$1,699,000
Original price: $1,799,000
- 4 Beds
- 3.5 Baths
- 5,180 sqft (on 1.85 acres)
299 Gates Road, Jefferson, ME 04348
Est. Mortgage $10,346/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2004
1.85 acre lot
$328/sqft
4 Car Garage
HOA $48/mo
Local Information
-- mins to
Last check for updates: about 19 hours ago
Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group
Source: Maine Listings, MLS#1663462

Also Listed on Maine Listings.
About this House
What's unique:Detached two-car garageAttached two-car garageGracious front porchDining areaExpansive south-facing waterside deckDock system with ladder
Custom-built and elegantly positioned on the coveted western shore of Damariscotta Lake in Jefferson's desirable Narrows, this exceptional lakefront residence features 4 bedrooms and 3.5 baths with refined indoor-outdoor living. A gracious front porch, expansive south-facing waterside deck, and patio capture the property's stunning setting. The main level showcases an open-concept design, seamlessly blending a well-appointed kitchen, dining area, and living space, where a stone fireplace creates a warm focal point for everyday living and entertaining. The first floor also offers radiant floor heat for year-round comfort. The 1st floor primary bedroom suite enjoys tranquil water views, direct deck access, wood floors, a generous walk-in closet, and private full bath. Upstairs, a spacious family room and large bedroom with walk-in closet and full bath are complemented by sweeping lake views, along with a large unfinished space ready for customization; the second floor is heated with HWBB. The lower level provides flexible guest accommodations with two bedrooms, a full bath, kitchenette, and large living area with propane heat stove, well-suited for guests or extended family. A large laundry room provides ample storage and convenience. The home is equipped with a backup generator for added peace of mind. Set on 1.85± landscaped acres, the property includes a dock system with ladder, attached two-car garage, and detached two-car garage. Damariscotta Lake spans 14+/- miles w/ depths exceeding 100 feet, prized for clear water, recreation, and excellent fishing. The Narrows provides a quieter shoreline ideal for swimming, boating, and paddling, with abundant wildlife. Conveniently located near Camp Kieve, Wavus Camp, and Lincoln Academy. A rare opportunity to experience classic Maine lakefront living at its finest.
Home Details for 299 Gates Road
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Interior Details Basement: Interior Entry,Walk-Out Access,Daylight,Finished,FullNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room, Other Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 5180 Square Feet |
Appliances & Utilities Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Wall Oven, WasherDishwasherDryerRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Hot Water,Other,RadiantNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Window: Double Pane WindowsDoor: Storm Door(s)Flooring: Laminate, Tile, Wood |
Levels, Entrance, & Accessibility Floors: Laminate, Tile, Wood |
View Has a ViewView: Scenic |
Security Security: Security System, Air Radon Mitigation System |
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Exterior Home Features Roof: MetalPatio / Porch: Deck, Patio, PorchFoundation: Poured ConcreteNo Private Pool |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Paved,5 - 10 Spaces,Garage Door Opener,Detached |
Frontage WaterfrontRoad Frontage: Private RoadRoad Surface Type: DirtOn Waterfront |
Water & Sewer Sewer: Private Sewer, Septic Design Available, Septic TankWater Body: Damariscotta Lake |
Farm & Range Frontage Length: Waterfrontage: 220, Waterfrontage Owned: 220, Waterfrontage Shared: 220 |
Finished Area Finished Area (above surface): 3395 Square FeetFinished Area (below surface): 1785 Square Feet |
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Days on Market: 125 |
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Year Built Year Built: 2004 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,Contemporary |
Building Construction Materials: Wood Frame, Shingle Siding |
Property Information Not Included in Sale: None |
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Price List Price: $1,699,000Price Per Sqft: $328 |
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MLS Status: Active |
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Direction & Address City: JeffersonCommunity: Chimney Point Association - Road Association |
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Listing Agent Listing ID: 1663462 |
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Building Area Building Area: 5180 Square Feet |
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Has an HOAHOA Fee: $575/Annually |
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Lot Area: 1.85 Acres |
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BasementMls Number: 1663462Above Grade Unfinished Area: 3395 |
Around this home
What Locals Say about Jefferson
At least 3 Trulia users voted on each feature.
