33 Oak Drive
Gray, ME 04039
5 Beds
4.5 Baths
3,580 sqft (on 1.80 acres)
5 Beds
4.5 Baths
3,580 sqft
(on 1.80 acres)
Home Value
Trulia Estimate
$2.58MSince last month
Increased$8K (+0.3%)Since last year
Increased$247K (+10.6%)Since last sale
Increased$364K (+16.5%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +279% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $2.57M |
| July 2026 | $2.56M |
| June 2026 | $2.53M |
| May 2026 | $2.51M |
| April 2026 | $2.53M |
| March 2026 | $2.49M |
| February 2026 | $2.46M |
| January 2026 | $2.38M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $683,000 | 12/05/25 | 3 | 2.5 | 2,284 | |
0.88 | Single-Family Home | $1,700,000 | 02/02/26 | 3 | 2.5 | 2,750 | |
0.92 | Single-Family Home | $700,000 | 12/30/25 | 4 | 2.5 | 2,376 | |
1.26 | Single-Family Home | $2,300,000 | 07/24/26 | 6 | 5 | 3,900 | |
0.92 | Single-Family Home | $1,250,000 | 09/05/25 | 3 | 3 | 2,207 | |
1.20 | Single-Family Home | $519,000 | 12/31/25 | 3 | 2 | 1,568 | |
1.13 | Single-Family Home | $550,000 | 01/16/26 | 3 | 2 | 1,820 | |
1.23 | Single-Family Home | $584,000 | 06/12/26 | 3 | 2 | 2,432 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.12 | $683,000 | 3 | 2.5 | 2,284 | Recently Sold | |
0.20 | $990,200 | 3 | 2 | 2,568 | Off Market | |
0.24 | $819,700 | 3 | 3 | 1,868 | Off Market | |
0.21 | $499,900 | 1 | 1.5 | 960 | For Sale | |
0.24 | $830,700 | 2 | 2 | 852 | Off Market | |
0.27 | $1,022,500 | 4 | 2 | 1,625 | Off Market | |
0.32 | $983,600 | 2 | 1 | 2,250 | Off Market | |
0.33 | - | - | - | - | Off Market | |
0.54 | $1,272,400 | 4 | 3 | 1,800 | Off Market | |
0.59 | $984,700 | 3 | 1 | 2,384 | Off Market | |
0.65 | - | - | - | - | Off Market |
Local Information
- Map ViewExplore the area around 33 Oak Drive.
- Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2008
Lot Size
1.8 acres
Living Area
3,580 sqft
Price/Sqft
$721
Parking
Garage
HOA
$10/Monthly
Last check for updates: about 20 hours ago
Listed by RE/MAX By The Bay
Bought with: The Boulos Company
Source: Maine Listings, MLS#1568982
About this House
Located on the upper lake of Little Sebago this stunning cottage sits on 745 feet of water frontage. The eat-in kitchen kitchen with beautiful white cabinetry offers a pantry, new appliances, ample cabinet space and a peninsula with seating for four. The open concept dining and living room with stone fireplace, vaulted ceiling and windows on all three sides creates a fantastic place for everyone to gather. The screen porch on the southeast side of the home provides a perfect spot to enjoy the sun and views out to the water. First floor laundry and bedroom make one level living possible. The second floor primary suite is a private oasis with cathedral ceilings, double vanities, a large soaking tub and access to a second floor deck and a custom exterior fireplace. This lakeside retreat has a family compound feel with two outbuildings. The first carriage house has a two car garage with bonus room, heat pump and full bath above. This space makes the perfect home office, game room or bunkhouse. The second carriage house was built in 2021, it has three garage bays, one currently being used as a gym space, and a studio above. Equipped with a kitchenette, high ceilings, a full bath and heat pumps it offers a comfortable and private space for long and short term guests. Three separate docks, float, boat house, saltwater hot tub and patios make it easy to entertain, access the water or have a quiet moment by the shore. This prime location on a natural point, surrounded by water, makes the property feel secluded and private. Enjoy being 10 minutes to Gray town amenities and under 15 minutes to Raymond favorites, such as the Good Life Market and Fisherman's Catch!
33 Oak Drive, Gray, ME 04039 is a 5 bedroom, 5 bathroom, 3,580 sqft single-family home built in 2008. It last sold for the $2,195,000 asking price on Sep 27, 2023. It is currently off market. The Trulia Estimate is $2,581,400, with a rent estimate of $4,424/month.
