585 Upper-Charleston Rd

Charleston, ME 04422

$949,000
Price
3
Beds
2,352 Sq. Ft.
$403 / Sq. Ft.
2,352
Sq. Ft.
$403
per Sq. Ft.
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Description

Properties of this caliber are becoming increasingly difficult to find--and nearly impossible to recreate at today's construction costs. Set on 49.18 beautiful acres in Charleston, this exceptional equestrian property offers the perfect balance of country living, modern comfort, and practical functionality, all within an easy commute to Bangor. Designed for horse enthusiasts and those who value space and versatility, the property features a well-appointed 3-4 stall horse barn, separate hay and shaving...Properties of this caliber are becoming increasingly difficult to find--and nearly impossible to recreate at today's construction costs. Set on 49.18 beautiful acres in Charleston, this exceptional equestrian property offers the perfect balance of country living, modern comfort, and practical functionality, all within an easy commute to Bangor. Designed for horse enthusiasts and those who value space and versatility, the property features a well-appointed 3-4 stall horse barn, separate hay and shaving barn, commercial garage, hoop house, open fields, and wooded acreage. Whether your passion is horses, farming, recreation, or running a home-based business, this property is ready to support your lifestyle. The centerpiece is a beautifully maintained three-bedroom home featuring quality finishes throughout. The spacious kitchen offers cherry cabinetry, quartz countertops, and abundant workspace for cooking and entertaining. The stunning primary suite includes a walk-in closet, double vanity, jacuzzi tub, and separate shower, creating a private retreat at the end of the day. A heated two-bay attached garage provides year-round convenience, while the expansive basement offers exceptional storage, workshop space, and room for recreation. A separate guest house adds flexibility for visitors, extended family, or a caretaker. With fiber internet available, professionals can work remotely without compromise while enjoying the privacy and beauty of rural Maine. Located in the Foxcroft Academy school district and surrounded by fields, woods, and abundant wildlife, this is a property that offers both lifestyle and long-term value. Whether you're seeking a premier horse property, gentleman's farm, family compound, or simply a place with room to live, work, and grow, this remarkable Charleston estate delivers an opportunity that is increasingly rare in today's market. ALSO available with @100 Acres for additional funds
  1. Listed by Dorothea Perkins • Realty of Maine
    P: (207)-279-0571 C: (207)-279-0571 dolly3371@gmail.com

Property Details for 585 Upper-Charleston Road

Architectural Style
Contemporary, Farmhouse, Other, Ranch, Modern
View
Fields, Scenic, Trees/Woods
Has Waterfront
Yes
Waterfront Features
Nearby
Zoning
Rural
LISTING UPDATED: 06/15/2026 03:57 PM

Property Details for 585 Upper-Charleston Road

StatusActive
MLS #1667321
Days on Market11
Taxes$5,375 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2007
Lot Size48.19 AC / 2,099,156 SF
CountyPenobscot County
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Location

Listing Courtesy of Realty of Maine
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Building Information for 585 Upper-Charleston Road

Stories-Year Built2007Building Size-Lot Size48.19 AC / 2,099,156 SF

Payment Calculator

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$5,177 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,729

