Orland, ME Homes

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  /25

  $464,200 Sold Oct 20, 2025

  53 Winkumpaugh Rd, Orland, ME 04472

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $240/SF
  • 40 Days On Market

  Last Listing Agent George MacLeod Maine Real Estate Brokerage

  

  53 Winkumpaugh Rd, Orland, ME 04472
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  /53

  Est $339,175 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  79 Powers Drive Ln, Orland, ME 04472

  

  79 Powers Drive Ln, Orland, ME 04472
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  /35

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  Unlisted Address

  This secluded and peaceful antique New England cape style home sits on the banks of the Eastern Channel of the Penobscot River, overlooking fields to the waters edge. With westerly views of the river you will experience the serenity of the beautiful sunsets. This historic 3 bedroom, 2.5 bath has been in the same family for over 50 years and used as a summer cottage. This estate offers a pastoral

  Joseph Wardwell The Christopher Group, LLC

  

  Unlisted Address
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  /28

  $265,000 Sold Nov 24, 2025

  29 Fish Point Rd, Orland, ME 04472

  • 3 Beds
  • 1 Bath
  • 2,012 Sq Ft
  • Built 1880

  Last Sold Summary

  • 20% Below List Price
  • $132/SF
  • 140 Days On Market

  Last Listing Agent George MacLeod Maine Real Estate Brokerage

  

  29 Fish Point Rd, Orland, ME 04472
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  /5

  Not Listed For Sale

  Map6 Lot 2 Gilpin Rd, Orland, ME 04472

  

  Map6 Lot 2 Gilpin Rd, Orland, ME 04472
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  /2

  $7,030 Sold Aug 07, 2025

  81 Oak Hill Rd, Orland, ME 04472

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft

  Last Sold Summary

  • 82% Below List Price
  • $7/SF
  • 8 Days On Market

  Current Estimated Value $40,000

  Last Listing Agent Kyle Mcgeechan Two Rivers Realty, LLC

  

  81 Oak Hill Rd, Orland, ME 04472
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  /9

  Not Listed For Sale

  Lot 7 Winkumpaugh Corners, Orland, ME 04472

  

  Lot 7 Winkumpaugh Corners, Orland, ME 04472
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  /69

  $352,000 Sold Jul 23, 2025

  279 Back Ridge Rd, Orland, ME 04472

  • 1 Bed
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Above List Price
  • $168/SF
  • 8 Days On Market

  Current Estimated Value $361,033

  Last Listing Agent Brandon Howland Real Broker

  

  279 Back Ridge Rd, Orland, ME 04472
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  /14

  Est $230,878 Not Listed For Sale

  • 2 Beds
  • 560 Sq Ft

  112 Hartview Cir, Orland, ME 04472

  

  112 Hartview Cir, Orland, ME 04472
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  /33

  $357,000 Sold Jul 31, 2025

  232 Castine Rd, Orland, ME 04472

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $212/SF
  • 39 Days On Market

  Current Estimated Value $366,291

  Last Listing Agent Margaret Tinker-Wadsworth Lone Pine Real Estate Company

  

  232 Castine Rd, Orland, ME 04472
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  /10

  Not Listed For Sale

  28 Cottage Ln, Orland, ME 04472

  

  28 Cottage Ln, Orland, ME 04472
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  /24

  $165,000 Sold May 20, 2025

  148 Castine Rd, Orland, ME 04472

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 1830

  Last Sold Summary

  • 28% Below List Price
  • $108/SF
  • 29 Days On Market

  Current Estimated Value $177,077

  Last Listing Agent Mark Eastman Ocean's Edge Realty LLC

  

  148 Castine Rd, Orland, ME 04472
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  /81

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,790 Sq Ft

  123 Narrows Way, Orland, ME 04472

  

  123 Narrows Way, Orland, ME 04472
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  /40

  $185,000 Sold Jun 18, 2025

  1596 Bald Mountain Rd, Orland, ME 04472

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Above List Price
  • $119/SF
  • 8 Days On Market

  Current Estimated Value $190,088

  Last Listing Agent Carolyn Fish NextHome Experience

  

  1596 Bald Mountain Rd, Orland, ME 04472
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  /50

  Est $359,097 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  28 Cross Rd, Orland, ME 04472

  

  28 Cross Rd, Orland, ME 04472
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  /96

  $447,000 Sold Sep 19, 2025

  21 Heritage Ln, Orland, ME 04472

  • 3 Beds
  • 2.5 Baths
  • 2,392 Sq Ft
  • Built 1996

  Last Sold Summary

  • 19% Below List Price
  • $187/SF
  • 28 Days On Market

  Current Estimated Value $479,247

  Last Listing Agent Mark Eastman Ocean's Edge Realty LLC

  

  21 Heritage Ln, Orland, ME 04472
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  /19

  Est $229,356 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 1,542 Sq Ft

  25 Old County Rd, Orland, ME 04472

  

  25 Old County Rd, Orland, ME 04472
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  /27

  $420,000 Sold Dec 08, 2025

  17 Birch Heights, Orland, ME 04472

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $328/SF
  • 28 Days On Market

  Last Listing Agent Meredith Townsend First Light Realty

  

  17 Birch Heights, Orland, ME 04472
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  /26

  Not Listed For Sale

  Lot 7-4 Happytown Rd, Orland, ME 04472

  

  Lot 7-4 Happytown Rd, Orland, ME 04472
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  /30

