$757,700
4 Beds
3 Baths
2,920 sqft (on 67 acres)
8 Simon Road, Waldoboro, ME 04572
Est. Refi. Payment $4,485/mo*
Refinance Your HomeCurrently Off Market - Sold Jul 14, 2026 for $755,000 (1% above list price)
Home Value
Trulia Estimate
$758KSince last month
Increased$1K (+0.1%)Since last year
Increased$196K (+34.8%)Since last sale
Increased$3K (+0.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +304% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $758K |
| July 2026 | $756K |
| June 2026 | $746K |
| May 2026 | $615K |
| April 2026 | $595K |
| March 2026 | $614K |
| February 2026 | $579K |
| January 2026 | $586K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.68 | Single-Family Home | $700,000 | 11/17/25 | 4 | 2 | 2,468 | |
0.96 | Single-Family Home | $585,000 | 09/05/25 | 3 | 2 | 2,660 | |
1.01 | Single-Family Home | $435,000 | 05/29/26 | 3 | 2.5 | 1,792 | |
0.86 | Single-Family Home | $218,000 | 01/20/26 | 3 | 2 | 1,296 | |
0.95 | Single-Family Home | $290,000 | 11/19/25 | 3 | 1.5 | 1,248 | |
1.13 | Single-Family Home | $377,000 | 09/08/25 | 3 | 1.5 | 1,512 | |
2.01 | Single-Family Home | $360,000 | 06/30/26 | 3 | 2 | 2,184 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $407,600 | 2 | 1 | 1,196 | Off Market | |
0.43 | - | - | - | - | Off Market | |
0.58 | $254,900 | 3 | 2 | - | Off Market | |
0.68 | $700,000 | 4 | 2 | 2,468 | Recently Sold | |
0.71 | $44,900 | - | - | - | For Sale | |
0.73 | - | - | - | - | Off Market | |
0.86 | $218,000 | 3 | 2 | 1,296 | Recently Sold | |
0.87 | $329,000 | 3 | 2 | 1,836 | For Sale | |
0.87 | $129,900 | - | - | - | For Sale | |
0.88 | $274,900 | 3 | 1 | 1,285 | For Sale | |
0.95 | $290,000 | 3 | 1.5 | 1,248 | Recently Sold |
Local Information
- Map ViewExplore the area around 8 Simon Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1825
Lot Size
67 acres
Living Area
2,920 sqft
Price/Sqft
$259/sqft
Parking
Garage
Last check for updates: about 2 hours ago
Listed by Camden Coast Real Estate
Bought with: Engel & Volkers Casco Bay
Source: Maine Listings, MLS#1665007
About this House
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
8 Simon Road, Waldoboro, ME 04572 is a 4 bedroom, 3 bathroom, 2,920 sqft single-family home built in 1825. It last sold for $755,000 on Jul 14, 2026 (1% above the $749,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $757,700, with a rent estimate of $4,448/month.
Home Details for 8 Simon Road
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MLS Status: Closed |
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Interior Details Basement: Interior Entry,Full,UnfinishedNumber of Rooms: 9Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Great Room, Kitchen |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2920 Square Feet |
Heating & Cooling Heating: Direct Vent Heater,Heat Pump,Wood StoveHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Direct Vent Heater |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
Gas & Electric Electric: Circuit Breakers, Generator Hookup, Photovoltaics Seller Owned |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Floors: Wood |
View Has a ViewView: Fields, Scenic |
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Exterior Home Features Roof: ShinglePatio / Porch: DeckFoundation: Slab, StoneNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Gravel,1 - 4 Spaces,Detached,Storage |
Frontage Road Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
Finished Area Finished Area (above surface): 2920 Square Feet |
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Year Built Year Built: 1825 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Wood Frame, Shingle Siding |
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Price List Price: $749,000Price Per Sqft: $259/sqft |
Status Change & Dates Off Market Date: Sun Jun 07 2026 |
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Direction & Address City: Waldoboro |
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Building Area Building Area: 2920 Square Feet |
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Lot Area: 67 Acres |
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BasementMls Number: 1665007Attribution Contact: info@camdencoast.comAbove Grade Unfinished Area: 2920 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 14, 2026 Source: Maine Listings #1665007 | Sold | $755,000 |
Jun 8, 2026 Source: Maine Listings #1665007 | Pending | $749,000 |
Jun 2, 2026 Source: Maine Listings #1665007 | Listed For Sale | $749,000 |
Nov 15, 2019 Source: N/A | Sold | $225,000 |
Oct 9, 2019 Source: Agent Provided | Pending | $225,000 |
Jun 18, 2019 Source: Agent Provided | Listed For Sale | $225,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $6,912 | $409,000 |
Home facts updated by county records
Market trends in Waldoboro
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
5MoM
Around this home
What Locals Say about Waldoboro
At least 4 Trulia users voted on each feature.
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say there's holiday spirit
100 % Say yards are well-kept
83 % Say parking is easy
83 % Say there's wildlife
80 % Say it's quiet
57 % Say kids play outside
50 % Say neighbors are friendly
50 % Say it's dog friendly
43 % Say they plan to stay for at least 5 years
40 % Say there are community events
33 % Say streets are well-lit
25 % Say there are sidewalks
20 % Say it's walkable to restaurants
17 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) 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. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Frequently asked questions about 8 Simon Road
- What is 8 Simon Road estimated to be worth?Trulia's estimated value for 8 Simon Road in Waldoboro, ME is $757,700.
- What is the price history for 8 Simon Road?8 Simon Road in Waldoboro, ME last sold for $755,000 in July 2026.
- Is Waldoboro a buyer's or seller's market?Waldoboro is currently a balanced market, based on recent for-sale activity.
- What are the closest schools to 8 Simon Road?The closest schools to 8 Simon Road in Waldoboro, ME are Medomak Middle School (rated 6/10), Medomak Valley High School (rated 5/10), Miller School (Pre-K/Elementary, rated 3/10).
- Does 8 Simon Road have air conditioning?Yes, 8 Simon Road in Waldoboro, ME has air conditioning.
- How big is the lot at 8 Simon Road?The lot at 8 Simon Road in Waldoboro, ME is about 67 acres.
Apartments for Rent
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Off Market Homes Near 8 Simon Road
SOLDAUG 27, 2026Peninsula Properties, Closed
SOLDJUL 22, 2026Midcoast Home/Sea Glass, Closed
SOLDJUL 8, 2026RE/MAX JARET & COHN, Closed
SOLDJUN 26, 2026RE/MAX JARET & COHN, Closed
SOLDMAY 29, 2026Better Homes & Gardens Real Estate/The Masiello Group, Closed
SOLDJAN 8, 2026- SOLDDEC 10, 2025
SOLDDEC 9, 2025Lone Pine Real Estate Company, Closed
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