66 Rolling Hill Drive, Naples, ME 04055
New Listing
$795,000
Property Type:
Residential
Bedrooms:
4
Baths:
3
Square Footage:
2,829
Lot Size (sq. ft.):
108,029
Status:
Active
Current Price:
$795,000
List Date:
7/31/2026
Last Modified:
7/31/2026
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.
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Open Houses
Sunday, August 02, 11:00 am - 2:00 pm
More Information MLS# 1673291
Property Sub-Type
Property Sub-Type: Single Family Residence
Location Information
Street #: 66
Street Name: Rolling Hill
Street Type: Drive
County: Cumberland
Town: Naples
State/Province: ME
Zip Code: 04055
Zip +4: 3614
Leased Land: No
Book: 24827
Page: 229/230
Map: 06
Lot: 10
Zoning: Residential
Zoning Overlay: Unknown
Association: Yes
Association Fee: 1200
Fee Frequency Paid: Annually
Full Tax Amount $: 5017.31
Tax Year: 2025
Tree Growth Y/N: No
Geo Lat: 43.925656
Geo Lon: -70.603037
Contract Information
Status: Active
Original List Price: 795000
List Price: $795,000
Current Price: $795,000
Property Information
Surveyed: Unknown
Seasonal: No
Deed/Conveyance Type Offered: Warranty
Deed: All
# Rooms: 10
# Bedrooms: 4
# Fireplaces: 1
Total Full Baths: 2
Total Half Baths: 1
Total Baths: 3
Furniture: Negotiable
Year Built: 1990
SqFt Finished Above Grade: 2829
SqFt Finished Total: 2829
SqFt Source: Seller
Garage: Yes
Garage Spaces: 2
Lot Size Acres +/-: 2.48
Source of Acreage: Public Records
Water Info
Water Frontage: Yes
Waterfront Amount: 700
Water Frontage Shared: 700
Water View: No
Water Body Name: Sebago
Vehicle Storage
Attached: 1
Property Features
Site: Rolling/Sloping; Well Landscaped; Wooded
Location: Interior Lot; Near Public Beach; Near Town; Neighborhood; Subdivision
Roads: Association; Paved; Private Road
Source of Water Frontage: Public Records
Water Body Type: Lake
Recreational Water: Beach Rights; Boat Slip; Deeded; Dock; Lake/Fresh Water; Nearby; ROW to Water; Waterfront Deep
View: Scenic; Trees/Woods
Appliances Included: Dishwasher; Dryer; Electric Range; Refrigerator; Washer
Kitchen Countertop: Granite
Style: Cape Cod; Contemporary
Structure Type: Post & Beam
Levels: Multi-Level
Construction: Wood Frame
Basement: Full; Unfinished; Walk-Out Access
Basement Entry: Interior
Foundation Materials: Poured Concrete
Roof: Metal; Shingle
Exterior: Clapboard; Wood Siding
Heat System: Baseboard; Hot Water
Heat Fuel: Propane
Water Heater: Gas; On Demand; Tankless
Cooling: None
Floors: Carpet; Hardwood; Tile
Amenities: Attic; Bathtub; Laundry - 1st Floor; Primary Bedroom w/Bath; Shower
Patio and Porch Features: Deck; Glassed-in Porch; Patio
Equipment: Air Radon Mitigation System; Generator; Internet Access Available
Energy Efficiency: Ceiling Fans; Dehumidifier
Driveway: Paved
Parking: 1 - 4 Spaces; Off Street
Vehicle Storage: 2 Car; Direct Entry to Living
Electric: Circuit Breakers
Gas: Bottled
Sewer: Septic Design Available; Septic Tank
Water: Private; Well
Room Information
Kitchen
Level: First
Dining Room
Level: First
Living Room
Level: First
Sunroom
Level: First
Den
Level: First
Laundry
Level: First
Primary Bedroom
Level: Second
Bedroom 2
Level: Second
Bedroom 3
Level: Second
Bedroom 4
Level: Second
Documents
66 Rolling Hill Dr. Deed & Map ›Listing Office: Sunset Lakes Real Estate
Last Updated: July - 31 - 2026
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. Copyright ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.