5 Whippoorwill Drive
Naples, ME 04055
4 Beds
3 Baths
3,200 sqft (on 3.34 acres)
$818,500
Last Sold: Jul 23, 2026
$256/sqft
$818,500
Last Sold: Jul 23, 2026
$256/sqft
4 Beds
3 Baths
3,200 sqft
(on 3.34 acres)
Local Information
- Map ViewExplore the area around 5 Whippoorwill Drive.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2021
Lot Size
3.34 acres
Living Area
3,200 sqft
Price/Sqft
$256/sqft
HOA
$67/Monthly
Last check for updates: about 3 hours ago
Listed by Keller Williams Realty
Bought with: Landing Real Estate
Source: Maine Listings, MLS#1650242
About this House
Welcome to this stunning, like-new home in the Sebago Cove Estates neighborhood! A short walk brings you to the association's common area and neighborhood dock on Sebago Cove, where you can launch kayaks or boats, swim and explore the Cove and Sebago Lake. Set on a 3+ acre lot, this property offers privacy, space, & a level of quality that truly feels like new construction, all just minutes from the heart of the Lakes Region. Looking to add a garage? The attached Class D Survey shows plenty of space for adding one in the future. This thoughtfully designed home features 4 bedrooms & 3 full baths, with 2 bedrooms conveniently located on the main level & 2 on the lower level, making it ideal for guests, extended family, or flexible living. The open layout on the main level seamlessly connects the kitchen, dining area, & living room, while vaulted ceilings enhance the home's light-filled, expansive feel. The primary bedroom suite is a true retreat, offering a private bath & walk-in closet. While the other bath on the first floor features a custom jacuzzi tub perfect for unwinding after a day on the water. The lower level includes 2 bedrooms, an office, a full bath & bonus room. Throughout the home, wood ceilings, custom shiplap, & high-end finishes create a warm, elevated feel. Designed with efficiency in mind, the home includes heat pumps throughout, a whole-home generator, & a heat pump hot water tank, providing comfort and reliability year-round. With sliders off the living room, dining area, & bonus room, indoor and outdoor living blend seamlessly. The private backyard invites you to unwind in a hammock or gather around a fire on cool Maine evenings. Ownership in Sebago Cove Estates includes 773' of shared waterfront on Sebago Cove, with association docks & annual boat slips available (no waitlist previous years & more slips can be added). 5 minutes to Causeway.
5 Whippoorwill Drive, Naples, ME 04055 is a 4 bedroom, 3 bathroom, 3,200 sqft single-family home built in 2021. It last sold for the $818,500 asking price on Jul 23, 2026. It is currently off market. The Trulia Estimate is $805,600, with a rent estimate of $4,716/month.
Home Details for 5 Whippoorwill Drive
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MLS Status: Closed |
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Interior Details Basement: Interior Entry,Walk-Out Access,Daylight,Finished,FullNumber of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Kitchen, Laundry, Living Room, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 3200 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Disposal, Dryer, Microwave, Electric Range, Refrigerator, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Heat PumpHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa No Fireplace |
Gas & Electric Electric: On Site, Circuit Breakers, Generator HookupHas Electric on Property |
Windows, Doors, Floors & Walls Window: Double Pane WindowsFlooring: Tile, Engineered Hardwood, Luxury Vinyl |
Levels, Entrance, & Accessibility Floors: Tile, Engineered Hardwood, Luxury Vinyl |
View Has a ViewView: Scenic, Trees/Woods |
Security Security: Air Radon Mitigation System |
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Exterior Home Features Roof: Pitched ShinglePatio / Porch: Deck, PatioFoundation: Poured ConcreteNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Paved,5 - 10 Spaces,On Site |
Frontage WaterfrontRoad Frontage: Private RoadRoad Surface Type: PavedOn Waterfront |
Water & Sewer Sewer: Private Sewer, Septic Design AvailableWater Body: Sebago Lake Cove |
Farm & Range Frontage Length: Waterfrontage: 773, Waterfrontage Shared: 773 |
Finished Area Finished Area (above surface): 1600 Square FeetFinished Area (below surface): 1600 Square Feet |
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Year Built Year Built: 2021 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: Wood Frame, Vinyl Siding |
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Price List Price: $818,500Price Per Sqft: $256/sqft |
Status Change & Dates Off Market Date: Sat May 16 2026 |
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Direction & Address City: NaplesCommunity: Sebago Cove Estates |
School Information High School District: RSU 61/MSAD 61 |
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Building Area Building Area: 3200 Square Feet |
