Aerial view of homes in the Sleepy Hollow neighborhood, Tallahassee, FL

Sleepy Hollow · Northeast Tallahassee

Sleepy Hollow Homes for Sale

Last updated: November 7, 2026

Sleepy Hollow is a neighborhood of 23 single-family homes in Northeast Tallahassee. Homes here were built from 1970 through 2023.

Sleepy Hollow market intelligence

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This count comes from our last check of the multiple listing service (MLS).

Sleepy Hollow Homes for Sale

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At a glance

Sleepy Hollow Key Facts

  • Location: Northeast Tallahassee
  • ZIP Code: 32312
  • Homes: 23 single-family homes
  • Construction Era: From 1970 through 2023; median year built 2017
  • Median home size: 3,299 square feet
  • Most common layout: 4 bedrooms, 3 bathrooms
  • Owner-Occupied: 96% owner occupied
  • Elementary school: Hawks Rise Elementary, 1.4 miles, Florida DOE school grade A (2026), (850) 487-4733
  • Middle school: Deerlake Middle, 5.1 miles, Florida DOE school grade A (2026), (850) 922-6545
  • High school: Chiles High, 5.8 miles, Florida DOE school grade A (2026), (850) 488-1756
  • Median lot size: 1.67 acres

Property and Neighborhood Explorer

Sleepy Hollow Boundary and Lots

The map below outlines the Sleepy Hollow boundary and every lot inside it. A click on any lot shows its last sale, and the search box finds a home by address.

Zoom in and click any lot for its details.

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Neighborhoods Near Sleepy Hollow

Every Tallahassee neighborhood we cover is in the neighborhood directory, so you can line Sleepy Hollow up against any of them.

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Sleepy Hollow Homes for Sale

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Sleepy Hollow Listing Alerts

No homes are currently listed for sale.

Homes and setting

Sleepy Hollow Homes: 23 Single-Family Homes

All 23 homes in Sleepy Hollow are single-family homes, built from 1970 through 2023.

The median home size in Sleepy Hollow is 3,299 square feet of heated and cooled space. The most common layout here is four bedrooms and three bathrooms.

In Sleepy Hollow, 30% of owners have held their home for ten years or more.

Sleepy Hollow is mostly owner occupied, with owners living in 96% of the homes.

Sleepy Hollow is in ZIP code 32312. The homes here line Sleepy Hollow Circle.

Drive Times From Sleepy Hollow

Downtown & campus
I-10, Exit 203
about 12 minutes
6.2 miles
Florida Capitol
about 21 minutes
9.9 miles
Florida State University
about 22 minutes
10.3 miles
Florida A&M University
about 25 minutes
11.1 miles
Bobby Bowden-Tallahassee International Airport
about 30 minutes
19.5 miles
Hospitals
The coast
Hospitals
HCA Florida Capital Hospital
about 17 minutes
8.5 miles
Tallahassee Memorial Hospital
about 20 minutes
10.6 miles
The coast
Shields Marina, St. Marks
about 52 minutes
30.2 miles
Carrabelle Marina
about 1 hour 30 minutes
64.1 miles
St. George Island
about 2 hours
85.5 miles

Where Is the Tallahassee Market Headed?

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Sleepy Hollow, Northeast Tallahassee

Association and Dues

Sleepy Hollow has its own homeowners association. Dues can change from time to time, so confirm the current amount with your Joe Manausa Team member before you make an offer.

Sleepy Hollow market

Sleepy Hollow Home Prices and Sales

0Sales closed, past 12 months
23Sleepy Hollow homes

Sales records for Sleepy Hollow begin in 2005 and run through November 7, 2026. The figures below leave out family transfers, bank sales, and short sales.

How Much Do Sleepy Hollow Homes Sell For?

Median price of the homes sold each year in Sleepy Hollow, existing homes and new construction, with 2026 covering January to November

Medians describe the homes that sold each year, not the value of any one home.

A dot on its own marks a year with sales but no sales the year before or after.

Sources: Tallahassee Board of Realtors Multiple Listing Service and the Leon County Property Appraiser. Sales updated November 7, 2026.

New construction and existing homes are always charted separately, so a year's new-construction figure can come from just one or two sales.

