Winter Harbor, ME Real Estate & Homes For Sale

13 homes

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2.9 ACRES
$3,595,000
5 Beds
5 Baths
6,398 sqft
72 Jordan Harbor Road,
Winter Harbor, ME 04693
LandVest, Inc., Active
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1.15 ACRES
$1,495,000
4 Beds
4 Baths
2,341 sqft
16 Steamboat Lane,
Winter Harbor, ME 04693
The Christopher Group, LLC, Active
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3D VIEW
$249,000
2 Beds
1 Bath
1,108 sqft
37 Misty Harbor Drive #C1,
Winter Harbor, ME 04693
The Winter Harbor Agency, Active
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0.48 ACRES
$234,900
2 Beds
1 Bath
2,508 sqft
43 Duck Pond Road,
Winter Harbor, ME 04693
Beal Realty, Active
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$249,000
2 Beds
1.5 Baths
1,108 sqft
73 Misty Harbor #D8,
Winter Harbor, ME 04693
Realty of Maine, Active
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2.4 ACRES
$89,000
MAP9LOT1B Newman Street,
Winter Harbor, ME 04693
NextHome Experience, Active
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0.72 ACRES
$265,000
2 Beds
2 Baths
1,320 sqft
61 Hillcrest Drive,
Winter Harbor, ME 04693
Portside Real Estate Group, Active
3D VIEW
0.42 ACRES
$239,000
3 Beds
1 Bath
1,120 sqft
22 Crane Road,
Winter Harbor, ME 04693
The Winter Harbor Agency, Active
0.42 ACRES
$550,000
5 Beds
4 Baths
2,634 sqft
20 Rand Lane,
Winter Harbor, ME 04693
Legacy Properties Sotheby's International Realty, Active
0.78 ACRES
$1,595,000
6 Beds
4.5 Baths
4,074 sqft
430 Main Street,
Winter Harbor, ME 04693
The Christopher Group, LLC, Active
3D VIEW
20 ACRES
$2,200,000
3 Beds
4 Baths
3,676 sqft
800 Summer Harbor Road,
Winter Harbor, ME 04693
Legacy Properties Sotheby's International Realty, Active
0.25 ACRES
$399,000
1 Bed
1 Bath
630 sqft
102 Sargent Street,
Winter Harbor, ME 04693
NextHome Experience, Active
1 ACRE
$389,000
4 Beds
2 Baths
2,248 sqft
25 Belleview Avenue,
Winter Harbor, ME 04693
Portside Real Estate Group, Active

Real Estate & Homes For Sale Near Winter Harbor, ME

We found 15 more homes matching your filters just outside Winter Harbor

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3D VIEW
$1,750,000
2 Beds
2 Baths
1,668 sqft
178 Main Street,
Gouldsboro, ME 04607
Portside Real Estate Group, Active
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0.94 ACRES
$399,000
4 Beds
1 Bath
2,300 sqft
9 Rice Road (Birch Harbor),
Birch Harbor, ME 04613
First Choice Real Estate, Active
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2.57 ACRES
$995,000
4 Beds
2 Baths
2,541 sqft
26 Boathouse Road,
Gouldsboro, ME 04607
The Christopher Group, LLC, Active
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1.51 ACRES
$189,000
2 Beds
1 Bath
1,200 sqft
747 S Gouldsboro Road,
Gouldsboro, ME 04607
NextHome Experience, Active
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7.5 ACRES
$2,950,000
3 Beds
3.5 Baths
3,123 sqft
74 Workman Road,
Gouldsboro, ME 04607
The Christopher Group, LLC, Active
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1 ACRE
$770,000
3 Beds
4 Baths
2,510 sqft
183 Lighthouse Point Road,
Prospect Harbor, ME 04669
Portside Real Estate Group, Active
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2.1 ACRES
$2,490,000
4 Beds
3 Baths
5,300 sqft
159 Main Street, Prospect Harbor,
Prospect Harbor, ME 04669
Legacy Properties Sotheby's International Realty, Active
6 ACRES
$200,000
274 W Bay Road,
Gouldsboro, ME 04607
Better Homes & Gardens Real Estate/The Masiello Group, Active
14 ACRES
$95,000
Lot 14 West Bay Road,
Gouldsboro, ME 04607
Realty of Maine, Active
0.39 ACRES
$359,900
8 Beds
5 Baths
2,600 sqft
6 Mitchell Lane,
Gouldsboro, ME 04607
Realty of Maine, Active
4.36 ACRES
$419,000
2 Beds
1.5 Baths
2,400 sqft
34 W Bay Road,
Gouldsboro, ME 04607
Realty of Maine, Active
0.8 ACRES
$598,000
5 Beds
5 Baths
2,546 sqft
465 Main Street,
Gouldsboro, ME 04607
CENTURY 21 Queen City Real Estate, Active
0.41 ACRES
$335,000
1 Bed
2 Baths
2,723 sqft
2 West Bay Road,
Gouldsboro, ME 04607
Better Homes & Gardens Real Estate/The Masiello Group, Active
3D VIEW
0.61 ACRES
$529,000
8 Beds
5 Baths
3,465 sqft
763 S Gouldsboro Road,
Gouldsboro, ME 04607
Better Homes & Gardens Real Estate/The Masiello Group, Active
1.5 ACRES
$1,750,000
2 Beds
4 Baths
4,290 sqft
131 Lighthouse Point Road,
Gouldsboro, ME 04607
LandVest, Inc., Active

Winter Harbor, ME Real Estate Trends

Learn about the Winter Harbor, ME housing market through trends and averages.

Affordability
What Locals Say

Affordability of Living in Winter Harbor, ME

The median home value is $348,014

Month	Median home value
September 2025	$332k
October 2025	$333k
November 2025	$334k
December 2025	$333k
January 2026	$333k
February 2026	$336k
March 2026	$340k
April 2026	$341k
May 2026	$341k
June 2026	$343k
July 2026	$345k
August 2026	$348k

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Trends and affordability stats are provided by third party data sources.

What Locals Say about Winter Harbor

gaia188
14y ago
"This area has it all....... If you love nature and crashing ocean look no further."
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Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443

Winter Harbor, ME Real Estate & Homes For Sale

13 homes

We found 15 more homes matching your filters just outside Winter Harbor

Winter Harbor, ME Real Estate Trends

Affordability of Living in Winter Harbor, ME

What Locals Say about Winter Harbor

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