5 Whippoorwill Drive, Naples, ME 04055
Property image
Property image
SOLD
JUL 23, 2026

$818,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,200 sqft (on 3.34 acres)

5 Whippoorwill Drive, Naples, ME 04055

Est. Refi. Payment $4,957/mo*
Refinance Your Home
Currently Off Market - Sold Jul 23, 2026 for $818,500

Home Value

Trulia Estimate
$819K
Since last month
Increased$2K (+0.2%)
Since last year
Decreased$38K (-4.4%)
Since last sale
Increased$2K (+0.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +2% in the last 10 years
MonthEstimated value
2026
August 2026$820K
August 2026$820K
July 2026$819K
June 2026$805K
May 2026$802K
April 2026$806K
March 2026$808K
February 2026$813K
January 2026$825K
2025
2024
2023

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
125 Whipporwill Drive, Naples, ME
0.55
Single-Family Home
$875,000
10/08/25
3
2.5
2,676
130 Whippoorwill Drive, Naples, ME
0.61
Single-Family Home
$1,741,500
07/10/26
4
3
4,005
18 Rockwood Way, Naples, ME
0.19
Single-Family Home
$399,000
06/16/26
4
2
1,740
102 Kimball Corner Road, Naples, ME
1.32
Single-Family Home
$675,000
07/30/26
4
1.5
2,422
90 Trickey Pond Road, Naples, ME
1.30
Single-Family Home
$835,000
08/13/26
4
3
2,300
41 Lakeview Drive, Naples, ME
1.01
Single-Family Home
$425,000
09/11/25
3
2.5
1,768
50 Knob Hill Road, Naples, ME
0.50
Single-Family Home
$420,000
06/02/26
2
1.5
1,184
22 Sleepy Hollow Road, Naples, ME
0.57
Single-Family Home
$340,000
09/26/25
3
2
952
95 Harbor Road, Naples, ME
0.99
Single-Family Home
$451,000
12/01/25
3
2
1,481

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0 Sandpiper Court Lot 3, Naples, ME 04055
0.05
-
-
-
-
Off Market
Lot # 39 Whippoorwill Road, Naples, ME 04055
0.12
-
-
-
-
Off Market
18 Rockwood Way, Naples, ME 04055
0.19
$399,000
4
2
1,740
Recently Sold
22 Rockwood Way, Naples, ME 04055
0.20
$475,300
3
2.5
1,496
Off Market
14 Rockwood Way, Naples, ME 04055
0.24
$418,400
3
2
1,120
Off Market
6 Rockwood Way, Naples, ME 04055
0.26
$406,100
3
2
1,750
Off Market
Lot 4-15 Whippoorwill Drive, Naples, ME 04055
0.34
$599,000
-
-
-
For Sale
102 Whipporwill Drive, Naples, ME 04055
0.41
$896,700
3
2.5
1,486
Off Market
77 Beach Road, Naples, ME 04055
0.44
$821,700
2
2
1,382
Off Market
95 Beach Road, Naples, ME 04055
0.47
$710,800
3
1
1,008
Off Market
68 Beach Road, Naples, ME 04055
0.47
$399,000
3
1
900
For Sale

Local Information

  • Map ViewExplore the area around 5 Whippoorwill Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2021
3.34 acre lot
3,200 sqft
$256/sqft
HOA $67/mo
Last check for updates: about 1 hour 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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $818,700, with a rent estimate of $4,827/month.

Home Details for 5 Whippoorwill Drive

Active Status

MLS Status: Closed

Interior Features

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

Exterior Features

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

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Wood Frame, Vinyl Siding

Price & Status

Price
List Price: $818,500Price Per Sqft: $256/sqft
Status Change & Dates
Off Market Date: Sat May 16 2026

Location

Direction & Address
City: NaplesCommunity: Sebago Cove Estates
School Information
High School District: RSU 61/MSAD 61

Building

Building Area
Building Area: 3200 Square Feet

HOA

Has an HOAHOA Fee: $800/Annually

Lot Information

Lot Area: 3.34 Acres

Energy

Energy Efficiency Features: Ceiling Fans, Water Heater, Thermostat

Miscellaneous

BasementMls Number: 1650242Attribution Contact: info@MaineDreamProperties.comAbove Grade Unfinished Area: 1600

Price and Tax history

DateEventPrice
Jul 23, 2026
Source: Maine Listings #1650242
Sold
$818,500
Jul 23, 2026
Source: Maine Listings #1650242
Pending
$818,500
Jun 25, 2026
Source: Maine Listings #1650242
Contingent
$818,500
Jun 10, 2026
Source: Maine Listings #1650242
PendingToActive
$818,500
May 18, 2026
Source: Maine Listings #1650242
Contingent
$818,500

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
6MoM

Around this home

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.
  • Cjw.plymouth
    "Not many sidewalks on roads outside of the main strip off long lake. Lots of the roads leading out of town are busy state roads that are also windy and for instance I noticed while driving that joggers can’t always been seen around corners."
    8
    Flag
  • Rrbygib
    "Naples has a lot to offer, from summer water sports, such as boating and swimming,to winter sports, skiing, snowshoeing, ice fishing, snowmobiling.....and the area is magical. "
    2
    Flag

LGBTQ Local Legal Protections

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. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443

Frequently asked questions about 5 Whippoorwill Drive

  • What is 5 Whippoorwill Drive estimated to be worth?
    Trulia's estimated value for 5 Whippoorwill Drive in Naples, ME is $818,700.
  • What is the price history for 5 Whippoorwill Drive?
    5 Whippoorwill Drive in Naples, ME last sold for $818,500 in July 2026.
  • Is Naples a buyer's or seller's market?
    Naples is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Naples?
    Residents describe Naples, ME as well-kept, easy to park in, and established. Most residents say you need a car. See recently sold homes in Naples, ME.
  • Does 5 Whippoorwill Drive have air conditioning?
    Yes, 5 Whippoorwill Drive in Naples, ME has air conditioning.
  • Does 5 Whippoorwill Drive have laundry facilities?
    Yes, 5 Whippoorwill Drive in Naples, ME has in-unit laundry.

Explore by feature - Air Conditioning

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