15

Guilford, ME Homes for Sale with Acreage

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  • /5

    $45,000

    • Land
    • 5 Acres
    • $9,000 per Acre

    77 Orchard Rd, Guilford, ME 04443

    Discover the perfect blend of privacy and convenience with this surveyed 5-acre wooded parcel. Tucked away in a peaceful rural setting just minutes from town, this property is an excellent spot to build your home, camp, or weekend getaway. Surrounded by Maine's natural beauty and abundant wildlife, it's ideal for hunting, hiking, and year-round outdoor recreation while remaining close to everyday

    Agent Photo

    Griffin Loomis

    Mallett Real Estate, LLC

    77 Orchard Rd, Guilford, ME 04443
  • /49

    $810,000

    $65K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    382 Water St, Guilford, ME 04443

    Fantastic opportunity for a family compound (With possibility of expansion). Welcome to the Covered Bridge, a turn-key versatile property encompassing a charming 3-bedroom, 2-bath single-family home with an attached office space, a fully equipped yet vacant restaurant primed for revival, and a thriving 10-unit motel--all set amidst 70 sprawling acres, including 0.6 acres of waterfront along the

    Agent Photo

    Griffin Loomis

    Mallett Real Estate, LLC

    382 Water St, Guilford, ME 04443
  • /85

    $389,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    7 Hilltop Rd, Guilford, ME 04443

    Welcome to 7 Hill Top Road in Guilford, Maine--where springtime truly shines. Set on 5 picturesque acres, this beautifully crafted property comes alive as the seasons change, with blooming apple trees, fresh greenery, and wide-open space to enjoy the outdoors. Offering 2 bedrooms, 2 full baths, an attached 2-car garage, and a spacious 1,500 sq. ft. barn, there's room here for both relaxation and

    Meredith Tupper NextHome Experience

    7 Hilltop Rd, Guilford, ME 04443
  • /54

    $300,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    385 Water St, Guilford, ME 04443

    Escape to tranquility in this charming country retreat on 1.73 acres overlooking the Piscataquis River & the Lowes Cover Bridge. This two-bedroom, one-and-a-half-bath home features radiant floor heat, plus a cozy cottage with a full bath--perfect for business space or guests' quarters. A 20 by 24 barn garage with a workshop space provides even more versatility. And at the water's edge, a gazebo

    Elaine Pelletier Better Homes & Gardens Real Estate/The Masiello Group

    385 Water St, Guilford, ME 04443
  • /4

    $300,000

    • Land
    • 235 Acres
    • $1,277 per Acre

    L38 Gilman Rd, Guilford, ME 04443

    This off grid 235 acre parcel is waiting for you to find peace and quiet and the perfect getaway from the world! Dry elevations and maturely wooded make this property great in potential development and investment. This parcel surrounds another 4 acres with a cabin and farm pond that is also available in MLS 1642722 and listed with this parcel in MLS 1642721.

    Jennifer Cammack EXP Realty

    L38 Gilman Rd, Guilford, ME 04443
  • /49

    $115,000

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 854 Sq Ft

    312 Water St, Guilford, ME 04443

    Discover affordable living with this older, updated three-bedroom, one-bath mobile home situated on a beautiful, open 1.25-acre lot in a convenient location between Guilford and Dover-Foxcroft. Over the past few years this home has seen numerous improvements, including a new roof in 2025, updated flooring, fresh paint, modern lighting, electrical and plumbing updates and a beautifully renovated

    Jaime Gilbert NextHome Experience

    312 Water St, Guilford, ME 04443
  • /20

    $89,500

    • Land
    • 19.8 Acres
    • $4,520 per Acre

    Lot# 17 Guilford Center Rd, Guilford, ME 04443

    Nicely wooded 19.8 acre parcel in Guilford. Located between the Guilford Center and Gilman Road, the property feels like you wandered into a national park. Towering pines and a soft forest floor make for a beautiful piece of land. With year round access, utilities at the road side, and minutes to Guilford, Monson, Greenville and Dover Foxcroft, this is a great property in a wonderful location.

    Joseph DiAngelo Moose Country Real Estate

    Lot# 17 Guilford Center Rd, Guilford, ME 04443
  • /25

    $450,000

    • 1 Bed
    • 864 Sq Ft

    L38,38-2 Gilman Rd, Guilford, ME 04443

    Need an escape from the world to get out into the woods with your ATV or snowmobile, recreate year round, look at the stars, the water glistening off your farm pond, enjoy your camp fire and listen to the birds sing? This off grid cabin has rustic appeal, the days of simplicity and yesterday calling and is waiting for you to enjoy. Perfect for sportsmen looking to enjoy bird and deer hunting.

