$795,000
 $4,268 est/mo Sourced by Back At You

66 Rolling Hill Drive,Naples, ME 04055

Naples, ME 04055

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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. All offers due Tuesday Aug 4 by 1pm

Details

MLS #1673291
Listing TypeFor Sale
StyleHouse
HOA Dues$1,200
Sub-TypeResale
StatusPending
Year1990
Days On Site60
Listing Provided BySunset Lakes Real Estate | Lois O'Connor

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet2,829
Garage2
BasementY
ZoningResidential
Acreage2.48
Water FrontSebago
Property ViewScenic, Trees, Woods

Interior

Interior FeaturesAttic, Bathtub, Shower, Primary Bedroom w/Bath
Heating Yes / NoYes
Cooling Yes / NoNo
CoolingNone
Fireplaces Total1
Fireplace Yes / NoYes
Laundry FeaturesMain Level
FurnishedNegotiable
Rooms Total10
Amenities Co AmenitiesAttic, Bathtub, Main Level, Shower, Primary Bedroom w/Bath

Exterior

RoofMetal, Shingle
Foundation DetailsPoured Concrete
Lot FeaturesInterior Lot, Near Public Beach, Near Town, Neighborhood, Subdivided, Rolling Slope, Landscaped, Wooded
Waterfront FeaturesBeach Rights, Boat Slip, Deeded, Dock, Lake/Fresh Water, Nearby, ROW to Water, Waterfront Deep
ViewScenic, Trees/Woods
Construction MaterialsWood Frame, Clapboard, Wood Siding
Patio And Porch FeaturesDeck, Glassed-in Porch, Patio

Parking

Attached Garage Yes / NoYes
Garage Yes / NoYes
Parking FeaturesPaved, 1 - 4 Spaces, Off Street, Inside Entrance

Utilities

SewerSeptic Design Available, Septic Tank
ElectricCircuit Breakers

Taxes

Tax Annual Amount5017.31
Tax Book Number24827
Tax Year2025
Tax Lot10
Tax Map Number06

Area Information

StateME
CountyCumberland
CityNaples
Zip Code04055
AreaCumberland
Listing VS Median (in 04055)
Price:
$795,000
low | high
Med:
$544,500
81.509433962264% of Average
sqft:
2,829
low | high
Med:
1,750
88.140685754684% of Average
$ / sqft:
$281
low | high
Med:
$318
36.84% of Average
On site:
60
low | high
Med:
120.5
49.792531120332% of Average
Sourced by Back At You

Market Activity 04055

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Listing data is derived in whole or in part from the Maine IDX and 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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Learn More About This Property

StateME
CountyCumberland
CityNaples
Zip Code04055
AreaCumberland
Listing VS Median (in 04055)
Price:
$795,000
low | high
Med:
$544,500
81.509433962264% of Average
sqft:
2,829
low | high
Med:
1,750
88.140685754684% of Average
$ / sqft:
$281
low | high
Med:
$318
36.84% of Average
On site:
60
low | high
Med:
120.5
49.792531120332% of Average
Sourced by Back At You
Listing Updated: August 5, 2026 at 11:12:23 AM PDT