Is parking easy in Islesboro, ME?

As of early 2026, 100% of users say parking is easy

Is Islesboro, ME dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Do kids play outside in Islesboro, ME?

As of early 2026, 100% of users say kids play outside

Would people walk alone at night in Islesboro, ME?

As of early 2026, 100% of users say people would walk alone at night

Are yards well-kept in Islesboro, ME?

As of early 2026, 100% of users say yards are well-kept

Is Islesboro, ME quiet?

As of early 2026, 100% of users say it's quiet

Is there wildlife in Islesboro, ME?

As of early 2026, 100% of users say there's wildlife

Is a car needed in Islesboro, ME?

As of early 2026, 100% of users say car is needed

Are neighbors friendly in Islesboro, ME?

As of early 2026, 80% of users say neighbors are friendly

Does Islesboro, ME show holiday spirit?

As of early 2026, 50% of users say there's holiday spirit

OFF MARKET

866 Pendleton Point Rd
Islesboro, ME 04848

6 Beds
7.5 Baths
10,000 sqft (on 4.20 acres)

6 Beds

7.5 Baths

10,000 sqft

(on 4.20 acres)

Local Information

-- mins to

Commute Destination

Description

This single-family home is located at 866 Pendleton Point Rd, Islesboro, ME. 866 Pendleton Point Rd is in Islesboro, ME and in ZIP code 04848. This property has 6 bedrooms, 9 bathrooms and approximately 10,000 sqft of floor space. This property has a lot size of 4.20 acres and was built in 2000.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

Pool

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 866 Pendleton Point Rd

Interior Features
Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air
Interior Details Number of Rooms: 2Types of Rooms: Master Bath

Property Information
Year Built Year Built: 2000
Property Type / Style Property Type: Single Family Home

Exterior Features
Pool Pool
Parking & Garage Parking: Carport

Lot Information
Lot Area: 4.20 acres

Price History for 866 Pendleton Point Rd

Date	Price	Event	Source
01/01/2026	$6,750,000	ListingRemoved	Maine Listings #1631135

07/19/2025	$6,750,000	Listed For Sale	Maine Listings #1631135

07/14/2022	$4,500,000	Sold	Maine Listings #1523560
Recording Date 07/14/2022 County Transfer Tax N/A Total Transfer Tax N/A
06/21/2022	$4,850,000	Pending	Maine Listings #1523560

06/21/2022	$4,850,000	Contingent	Maine Listings #1523560

04/18/2022	$4,850,000	Listed For Sale	Maine Listings #1523560

06/30/2018	$4,875,000	ListingRemoved	Agent Provided

08/12/2017	$4,875,000	Listed For Sale	Agent Provided

11/20/2010	$2,500,000	ListingRemoved	Agent Provided

07/15/2010	$2,500,000	Listed For Sale	Agent Provided

06/11/2009	$2,750,000	ListingRemoved	Agent Provided

05/22/2009	$2,750,000	Listed For Sale	Agent Provided

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Comparable Sales for 866 Pendleton Point Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
108 Derby Road, Islesboro, ME	1.50	Single-Family Home	$345,000	05/28/26	4	1.5	2,200
459 Pendleton Point Rd, Islesboro, ME	1.82	Single-Family Home	$480,000	06/12/25	3	2	1,116
426 Ferry Road, Islesboro, ME	3.54	Single-Family Home	$1,325,000	09/23/25	3	2.5	3,714
148 Pendleton Point Road, Islesboro, ME	3.30	Single-Family Home	$430,000	09/09/25	3	2	2,400
121 Main Rd, Islesboro, ME	3.65	Single-Family Home	$290,000	01/15/26	5	3	3,500
522 Ferry Road, Islesboro, ME	3.25	Single-Family Home	$500,000	02/02/26	2	1.5	825
197 E Shore Drive, Islesboro, ME	3.09	Single-Family Home	$348,936	12/30/25		-	-
418 West Bay Road, Islesboro, ME	4.23	Single-Family Home	$835,000	10/31/25	4	2	2,258
127 Grindle Ln, Islesboro, ME	3.96	Single-Family Home	$300,000	08/07/25	3	2	1,796
33 Sea View Dr, Lincolnville, ME	4.96	Single-Family Home	$1,130,000	04/28/26	12	11	8,000

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $7,683,400
15 bd
16.5 ba
13,200 sqft
188 Aldrich Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed
OFF MARKET
7 bd
4.5 ba
4,131 sqft
541 Pendleton Point Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed
SOLD
MAY 28, 2026
$345,000
4 bd
1.5 ba
2,200 sqft
108 Derby Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 866 Pendleton Point Rd.

