Oakland, ME Homes

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  /10

  $179,000

  • Land
  • 0.24 Acre
  • $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

  

  Jeffrey Jolicoeur

  EXP Realty

  (207) 220-3880

  

  106 Pinewoods Trail, Oakland, ME 04963
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  /21

  $1,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft
  • Condo for Rent

  125 High St Unit B, Oakland, ME 04963

  Bright, modern 2-bedroom, 1 bath home built in 2019, offering clean finishes and comfortable living in a newer space. Enjoy energy-edficient heated floors, abundant natural light, and a paved driveway for convenient parking. Perfect for anyone seeking cozy, low-maintnence rental in a newer property. Conveniently located near i95 and Waterville, making commuting easy.

  125 High St Unit B, Oakland, ME 04963
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  /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 $298,520

  Last Listing Agent Lindsey Brann The Maine Real Estate Experience

  

  69 E Pond Rd, Oakland, ME 04963
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  /34

  Est $266,775 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% Above List Price
  • $194/SF
  • 4 Days On Market

  Last Sold Price $257,500

  Last Listing Agent Julie Tinsman Brookewood Realty
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  /84

  $659,000 Pending

  • 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

  

  Sarah Allarie

  Better Homes & Gardens Real Estate/The Masiello Group

  (207) 515-8594

  

  66 Brickett Point Estates, Oakland, ME 04963
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  /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 $513,837

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

  

  528 Brickett Point Estates, Oakland, ME 04963
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  /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

  • $193/SF
  • 3 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Brian Rizzo Rizzo Mattson
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  /2

  $425,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  Lot 13 Jacques Ln, Oakland, ME 04963

  To be built 3 bed/2 bath home in Oakland! Looking for a new construction? Here's your chance! Breaking ground soon. One floor living. Farmers porch in the front will be roughly 48x6. 26x30 attached garage. No appliances included, but can be negotiated. Contact us today for more information. This could be your new home!

  Heidi Witham Hoang Realty

  

  Lot 13 Jacques Ln, Oakland, ME 04963
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  /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 $461,520

  Last Listing Agent Adam Sesin Real Broker

  

  81 Mary Ln, Oakland, ME 04963
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  /149

  Est $546,339 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

  • 7% Below List Price
  • $169/SF
  • 37 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Sara Mosher Lakehome Group Real Estate
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  /44

  $399,900 Open House 4/11

  • 5 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  88 County Rd, Oakland, ME 04963

  Set along the peaceful banks of Messalonskee Stream, this move-in ready ranch offers the kind of space and setting that's hard to find. With 5 bedrooms and 2.5 bathrooms across 2,460 square feet, there's room here to grow, gather, and truly feel at home. Inside, you'll find a bright, open layout designed for connection--where the kitchen flows easily into the main living space, and natural light

  Sara Cheetham The Maine Real Estate Experience

  

  88 County Rd, Oakland, ME 04963
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  /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 $249,972

  Last Listing Agent Alisha Gillespie Coldwell Banker Plourde Real Estate

  

  30 S Gage Rd, Oakland, ME 04963
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  /59

  Est $282,847 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

  • 3% Above List Price
  • $158/SF
  • 142 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Jill Huard Summit Real Estate
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  /6

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  20 E Side Trail, Oakland, ME 04963

  **INCLUDES ATTACHED 2-CAR GARAGE AND BREEZEWAY** OTHER LOTS AVAILABLE for other house plans Welcome to this thoughtfully designed new construction home in Oakland, Maine. This modern layout features three spacious bedrooms upstairs, while the lower level includes a flexible fourth bedroom or the perfect space for a home office or studio. The walkout basement offers even more potential for

  Katherine Az Ashley Lutkoff Signature Homes Real Estate Group, LLC

  

  20 E Side Trail, Oakland, ME 04963
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  /22

  $180,000 Sold Apr 03, 2025

  469 Oak St, Oakland, ME 04963

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 7 Days On Market

  Current Estimated Value $184,701

  Last Listing Agent Johnny Swan Brookewood Realty

  

