Is Winter Harbor, ME dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are there community events in Winter Harbor, ME?

As of early 2026, 100% of users say there are community events

Do residents of Winter Harbor, ME plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Is there wildlife in Winter Harbor, ME?

As of early 2026, 100% of users say there's wildlife

Is Winter Harbor, ME walkable to grocery stores?

As of early 2026, 100% of users say it's walkable to grocery stores

Is Winter Harbor, ME walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Would people walk alone at night in Winter Harbor, ME?

As of early 2026, 100% of users say people would walk alone at night

Does Winter Harbor, ME have sidewalks?

As of early 2026, 100% of users say there are sidewalks

Are the streets well-lit in Winter Harbor, ME?

As of early 2026, 100% of users say streets are well-lit

Are yards well-kept in Winter Harbor, ME?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Winter Harbor, ME?

As of early 2026, 75% of users say parking is easy

Are neighbors friendly in Winter Harbor, ME?

As of early 2026, 57% of users say neighbors are friendly

Is a car needed in Winter Harbor, ME?

As of early 2026, 50% of users say car is needed

What is 159 Main St estimated to be worth?

Trulia's estimated value for 159 Main St in Winter Harbor, ME is $437,500 .

What is the price history for 159 Main St?

159 Main St in Winter Harbor, ME last sold for $130,000 in January 2025.

Is Winter Harbor a buyer's or seller's market?

Winter Harbor is currently a buyer's market, based on recent for-sale activity.

What are the closest schools to 159 Main St?

The closest schools to 159 Main St in Winter Harbor, ME are Peninsula School (Pre-K/Elementary, rated 3/10), Sumner Memorial High School (rated 4/10), Sumner Middle School (rated 2/10).

How big is the lot at 159 Main St?

The lot at 159 Main St in Winter Harbor, ME is about 0.24 acres (10,454 sq ft).

OFF MARKET

$437,500

Trulia Estimate

2 Beds
3 Baths
2,452 sqft

159 Main St, Winter Harbor, ME 04693

Est. Refi. Payment $2,604/mo*

Refinance Your Home

Currently Off Market - Sold Jan 2, 2025 for $130,000

Home Value

Trulia Estimate

$438K

Since last month

$23K (+5.6%)

Since last year

$82K (+23.2%)

Since last sale

$308K (+236.5%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +173% in the last 10 years

Month	Estimated value
2026
August 2026	$438K
July 2026	$414K
June 2026	$421K
May 2026	$404K
April 2026	$407K
March 2026	$407K
February 2026	$385K
January 2026	$370K
2025
December 2025	$362K
November 2025	$358K
October 2025	$336K
September 2025	$342K
August 2025	$355K
July 2025	$324K
June 2025	$295K
May 2025	$288K
April 2025	$277K
March 2025	$251K
February 2025	$220K
January 2025	$217K
2024
December 2024	$316K
November 2024	$336K
October 2024	$353K
September 2024	$355K
August 2024	$368K
2023
July 2023	$351K
June 2023	$269K
May 2023	$336K
April 2023	$320K
March 2023	$309K
February 2023	$296K
January 2023	$295K
2022
December 2022	$298K
November 2022	$305K
October 2022	$306K
September 2022	$305K
August 2022	$308K
July 2022	$308K
June 2022	$303K
May 2022	$306K
April 2022	$301K
March 2022	$286K
February 2022	$266K
January 2022	$270K
2021
December 2021	$282K
November 2021	$286K
October 2021	$289K
September 2021	$290K
August 2021	$287K
July 2021	$287K
June 2021	$273K
May 2021	$246K
April 2021	$238K
March 2021	$227K
February 2021	$224K
January 2021	$216K
2020
December 2020	$209K
November 2020	$207K
October 2020	$191K
September 2020	$185K
August 2020	$158K
July 2020	$163K
June 2020	$161K
May 2020	$161K
April 2020	$160K
March 2020	$158K
February 2020	$161K
January 2020	$160K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
16 Crane Road, Winter Harbor, ME	0.19	Single-Family Home	$140,000	09/03/25	1	1	504
273 E Schoodic Drive, Gouldsboro, ME	1.67	Single-Family Home	$699,000	08/04/26	2	3	2,266
29 Barnacle Lane, Winter Harbor, ME	1.47	Single-Family Home	$420,000	05/27/26	6	3	2,464
103 Sargent Street, Winter Harbor, ME	1.33	Single-Family Home	$200,000	07/07/26	2	1.5	1,254
143 Main Street, Gouldsboro, ME	1.49	Single-Family Home	$314,000	12/08/25	2	0.5	1,200
45 Harbor Road, Winter Harbor, ME	1.72	Single-Family Home	$425,000	10/03/25	3	2	1,300
349 Main Street, Winter Harbor, ME	1.76	Single-Family Home	$560,000	10/01/25	4	1.5	4,000
80 Main Street, Gouldsboro, ME	1.61	Single-Family Home	$1,050,000	10/31/25	5	3	2,064
682 Newman Street, Winter Harbor, ME	2.71	Single-Family Home	$228,500	11/26/25	2	1.5	1,200
153 Deep Cove Road, Winter Harbor, ME	2.39	Single-Family Home	$850,000	10/10/25	3	2	1,600