Islesboro Central School
K-12
Public
82 Students
Islesboro Public Schools
9/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.
Check out schools near 866 Pendleton Point Rd.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Islesboro

At least 1 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say it's dog friendly
100 % Say kids play outside
100 % Say people would walk alone at night
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say there's wildlife
100 % Say car is needed
80 % Say neighbors are friendly
50 % Say there's holiday spirit

Sourced by Trulia users. Learn more about our methodology.

Jamie B
Resident
7y ago
"Friendly, relaxed, sweet and happy Island. A wonderful place to raise a family. Lots of fun sctivity and a vibrant community center and cafe. Lots of walking trails and parks and public beaches. It is impossible not to find something to do and friends to make."
0
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Olivia
Prev. Resident
7y ago
"Islesboro is a very small but connected community. The education system is great and people come together in so many ways. "
1
Flag
rbonechi
14y ago
"This is a beautiful island with endless community activities and a good school. Penobscot Bay is a famous yachting locale. The ferry ride is only 20 minutes. It runs every hour until 5PM in the summer. Less in the winter. There is always summer work available on island. "
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 866 Pendleton Point Rd

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0.42 ACRES
$499,000
5 bd
1.5 ba
1,764 sqft
115 Babbidge Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Active
0.28 ACRES
$425,000
4 bd
2.5 ba
4,500 sqft
101 Derby Road,
Islesboro, ME 04848
Island Property, Active
0.55 ACRES
$285,500
1 bd
1 ba
804 sqft
108 Colony Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Active
5.15 ACRES
$1,495,000
4 bd
2.5 ba
2,670 sqft
228 Gooseberry Point Road,
Islesboro, ME 04848
Warren Realty, Active
1.92 ACRES
$925,000
3 bd
2 ba
1,280 sqft
232 Mill Creek Road,
Islesboro, ME 04848
Cates Real Estate, Active
3.99 ACRES
$895,000
3 bd
3 ba
3,691 sqft
135 Rebel Hill Road,
Islesboro, ME 04848
Cates Real Estate, Active
$289,900
3 bd
1 ba
838 sqft
521 W Bay Rd,
Islesboro, ME 04848
Northeast Real Estate
1.5 ACRES
$425,000
1 bd
1.5 ba
2,553 sqft
300 Main Road,
Islesboro, ME 04848
Cates Real Estate, Active
2.7 ACRES
$945,000
2 bd
2 ba
2,154 sqft
391 Main Road,
Islesboro, ME 04848
Cates Real Estate, Active
8.8 ACRES
$6,500,000
8 bd
10 ba
9,025 sqft
399 Hermit's Point Road,
Islesboro, ME 04848
Island Property, Active
See more homes for sale in
Islesboro
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Off Market Homes Near 866 Pendleton Point Rd

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SOLD
MAY 28, 2026
$345,000
4 bd
1.5 ba
2,200 sqft
108 Derby Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed
SOLD
FEB 2, 2026
$500,000
2 bd
1.5 ba
825 sqft
522 Ferry Road,
Islesboro, ME 04848
Warren Realty, Closed
SOLD
JAN 15, 2026
$290,000
5 bd
3 ba
3,500 sqft
121 Main Rd,
Islesboro, ME 04848
SOLD
DEC 30, 2025
$348,936
197 E Shore Drive,
Islesboro, ME 04848
Berkshire Hathaway HomeServices Northeast Real Estate, Closed
SOLD
OCT 31, 2025
$835,000
4 bd
2 ba
2,258 sqft
418 West Bay Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed
SOLD
SEP 23, 2025
$1,325,000
3 bd
2.5 ba
3,714 sqft
426 Ferry Road,
Islesboro, ME 04848
Legacy Properties Sotheby's International Realty, Closed
SOLD
SEP 9, 2025
$430,000
3 bd
2 ba
2,400 sqft
148 Pendleton Point Road,
Islesboro, ME 04848
Island Property, Closed
SOLD
AUG 7, 2025
$300,000
3 bd
2 ba
1,796 sqft
127 Grindle Ln,
Islesboro, ME 04848
SOLD
AUG 7, 2025
$300,000
3 bd
1 ba
1,008 sqft
194 Main Rd,
Islesboro, ME 04848
OFF MARKET
2 bd
1 ba
770 sqft
206 Main Road,
Islesboro, ME 04848
Cates Real Estate, Closed
See more homes for sale in
Islesboro
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Homes for rent near 866 Pendleton Point Rd

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866 Pendleton Point Rd, Islesboro, ME 04848 is a 6 bedroom, 9 bathroom, 10,000 sqft single-family home built in 2000. This property is not currently available for sale. 866 Pendleton Point Rd was last sold on Jul 14, 2022 for $4,500,000.

866 Pendleton Point Rd
Islesboro, ME 04848

Local Information