Simsbury

Hartford County, Connecticut

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Simsbury was once ranked as the 9th best town to live in the United States by Time Magazine, with a highly recognized educational system

Simsbury was incorporated as Connecticut’s 21st town in May of 1670. The town was once ranked as the 4th best town in Connecticut by Connecticut Magazine and the 9th best town to live in the United States by Time Magazine. The stretch of the Farmington River that passes through Simsbury has drawn people from all over, dating back to the 17th century when the Massaco peoples designated this area as the prime spot to fish. Aside from the river, Simsbury’s geography features the Talcott Mountain on the town’s east side, where the Heublein Tower and Talcott Mountain State Park have become popular recreational destinations. At the base of Talcott Mountain and on the east bank of the Farmington River lies Connecticut’s largest tree, a Pinchot Sycamore, estimated to be at least 200 but possibly over 300 years old. The Pinchot Sycamore Park surrounds the tree, where there is a small boat launch for canoes and kayaks. A state-of-the-art outdoor venue, Simsbury Meadows Performing Arts Center is situated on the west bank of the Farmington River and offers live concerts and fireworks.

Simsbury is highly recognized for its educational system as the town is home to Simsbury High School and a number of prestigious private schools including Westminster School, The Master’s School, St. Mary’s School, The Cobb School and The Ethel Walker School. For over 100 years The Ethel Walker School has been a preparatory boarding and day school for girls with a substantial background in equestrianship. Scholars can bring their horses to Ethel Walker or use one of the 18 school-owned horses to train and compete on the interscholastic team.

You can find many award-winning chefs and restaurants in Simsbury. Tyler Anderson, chef/owner of Millwright’s Restaurant and Tavern, can be seen on Season 15 of Top Chef on Bravo. Present Company, located in an old Mill in Tariffville, is co-owned and operated by Tom Gale and Chef Jeffrey Lizotte, whose impressive culinary resume includes experience at David Bouley’s Danube, Eric Ripert’s Le Bernardin in New York City, as well as two years in France at Bordeaux’s La Tupina and Michelin-starred La Bastide St. Antoine in Grasse.

Rosedale Farms and Vineyards, located at the base of Simsbury Mountain, hosts many weddings and events throughout the warmer months. Chef-to-farm dinners, farm feats and even a lobster festival can be found at Rosedale. You can find hydroponically grown lettuce, traditionally grown fruits and vegetables as well as a large array of flowers.

Between the gorgeous landscape and the close proximity to New York City, Boston and Hartford, it’s easy to see why Simsbury is a favorite for those looking to settle in Hartford County.

Simsbury was incorporated as Connecticut’s 21st town in May of 1670. The town was once ranked as the 4th best town in Connecticut by Connecticut Magazine and the 9th best town to live in the United States by Time Magazine. The stretch of the Farmington River that passes through Simsbury has drawn people from all over, dating back to the 17th century when the Massaco peoples designated this area as the prime spot to fish. Aside from the river, Simsbury’s geography features the Talcott Mountain on the town’s east side, where the Heublein Tower and Talcott Mountain State Park have become popular recreational destinations. At the base of Talcott Mountain and on the east bank of the Farmington River lies Connecticut’s largest tree, a Pinchot Sycamore, estimated to be at least 200 but possibly over 300 years old. The Pinchot Sycamore Park surrounds the tree, where there is a small boat launch for canoes and kayaks. A state-of-the-art outdoor venue, Simsbury Meadows Performing Arts Center is situated on the west bank of the Farmington River and offers live concerts and fireworks.

Simsbury is highly recognized for its educational system as the town is home to Simsbury High School and a number of prestigious private schools including Westminster School, The Master’s School, St. Mary’s School, The Cobb School and The Ethel Walker School. For over 100 years The Ethel Walker School has been a preparatory boarding and day school for girls with a substantial background in equestrianship. Scholars can bring their horses to Ethel Walker or use one of the 18 school-owned horses to train and compete on the interscholastic team.

You can find many award-winning chefs and restaurants in Simsbury. Tyler Anderson, chef/owner of Millwright’s Restaurant and Tavern, can be seen on Season 15 of Top Chef on Bravo. Present Company, located in an old Mill in Tariffville, is co-owned and operated by Tom Gale and Chef Jeffrey Lizotte, whose impressive culinary resume includes experience at David Bouley’s Danube, Eric Ripert’s Le Bernardin in New York City, as well as two years in France at Bordeaux’s La Tupina and Michelin-starred La Bastide St. Antoine in Grasse.

Rosedale Farms and Vineyards, located at the base of Simsbury Mountain, hosts many weddings and events throughout the warmer months. Chef-to-farm dinners, farm feats and even a lobster festival can be found at Rosedale. You can find hydroponically grown lettuce, traditionally grown fruits and vegetables as well as a large array of flowers.

