Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here.
Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County pine is original, refinished rather than replaced, and irreplaceable.
What 2023 changed was everything behind it -- raised to modern flood elevation, impact-rated windows and doors, and finishes chosen by a designer who wasn't in a hurry. Native coral walls, Jerusalem limestone, terrazzo, and marble under high ceilings.
Out front, double balconies span the facade -- the real living room here. Coffee on the upper, cocktails on the lower, and Caroline Street putting on its show below: the walk to the Seaport, the whole slow parade of Old Town.
Out back, collapsing glass doors open to the garden: a heated and chilled plunge pool with waterfall, walled and private -- the kind of courtyard that makes 4pm the best hour of the day.
Four bedrooms, four en-suite baths, plus a guest half bath. The oversized upstairs primary has walk-in closets and a spa-caliber bath with double shower, artist-made cabinetry, and coral detail you won't see twice. A second primary on the main floor adds flexibility, plus a loft/office upstairs.
The kitchen was built for how people actually entertain here: a six-seat island, full JennAir package, open flow to the living and dining rooms.
And it earns from day one. High six-figures in booked rental revenue transfers with the sale, repeat guests already on the calendar. Residence, winter escape, or income property -- it does all three. Sold furnished. No HOA. Seller financing possible.
Three minutes to Duval. One minute to the shrimp boats. Homes on this block rarely trade, and almost never finished like this.
New construction
Price cut: $100K (8/4)
$3,495,000
710 Caroline St, Key West, FL 33040
4beds
2,250sqft
Single Family Residence
Built in 1928
1,742 Square Feet Lot
$-- Zestimate®
$1,553/sqft
$-- HOA
What's special
Jerusalem limestoneMarble under high ceilingsNative coral walls
- 68 days |
- 1,766 |
- 90 |
Zillow last checked:
Listing updated:
Listed by:
Jesse Friedman 561-512-5340,
Real Broker, LLC
Source: FLKMLS,MLS#: 620222
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Bedroom 1
- Level: Main
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bedroom 4
- Level: Second
Full bathroom
- Level: Main
Half bathroom
- Level: Main
Full bathroom
- Level: Second
Full bathroom
- Level: Second
Full bathroom
- Level: Second
Dining room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Other
- Description: Loft/Office
- Level: Second
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Wine Cooler, Stainless Steel Appliance(s)
Features
- Smart Thermostat, Built-in Features, Dade County Pine, Walk-in Closet(s), Quartz Countertops, Loft
- Flooring: Tile, Terrazzo, Combination, Other, Marble
- Furnished: Yes
Interior area
- Total structure area: 2,250
- Total interior livable area: 2,250 sqft
Property
Features
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Rain Gutters, Lighting
- Has private pool: Yes
- Pool features: In Ground, Concrete, Decked
- Has spa: Yes
- Spa features: Heated
- Fencing: Fenced
Lot
- Size: 1,742 Square Feet
Details
- Parcel number: 00003710000000
- Zoning: HMDR - Historic Medium Density Residential
- Other equipment: Irrigation Equipment
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- New Construction,Updated/Remodeled
- New construction: Yes
- Year built: 1928
Utilities & green energy
- Electric: Cat 5
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Fire Sprinkler System
- Subdivision: Old Town - Unlisted (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,553/sqft
- Tax assessed value: $1,362,052
- Annual tax amount: $9,955
- Date on market: 6/10/2026
- Listing terms: Seller Finance Psble,Cash,Conventional
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
$7,628/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/4/2026 | Price change | $3,495,000-2.8%$1,553/sqft |
Source: | ||
| 6/16/2026 | Listing removed | $12,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/10/2026 | Listed for sale | $3,595,000+409.9%$1,598/sqft |
Source: | ||
| 5/7/2026 | Price change | $12,000-7.7%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/28/2026 | Price change | $13,000-18.8%$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/7/2026 | Price change | $16,000-11.1%$7/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/13/2026 | Price change | $18,000+12.5%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/7/2026 | Price change | $16,000-27.3%$7/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/3/2026 | Price change | $22,000-8.3%$10/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/29/2026 | Price change | $24,000+33.3%$11/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/12/2026 | Price change | $18,000-21.7%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/29/2025 | Price change | $23,000+27.8%$10/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/29/2025 | Price change | $18,000+50%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/2/2025 | Price change | $12,000-20%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/18/2025 | Price change | $15,000-11.8%$7/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/27/2024 | Price change | $17,000-19%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/20/2024 | Price change | $21,000+7.7%$9/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/10/2024 | Price change | $19,500-2.5%$9/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/27/2024 | Price change | $20,000+33.3%$9/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/17/2024 | Price change | $15,000-25%$7/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/21/2024 | Price change | $20,000+11.1%$9/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/18/2024 | Listed for rent | $18,000$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/11/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 1/8/2024 | Listed for rent | $18,000$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/30/2023 | Listing removed | -- |
Source: | ||
| 2/25/2021 | Sold | $705,000+19.8%$313/sqft |
Source: | ||
| 6/28/2019 | Sold | $588,525$262/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,955 +8.5% | $1,018,721 +11.4% |
| 2024 | $9,178 +17% | $914,518 +11.8% |
| 2023 | $7,844 +18.3% | $817,807 +9.2% |
| 2022 | $6,629 +18.2% | $749,059 +26.6% |
| 2021 | $5,608 -29.3% | $591,583 -31.2% |
| 2020 | $7,929 | $859,538 -3.7% |
| 2019 | $7,929 -8.9% | $892,132 +1.7% |
| 2018 | $8,701 +45.9% | $877,467 +148.2% |
| 2017 | $5,965 +46.8% | $353,503 -48.7% |
| 2016 | $4,063 -45.9% | $688,941 +0.5% |
| 2015 | $7,509 | $685,462 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Historic Seaport
Nearby schools
GreatSchools rating
- 4/10Gerald Adams Elementary SchoolGrades: PK-5Distance: 3.8 mi
- NAMonroe Virtual Instruction ProgramGrades: K-12Distance: 0.4 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 1.6 mi
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