District

To provide residential areas within the City of South Portland of low to medium density in a manner which will promote a wholesome living environment. To this end residential development shall not exceed 2 du per net residential acre. Development may preferably occur in accordance with the provisions of Sec. 1501 et seq. of this Chapter.

Permitted uses

Include but are not limited to:

Assembly/ meeting place
Housing-Single unit
Housing-Multiple units
Educational/school
Fire house
Library
Police station

Property details

Parking

Parking Information
Has Garage
Parking Features: Paved
Vehicle Storage: 2 Car

Interior

Bathroom Information
# of Baths (Full): 5

Room 1 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen, Kitchen Island

Room 2 Information
Type: Primary Bedroom
Level: First
Features: Full Bath

Room 3 Information
Type: Bedroom 1
Level: First

Room 4 Information
Type: Primary Bedroom
Level: Second
Features: Full Bath

Room 5 Information
Type: Bedroom 2
Level: Second

Room 6 Information
Type: Family Room
Level: First
Features: Wood-Burning Fireplace

Room 7 Information
Type: Bedroom 3
Level: Second

Room 8 Information
Type: Office
Level: Basement

Room 9 Information
Type: Dining Room
Level: First

Room 10 Information
Type: Living Room
Level: First
Features: Formal, Gas Fireplace

Basement Information
Basement Entry: Interior, Walk-Out Access, Finished, Full, Unfinished

Interior Features
# of Rooms: 11
Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Bathtub, Primary Bedroom w/Bath
Washer, Refrigerator, Gas Range, Dryer, Disposal, Dishwasher
Flooring: Wood, Tile, Carpet

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Exterior

Building Information
Construction Materials: Shingle Siding, Wood Frame
Roof: Shingle
Total Building Area (Sq. Ft.): 3,820

Exterior Features
Patio & Porch Features: Deck

Property Information
Property Sub Type: Single Family Residence
Security Features: Security System
Year Built: 1954
Above-Grade Finished Area (Sq. Ft.): 3,459
Below-Grade Finished Area (Sq. Ft.): 361

Lot Information
Lot Size (Sq. Ft.): $11,325.60
Lot Size (Acres): 0.26
Lot Size Source: Public Records
Lot Features: Well Landscaped, Open, Level, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood, Suburban
Road Surface Type: Paved
Zoning: RES- AA

Waterfront Information
Waterfront: Yes
Water Body Name: Atlantic Ocean
Water Body Type: Ocean
Water View: Yes

Subdivision Information
Subdivision Name: Loveitt's Field

Financial

Tax Information
Annual Tax Amount: $20,534
Tax Year: 2017

Utilities

Utility Information
Has Heating
Heating: Forced Air, Baseboard
Has Cooling
Cooling: Central Air
Electric: Circuit Breakers
Sewer: Public Sewer
Utilities On: No
Water Source: Public
Water Heater: Off Heating System

Location

Location Information
Unparsed Address: 16 Bay Road, South Portland, ME 04106
Directions: Cottage Road to Woodbury to Preble to Loveitt's Field to right on Gould to 16 Bay.

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 3,559
Stories: 1.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: —
County: Cumberland County
APN: 232421

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Dora L Small Elementary School

Public K-4 • Assigned • 0.6mi

9/10

South Portland Middle School

Public 5-8 • Assigned • 4.1mi

South Portland High School

Public 9-12 • Assigned • 2.5mi

6/10

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

4/10 Heat Factor

7 days above 86° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

South Portland, ME • 04106

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.5 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.12M – $3.77M

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Nearby similar homes

OPEN FRI, 4:30PM TO 6PM3D WALKTHROUGH

$689,000

2 beds1 bath704 sq ft

16 Lowell St, South Portland, ME 04106

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4 beds2 baths2,144 sq ft

33 Rocky Hill Rd, Cape Elizabeth, ME 04107

VIDEO TOUR

$4,300,000

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146 Anthoine St, South Portland, ME 04106

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2 beds2 baths1,458 sq ft

30 Pleasant Ave, Portland, ME 04108

$1,199,000

4 beds3 baths2,448 sq ft

16 Glen Ave, Cape Elizabeth, ME 04107

New listings for sale in 04106

OPEN SUN, 1PM TO 3PM

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2 beds1 bath720 sq ft

84 Jackson St, South Portland, ME 04106

OPEN FRI, 4:30PM TO 6PM3D WALKTHROUGH

$689,000

2 beds1 bath704 sq ft

16 Lowell St, South Portland, ME 04106

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

$995,000

3 beds2.5 baths2,162 sq ft

43 Smith St, South Portland, ME 04106

NEW 34 HRS AGO

$560,000

3 beds1 bath1,008 sq ft

276 Pine St, South Portland, ME 04106

NEW 35 HRS AGO

$799,000

3 beds2.5 baths1,619 sq ft

27 Preble St, South Portland, ME 04106

NEW 1 DAY AGO

$575,000

2 beds2 baths1,141 sq ft

25 Preble St, South Portland, ME 04106

OPEN SUN, 11AM TO 1PM

$635,000

4 beds1.5 baths2,392 sq ft

66 Fessenden Ave, South Portland, ME 04106

$225,000

1 bed1 bath450 sq ft

9 Cole St Unit 2A, South Portland, ME 04106

$675,000

4 beds2.5 baths2,597 sq ft

146 Anthoine St, South Portland, ME 04106

Home values near 16 Bay Rd

Data from public records.

Address	Redfin Estimate
20 Bay Rd, South Portland, ME 5 Beds \| 4 Baths \| 2951 Sq. Ft.	$2,158,003
15 Bay Rd, South Portland, ME 4 Beds \| 2.5 Baths \| 3470 Sq. Ft.	$1,916,739

Address	Redfin Estimate
2 Bay Rd, South Portland, ME 4 Beds \| 5.5 Baths \| 4444 Sq. Ft.	$4,948,215
40 Bay Rd, South Portland, ME 3 Beds \| 2.5 Baths \| 2373 Sq. Ft.	$1,342,101

Address	Redfin Estimate
34 Bay Rd, South Portland, ME 3 Beds \| 4 Baths \| 4120 Sq. Ft.	$1,921,558
39 Bay Rd, South Portland, ME 5 Beds \| 3.5 Baths \| 3782 Sq. Ft.	$1,649,021

Property information provided by MREIS when last listed in 2018. 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 04106, ME

Sale history for 16 Bay Rd

Tax history for 16 Bay Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04106

Home values near 16 Bay Rd

More real estate resources