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Housing in Sleepy Hollow

9 homes sold in Sleepy Hollow in the last year, at a typical $342K

Almost every sale is a house. Below: a shortcut to every site where Sleepy Hollow homes are listed.

Homes for sale in Sleepy HollowZillowRedfinRealtor.comMore places to look ↓
Homes sold
9
October 2025 to September 2026
Typical sale price
$342K
median, weighted by sales
Price per square foot
$181
Wyoming $221
Paid vs. asking
98.8%
22% sold over asking
For sale now
3
September 2026 · 1 sold that month
Rent or buy?

Owning the typical Sleepy Hollow home costs about $1,956 a month

Mortgage
Property tax
Insurance
Rent

Price: Sleepy Hollow’s typical sale, last 12 months. Property tax at Sleepy Hollow’s 0.6% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Sleepy Hollow is affordable on local pay is on Cost of living.

Before you buy in Sleepy Hollow

Five things worth knowing

0.6%

Property tax, a year

Of a home’s value: the median bill over the median home value. On a $342K home, about $2,060 a year.

Taxes vs. neighbors
C

Schools

The schools grade for Sleepy Hollow, from test results, graduation and how much students grow.

Schools in Sleepy Hollow
20 min

Typical commute

The average one-way trip to work for people who live in Sleepy Hollow.

Work & commute
Flood

Check the flood map

Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.

Natural hazards
Records

Look up any property

Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.

Selling, or renting out?

Post your home to Sleepy Hollow, free

Selling it yourself, renting out an apartment or looking for a roommate? Post it to Sleepy Hollow. People who follow the town see it, and so do people comparing Sleepy Hollow with their own town. No commission, no listing fee.

Questions about buying a home in Sleepy Hollow

What do homes sell for in Sleepy Hollow, WY?

9 homes sold in the year to September 2026 at a typical $342K, $181 a square foot.

Is Sleepy Hollow a buyer’s or seller’s market?

A seller’s market: 3 homes were for sale in September 2026 and 1 sold, about 1.8 months of supply. Buyers paid 98.8% of asking on average.

How much are property taxes in Sleepy Hollow?

About 0.6% of a home’s value a year. On a $342K home that’s near $2,060.

Where can I see homes for sale in Sleepy Hollow?

Zillow, Redfin, Realtor.com and Homes.com all carry Sleepy Hollow’s MLS listings; the search links above open each one filtered to Sleepy Hollow.

Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).