8 Simon Rd

Waldoboro, ME 04572

$749,000
Price
4
Beds
2,920 Sq. Ft.
$257 / Sq. Ft.
2,920
Sq. Ft.
$257
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Virtual Tour
Virtual Tour
DJI_20260528091925_0783_D
DJI_20260528091735_0772_D
_SMC9072
_SMC9070-Edit
_SMC9069
_SMC9063-Edit
_SMC9066-Edit
_SMC9047
_SMC9049
_SMC9050
_SMC9073
_SMC9075
_SMC9082
_SMC9078
_SMC9076
_SMC9084-Edit
_SMC9085-Edit
_SMC9079
_SMC9101
_SMC9095
_SMC9099
_SMC9098
_SMC9102
_SMC9106
_SMC9165
_SMC9080
_SMC9081
_SMC9086
_SMC9108
_SMC9110
_SMC9112
_SMC9115
_SMC9116
_SMC9119
_SMC9126
_SMC9121-Edit
_SMC9118-Edit
_SMC9120
_SMC9122-Edit
_SMC9134-Edit
_SMC9133
_SMC9135-Edit
_SMC9136
_SMC9138
_SMC9140
_SMC9141
_SMC9139
_SMC9128
_SMC9129
_SMC9130
_SMC9132
_SMC9131
_SMC9124
_SMC9125
_SMC9123
_SMC9093
_SMC9087
_SMC9088
_SMC9089
_SMC9092
_SMC9091
_SMC9090
_SMC9145
_SMC9146
_SMC9148
_SMC9153
_SMC9154
_SMC9157
_SMC9159
_SMC9161
_SMC9151
_SMC9150
_SMC9152
_SMC9172
_SMC9174
_SMC9171
_SMC9166
_SMC9169
_SMC9168
_SMC9176
_SMC9060
_SMC9054
_SMC9055
_SMC9058
_SMC9062
DJI_20260528090142_0704_D
DJI_20260528090142_0704_D
DJI_20260528090245_0709_D
DJI_20260528090245_0709_D
DJI_20260528090642_0727_D
DJI_20260528090642_0727_D

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...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
  1. Listed by Avary Otis • Camden Coast Real Estate • info@camdencoast.com

Property Details for 8 Simon Road

Waterfront
No
ArchitecturalStyle
Cape Cod
Garage Spaces
2.00
Garage
Yes
Zoning
Res
View
Fields, Scenic
LISTING UPDATED: 06/03/2026 07:41 AM

Property Details for 8 Simon Road

StatusActive
MLS #1665007
Days on Market2
Taxes$8,732 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1825
Lot Size67.00 AC / 2,918,520 SF
CountyLincoln County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Camden Coast Real Estate
Add your commute

Virtual Tour

Building Information for 8 Simon Road

Stories-Year Built1825Building Size-Lot Size67.00 AC / 2,918,520 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$4,460 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,732

