3,612

Oakland, ME Homes

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  • /38

    $475,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    227 Tilton Point Trail, Oakland, ME 04963

    Tucked away, last camp down the trail, in the picturesque Belgrade Lakes area, this beautiful rustic camp offers a rare opportunity to embrace lakeside living with a grandfathered position just steps from the serene shores of McGraw Pond. With 215 feet of private waterfront, the camp invites you to immerse yourself in nature. The camp maintains its historic origins with original windows that tell

    Agent Photo

    Debra Cooke

    Lakehome Group Real Estate

    227 Tilton Point Trail, Oakland, ME 04963
  • /9

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    12 Oak St Unit . 2, Oakland, ME 04963

    12 Oak St Unit . 2, Oakland, ME 04963
  • /34

    $263,000

    Sold Apr 23, 2026

    25 N Greenridge Heights, Oakland, ME 04963

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 51 Days On Market

    Last Listing Agent Bart Stevens Century 21 Nason Realty

    25 N Greenridge Heights, Oakland, ME 04963
    • /34

      Est $252,046

      Not Listed For Sale

      133 Summer St, Oakland, ME 04963

      • 4 Beds
      • 1 Bath
      • 1,326 Sq Ft
      • Built 1949
      133 Summer St, Oakland, ME 04963

      Last Sold Summary

      • 4 Days On Market

  • /82

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,054 Sq Ft

    863 Kennedy Memorial Dr, Oakland, ME 04963

    Prime Spot on Kennedey Memorial drive in the heart of Oakland Retail District .Stunning ranch home with 1084 square feet that has been all remodeled in contemporary style with open concept living room-dining -and eat in kitchen. White cabinets, granite countertops with recessed lighting and molding all through out the home .Premier top of line stainless appliances with 5 burner gas stove and

    Agent Photo

    John Blouin

    LAER

    863 Kennedy Memorial Dr, Oakland, ME 04963
  • /4

    $87,900

    Sold May 01, 2026

    Lot 10 Brodies Path, Oakland, ME 04963

    • Land
    • 1.62 Acres
    • $54,259 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 272 Days On Market

    Last Listing Agent Darcy Liberty Integrity Homes Real Estate Group, PC

    Lot 10 Brodies Path, Oakland, ME 04963
    • /16

      Est $241,521

      Not Listed For Sale

      214 Fairfield St, Oakland, ME 04963

      • 3 Beds
      • 1 Bath
      • 1,524 Sq Ft
      • Built 1964
      214 Fairfield St, Oakland, ME 04963

      Last Sold Summary

      • 14 Days On Market

  • /82

    $625,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    66 Brickett Point Estates, Oakland, ME 04963

    Welcome to 66 Brickett Point Estates--an inviting four-season retreat where timeless craftsmanship lends itself to effortless lakeside living on the pristine shores of East Pond. The home has been lovingly owned by the same family since construction in 1975; with warmth, character, and quality evident at every turn. Freshly painted spaces, striking beams, pine accents, and a double-sided brick

    Agent Photo

    Sarah Allarie

    Better Homes & Gardens Real Estate/The Masiello Group

    66 Brickett Point Estates, Oakland, ME 04963
  • /50

    $305,000

    Sold Sep 08, 2025

    69 E Pond Rd, Oakland, ME 04963

    • 3 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Built 1965

    Last Sold Summary

    • 13% Below List Price
    • $239/SF
    • 29 Days On Market

    Current Estimated Value $308,077

    Last Listing Agent Lindsey Brann The Maine Real Estate Experience

    69 E Pond Rd, Oakland, ME 04963
    • /69

      Not Listed For Sale

      9 Bacon St, Oakland, ME 04963

      • 2 Beds
      • 1 Bath
      • 1,502 Sq Ft
      • Built 1981
      9 Bacon St, Oakland, ME 04963

      Last Sold Summary

      • 3 Days On Market

  • /10

    $179,000

    • Land
    • 10,454 Sq Ft
    • $745,833 per Acre

    106 Pinewoods Trail, Oakland, ME 04963

    Enjoy lakeside living at this peaceful McGrath Pond retreat! With 85 feet of owned, south-facing water frontage, this lot is perfect for seasonal enjoyment. The property features electrical power on site and a large shed that can be expanded up to 30% to create a cozy cottage. Currently used for RV camping, it offers easy access to swimming, kayaking, and boating all summer long. In winter, enjoy

