Litchfield County, CT Sports & entertainment properties for sale

Updated: Jun 22

Historic Theater With Streetfront Retail

27 Railroad Street, North Canaan, CT 06018

$695,000

10,383 sqft 0.24 AC lot

10,383‑square‑foot theater property built in 1923
Main venue accommodates approximately 400 guests across two primary floors
1,500‑square‑foot second‑floor Ballroom with screen, projection rooms, balconies, and restrooms
Two approximately 1,000‑square‑foot streetfront storefront units, each with a half bathroom and dedicated HVAC
Both storefronts currently leased to At Home in the Studio and Canaan Kids Art Space

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Updated: Jun 22

Historic Theater with Storefronts

25 + 27 Railroad Street, North Canaan, CT 06018

$870,000

10,383 sqft 0.42 AC lot

1923‑built theater and concert venue with three levels
Approximately 10,383 square feet of property improvements
Second‑floor ballroom measures 1,500 square feet
Two storefront units of approximately 1,000 square feet each
Main theater includes removable seating for approximately 120 guests

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Historic Theater with Retail Frontage

25 27 Railroad St, North Canaan, CT 06018

$870,000

10,383 sqft

Multi-level theater with street-front retail units and a landmark marquee in downtown North Canaan.

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Indoor Sports Complex Facility

32 Still River Drive, New Milford, CT 06776

$6,500,000

42,000 sqft

Air-conditioned indoor sports complex with turf field, multiple courts, concessions, and locker rooms.

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Turnkey Golf Cart Rental Business

57 Watertown Rd, Morris, CT 06763

$414,900

Established golf cart business sells, services, and rents golf carts, with included vehicles, parts inventory, and operating assets.

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Based on your search, we've compiled 23 Potential Opportunities for your consideration. Besides 5 Active listings in Litchfield County, CT, we suggest exploring several alternatives: similar 18 Off-Market properties to explore as potential leads

Off-Market Properties in Litchfield County, CT

Consider similar Off-Market properties in Litchfield County, CT. 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.

THEATER (MOVIE)

27 Railroad St, Canaan, CT 06018

Estimated value:

$355,000

10,383 sqft 0.24 AC lot

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BOWLING ALLEY

266 Main St, Winsted, CT 06098-1642

Estimated value:

$325,000

8,582 sqft 0.35 AC lot

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THEATER (MOVIE)

89 Farley Pl, Torrington, CT 06790-3201

Estimated value:

$560,000

15,334 sqft 1.10 AC lot

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GOLF COURSE

300 Torringford St, Winsted, CT 06098-6023

Estimated value:

$320,000

5,829 sqft 12.00 AC lot

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THEATER (MOVIE)

135 Main St, Watertown, CT 06779-1748

Estimated value:

$285,000

6,119 sqft 0.15 AC lot

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FISH CAMPS, GAME TARGET SHOOTING

184 Wolcott Rd, Terryville, CT 06786

Estimated value:

$255,000

560 sqft 94.00 AC lot

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Specialty properties

1231 Bantam Rd, Litchfield, CT 06750

Estimated value:

by Request

1,200 sqft 28.50 AC lot

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THEATER (MOVIE)

68th E Main St, Torrington, CT 06790-5484

Estimated value:

$805,000

29,961 sqft 1.35 AC lot

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GOLF COURSE

246 Guernseytown Rd, Watertown, CT 06795-1819

Estimated value:

$420,000

9,552 sqft 53.00 AC lot

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GOLF COURSE

246 Guernseytown Rd, Watertown, CT 06795-1819

Estimated value:

$315,000

4,320 sqft 0.46 AC lot

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GOLF COURSE

246 Guernseytown Rd, Watertown, CT 06795-1819

Estimated value:

$490,000

14,945 sqft 1.51 AC lot

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BOWLING ALLEY

180 Watertown Rd, Thomaston, CT 06787-1828

Estimated value:

$750,000

20,417 sqft 3.12 AC lot

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FISH CAMPS, GAME TARGET SHOOTING

730 Old Northfield Rd, Thomaston, CT 06787-1117

Estimated value:

$280,000

2,760 sqft 15.12 AC lot

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FISH CAMPS, GAME TARGET SHOOTING

726 Old Northfield Rd, Thomaston, CT 06787-1117

Estimated value:

$270,000

7.80 AC lot

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FISH CAMPS, GAME TARGET SHOOTING

728 Old Northfield Rd, Thomaston, CT 06787-1117

Estimated value:

$280,000

1.74 AC lot

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GOLF COURSE

Torringford St, Winchester, CT 06098

Estimated value:

$265,000

8.00 AC lot

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GOLF COURSE

290 Torringford St, Winsted, CT 06098-2084

Estimated value:

$270,000

10.00 AC lot

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THEATER (MOVIE)

354 Main St, Winsted, CT 06098-1640

Estimated value:

$370,000

11,972 sqft 0.27 AC lot

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Litchfield County, CT Sports & Entertainment Properties Market Trends and Statistics

Explore 23 sports & entertainment properties for sale in Litchfield County, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 73,149 square feet of properties for sale, with an estimated market value of $9,349,900.

Sale prices for sports & entertainment properties in Litchfield County, CT start at $414,900, averaging $1,869,980, and reaching up to $6,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Featured Litchfield County Real Estate Agencies

Realmo connects you with licensed Litchfield County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

Klemm Real Estate

6 Titus Road, PO Box 396 Washington Depot, CT 06794

Phone: 18608687313

www.klemmrealestate.com

The Washington Agency

997 East Main Street Torrington, CT 06790

Phone: 18604827044