Property Taxes

$728

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 8 Simon Road

Summary
Location and General Information
  • Road Surface Type: Paved
  • Zip Code: 5716
  • Directions: 8 Simon Rd. can be used in a GPS. Corner of Simon Rd. and Feylers Corner Rd.
  • Town: Waldoboro
  • State/Province: ME
  • Zip Code: 04572
  • County: Lincoln
  • Geo Latitude: 44.150821
  • Geo Longitude: -69.357661
  • Tax Lot: 47
  • Site:Level: Yes
  • Site:Open: Yes
  • Site:Wooded: Yes
  • Location:Rural: Yes
  • Construction: Wood Frame
  • Water View2: No
  • Tree Growth YN2: false
Parking
  • Parking Features: Storage Above, Gravel, Detached, 1 - 4 Spaces
  • Attached Garage: No
  • Parking: 1 - 4 Spaces
Taxes and HOA Information
  • Tax Book Number: 5458
  • Tax Map Number: R19
  • Tax Year: 2025
  • Parcel Number: WALB-000000-R000019-000047
  • Location Information:Association Y/N: No
  • Tax Annual Amount: $8,732.00
Virtual Tour
Property
Green Features
  • HERS Certified: No
Heating and Cooling
  • Water Heater:On Demand: Yes
  • Heat Fuel: Electric, Propane, Wood2
  • Heat System: Direct Vent Heater, Heat Pump, Wood Stove
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 2920.0
  • Lot Size Acres: 67.0
  • Source of Acreage: Deed
  • Building Area Total: 2920.0
  • Lot Size Area: 67.0
  • Lot Size Units: Acres
  • Lot Size Square Feet: 2918520.0
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Bathrooms Half: 0
  • Street Number: 8
  • Property Information:Surveyed: No
  • Property Information:Seasonal: No
  • Property Information:Deed: All
  • Property Information:# Rooms: 9.00
  • Property Information:Total Half Baths: .00
  • Property Information:Color: Wood shingle
  • Property Information:# Full Baths Basement: .00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: 2.00
  • Property Information:# Half Baths Level 1: .00
  • Property Information:# Full Baths Level 2: 1.00
  • Property Information:Other Source of Square Footage: iGuide Tour
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Gravel: Yes
  • Driveway: Gravel
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Other
  • Year Built: 1825
Utilities
  • Electric: True
  • Sewer: Private Sewer
  • Water Source: Private
  • Gas:Bottled: Yes
  • Water Heater: On Demand
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Shingle Siding
  • # Fireplaces: 3
  • Fireplace: Yes
  • Vehicle Storage:2 Car: Yes
  • Vehicle Storage:Detached: Yes
  • Roof: Shingle
  • Vehicle Storage:Storage Above: Yes
  • Patio and Porch Features:Deck: Yes
  • Vehicle Storage: 2 Car, Detached, Storage Above
  • Patio and Porch Features: Deck
  • Basement Entry: Interior
Interior Features
  • Basement: Full, Unfinished
  • Flooring: Wood
  • Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath
  • Cooling: Heat Pump
  • Heating: Electric, Propane, Wood, Direct Vent Heater, Heat Pump, Wood Stove
  • Foundation Details: Slab, Stone
  • Laundry Features: Main Level
  • Room Total: 9
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 3.00
  • Bathrooms Total (Notational): 3.00
  • Cooling YN: Yes
  • Heating YN: Yes
  • Furnished: Negotiable
  • Amenities: 1st Floor Bedroom, 1st Floor Primary Bedroom wBath, Laundry - 1st Floor
  • Den Amenities: Wood Burning Fireplace7
  • Great Room Amenities: Wood Burning Fireplace11
  • Kitchen Amenities: Wood Burning Fireplace12
Room Information
Room 1
  • Room Type: Kitchen
  • Room Level: First
Room 2
  • Room Type: Great Room
  • Room Level: First
Room 3
  • Room Type: Dining Room
  • Room Level: First
Room 4
  • Room Type: Kitchen
  • Room Level: First
  • Bedroom Amenities 4: Full Bath4
Room 5
  • Room Type: Den
  • Room Level: First
Room 6
  • Room Type: Bedroom 1
  • Room Level: First
Room 7
  • Room Type: Bedroom 2
  • Room Level: First
Room 8
  • Room Type: Bedroom 3
  • Room Level: First
Room 9
  • Room Type: Bedroom 4
  • Room Level: Second

Property History for 8 Simon Road

DateEvent & SourcePriceAppreciation
Jun 2, 2026

Listed (Active)

Maine Listings #1665007

$749,000—
DateEvent & SourcePrice
06/02/2026

Listed (Active)

Maine Listings #1665007

$749,000

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

Public Records for 8 Simon Road

Taxable ValueLand$167,000Additions$448,000Total$615,000
Tax Record2025$9,102 ($758 / month)
Home Facts
Beds4Baths1Total Finished SqFt972 SqFtAbove Grade Finished SqFt972 SqFtStories1Lot Size2,645,399 SqFtStyleSingle Family ResidenceYear Built1825ZoningRURALCountyLINCOLNAPNWALB M:R19 L:47

Schools near 8 Simon Road

This home is within Regional School Unit 40 Msad 40.
Rating
School
Type
Grades
Distance
Miller School
Public - PK to 6
Medomak Middle School
Public - 7 to 8
Medomak Valley High School
Public - 9 to 12
Warren Community School
Public - PK to 6
Rating
School
Distance
Miller School
PublicPK to 6

Medomak Middle School
Public7 to 8

Medomak Valley High School
Public9 to 12

Warren Community School
PublicPK to 6

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.

Similar Homes

Explore Nearby Homes

More information about 8 Simon Road, Waldoboro, ME 04572

8 Simon Road is a single family home for sale in Waldoboro, ME 04572. This property was listed for sale on June 2, 2026 by Camden Coast Real Estate, it's currently listed at $749,000. This listing's school district is Regional School Unit 40 Msad 40. Nearby schools include Miller School, Medomak Middle School and Medomak Valley High School. 8 Simon Road is a 4-bed, 3-bath, 2,920 sqft single family home built in 1825.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Camden Coast 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.