Property Taxes

$448

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 585 Upper-Charleston Road

Summary
Location and General Information
  • Page: 197
  • Directions: GPS COMPLIANT
  • Latitude: 45.09254
  • Longitude: -$68.98
  • Water Frontage Owned: 750.0
  • Source of Water Frontage: Seller
  • Water Body Type: Pond
  • Water Body Name: Pond
Taxes and HOA
  • Association: No
  • Parcel Number: CRLN-000009-000000-000008-000002
  • Tax Lot: 8-1, 8-2
  • Tax Book Number: 13187
  • Tax Map Number: 9
  • Tax Year: 2025
  • Tax Annual Amount: $5,375.00
Parking
  • Has Attached Garage: Yes
  • Garage Spaces: 4.0
  • Has Garage: Yes
Property
Lot Information
  • Lot Features: Rural, Agricultural, Farm, Level, Open Lot, Pasture, Rolling Slope, Landscaped, Wooded
  • Lot Size Acres: 48.19
  • Lot Size Area: 48.19
  • Lot Size Source: Seller
  • Lot Size Square Feet: 2099156.4
  • Lot Size Units: Acres
  • Roads: Paved, Public, Dirt
  • Road Surface Type: Paved, Dirt
Property and Assessments
  • Above Grade Finished Area: 2352.0
  • Building Area Source: Seller
  • Building Area Total: 2352.0
  • Property Sub Type: Single Family Residence
  • Restrictions: No Restrictions
  • Year Built: 2007
Building Features
  • Foundation Details: Poured Concrete
  • Other Structures: Outbuilding, Shed(s), Barn(s)
  • Color: Yellow
Financial Information
  • List Price/SqFt: $403.49
Green Features
  • Green Energy Efficient: LED Light Fixtures
Utilities
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Sewer: Private Sewer, Septic Design Available, Septic Tank
  • Water Source: Private, Well
  • Utilities: Utilities On
  • Utilities On: Yes
Interior and Exterior Features
Exterior Features
  • Roof: Shingle
  • Window Features: Double Pane Windows
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 3.5
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 3
  • Laundry Features: Main Level, Washer Hookup
  • Other Equipment: Internet Access Available
  • # Full Baths Level 1: 3
  • # Half Baths Level 1: 1
  • Rooms Total: 8
  • Basement: Interior Entry, Walk-Out Access, Full, Unfinished
  • Has Fireplace: No
  • Cooling: Heat Pump
  • Has Cooling: Yes
  • Has Heating: Yes
  • Flooring: Concrete, Tile, Wood, Plank
  • Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, In-Law Floorplan, One-Floor Living, Other, Shower, Storage
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: First
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
Laundry
  • Laundry Room: Laundry
  • Laundry Room Level: First
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Mud Room
  • Mud Room Level: First
Rental
Rent Information
  • Land Lease: No
  • Pets Allowed: No Restrictions

Property History for 585 Upper-Charleston Road

DateEvent & SourcePriceAppreciation
Jun 15, 2026

Listed (Active)

Maine Listings #1667321

$949,000—
Jun 4, 2026

Expired

Maine Listings #1626251

$950,000—
Jun 11, 2025

Listed (Active)

Maine Listings #1626251

$1,100,000—
DateEvent & SourcePrice
06/15/2026

Listed (Active)

Maine Listings #1667321

$949,000
06/04/2026

Expired

Maine Listings #1626251

$950,000
06/11/2025

Listed (Active)

Maine Listings #1626251

$1,100,000

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

Public Records for 585 Upper-Charleston Road

Taxable ValueLand$42,798Additions$459,570Total$502,368
Tax Record2025$5,375 ($448 / month)
Home Facts
Beds0Lot Size60,113 SqFtStyleSingle Family ResidenceCountyPENOBSCOTAPNCRLN M:009 L:008-002

Schools near 585 Upper-Charleston Road

This home is within Regional School Unit 68 Msad 68.
Rating
School
Type
Grades
Distance
Se Do Mo Cha Middle School
Public - 5 to 8
Se Do Mo Cha Elementary School
Public - PK to 4
Rating
School
Distance
Se Do Mo Cha Middle School
Public5 to 8

Se Do Mo Cha Elementary School
PublicPK to 4

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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More information about 585 Upper-Charleston Road, Charleston, ME 04422

585 Upper-Charleston Road is a single family home for sale in Charleston, ME 04422. This property was listed for sale on June 15, 2026 by Realty of Maine, it's currently listed at $949,000. This listing's school district is Regional School Unit 68 Msad 68. Nearby schools include Se Do Mo Cha Middle School and Se Do Mo Cha Elementary School. 585 Upper-Charleston Road is a 3-bed, 4-bath, 2,352 sqft single family home built in 2007.

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 Realty of Maine

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.