Between the gorgeous landscape and the close proximity to New York City, Boston and Hartford, it’s easy to see why Simsbury is a favorite for those looking to settle in Hartford County.

Simsbury was incorporated as Connecticut’s 21st town in May of 1670. The town was once ranked as the 4th best town in Connecticut by Connecticut Magazine and the 9th best town to live in the United States by Time Magazine. The stretch of the Farmington River that passes through Simsbury has drawn people from all over, dating back to the 17th century when the Massaco peoples designated this area as the prime spot to fish. Aside from the river, Simsbury’s geography features the Talcott Mountain on the town’s east side, where the Heublein Tower and Talcott Mountain State Park have become popular recreational destinations. At the base of Talcott Mountain and on the east bank of the Farmington River lies Connecticut’s largest tree, a Pinchot Sycamore, estimated to be at least 200 but possibly over 300 years old. The Pinchot Sycamore Park surrounds the tree, where there is a small boat launch for canoes and kayaks. A state-of-the-art outdoor venue, Simsbury Meadows Performing Arts Center is situated on the west bank of the Farmington River and offers live concerts and fireworks.

Simsbury is highly recognized for its educational system as the town is home to Simsbury High School and a number of prestigious private schools including Westminster School, The Master’s School, St. Mary’s School, The Cobb School and The Ethel Walker School. For over 100 years The Ethel Walker School has been a preparatory boarding and day school for girls with a substantial background in equestrianship. Scholars can bring their horses to Ethel Walker or use one of the 18 school-owned horses to train and compete on the interscholastic team.

You can find many award-winning chefs and restaurants in Simsbury. Tyler Anderson, chef/owner of Millwright’s Restaurant and Tavern, can be seen on Season 15 of Top Chef on Bravo. Present Company, located in an old Mill in Tariffville, is co-owned and operated by Tom Gale and Chef Jeffrey Lizotte, whose impressive culinary resume includes experience at David Bouley’s Danube, Eric Ripert’s Le Bernardin in New York City, as well as two years in France at Bordeaux’s La Tupina and Michelin-starred La Bastide St. Antoine in Grasse.

Rosedale Farms and Vineyards, located at the base of Simsbury Mountain, hosts many weddings and events throughout the warmer months. Chef-to-farm dinners, farm feats and even a lobster festival can be found at Rosedale. You can find hydroponically grown lettuce, traditionally grown fruits and vegetables as well as a large array of flowers.

Between the gorgeous landscape and the close proximity to New York City, Boston and Hartford, it’s easy to see why Simsbury is a favorite for those looking to settle in Hartford County.

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Featured Listings

3 Cobtail Way
Simsbury, CT $1,999,999

3 Cobtail Way

Simsbury, CT

$1,999,999
  • 6 Beds
  • 6/1 Baths
  • 7,200 Sqft
9 Cobtail Way
Simsbury, CT $1,795,000

9 Cobtail Way

Simsbury, CT

$1,795,000
  • 5 Beds
  • 5/3 Baths
  • 6,396 Sqft
24 Hunting Ridge Drive
Simsbury, CT $1,699,999

24 Hunting Ridge Drive

Simsbury, CT

$1,699,999
  • 4 Beds
  • 4/2 Baths
  • 9,166 Sqft
370a West Mountain Road
Simsbury, CT $984,900

370a West Mountain Road

Simsbury, CT

$984,900
  • 4 Beds
  • 3 Baths
  • 3,642 Sqft
15 Sand Hill Road
Simsbury, CT $951,000

15 Sand Hill Road

Simsbury, CT

$951,000
  • 8 Beds
  • 7/1 Baths
  • 4,883 Sqft
368 Hopmeadow Street
Simsbury, CT $799,900

368 Hopmeadow Street

Simsbury, CT

$799,900
  • 1/7 Baths
  • 9,189 Sqft
1 Alcima Drive
Simsbury, CT $799,000

1 Alcima Drive

Simsbury, CT

$799,000
  • 4 Beds
  • 3/1 Baths
  • 3,686 Sqft
308 Hopmeadow Street
Simsbury, CT $764,900

308 Hopmeadow Street

Simsbury, CT

$764,900
  • 3 Beds
  • 3/1 Baths
  • 2,346 Sqft

Simsbury

Area Map

Simsbury is within Hartford County, Connecticut and borders Granby, Avon, Canton and Hartland.

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Featured Communities Within

Hartford County

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Simsbury

Market Snapshot

Units Sold

November 2025

20 TOTAL UNITS

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Median Sales Price

November 2025 - Single Family Homes

$545K
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Percentage of Asking Price

November 2025 Single Family Homes

105%
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105%
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105%
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105%
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105%
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