100 % Say car is needed
100 % Say yards are well-kept
100 % Say there's wildlife
100 % Say parking is easy
100 % Say there's holiday spirit
67 % Say there are community events
60 % Say it's dog friendly
56 % Say they plan to stay for at least 5 years
53 % Say neighbors are friendly
50 % Say it's quiet
33 % Say people would walk alone at night
29 % Say kids play outside
17 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
Market trends in Jefferson
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
15
Home Value
Trulia Estimate
$1.62MSince last month
Increased$48K (+3%)Since last year
Decreased$142K (-8.1%)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 +128% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.62M |
| August 2026 | $1.57M |
| July 2026 | $1.67M |
| June 2026 | $1.69M |
| May 2026 | $1.76M |
2022 | |
2021 | |
2020 | |
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 |
|---|---|---|---|---|---|---|---|
0.33 | Single-Family Home | $750,000 | 07/16/26 | 3 | 2 | 1,680 | |
0.98 | Single-Family Home | $1,100,000 | 08/05/26 | 3 | 1.5 | 1,400 | |
0.79 | Single-Family Home | $431,000 | 02/20/26 | 2 | 2 | 1,198 | |
1.25 | Single-Family Home | $275,000 | 04/02/26 | 3 | 3 | 1,858 | |
2.04 | Single-Family Home | $545,000 | 06/30/26 | 3 | 2.5 | 2,413 | |
2.16 | Single-Family Home | $1,250,000 | 09/16/26 | 3 | 2.5 | 2,572 | |
2.38 | Single-Family Home | $1,600,000 | 06/16/26 | 2 | 2.5 | 3,200 | |
2.30 | Single-Family Home | $790,000 | 06/12/26 | 3 | 1 | 1,482 | |
2.16 | Single-Family Home | $379,000 | 08/27/26 | 1 | 1.5 | 960 | |
2.98 | Single-Family Home | $2,355,000 | 06/18/26 | 8 | 6.5 | 4,500 |
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 |
|---|---|---|---|---|---|---|
0.08 | $996,000 | 2 | 2.5 | 1,960 | Off Market | |
0.07 | $2,199,400 | 4 | 4 | 3,700 | Off Market | |
0.26 | - | - | - | - | Off Market | |
0.28 | $597,700 | 2 | 2 | 1,314 | Off Market | |
0.33 | $750,000 | 3 | 2 | 1,680 | Recently Sold | |
0.34 | - | - | - | - | Off Market | |
0.37 | $518,100 | 4 | 2 | 2,300 | Off Market | |
0.55 | - | - | - | - | Off Market | |
0.55 | $311,900 | 1 | 1 | 500 | Off Market | |
0.61 | $394,700 | 3 | 1 | 1,440 | Off Market | |
0.65 | - | - | - | - | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 17, 2026 Source: Maine Listings #1663462 | PriceChange | $1,699,000 Price decreased by 6% |
Jul 11, 2026 Source: Maine Listings #1663462 | PendingToActive | $1,799,000 |
Jun 25, 2026 Source: Maine Listings #1663462 | Contingent | $1,799,000 |
May 22, 2026 Source: Maine Listings #1663462 | Listed For Sale | $1,799,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $12,345 | $1,019,400 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Better Homes & Gardens Real Estate/The Masiello Group

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
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Frequently asked questions about 299 Gates Road
- What is the estimated monthly payment for 299 Gates Road?Based on a $1,699,000 list price with 20% down at today's rates, the estimated monthly payment for 299 Gates Road in Jefferson, ME is approximately $10,818 (about $9,426 principal & interest, $1,317 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 299 Gates Road?The closest schools to 299 Gates Road in Jefferson, ME are Jefferson Village School (Elementary/Middle, rated 7/10).
- What is 299 Gates Road estimated to be worth?Trulia's estimated value for 299 Gates Road in Jefferson, ME is $1,617,800.
- Does 299 Gates Road have laundry facilities?Yes, 299 Gates Road in Jefferson, ME has in-unit laundry.
- How big is the lot at 299 Gates Road?The lot at 299 Gates Road in Jefferson, ME is about 1.9 acres.
- Does 299 Gates Road have a garage?Yes, 299 Gates Road in Jefferson, ME has an attached garage.
299 Gates Road, Jefferson, ME 04348 is a 4 bedroom, 4 bathroom, 5,180 sqft single-family home built in 2004. This property is currently available for sale and was listed by Maine Listings on May 22, 2026. The MLS # for this home is MLS# 1663462.

