CENTURY 21 FIRST STORY REAL ESTATE
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Home
Listings
All Listings Featured Homes and Land Listings Luxury and Legacy Properties Tallahassee Luxury Waterfront Properties Farm & Ranch Gulf Coast Luxury
Buyers
Buyers Guide Market Snapshot Mortgage Calculator Affordability Calculator
Sellers
Sellers Guide Sell My Home Home Valuation Recent Sold
About
About Us Meet Our Team Reviews Contact Us
Neighborhoods
Tallahassee & North Florida
Tallahassee Crawfordville Chattahoochee Greensboro Greenville Gretna Havana Madison Midway Monticello Ochlockonee Bay Panacea Perry Quincy Shell Point Sopchoppy St. Marks
Florida's Forgotten Coast
Alligator Point Apalachicola Cape San Blas Carrabelle Eastpoint Mexico Beach Port St. Joe St. George Island
Southwest Georgia
Attapulgus Bainbridge Boston Cairo Camilla Colquitt Donalsonville Meigs Ochlocknee Pelham Quitman Thomasville
Resources
Blogs Featured Videos Market Report Agent Cooperation and Buyer Concessions Clear Cooperation Policy
+1(850) 212-0440 [email protected]

TALLAHASSEE LUXURY LISTINGS

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170 Featured Properties Available

170 Featured Properties Available

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  • Price-Low To High
  • Newest Listings
  • Beds (Most)
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  • Year Built (Newest)
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3888 W SHILOH Way, Tallahassee, FL 32308
1/7
Active

