Canaan, CT Sports & entertainment properties for sale

Updated: Jun 22

Historic Theater with Street-Front Retail

25 + 27 Railroad Street, North Canaan, CT 06018

$870,000

10,383 sqft 0.42 AC lot

Built in 1923 with structural seating for approximately 120 guests in the main theatre
Approximately 400 guests across two primary floors
Separate, high‑visibility street‑front commercial retail units along the facade
0.42‑acre lot with 10,383 SF building area
Central air cooling and window display features

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Updated: Jun 22

Historic Theater With Storefronts

27 Railroad Street, North Canaan, CT 06018

$695,000

10,383 sqft 0.24 AC lot

10,383‑square‑foot theater and retail property on 0.24 acres
Built in 1923 with Art Deco details and a comprehensive restoration in the early 2000s
Main theater includes a stage, movie screen, removable seating, dance floor, and event space
1,500‑square‑foot second‑floor ballroom with screen, projection rooms, balconies, and restrooms
Two street‑front storefronts, each approximately 1000 square feet with a half bathroom and separate HVAC

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Colonial Theatre with Street-Front Retail

27 Railroad St, Canaan, CT 06018

$695,000

Historic, restored three-level theatre offers on-site entertainment space plus separate street-front commercial retail units.

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Historic Theater with Retail Frontage

25 + 27 Railroad St, Canaan, CT 06018

$870,000

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

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Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 4 Active listings in Canaan, CT, 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.

Wellness Retreat Estate

250 Long Pond Rd, Great Barrington, MA 01230

$6,475,000

12,968 sqft 120.00 AC lot

Zen-inspired contemporary estate set along the Williams River with extensive wellness amenities and multiple guest accommodations.

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Golf Course Estate With Clubhouse

1754 Old Kings Highway, Saugerties, NY 12477

$12,000,000

Former country club with established infrastructure, multiple buildings, and residential development zoning for estate homesites.

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LAND - Saugerties, NY

1754 Old Kings Highway, Saugerties, NY 12477

$12,000,000

115.00 AC lot

Golf courses & driving ranges · 115.00 Acres

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24-Lane Bowling Alley Entertainment Complex

109 Stockbridge Rd, Great Barrington, MA 01230

Contact for pricing

Operating bowling, bar, arcade, food stand, U-Haul center, and mini golf course under one roof.

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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.

Master Planned Development Land

South Road, Marlborough, CT 06447

$8,250,000

426.50 AC lot

426.5-acre development site zoned multifamily, with prior approval for open space and an 18-hole golf course layout.

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Ossining Land with Hudson Views

Van Wyck Street, Ossining, NY

$1,900,000

5.92 AC lot

5.92 acres in Ossining, NY, with Hudson River views.

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Middletown Land with Recreational Amenities

422 M And M Road, Middletown, NY 10940

$1,100,000

40.60 AC lot

40-acre property with pavilion, sports fields, and development potential.

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Mixed-Use Industrial Waterfront Land

12 Lots For Sale on Mill Street lot: 284, 285, 62, 64, 65, 66, 67, 68, 69, 70, 71, 72, Templeton, MA 01436

$50,000

81.00 AC lot

81-acre offering with Pan Am rail-side and Otter River frontage, including multiple parcels at Mill Street.

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Off-Market Properties in Canaan, CT

Consider similar Off-Market properties in Canaan, 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)