A legacy property of rare distinction, this oceanfront Foreside estate is privately sited at the end of a long drive on 4.5 acres with sweeping views of Casco Bay, a tidal sandy beach, dock, gunite pool, and enchanting guest cottage. Exquisitely built by Maguire Construction with interiors by Nicola's Home, the residence is a masterclass in enduring coastal design. Rich mahogany millwork and refined finishes deepen its connection to the surrounding seascape. Every room is oriented to capture the ever-changing ocean views, framed by vast expanses of glass and surrounded by verdant, artfully landscaped gardens. Savor your morning coffee or dine al fresco on the many seaside decks & patios overlooking an expansive lawn and the glittering waters of Casco Bay. A backyard oasis offers endless adventure - paddleboard, kayak, dig for clams, or take a boat from your private dock to Portland's acclaimed restaurants and the iconic Calendar Islands. The gourmet kitchen was curated with bespoke cabinetry, professional-grade appliances, and a walk-in pantry w/ an additional stove, refrigerator, sink, and dishwasher for catered events. It opens to a family room with a stone fireplace and flows into the dining & great room, lined with built-in bookcases for both cozy and grand gatherings. A first-floor guest suite offers comfort & privacy, while the upper level is devoted to a luxurious primary wing with a spa-like bath and private lounge. The daylight lower level features an additional guest suite, gym, & family room opening directly to the pool terrace. The equally impressive carriage house offers a private retreat at the water's edge with a generous deck to take in the salt air. Modern systems include a full-service elevator to all floors, radiant heat, central air with humidity control, and a whole-house generator. Minutes from Portland's Yacht Club, Country Club, and celebrated culinary scene, this is one of coastal Maine's most exceptional and thoughtfully designed estates.
Single-familyProperty Type
2003Year Built
4.58 acresLot Size
$1,032Est. Price/Sq.Ft.
3 garage spacesParking
Listed by Linda MacDonald• Legacy Properties Sotheby's International Realty
Bought with Heather Shields• Legacy Properties Sotheby's International Realty
Spectacular waterfront home w/ 6000+sf w/ 18 rms, 3BR, 6 ba, Master Suite w/ Ming Marble Bath & balcony. Ocean views from most rooms. Manicured grounds, pool, dock/float system, mooring. Finest finishes thruout. 1200 sf guest house w/ 1BR, full kit & 2 fpl.
Year
Property tax
Land + Additions
Assessment*
2025
$67,115 (+13.5%)
$1,549,200 + $1,116,200
$2,665,400
2023
$59,121 (+4.3%)
$1,549,200 + $1,119,900
$2,669,100
2022
$56,657 (+3.2%)
$1,549,200 + $1,123,300
$2,672,500
2021
$54,920 (+1.0%)
$1,549,200 + $1,123,300
$2,672,500
2020
$54,385 (+25.1%)
$1,549,200 + $1,123,300
$2,672,500
2014
$43,460 (+2.4%)
$1,549,200 + $948,500
$2,497,700
2013
$42,461
$1,549,200 + $948,500
$2,497,700
Tax history for 56 Deans Way
Year
Property tax
Land + Additions
Assessment*
2025
$67,115 (+13.5%)
$1,549,200 + $1,116,200
$2,665,400
2023
$59,121 (+4.3%)
$1,549,200 + $1,119,900
$2,669,100
2022
$56,657 (+3.2%)
$1,549,200 + $1,123,300
$2,672,500
2021
$54,920 (+1.0%)
$1,549,200 + $1,123,300
$2,672,500
2020
$54,385 (+25.1%)
$1,549,200 + $1,123,300
$2,672,500
2014
$43,460 (+2.4%)
$1,549,200 + $948,500
$2,497,700
2013
$42,461
$1,549,200 + $948,500
$2,497,700
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
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Baths
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Stories
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Lot width
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Lot depth
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Lot size
4.58 Acres
Year renovated
—
Sq. Ft.
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Year built
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Style
Single Family Residential
County
Cumberland County
APN
152819
Parking Spaces
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Basement
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Accessible
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HOA Dues
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Garage
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Features
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Last updated by owner on Jul 27, 2026.
Property details
Parking
Parking Information
Has Garage
# of Garage Spaces: 3
Parking Features: Storage Above, Auto Door Opener, 5 - 10 Spaces, Paved, On Site
Vehicle Storage: 3 Car, Auto Door Opener, Storage Above
Interior
Bathroom Information
# of Baths (1/2): 2
# of Baths (Full): 4
Room 1 Information
Type: Bedroom 2
Level: First
Features: Full Bath, Walk-In Closet(s)
Room 2 Information
Type: Family Room
Level: Basement
Features: Built-Ins, Wood-Burning Fireplace
Room 3 Information
Type: Office
Level: Basement
Features: Built-Ins
Room 4 Information
Type: Mud Room
Level: First
Features: Built-Ins, Closet
Room 5 Information
Type: Dining Room
Level: First
Features: Formal
Room 6 Information
Type: Bedroom 5
Level: Second
Features: Full Bath, Gas Fireplace, Suite
Room 7 Information
Type: Den
Level: Second
Room 8 Information
Type: Office
Level: First
Room 9 Information
Type: Exercise Room
Level: Basement
Features: Built-Ins
Room 10 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen, Kitchen Island, Pantry
Room 11 Information
Type: Primary Bedroom
Level: Second
Features: Balcony/Deck, Double Vanity, Full Bath, Gas Fireplace, Separate Shower, Soaking Tub, Suite, Vaulted Ceiling(s), Walk-In Closet(s)
Room 12 Information
Type: Family Room
Level: First
Features: Built-Ins, Gas Fireplace
Room 13 Information
Type: Media Room
Level: Basement
Features: Built-Ins
Room 14 Information
Type: Living Room
Level: First
Features: Gas Fireplace
Room 15 Information
Type: Bedroom 3
Level: First
Features: Closet
Room 16 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen, Kitchen Island
Room 17 Information
Type: Living Room
Features: Built-Ins, Gas Fireplace
Level: First
Room 18 Information
Type: Bedroom 4
Features: Closet, Full Bath, Suite
Basement Information
Basement Entry: Interior, Walk-Out Access, Daylight, Finished, Full