$2,859,000
$40K PRICE DROP
- 3 Beds
- 3.5 Baths
- 2,286 Sq Ft
814 Ashe St, Key West, FL 33040
Lisa Ferringo
Coldwell Banker Schmitt Real Estate Co
4,551
Old Town Homes
-
814 Ashe St, Key West, FL 33040
-
$2,800
Total Monthly Price
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
400 Simonton St, Key West, FL 33040
400 Simonton St, Key West, FL 33040 -
$2,900,000
Sold Jan 09, 20261224 Florida St, Key West, FL 33040
- 5 Beds
- 5.5 Baths
- 2,760 Sq Ft
- Built 2006
Last Sold Summary
- 9% Below List Price
- $1,051/SF
- 56 Days On Market
Current Estimated Value $2,945,848
Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC
1224 Florida St, Key West, FL 33040 -
Est $554,822
Not Listed For Sale1209 William St Unit 7, Key West, FL 33040
- 1 Bed
- 1 Bath
- 486 Sq Ft
- Built 1928
Last Sold Summary
- 9 Days On Market
-
$49,900
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
$4,000
Total Monthly Price
- 2 Beds
- 2 Baths
- 850 Sq Ft
- Condo for Rent
710 Whitmarsh Ln Unit 2, Key West, FL 33040
710 Whitmarsh Ln Unit 2, Key West, FL 33040Old town Key West second floor apartment. Only a block and a half from Duval and six blocks to the Gulf, to the West or the Atlantic, to the East . Properly is on Solaris Hill, the highest point on the island. Parking for one car, balcony and a private side deck. Updated kitchen and bathrooms. Central A/C & Heat.
-
$1,200,000
Sold Nov 20, 20251108 Whitehead St, Key West, FL 33040
- Land
- 3,998 Sq Ft
- $13,071,268 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Terri Spottswood Truman & Co. (KW)
1108 Whitehead St, Key West, FL 33040 -
Not Listed For Sale
621 Whitehead St, Key West, FL 33040
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Built 1923
Last Sold Summary
- 40 Days On Market
-
$32,500
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
Stephanie Herrmann
Truman & Co. Real Estate
-
$2,800
Total Monthly Price
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
400 Simonton St, Key West, FL 33040
400 Simonton St, Key West, FL 33040 -
$1,050,000
Sold Mar 03, 2026619 Front St Unit 21, Key West, FL 33040
- Built 1985
Last Sold Summary
- 5% Below List Price
- 86 Days On Market
Last Listing Agent Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty
619 Front St Unit 21, Key West, FL 33040 -
Est $1,461,504
Not Listed For Sale1219 Grinnell St Unit B, Key West, FL 33040
- 2 Beds
- 2.5 Baths
- 1,360 Sq Ft
- Built 1990
Last Sold Summary
- 55 Days On Market
-
$65,000
$4K PRICE DROP- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
Starting at $3,145 Per Month
- 1 - 3 Beds
750 Fort St, Key West, FL 33040
750 Fort St, Key West, FL 33040Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a
Lofts at Bahama Village
-
$835,000
Sold Apr 13, 20261401 Simonton St Unit 20, Key West, FL 33040
- 2 Beds
- 2.5 Baths
- 907 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $921/SF
- 160 Days On Market
Current Estimated Value $1,242,232
Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)
1401 Simonton St Unit 20, Key West, FL 33040 -
Est $2,340,049
Not Listed For Sale623 Simonton St Unit 9, Key West, FL 33040
- 3 Beds
- 3.5 Baths
- 2,160 Sq Ft
- Built 1997
Last Sold Summary
- 48 Days On Market
-
$49,900
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
Stephanie Herrmann
Truman & Co. Real Estate
-
$7,920
Total Monthly Price
- 2 Beds
- 3 Baths
- 1,345 Sq Ft
- Condo for Rent
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
-
$930,000
Sold Aug 01, 2025608 Roberts Ln, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1933
Last Sold Summary
- 41% Below List Price
- $547/SF
- 189 Days On Market
Current Estimated Value $1,089,609
Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)
608 Roberts Ln, Key West, FL 33040 -
Est $876,674
Not Listed For Sale827 Baptist Ln Unit 1 and 2, Key West, FL 33040
- 4 Beds
- 2 Baths
- 1,374 Sq Ft
- Built 1923
Last Sold Summary
- 117 Days On Market
-
$32,500
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
$19,800
Total Monthly Price
- 2 Beds
- 2 Baths
- 2,023 Sq Ft
- Condo for Rent
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040The advertised rate of $19,800/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 14, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
-
$3,500,000
Sold Aug 08, 2025407-415 Olivia St, Key West, FL 33040
- 6 Beds
- 5 Baths
- 3,171 Sq Ft
- Built 1964
Last Sold Summary
- 18% Below List Price
- $1,104/SF
- 134 Days On Market
Current Estimated Value $3,612,950
Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC
407-415 Olivia St, Key West, FL 33040 -
Est $2,374,730
Not Listed For Sale800 Fleming St Unit C1, Key West, FL 33040
