439 York Street, York, ME 03909
York County
Key Facts
Description
In the heart of York Harbor, this architect-designed Shingle-style landmark presents a rare mixed-use offering where historic pedigree meets modern refinement. Rich, high-end woodwork and classic beadboard details nod to the Gilded Age, while thoughtful updates deliver comfort, style, and everyday ease. Designed for both visibility and privacy, the building offers two distinct entrances: a prominent York Street storefront entry and a quieter rear lane with private off-street parking beneath a convenient porte-cochere. A complete top-to-bottom renovation includes an elevator, a semi-finished lower level, and charming pocket gardens that create peaceful moments outdoors. Upstairs, the residence unfolds in an open-concept arrangement with inviting living and dining spaces anchored by a chef's kitchen, complete with a center island and premium Viking appliances. The upper levels include a serene third-floor primary suite with a private bath and circular tiled shower, plus adjacent laundry and an additional bedroom suite. Finishing the residential offering is a well-appointed one-bedroom apartment on the lower level. Adding to the property's lore, it's widely known as a summer rental where Bob Dylan created music. Completing the offering are two York Street-facing commercial spaces, currently leased to a local business. Just steps to York Harbor Beach, Fisherman's Walk, the Cliff Walk, and beloved dining such as the York Harbor Inn, 439 York Street is a turnkey opportunity for dependable income, inspired owner occupancy, or a premier seaside retreat.
Property Information
Property Type
Residential Income
Style
Cottage
Year Built
1900
Stories
4
Living Area
5,501 sq ft
Lot Size
0.17 acres
Zoning
BUS-1
MLS® Listing#
1662449
Property Features
Interior
Appliances
Cooling
Heating
Flooring
Basement
Parking
Patio
Construction
Foundation
Roof
Utilities
Sewer
Water Source
Financial Details
HOA
None
Annual Taxes
$11,623
Tax year 2025
Affordability Calculator
$599,000
Estimated monthly payment
$15,941/mo
Principal $2,396,000 · Est. interest $3,342,633 over 30 yrs
Location
Points of Interest in York, ME
Showing the York area map.
Nearby Schools
The Lash Project
School · 0.0 mi away
Academy of Little Learners
School · 0.4 mi away
Great Beginnings
School · 0.5 mi away
Village Elementary School
Elementary · 1.1 mi away
Coastal Ridge Elementary School
Elementary · 1.2 mi away
York Middle School
Secondary · 1.3 mi away
York High School
Secondary · 1.5 mi away
York School Department
Elementary · 1.6 mi away
Brixham Montessori Friends School
Elementary · 2.2 mi away
Gazebo School
School · 2.7 mi away
Children's Center Kittery
Elementary · 3.1 mi away
Learning Tree Preschool
School · 3.4 mi away
Horace Mitchell Primary School
Elementary · 4.5 mi away
Champions at Horace Mitchell Primary School
Elementary · 4.5 mi away
Shapleigh School
Secondary · 5.3 mi away
Kittery Superintendent-Schools
School · 5.6 mi away
Kittery Adult Education Program
School · 5.9 mi away
Maude H. Trefethen School
Elementary · 6.1 mi away
Adventure Learning
School · 6.3 mi away
The Treehouse School of Portsmouth
School · 7.0 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 57 Ocean Ave Extension B, York, ME | $2,150,000 | 5 | 4 | 1,666 |
| 17 Pepperell Way, York, ME | $2,450,000 | 4 | 4 | 6,672 |
| 17 Pepperell Way, York, ME | $2,450,000 | 4 | 4 | 6,672 |
| 293 Long Beach Avenue, York, ME | $2,750,000 | 3 | 2 | 2,755 |
| 293 Long Beach Avenue, York, ME | $2,895,000 | 3 | 2 | 2,755 |
| 439 York Street, York, ME | $2,995,000 | — | — | 5,501 |
Moving Cost Estimate
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