An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace of mind.Spanning approximately 2,250 of high-ceiling square feet, the home showcases refinished heart pine throughout, coral-clad walls, Jerusalem limestone and terrazzo flooring, marble accents, and designer finishes abound.Four generously sized bedrooms each feature beautifully appointed en-suite bathrooms, plus an additional guest half bath. The oversized upstairs primary suite includes walk-in closets and a spa-caliber bath with double shower, custom artist-made cabinetry, and stunning coral accents. Two additional spacious bedrooms round out the upper level, while a second primary suite on the main floor offers ideal flexibility for owners or guests alike.The chef's kitchen is built for entertaining -- a large six-seat island anchors the space alongside a premium JennAir appliance package. The open living and dining areas flow naturally into a sitting room with daybed and collapsing rear doors that open to your private outdoor retreat: a heated and chilled plunge pool with waterfall, creating a true resort-style escape in the heart of Old Town.The investment story is equally compelling, should you choose to go that direction. The property comes with over $175,000 in already-booked upcoming rental revenue that transfers with the sale -- meaning your income starts on day one. A loyal base of repeat renters is in place and ready to continue, providing immediate cash flow and long-term earning potential with minimal ramp-up. Whether you're looking for a full-time residence, a seasonal getaway, or a high-performing income property, this home delivers on every
New construction
$3,595,000
710 Caroline St, Key West, FL 33040
4beds
2,250sqft
Single Family Residence
Built in 1928
1,742 Square Feet Lot
$-- Zestimate®
$1,598/sqft
$-- HOA
What's special
Large six-seat islandDesigner finishes aboundAdditional guest half bathTwo additional spacious bedroomsFour generously sized bedroomsPrivate outdoor retreatStunning coral accents
- 23 days |
- 1,471 |
- 88 |
Zillow last checked:
Listing updated:
Listed by:
Jesse Friedman 561-512-5340,
Real Broker, LLC
Source: FLKMLS,MLS#: 620222
Originating MLS: Florida Keys
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Central, ENERGY STAR Qualified Equipment
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Wine Cooler, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer, Tankless Water Heater
Features
- Quartz Countertops, Built-in Cabinets, Walk-In Closet(s), Dade County Pine, Entrance Foyer, Split Bedroom, Loft, Other Specialty Room, Wired for Data
- Flooring: Tile, Marble, Other, Combination, Terrazzo
- Windows: Drapes/Blinds Incl, Window Treatments, Wood Frames, Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 2,250 sqft
Property
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Sprinkler System, Lighting, Rain Gutters
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete
- Has spa: Yes
- Spa features: Private
- Fencing: Fenced
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 1,742 Square Feet
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00003710000000
- Zoning: HMDR
- Zoning description: Historic Medium Density Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- New Construction,Updated/Remodeled
- New construction: Yes
- Year built: 1928
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Cable Available, Cable Connected
Green energy
- Energy efficient items: Lighting, Thermostat
Community & HOA
Community
- Security: Smoke Detector(s), 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: $1,598/sqft
- Tax assessed value: $1,362,052
- Annual tax amount: $9,955
- Date on market: 6/10/2026
- Listing terms: Seller Finance Psble,Conventional,Cash
Estimated market value
Not available
Estimated sales range
Not available
$7,628/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Listing removed | $12,000$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/10/2026 | Listed for sale | $3,595,000-9%$1,598/sqft |
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| 5/7/2026 | Price change | $12,000-7.7%$5/sqft |
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| 4/28/2026 | Price change | $13,000-18.8%$6/sqft |
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| 4/7/2026 | Price change | $16,000-11.1%$7/sqft |
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| 2/13/2026 | Price change | $18,000+12.5%$8/sqft |
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| 2/7/2026 | Price change | $16,000-27.3%$7/sqft |
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| 2/3/2026 | Price change | $22,000-8.3%$10/sqft |
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| 1/29/2026 | Price change | $24,000+33.3%$11/sqft |
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| 1/12/2026 | Price change | $18,000-21.7%$8/sqft |
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| 12/29/2025 | Price change | $23,000+27.8%$10/sqft |
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| 8/29/2025 | Price change | $18,000+50%$8/sqft |
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| 7/2/2025 | Price change | $12,000-20%$5/sqft |
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| 6/18/2025 | Price change | $15,000-11.8%$7/sqft |
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| 10/27/2024 | Price change | $17,000-19%$8/sqft |
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| 10/20/2024 | Price change | $21,000+7.7%$9/sqft |
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| 9/10/2024 | Price change | $19,500-2.5%$9/sqft |
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| 5/27/2024 | Price change | $20,000+33.3%$9/sqft |
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| 5/17/2024 | Price change | $15,000-25%$7/sqft |
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| 4/21/2024 | Price change | $20,000+11.1%$9/sqft |
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| 3/18/2024 | Listed for rent | $18,000$8/sqft |
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| 3/11/2024 | Listing removed | -- |
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| 1/8/2024 | Listed for rent | $18,000$8/sqft |
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| 11/30/2023 | Listing removed | -- |
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| 10/17/2023 | Listed for sale | $3,950,000+460.3%$1,756/sqft |
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| 2/25/2021 | Sold | $705,000+19.8%$313/sqft |
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| 6/28/2019 | Sold | $588,525$262/sqft |
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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 | $685,462 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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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
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Key West
- 33040
- Historic Seaport
- 710 Caroline St






