$965,000
$285K PRICE DROP

172 Annabessacook Rd Winthrop, ME 04364

Estimated payment $5,957/month

Total Views 311,060
6 Beds
4 Baths
6,493 Sq Ft
$149 Price per Sq Ft

Highlights

  • 20 Feet of Waterfront
  • Scenic Views
  • Colonial Architecture
  • Winthrop Middle School Rated A-
  • 20 Acre Lot
  • Deck

About This Home

FRESH SURVEY AND TITLE COMPLETED and ready for quick closing! Now includes a 20-foot right of way to Annabessacook Lake and 20 sprawling acres!! This custom-built executive estate offers unparalleled luxury and comfort. A true one-of-a-kind haven, it blends resort-style amenities with high-end finishes for the perfect combination of elegance and functionality. Originally completed in 1997 and beautifully renovated in 2019 and 2023, the residence boasts 6,493 SF of finely crafted living space within 8,527 gross SF. The 6 bedrooms and 4 full bathrooms are adorned with exquisite millwork, crown molding, fluted trim, and hand-carved plinth blocks. Schonbek Swarovski lighting, imported marble, ceramic and porcelain tiles, and Rock Maple hardwood floors elevate the home's grandeur. The main kitchen, an epicurean's dream, features new granite counters, Brazilian Cherry cabinetry, and stainless steel appliances, including two dishwashers. For casual gatherings, the family room offers a second full kitchen with a bar sink, dishwasher, fridge, and range. The custom pool, surrounded by a 3,200 sq. ft. stamped concrete patio and deck, easily accommodates seating for 75. The foundation is ready for conversion to an indoor pool, with heat and plumbing roughed in. A new pool liner ensures a pristine swimming experience. The master suite includes a private marble bath with Jacuzzi and double shower, connecting to a bonus room over the insulated 2-car garage. The third floor hosts a self-contained Teen En Suite with a spa bath. The lower level offers a family/game room, den, and hobby areas. Just 1.5 miles from Winthrop's excellent schools and I-95, this estate is not just a home but a lifestyle. Whether envisioned as a luxury family residence, wedding venue, equestrian property, or B&B, the possibilities are endless. Don't miss this rare opportunity to own a residence that epitomizes luxury living at an unbeatable price. Visit our direct site for detailed video tours & disclosure

Listing Agent

Tim Dunham

Tim Dunham Realty Brokerage Phone: 207-729-7297 Listed on: 06/03/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $11,876

Year Built

  • Built in 1997

Lot Details

  • 20 Acre Lot
  • 20 Feet of Waterfront
  • Property is zoned MIX

Parking

  • 2 Car Attached Garage

Property Views

  • Scenic Vista
  • Woods

Home Design

  • Colonial Architecture
  • Pitched Roof
  • Shingle Roof

Interior Spaces

  • Crown Molding
  • Ceiling Fan
  • 1 Fireplace
  • Double Pane Windows
  • Interior Basement Entry

Flooring

  • Wood
  • Carpet
  • Tile
  • Vinyl

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Main Floor Bedroom
  • Primary bedroom located on second floor
  • 4 Full Bathrooms
  • Soaking Tub

Outdoor Features

  • Deck
  • Patio

Utilities

  • No Cooling
  • Heating System Mounted To A Wall or Window
  • Baseboard Heating
  • Hot Water Heating System
  • Underground Utilities
  • Septic Design Available
  • Private Sewer

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 027A
  • Assessor Parcel Number WINP-000002-000027-A000000

Home Details

Home Type

Single Family

Est. Annual Taxes

$11,876

Year Built

Built in 1997

Lot Details

20 Acres

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 20.0
  • Water Body Name: Annabessacook Lake
  • MLS Status: Active
  • Directions: GPS Friendly address. Driveway is beside Henry Lane.
  • Above Grade Finished Sq Ft: 4919.0
  • Architectural Style: Colonial
  • Garage Yn: Yes
  • Efficiency: Ceiling Fans
  • Year Built: 1997
  • Attribution Contact: 207-729-7297
  • Location Information:HERS Certified: No
  • Contract Information:List PriceSqFt: 196.18
  • Property Information:Seasonal: No
  • Water Info:Water View2: No
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Mud Room:Mud Room: Mud Room
  • Sunroom:Sunroom: Sunroom
  • Water Info:Waterfront Amount -: 20.0
  • Water Info:Water Frontage Owned -: 20.0
  • Water Info:Water Frontage Shared -: 20.0
  • Family Room:Family Room: Family Room
  • Property Information:Bank Owned REO: No
  • Laundry Room:Laundry Room: Laundry
  • Library:Library: Library
  • Exercise Room:Exercise Room: Exercise Room
  • Property Information 2 Detached Houses on 1 Lot: No
  • Special Features: VirtualTour