    Agent Photo

    Jeffrey Jolicoeur

    EXP Realty

    106 Pinewoods Trail, Oakland, ME 04963
  • /19

    $549,000

    Sold Oct 14, 2025

    528 Brickett Point Estates, Oakland, ME 04963

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Built 1976

    Last Sold Summary

    • $915/SF
    • 1 Day On Market

    Current Estimated Value $513,720

    Last Listing Agent Maura Gammans Better Homes & Gardens Real Estate/The Masiello Group

    528 Brickett Point Estates, Oakland, ME 04963
    • /149

      Est $541,322

      Not Listed For Sale

      23 Libby Hill Rd, Oakland, ME 04963

      • 4 Beds
      • 4 Baths
      • 3,500 Sq Ft
      • Built 1847
      23 Libby Hill Rd, Oakland, ME 04963

      Last Sold Summary

      • 37 Days On Market

  • /29

    $379,500

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,722 Sq Ft

    130 Middle Rd, Oakland, ME 04963

    Tucked on 2.4 private acres, this 1,700+ sq ft home delivers the lifestyle you've been waiting for. Wide pine floors and a modern white kitchen with center island set the tone inside, while the real story unfolds outdoors, a spacious deck, stunning stone patio, and saltwater hot tub make every evening worth slowing down for. A chicken coop and room to roam round out the property for those craving

    Agent Photo

    Jeffrey Jolicoeur

    EXP Realty

    130 Middle Rd, Oakland, ME 04963
  • /35

    $474,900

    Sold Dec 29, 2025

    81 Mary Ln, Oakland, ME 04963

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $264/SF
    • 65 Days On Market

    Current Estimated Value $470,698

    Last Listing Agent Adam Sesin Real Broker

    81 Mary Ln, Oakland, ME 04963
    • /59

      Est $285,988

      Not Listed For Sale

      12 Hilltop Dr, Oakland, ME 04963

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft
      • Built 2006
      12 Hilltop Dr, Oakland, ME 04963

      Last Sold Summary

      • 142 Days On Market

  • /49

    $295,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,781 Sq Ft

    49 Mary Ln, Oakland, ME 04963

    Spacious and well cared for, this inviting home offers the perfect blend of comfort, recent updates, and opportunity to make it your own while building equity. Tucked away in a neighborhood setting just moments from the Messalonskee School District and the beautiful Belgrade Lakes Region, enjoy a peaceful setting while staying close to local amenities and recreation. The main level offers easy

    Holly Hacskaylo Portside Real Estate Group

    49 Mary Ln, Oakland, ME 04963
  • /16

    $250,000

    Sold Jan 02, 2026

    30 S Gage Rd, Oakland, ME 04963

    • 3 Beds
    • 1 Bath
    • 984 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Above List Price
    • $254/SF
    • 4 Days On Market

    Current Estimated Value $256,340

    Last Listing Agent Alisha Gillespie Coldwell Banker Plourde Real Estate

    30 S Gage Rd, Oakland, ME 04963
    • /29

      Est $245,487

      Not Listed For Sale

      166 Brickett Point Estates, Oakland, ME 04963

      • 2 Beds
      • 1 Bath
      • 616 Sq Ft
      • Built 2006
      166 Brickett Point Estates, Oakland, ME 04963

      Last Sold Summary

      • 0 Days On Market

  • /31

    $604,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,299 Sq Ft

    8 Wedgewood Dr, Oakland, ME 04963

    Welcome to 8 Wedgewood Dr -- a peaceful retreat offering privacy, comfort, and shared access to beautiful East Pond. Nestled in a quiet neighborhood, this dreamy 3-bedroom, 2.5-bath home combines modern conveniences with inviting living spaces and the beauty of nature. The thoughtfully designed kitchen features stainless steel appliances, granite countertops, and abundant cabinet space, making it