Annual figures
Median sale price, by closing year
YearSleepy Hollow existing homesSleepy Hollow new constructionLeon County existing homesLeon County new constructionSleepy Hollow sales (existing / new)
2026$305,000$436,9000 / 0
2025$289,600$419,9000 / 0
2024$288,500$416,1500 / 0
2023$882,000$270,000$410,7001 / 0
2022$963,600$245,000$415,7500 / 1
2021$225,000$325,0000 / 0
2020$215,000$302,1500 / 0
2019$649,000$195,000$279,9001 / 0
2018$611,000$565,000$188,000$310,5001 / 1
2017$185,000$285,4000 / 0
2016$592,500$178,400$289,0001 / 0
2015$178,250$269,8500 / 0
2014$176,000$276,1000 / 0
2013$175,000$282,9000 / 0
2012$169,000$270,9000 / 0
2011$440,000$167,800$244,6500 / 1
2010$170,000$192,0000 / 0
2009$168,000$184,5000 / 0
2008$177,500$202,2500 / 0
2007$179,600$193,5000 / 0
2006$176,500$183,5000 / 0
2005$370,000$166,0501 / 0

How Much Are Sleepy Hollow Homes Worth?

Median home value, in price per square foot, each year in Sleepy Hollow, existing homes and new construction, with 2026 covering January to November

Medians describe the homes that sold each year, not the value of any one Sleepy Hollow home.

A dot on its own marks a year with sales but no sales the year before or after.

Sources: Tallahassee Board of Realtors Multiple Listing Service and the Leon County Property Appraiser. Sales updated November 7, 2026.

New construction and existing homes are always charted separately, so a year's new-construction figure can come from just one or two sales.

Annual figures
Median price per square foot, by closing year
YearSleepy Hollow existing homesSleepy Hollow new constructionLeon County existing homesLeon County new constructionSleepy Hollow sales (existing / new)
2026$199$2360 / 0
2025$194$2440 / 0
2024$193$2390 / 0
2023$222$186$2311 / 0
2022$303$170$2080 / 1
2021$152$1830 / 0
2020$137$1730 / 0
2019$203$126$1721 / 0
2018$191$181$123$1711 / 1
2017$117$1640 / 0
2016$111$113$1551 / 0
2015$110$1520 / 0
2014$107$1470 / 0
2013$105$1440 / 0
2012$100$1370 / 0
2011$136$102$1300 / 1
2010$109$1220 / 0
2009$113$1270 / 0
2008$122$1310 / 0
2007$129$1380 / 0
2006$130$1360 / 0
20051 / 0

How Big Are the Homes That Sell in Sleepy Hollow?

Median home size, in square feet, each year in Sleepy Hollow, existing homes and new construction, with 2026 covering January to November

Medians describe the homes that sold each year, not the value of any one home.

A dot on its own marks a year with sales but no sales the year before or after.

Sources: Tallahassee Board of Realtors Multiple Listing Service and the Leon County Property Appraiser. Sales updated November 7, 2026.

New construction and existing homes are always charted separately, so a year's new-construction figure can come from just one or two sales.

Annual figures
Median size (sq ft), by closing year
YearSleepy Hollow existing homesSleepy Hollow new constructionLeon County existing homesLeon County new constructionSleepy Hollow sales (existing / new)
20261,5661,8730 / 0
20251,5441,7470 / 0
20241,5221,7860 / 0
20233,9651,4881,7911 / 0
20223,1791,4761,9350 / 1
20211,5021,8070 / 0
20201,5811,7570 / 0
20193,1981,5691,6701 / 0
20183,2033,1191,5501,7911 / 1
20171,5941,7440 / 0
20165,3321,6261,8031 / 0
20151,6821,7640 / 0
20141,6961,8760 / 0
20131,7002,0100 / 0
20121,7291,9870 / 0
20113,2421,7031,7830 / 1
20101,6441,5730 / 0
20091,5371,4870 / 0
20081,5041,5700 / 0
20071,4651,5350 / 0
20061,4691,4700 / 0
20051 / 0

Sleepy Hollow Recent Sales

Recent Sleepy Hollow home sales
AddressPricePrice / sq ftClosing dateYear builtSq ftSale type
$882,000$2222023-03-2220063,965Existing
$963,600$3032022-11-0920223,179New
$649,000$2032019-06-1420163,198Existing
$565,000$1812018-07-2020183,119New
$611,000$1912018-02-2220083,203Existing
$592,500$1112016-06-0619705,332Existing
$440,000$1362011-03-2520113,242New
$370,0002005-05-201970Existing
Showing 8 of 8 sales

Sources: the Leon County Property Appraiser and the MLS.

Past market reports that mention Sleepy Hollow are collected in the Sleepy Hollow market report archive.

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Schools

Schools Serving Sleepy Hollow

2026–27 attendance zones

Assigned Public Schools

All homes in Sleepy Hollow are zoned for three A-rated schools, Hawks Rise Elementary School, Deerlake Middle School, and Chiles High School.