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
57 Crane Road, Mount Desert, ME 04660	0.15	$148,800	3	1	1,008	Off Market
2 Crane Road, Winter Harbor, ME 04693	0.17	$239,000	3	1	1,120	For Sale
16 Crane Road, Winter Harbor, ME 04693	0.19	$182,800	1	1	504	Off Market
497 Main Street, Gouldsboro, ME 04607	0.45	$256,800	3	2	1,620	Off Market
465 Main Street, Gouldsboro, ME 04607	0.63	$598,000	5	5	2,546	For Sale
19 E East Schoodic Dr Drive, Gouldsboro, ME 04607	0.66	$246,500	2	1	1,034	Off Market
29 E Schoodic Drive, Birch Harbor, ME 04613	0.68	$285,600	4	2	1,600	Off Market
438 Main Street, Gouldsboro, ME 04607	0.71	$213,300	1	1	957	Off Market
9 Rice Road (Birch Harbor), Birch Harbor, ME 04613	0.78	$449,000	4	1	2,300	For Sale
Map30 Lot4 East Schoodic Road, Gouldsboro, ME 04607	1.03	-	-	-	-	Off Market
43 Duck Pond Road, Winter Harbor, ME 04693	1.16	$234,900	2	1	2,508	For Sale
4 Duck Pond Road, Winter Harbor, ME 04693	1.21	$474,500	2	2.5	2,800	Off Market

Local Information

Map ViewExplore the area around 159 Main St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1960

Living Area

2,452 sqft

Price/Sqft

$178

About this House

This single-family home is located at 159 Main St, Winter Harbor, ME. 159 Main St is in Winter Harbor, ME and in ZIP code 04693. This property has 2 bedrooms, 4 bathrooms and approximately 2,452 sqft of floor space. This property has a lot size of 10454 sqft and was built in 1960.

159 Main St, Winter Harbor, ME 04693 is a 2 bedroom, 4 bathroom, 2,452 sqft single-family home built in 1960. It last sold for $130,000 on Jan 2, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $437,500, with a rent estimate of $3,253/month.

Home Details for 159 Main St

Property Information
Year Built Year Built: 1960
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 10454 sqft

Price and Tax history

Date	Event	Price
Jan 2, 2025 Source: N/A	Sold	$130,000
May 31, 2019 Source: Maine Listings #1409084	Sold	$124,900

Year	Property tax	Tax assessment
2024	$2,203	$153,000

Additional Cost

Market trends in Winter Harbor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Peninsula School
PK-5
Public
65 Students
Regional School Unit 24
3/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Harbor

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say there are community events
100 % Say they plan to stay for at least 5 years
100 % Say there's wildlife
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say people would walk alone at night
100 % Say there are sidewalks
100 % Say streets are well-lit
100 % Say yards are well-kept
75 % Say parking is easy
57 % Say neighbors are friendly
50 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.

gaia188
14y ago
"This area has it all....... If you love nature and crashing ocean look no further."
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Frequently asked questions about 159 Main St

What is 159 Main St estimated to be worth?
Trulia's estimated value for 159 Main St in Winter Harbor, ME is $437,500.
What is the price history for 159 Main St?
159 Main St in Winter Harbor, ME last sold for $130,000 in January 2025.
Is Winter Harbor a buyer's or seller's market?
Winter Harbor is currently a buyer's market, based on recent for-sale activity.
What are the closest schools to 159 Main St?
The closest schools to 159 Main St in Winter Harbor, ME are Peninsula School (Pre-K/Elementary, rated 3/10), Sumner Memorial High School (rated 4/10), Sumner Middle School (rated 2/10).
How big is the lot at 159 Main St?
The lot at 159 Main St in Winter Harbor, ME is about 0.24 acres (10,454 sq ft).