$799,999

4 Beds4 Baths3,500 SqFt

3888 W SHILOH Way, Tallahassee, FL 32308

Listed by Keller Williams Town & Country

1039 Gulf Shore Boulevard, Alligator Point, FL 32346-5118
1/51
Active

$1,199,000

3 Beds2 Baths2,064 SqFt

1039 Gulf Shore Boulevard, Alligator Point, FL 32346-5118

Listed by Keller Williams Town & Country

12333 Trotting Horse Court, Tallahassee, FL 32305
1/34
Active

$825,000

4 Beds3 Baths2,924 SqFt

12333 Trotting Horse Court, Tallahassee, FL 32305

Listed by Waypoint Properties

171 Harbour Point Drive, Crawfordville, FL 32327
1/65
Active

$714,900

2 Beds2 Baths1,586 SqFt

171 Harbour Point Drive, Crawfordville, FL 32327

Listed by GF&A Realty

305 old lloyd Road, Monticello, FL 32344
1/70
Active

$2,735,850

7 Beds7 Baths5,756 SqFt

305 old lloyd Road, Monticello, FL 32344

Listed by Keller Williams Town & Country

305 Old Lloyd Road, Monticello, FL 32344
1/70
Price Dropped by $50K

$1,950,000

6 Beds7 Baths5,756 SqFt

305 Old Lloyd Road, Monticello, FL 32344

Listed by Keller Williams Town & Country

174 DECEY WALLACE Lane, Crawfordville, FL 32327
1/41
Active

$1,533,000

6 Beds5 Baths4,843 SqFt

174 DECEY WALLACE Lane, Crawfordville, FL 32327

Listed by Silo Hill Properties

3927 Coastal Highway, Crawfordville, FL 32327
1/45
Price Dropped by $50K

$800,000

4 Beds5 Baths3,272 SqFt

3927 Coastal Highway, Crawfordville, FL 32327

Listed by Waypoint Properties

3726 Lakeview Drive, Tallahassee, FL 32310
1/42
Price Dropped by $34K

$1,199,999

6 Beds5 Baths5,072 SqFt

3726 Lakeview Drive, Tallahassee, FL 32310

Listed by Keller Williams Town & Country

1048 NE Duval Pond Road, Madison, FL 32340
1/52
Active

$790,000

3 Beds2 Baths1,596 SqFt

1048 NE Duval Pond Road, Madison, FL 32340

Listed by Keller Williams Town & Country

540 Woodfern Court, Tallahassee, FL 32312
1/57
Active

$899,000

3 Beds4 Baths3,535 SqFt

540 Woodfern Court, Tallahassee, FL 32312

Listed by Hill Spooner & Elliott Inc

3891 Windbrook Court, Tallahassee, FL 32312
1/70
Active

$5,900,000

5 Beds8 Baths8,831 SqFt

3891 Windbrook Court, Tallahassee, FL 32312

Listed by Hill Spooner & Elliott Inc

0 Camero Drive, Tallahassee, FL 32309
1/6
Active

$895,000

4 Beds3 Baths2,814 SqFt

0 Camero Drive, Tallahassee, FL 32309

Listed by Hill Spooner & Elliott Inc

415 Fletcher Street, Thomasville, GA 31792
1/42
Active

$1,100,000

3 Beds3 Baths3,780 SqFt

415 Fletcher Street, Thomasville, GA 31792

Listed by C21 Avenues Real Estate Partne

4522 St Teresa Landing, St Teresa, FL 32346
1/49
Active

$1,695,000

4 Beds5 Baths3,376 SqFt

4522 St Teresa Landing, St Teresa, FL 32346

Listed by Keller Williams Town & Country

136 county rd, White Springs, FL 32025
New

$850,000

6.98 Acres

136 county rd, White Springs, FL 32025

Listed by Hollifield Real Estate Group

00 Chaires Cross Road, Tallahassee, FL 32317
Active

$900,000

30 Acres

00 Chaires Cross Road, Tallahassee, FL 32317

Listed by Libus Montgomery-Bailey

0 Chaires Cross Road, Tallahassee, FL 32317
Active

$1,400,000

74.32 Acres

0 Chaires Cross Road, Tallahassee, FL 32317

Listed by Libus Montgomery-Bailey

1701 Mill Street, Tallahassee, FL 32310
1/27
Active

$2,500,000

6,000 SqFt

1701 Mill Street, Tallahassee, FL 32310

Listed by The Guardian Real Estate Group

1410 Malloy Landing A Road, Monticello, FL 32344-4621
1/21
Active

$2,000,000

4.05 Acres

1410 Malloy Landing A Road, Monticello, FL 32344-4621

Listed by All Realty Services

1415 Malloy Landing Road, Monticello, FL 32344-4621
1/32
Active

$1,500,000

4.05 Acres

1415 Malloy Landing Road, Monticello, FL 32344-4621

Listed by All Realty Services

1599 Coastal Highway, Panacea, FL 32346
1/11
Active

$849,900

4.13 Acres Lot

1599 Coastal Highway, Panacea, FL 32346

Listed by Panhandle Premier Properties

400 Nesbitt Road, Other Georgia, GA 31778
1/39
Active

$1,315,000

4,396 SqFt

400 Nesbitt Road, Other Georgia, GA 31778

Listed by Kohler & Associates

1909 NE Capital Circle #100 & 200, Tallahassee, FL 32308
1/24
Active

$795,000

3,990 SqFt

1909 NE Capital Circle #100 & 200, Tallahassee, FL 32308

Listed by TLH Realty Inc.

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Debbie KirklandLicense ID: BK3052075

Address

316 Williams Street, Tallahassee, FL 32303, United States

CENTURY 21 FIRST STORY REAL ESTATE

+1(850) 212-0440

[email protected]

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
site logo

Debbie KirklandLicense ID: BK3052075

Address

316 Williams Street, Tallahassee, FL 32303, United States

CENTURY 21 FIRST STORY REAL ESTATE

+1(850) 212-0440

[email protected]

Subscribe to Our Newsletter

By subscribing you agree to receive marketing emails from CENTURY 21 FIRST STORY REAL ESTATE. You can opt out at any time. See our Privacy Policy.

Connect With Us

Home Listings Buyers Sellers About Neighborhoods Resources

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.