Sign up to get new listings emailed daily! JOIN SIGN IN
Julie Dimick-Corbeau
REALTOR®
VCard Icon 
Refine Search

66 Rolling Hill Drive, Naples, ME 04055

$795,000
  • Main Photo

89 Total Photos [Click to View All]

Active
BEDS4 BATHS2 full 1 partial SQUARE FEET2,829 MLS#1673291
STATUSActive PROPERTY TYPEResidential - Single Family

Property 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.

66 Rolling Hill Drive | MLS# 1673291

This single family home located at 66 Rolling Hill Drive, Naples, ME 04055 is currently listed for sale with an asking price of $795,000. This property was built in 1990 and has 4 bedrooms and 2 full and 1 partial baths with 2829 sq. ft. Search Naples real estate on juliedimickcorbeau.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Entry, Walk-Out Access, Full, Unfinished
Basement: Yes
Garage: 2 car attached
Heating: Propane, Baseboard, Hot Water
Home Style: Cape Cod, Contemporary
Lot Size: 2.48 Acres
Roof Type: Metal, Shingle
Taxes: $5,017
Year Built: 1990

Feature Descriptions

Amenities: Attic, Bathtub, Main Level, Shower, Primary Bedroom w/Bath
Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Tankless Water Heater
Association Fee: $1200/Annually
Electric: Circuit Breakers
Equipment: Air Radon Mitigation System, Generator, Internet Access Available
Exterior: Wood Frame, Clapboard, Wood Siding
Flooring: Carpet, Tile, Hardwood
Foundation: Poured Concrete
Lot: Interior Lot, Near Public Beach, Near Town, Neighborhood, Subdivided, Rolling Slope, Landscaped, Wooded
Parking: Paved,1 - 4 Spaces, Off Street, Inside Entrance
Road frontage: Private Road
Road Surface: Paved
Sewer: Septic Design Available, Septic Tank
Special View Info: Scenic, Trees/Woods
SQ FT Above Grade: 2829
SQ FT Below Grade: 0
Total Rooms: 10
Water: Private, Well
Water Body Name: Sebago
Wooded: Yes

Listed By / Shown By

Listed By

Agency Name: Sunset Lakes Real Estate
Agent Name: Lois O'Connor
Agency Phone: 207-655-2139

IDX logo

TOUR THIS HOME

Choose a date and time to see 66 Rolling Hill Drive, Naples, ME 04055.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Saturday August 1
  • Sunday August 2
  • Monday August 3
  • Tuesday August 4
  • Wednesday August 5
  • Thursday August 6
  • Friday August 7
  • Saturday August 8
  • Sunday August 9
  • Monday August 10
  • Tuesday August 11
  • Wednesday August 12
  • Thursday August 13
  • Friday August 14
  • Saturday August 15
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 2,419.28 per month $1,769.33 Principal & Interest $418.08 Property Tax $231.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/31/2026. The listing information on this page last changed on 07/31/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/31/2026 3:26:46 PM EST) or MLSPIN MLS (last updated Fri 07/31/2026 3:23:15 PM EST) or Prime MLS (last updated Fri 07/31/2026 3:18:49 PM EST) or MREIS (last updated Fri 07/31/2026 3:25:25 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



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.

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder

Pixel