Enjoy the perfect blend of privacy, space, and convenience on this expansive 40+ acre Charleston homestead, located just 30 minutes from Bangor's amenities while offering true Maine country living. This well-appointed 3+ bedroom, 2.5 bath colonial features attractive curb appeal and a warm farmhouse-inspired interior. The heart of the home is the open kitchen, dining, and living area, accented by hickory flooring, a shiplap feature wall, and a center wood beam that adds warmth and character. Sliding doors lead to a rear deck overlooking open fields and wooded surroundings create an ideal setting for relaxing, entertaining, and enjoying the surrounding landscape. A convenient mudroom with laundry and half bath is located just off the heated 28' x 30' attached garage. Upstairs you'll find a spacious primary suite with walk-in closet and private bath, along with two additional bedrooms and a full bath. A large bonus room over the garage offers excellent flexibility as a family room, home office, guest space, or potential in-law suite. Outdoors, the property truly shines. A 30' x 80' barn, three established pasture rotations, and over a mile of high-tensile fencing create an ideal setup for livestock and animals of all kinds. Additional features include an auto waterer in the barn, two on-site hydrants, a farm pond, fruit trees, recreational trails, and a stream bordering the property offering both function and natural beauty. Hunters and outdoor enthusiasts will appreciate the established food plot and tree stand. This is a rare opportunity to own a versatile, private estate with room to live, work, and enjoy the outdoors â€' all within easy reach of Bangor.
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Market trends in 04422, ME
Last updated July 2026
Sale-to-List Price
95.4%
4.6% MoM
Median sale price
$320K
$15K MoM
Avg. days on market
127d
127 days MoM
Recently sold homes
4
3 MoM
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Sale and tax history for 586 Upper-charleston Rd
Sale History
Tax History
Date
Event
Price
MREIS #1649326
Jul 16, 2026
Sold
$627,000
$249/sq ft
May 14, 2026
Price Changed
$680,000
$270/sq ft
Jan 14, 2026
Listed
$692,000
$275/sq ft
MREIS #1530158
Sep 21, 2022
Sold
$547,000
$217/sq ft
Jun 26, 2022
Price Changed
$569,999
$226/sq ft
May 31, 2022
Listed
$585,000
$232/sq ft
+64
Welcome to the Maine Highlands just 30 minutes to all the convenience and amenities that Bangor offers while enjoying the solitude of your private 40+ acre Charleston homestead. Spacious 3+ bedroom & 2.5 bath colonial home with great curb appeal & farmhouse styled interior. The gorgeous kitchen is the highlight of the open living/dining layout; with hickory wood floors; shiplap accent wall and center wood beam adding to the warmth and beauty to the space. Off the dining room you can also extend your entertaining space onto backyard deck which offers great spot to relax by the pool, or just enjoy the view of the yard and pastures beyond. You'll also love must-have mudroom and bathroom w/ laundry area conveniently located as you enter from the garage. Upstairs the primary suite features a walk-in closet and attached full bath. Everything on your wish list is here in this private retreat: jetted spa tub, double sink vanity, & large shower. There's 2 additional bedrooms on the 2nd level; plus a full bathroom. The massive BONUS room over the garage could serve as another bedroom, playroom, or convert it to an in-law suite. Heated attached garage is 28x30 w/ 9x9 doors. The extras outside this home are even more impressive! Whether you're taking a dip in the 33 foot round pool, grilling on the deck or gathering around the backyard firepit, there's so much to enjoy outdoors here. Your livestock can be happily housed here too! 30x80 barn and 3 pasture rotation set up (w/ 1+ mile of high tension wire fence in place). Auto waterer in barn & 2 hydrants on the property make farm life easier. This pastoral property features acres of fields surrounded by woods; w/ farm pond and a stream bordering the property on 1 side. Hunters will delight in following the trail to the tree stand overlooking the food plot. Fruit trees produce apples, pears & cherries. Opportunity for home business in the roadside 10x9 shop. This is the one you've been waiting for - call for a private tour!
MREIS #1102462
Feb 28, 2014
Sold
$165,000
$65/sq ft
+30
Beautifully restored from top to bottom! Perfect mix of the old and new in this Charleston Cape on 7 acres. Relax in the sunroom overlooking the bountiful gardens and tranquil pastures or get creative in the attached workshop. Possible Owner Financing.
Year
Property tax
Land + Additions
Assessment*
2025
$5,095 (+30.3%)
$79,104 + $397,030
$476,134
2024
$3,910 (+6.6%)
$54,420 + $215,260
$269,680
2023
$3,668 (+2.3%)
$54,420 + $215,260
$269,680
2022
$3,587
$54,420 + $215,260
$269,680
2021
$3,587 (−0.5%)
$54,420 + $215,260
$269,680
2020
$3,606 (+12.8%)
$49,420 + $175,250
$224,670
2019
$3,197
$31,000 + $175,250
$206,250
2018
$3,197 (+35.2%)
$31,000 + $175,250
$206,250
2017
$2,364 (+5.3%)
$31,000 + $118,650
$149,650
2016
$2,245 (+6.4%)
$31,000 + $118,650
$149,650
2014
$2,110
$31,000 + $118,650
$149,650
Public record
Beds
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Stories
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Lot width
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Lot depth
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Lot size
40.84 Acres
Year renovated
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Sq. Ft.
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Year built
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Style
Other
County
Penobscot County
APN
487489
Parking Spaces
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Basement
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Accessible
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HOA Dues
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Garage
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Features
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Last updated by owner on Jul 28, 2026.
Property details
Parking
Parking Information
Has Garage
Attached Garage: Yes
# of Garage Spaces: 2
Parking Features: Gravel, 11 - 20 Spaces, On Site
Vehicle Storage: 2 Car, Attached, Auto Door Opener, Heated
Interior
Virtual Tour
Bathroom Information
# of Baths (1/2): 1
# of Baths (Full): 2
Room 1 Information
Type: Living Room
Level: First
Room 2 Information
Type: Living Room
Level: Second
Room 3 Information
Type: Bedroom 3
Level: Second
Features: Closet
Room 4 Information
Type: Dining Room
Level: First
Features: Dining Area
Room 5 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen, Kitchen Island
Room 6 Information
Type: Bedroom 2
Level: Second
Features: Closet
Room 7 Information
Type: Primary Bedroom
Level: Second
Features: Double Vanity, Full Bath, Jetted Tub, Suite