Sold
Last Sold Price
5 beds2,409 sqft
292 Main Rd, Islesboro, ME 04848
Single FamilyProperty Type
2 acresLot Size
1887Year Built
$176/sq ftPrice per sq ft

Description

Winfield Scott Pendleton House: A Historic Islesboro Gem. Step back in time and discover the rich history of this stately 1887 Federal-style home, once owned by Winfield Scott Pendleton, a prominent ship captain and influential figure in Islesboro. Built shortly after Pendleton acquired the property in 1876 from his parents, the house served as a summer retreat for the Pendleton family until 1959. This grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying...Winfield Scott Pendleton House: A Historic Islesboro Gem. Step back in time and discover the rich history of this stately 1887 Federal-style home, once owned by Winfield Scott Pendleton, a prominent ship captain and influential figure in Islesboro. Built shortly after Pendleton acquired the property in 1876 from his parents, the house served as a summer retreat for the Pendleton family until 1959. This grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying the summer breeze and watching island life unfold. French doors off the porch invite you into this elegant old home and once inside the architectural details speak to a bygone era of detailed craftsmanship. Discover an elegant staircase, bespoke built-in closets, a breakfront in the dining room, six-over-six windows, a stained-glass window, and a bespoke carved wooden mantle. Original interior trim throughout the house, along with a claw-foot tub and natural stone vanity, evoke a sense of timeless charm. While the kitchen has been thoughtfully modernized, the home retains its historical integrity. This 5-bedroom residence is prominently situated, offering a mid-island location close to the library, public park and playground, island market, and post office. Beyond the main house, you'll find recently built post and beam two-story outbuildings, offering versatile space for a workshop, storage, or other possibilities. This stately 1887 home is now seeking its next steward—someone who will appreciate its beautiful history, embrace its unique character, and continue to care for and enjoy this magnificent piece of Islesboro heritage.
Listing closed: 06/03/2026 12:00 AM • Source: Maine Listings, MLS#: 1642544

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$2,656 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,269

Property Taxes

$387

HOA Dues

$0

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Property Information for 292 Main Road

Property Details
  • Taxes: $4,640 / year
  • MLS Type: Residential / Single Family Residence
  • County: Waldo County
  • Architectural Style: Federal
  • Style: Federal
  • View: Scenic, Trees/Woods
  • Has Waterfront: No
  • Waterfront Features: Nearby
  • Zoning: Residential
Building Information
  • Year Built: 1887
  • Lot Size: 2.00 AC / 87,120 SF
Summary
Location and General Information
  • Water View: No
  • Location: Near Town, Rural
  • Page: 86
  • Directions: GPS directions are correct.
  • Latitude: 44.302323
  • Longitude: -$68.90
Taxes and HOA
  • Association: No
  • Parcel Number: ISBR-000019-000000-000011
  • Tax Lot: 11
  • Tax Book Number: 2575
  • Tax Map Number: 19
  • Tax Year: 2026
  • Tax Annual Amount: $4,640.00
Parking
  • Parking Features: Gravel, 1 - 4 Spaces, 5 - 10 Spaces
  • Parking: 1 - 4 Spaces, 5 - 10 Spaces
  • Vehicle Storage: No Vehicle Storage
  • Has Attached Garage: No
  • Has Garage: No
Property
Lot Information
  • Lot Features: Near Town, Rural, Level
  • Lot Size Acres: 2.0
  • Lot Size Area: 2.0
  • Lot Size Source: Seller
  • Lot Size Square Feet: 87120.0
  • Lot Size Units: Acres
  • Other Source of Square Footage: Floor Plans by Cubicasa App
  • Roads: Paved, Public
  • Road Surface Type: Paved
  • Tree Growth: false
  • Site: Level
Property and Assessments
  • Above Grade Finished Area: 2409.0
  • Building Area Source: Other
  • Building Area Total: 2409.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: Partial
  • Surveyed: Yes
  • Construction: Wood Frame
  • Year Built: 1887
Building Features
  • Foundation Details: Stone, Granite
  • Foundation Materials: Stone, Granite
  • Construction Materials: Wood Frame, Clapboard
  • Other Structures: Outbuilding, Shed(s)
  • Color: White
Financial Information
  • List Price/SqFt: $207.14
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Electric, Wood
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Recreational Water: Nearby
  • Sewer: Private Sewer, Septic Design Available, Septic Tank
  • Water Source: Private, Well
  • Water Heater: Electric
Interior and Exterior Features
Exterior Features
  • Exterior: Clapboard
  • Roof: Composition
  • Driveway: Gravel
Interior Features
  • Amenities: 1st Floor Bedroom, Bathtub, Laundry - 1st Floor
  • Appliances: Microwave, Gas Range, Refrigerator, Washer
  • Appliances Included: Microwave, Gas Range, Refrigerator, Washer
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 1.5
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 5
  • Fireplaces Total: 1
  • Laundry Features: Main Level
  • # Full Baths Level 1: 1
  • # Half Baths Level 2: 1
  • Rooms Total: 9
  • Basement: Bulkhead, Exterior Entry, Crawl Space, Partial, Unfinished
  • Basement: Crawl Space, Partial, Unfinished
  • Basement Entry: Bulkhead, Exterior Only
  • Has Fireplace: Yes
  • Patio And Porch Features: Porch
  • Has Cooling: No
  • Heating: Electric, Wood, Baseboard
  • Has Heating: Yes
  • Flooring: Carpet, Laminate, Wood
  • Interior Features: 1st Floor Bedroom, Bathtub
Room Information
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: Second
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: Second
Bedroom 4
  • Bedroom 4: Bedroom 4
  • Bedroom 4 Level: Second
Bedroom 5
  • Bedroom 5: Bedroom 5
  • Bedroom 5 Level: Second
Den
  • Den: Den
  • Den Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Countertop: Granite
Laundry
  • Laundry Room Amenities: Main Level
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Rental
Rent Information
  • Land Lease: No

Property History for 292 Main Road

DateEvent & SourcePriceAppreciation
Jun 3, 2026

Sold

Maine Listings #1642544

$425,000—
Mar 13, 2026

Pending

Maine Listings #1642544

—
Nov 2, 2025

Listed (Active)

Maine Listings #1642544

$499,000—
DateEvent & SourcePrice
06/03/2026

Sold

Maine Listings #1642544

$425,000
03/13/2026

Pending

Maine Listings #1642544

—
11/02/2025

Listed (Active)

Maine Listings #1642544

$499,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 292 Main Road

Taxable ValueLand$88,500Additions$275,400Total$363,900
Tax Record2025$4,640 ($387 / month)
Home Facts
Total Finished SqFt4,097 SqFtAbove Grade Finished SqFt4,097 SqFtStories2Lot Size161,172 SqFtCountyWALDOAPNISBR M:0019 L:0011

Schools near 292 Main Road

This home is within Islesboro Public Schools.
Rating
School
Type
Grades
Distance
Public - K to 12
Rating
School
Distance
Islesboro Central School
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Cates Real Estate

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. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.