Aerial view of homes in the Highland Hills neighborhood, Tallahassee, FL

Highland Hills · Northwest Tallahassee

Highland Hills Homes for Sale

Last updated: November 7, 2026

Highland Hills is a neighborhood of 30 single-family homes in Northwest Tallahassee. Homes here were built from 1948 through 1959.

Highland Hills market intelligence

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

Highland Hills Homes for Sale

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At a glance

Highland Hills Key Facts

  • Location: Northwest Tallahassee
  • ZIP Code: 32303
  • Homes: 30 single-family homes
  • Construction Era: From 1948 through 1959; median year built 1959
  • Median home size: 891 square feet
  • Most common layout: 3 bedrooms, 1 bathroom
  • HOA: No HOA
  • Owner-Occupied: 53% owner occupied
  • Elementary school: Ruediger Elementary, 0.4 miles, Florida DOE school grade B (2026), (850) 488-1074
  • Middle school: Raa Middle, 0.6 miles, Florida DOE school grade B (2026), (850) 488-6287
  • High school: Leon High, 2.3 miles, Florida DOE school grade B (2026), (850) 617-5700
  • Median lot size: 0.22 acres

Property and Neighborhood Explorer

Highland Hills Boundary and Lots

The map below outlines the Highland Hills 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 Highland Hills

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

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Highland Hills Homes for Sale

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Highland Hills Listing Alerts

No homes are currently listed for sale.

Homes and setting

Highland Hills Homes: 30 Single-Family Homes

All 30 homes in Highland Hills are single-family homes, built from 1948 through 1959.

The median home size in Highland Hills is 891 square feet of heated and cooled space. The most common layout here is three bedrooms and one bathroom.

In Highland Hills, 40% of owners have held their home for ten years or more.

Highland Hills is about evenly split, with owners living in 53% of the homes and the rest rented or held as second homes.

Highland Hills is in ZIP code 32303. The homes here line W 10th Avenue, Simmons Street, and Rich Street.

Drive Times From Highland Hills

Downtown & campus
Florida State University
about 5 minutes
1.7 miles
I-10, Exit 199
about 6 minutes
1.9 miles
Florida Capitol
about 8 minutes
2.4 miles
Florida A&M University
about 10 minutes
3.1 miles
Bobby Bowden-Tallahassee International Airport
about 18 minutes
8.8 miles
Hospitals
The coast
Hospitals
Tallahassee Memorial Hospital
about 10 minutes
3.2 miles
HCA Florida Capital Hospital
about 14 minutes
4.7 miles
The coast
Shields Marina, St. Marks
about 37 minutes
22.6 miles
Carrabelle Marina
about 1 hour 15 minutes
56.1 miles
St. George Island
about 1 hour 45 minutes
77.5 miles

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Highland Hills, Northwest Tallahassee

No HOA

Highland Hills has no homeowners association, and there are no association dues.

Highland Hills market

Highland Hills Home Prices and Sales

0Sales closed, past 12 months
30Highland Hills homes

Sales records for Highland Hills begin in 1992 and run through November 7, 2026. The figures below leave out family transfers, bank sales, and short sales.

How Much Do Highland Hills Homes Sell For?

