Living in Sherman, CT
Sherman is the northernmost town in Fairfield County, on the north end of Candlewood Lake, with the Sherman Historic District, the Sherman Playhouse and a section of the Appalachian Trail.
Sherman at a glance
- Median sale price
- $795,000+16.1% vs last year 46 sales, last 12 months
- Property tax rate
- 17.41 mills town-wide, FY2027
- Estimated yearly tax
- ~$9,700 median-priced home
- Population
- 3,601 2024 Census estimate
- Land area
- 21.9 sq mi 164 per sq mi
What it is like in Sherman
Sherman is the northernmost town in Fairfield County and borders New Fairfield, New Milford and Kent. It covers 21.91 square miles of land and has a population of 3,601. It was formed in 1802 from the northern part of New Fairfield, was originally called the Upper Seven Miles, and is named for Founding Father Roger Sherman.
Candlewood Lake and Squantz Pond are the major bodies of water, with Lake Mauweehoo and Timber Lake also in the area. The Appalachian Trail passes through the northern end of town. The Sherman Historic District was added to the National Register of Historic Places in 1991, and Sherman is the only Fairfield County town in area code 860.
Town parks and preserves include Sherman Town Park, Veterans Memorial Park, Colonial Park, Hubbell Mountain Farm, Towner Hill Preserve, Mallory Preserve and Wimisink Preserve. The Sherman Playhouse at Routes 37 and 39 is home to the Sherman Players, a community theater company that traces its tradition to 1923.
American Pie Company serves chicken pot pie and baked desserts next to the post office, and White Silo Farm & Winery on Route 37 East makes fruit wines and has berry picking. A Saturday green market is also held in Sherman.
Getting around from Sherman
| Drive to | Time | Miles |
|---|---|---|
| Hartford | 88 min | 57 |
| New Haven | 82 min | 43 |
| Stamford | 78 min | 46 |
| New York City (Midtown) | 107 min | 71 |
| Boston | 210 min | 158 |
| Providence | 186 min | 131 |
| Bradley Airport (BDL) | 108 min | 66 |
Rail
No passenger rail station within 8 miles.
Highways and routes
Routes 37 and 39 meet in Sherman Center. Drive times: Stamford 78 minutes (46 miles), New Haven 82 minutes (43 miles), Hartford 88 minutes (57 miles), Bradley Airport 108 minutes (66 miles) and New York City Midtown 107 minutes (71 miles).
No rail stations are listed within range of the town in our data.
Schools in Sherman
1 public school in Sherman School District. Which one serves an address depends on the district, so confirm with them.
Elementary 1
- Sherman
Grades, number of students. Hover a school for its address.
For report cards, enrollment trends and spending per student, look up Sherman School District on the state's EdSight site.
Source: National Center for Education Statistics, Common Core of Data. We do not rate or rank schools.
Eat, drink and explore in Sherman
Open Sherman in Google Maps →Eat and drink 2
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Restaurant and bakery by the post office at Routes 37 and 39, known for chicken pot pie and desserts.
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Organic, Fair Trade small-batch coffee roastery with a retail counter open Monday through Saturday.
Things to do and see 2
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Community theater of the Sherman Players in a renovated 19th-century church, staging shows from April to November.
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Farm winery making fruit wines, with berry picking and seasonal tastings.
Parks, preserves and trails 16
Parks and open space © OpenStreetMap contributors. Places to eat and visit last checked October 2026. These are not paid placements; they are simply our selection. Hours and menus change, so check before you go.
Sherman housing market
Over the last 12 months, 46 homes sold in Sherman with a median sale price of $795,000 and a median of 44 days on market. There are 27 homes for sale right now.
Homes sold for a median of $319 per square foot. The typical home sold for 98% of its list price, and the median sale price is up 16.1% from the year before. At the current pace of sales, the homes for sale would last about 7 months.
Sherman's town-wide property tax rate is 17.41 mills (FY2027). Connecticut assesses homes at 70% of market value, so a median-priced home pays roughly $9,700 a year. Special taxing districts, such as fire districts, can add to this, and a home's actual assessment may differ from its sale price.
Source: SmartMLS, residential sales (single-family, condo and multi-family); mill rates: Connecticut Office of Policy and Management. Updated November 10, 2026.
Homes for sale in Sherman
See all 27 →
Know before you move
Official and independent sources worth bookmarking if you are considering Sherman.
Questions about Sherman
What is the median home price in Sherman, CT?
The median sale price in Sherman is $795,000, based on 46 home sales in the last 12 months (SmartMLS). Updated November 10, 2026.
What is the property tax rate in Sherman, CT?
Sherman's town-wide property tax rate is 17.41 mills (fiscal year 2027). Connecticut assesses homes at 70% of market value, so a median-priced home pays roughly $9,700 a year. Special taxing districts can add to this.
How far is Sherman, CT from Hartford?
Sherman is about 57 miles and a 88-minute drive from downtown Hartford, measured from the town center without traffic.
How far is Sherman, CT from New York City?
Sherman is about 71 miles from Midtown Manhattan, roughly a 107-minute drive without traffic.
What is the population of Sherman, CT?
Sherman has about 3,601 residents (U.S. Census Bureau estimate, 2024) and covers 21.9 square miles.
How many public schools are in Sherman, CT?
Sherman has 1 public school in Sherman School District. Which school serves an address depends on the district's boundaries, so confirm with the district.
How many homes are for sale in Sherman, CT?
There are 27 homes for sale in Sherman right now, per SmartMLS, as of November 10, 2026.
What are the main roads in Sherman?
Routes 37 and 39, which meet in Sherman Center.
Does the Appalachian Trail pass through Sherman?
Yes, through the northern end of town.
Is Sherman on Candlewood Lake?
Yes. Sherman is at the north end of Candlewood Lake, and Squantz Pond is also nearby.
What is the Sherman Playhouse?
A community theater of the Sherman Players in a renovated 19th-century church at the junction of Routes 37 and 39, staging shows from April to November.
Which towns border Sherman?
New Fairfield, New Milford and Kent, with Pawling, New York to the west.
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