    Amy Wastella Your Home Sold Guaranteed Realty

    8 Wedgewood Dr, Oakland, ME 04963
  • /6

    $99,900

    Sold Mar 26, 2026

    Lot 8 Brodies Path, Oakland, ME 04963

    • Land
    • 1.76 Acres
    • $56,761 per Acre

    Last Sold Summary

    • 18% Above List Price
    • 233 Days On Market

    Last Listing Agent Darcy Liberty Integrity Homes Real Estate Group, PC

    Lot 8 Brodies Path, Oakland, ME 04963
    • /41

      Est $256,181

      Not Listed For Sale

      414 Brickett Point Estates, Oakland, ME 04963

      • 2 Beds
      • 1 Bath
      • 744 Sq Ft
      • Built 1960
      414 Brickett Point Estates, Oakland, ME 04963

      Last Sold Summary

      • 116 Days On Market

  • /48

    $250,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    269 Summer St, Oakland, ME 04963

    ONLINE VIRTUAL TOUR AVAILABLEOPEN HOUSE SUN. 4/19 @1PM to 2PMOFFER DEADLINE MON. 4/20 @9PM Tucked away on a private lot just minutes from downtown Oakland, this well-maintained 3-bedroom, 2-bathroom double-wide offers the perfect balance of convenience and tranquility. Step inside to a bright, open-concept living and dining area filled with natural light--ideal for both everyday living

    Nicholas Corrow Real Broker

    269 Summer St, Oakland, ME 04963
  • /46

    $475,000

    Sold Mar 09, 2026

    41 Village Green Cir, Oakland, ME 04963

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2025

    Last Sold Summary

    • $279/SF
    • 0 Days On Market

    Last Listing Agent Jordan Stolt Summit Real Estate

    41 Village Green Cir, Oakland, ME 04963
    • /6

      Est $366,140

      Not Listed For Sale

      509 Brickett Point Estates, Oakland, ME 04963

      • 2 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1964
      509 Brickett Point Estates, Oakland, ME 04963

      Last Sold Summary

  • /41

    $525,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    226 Mallard Ln, Oakland, ME 04963

    One of a kind, beautiful cottage on desirable Messalonskee Lake, built in 1990! Located right on the water on a lovely rare to find 1.33+/- acre lot! Features an open floor plan, separate dining area, vaulted ceilings & knotty pine interior. First floor primary bedroom plus a modern bathroom and a second floor spacious loft bedroom for guests. Living room with wood stove plus cottage has electric

    Kim Moxcey Century 21 Nason Realty

    226 Mallard Ln, Oakland, ME 04963
  • /47

    $355,000

    Sold Sep 19, 2025

    37 Gagnon Rd, Oakland, ME 04963

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Above List Price
    • $226/SF
    • 2 Days On Market

    Current Estimated Value $355,690

    Last Listing Agent Darcy Liberty Integrity Homes Real Estate Group, PC

    37 Gagnon Rd, Oakland, ME 04963
    • /108

      Est $851,257

      Not Listed For Sale

      30 Perry Trail, Oakland, ME 04963

      • 4 Beds
      • 4.5 Baths
      • 3,386 Sq Ft
      • Built 2003
      30 Perry Trail, Oakland, ME 04963

      Last Sold Summary

      • 3 Days On Market

  • /27

    $445,000

    $30K PRICE DROP
    • Land
    • 7 Acres
    • $63,571 per Acre

    52 Blake Island, Oakland, ME 04963

    Blake Island on Messalonskee Lake offers a rare and extraordinary opportunity to own a private seven-acre wooded sanctuary equipped with modern infrastructure. Already prepared for your vision, the island features an underwater electric power cable, a dug well, and two septic systems, making it ready for a dream cottage or a refined seasonal camp. A scenic perimeter trail system provides a

    Stephanie Yeaton Gardner Portside Real Estate Group

    52 Blake Island, Oakland, ME 04963
  • /34

    $150,000

    Sold Oct 22, 2025

    103 S Alpine St, Oakland, ME 04963

    • 3 Beds
    • 1.5 Baths
    • 1,348 Sq Ft
    • Built 1907

    Last Sold Summary

    • 25% Below List Price
    • $111/SF
    • 151 Days On Market

    Current Estimated Value $156,827

    Last Listing Agent Kimberly Granholm LAER

    103 S Alpine St, Oakland, ME 04963
    • /18

      Est $403,480

      Not Listed For Sale

      117 Tranquility Trail, Oakland, ME 04963

      • 2 Beds
      • 1 Bath
      • 616 Sq Ft
      • Built 1960
      117 Tranquility Trail, Oakland, ME 04963

