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Property Description
Step into this truly one-of-a-kind property where historic charm, thoughtful craftsmanship, and a breathtaking pastoral setting come together on 67 picturesque acres of rolling hay fields, mature woods, and open countryside. Privately situated yet conveniently located near Union Village, Route 17, Rockland, and the Midcoast, this remarkable property combines beauty, versatility, and recreation. At the heart of the property is a beautifully preserved 1800s Cape rich with character. Original features include exposed hand-hewn beams, wide wood floors, and a restored kitchen fireplace with a traditional beehive oven. A stunning Rockport post-and-beam addition completed in 2022 enhances the home with soaring ceilings, abundant natural light, warm wood finishes, a beautiful brick chimney, and sweeping views of the surrounding landscape. The flexible layout includes four potential bedrooms, including ensuite bedrooms on both the first and second floors, three full bathrooms, expansive gathering spaces, and two full kitchens; perfect for multigenerational living, duplex, or an event space. A spacious dining area with French doors open directly to the deck, creating a seamless connection to the outdoors. Additional improvements include a detached two-car garage, a heated 24' x 25' woodworking shop, unfinished space above the garage with potential for guest quarters or a studio, and a finished heated 14' x 25' office ideal for remote work or a home-based business. Outside, approximately 1.5 miles of ITS snowmobile trails connect all the way to Fort Kent, creating an incredible recreational or equestrian opportunity, and the field has potential for a 1,500' runway. While mature maple trees, lilacs, open pastureland, and wooded acreage complete the peaceful setting, two ground-mounted solar arrays provide power to the property and keep utility expenses extremely low. A rare blend of history, craftsmanship, and recreation that must be experienced in person to be fully appreciate
Full Property Details
Full Property Details for 8 Simon Rd
General
- Price: $749,000
- Taxes: $8,732 (2025)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1665007
- Updated: 6/4/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath
- Fireplace: Yes
- Number of Fireplaces: 3
- Furnishings: Negotiable
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Main Level
Exterior
- Porch/Patio/Deck: Deck
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Gravel, 1 - 4 Spaces, Detached, Storage
Location
- County: Lincoln
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump
- Heating Type: Electric, Propane, Wood, Direct Vent Heater, Heat Pump, Wood Stove
Utilities
- Sewer: Private Sewer
- Water: Private
Structural Information
- Architectural Style: Cape Cod
- Construction: Wood Frame, Shingle Siding
- Basement: Yes
- Basement Desc.: Interior Entry, Full, Unfinished
- Roof: Shingle
- Square Feet: 2,920
- Sq. Ft. Source: Other
- Finished Total: 2,920 Sq. Ft.
- Finished Above Grnd: 2,920 Sq. Ft.
- Year Built: 1825
Lot Features
- Property View: Fields, Scenic
- Lot Size (Acres): 67
- Lot Size (Sq. Ft.): 2,918,520
- Zoning: Res
- Lot Description: Rural, Level, Open Lot, Wooded
Financial Considerations
- Tax Amount: $8,732
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 47
Listed by Camden Coast Real Estate (207) 236-1111
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Schools
Schools serving 8 Simon Rd
School District:School Administrative District 40
| Name | Grades | Distance |
|---|---|---|
Miller School, Waldoboro, ME 145 Kalers Corner, Waldoboro, ME 04572 | PK-6 | 3.8 mi |
Medomak Middle School 318 Manktown Road, Waldoboro, ME 04572 | 7-8 | 3.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 8 Simon Rd
Date
Details
Price
Change
Source
6/02/2026
Listed
$749,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 8 Simon Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,102
32%
$615,000
50%
2024
$6,912
8%
$409,000
—
2023
$6,380
11%
$409,000
—
2022
$5,726
37%
$409,000
76%
2021
$4,176
14%
$232,000
15%
2020
$3,676
—
$202,000
—
2019
$3,676
3%
$202,000
—
2018
$3,575
5%
$202,000
—
2017
$3,394
4%
$202,000
—
2016
$3,272
6%
$202,000
—
2015
$3,091
6%
$202,000
-5%
2014
$2,918
1%
$213,000
—
2013
$2,897
—
$213,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 8 Simon Rd
8 Simon Road, Waldoboro, ME 04572 (MLS# 1665007) is a Single Family property with 4 bedrooms and 3 full bathrooms. 8 Simon Road is currently listed for $749,000 and was received on June 02, 2026. Want to learn more about 8 Simon Road? Do you have questions about finding other Single Family real estate for sale in Waldoboro? You can browse all Waldoboro real estate or contact a Coldwell Banker agent to request more information.

