208 Winston Road

Closed 11/1/22
Closed 11/1/22
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IMG_0657 (1)
tractor pumpkins
Floor Plans
Last Sold Price
$950,000
4 beds2,240 sqft$424/sqft
208 Winston Rd, Waldoboro, ME 04572

Description

Welcome to 208 Winston Rd, Waldoboro. This exceptionally and lovingly renovated and restored 1860 Colonial Farmstead consists of 4-5 bedrooms and 2.5 bathrooms, includes 200 acres spanning Waldoboro and Union, with 10 acres for homestead use, 190 acres in conservation with a forestry plan and harvesting rights, and three 2 acre lots that can be developed further - with the option of siting them on Jackson Rd with views of the Little Medomak Pond. Mature fruit trees, a meandering stream, quintessential...Welcome to 208 Winston Rd, Waldoboro. This exceptionally and lovingly renovated and restored 1860 Colonial Farmstead consists of 4-5 bedrooms and 2.5 bathrooms, includes 200 acres spanning Waldoboro and Union, with 10 acres for homestead use, 190 acres in conservation with a forestry plan and harvesting rights, and three 2 acre lots that can be developed further - with the option of siting them on Jackson Rd with views of the Little Medomak Pond. Mature fruit trees, a meandering stream, quintessential barn and even a tennis court, provide all of the extra amenities elevating this beautiful property into the realm of extraordinary. Home is offered fully furnished, if desired.
LISTING CLOSED: 11/01/2022 12:00 AM

  1. Listed by Tiffany Look • William Raveis Real Estate
    P: (207) 832-1139 JohnB@raveis.com
  2. Listed by Jessica Pooley • William Raveis Real Estate
    P: (207) 832-1139 JohnB@raveis.com

Property Details for 208 Winston Road

Status
Closed
MLS #
1538526
Days on Market
30
Taxes
$5,256 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family Residence
Year Built
1860
Lot Size
200.50 AC / 8,733,780 SF
County
Lincoln County
Architectural Style
Colonial, Farmhouse
Furnished
Furnished
Style
Colonial, Farmhouse
View
Fields, Scenic, Trees/Woods
Has Waterfront
No
Zoning
Rural

Recent comparable sales

Median sold price

$700,000

Avg days on market

45

Sale-to-list ratio

97.6%

Waldoboro, ME

9 comparable properties found

$705,000 | 20 Cottage Point, Waldoboro, ME 04572
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1

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Bedrooms
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Square Feet
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Acres

20 Cottage Point, Waldoboro, ME 04572

$781,000 | 701 Old Augusta Road, Waldoboro, ME 04572
1/83
2

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Bedrooms
2,543
Square Feet
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Acres

701 Old Augusta Road, Waldoboro, ME 04572

$700,000 | 1801 Washington Road, Waldoboro, ME 04572
1/84
3

$700,000

Sold 11/17/25

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Bedrooms
2,468
Square Feet
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Acres

1801 Washington Road, Waldoboro, ME 04572

$399,000 | 1791 Union Road, Waldoboro, ME 04572
1/54
4

$399,000

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Bedrooms
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Square Feet
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Acres

1791 Union Road, Waldoboro, ME 04572

$755,000 | 8 Simon Road, Waldoboro, ME 04572
1/92
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Bedrooms
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Square Feet
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Acres

8 Simon Road, Waldoboro, ME 04572

$1,100,000 | 902 Dutch Neck Road, Waldoboro, ME 04572
1/110
6

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902 Dutch Neck Road, Waldoboro, ME 04572

$360,000 | 215 Robinson Road, Waldoboro, ME 04572
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$585,000 | 184 Oak Ridge, Waldoboro, ME 04572
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$489,900 | 417 Storer Mountain Road, Waldoboro, ME 04572
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Bedrooms
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Square Feet
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Acres

417 Storer Mountain Road, Waldoboro, ME 04572

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of William Raveis Real Estate

Sold By RE/MAX JARET & COHN

Add your commute

Building Information for 208 Winston Road

Stories-Year Built1860Building Size-Lot Size200.50 AC / 8,733,780 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$5,267 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,829

Property Taxes

$438

HOA Dues

$0

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Property Information for 208 Winston Road