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Has an HOAHOA Fee: $800/Annually |
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Lot Area: 3.34 Acres |
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Energy Efficiency Features: Ceiling Fans, Water Heater, Thermostat |
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BasementMls Number: 1650242Attribution Contact: info@MaineDreamProperties.comAbove Grade Unfinished Area: 1600 |
Price History for 5 Whippoorwill Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 07/23/2026 | $818,500 | Sold | Maine Listings #1650242 |
| 07/23/2026 | $818,500 | Pending | Maine Listings #1650242 |
| 06/25/2026 | $818,500 | Contingent | Maine Listings #1650242 |
| 06/10/2026 | $818,500 | PendingToActive | Maine Listings #1650242 |
| 05/18/2026 | $818,500 | Contingent | Maine Listings #1650242 |
| 05/06/2026 | $818,500 | PriceChange | Maine Listings #1650242 |
| 04/14/2026 | $819,000 | PriceChange | Maine Listings #1650242 |
| 03/17/2026 | $820,000 | PriceChange | Maine Listings #1650242 |
| 01/24/2026 | $825,000 | Listed For Sale | Maine Listings #1650242 |
| 01/21/2026 | ListingRemoved | N/A | |
| 01/08/2026 | $835,000 | PriceChange | N/A |
| 09/03/2025 | $850,000 | PriceChange | N/A |
| 11/22/2023 | $789,999 | Pending | Maine Listings #1573622 |
| 11/21/2023 | $758,000 | Sold | Maine Listings #1573622 |
| 11/11/2023 | $789,999 | Contingent | Maine Listings #1573622 |
| 10/23/2023 | $789,999 | PriceChange | Maine Listings #1573622 |
| 10/01/2023 | $799,999 | Listed For Sale | Maine Listings #1573622 |
| 08/31/2022 | $725,000 | Sold | Maine Listings #1523813 |
| 06/22/2022 | $819,900 | Pending | Maine Listings #1523813 |
| 06/06/2022 | $819,900 | PriceChange | Maine Listings #1523813 |
| 06/01/2022 | $839,500 | PriceChange | Maine Listings #1523813 |
| 05/27/2022 | $839,900 | PriceChange | Maine Listings #1523813 |
| 04/06/2022 | $850,000 | Listed For Sale | Maine Listings #1523813 |
Market trends in Naples
Last updated June 2026
Avg. sale price
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Sale-to-List Price
—
Price per sq ft
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Available listings
39
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Comparable Sales for 5 Whippoorwill Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.55 | Single-Family Home | $875,000 | 10/08/25 | 3 | 2.5 | 2,676 | |
0.61 | Single-Family Home | $1,741,500 | 07/10/26 | 4 | 3 | 4,005 | |
0.19 | Single-Family Home | $399,000 | 06/16/26 | 4 | 2 | 1,740 | |
1.01 | Single-Family Home | $425,000 | 09/11/25 | 3 | 2.5 | 1,768 | |
0.50 | Single-Family Home | $420,000 | 06/02/26 | 2 | 1.5 | 1,184 | |
0.57 | Single-Family Home | $340,000 | 09/26/25 | 3 | 2 | 952 | |
1.04 | Single-Family Home | $865,000 | 09/02/25 | 2 | 2.5 | 1,536 | |
0.99 | Single-Family Home | $451,000 | 12/01/25 | 3 | 2 | 1,481 | |
1.00 | Single-Family Home | $400,000 | 11/25/25 | 3 | 2 | 1,520 |
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Assigned Schools
These are the assigned schools for 5 Whippoorwill Drive.
- Songo Locks School
- PK-2
- Public
- 249 Students
NAGreatSchools RatingParent Rating AverageDo not pick this school district if you have a special needs child. They do not work with you what so ever. They approach your child as a “bad kid” when they aren’t a “normal” child. I’ve had the principal call me asking why my child wasn’t acting like a normal first grader. The teacher are essentially forced to stay quiet during IEP meetings, leaving your child lacking the accommodations they need for a successful year. There are teachers that work there sending their elementary age kids to other charter schools around. I do not recommend.Parent Review9mo ago - Lake Region High School
- 9-12
- Public
- 503 Students
4/10GreatSchools RatingParent Rating Averageits really bad and it's really toxic it has so many rasists.Parent Review5y ago - Lake Region Middle School
- 6-8
- Public
- 390 Students
3/10GreatSchools RatingParent Rating AverageI 0/10 this school is ass I hate it hereStudent Review2y ago 
Check out schools near 5 Whippoorwill Drive.
What Locals Say about Naples
At least 10 Trulia users voted on each feature.
100 % Say car is needed
100 % Say yards are well-kept
93 % Say parking is easy
75 % Say there's holiday spirit
73 % Say there's wildlife
63 % Say they plan to stay for at least 5 years
60 % Say it's quiet
55 % Say neighbors are friendly
55 % Say it's dog friendly
50 % Say it's walkable to restaurants
47 % Say kids play outside
45 % Say people would walk alone at night
40 % Say there are community events
29 % Say it's walkable to grocery stores
27 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 5 Whippoorwill Drive
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SOLDJUN 8, 2026Coldwell Banker Realty, Closed
SOLDJUN 5, 2026Sunset Lakes Real Estate, Closed- See more homes for sale inNaples
Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
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