Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Luxury Homes in Tallahassee, FL
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

27 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Luxury Homes in Tallahassee, FL

Luxury Homes in Tallahassee, FL

Hide Map
24 of 27 Listings
Map

Luxury Homes in Tallahassee, FL

24 of 27 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 307 Rosehill Drive — photoNew69Active

    $1,895,000

    4 bd · 4 ba · 4,090 sqft

    307 Rosehill Drive, Tallahassee, FL

    Hettie R Spooner · Hill Spooner & Elliott Inc

  2. 4084 Fairhill Way — photo69Active

    $1,250,000

    5 bd · 5 ba · 4,101 sqft

    4084 Fairhill Way, Tallahassee, FL

    Hettie R Spooner · Hill Spooner & Elliott Inc

  3. 1485 Constitution Place — photo70Active

    $1,300,000

    5 bd · 5 ba · 4,755 sqft

    1485 Constitution Place, Tallahassee, FL

    Liz Kuntz · Keller Williams Town & Country

  4. 403 Plantation Road — photo70Active

    $2,650,000

    5 bd · 6 ba · 6,189 sqft

    403 Plantation Road, Tallahassee, FL

    Matt Hale · Capital City Real Estate Group

  5. 1721 Tarpon Drive — photo44Active

    $1,500,000

    4 bd · 5 ba · 5,411 sqft

    1721 Tarpon Drive, Tallahassee, FL

    Jamie S Yarbrough · The Naumann Group Real Estate

  6. 6215 Pine Fair Way — photo70Active

    $1,749,000

    5 bd · 5 ba · 4,693 sqft

    6215 Pine Fair Way, Tallahassee, FL

    Andrea D Meadows · Hill Spooner & Elliott Inc

  7. 1305 Single Tree Trace — photo66Active

    $1,950,000

    6 bd · 6 ba · 5,337 sqft

    1305 Single Tree Trace, Tallahassee, FL

    Sara Noel Proctor · The Naumann Group Real Estate

  8. 1410 Betton Road — photo62Active

    $4,750,000

    6 bd · 6 ba · 5,760 sqft

    1410 Betton Road, Tallahassee, FL

    Jason C Naumann · The Naumann Group Real Estate

  9. 767 Rhoden Cove — photo48Active

    $1,500,000

    4 bd · 4 ba · 6,408 sqft

    767 Rhoden Cove, Tallahassee, FL

    Stephanie J Bridges · Hill Spooner & Elliott Inc

  10. 8013 Oak Grove Plantation Road — photo40Active

    $3,295,000

    6 bd · 8 ba · 6,268 sqft

    8013 Oak Grove Plantation Road, Tallahassee, FL

    Lasheriny Word · Word & Company Realty

  11. 7005 Pisgah Church Road — photo45Active

    $1,650,000

    4 bd · 2 ba · 1,843 sqft

    7005 Pisgah Church Road, Tallahassee, FL

    Jake Dodson · Hill Spooner & Elliott Inc

  12. 8017 Oak Grove Plantation Road — photo68Active

    $1,950,000

    5 bd · 6 ba · 6,231 sqft

    8017 Oak Grove Plantation Road, Tallahassee, FL

    Caroline Brewster · Hill Spooner & Elliott Inc

  13. 3758 Longfellow Road — photo62Active

    $1,175,000

    5 bd · 5 ba · 4,923 sqft

    3758 Longfellow Road, Tallahassee, FL

    Josh Kasper · The Naumann Group Real Estate

  14. 1545 Lee Avenue — photo70Active

    $1,095,000

    5 bd · 4 ba · 4,154 sqft

    1545 Lee Avenue, Tallahassee, FL

    Jason C Naumann · The Naumann Group Real Estate

  15. 121 N Monroe Street Ph2 — photo46Active

    $1,100,000

    2 bd · 3 ba · 2,291 sqft

    121 N Monroe Street Ph2, Tallahassee, FL

    Lesa Hart · The Nova Group Realty

  16. 998 Rosebay Court — photoPrice Reduced66Active

    $1,100,000

    5 bd · 4 ba · 3,633 sqft

    998 Rosebay Court, Tallahassee, FL

    Lee Snowden · Armor Realty, Inc

  17. 4264 Safari Run — photo3Active

    $1,190,000

    4 bd · 4 ba · 3,043 sqft

    4264 Safari Run, Tallahassee, FL

    Robert L Paynter · Keller Williams Town & Country

  18. 2604 Lucerne Drive — photo33Active

    $1,099,000

    4 bd · 4 ba · 3,947 sqft

    2604 Lucerne Drive, Tallahassee, FL

    Zhongli Wang · Sunflower Real Estate LLC

  19. 1806 Dove Field Run — photoPrice Reduced70Active

    $1,495,000

    3 bd · 3 ba · 2,279 sqft

    1806 Dove Field Run, Tallahassee, FL

    Nan B Greynolds · The Naumann Group Real Estate

  20. 3756 Grove Park — photo68Active

    $1,200,000

    4 bd · 3 ba · 4,797 sqft

    3756 Grove Park, Tallahassee, FL

    Karen Gillispie · Keller Williams Town & Country

  21. 2021 Winthrop Way — photoPrice Reduced70Active

    $1,075,000

    6 bd · 4 ba · 3,843 sqft

    2021 Winthrop Way, Tallahassee, FL

    Cindy Cooper · Coldwell Banker Hartung

  22. 2990 Elwood Trail — photoPrice Reduced68Active

    $1,100,000

    5 bd · 4 ba · 4,607 sqft

    2990 Elwood Trail, Tallahassee, FL

    Chelsey N Hough · Keller Williams Town & Country

  23. 3756 Grove Park — photo68Active

    $1,200,000

    5 bd · 3 ba · 4,797 sqft

    3756 Grove Park, Tallahassee, FL

    Karen Gillispie · Keller Williams Town & Country

  24. 1202 E Park Avenue — photo36Active

    $1,100,000

    9 bd · 4 ba · 3,067 sqft

    1202 E Park Avenue, Tallahassee, FL

    Josh Kasper · The Naumann Group Real Estate

12

Explore Tallahassee homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
  • Co-ops
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

Capital Area Technology & REALTOR Services (Tallahassee Board of REALTORS)
The data relating to real estate for sale on this website comes in part from a cooperative data exchange program of the Tallahassee Board of REALTORS®. Real estate listings held by brokerage firms other than Realty.com are marked with the listing broker's logo or name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. The broker providing this data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Use of search facilities of data on the site, other than by a consumer looking to buy, sell or lease real estate, is prohibited. Copyright © 2026 Tallahassee Board of REALTORS®. All Rights Reserved.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Tallahassee, FL community profile

    Population
    202,145
    Median income
    $53,687
    Housing units
    94,273
    People per sq. mi.
    289.2
    Area
    699.1 sq. mi.

    Source: HJN community data

    Tallahassee housing market

    June 2026 · This period is still settling

    Tallahassee 12-month median sale price trend

    Selling at 99.4% of asking price

    Buyers here are paying below asking. MLS · 344 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 25, 2026

    Median sale price
    $287,000$169,900–$434,000 typical range
    Price per sq. ft.
    $191
    Sales
    373
    Paid in cash
    34.9%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    56 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    3.4%