  $43,000 Sold May 05, 2025

  322 Surry Rd, Orland, ME 04472

  • Land
  • 1.85 Acres
  • $23,243 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 1 Day On Market

  Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

  

  322 Surry Rd, Orland, ME 04472
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  /61

  Est $467,971 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  5 Pond Shore Way, Orland, ME 04472

  

  5 Pond Shore Way, Orland, ME 04472
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  /22

  $335,000 Sold Feb 14, 2025

  1 Gully Brook Ln, Holden, ME 04429

  • 3 Beds
  • 1.5 Baths
  • 1,275 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 58 Days On Market

  Last Listing Agent Damon Holmes Two Rivers Realty, LLC

  

  1 Gully Brook Ln, Holden, ME 04429
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  /37

  Est $422,666 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  63 Short Point Way, Orland, ME 04472

  

  63 Short Point Way, Orland, ME 04472
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  /20

  $109,000 Sold May 23, 2025

  Map5 Lot89 Leaches Point Rd, Orland, ME 04472

  • Land
  • 4 Acres
  • $27,250 per Acre

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Joseph Wardwell The Christopher Group, LLC

  

  Map5 Lot89 Leaches Point Rd, Orland, ME 04472
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  /21

  Not Listed For Sale

  TBD Wedge Heights, Orland, ME 04472

  

  TBD Wedge Heights, Orland, ME 04472
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  /11

  $240,000 Sold Aug 28, 2025

  0 Acadia Hwy, Orland, ME 04472

  • Land
  • 3.5 Acres
  • $68,571 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 43 Days On Market

  Last Listing Agent Steve Shelton Better Homes & Gardens Real Estate/The Masiello Group

  

  0 Acadia Hwy, Orland, ME 04472
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  /11

  Est $61,295 Not Listed For Sale

  69 Gilpin Rd, Orland, ME 04472

  

  69 Gilpin Rd, Orland, ME 04472
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  /51

  $495,000 Sold Feb 21, 2025

  87 E Toddy Way, Orland, ME 04472

  • 3 Beds
  • 1.5 Baths
  • 937 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $528/SF
  • 65 Days On Market

  Current Estimated Value $519,682

  Last Listing Agent Chris Rowell EXP Realty

  

  87 E Toddy Way, Orland, ME 04472
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  /17

  Est $238,883 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 324 Sq Ft

  170 Tall Pines Rd, Orland, ME 04472

  

  170 Tall Pines Rd, Orland, ME 04472
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  /6

  $88,000 Sold Jul 08, 2025

  29 Elijah Ln, Orland, ME 04472

  • Land
  • 3.6 Acres
  • $24,444 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 260 Days On Market

  Last Listing Agent Daniel Burpee Two Rivers Realty, LLC

  

  29 Elijah Ln, Orland, ME 04472
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  /40

  Est $833,886 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,544 Sq Ft

  17 Evergreen Way, Orland, ME 04472

  

  17 Evergreen Way, Orland, ME 04472
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  /2

  $6,550 Sold Aug 07, 2025

  73 Oak Hill Rd, Orland, ME 04472

  • 1 Bed
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1970

  Last Sold Summary

  • 88% Below List Price
  • $5/SF
  • 8 Days On Market

  Last Listing Agent Kyle Mcgeechan Two Rivers Realty, LLC

  

  73 Oak Hill Rd, Orland, ME 04472
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  /14

  Not Listed For Sale

  Lot 53 Castine Rd, Orland, ME 04472

  

  Lot 53 Castine Rd, Orland, ME 04472
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  /8

  $65,000 Sold May 30, 2025

  Map8Lot30 Walker Heights, Orland, ME 04472

  • Land
  • 5.15 Acres
  • $12,621 per Acre

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Kyle Mcgeechan Two Rivers Realty, LLC

  

  Map8Lot30 Walker Heights, Orland, ME 04472
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  /10

  Est $285,811 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  99 Oak Hill Rd, Orland, ME 04472

  

  99 Oak Hill Rd, Orland, ME 04472
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  /5

  $5,000 Sold Jun 12, 2025

  140 Gray Meadow Rd, Orland, ME 04472

  • Land
  • 0.38 Acre
  • $13,158 per Acre

  Last Sold Summary

  • 77% Below List Price
  • 6 Days On Market

  Current Estimated Value $206,000

  Last Listing Agent Kyle Mcgeechan Two Rivers Realty, LLC

  

  140 Gray Meadow Rd, Orland, ME 04472
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  /16

  Not Listed For Sale

  Lot 46 Dodge Hill Rd, Orland, ME 04472

  

  Lot 46 Dodge Hill Rd, Orland, ME 04472
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  /57

  $365,000 Sold Apr 16, 2025

  211 Upper Falls Rd, Orland, ME 04472

  • 4 Beds
  • 2 Baths
  • 2,245 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Above List Price
  • $163/SF
  • 2 Days On Market

  Current Estimated Value $372,504

  Last Listing Agent Jennifer Guay Over the Bridge & Beyond Realty

  

  211 Upper Falls Rd, Orland, ME 04472
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  /20

  Est $308,535 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,456 Sq Ft

  871 Castine Rd, Orland, ME 04472

  

  871 Castine Rd, Orland, ME 04472
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  /7

  $120,000 Sold Dec 19, 2025

  7 Grande View Rd, Orland, ME 04472

  • Land
  • 20 Acres
  • $6,000 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 154 Days On Market

  Last Listing Agent Susan Girouard L&S Realty

  

  7 Grande View Rd, Orland, ME 04472

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