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Round Top, NY Specialty Properties for Sale

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Event Estate with Two Homes
Updated: Nov 28, 2025
Event Estate with Two Homes

404 Winter Clove Road, Round Top, NY 12473

$1,350,000
6,748 sqft 6.30 AC lot
6.3‑acre Round Top Arts & Retreat House estate with two residences in the Catskills
Main Chalet: 6,748 SF with 6 BR and 7 BA, plus expansive entertaining and gathering spaces
Includes a 2,500 SF commercially zoned ballroom with sound‑optimizing materials
Main Chalet amenities include sauna, hot tub, deck, patio, and a 2‑car garage
Cape House (second residence): 3 BR and 2 BA with a kitchen/living combo for guests or staff
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Historic Lodge with Multiple Residences
Updated: Feb 21
Historic Lodge with Multiple Residences

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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Turnkey Catskills Entertainment Event Estate
Turnkey Catskills Entertainment Event Estate

404 Winter Clove Road, Round Top, NY 12473

$1,350,000
6,748 sqft 6.30 AC lot

6.3-acre estate with two homes, zoned for entertainment.

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Historic Lodge with Guest Cottages
Historic Lodge with Guest Cottages

41 Route 39, Round Top, NY 12473

$289,000
1,024 sqft 2.40 AC lot

Historic multi-level lodge property with guest accommodations and a gutted cottage, offered as-is with included furnishings.

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Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 4 Active listings in Round Top, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads, 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.

Hospitality Venue with Outdoor Waterfront
Hospitality Venue with Outdoor Waterfront

160 Creamery Road, Greenville, NY 12083

$795,900
5,146 sqft 17.40 AC lot

For sale hospitality venue with stocked pond, outdoor dining deck, Basic Creek frontage, and included FF&E and on-site residence.

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Former School Building For Sale
Former School Building For Sale

360 State Street, Hudson, NY 12534

$3,950,000
89,500 sqft 5.30 AC lot

89,500 SF former school building on 5.3 acres.

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Office
Office

1870 ROUTE 9H Unit 1870, Hudson, NY 12534

$425,000

Live-work space

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Grace Manor Retreat Center
Grace Manor Retreat Center

899-907 Red Mill Road, Greenville, NY 12083

$3,250,000
13,240 sqft 37.46 AC lot

Retreat center on 37.46 acres with extensive amenities.

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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.

Land with Existing Radio Tower
Land with Existing Radio Tower

509 Route 9G, Hyde Park, NY 12538

$139,000

Land parcel with a 229' radio transmission tower.

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Land with Insulated Metal Building
Land with Insulated Metal Building

1488 Sthwy 162, Sprakers, NY 12166

$258,000
75.20 AC lot

Insulated metal building with well and septic on wooded and tillable acreage with road frontage.

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Commercial Land with Highway Frontage
Commercial Land with Highway Frontage

W NYS RTE 208 Highway (Bona Ventura) Avenue, Wallkill, NY 12589

$99,900
1.20 AC lot

1.2-acre commercial land zoned HWG, located directly on State Route 208 with a preliminary plan for development.

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Commercial Land on Route 208
Commercial Land on Route 208

W NYS RTE 208 Highway (Bona Ventura) Avenue, Wallkill, NY 12589

$99,900
1.20 AC lot

A 1.2-acre Highway Gateway zoned parcel with three-phase electric, positioned directly on Route 208 for business development.

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Off-Market Properties in Round Top, NY

Consider similar Off-Market properties in Round Top, 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.

319 Rte 31
PROFESSIONAL CLUBS/ASSOCIATIONS

319 Rte 31, Round Top, NY 12473-5323

Value Estimation by Request
5,145 sqft 47.10 AC lot
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Round Top, NY Specialty Properties Market Trends and Statistics

Explore 5 specialty properties for sale in Round Top, NY, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 20,062 square feet of properties for sale, with an estimated market value of $3,268,000.

Sale prices for properties in Round Top, NY start at $279,000, averaging $817,000, and reaching up to $1,350,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Wedding venues 4

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 $817K

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

Retail

Office

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