Round Top, NY Commercial Real Estate for Sale

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Cairo, NY Catskill, NY Purling, NY
Catskills Entertainment-Zoned Event Estate
Updated: Nov 28, 2025
Catskills Entertainment-Zoned Event Estate

404 Winter Clove Road, Round Top, NY 12473

$1,350,000
6,748 sqft · 6.30 AC lot
Turnkey, commercially‑zoned estate suitable for events, hospitality, wellness, or creative endeavors.
Main Chalet features a 2,500 sq ft commercially‑zoned ballroom with sound optimization.
Two residences: a 6,748 sq ft Chalet (6 BR, 7 BA) and a Cape House (3 BR, 2 BA).
Located in the Catskills, less than 2 hours from NYC and near Hunter & Windham, with access to the Round Top Trail Network.
6.3‑acre property with mountain views and lawns suitable for events.
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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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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 19 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 11 Off-Market properties to explore as potential leads

Opportunities in Nearby Cities

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

Retail Property with Pole Barn
Retail Property with Pole Barn

254 Main Street, Cairo, NY 12413

$850,000
1,248 sqft · 2.00 AC lot

Two-acre retail parcel with a main building and rear pole barn, located across from Hannaford Plaza for easy customer access.

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Historic Catskill Game Farm Property
Historic Catskill Game Farm Property

400 Game Farm Road, Catskill, NY 12414

$2,995,000
9,600 sqft · 193.00 AC lot

193-acre property with inn, barns, and development potential.

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Former Catskill Game Farm Inn
Former Catskill Game Farm Inn

400 Game Farm Road, Catskill, NY 12414

$2,995,000
9,600 sqft · 193.00 AC lot

193-acre property with inn, buildings, and recreational opportunities.

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Cairo Mixed-Use Commercial Property
Cairo Mixed-Use Commercial Property

299 Main Street, Cairo, NY 12413

$750,000
10,691 sqft · 1.90 AC lot

Four buildings on 1.9 acres in Cairo's business district.

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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.

278 Crows Nest Rd
OFFICE/RESIDENTIAL (MIXED USE)

278 Crows Nest Rd, Round Top, NY 12473-5312

$2,000,000
Estimated value
7,812 sqft · 94.39 AC lot
View details
1296 Hearts Content Rd
STORE/OFFICE (MIXED USE)

1296 Hearts Content Rd, Round Top, NY 12473-5609

$920,000
Estimated value
4,225 sqft · 3.20 AC lot
View details
404 Winter Clove Rd
AUDITORIUM

404 Winter Clove Rd, Round Top, NY 12473-5403

$940,000
Estimated value
5,884 sqft · 6.30 AC lot
View details
248 Pollys Rock Rd
OFFICE/RESIDENTIAL (MIXED USE)

248 Pollys Rock Rd, Round Top, NY 12473-5008

$605,000
Estimated value
2,914 sqft · 3.50 AC lot
View details
1507 Hearts Content Rd
RESTAURANT

1507 Hearts Content Rd, Round Top, NY 12473

Value Estimation by Request
3,752 sqft · 1.90 AC lot
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425 Winter Clove Rd
RESTAURANT

425 Winter Clove Rd, Round Top, NY 12473

Value Estimation by Request
2,628 sqft · 4.60 AC lot
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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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195 Rte 31
MOTEL

195 Rte 31, Round Top, NY 12473

Value Estimation by Request
3,040 sqft · 7.40 AC lot
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430 Winter Clove Rd
COMMERCIAL (GENERAL)

430 Winter Clove Rd, Round Top, NY 12473-5025

Value Estimation by Request
2,148 sqft · 3.63 AC lot
View details
374-378 Floyd Hawver Rd
TRUCK TERMINAL (MOTOR FREIGHT)

374-378 Floyd Hawver Rd, Round Top, NY 12473

Value Estimation by Request
1,400 sqft · 35.16 AC lot
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95 Foxfire Rd
RECREATIONAL, ENTERTAINMENT

95 Foxfire Rd, Round Top, NY 12473

Value Estimation by Request
2,385 sqft · 33.14 AC lot
View details

Round Top, NY Commercial Real Estate Market Trends and Statistics

Explore 15 commercial real estate 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 business 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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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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