Florida Historic Homes For Sale

Search Historic & Vintage Homes in Florida, FL

Interested in historic homes for sale in Florida? What about original bungalow style homes that were built back in the 1930s and ’40s? If you love the undeniable charm and character that only historic homes can offer, you’ve reached the right place to begin your Florida home search. Featured below are all active historic homes for sale in Florida currently listed on the MLS. Each listing you see was built in 1940 or earlier, and as always, if you have any questions or would like to schedule a private showing for an available property, call or text us at your earliest convenience. 

Also don't forget to register on our website so we can send you disclosures, past sales history, dates and prices of homes recently sold nearby, and also all of the latest property listings that match your search criteria to hit the market, allowing you to stay one-step ahead of other Florida historic home buyers. 

Search Florida Historic Homes For Sale Below:

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123 Stellar Test Alley, DORADO
New Listing

$99,999,999

123 Stellar Test Alley, DORADO

6 Beds 9 Baths 10,500 SqFt Residential MLS® # PR9105831
802 Druid Road S, CLEARWATER

$49,995,000

↑ $10,000,000

802 Druid Road S, CLEARWATER

19 Beds 19 Baths 24,164 SqFt Residential MLS® # U8192698
1198 Mandalay Point, CLEARWATER

$37,500,000

1198 Mandalay Point, CLEARWATER

3 Beds 3 Baths 3,434 SqFt Residential MLS® # U8231430
5102 5th Avenue, HOLMES BEACH

$31,750,000

5102 5th Avenue, HOLMES BEACH

8 Beds 9 Baths 8,430 SqFt Residential MLS® # A4594651
6004 Cartmel Lane, WINDERMERE

$30,000,000

6004 Cartmel Lane, WINDERMERE

9 Beds 17 Baths 20,240 SqFt Residential MLS® # O6162188
200 Dorado Beach Dr. 2200, DORADO

$29,500,000

200 Dorado Beach Dr. 2200, DORADO

5 Beds 7 Baths 7,990 SqFt Residential MLS® # PR9104922
29755 Nw 72nd Avenue, OKEECHOBEE

$25,000,000

29755 Nw 72nd Avenue, OKEECHOBEE

7 Beds 9 Baths 6,361 SqFt Residential MLS® # O6130835
4511 Shore Lane, BOCA GRANDE

$24,000,000

4511 Shore Lane, BOCA GRANDE

8 Beds 8 Baths 6,779 SqFt Residential MLS® # D6134421
1 Dorado Beach Estates, DORADO
Openhouse

$22,000,000

1 Dorado Beach Estates, DORADO

4 Beds 6 Baths 13,000 SqFt Residential MLS® # PR9103892
3799 Flamingo Avenue, SARASOTA

$21,000,000

3799 Flamingo Avenue, SARASOTA

4 Beds 6 Baths 8,138 SqFt Residential MLS® # A4601040
96 Martinique Avenue, TAMPA

$21,000,000

96 Martinique Avenue, TAMPA

6 Beds 8 Baths 9,442 SqFt Residential MLS® # T3497745
8250 Sanderling Road, SARASOTA

$21,000,000

8250 Sanderling Road, SARASOTA

5 Beds 7 Baths 7,756 SqFt Residential MLS® # A4585364
5151 Jungle Plum Road, SARASOTA

$19,950,000

5151 Jungle Plum Road, SARASOTA

6 Beds 8 Baths 8,165 SqFt Residential MLS® # A4593036
9291 Point Cypress Drive, ORLANDO

$19,500,000

↓ $5,500,000

9291 Point Cypress Drive, ORLANDO

12 Beds 15 Baths 14,706 SqFt Residential MLS® # O5965014
104 Sunset Lane, HOLMES BEACH

$18,750,000

104 Sunset Lane, HOLMES BEACH

5 Beds 7 Baths 7,163 SqFt Residential MLS® # A4599080
15305 Nw Hwy 320, MICANOPY

$18,500,000

15305 Nw Hwy 320, MICANOPY

5 Beds 6 Baths 7,985 SqFt Residential MLS® # OM670353
5861 Gulf Of Mexico Drive, LONGBOAT KEY

$18,500,000

5861 Gulf Of Mexico Drive, LONGBOAT KEY

5 Beds 7 Baths 6,950 SqFt Residential MLS® # O6080850
894 Hill Tide Lane, BOCA GRANDE

$18,000,000

894 Hill Tide Lane, BOCA GRANDE

5 Beds 9 Baths 8,100 SqFt Residential MLS® # D6134942
27 Dorado Beach Estates, DORADO
Pending

$18,000,000

↑ $16,200,000

27 Dorado Beach Estates, DORADO

6 Beds 8 Baths 8,073 SqFt Residential MLS® # PR9104361
Lot 4 Urb Villa Dorado Estates, DORADO

$17,995,000

Lot 4 Urb Villa Dorado Estates, DORADO

5 Beds 8 Baths 11,200 SqFt Residential MLS® # PR9099171
1240 Coconut Drive, FORT MYERS

$17,950,000