Median price of the homes sold each year in Highland Hills, 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
YearHighland Hills existing homesHighland Hills new constructionLeon County existing homesLeon County new constructionHighland Hills sales (existing / new)
2026$305,000$436,9000 / 0
2025$289,600$419,9000 / 0
2024$235,000$288,500$416,1503 / 0
2023$165,000$270,000$410,7005 / 0
2022$170,500$245,000$415,7501 / 0
2021$144,900$225,000$325,0001 / 0
2020$115,000$215,000$302,1501 / 0
2019$93,100$195,000$279,9002 / 0
2018$147,500$188,000$310,5001 / 0
2017$185,000$285,4000 / 0
2016$178,400$289,0000 / 0
2015$178,250$269,8500 / 0
2014$59,900$176,000$276,1001 / 0
2013$65,000$175,000$282,9001 / 0
2012$169,000$270,9000 / 0
2011$167,800$244,6500 / 0
2010$75,000$170,000$192,0001 / 0
2009$168,000$184,5000 / 0
2008$177,500$202,2500 / 0
2007$104,000$179,600$193,5002 / 0
2006$126,000$176,500$183,5002 / 0
2005$166,0500 / 0
2004$86,750$149,0002 / 0
2003$85,900$134,9001 / 0
2002$69,900$122,0001 / 0
2001$51,000$115,0003 / 0
2000$58,450$105,0002 / 0
1999$65,900$102,0001 / 0
1998$43,000$99,0002 / 0
1997$41,000$90,0001 / 0
1996$45,000$90,0001 / 0
1995$85,0000 / 0
1994$50,000$79,0001 / 0
1993$35,250$77,5002 / 0
1992$37,900$73,3002 / 0
1991$68,5000 / 0
1990$31,000$68,0002 / 0
1989$63,0000 / 0
1988$29,000$61,8503 / 0
1987$30,800$61,4001 / 0
1986$29,000$59,5003 / 0
1985$34,250$58,9002 / 0
1984$30,000$55,0003 / 0
1983$30,500$54,0002 / 0
1982$33,000$54,5001 / 0
1981$27,500$51,3004 / 0
1980$25,850$47,5002 / 0
1979$22,000$44,5003 / 0
1978$23,000$40,0003 / 0
1977$19,800$37,0001 / 0
1976$35,5000 / 0
1975$36,5000 / 0
1974$16,000$32,3002 / 0

How Much Are Highland Hills Homes Worth?

Median home value, in price per square foot, each year in Highland Hills, 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 Highland Hills 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
YearHighland Hills existing homesHighland Hills new constructionLeon County existing homesLeon County new constructionHighland Hills sales (existing / new)
2026$199$2360 / 0
2025$194$2440 / 0
2024$256$193$2393 / 0
2023$133$186$2315 / 0
2022$194$170$2081 / 0
2021$163$152$1831 / 0
2020$129$137$1731 / 0
2019$149$126$1722 / 0
2018$123$123$1711 / 0
2017$117$1640 / 0
2016$113$1550 / 0
2015$110$1520 / 0
2014$67$107$1471 / 0
2013$73$105$1441 / 0
2012$100$1370 / 0
2011$102$1300 / 0
2010$109$1221 / 0
2009$113$1270 / 0
2008$122$1310 / 0
2007$117$129$1382 / 0
2006$117$130$1362 / 0
20050 / 0
20042 / 0
20031 / 0
20021 / 0
20013 / 0
20002 / 0
19991 / 0
19982 / 0
19971 / 0
19961 / 0
19950 / 0
19941 / 0
19932 / 0
19922 / 0
19910 / 0
19902 / 0
19890 / 0
19883 / 0
19871 / 0
19863 / 0
19852 / 0
19843 / 0
19832 / 0
19821 / 0
19814 / 0
19802 / 0
19793 / 0
19783 / 0
19771 / 0
19760 / 0
19750 / 0
19742 / 0

How Big Are the Homes That Sell in Highland Hills?

Median home size, in square feet, each year in Highland Hills, 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
YearHighland Hills existing homesHighland Hills new constructionLeon County existing homesLeon County new constructionHighland Hills sales (existing / new)
20261,5661,8730 / 0
20251,5441,7470 / 0
20249091,5221,7863 / 0
20231,6841,4881,7915 / 0
20228811,4761,9351 / 0
20218911,5021,8071 / 0
20208921,5811,7571 / 0
20198911,5691,6702 / 0
20181,1981,5501,7911 / 0
20171,5941,7440 / 0
20161,6261,8030 / 0
20151,6821,7640 / 0
20148911,6961,8761 / 0
20138911,7002,0101 / 0
20121,7291,9870 / 0
20111,7031,7830 / 0
20101,6441,5731 / 0
20091,5371,4870 / 0
20081,5041,5700 / 0
20078911,4651,5352 / 0
20061,1981,4691,4702 / 0
20050 / 0
20042 / 0
20031 / 0
20021 / 0
20013 / 0
20002 / 0
19991 / 0
19982 / 0
19971 / 0
19961 / 0
19950 / 0
19941 / 0
19932 / 0
19922 / 0
19910 / 0
19902 / 0
19890 / 0
19883 / 0
19871 / 0
19863 / 0
19852 / 0
19843 / 0
19832 / 0
19821 / 0
19814 / 0
19802 / 0
19793 / 0
19783 / 0
19771 / 0
19760 / 0
19750 / 0
19742 / 0