Interior Features

  • Has Basement: Interior Entry
  • Full Bathrooms: 4
  • Total Bedrooms: 6
  • Below Grade Sq Ft: 1574.0
  • Door Features: Storm Door(s)
  • Fireplaces: 1
  • Fireplace: Yes
  • Flooring: Carpet, Tile, Vinyl, Wood
  • Window Features: Double Pane Windows
  • Bedroom 2 Level: First
  • Bedroom 3 Level: Second
  • Bedroom 4 Bedroom 4 Level: Second
  • Dining Room Dining Room Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: First
  • Primary Bedroom Primary Bedroom Level: Second
  • Laundry Room Laundry Room Level: First
  • Bedroom 5:Bedroom 5 Level: Second
  • Bedroom 6:Bedroom 6 Level: Third
  • Door Features: Storm Door(s)

Exterior Features

  • View: Fields, Scenic, Trees/Woods
  • Waterfront: Yes
  • Patio And Porch Features: Deck, Patio
  • Roof: Pitched, Shingle

Garage/Parking

  • Attached Garage: Yes
  • Garage Spaces: 2.0

Utilities

  • Cooling: None
  • Cooling Y N: No
  • Heating: Baseboard, Direct Vent Heater, Hot Water, Zoned
  • Heating Yn: Yes
  • Electric: Circuit Breakers, Underground
  • Sewer: Private Sewer, Septic Design Available, Septic Tank
  • Utilities: Utilities On, Pole
  • Water Source: Public

Condo/Co-op/Association

  • Association: No

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 871200.0
  • Parcel #: WINP-000002-000027-A000000
  • Zoning: MIX

Tax Info

  • Tax Annual Amount: 11875.71
  • Tax Lot: 027A

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/22/2026 02/22/26 Price Changed $965,000 -3.0% $149 / Sq Ft
09/12/2025 09/12/25 Price Changed $995,000 -4.8% $153 / Sq Ft
08/29/2025 08/29/25 Price Changed $1,044,999 -4.6% $161 / Sq Ft
08/02/2025 08/02/25 Price Changed $1,094,999 0.0% $169 / Sq Ft
07/25/2025 07/25/25 Price Changed $1,095,000 -6.2% $169 / Sq Ft
07/20/2025 07/20/25 Price Changed $1,167,000 -0.8% $180 / Sq Ft
06/03/2025 06/03/25 Price Changed $1,177,000 -5.5% $181 / Sq Ft
06/03/2025 06/03/25 For Sale $1,245,000 0.0% $192 / Sq Ft
05/28/2025 05/28/25 Off Market $1,245,000 -- --
03/28/2025 03/28/25 For Sale $1,245,000 0.0% $192 / Sq Ft
03/10/2025 03/10/25 Pending -- -- --
03/06/2025 03/06/25 For Sale $1,245,000 0.0% $192 / Sq Ft
02/28/2025 02/28/25 Off Market $1,245,000 -- --
10/16/2024 10/16/24 Price Changed $1,245,000 -0.4% $192 / Sq Ft
08/31/2024 08/31/24 For Sale $1,250,000 -- $193 / Sq Ft
Source: Maine Listings

About the Listing Agent

Tim Dunham

Tim Dunham Realty

(207) 367-3848

Section Image

LICENSED IN MAINE AND NEW HAMPSHIRE: Tim Dunham is committed to his clients’ success and his history proves it. His talents, skills, experience, resources, and amazing communication techniques are the perfect combination to help buyers and sellers achieve their goals as quickly and smoothly as possible.

