65 Upper Oak Point Rd, Winterport, ME 04496
Property image
Property image
OFF MARKET

65 Upper Oak Point Rd
Winterport, ME 04496

  • 3 Beds
  • 2.5 Baths
  • 4,672 sqft (on 5.30 acres)

$730,700

Trulia Estimate
as of Jul 15, 2026

$730,700

Trulia Estimate
as of Jul 15, 2026
3 Beds
2.5 Baths
4,672 sqft
(on 5.30 acres)

Local Information

  • Map ViewExplore the area around 65 Upper Oak Point Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This Happy Place will invite you to socially distance with peace and comfort to enjoy the views of the beautiful Penobscot River from almost every room! Plenty of space for the whole family in this sprawling executive ranch with attached two car garage, located in RSU22. The first floor offers one level living with laundry and the master en suite. The large kitchen and open sun room are perfect for entertaining, and the cozy living room wood burning fireplace will wrap you in warmth while watching the eagles soar over the river. The lower level offers a huge finished basement family room with another fireplace, fun wet bar and daylight walkout, perfect for all ages to enjoy as a media, game, play room or man cave. There are two additional bedrooms, a full bath and storage also on the lower level. This cul de sac lot has 5.3 acres of privacy, beautifully landscape, sloping grounds, and a long winding driveway, leading to breathtaking water views. Located approximately 20 minutes to hospitals and the airport, and situated 10 minutes each way between Winterport's elementary schools and Hampden Academy. This timeless beauty will surround you in nature's beauty and may be the perfect Next Home for you! Virtual tours, and safe showings available.
65 Upper Oak Point Rd, Winterport, ME 04496 is a 3 bedroom, 3 bathroom, 4,672 sqft single-family home built in 1990. It last sold for $575,000 on Aug 8, 2022. It is currently off market. The Trulia Estimate is $730,700, with a rent estimate of $3,438/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 65 Upper Oak Point Rd

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Interior Details
Types of Rooms: Master Bath

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Lot Information

Lot Area: 5.30 acres

Price History for 65 Upper Oak Point Rd

DatePriceEventSource
08/08/2022$575,000Sold
Maine Listings #1535055
07/08/2022$575,000PendingMaine Listings #1535055
07/06/2022$575,000Listed For SaleMaine Listings #1535055
09/30/2020$463,000Sold
Maine Listings #1449362
08/29/2020$474,900PendingAgent Provided
08/18/2020$474,900PendingToActiveAgent Provided
08/05/2020$474,900PendingAgent Provided
06/01/2020$474,900PriceChange
Agent Provided
03/23/2020$499,900PriceChange
Agent Provided
10/22/2019$569,000Listed For SaleAgent Provided

Market trends in Winterport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
20
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Property Tax and Assessment

Year2024
Tax$9,083
Assessment$682,900
Home facts updated by county records

Comparable Sales for 65 Upper Oak Point Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.79
Single-Family Home
$667,762
02/06/26
3
2.5
4,760
1.10
Single-Family Home
$500,000
10/23/25
3
2.5
2,748
1.47
Single-Family Home
$500,000
04/14/26
4
2.5
2,135
1.50
Single-Family Home
$440,000
06/22/26
3
2
1,509
1.58
Single-Family Home
$400,000
01/20/26
4
2.5
2,240
1.15
Single-Family Home
$375,000
03/26/26
3
2
1,344
1.18
Single-Family Home
$395,000
11/19/25
3
2
1,344
1.27
Single-Family Home
$431,400
01/23/26
3
2
1,970
1.17
Single-Family Home
$385,000
02/13/26
3
2
1,344
1.58
Single-Family Home
$490,600
04/06/26
4
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 65 Upper Oak Point Rd.
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 Winterport

At least 5 Trulia users voted on each feature.
  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 89 % Say there's holiday spirit

  • 86 % Say car is needed

  • 80 % Say it's dog friendly

  • 71 % Say kids play outside

  • 70 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 60 % Say people would walk alone at night

  • 50 % Say it's walkable to restaurants

  • 50 % Say there are sidewalks

  • 48 % Say neighbors are friendly

  • 44 % Say there's wildlife

  • 33 % Say it's walkable to grocery stores

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Chinamomnauntie
    "We've lived here for 14 years and have the privacy we want. Very supportive school system. Great family community, close to the coast."
  • Tjprovencal g. c.
    "This is a fantastic neighborhood. Everyone will get together for cookouts and all the kids are good friends. Winterport is only 10 minutes from Bangor without the noise, and it's in the Hampden school district without the taxes! This is a terrific place for a growing family!"

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Apartments for Rent

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Homes for sale near 65 Upper Oak Point Rd

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Off Market Homes Near 65 Upper Oak Point Rd

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