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Dutchess County, NY Schools for Sale

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Historic Hotel Conversion Property
Updated: Dec 12, 2025
Historic Hotel Conversion Property

54-66 Ramble Hill Lane, Millbrook, NY 12545

$1,500,000
31.98 AC lot
31.98‑acre historic estate in Millbrook, NY
Hospitality Overlay District approval allows inn use
Up to 40 inn rooms with restaurant, bar/tavern, spa, gym, and pool potential
1900 mansion: 3 story, 9 bedrooms, and 8 baths
Attached 2 story, 18‑room dormitory wing
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Poughkeepsie School/Organization Opportunity
Updated: May 17, 2025
Poughkeepsie School/Organization Opportunity

67 S Randolph Avenue, Poughkeepsie, NY 12601

$950,000
1.6 acre lot in the heart of Poughkeepsie Southside.
Approximately 7400 sq. ft. building with potential for expansion via walk‑up attic.
Zoning allows for special school, day care, and organization headquarters.
Multiple rooms including a large octagon meeting room, classrooms, offices, nursery, and community room.
Upgraded natural gas hot water boilers with 6 heat zones and upgraded gas lines.
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Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 2 Active listings in Dutchess County, NY, we suggest exploring several alternatives: similar 2 Off-Market properties to explore as potential leads, plus 1 Land Listings that present a potential for development.

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Commercial Land Parcel
Commercial Land Parcel

1553 22 Route, Brewster, NY 10509

$700,000
2.14 AC lot

Commercial land parcel in Brewster, NY, within Putnam County.

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Off-Market Properties in Dutchess County, NY

Consider similar Off-Market properties in Dutchess County, NY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

54 Ramble Hill Ln
Schools

54 Ramble Hill Ln, Millbrook, NY 12545

Estimated value: by Request
25,106 sqft 31.98 AC lot
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260 Boardman Rd
Schools

260 Boardman Rd, Poughkeepsie, NY 12603

Estimated value: by Request
80,635 sqft 34.00 AC lot
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Dutchess County, NY Schools Market Trends and Statistics

Explore 4 schools for sale in Dutchess County, NY on our real estate platform.

Sale prices for school buildings & campuses in Dutchess County, NY start at $950,000, averaging $1,225,000, and reaching up to $1,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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