Winter Harbor, ME

MLS - Better Homes and Gardens Real Estate - The Masiello Group

9Results

View all of the current listings for sale below. Contact Better Homes & Gardens Real Estate The Masiello Group to learn more about a property or to schedule a showing. Tip! Create an account to save your favorite listings and be notified when similar properties hit the market. 

Newest
New Listing
161 Birch Harbor Road Winter Harbor ME 04693

$485,000

Winter Harbor, ME

161 Birch Harbor Road

  • 3 Beds
  • 2 Baths
  • 7.92 Acres
  • 1,680 SqFt
  • 2 Days on Market
MLS#: 1670119
New Listing

$1,595,000

Winter Harbor, ME

430 Main Street

  • 6 Beds
  • 5 Baths
  • 0.78 Acres
  • 4,074 SqFt
  • 30 Days on Market
MLS#: 1665816

$2,495,000

Winter Harbor, ME

139 Spruce Lane

  • 3 Beds
  • 3 Baths
  • 2.2 Acres
  • 3,231 SqFt
  • 31 Days on Market
MLS#: 1665441

$2,400,000

Winter Harbor, ME

800 Summer Harbor Road

  • 3 Beds
  • 4 Baths
  • 20 Acres
  • 3,676 SqFt
  • 34 Days on Market
MLS#: 1664876

$489,000

Winter Harbor, ME

56 Jordan Harbor Road

  • Land
  • 2.6 Acres
  • 48 Days on Market
MLS#: 1659967

$1,350,000

Winter Harbor, ME

29 Loons Call

  • 4 Beds
  • 4 Baths
  • 2.3 Acres
  • 3,250 SqFt
  • 51 Days on Market
MLS#: 1662285

$375,000

Winter Harbor, ME

112 Hillcrest Drive

  • 3 Beds
  • 1 Bath
  • 2.3 Acres
  • 2,451 SqFt
  • 65 Days on Market
MLS#: 1660080

$439,000

Winter Harbor, ME

102 Sargent Street

  • 1 Bed
  • 1 Bath
  • 0.25 Acres
  • 630 SqFt
  • 65 Days on Market
MLS#: 1660023

$389,000

Winter Harbor, ME

25 Belleview Avenue

  • 4 Beds
  • 2 Baths
  • 1 Acre
  • 2,248 SqFt
  • 214 Days on Market
MLS#: 1644856

Listing data is derived in whole or in part from the Maine IDX 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 opportunity housing logo   Privacy Policy

Better Homes and Gardens Real Estate The Masiello Group participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.