Enjoy tree top views towards the Atlantic Ocean from every angle of this expansive, contemporary Cape in Freeport's desirable Winston Hill neighborhood. Recently refreshed and professionally painted throughout, this move-in ready house is situated on a secluded 2+ acre ridge where you'll enjoy spectacular sunrises, spot soaring eagles, and look out across South Freeport towards Broad Sound, Moshier Island, and Casco Bay. Custom built in 2000 employing high quality craftsmanship, the open-concept layout provides gracious single-level living that also includes private corners for retreat. Large kitchen with lots of counter and storage space, wall ovens, new cooktop, and ocean-facing dining or seating recess. Gracious living room featuring a wall of windows, built-in bookcases, Rumford fireplace with Jotul gas stove, plus direct access to a large deck for relaxing and entertaining. A separate dining room and private den/office offer flexible options to suit your lifestyle. The primary bedroom suite occupies the southeast corner of the house, providing multiple closets and a capacious bathroom with separate WC, two vanities, tiled shower, and walk-in jetted tub. Two additional bedrooms and a second full bathroom create a wing on the opposite side of the house, ensuring space and privacy for all. Off the back hallway, adjacent to the attached 2-car garage, is a convenient mudroom, separate laundry room, and a half bath. A staircase leads up to a huge second floor attic/storage room that could easily be finished to provide additional living space as a home office/theater or game room. More storage abounds in the roomy daylight walkout basement with scope for extra finished space in the future. Finally, there's a charming sunroom—accessible from the deck and the kitchen—from which to observe the seasons and ever-changing water views from your unique little piece of Maine. Conveniently located close to restaurants, shopping, train station, and just 20 minutes to Portland.
Home Type
Est. Annual Taxes
Year Built
Lot Details
HOA Fees
Parking
Property Views
Home Design
Interior Spaces
Kitchen
Flooring
Bedrooms and Bathrooms
Laundry
Unfinished Basement
Outdoor Features
Utilities
Additional Features
Listing and Financial Details
Overview
Amenities
$1,250,000
Extraordinary 5 bedroom, 4 bath home in the desirable Winston Hill neighborhood! Sited on 3 acres of privacy and tranquility, yet a stone's throw to all conveniences. Superb construction and layout! Three floors of living space including mudroom, laundry room, eat-in kitchen, formal living and dining, family room with brick fireplace, and a large bonus room with endless potential! Incredible
Whitney Harvey Town & Shore Real Estate
$1,500,000
Discover the ultimate coastal retreat at 44 Maquoit in Freeport, Maine! This stunning home offers direct waterfront access in one of the area's most picturesque and serene settings. Imagine waking up to panoramic views of Maquoit Bay, Williams Island, and Harpswell—where the tides may shift, but the bay always holds its water, ensuring beautiful, ever-changing seascapes without the vast mudflats
Susan Kendeigh Portside Real Estate Group
$1,195,000
Welcome to this custom-built expanded Cape, a rare offering nestled on 2.5 acres of professionally landscaped grounds in one of Freeport's most desirable locations. This home perfectly blends timeless craftsmanship with modern efficiency and flexible living space, creating a private, luxurious retreat just minutes from the heart of town. At its center is a chef's kitchen designed to impress,
Fred Andrews Spectrum Real Estate
$1,150,000
Built in 2016 by Jackson Built, this well-maintained home is in like-new condition in one of Freeport's quietest and most peaceful neighborhoods. Thoughtfully designed for energy efficiency and ease of upkeep, it features HardiePlank siding, cedar shingle detail, Azek trim, dense-pack cellulose insulation, and a high-efficiency propane boiler with radiant heat on the first floor and
Amy Cartmell Keller Williams Realty
$1,095,000
Welcome to this beautiful, light-filled colonial home on 1.31 acres, surrounded by 19 acres of common land with trails and a pond. Enjoy a desirable neighborhood close to town while relishing tranquility.You'll love the open floor plan, abundant natural light, and a maple kitchen with granite counters, a peninsula, and stainless steel appliances. A formal dining room sits on one side, a breakfast
Amy Sheehan Keller Williams Realty
$1,150,000
LEED Certified Gold home on a beautiful, private 5 acre lot. This impeccably maintained home was architect designed and custom built to maximize solar orientation, low energy costs, and healthy living. Solar panels (added in 2016), two Tesla Powerwall batteries (added in 2020), Geothermal providing radiant floor heat on all floors, an Energy Recovery Ventilation system (ERV), Insulated Concrete
Amy Cartmell Keller Williams Realty
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,275,000 | None Available | |
| Warranty Deed | $1,275,000 | None Available | |
| Warranty Deed | -- | None Available | |
| Warranty Deed | -- | None Available | |
| Interfamily Deed Transfer | -- | -- | |
| Deed | -- | -- | |
| Personal Reps Deed | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Deed | -- | -- |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $766,000 | Purchase Money Mortgage | |
| Closed | $766,000 | Purchase Money Mortgage | |
| Previous Owner | $417,000 | Unknown | |
| Previous Owner | $417,000 | Purchase Money Mortgage |
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/09/2024 08/09/24 | Sold | $1,275,000 | -4.4% | $396 / Sq Ft |
| 07/02/2024 07/02/24 | Pending | -- | -- | -- |
| 06/22/2024 06/22/24 | Price Changed | $1,333,000 | 0.0% | $414 / Sq Ft |
| 06/22/2024 06/22/24 | For Sale | $1,333,000 | +4.5% | $414 / Sq Ft |
| 06/12/2024 06/12/24 | Off Market | $1,275,000 | -- | -- |
| 04/25/2024 04/25/24 | For Sale | $1,335,000 | +118.9% | $415 / Sq Ft |
| 03/01/2013 03/01/13 | Sold | $610,000 | -3.2% | $189 / Sq Ft |
| 12/03/2012 12/03/12 | Pending | -- | -- | -- |
| 07/09/2012 07/09/12 | For Sale | $630,000 | -- | $196 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $13,311 | $997,100 | $352,100 | $645,000 |
| 2023 | $12,254 | $891,200 | $331,700 | $559,500 |
| 2022 | $11,694 | $856,700 | $297,200 | $559,500 |
| 2021 | $11,437 | $856,700 | $297,200 | $559,500 |
| 2020 | $11,355 | $811,100 | $275,200 | $535,900 |
| 2019 | $10,922 | $763,800 | $259,600 | $504,200 |
| 2018 | $10,880 | $722,900 | $256,200 | $466,700 |
| 2017 | $10,398 | $695,500 | $250,200 | $445,300 |
| 2016 | $10,025 | $634,500 | $221,400 | $413,100 |
| 2015 | $10,117 | $602,200 | $210,600 | $391,600 |
| 2014 | $9,515 | $602,200 | $210,600 | $391,600 |
| 2013 | -- | $590,500 | $209,400 | $381,100 |
K
Seller's Agent in 2024
Kate Huntress
U&R Real Estate
(207) 232-9416
1 in this area
65 Total Sales
Buyer's Agent in 2024
Nancy Carleton
Vitalius Real Estate Group
(207) 751-7693
1 in this area
183 Total Sales
P
Seller's Agent in 2013
Patricia Rabidoux
Portside Real Estate Group
Source: Maine Listings
MLS Number: 1586739
APN: FPRT-000023-000041-000010
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
© 2025 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Homes.com, LLC, 17600 Laguna Canyon Rd Irvine, CA 92618 (888)-952-6393