Tim started selling homes in Y2K (2000) and successfully created his own Real Estate Agency in 2003 and has grown to be one of the most successful Realtors in Southern and Central Maine

Tim's Other Listings

  • 172-B Annabessacook Rd, Winthrop, ME 04364

    $964,999

    • 6 Beds
    • 4 Baths
    • 6,493 Sq Ft
    • 172-B Annabessacook Rd
    • Winthrop, ME

    FRESH SURVEY & TITLE COMPLETED and ready for quick closing! Now includes 20 sprawling acres and a 20-foot right of way to Annabessacook Lake! This custom-built executive estate blends resort-style amenities with refined finishes for the perfect mix of luxury and functionality. Originally completed in 1997 and beautifully renovated in 2019 and 2023, the home offers 6,493 SF of finely crafted

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  • 286 John Tarr Rd, Bowdoin, ME 04287

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    • 286 John Tarr Rd
    • Bowdoin, ME

    Private lot in a quite rural area for your new home!

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  • 14 Goddard St, Lisbon Falls, ME 04252

    $499,900

    • 2.5 Baths
    • 2,381 Sq Ft
    • 14 Goddard St
    • Lisbon Falls, ME

    Two detached New Englander-style homes on one in-town lot, offered together as a rare opportunity in Lisbon Falls. 14A Goddard is a 3-bedroom, 1-bath home with approx. 1,423 SF and 14B Goddard is a 2-bedroom, 1.5-bath home with approx. 956 SF. Multiple possibilities: live on one side and rent the other, create a multi-generational setup, or add two strong units to your investment portfolio.

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  • 42 Greystone Ln, Brunswick, ME 04011

    $553,000 Pending

    • 3 Beds
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    • 2,005 Sq Ft
    • 42 Greystone Ln
    • Brunswick, ME

    This build package is back, but won't last long! Crux Homes brings high-performance, energy-efficient living to Brunswick with this 2,005 sq. ft. colonial. Designed for comfort and sustainability, this home features 16' thick R65 walls for exceptional insulation and reduced energy consumption. The thoughtfully designed layout includes three bedrooms and two full baths upstairs, including a

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  • 42 Greystone Ln, Brunswick, ME 04011

    $299,900

    • Land
    • 7 Acres
    • $42,843 per Acre
    • 42 Greystone Ln
    • Brunswick, ME

    7± acres of Brunswick land in Subdivision with ability to divide with a minimum lot size of .46 acres (20,000SF). Access point to land via Greystone Lane and close to I295. 10 minutes from Downtown Freeport (LL Bean) and more.

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  • 20 Cushnoc Ln, Brunswick, ME 04011

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 3,323 Sq Ft
    • 20 Cushnoc Ln
    • Brunswick, ME

    OPEN HOUSE SATURDAY 3/7/2026 10AM-12PM @ 20 Cushnoc Lane, Brunswick, ME -- Welcome to this warm and inviting 4-bedroom, 2.5-bath colonial set on a beautifully landscaped 0.48± acre lot in one of Brunswick's most desirable neighborhoods. This well-maintained home offers a bright, welcoming kitchen with granite countertops, solid wood cabinetry, and comfortable gathering space around the hearth and

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  • 53 Commercial St, Boothbay Harbor, ME 04538

    $849,000

    • 6.5 Baths
    • 4,403 Sq Ft
    • 53 Commercial St
    • Boothbay Harbor, ME

    Prime downtown Boothbay Harbor (between Captain Sawyer's B&B and Ports of Italy Restaurant) with ocean/harbor views from multiple vantage points, on-site parking, and excellent foot/vehicle traffic. The classic New Englander (approx. 2,900± SF) is now configured entirely for lodging—with the former street-level retail/antique space converted into a 5th short-term rental—plus two upper apartments;

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  • 58 Portland St Unit 4, Portland, ME 04101

    $225,000

    • 1 Bed
    • 1 Bath
    • 448 Sq Ft
    • 58 Portland St
    • Unit 4
    • Portland, ME

    Bright 1-bedroom second-floor corner condo with open views over Back Bay and the Time & Temperature sign, plus a dedicated parking space right at the entrance. Hardwood floors flow through the sun-filled living room; the primary bedroom offers a private full bath and deep closet. Efficient Rinnai gas direct-vent heat with electric baseboard backup keeps costs low, while coin-op laundry is a short

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Source: Maine Listings

MLS Number: 1602302

Maine Listings
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