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$2,800,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,600 Sq. Ft.
  • 9.81 Acres
  • 2 Car Garage
  • Updated 11 days ago
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Damariscotta's most significant intown property is offered on the market for the first time in over 50 years. ''Oak Gables'' offers the peace and privacy of over 9 acres of lawn, fields and ancient apple trees on 1,200 feet of west facing Damariscotta River frontage. The circa 1840's estate home looks down over the property and features four separate bedrooms plus a lovely Primary Suite with breathtaking sunrise views over the''Johnny Orr Rapids''. On the lower level are office space and a completely separate apartment with its own kitchen and bath that enjoys similar views to the Primary. The Carriage House is a multi car space and what used to be the servants' quarters above is now a very nice apartment. Another attached, small studio apartment is located on the ground level. Both have amazing views. Set away from all of this is a three-bedroom cottage style home with a delightful screened porch overlooking the river. Also on the property is a functional riverfront boat house and a large in-ground swimming pool of some age. For the owner wishing to enjoy all the benefits of being in town and on the water but at the same time having complete privacy, this property will merit consideration.

Full Property Details for 36 Pleasant St

General

  • Price: $2,800,000
  • Taxes: $26,277 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MREIS
  • MLS ID: 1664545
  • Updated: 7/2/2026
  • Added to Site: 46 day(s) ago

Rental Information

  • Complex Features: Clubhouse

Interior

  • Number of Rooms: 12
  • Interior Features: 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, In-Law Floorplan, One-Floor Living, Other, Shower, Storage, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cooktop, Dishwasher, Dryer, Gas Range, Refrigerator, Wall Oven, Washer
  • Furnishings: Negotiable
  • Flooring: Carpet, Wood, Hardwood, Linoleum

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Pool: Yes
  • Pool Description: In Ground

Exterior

  • Porch/Patio/Deck: Deck, Patio, Porch, Porch-Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Paved, 11 - 20 Spaces, Garage Door Opener, Detached

Location

  • County: Lincoln

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Other
  • Heating Type: Oil, Propane, Baseboard, Hot Water

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Greek Revival
  • Structure Type: Post & Beam
  • Construction: Wood Frame, Clapboard, Shingle Siding, Wood Siding
  • Basement: Yes
  • Basement Desc.: Doghouse, Walk-Out Access, Finished, Full
  • Roof: Shingle
  • Square Feet: 4,600
  • Sq. Ft. Source: Other
  • Finished Total: 4,600 Sq. Ft.
  • Finished Above Grnd: 3,600 Sq. Ft.
  • Finished Below Grnd: 1,000 Sq. Ft.
  • Year Built: 1840

Additional Structures

  • Other Structures: Outbuilding, Barn(s)

Lot Features

  • Property View: Fields, Scenic
  • Lot Size (Acres): 9.81
  • Lot Size (Sq. Ft.): 427,323.6
  • Zoning: Residential
  • Lot Description: Intown, Near Shopping, Neighborhood, Level, Open Lot, Pasture, Rolling Slope, Landscaped

Water Features

  • Water Front: Yes
  • Water Front Name: Damariscotta

Financial Considerations

  • Tax Amount: $26,277
  • Tax Year: 2025

Disclosures and Reports

  • Lot Number: 35

Listed by Keller Williams Realty (207) 879-9800

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Listing agents

— 36 Pleasant St —

  • Keller Williams Realty

    207-879-9800

  • Keller Williams Realty

    207-879-9800

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 36 Pleasant St

School District:Great Salt Bay Community School District
NameGradesDistance
Great Salt Bay Community School
767 Main Street, Damariscotta, ME 04543
K-81.7 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 36 Pleasant St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/02/2026
Price Reduced
$2,800,000
-12.5%
MLS
5/29/2026
Listed
$3,200,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Realty (207) 879-9800

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36 Pleasant Street, Damariscotta, ME 04553 (MLS# 1664545) is a Single Family property with 6 bedrooms, 3 full bathrooms and 1 partial bathroom. 36 Pleasant Street is currently listed for $2,800,000 and was received on May 29, 2026. Want to learn more about 36 Pleasant Street? Do you have questions about finding other Single Family real estate for sale in Damariscotta? You can browse all Damariscotta real estate or contact a Coldwell Banker agent to request more information.

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