Home Details for 33 Oak Drive
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MLS Status: Closed |
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Interior Details Basement: Interior Entry,Crawl Space,Full,UnfinishedNumber of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3580 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Microwave, Electric Range, RefrigeratorDishwasherMicrowaveRefrigerator |
Heating & Cooling Heating: Baseboard,Forced Air,Heat Pump,Hot WaterHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 3Has a FireplaceHas a Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Tile, Vinyl, Wood |
Levels, Entrance, & Accessibility Floors: Tile, Vinyl, Wood |
View Has a ViewView: Scenic |
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Exterior Home Features Roof: ShinglePatio / Porch: Deck, PatioOther Structures: OutbuildingNo Private Pool |
Parking & Garage Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageNo Attached GarageParking Spaces: 5Parking: Paved,5 - 10 Spaces,Detached,Heated Garage |
Frontage WaterfrontRoad Frontage: Private RoadRoad Surface Type: Gravel, DirtOn Waterfront |
Water & Sewer Sewer: Private SewerWater Body: Little Sebago |
Farm & Range Frontage Length: Waterfrontage: 745, Waterfrontage Owned: 745 |
Finished Area Finished Area (above surface): 3580 Square Feet |
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Year Built Year Built: 2008 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage |
Building Construction Materials: Wood Frame, Shingle Siding, Wood Siding |
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Price List Price: $2,195,000 |
Status Change & Dates Off Market Date: Tue Aug 22 2023 |
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Direction & Address City: Gray |
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Building Area Building Area: 3580 Square Feet |
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Has an HOAHOA Fee: $125/Annually |
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Lot Area: 1.8 Acres |
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BasementMls Number: 1568982Above Grade Unfinished Area: 3580 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 27, 2023 Source: Maine Listings #1568982 | Sold | $2,205,000 |
Aug 23, 2023 Source: Maine Listings #1568982 | Pending | $2,195,000 |
Aug 16, 2023 Source: Maine Listings #1568982 | Listed For Sale | $2,195,000 |
Nov 8, 2016 Source: Maine Listings #1288446 | Sold | $850,000 |
Oct 2, 2012 Source: Agent Provided | ListingRemoved | $825,000 |
Sep 1, 2012 Source: Agent Provided | Listed For Sale | $825,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $19,943 | $2,056,000 |
Home facts updated by county records
Market trends in Gray
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
2MoM
Around this home
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 Gray
At least 9 Trulia users voted on each feature.
100 % Say parking is easy
100 % Say yards are well-kept
93 % Say car is needed
88 % Say people would walk alone at night
78 % Say it's dog friendly
77 % Say there's wildlife
71 % Say it's quiet
63 % Say there's holiday spirit
61 % Say neighbors are friendly
60 % Say they plan to stay for at least 5 years
50 % Say kids play outside
43 % Say there are community events
38 % Say there are sidewalks
38 % Say streets are well-lit
36 % Say it's walkable to grocery stores
27 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) 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. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Frequently asked questions about 33 Oak Drive
- What is 33 Oak Drive estimated to be worth?Trulia's estimated value for 33 Oak Drive in Gray, ME is $2,581,400.
- What is the price history for 33 Oak Drive?33 Oak Drive in Gray, ME last sold for $2,205,000 in September 2023.
- Is Gray a buyer's or seller's market?Gray is currently a seller's market, based on recent for-sale activity.
- What do residents say about Gray?Residents describe Gray, ME as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Gray, ME.
- Does 33 Oak Drive have air conditioning?Yes, 33 Oak Drive in Gray, ME has air conditioning.
- Does 33 Oak Drive have laundry facilities?Yes, 33 Oak Drive in Gray, ME has laundry facilities.
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Off Market Homes Near 33 Oak Drive
SOLDAUG 19, 2026Coldwell Banker Team Real Estate, Closed
SOLDJUL 24, 2026Coldwell Banker Team Real Estate, Closed
SOLDMAR 9, 2026
SOLDFEB 2, 2026RE/MAX By The Bay, Closed
SOLDDEC 23, 2025
OFF MARKETDream Home Realty LLC, Closed
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Homes for sale near 33 Oak Drive
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