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
- Built 1910
Last Sold Summary
- 53 Days On Market
-
$37,500
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit B-24 Week 45, Key West, FL 33040
617 Front St Unit B-24 Week 45, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
$2,995
Total Monthly Price
- 1 Bed
- 1 Bath
- 525 Sq Ft
- Condo for Rent
825 Eaton St Unit C, Key West, FL 33040
825 Eaton St Unit C, Key West, FL 33040OLD TOWN ACROSS FROM EATON BIKES - 1/1 AVAILABLE IMMEDIATELY. PAYMENT ARRANGEMENTS AVAILABLE.Second floor, PRIVATE entrance and apartment, across from Eaton Bikes. Nice rooms and storage. Ample room for scooters and bikes. W/D coin-operated on premises.Refrigerator, oven, stove and ceiling fans. A/C in living room and bedroom. Newer renovation last year.Looking for long term steady
-
$750,000
Sold Oct 03, 20251428 Virginia St, Key West, FL 33040
- 4 Beds
- 2 Baths
- 2,236 Sq Ft
- Built 1933
Last Sold Summary
- 16% Below List Price
- $335/SF
- 111 Days On Market
Current Estimated Value $809,721
Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty
1428 Virginia St, Key West, FL 33040 -
Est $822,728
Not Listed For Sale951 Caroline St Unit 5, Key West, FL 33040
- 1 Bed
- Built 2003
-
$65,000
$4K PRICE DROP- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040
617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040
Stephanie Herrmann
Truman & Co. Real Estate
-
$2,950
Total Monthly Price
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Condo for Rent
818 White St Unit 5, Key West, FL 33040
818 White St Unit 5, Key West, FL 33040Specials: Get 5% off for a month stay or a deep discount for 6-month bookings in 2026! Available May till October 2026Refundable Security Deposit: $1200.00 (Note: First month's rent, security deposit, and last month's rent are due upfront for long-term rentals.)Additional Features: pool access, porches, private entrance Rebuilt in 2005, this unique home offers modern
-
$600,000
Sold Jul 15, 2025651 William St Unit 1, Key West, FL 33040
- 1 Bed
- 1 Bath
- 599 Sq Ft
- Built 1933
Last Sold Summary
- 28% Below List Price
- $1,002/SF
- 191 Days On Market
Current Estimated Value $663,370
Last Listing Agent Barbara Bowers Preferred Properties (KW)
651 William St Unit 1, Key West, FL 33040 -
Not Listed For Sale
927 Thomas St Unit 3, Key West, FL 33040
- 2 Beds
- 1 Bath
- 716 Sq Ft
- Built 1908
Last Sold Summary
- 53 Days On Market
-
$26,000
$5K PRICE DROP- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
$5,900
Total Monthly Price
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Townhouse for Rent
634 Louisa St, Key West, FL 33040
634 Louisa St, Key West, FL 33040Newly Renovated, furnished Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a
-
$3,300
Sold Jun 18, 2026828 Fleming St, Key West, FL 33040
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Built 1899
Last Sold Summary
- 6% Below List Price
- $7/SF
- 77 Days On Market
Last Listing Agent Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty
828 Fleming St, Key West, FL 33040 -
Est $808,975
Not Listed For Sale951 Caroline St Unit 1, Key West, FL 33040
- 1 Bed
- Built 2003
Last Sold Summary
- 58 Days On Market
-
$62,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
Stephanie Herrmann
Truman & Co. (KW)
-
$7,590
Total Monthly Price
- 4 Beds
- 3.5 Baths
- 1,797 Sq Ft
- Condo for Rent
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040The advertised rate of $7,590/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
-
$749,000
Sold Mar 11, 2026304 Amelia St, Key West, FL 33040
- 3 Beds
- 1 Bath
- 936 Sq Ft
- Built 1938
Last Sold Summary
- $800/SF
- 9 Days On Market
Current Estimated Value $858,517
Last Listing Agent Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty
304 Amelia St, Key West, FL 33040 -
Est $602,577
Not Listed For Sale1118 Curry Ln Unit 101, Key West, FL 33040
- 1 Bed
- 1 Bath
- 380 Sq Ft
- Built 1935
Showing Results 1 - 40, Page 1 of 18
Home Prices in Old Town, FL
The median home sale price in Old Town, Key West is $1,450,000, up 9% year-over-year. Homes in Old Town sell in 117 days on average, compared to the national average of 57 days.
Home Price Trends
|
Median Sale Price
$1,450,000
|
Median Single Family Sale Price
$1,525,000
|
|
Median Townhouse Sale Price
$2,200,000
|
Median 2 Bedroom Sale Price
$1,075,000
|
|
Median 1 Bedroom Sale Price
$775,000
|
Average Price Per Sq Ft
$1,222
|
|
Number of Homes for Sale
85
|
Last 12 months Home Sales
123
|
|
Months of Supply
8.30
|
Median List Price
$1,650,000
|
|
Median Change From 1st List Price
9%
|
Median Home Sale Price YoY Change
9%
|
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