Summary
Location and General Information
  • Water View: Yes
  • Location: Abuts Conservation, Rural
  • Page: 105-109
  • Zoning Overlay: No
  • Directions: From end of Feyler's Corner Rd, cross Old Augusta Rd to Jackson Rd. Winston Rd splits right off Jackson Rd. Property is on the left. GPS Friendly.
  • Latitude: 44.18394
  • Longitude: -$69.33
  • Water Body Type: Pond
  • Water Body Name: Little Medomak Pond
Taxes and HOA
  • Association: No
  • Parcel Number: WALB-000000-R000020-000042
  • Tax Lot: 42
  • Tax Book Number: 4700
  • Tax Map Number: R20
  • Tax Year: 2021
  • Tax Annual Amount: $5,256.00
Parking
  • Parking Features: 5 - 10 Spaces, Gravel, On Site, Off Street
  • Parking: 5 - 10 Spaces, On Site, Off Street
  • Has Attached Garage: No
  • Has Garage: No
Virtual Tour
Property
Lot Information
  • Lot Features: Well Landscaped, Pasture/Field, Open, Agricultural, Harvestable Crops, Farm, Level, Wooded, Abuts Conservation, Rural
  • Lot Size Acres: 200.5
  • Lot Size Area: 200.5
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 8733780.0
  • Lot Size Units: Acres
  • Roads: Dead End, Gravel, Public, Dirt
  • Road Surface Type: Gravel, Dirt
  • Site: Agricultural, Farm, Harvestable Crops, Level, Open, Pasture/Field, Well Landscaped, Wooded
Property and Assessments
  • Above Grade Finished Area: 2240.0
  • Building Area Source: Public Records
  • Building Area Total: 2240.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Warranty
  • Deed Restrictions: Yes
  • Surveyed: Yes
  • Construction: Wood Frame
  • Year Built: 1860
Building Features
  • Foundation Details: Block, Concrete Perimeter, Brick/Mortar
  • Foundation Materials: Block, Poured Concrete, Brick/Mortar
  • Construction Materials: Vinyl Siding, Wood Frame
  • Other Structures: Outbuilding, Shed(s), Barn(s)
  • Color: Gray
Financial Information
  • List Price/SqFt: $444.20
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Oil, Wood
  • Electric: Circuit Breakers
  • Gas: No Gas
  • Sewer: Septic Tank, Private Sewer
  • Water Source: Well, Private
  • Water Heater: Off Heating System, Oil
Interior and Exterior Features
Exterior Features
  • Exterior Features: Tennis Court(s)
  • Exterior: Vinyl Siding
  • Roof: Metal
  • Driveway: Gravel
Interior Features
  • Amenities: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, Laundry - Hookup, One-Floor Living, Other Amenities, Shower, Storage, Tennis Court, Primary Bedroom w/Bath
  • Appliances: Washer, Refrigerator, Microwave, Electric Range, Dryer
  • Appliances Included: Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 2.5
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 4
  • Equipment: Satellite Dish, Internet Access Available
  • Fireplaces Total: 2
  • Laundry Features: Washer Hookup
  • Other Equipment: Satellite Dish, Internet Access Available
  • # Full Baths Level 1: 1
  • # Full Baths Level 2: 1
  • # Half Baths Level 1: 1
  • Rooms Total: 7
  • Basement: Interior, Walk-Out Access, Daylight, Full, Unfinished
  • Basement: Walk-Out Access, Daylight, Full, Unfinished
  • Basement Entry: Interior
  • Has Fireplace: Yes
  • Patio And Porch Features: Deck, Porch
  • Has Cooling: No
  • Heating: Stove, Hot Water, Forced Air, Baseboard
  • Has Heating: Yes
  • Flooring: Wood, Tile, Carpet
  • Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, One-Floor Living, Other, Shower, Storage, Primary Bedroom w/Bath
Room Information
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: First
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: Second
Bedroom 4
  • Bedroom 4: Bedroom 4
  • Bedroom 4 Level: Second
Bonus Room
  • Bonus Room: Bonus Room
  • Bonus Room Level: Second
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
Laundry
  • Laundry Room Amenities: Washer Hookup
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Rental
Rent Information
  • Land Lease: No

Property History for 208 Winston Road

DateEvent & SourcePriceAppreciation
Nov 1, 2022

Sold

Maine Listings #1538526

$950,000—
Aug 31, 2022

Pending

Maine Listings #1538526

—
Aug 1, 2022

Listed (Active)

Maine Listings #1538526

$995,000—
DateEvent & SourcePrice
11/01/2022

Sold

Maine Listings #1538526

$950,000
08/31/2022

Pending

Maine Listings #1538526

—
08/01/2022

Listed (Active)

Maine Listings #1538526

$995,000

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

Public Records for 208 Winston Road

Taxable ValueLand$259,000Additions$412,000Total$671,000
Tax Record2025$9,931 ($828 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt480 SqFtAbove Grade Finished SqFt480 SqFtStories2Lot Size8,015,040 SqFtStyleSingle Family ResidenceYear Built1860Year Renovated1860ZoningRURALCountyLINCOLNAPNWALB M:R20 L:42

Schools near 208 Winston Road

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

Medomak Middle School
Public7 to 8

Medomak Valley High School
Public9 to 12

Prescott Memorial 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 208 Winston Road, Waldoboro, ME 04572
$950,000
4
2,240
8,733,780
447 Jackson Road, Waldoboro, ME 04572
–
3
3.5
2,443
85,813
507 Jackson Road, Waldoboro, ME 04572
–
3
1
832
131,987
474 Jackson Road, Waldoboro, ME 04572
$33,500
3
2
1,080
87,120
527 Jackson Road, Waldoboro, ME 04572
–
2
1
1,078
123,275
0 Jackson Road, Waldoboro, ME 04572
$70,000
–
–
–
1,176,120

Explore Nearby Homes

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.

Listing Courtesy of William Raveis 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.