  469 Oak St, Oakland, ME 04963
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  /29

  Est $253,931 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

  • 8% Above List Price
  • $381/SF
  • 0 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Ellen Wells Coldwell Banker Plourde Real Estate
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  /2

  $445,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  11 Jacques Ln, Oakland, ME 04963

  New construction! Build in process, get under contract in time to make some interior choices! Be the first to live in this new 3 bedroom, 2 bathroom ranch with open concept kitchen/living/dining room, radiant heat and attached heated 2 car garage! In a desirable location close to in town amenities, Waterville Country Club, lakes and I-95 for an easy commute for work and play! Taxes are for the

  Tina Clifford Coldwell Banker Plourde Real Estate

  

  11 Jacques Ln, Oakland, ME 04963
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  /40

  $385,000 Sold May 14, 2025

  372 Belgrade Rd, Oakland, ME 04963

  • 3 Beds
  • 2 Baths
  • 1,837 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 20 Days On Market

  Current Estimated Value $371,157

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

  

  372 Belgrade Rd, Oakland, ME 04963
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  /41

  Est $265,907 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

  • 9% Above List Price
  • $329/SF
  • 116 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Katie Parish Portside Real Estate Group
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  /57

  $475,000 Pending

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

  7 Village Green Cir, Oakland, ME 04963

  Brand New Construction by JW Development - Oakland, Maine Welcome to Village Green Circle, a beautiful new neighborhood just steps from the Waterville Country Club. This 3-bedroom, 2-bath ranch offers the perfect blend of modern comfort and timeless design. Built by JW Development, this home sits on 0.46 acres and features quality craftsmanship throughout. Step inside to an open-concept living

  Jordan Stolt Summit Real Estate

  

  7 Village Green Cir, Oakland, ME 04963
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  /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
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  /108

  Est $896,718 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

  • 12% Above List Price
  • $236/SF
  • 3 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Stephanie Yeaton Gardner Portside Real Estate Group
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  /52

  $499,900

  • 6 Beds
  • 3.5 Baths
  • 3,413 Sq Ft

  18 Belgrade Rd, Oakland, ME 04963

  This spacious 5 or 6-bedroom, 3.5-bath farmhouse is located on the shores of Messalonskee Lake and offers a rare combination of waterfront living and investment potential. Currently used as an Airbnb, this well-maintained property provides an excellent opportunity for those seeking a primary residence, a seasonal retreat, or a turnkey short-term rental business. The home features multiple levels

  Francois Rodrigue Keller Williams Realty

  

  18 Belgrade Rd, Oakland, ME 04963
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  /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
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  /37

  Est $235,169 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

  • 2% Above List Price
  • $235/SF
  • 5 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Deborah Sanborn Keller Williams Realty
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  /37

  $819,900

  • 2 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  223 Camp Tracy Meadows, Oakland, ME 04963

  Welcome to lakefront living on beautiful McGrath Pond! This 2003-built home offers 80' of flat, usable waterfront, perfect for swimming, kayaking, and relaxing at theshoreline. With 2,130 sq. ft., 2 bedrooms, and 1.5 baths, the home features a newly finished walk-out basement that leads directly to the water's edge. New standing seam metal roof in 2020 . Radiant heat, generator hookup, Great

  Michael Bard Coldwell Banker Plourde Real Estate

  

  223 Camp Tracy Meadows, Oakland, ME 04963
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  /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 $345,270

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

  

  37 Gagnon Rd, Oakland, ME 04963
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  /17

  Est $225,829 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

  • 2% Above List Price
  • $192/SF
  • 27 Days On Market

  Last Sold Price $222,000

  Last Listing Agent Maryanne Barrows Keller Williams Realty
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  /33

  $499,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  Lot 11 McGrath Pond Loop Rd, Belgrade, ME 04917

  Welcome to this stunning, custom-built ranch offering the perfect combination of comfort, style, & efficiency. Set on a 1.05 acre lot, this thoughtfully designed home features three bedrooms & two full bathrooms, with a modern open-concept layout that is sure to impress. Step inside & be greeted by soaring cathedral ceilings in the spacious kitchen, living, & dining area. A gas fireplace adds

