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Round Top, NY Bed & Breakfasts for Sale

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Historic Lodge Property
Updated: Feb 21
Historic Lodge Property

41 County Road 39, Round Top, NY 12473

$279,000
5,542 sqft 2.40 AC lot
Historic Victorian lodge built in 1890, formerly Woodlands Lodge, on approximately 2.4 acres in Round Top, NY.
Multiple levels of bedrooms and baths with a rear addition adding four more bedrooms with baths for substantial guest capacity.
Includes a spacious first‑floor prep kitchen with pantry and office area, plus bar room, double parlor, large dining room, and sitting room from enclosed porch space.
Separate access to guest accommodations with a rear staircase and a separate exterior entrance.
Back cottage is gutted and is approximately 1,024 SF.
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Historic Lodge with Guest Cottages
Updated: Feb 21
Historic Lodge with Guest Cottages

41 Route 39, Round Top, NY 12473

$289,000
1,024 sqft 2.40 AC lot
Historic lodge property on approx. 2.4 acres in Round Top, NY, formerly Woodlands Lodge
Main residence includes multiple levels of bedrooms and baths, with original features like woodwork, pocket doors, and a grand staircase
First floor features a prep kitchen with pantry and office area, bar room, double parlor, large sun‑filled dining room, and an enclosed porch sitting room
Second floor offers five bedrooms and six bathrooms; third floor has seven bedrooms with sinks plus two full baths
Rear addition adds four bedrooms with baths; rear staircase and separate exterior entrance support guest‑access convenience
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Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 2 Active listings in Round Top, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Historic 9-Unit Bed & Breakfast
Historic 9-Unit Bed & Breakfast

74 Wendell Avenue, Pittsfield, MA 01201

$1,200,000
10,560 sqft 0.33 AC lot

Historic bed & breakfast with nine guest suites and kitchenettes.

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Historic Bed & Breakfast Opportunity
Historic Bed & Breakfast Opportunity

74 Wendell Ave, Pittsfield, MA 01201

$1,200,000
10,560 sqft 0.33 AC lot

Turnkey 9-unit bed & breakfast near downtown.

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Landmark Tavern Restaurant Property
Landmark Tavern Restaurant Property

76 State Route 214, Phoenicia, NY 12464

$639,999
2,000 sqft

Restaurant property with updated bar, commercial kitchen, covered porch dining, and equipment included, plus upstairs guest rooms.

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Commercial Property in the Catskills
Commercial Property in the Catskills

76 Route 214, Phoenicia, NY 12464

$629,999
3,800 sqft 0.47 AC lot

Landmark property with restaurant space and B&B potential.

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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.

Three-Acre Lot in Kauneonga Lake
Three-Acre Lot in Kauneonga Lake

Flower Ave. & State Route 55, Kauneonga Lake, NY 12720

$119,000
3.00 AC lot

Three-acre lot ready for development in Kauneonga Lake, NY.

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Cochecton Land on Route 17B
Cochecton Land on Route 17B

2.-1-32.7 State Route 17B, Cochecton, NY 12726

$68,500
2.00 AC lot

Two acres in Hamlet District, suitable for commercial or residential.

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Agricultural Wooded Industrial Land
Agricultural Wooded Industrial Land

Ashuelot Main Street lot: 0 Block 66, Winchester, NH 03470

Contact for pricing
5.34 AC lot

Vacant wooded land within a former paper mill campus with available soil testing resources and highway visibility.

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Pocono Lake Acreage Opportunity
Pocono Lake Acreage Opportunity

Oak Leaf Ln 25, Pocono Lake, PA 18347

Contact for pricing
1.06 AC lot

1+ acre lot near Poconos attractions, short-term rental potential.

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Round Top, NY Bed & Breakfasts Market Trends and Statistics

Explore 2 bed & breakfasts for sale in Round Top, NY on our real estate platform. These investment opportunities span a total of 6,566 square feet of properties for sale, with an estimated market value of $568,000.

Sale prices for inns in Round Top, NY start at $279,000, averaging $284,000, and reaching up to $289,000 — 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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Commercial property segments ranked by active listings on the market

Bed & breakfasts 2
Hotels 2

Demographics Overview

Population 693
Population Growth (5Y) -11.7%
Median Household Income $100,167
College Educated 61.0%

High-Yield Neighborhoods for Investment

Identify Round Top submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
12473 $284K

Listings Trend

New vs delisted commercial listings in Greene County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Greene County

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