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  • $815,000

    66 Rolling Hill Drive, Naples, ME 04055

    4beds
    2,829sqft
    Single Family Residence
    Built in 1990
    2.48 Acres Lot
    $814,900 Zestimate®
    $288/sqft
    $3,997 Estimated rent

    Home value

    $814,900

    $774,000 - $856,000

    $3,997/mo

    Zestimate® history
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    $6,570/mo

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    What's special

    Welcome to 66 Rolling Hill Drive, a beautifully maintained home in one of Sebago Lake's most sought-after communities, Lake Sebago Estates. Set on a private 2.48-acre lot in Maine's scenic Lakes Region, this exceptional property offers the perfect blend of privacy, comfort, and year-round recreation. Residents enjoy exclusive access to a deeded boat dock and slips, along with two private beaches--one of the finest on Sebago Lake and another featuring a swim raft, picnic and grilling areas, and restroom facilities. From the moment you arrive, the home's stone walls, mature gardens, and welcoming entrance create an inviting first impression. Inside, warm post-and-beam ceilings, a stunning fieldstone fireplace, and abundant natural light make every space feel both comfortable and timeless. The recently updated custom kitchen and bright three-season sunroom are perfect for entertaining or simply enjoying the peaceful natural surroundings. Meticulously maintained, this move-in-ready home offers four bedrooms and two-and-a-half baths with plenty of room for family and guests. Whether you're boating, hiking, golfing, skiing, snowmobiling, or enjoying tennis and pickleball, the Lakes Region offers endless opportunities to experience the very best of Maine in every season. Don't miss this opportunity to own an exceptional home in a truly special Sebago Lake community where privacy, natural beauty, and an unmatched lifestyle come together. All offers due Tuesday Aug 4 by 1pm

    Zillow last checked:

    Listing updated:

    Listed by:

    Sunset Lakes Real Estate

    Bought with:

    Sunset Lakes Real Estate

    Sunset Lakes Real Estate

    Source: Maine Listings,MLS#: 1673291MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Cathedral Ceiling(s), Closet, Full Bath
    • Level: Second
    Bedroom 2
    • Features: Closet
    • Level: Second
    Bedroom 3
    • Features: Closet
    • Level: Second
    Bedroom 4
    • Features: Closet
    • Level: Second
    Den
    • Level: First
    Dining room
    • Features: Dining Area
    • Level: First
    Kitchen
    • Features: Eat-in Kitchen, Kitchen Island
    • Level: First
    Laundry
    • Level: First
    Living room
    • Features: Cathedral Ceiling(s), Wood Burning Fireplace
    • Level: First
    Sunroom
    • Features: Three-Season
    • Level: First
    Heating
    • Baseboard, Hot Water
    Cooling
    • None
    Appliances
    • Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Tankless Water Heater
    Features
    • Attic, Bathtub, Shower, Primary Bedroom w/Bath
    • Flooring: Carpet, Tile, Hardwood
    • Basement: Interior Entry,Walk-Out Access,Full,Unfinished
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,829
    • Total interior livable area: 2,829 sqft
    • Finished area above ground: 2,829
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Paved, 1 - 4 Spaces, Off Street
    • Attached garage spaces: 2
    Features
    • Levels: Multi/Split
    • Patio & porch: Deck, Glassed-in Porch, Patio
    • Has view: Yes
    • View description: Scenic, Trees/Woods
    • Body of water: Sebago
    • Frontage length: Waterfrontage: 700,Waterfrontage Shared: 700
    Lot
    • Size: 2.48 Acres
    • Features: Interior Lot, Near Public Beach, Near Town, Neighborhood, Rolling Slope, Landscaped, Wooded
    Details
    • Zoning: Residential
    • Other equipment: Generator, Internet Access Available

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod,Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame, Clapboard, Wood Siding
    • Foundation: Poured Concrete
    • Roof: Metal,Shingle
    Condition
    • Year built: 1990

    Utilities & green energy

    • Electric: Circuit Breakers
    • Sewer: Septic Design Available, Septic Tank
    • Water: Private, Well
    Green energy
    • Energy efficient items: Ceiling Fans, Dehumidifier

    Community & HOA

    Community
    • Security: Air Radon Mitigation System
    HOA
    • Has HOA: Yes
    • HOA fee: $1,200 annually
    Location
    • Region: Naples

    Financial & listing details

    • Price per square foot: $288/sqft
    • Annual tax amount: $5,017
    • Date on market: 7/31/2026
    • Road surface type: Paved

    Price history

    DateEventPrice
    9/25/2026Sold$815,000+2.5%$288/sqft
    Source: Maine Listings #1673291 Report a problem
    8/5/2026Pending sale$795,000$281/sqft
    Source: Maine Listings #1673291 Report a problem
    7/31/2026Listed for sale$795,000+397.2%$281/sqft
    Source: Maine Listings #1673291 Report a problem
    10/26/2008Listing removed$159,900$57/sqft
    Source: Postlets #841857 Report a problem
    9/10/2008Listed for sale$159,900$57/sqft
    Source: Postlets #841857 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 04055

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $814,900
    2% more
    +$16,298
    With Zillow Showcase(estimated)
    $831,198
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $814,900
    2% more
    +$16,298
    With Zillow Showcase(estimated)
    $831,198