299 Gates Road, Jefferson, ME 04348
Property image
Property image
FOR SALE
1.85 ACRES

$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*
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Home Highlights

Single-Family Home
Built in 2004
1.85 acre lot
$328/sqft
4 Car Garage
HOA $48/mo

Local Information

  • Map ViewExplore the area around 299 Gates Road.
  • Schools1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination
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

Interior Features

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

Exterior Features

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

Days on Market

Days on Market: 125

Property Information

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

Price & Status

Price
List Price: $1,699,000Price Per Sqft: $328

Active Status

MLS Status: Active

Location

Direction & Address
City: JeffersonCommunity: Chimney Point Association - Road Association

Agent Information

Listing Agent
Listing ID: 1663462

Building

Building Area
Building Area: 5180 Square Feet

HOA

Has an HOAHOA Fee: $575/Annually

Lot Information

Lot Area: 1.85 Acres

Miscellaneous

BasementMls Number: 1663462Above Grade Unfinished Area: 3395

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
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
15

Home Value

Trulia Estimate
$1.62M
Since 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
MonthEstimated 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

DateEventPrice
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

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

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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.