Hawks Rise Elementary School is 1.4 miles from Sleepy Hollow and has a Florida DOE school grade of A (2026). Its phone number is (850) 487-4733.

Deerlake Middle School is 5.1 miles away and has a Florida DOE school grade of A (2026). Its phone number is (850) 922-6545.

Chiles High School is 5.8 miles away and has a Florida DOE school grade of A (2026). Its phone number is (850) 488-1756.

Hawks Rise Elementary SchoolFlorida DOE school grade: A (2026)All 23 homes in Sleepy Hollow
Deerlake Middle SchoolFlorida DOE school grade: A (2026)All 23 homes in Sleepy Hollow
Chiles High SchoolFlorida DOE school grade: A (2026)All 23 homes in Sleepy Hollow

School zones can change from time to time, so check the current assignment for the exact address before you buy.

The Leon County Schools zone lookup shows the assigned schools for any address.

Other Schools Nearby

Charter Schools

These are tuition-free public schools open to students from any Leon County address.

Buying in Sleepy Hollow

Buying a Home in Sleepy Hollow

Fewer than one home a year comes up for sale in Sleepy Hollow, and only five have sold in the past ten years, so a buyer who wants to live here has to be ready when one does. Ready means you choose your agent first, build the plan together, and then find the house. Our plan is to negotiate from what the home is worth, not from an inflated asking price. Ask us for the plan before you start looking.

Plan Your Sleepy Hollow Search

To see every home for sale that fits your search, in Sleepy Hollow or nearby, use the Home Finder.

If you plan to buy here, the Tallahassee home buying guide lays out the steps in order.

To turn a Sleepy Hollow price into a monthly payment, use the mortgage calculator.

Selling in Sleepy Hollow

Selling a Home in Sleepy Hollow

Most sellers negotiate with one buyer at a time. Our selling plan is built to bring several buyers together so they compete for your home. Ask us how that plan would work when you sell in Sleepy Hollow.

If you own a home here and plan to sell, the Tallahassee home selling guide covers what to decide before the home goes on the market.

To learn what your Sleepy Hollow home is worth today, request a home evaluation.

The home marketing plan shows how our selling plan is built to bring several buyers to the same home.

What Is Your Sleepy Hollow Home Worth Right Now?

Sleepy Hollow questions

Sleepy Hollow Frequently Asked Questions

Are new homes still being built in Sleepy Hollow?

Not right now. The newest home in Sleepy Hollow was built in 2023, and seven lots are still vacant, so new homes could still go up.

What homes have recently sold in Sleepy Hollow?

The most recent sale in Sleepy Hollow was 7101 Sleepy Hollow Cir, which sold for $882,000 on March 22, 2023. Before that, 7133 Sleepy Hollow Cir sold for $963,600 on November 9, 2022, and 7223 Sleepy Hollow Cir sold for $649,000 on June 14, 2019. See all 8 recent sales in the table above.

What types of homes are in Sleepy Hollow?

All 23 homes in Sleepy Hollow are single-family homes. The median home size is 3,299 square feet of heated and cooled space, and the most common layout is four bedrooms and three bathrooms.

Which public schools serve the Sleepy Hollow neighborhood?

Hawks Rise Elementary School, Deerlake Middle School, and Chiles High School. School zones can change from time to time, so confirm the current assignment for the home you choose with your Joe Manausa Team member.

Are homes in Sleepy Hollow in a flood zone?

Yes, most are. In Sleepy Hollow, 12 of the 23 lots are in a FEMA 1%-chance flood zone, where a home with a mortgage must carry flood insurance because a standard homeowners policy does not cover rising water. In the property explorer above, check the FEMA flood zones box under Map Layers to turn on the floodplain map and see exactly which lots are affected.

How old are the homes in Sleepy Hollow?

Homes in Sleepy Hollow were built from 1970 through 2023. The median year built is 2017, so half the homes are older than 9 years and half are newer.

Do homes in Sleepy Hollow have pools?

Yes. In Sleepy Hollow, 8.7% of the homes have a pool.

How should a home in Sleepy Hollow be valued?

A home in Sleepy Hollow is best valued against recent sales of similar homes here, adjusted for differences in size, condition, updates and lot. Online estimates can't see inside a home, so for a figure on one home, request a home evaluation from a Joe Manausa Team member.

Questions about one Sleepy Hollow address

Ready to Talk About a Sleepy Hollow Property?

This page describes Sleepy Hollow as a whole, not the one home you have in mind. Bring your questions about that home to a Joe Manausa Team member before you decide.

For local services you may need before or after a move, see our preferred vendor list.

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