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Adam Dow

| The Dow Group | #1 Real Estate Team in New Hampshire

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66 Rolling Hill Dr , Naples, ME 04055
$795,000
Est. Payment: $1,766.67/mo
4 Bed
3 Bath
2829 Sqft
Status: active | Days on site: 9
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VCR-C15903466 - VCR-C159091383,VCR-C159052275

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House Description

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.

Highlights

Listed by Lois O'Connor , 207-841-5602 and Jennifer O'Connor , 207-655-2139 Sunset Lakes Real Estate , 207-655-2139. Maine Real Estate Information System, Inc. mls logo

Property Type

Residential

Lot/Acreage
2.48

HOA Fee

1200 Annually

Year Built

1990

County

Cumberland

Listing ID

1673291

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • Bedrooms:4
  • Bathrooms:3
  • Full Bathrooms:2
  • 1/2 Bathrooms:1
Appliances:Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Tankless Water Heater, Air Radon Mitigation System,Generator,Internet Access Available
Floor:Carpet,Tile,Hardwood
Above Ground Sq Ft:2829
Below Ground Sq Ft:0
Basement:Interior Entry,Walk-Out Access,Full,Unfinished
Other:Attic,Bathtub,Shower,Primary Bedroom w/Bath
Other:Private,Well

Exterior Features

Lot:Interior Lot,Near Public Beach,Near Town,Neighborhood,Subdivided,Rolling Slope,Landscaped,Wooded
Zoning:Residential
Roof:Metal,Shingle
Sewer:Septic Design Available,Septic Tank
Parking Features:Paved,1 - 4 Spaces,Off Street,Inside Entrance
Principal Interest
$1,767
Taxes
$418
HOA
$1,200

Home Price

$795,000

Loan Details

30 yrs
%

Down Payment

20%
$159,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$1,766.67

Principal

Taxes

HOA

Principal Taxes HOA Total
Monthly $1,766.67 $418.11 $1,200.00 $3,384.78
Yearly $21,200.00 $5,017.31 $14,400.00 $40,617.31
Total $636,000.00 $150,519.30 $432,000.00 $1,218,519.30

Today's Rates

30 Year

0%

20 Year

0%

15 Year

0%

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Market insight data is pulled from the same city as the listing being viewed (Naples, ME).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Listing data is derived in whole or in part from the Maine IDX & is for consumers personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.


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Data last updated: 2026-08-02T07:29:11.000Z

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