Sports & Entertainment

North Canaan, CT Sports & Entertainment Properties for Sale

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Historic Theater with Street-Front Retail
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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Historic Theater With Storefronts
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
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
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 12 Potential Opportunities for your consideration. Besides 4 Active listings in North Canaan, CT, 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.

Wellness Retreat Estate
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
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
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
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
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
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
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
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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North Canaan, CT Sports & Entertainment Properties Market Trends and Statistics

Explore 4 sports & entertainment properties for sale in North Canaan, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 20,766 square feet of properties for sale, with an estimated market value of $3,130,000.

Sale prices for sports & entertainment properties in North Canaan, CT start at $695,000, averaging $782,500, and reaching up to $870,000 — 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

Theaters & concert halls 2

Demographics Overview

Population 3,200
Population Growth (5Y) +16.5%
Median Household Income $60,400
College Educated 33.6%

High-Yield Neighborhoods for Investment

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

Neighborhood Average Price
Canaan - 06018 $782.5K

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

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