33 Cunningham Rd, Freeport, ME 04032
Property image
Property image
OFF MARKET

33 Cunningham Rd
Freeport, ME 04032

  • 3 Beds
  • 3 Baths
  • 2,737 sqft (on 1.21 acres)

$2,382,100

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $14,203/mo*
Refinance Your Home

$2,382,100

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $14,203/mo*
Refinance Your Home
3 Beds
3 Baths
2,737 sqft
(on 1.21 acres)

Local Information

  • Map ViewExplore the area around 33 Cunningham Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
1.21 acres
Living Area
2,737 sqft
Price/Sqft
$870
Parking
Garage

About this House

Waterfront home w/beautiful views to the southwest, tucked on 1.2 acres. Cherry kitchen w/granite; master w/cathedral ceiling; family room w/beams & fireplace; tiered gardens & stone walls. Oversized garage, wood & storage sheds. Private neighborhood. www.portsidereg.com
33 Cunningham Rd, Freeport, ME 04032 is a 3 bedroom, 3 bathroom, 2,737 sqft single-family home built in 1995. It last sold for $831,000 on May 23, 2013. It is currently off market. The Trulia Estimate is $2,382,100, with a rent estimate of $3,784/month.

Home Details for 33 Cunningham Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Dining Room, Master Bath, Office
Heating & Cooling
Heating: Baseboard, Radiant, GasAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1.21 acres

Price History for 33 Cunningham Rd

DatePriceEventSource
05/23/2013$831,000Sold
Maine Listings #1085559
12/16/2012$895,000ListingRemovedAgent Provided
09/18/2012$895,000PriceChange
Agent Provided
08/03/2012$945,000PriceChange
Agent Provided
07/04/2012$979,000Listed For SaleAgent Provided

Market trends in Freeport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
2MoM
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Property Tax and Assessment

Year2024
Tax$19,344
Assessment$1,449,000
Home facts updated by county records

Comparable Sales for 33 Cunningham Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
380 Lower Flying Point Road, Freeport, ME
0.10
Single-Family Home
$1,275,000
10/10/25
4
3.5
3,586
71 Merganser Way, Freeport, ME
0.33
Single-Family Home
$983,000
05/26/26
3
2
1,306
10 Chickadee Lane, Freeport, ME
0.38
Single-Family Home
$1,703,500
07/23/26
4
3
2,304
44 Maquoit Drive, Freeport, ME
0.55
Single-Family Home
$1,285,000
11/26/25
3
2.5
2,379
58 Maquoit Drive, Freeport, ME
0.60
Single-Family Home
$950,000
03/20/26
2
2
2,104
10 Lower Flying Point Road, Freeport, ME
1.68
Single-Family Home
$810,000
04/02/26
4
2.5
3,132
13 & 13A Bustins Island, Freeport, ME
1.12
Single-Family Home
$550,000
10/21/25
4
2
1,531
52 Birch Point Road, Freeport, ME
1.81
Single-Family Home
$555,000
04/30/26
3
1.5
1,514
124 Flying Point Road, Freeport, ME
1.79
Single-Family Home
$1,495,000
06/30/26
4
3
3,006
3 Randall Road, Freeport, ME
2.18
Single-Family Home
$1,300,000
09/10/25
3
3
2,624

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Cunningham Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Freeport

At least 22 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 93 % Say car is needed

  • 77 % Say there's wildlife

  • 77 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 74 % Say kids play outside

  • 73 % Say there's holiday spirit

  • 71 % Say parking is easy

  • 63 % Say they plan to stay for at least 5 years

  • 61 % Say it's quiet

  • 56 % Say neighbors are friendly

  • 41 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 38 % Say streets are well-lit

  • 35 % Say there are sidewalks

  • 28 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mq2bxdyydh
    "LL bean and town of Freeport have a lot of family friendly events throughout the year. Christmas fall Summer camps Farmers market Art walks Community center "
    0
    Flag
  • Tia Silverio
    "My specific neighborhood is on a main road and my specific house is also an entrance to a public park, so people come flying down the road once in a while "
    0
    Flag
  • Kristyn.marzilli
    "Friendly neighbors, and several connecting neighborhoods. Everyone seems to maintain their yards as well, and it’s beautiful to see, especially in spring and summer."
    3
    Flag
  • Vincent M.
    "15 minute ride to Portland with little to no traffic. 30 minutes to Lewiston and 15 minutes to Brunswick "
    0
    Flag
  • Trulia User
    "People have particular parties for holidays and invite the neighbors. Halloween brings children from All neighborhoods because SouthbFrerpirt is charming, safe, and walkable"
    1
    Flag
  • Taxidog
    "I am not a parent so couldn’t tell other parents what is important about Freeport. For all people, it is a safe, welcoming town. "
    0
    Flag
  • Kathy G.
    "Freeport is a safe community that's close to the best that Maine has to offer. The ocean, lakes and mountains. Plus, it's just 25 miles away from Portland."
    0
    Flag
  • ArmenianAmerican
    "This is the best area of Freeport because it gives you the experience of living in the picturesque beauty of Maine; yet only a few minutes from downtown with the closest access to the hwy."
    0
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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Freeport, ME

Explore by feature - Air Conditioning

16 rentals with air conditioning in Freeport, ME

Explore by feature - Washer/dryer

14 rentals with a washer/dryer in Freeport, ME

Homes for sale near 33 Cunningham Rd

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Off Market Homes Near 33 Cunningham Rd

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Frequently asked questions about 33 Cunningham Rd

  • What is 33 Cunningham Rd estimated to be worth?
    Trulia's estimated value for 33 Cunningham Rd in Freeport, ME is $2,382,100.
  • What is the price history for 33 Cunningham Rd?
    33 Cunningham Rd in Freeport, ME last sold for $831,000 in May 2013.
  • Is Freeport a buyer's or seller's market?
    Freeport is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Freeport?
    Residents describe Freeport, ME as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Freeport, ME.
  • Does 33 Cunningham Rd have air conditioning?
    Yes, 33 Cunningham Rd in Freeport, ME has air conditioning.
  • How big is the lot at 33 Cunningham Rd?
    The lot at 33 Cunningham Rd in Freeport, ME is about 1.2 acres.