1240 Coconut Drive, FORT MYERS

7 Beds 11 Baths 13,083 SqFt Residential MLS® # T3456644
10242 Summer Meadow Way, ORLANDO

$17,500,000

10242 Summer Meadow Way, ORLANDO

7 Beds 10 Baths 9,254 SqFt Residential MLS® # O6101583
6210 Bayshore Boulevard, TAMPA

$17,000,000

6210 Bayshore Boulevard, TAMPA

3 Beds 3 Baths 3,114 SqFt Residential MLS® # T3490115
6489 Gulfside Road, LONGBOAT KEY

$16,995,000

6489 Gulfside Road, LONGBOAT KEY

4 Beds 5 Baths 6,614 SqFt Residential MLS® # A4566403
4136 Higel Avenue, SARASOTA
Pending

$16,995,000

4136 Higel Avenue, SARASOTA

5 Beds 7 Baths 8,964 SqFt Residential MLS® # A4537883
2300 Wellesley Road, CLEARWATER

$16,900,000

2300 Wellesley Road, CLEARWATER

4 Beds 7 Baths 5,574 SqFt Residential MLS® # T3508251
113 & 125 Big Pass Lane, SARASOTA

$16,000,000

113 & 125 Big Pass Lane, SARASOTA

4 Beds 5 Baths 4,162 SqFt Residential MLS® # A4603830
21 & 25 Lands End Lane, SARASOTA

$16,000,000

21 & 25 Lands End Lane, SARASOTA

6 Beds 7 Baths 5,060 SqFt Residential MLS® # A4601472
811 North Shore Drive, ANNA MARIA

$15,995,000

811 North Shore Drive, ANNA MARIA

4 Beds 8 Baths 5,079 SqFt Residential MLS® # T3507512
3544 San Remo Terrace, SARASOTA

$15,995,000

↓ $1,500,000

3544 San Remo Terrace, SARASOTA

5 Beds 7 Baths 8,006 SqFt Residential MLS® # A4596481
2516 Gulf Drive N, BRADENTON BEACH

$15,500,000

2516 Gulf Drive N, BRADENTON BEACH

10 Beds 10 Baths 4,171 SqFt Residential MLS® # A4603560
9306 Blanche Cove Drive, WINDERMERE

$15,500,000

9306 Blanche Cove Drive, WINDERMERE

6 Beds 8 Baths 14,856 SqFt Residential MLS® # O6180696
36 Dorado Country Estates, DORADO

$15,500,000

↑ $3,150,000

36 Dorado Country Estates, DORADO

6 Beds 10 Baths 11,777 SqFt Residential MLS® # PR9101210
1000 East Railroad Avenue, BOCA GRANDE

$15,350,000

1000 East Railroad Avenue, BOCA GRANDE

5 Beds 6 Baths 6,417 SqFt Residential MLS® # D6135647
6603 Gulfside Road, LONGBOAT KEY

$15,000,000

6603 Gulfside Road, LONGBOAT KEY

5 Beds 6 Baths 4,925 SqFt Residential MLS® # A4605073
732 Peakes Point Drive, GULF BREEZE

$15,000,000

732 Peakes Point Drive, GULF BREEZE

6 Beds 8 Baths 11,811 SqFt Residential MLS® # FC298748
57-58 Las Casas, RIO GRANDE

$15,000,000

57-58 Las Casas, RIO GRANDE

9 Beds 10 Baths 11,832 SqFt Residential MLS® # PR9103263
33642 Blanton Road, DADE CITY

$15,000,000

↓ $2,000,000

33642 Blanton Road, DADE CITY

5 Beds 8 Baths 9,694 SqFt Residential MLS® # U8189990
8218 Sanderling Road, SARASOTA
Pending

$14,995,000

↓ $955,000

8218 Sanderling Road, SARASOTA

6 Beds 8 Baths 10,624 SqFt Residential MLS® # A4572927
3000 Southwest Drive, SARASOTA

$14,950,000

↓ $2,550,000

3000 Southwest Drive, SARASOTA

5 Beds 7 Baths 8,125 SqFt Residential MLS® # A4588632
898 Hill Tide Lane, BOCA GRANDE

$14,800,000

898 Hill Tide Lane, BOCA GRANDE

5 Beds 6 Baths 5,741 SqFt Residential MLS® # D6135458
6680 Gulf Of Mexico Drive, LONGBOAT KEY

$14,800,000

6680 Gulf Of Mexico Drive, LONGBOAT KEY

3 Beds 5 Baths 4,805 SqFt Residential MLS® # A4583940
10151 Enchanted Oak Drive, GOLDEN OAK

$14,500,000

↑ $700,000

10151 Enchanted Oak Drive, GOLDEN OAK

7 Beds 9 Baths 10,742 SqFt Residential MLS® # O6143312
1325 Westway Drive, SARASOTA

$13,995,000

↓ $1,005,000

1325 Westway Drive, SARASOTA

5 Beds 8 Baths 6,590 SqFt Residential MLS® # A4585860
336 Dorado Beach East, DORADO

$13,950,000

336 Dorado Beach East, DORADO

6 Beds 10 Baths 7,847 SqFt Residential MLS® # PR9105662
9621 Windy Ridge Road, WINDERMERE

$13,950,000

9621 Windy Ridge Road, WINDERMERE

9 Beds 16 Baths 20,445 SqFt Residential MLS® # O6184943
5028 West Leona Street, TAMPA

$13,950,000

5028 West Leona Street, TAMPA

7 Beds 7 Baths 10,523 SqFt Residential MLS® # T3514225
1414 Point Crisp Road, SARASOTA

$13,950,000

↓ $1,000,000

1414 Point Crisp Road, SARASOTA

6 Beds 9 Baths 7,162 SqFt Residential MLS® # A4565492