    Jennifer Cammack EXP Realty

    L38,38-2 Gilman Rd, Guilford, ME 04443
  • /37

    $190,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    310 Sebec Shore Rd, Guilford, ME 04443

    Escape to your own country sanctuary with this charming, rustic log home, which is perfect as a getaway, first-time homeowner, or a secluded second home. Featuring an authentic pine log interior, this cozy log home offers 2 bedrooms and 1 bath, including a convenient first-floor bedroom, a huge living room, and a full kitchen/dining area that features a wood stove for ambiance and supplemental

    Dorinda Bridges RE/MAX Infinity

    310 Sebec Shore Rd, Guilford, ME 04443
  • /48

    $558,000

    • 2 Beds
    • 2.5 Baths
    • 1,561 Sq Ft

    22 Point Rd, Guilford, ME 04443

    Looking for a place where the pace slows down, the air feels fresher, and the water is always just steps away? Welcome home! If your Maine dream includes morning coffee overlooking the water, kayaking from your own dock, and peaceful evenings surrounded by nature, then this is the one you've been waiting for. Built in 2021, this bright and modern single-story open-concept home offers the perfect

    Virginia Marden NextHome Experience

    22 Point Rd, Guilford, ME 04443
  • /121

    $230,000

    • 4 Beds
    • 1.5 Baths
    • 2,380 Sq Ft

    27 High St, Guilford, ME 04443

    Welcome to a Truly Rare Opportunity in the Heart of Guilford -- a Stunning and Remarkably Flexible Home that was Formerly a Doctor's Office. Stately and Iconic, This Early 1900 Dutch Colonial Stands Proudly Along High Street in Guilford and Sits Way Back from the Road Offering a Privacy, A White House Lawn Type Presence,Timeless Architecture, Egg and Dart Crown Modeling, Birds Eye Maple Hardwood

    Jean Jenkins Vacationland Realty

    27 High St, Guilford, ME 04443
  • /10

    $189,900

    • Land
    • 9.6 Acres
    • $19,781 per Acre

    0 Draper Rd, Guilford, ME 04443

    Here's a lovely 2.6 +/- acre waterfront lot with approximately 240' of frontage on peaceful First Davis Pond in Guilford. An additional 7 +/- acre lot on the opposite side of Draper Road will also convey. Several high and dry locations to build your private getaway. There's an older driveway in place off the gravel Draper Road. First Davis is home to several cold-water species including brook

    Graham Goulette Berkshire Hathaway HomeServices Northeast Real Estate

    0 Draper Rd, Guilford, ME 04443
  • /72

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    39 Applebee Hill Rd, Guilford, ME 04443

    Three-bedroom ranch home with attached garage on 13 acres features quiet, country living at its best. Situated back from a dead-end road, the property boasts many young and old apple trees, as well as pear, cherry and peach trees, a productive blackberry patch, a large composted 50 x 70 garden, plus two raised beds, a small farm pond and large field area. The well-appointed kitchen offers solid

    Graham Goulette Berkshire Hathaway HomeServices Northeast Real Estate

    39 Applebee Hill Rd, Guilford, ME 04443
  • /22

    $150,000

    • 1 Bed
    • 864 Sq Ft

    L38-2 Gilman Rd, Guilford, ME 04443

    Need an escape from the world to get out into the woods with your ATV or snowmobile, recreate year round, look at the stars, the water glistening off your farm pond, enjoy your camp fire and listen to the birds sing? This off grid cabin has rustic appeal, the days of simplicity and yesterday calling and is waiting for you to enjoy. Perfect for sportsmen looking to enjoy bird and deer hunting.

    Jennifer Cammack EXP Realty

    L38-2 Gilman Rd, Guilford, ME 04443
  • /48

    $283,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    109 Water St, Guilford, ME 04443

    Backyard barbecues, cozy nights by the fire, and room to spread out--109 Water Street might just be the lifestyle upgrade you've been waiting for. Conveniently located on Route 15 in Guilford, this well-cared-for 3-bedroom, 2-bath split-level home offers the perfect balance of comfort, space, and convenience on 1.13± peaceful acres in a neighborhood locals know and love.Step inside and you'll

    Virginia Marden NextHome Experience

    109 Water St, Guilford, ME 04443
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