  Johnny Swan Brookewood Realty

  

  Lot 11 McGrath Pond Loop Rd, Belgrade, ME 04917
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  /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 $163,045

  Last Listing Agent Kimberly Granholm LAER

  

  103 S Alpine St, Oakland, ME 04963
• 

  

  /19

  Est $181,364 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

  • 30% Above List Price
  • $77/SF
  • 22 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Jessica Smart Pouliot Real Estate
• 

  

  /50

  $545,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  11 Village Green Cir, Oakland, ME 04963

  Welcome to another exceptional home by JW Development, perfectly situated in one of Oakland's most desirable neighborhoods—just moments from the fairways of the Waterville Country Club. This stunning two-story home offers 3 bedrooms and 2.5 bathrooms with a thoughtfully designed open-concept layout that blends style and functionality. The custom kitchen serves as the heart of the home, featuring

  Jordan Stolt Summit Real Estate

  

  11 Village Green Cir, 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 $1,840,190

  Last Listing Agent Stephanie Yeaton Gardner Portside Real Estate Group

  

  325 Mountain Dr, Oakland, ME 04963
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  /84

  Not Listed For Sale

  34 Main St, Oakland, ME 04963

  • 10 Beds
  • 8 Baths
  • 2,028 Sq Ft
  • Built 1900

  

  34 Main St, Oakland, ME 04963

  Last Sold Summary

  • 31% Below List Price
  • $136/SF
  • 4 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Jill Mayhew ERA Dawson-Bradford Co.
• 

  /2

  $445,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  12 Jacques Ln, Oakland, ME 04963

  New construction! Build in process, get under contract in time to make some interior choices! Be the first to live in this new 3 bedroom, 2 bathroom ranch with open concept kitchen/living/dining room, radiant heat and attached heated 2 car garage! In a desirable location close to in town amenities, Waterville Country Club, lakes and I-95 for an easy commute for work and play! Taxes are for the

  Tina Clifford Coldwell Banker Plourde Real Estate

  

  12 Jacques Ln, 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 $384,805

  Last Listing Agent Rebecca Tibbetts Coldwell Banker Plourde Real Estate

  

  18 Mayland St, Oakland, ME 04963
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  /8

  Est $446,593 Not Listed For Sale

  40 Main St, Oakland, ME 04963

  • 10 Beds
  • 6 Baths
  • 5,087 Sq Ft
  • Built 1900

  

  40 Main St, Oakland, ME 04963

  Last Sold Summary

  • 2% Above List Price
  • $86/SF
  • 11 Days On Market

  Last Sold Price $438,000

  Last Listing Agent Dana Michaud Coldwell Banker Plourde Real Estate
• 

  

  /34

  $262,900 Pending

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

  25 N Greenridge Heights, Oakland, ME 04963

  PUBLIC OPEN HOUSE, SATURDAY, FEBRUARY 7TH FROM 10:00 - 11:30 am. Welcome to 25 N. Greenridge Heights! A beautiful one-owner home in mint condition. Three bedrooms and two full baths, cathedral ceilings, a gorgeous fully-applianced kitchen with an absolutely incredible walk-in pantry. Modern comfort in a relaxed environment. Level, well-landscaped yard. A beautiful and functional covered patio

  Bart Stevens Century 21 Nason Realty

  

  25 N Greenridge Heights, Oakland, ME 04963
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  /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 $339,909

  Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

  

  428 Trafton Rd, Oakland, ME 04963
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  /58

  Est $417,005 Not Listed For Sale

  111 S Alpine St, Oakland, ME 04963

  • 11 Beds
  • 3 Baths
  • 3,658 Sq Ft
  • Built 1900

  

  111 S Alpine St, Oakland, ME 04963

  Last Sold Summary

  • 2% Below List Price
  • $116/SF
  • 61 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Corey Lee Real Broker

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