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Chebeague Island Houses for Sale

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  • /43

    $2,500,000

    • 5 Beds
    • 4 Baths
    • 3,967 Sq Ft

    9 Central Landing Rd, Chebeague Island, ME 04017

    This extraordinary timber-frame home is a true standout on beloved Chebeague Island, an iconic and rarely available Maine destination. Crafted with dramatic log construction and sited to capture sweeping easterly views, the home offers an unparalleled combination of rustic elegance and coastal serenity. What makes this property especially rare is its deep-water dock,allowing for easy boating

    Elise Kiely Legacy Properties Sotheby's International Realty

    9 Central Landing Rd, Chebeague Island, ME 04017
  • /77

    $2,175,000

    • 7 Beds
    • 4.5 Baths
    • 4,677 Sq Ft

    61 Sawyer Rd, Chebeague Island, ME 04017

    Nestled on a 1.77-acre elevated lot with 248 feet of rocky shoreline and a sandy beach, this serene island retreat blends privacy with accessibility. Just a short boat ride from Portland and Falmouth, it offers the perfect balance of seclusion and convenience. Highlights include a deep-water dock, a private beach ideal for sea glass hunting, and an in-ground pool with sweeping water views—this

    Jane Leonard Jodi Federle Portside Real Estate Group

    61 Sawyer Rd, Chebeague Island, ME 04017
  • /45

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    9 Broad Reach Rd, Chebeague Island, ME 04017

    Waterfront 3BR, 2BA, retreat on Chebeague Island with 205 feet of sandy beach, sweeping Casco Bay views, on a 2.4 acre lot. Just a short ferry ride from Portland, this well maintained 1980 contemporary offers one floor living, with an open layout under cathedral ceilings and a bonus loft for flexible work or guest space. The spacious knotty pine primary suite is complete with sitting area and

    Monique Violette Jamie Sparta Portside Real Estate Group

    9 Broad Reach Rd, Chebeague Island, ME 04017
  • /46

    $960,000

    • 3 Beds
    • 1.5 Baths
    • 1,890 Sq Ft

    184 John Small Rd, Chebeague Island, ME 04017

    This vintage farmhouse is sited on a generous 1.38-acre lot with 295' of waterfront on the outer shore of Chebeague Island in Casco Bay. Perched at the head of Johnson Cove, this property enjoys ever-changing tidal views in a serene island setting. Enter through a welcoming enclosed porch that overlooks vibrant gardens and the waterfront. The first floor features a large eat-in kitchen, a den

    Jane Leonard Jodi Federle Portside Real Estate Group

    184 John Small Rd, Chebeague Island, ME 04017

Why Live in Chebeague Island

Chebeague Island in Portland offers a unique living experience with a mix of historic homes dating back to the 1800s and newer constructions. The housing market includes modest Cape Cods and coastal cottages, with larger ocean-view homes commanding higher prices. The island has a limited number of building permits to control growth, and residents are mindful of the single aquifer serving the community. Outdoor activities are abundant, with the Chebeague Island Yacht Club offering sailing lessons and races, and the Great Chebeague Golf Club providing a 9-hole course. The Chebeague Recreation Center is a year-round hub with a gym, swimming pool, and pickleball court, offering various programs and camps. Dining options include the seasonal Two Birds Café and the fine dining Chebeague Island Inn, while Doughty’s Island Market supplies grocery basics. For larger grocery needs, residents rely on Casco Bay Lines freight ferries. The island hosts events at the Chebeague Island Inn and the Chebeague Island Historical Society, which preserves local history through lectures and exhibits. Transportation is primarily by bike or ferry, with regular ferry services to Portland and Yarmouth. The Portland International Jetport and Maine Medical Center are about 10 miles away. Students attend the Chebeague Island School for kindergarten through fifth grade, then commute to Yarmouth for middle and high school, attending the highly rated Frank H. Harrison Middle School and Yarmouth High School. The island has low crime risk areas compared to the national average and has taken measures to address coastal erosion and sea level rise.

Home Trends in Chebeague Island, ME

Housing Trends

Median Sale Price
$477,000
Median Single Family Sale Price
$718,500
Average Price Per Sq Ft
$488
Number of Homes for Sale
4
Last 12 months Home Sales
3
Months of Supply
16.00
Median List Price
$1,165,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-32%
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