Charming Maine Cottage with Stunning Ocean Views: Set against the picturesque backdrop of Monhegan Island, this classic seasonal Maine cottage offers breathtaking panoramic views of the Atlantic Ocean. Perched above the rugged coastline, you'll enjoy the soothing sound of waves crashing below and watch as sailboats glide past and spectacular sunrises light up the horizon - all from your waterfront sunroom. Built in the early 1900s, the cottage exudes timeless New England charm. The main house features three bedrooms and two bathrooms, along with a cozy living room with a brick fireplace, a bright sunroom, a dining room, and a rustic kitchen that captures the home's heritage. Whether you're curling up with a book by the fire or hosting a lobster dinner with friends, this home offers the perfect coastal retreat. Connected by a breezeway, a private suite with its own bedroom and bath serves as an ideal guest space or tranquil primary bedroom retreat. Step outside to the spacious waterfront deck, perfect for grilling, entertaining, or simply soaking in the summer sunshine that Maine is so well known for. Tucked away on a private road just steps from the iconic Pemaquid Lighthouse, the cottage offers both seclusion and convenience—just minutes from a local market and a short drive to historic Damariscotta, renowned for its dining, shopping, and coastal charm. This is more than a home - it's a true Maine experience. Schedule your tour today and discover the magic for yourself.
Single-familyProperty Type
1905Year Built
0.3 acresLot Size
$587Est. Price/Sq.Ft.
1 spaceParking
Listed by Amy Keenan• Legacy Properties Sotheby's International Realty
Bought with Randall Miller• Legacy Properties Sotheby's International Realty
Bought with Charles Richardson• Legacy Properties Sotheby's International Realty
Claim this home to receive a free report every month with insights on the changing estimate.
Earn from this home
Sell
$381,500
Est. take-home
List your home with Redfin and save $13,798
Market trends in 04554, ME
Last updated September 2026
Buyer's Market
Seller's Market
Balanced market
Sale-to-list price
97.4%
+2.7% MoM
Median sale price
$567K
$37K MoM
Avg. days on market
46d
14 days MoM
Recently sold homes
14
1 MoM
Provided by Redfin
Sale history for 33 Cliff Rd
Date
Event
Price
MREIS #1621144
Jun 16, 2025
Sold
$1,175,000
$500/sq ft
May 2, 2025
Listed
$1,175,000
$500/sq ft
MREIS #1605358
Sep 30, 2024
Price Changed
$1,850,000
$787/sq ft
Sep 30, 2024
Listed
$1,400,000
$596/sq ft
MREIS #1511756
Nov 30, 2021
Sold
$1,425,000
$606/sq ft
Oct 12, 2021
Listed
$1,500,000
$638/sq ft
+39
Bold ocean at its very best! Early 1900's cottage located on a quiet, private road just north of the Pemaquid Lighthouse that enjoys a breathtaking 180 degree view over Muscongus Bay, Monhegan Island, and out to open ocean. This location provides endless natural entertainment -from firey sunrises to bright full moons with the light shimmering over the water. The Atlantic Ocean can be perfectly still or a rolling surf or larger waves crashing against the rocks far below. You'll also see working lobster boats, windjammers in full sail, yacht races, and power boats of all descriptions. Whales, dolphins, seals and all types of seabirds are out there too. One can cast a fishing line off the rocks in front. The current family has immensely enjoyed this cottage for over 60 years and retained the charm of its original condition. In 2000 a separate building with a first floor master bedroom and bath was added. .. connected by a deck . Cozy living room with fireplace abuts spacious glassed-in porch overlooking ocean. 4 bedrooms on second floor. Cool evenings and the sound of the surf enable the most restful sleep you've ever known. Property includes a 1.9 ac ''back lot'' across the road. This land was purchased to help make sure this end of The Point stays quiet. It includes the last buildable spot on Cliff Road, if there's a need for a guest house, and offers lovely views. Well is located on that lot and produces an abundance of excellent water. Most furnishings included. Pemaquid Point offers a strong neighborhood appeal with delightful walks along the ocean, migrating birds, and nearby restaurants, beach, and groceries along with the boat to Monhegan Island.
Year
Property tax
Land + Additions
Assessment*
2025
$6,399 (+6.7%)
$523,100 + $150,500
$673,600
2024
$5,995 (+12.0%)
$523,100 + $150,500
$673,600
2023
$5,355 (+10.4%)
$523,100 + $150,500
$673,600
2022
$4,850
$523,100 + $150,500
$673,600
2021
$4,850 (−0.7%)
$523,100 + $150,500
$673,600
2020
$4,884 (+7.4%)
$523,100 + $150,500
$673,600
2019
$4,547 (+8.0%)
$523,100 + $150,500
$673,600
2018
$4,210
$523,100 + $150,500
$673,600
2017
$4,210 (−15.6%)
$523,100 + $150,500
$673,600
2016
$4,986 (−6.5%)
$504,200 + $126,900
$631,100
2015
$5,333 (+7.0%)
$504,200 + $126,900
$631,100
2014
$4,986
$504,200 + $126,900
$631,100
Tax history for 33 Cliff Rd
Year
Property tax
Land + Additions
Assessment*
2025
$6,399 (+6.7%)
$523,100 + $150,500
$673,600
2024
$5,995 (+12.0%)
$523,100 + $150,500
$673,600
2023
$5,355 (+10.4%)
$523,100 + $150,500
$673,600
2022
$4,850
$523,100 + $150,500
$673,600
2021
$4,850 (−0.7%)
$523,100 + $150,500
$673,600
2020
$4,884 (+7.4%)
$523,100 + $150,500
$673,600
2019
$4,547 (+8.0%)
$523,100 + $150,500
$673,600
2018
$4,210
$523,100 + $150,500
$673,600
2017
$4,210 (−15.6%)
$523,100 + $150,500
$673,600
2016
$4,986 (−6.5%)
$504,200 + $126,900
$631,100
2015
$5,333 (+7.0%)
$504,200 + $126,900
$631,100
2014
$4,986
$504,200 + $126,900
$631,100
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.