Apartments for Rent

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$100/mo
1-2 bd
1 ba
Mill Stream Heights | 20 Hillcrest Dr,
Winter Harbor, ME 04693
See more homes for rent in
Winter Harbor
Take a look

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Off Market Homes Near 159 Main St

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SOLD
JUL 24, 2026
$590,000
2 bd
1.5 ba
1,300 sqft
128 Crowley Island Road,
Gouldsboro, ME 04607
The Christopher Group, LLC, Closed
SOLD
JUL 23, 2026
$530,925
3 bd
1.5 ba
1,841 sqft
510 Grand Marsh Bay Road,
Gouldsboro, ME 04607
The Christopher Group, LLC, Closed
SOLD
JUL 17, 2026
$325,000
3 bd
1 ba
1,046 sqft
17 Cranberry Point Road,
Gouldsboro, ME 04607
Beal Realty, Closed
SOLD
JUL 3, 2026
$380,000
3 bd
2 ba
1,760 sqft
799 Pond Road,
Gouldsboro, ME 04607
Realty of Maine, Closed
SOLD
MAY 27, 2026
$420,000
6 bd
3 ba
2,464 sqft
29 Barnacle Lane,
Winter Harbor, ME 04693
Realty of Maine, Closed
SOLD
MAY 12, 2026
$290,000
3 bd
1.5 ba
1,960 sqft
743 S Gouldsboro Road,
Gouldsboro, ME 04607
Better Homes & Gardens Real Estate/The Masiello Group, Closed
SOLD
MAR 13, 2026
$225,000
2 bd
1 ba
1,108 sqft
61 Misty Harbor Drive #B8,
Winter Harbor, ME 04693
The Winter Harbor Agency, Closed
SOLD
DEC 17, 2025
$485,000
2 bd
2 ba
1,176 sqft
454 Summer Harbor Road,
Winter Harbor, ME 04693
NextHome Experience, Closed
SOLD
DEC 8, 2025
$314,000
2 bd
0.5 ba
1,200 sqft
143 Main Street,
Gouldsboro, ME 04607
Realty of Maine, Closed
SOLD
DEC 3, 2025
$228,000
2 bd
1.5 ba
1,084 sqft
72 Misty Harbor Drive #A2,
Winter Harbor, ME 04693
Legacy Properties Sotheby's International Realty, Closed
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Winter Harbor
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Homes for sale near 159 Main St

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0.42 ACRES
$239,000
3 bd
1 ba
1,120 sqft
2 Crane Road,
Winter Harbor, ME 04693
The Winter Harbor Agency, Active
0.48 ACRES
$234,900
2 bd
1 ba
2,508 sqft
43 Duck Pond Road,
Winter Harbor, ME 04693
Beal Realty, Active
0.94 ACRES
$449,000
4 bd
1 ba
2,300 sqft
9 Rice Road (Birch Harbor),
Birch Harbor, ME 04613
First Choice Real Estate, Active
$1,750,000
2 bd
2 ba
1,668 sqft
178 Main Street,
Gouldsboro, ME 04607
www.HomeZu.com, Active
0.42 ACRES
$550,000
5 bd
4 ba
2,634 sqft
20 Rand Lane,
Winter Harbor, ME 04693
Legacy Properties Sotheby's International Realty, Active
0.25 ACRES
$399,000
1 bd
1 ba
630 sqft
102 Sargent Street,
Winter Harbor, ME 04693
NextHome Experience, Active
0.41 ACRES
$335,000
1 bd
2 ba
2,723 sqft
2 West Bay Road,
Gouldsboro, ME 04607
Better Homes & Gardens Real Estate/The Masiello Group, Active
2.1 ACRES
$2,490,000
4 bd
3 ba
5,300 sqft
159 Main Street, Prospect Harbor,
Prospect Harbor, ME 04669
Legacy Properties Sotheby's International Realty, Active
1 ACRE
$389,000
4 bd
2 ba
2,248 sqft
25 Belleview Avenue,
Winter Harbor, ME 04693
Portside Real Estate Group, Active
4.36 ACRES
$449,000
2 bd
1.5 ba
2,400 sqft
34 W Bay Road,
Gouldsboro, ME 04607
Realty of Maine, Active
See more homes for sale in
Winter Harbor
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