      Last Sold Summary

      • 4 Days On Market

  • /4

    $594,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    15 Autumn Ln, Oakland, ME 04963

    Skip the construction loan and step into a beautifully designed new construction Colonial offering approximately 1,870± square feet of thoughtfully crafted living space. This 4-bedroom, 2.5-bath home blends timeless style with modern functionality, creating the perfect space for everyday living and entertaining. The first floor features a spacious open-concept kitchen and living area centered

    Anna Boucher Summit Real Estate

    15 Autumn Ln, Oakland, ME 04963
  • /78

    $1,825,000

    Sold Nov 25, 2025

    325 Mountain Dr, Oakland, ME 04963

    • 4 Beds
    • 4 Baths
    • 3,213 Sq Ft
    • Built 2004

    Last Sold Summary

    • $568/SF
    • 3 Days On Market

    Current Estimated Value $1,796,760

    Last Listing Agent Stephanie Yeaton Gardner Portside Real Estate Group

    325 Mountain Dr, Oakland, ME 04963
    • /37

      Est $226,046

      Not Listed For Sale

      12 Madeline Dr, Oakland, ME 04963

      • 3 Beds
      • 1.5 Baths
      • 980 Sq Ft
      • Built 1995
      12 Madeline Dr, Oakland, ME 04963

      Last Sold Summary

      • 5 Days On Market

  • /36

    $139,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    43 Fairfield St, Oakland, ME 04963

    Have you been looking for an affordable home where you can put in some work and build instant equity? If so, this could be the opportunity you have been waiting for. Step inside to a small entry area that leads into a spacious sitting room, the perfect place to relax after a long day. Off the sitting room is a first floor bedroom with an attached half bath, along with a family room that could

    Corey Lee Real Broker

    43 Fairfield St, Oakland, ME 04963
  • /45

    $368,000

    Sold Mar 27, 2026

    18 Mayland St, Oakland, ME 04963

    • 4 Beds
    • 4.5 Baths
    • 3,102 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Below List Price
    • $119/SF
    • 36 Days On Market

    Current Estimated Value $361,869

    Last Listing Agent Rebecca Tibbetts Coldwell Banker Plourde Real Estate

    18 Mayland St, Oakland, ME 04963
    • /17

      Est $214,291

      Not Listed For Sale

      95 Fairfield St, Oakland, ME 04963

      • 2 Beds
      • 1 Bath
      • 1,156 Sq Ft
      • Built 1947
      95 Fairfield St, Oakland, ME 04963

      Last Sold Summary

      • 27 Days On Market

  • /53

    $365,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,960 Sq Ft

    304 Rocky Shore Ln, Oakland, ME 04963

    Have you been looking for a turnkey 4 bedroom home in a desirable area? If so, this could be the one you've been waiting for. Walking inside, you'll be welcomed by a spacious entryway perfect for coats, shoes, and extra storage, with direct access to the attached garage featuring high ceilings and plenty of room for vehicles, tools, or recreational equipment. Heading into the home, you'll find a

    Corey Lee Real Broker

    304 Rocky Shore Ln, Oakland, ME 04963
  • /39

    $350,000

    Sold Aug 11, 2025

    428 Trafton Rd, Oakland, ME 04963

    • 4 Beds
    • 1 Bath
    • 1,664 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Above List Price
    • $210/SF
    • 2 Days On Market

    Current Estimated Value $352,873

    Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

    428 Trafton Rd, Oakland, ME 04963
    • /19

      Est $190,713

      Not Listed For Sale

      23 Water St, Oakland, ME 04963

      • 5 Beds
      • 2 Baths
      • 1,808 Sq Ft
      • Built 1920
      23 Water St, Oakland, ME 04963

      Last Sold Summary

      • 22 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$429,900
Median 2 Bedroom Sale Price
$423,777
Average Price Per Sq Ft
$275
Number of Homes for Sale
25
Last 12 months Home Sales
63
Months of Supply
4.80
Median List Price
$425,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
8%
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