Highland Hills Recent Sales

Recent Highland Hills home sales
AddressPricePrice / sq ftClosing dateYear builtSq ftSale type
$185,000$2072024-09-061959892Existing
$240,000$2642024-04-151959909Existing
$235,000$2562024-02-121959917Existing
$280,000$1662023-11-1319591,684Existing
$130,0002023-08-161959Existing
$141,0002023-07-191959Existing
$166,500$992023-06-2019591,684Existing
$165,0002023-03-021959Existing
$170,500$1942022-04-221959881Existing
$144,900$1632021-10-291959891Existing
$115,000$1292020-07-011959892Existing
$53,0002019-10-181959Existing
$133,200$1492019-08-201959891Existing
$147,500$1232018-06-1519591,198Existing
$59,900$672014-09-301959891Existing
$65,000$732013-06-261959891Existing
$75,0002010-03-031959Existing
$98,000$1102007-10-121958891Existing
$110,000$1232007-07-091959891Existing
$140,000$1172006-10-2019591,198Existing
$112,0002006-03-151959Existing
$76,5002004-09-221959Existing
$97,0002004-06-221959Existing
$85,9002003-09-231959Existing
$69,9002002-04-191959Existing
Showing 25 of 72 sales

Sources: the Leon County Property Appraiser and the MLS.

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Schools

Schools Serving Highland Hills

2026–27 attendance zones

Assigned Public Schools

All homes in Highland Hills are zoned for Ruediger Elementary School, Raa Middle School, and Leon High School.

Ruediger Elementary School is 0.4 miles from Highland Hills and has a Florida DOE school grade of B (2026). Its phone number is (850) 488-1074.

Raa Middle School is 0.6 miles away and has a Florida DOE school grade of B (2026). Its phone number is (850) 488-6287.

Leon High School is 2.3 miles away and has a Florida DOE school grade of B (2026). Its phone number is (850) 617-5700.

Ruediger Elementary SchoolFlorida DOE school grade: B (2026)All 30 homes in Highland Hills
Raa Middle SchoolFlorida DOE school grade: B (2026)All 30 homes in Highland Hills
Leon High SchoolFlorida DOE school grade: B (2026)All 30 homes in Highland Hills

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 Highland Hills

Buying a Home in Highland Hills

On average, one home in Highland Hills comes up for sale each year, 3% of the neighborhood, 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 Highland Hills Search

To see every home for sale that fits your search, in Highland Hills 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 Highland Hills price into a monthly payment, use the mortgage calculator.

Selling in Highland Hills

Selling a Home in Highland Hills

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 Highland Hills.

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 Highland Hills 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 Highland Hills Home Worth Right Now?

Highland Hills questions

Highland Hills Frequently Asked Questions

Are new homes still being built in Highland Hills?

Not right now. The newest home in Highland Hills was built in 1959, and two lots are still vacant, so new homes could still go up.

What homes have recently sold in Highland Hills?

The most recent sale in Highland Hills was 721 Simmons St, which sold for $185,000 on September 6, 2024. Before that, 713 W 10TH Ave sold for $240,000 on April 15, 2024, and 710 W 10TH Ave sold for $235,000 on February 12, 2024. See all 72 recent sales in the table above.

What types of homes are in Highland Hills?

All 30 homes in Highland Hills are single-family homes. The median home size is 891 square feet of heated and cooled space, and the most common layout is three bedrooms and one bathroom.

What are the HOA dues in Highland Hills?

Highland Hills has no homeowners association, and there are no association dues.

Which public schools serve the Highland Hills neighborhood?

Ruediger Elementary School, Raa Middle School, and Leon 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 Highland Hills in a flood zone?

No. None of the 30 lots in Highland Hills are in a FEMA 1%-chance flood zone.

How old are the homes in Highland Hills?

Homes in Highland Hills were built from 1948 through 1959. The median year built is 1959, so half the homes are older than 67 years and half are newer.

How should a home in Highland Hills be valued?

A home in Highland Hills 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 Highland Hills address

Ready to Talk About a Highland Hills Property?

This page describes Highland Hills 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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