Explore boundless possibilities in this captivating 1805 home—a former inn, now configured as a single-family residence with four additional rental units. Offering versatility, the property seamlessly combines historical charm with modern living. Situated in close proximity to shops, restaurants, and nature, it provides unmatched convenience. Just under half a mile away, highly regarded Fryeburg Academy awaits. Also just minutes to 15 minutes to North Conway. Five total units, comprising two two-bedroom apartments, one one-bedroom apartment, a studio, and a four-bedroom home, this property stands as a testament to adaptability. All units have been occupied, generating an annual income exceeding $100,000. The strategic options for the new owner are diverse—lease the entire property, reside in the main home or one of the units, pursue annual or short-term rentals—the choice is yours. Notably, four units have recently undergone significant updates and come furnished (even the four bedroom home with all that amazing period furniture and curated arcade games), enhancing the overall appeal and immediate functionality of the investment.
Multi-familyProperty Type
1805Year Built
0.51 acresLot Size
$112Price/Sq.Ft.
1 garage spacesParking
Listed by Michael Hamilton• Keller Williams Realty
Listed by Ian Dixon• Keller Williams Realty
Bought with Janet McMahon• 603 Redstone Realty, LLC
Searching for the perfect investment opportunity in a fantastic commercial location? Dreaming of owning a one-of-a-kind estate with an abundance of architectural character? Welcome to 529 Main Street. Originally known as the Ye Olde Inn, the 26-room tavern was converted into a 6,300sq ft multi-use property where a story of elegance and history unfolds. Every inch of this exceptionally sophisticated jewel has been deeply cared for by the same family for over 40 years. A private entrance, paved pathway, and thoughtfully landscaped grounds invite you into the front entrance. Upon entry, you are welcomed by beautiful pine wood floors, 9'' ceilings, and a stunning grand foyer that guides you to an expansive 45' screened-in porch. The bright and airy dining room is highlighted by a breathtaking crystal chandelier and custom built-in cabinetry that seamlessly connects to the beautifully updated kitchen, which was designed for entertaining. Two spacious living rooms with fireplaces, a half bath, and an oversized parlor finalizes the first level. On the second level, retreat to the spacious primary suite with beautiful wood flooring and large windows that invite lots of natural light. Three additional bedrooms, including an en-suite, a full bath, and an oversized unfinished attic complete the second level. In addition to the primary residence are four income-producing apartments, equating to an extra 2800sq ft in total square footage. Additional features include a large 1-car garage, a large full walkout basement with plenty of opportunities for expansion, a workshop, and an impressive 3 fireplaces. Future potential includes options to return the property to its original commercial use, AirBNB income, or create multiple commercial/office spaces in a prime location. Within minutes to Fryeburg Academy, Fryeburg Fairgrounds, Shawnee Peak, and the infamous North Conway! Make it yours today!
PrimeMLS #2
Sep 8, 2021
Price Changed
$599,000
$95/sq ft
PrimeMLS #1
Sep 8, 2021
Price Changed
$599,000
$95/sq ft
MREIS #1505058
Sep 8, 2021
Price Changed
$599,000
$95/sq ft
Aug 13, 2021
Listed
$625,000
$99/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$6,996 (+1.7%)
$64,046 + $544,300
$608,346
2024
$6,882 (+7.7%)
$46,410 + $457,800
$504,210
2023
$6,390 (+7.8%)
$33,150 + $354,100
$387,250
2022
$5,926 (−1.3%)
$33,200 + $354,100
$387,300
2021
$6,003 (−4.3%)
$33,200 + $354,100
$387,300
2020
$6,274 (+2.9%)
$33,200 + $354,100
$387,300
2019
$6,098 (−4.8%)
$58,660 + $304,314
$362,974
2018
$6,406 (+6.3%)
$58,660 + $304,314
$362,974
2017
$6,025 (+2.5%)
$58,660 + $304,314
$362,974
2016
$5,880 (+1.2%)
$58,660 + $304,314
$362,974
2015
$5,808 (−0.6%)
$58,660 + $304,314
$362,974
2014
$5,844
$58,660 + $304,314
$362,974
Tax history for 529 Main St
Year
Property tax
Land + Additions
Assessment*
2025
$6,996 (+1.7%)
$64,046 + $544,300
$608,346
2024
$6,882 (+7.7%)
$46,410 + $457,800
$504,210
2023
$6,390 (+7.8%)
$33,150 + $354,100
$387,250
2022
$5,926 (−1.3%)
$33,200 + $354,100
$387,300
2021
$6,003 (−4.3%)
$33,200 + $354,100
$387,300
2020
$6,274 (+2.9%)
$33,200 + $354,100
$387,300
2019
$6,098 (−4.8%)
$58,660 + $304,314
$362,974
2018
$6,406 (+6.3%)
$58,660 + $304,314
$362,974
2017
$6,025 (+2.5%)
$58,660 + $304,314
$362,974
2016
$5,880 (+1.2%)
$58,660 + $304,314
$362,974
2015
$5,808 (−0.6%)
$58,660 + $304,314
$362,974
2014
$5,844
$58,660 + $304,314
$362,974
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
9
Baths
8
Stories
2
Lot width
—
Lot depth
—
Lot size
0.51 Acres
Year renovated
—
Sq. Ft.
6,320
Year built
1805
Style
Multi-Family (5+ Unit)
County
Oxford County
APN
321173
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Property details
Parking
Parking Information
Has Garage
# of Garage Spaces: 1
Parking Features: 5 - 10 Spaces, Paved, Common, Detached, Off Street