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$6,350,000
326 Caroline Street
Key West, FL 33040
MLS# 616897
Status: Closed
5 beds  |  6 baths  |  4279 sqft


This fabulous compound features the largest private pool in the Annex.
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This fabulous compound features the largest private pool in the Annex. The pool area is large enough for a cocktail party. The main house has just been completely redecorated for over $100,000. The home is being offered completely furnished. Living area features hardwood floors. The powder room is just off the living area. The living area is open plan design. Formal dining is an option. The kitchen is suitable for the most demanding chef. The kitchen includes a gas range. The kitchen features an oversized KitchenAid fridge and freezer/ There's covered outdoor dining for eight on the porch. Dining for four more, too. The outdoor bar features a huge flat screen TV for those football games You can spend even a rainy day out here. The pool includes a water feature. The largest pool in Truman Annex. The spacious pool area will accommodate even extended family. The upstairs gallery in the main house... The primary bedroom is spacious A comfortable sitting area is included. There's a large flat screen TV, too. The primary bathroom has twin vanitiies and oversized shower. There's also a bathtub. There's a makeup counter too. The second bedroom has two twin beds. 38-326 CAROLINE ST second bedroom balcon 39-326 CAROLINE ST second bedroom - 1 41-326 CAROLINE ST second bedroom bathro 42-326 CAROLINE ST third bedroom - 1 43-326 CAROLINE ST third bedroom - 1 45-326 CAROLINE ST third bedroom bathroo 46-326 CAROLINE ST third bedroom bathroo 47-326 CAROLINE ST entrance and porch - 38-326 CAROLINE STREET guesthouse living 39-326 CAROLINE STREET guesthouse living 41-326 CAROLINE STREET guesthouse living 42-326 CAROLINE STREET guesthouse kiitch 43-326 CAROLINE STREET guesthouse upstai 44-326 CAROLINE STREET guesthouse upstai 45-326 CAROLINE STREET guesthouse upstai 46-326 CAROLINE STREET guesthouse downst 47-326 CAROLINE STREET guesthouse downst 48-326 CAROLINE STREET guesthouse downst 49-326 CAROLINE STREET guesthouse downst 50-326 CAROLINE STREET gargae and parkin 50-326 CAROLINE ST exterior - 1

Property Description
GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion. This fabulous compound is being offered fully furnished with the main house just completely redecorated at a cost of over $100,000. The interior design will leave you marveling at the attention to detail and the sheer luxury of every room. You'll notice from the moment you enter that there's no shortage of 'grand' touches throughout this luxurious home. The living area of the main house is large enough for your whole family to gather comfortably. Everyone has a seat to watch your favorite show or the big game on the large Flat Screen TV, or simply kick back and relax in your lush surroundings. The guest house also has a living area on the second floor, giving those guests a comfortable space to relax and enjoy. Both living areas have a bathroom conveniently located nearby. The property includes a large garage for two vehicles, plus gated parking for two more...unheard of in Old Town. However, the real showstopper of GRAND KEY OASIS is the backyard, complete with one of the largest private swimming pools in Key West. The pool area, which gets plenty of sun all day long, will undoubtedly be a primary gathering spot for your group. Privacy is in abundance as the entire pool area is fenced in and surrounded by lush tropical landscaping. Spend your days swimming laps in the spacious pool or relaxing poolside in the many chaise lounges that line the deck. When you're ready to escape the sun, grab a cool drink at the outdoor covered bar complete with a huge 80'' flat screen TV. Fire up the propane grill and enjoy a BBQ using the outdoor dining set. BEST OF ALL, THIS HOME CAN BE RENTED MONTHLY WITH GROSS ANNUAL INCOME OF $300,000 OR MORE, AND STILL LEAVE PLENTY OF TIME FOR YOUR OWN FAMILY TO ENJOY IT.

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Bank Owned: No
Species List: No
Current Price: $6,350,000
Listing Date: 2025-10-16
Sold Price: $6,350,000
Location, Tax & Legal
KW Neighborhood: Truman Annex
City: KEY WEST
Off Shore Island: No
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE,0.2 PCT ANNUAL CH
Alternate Key #: 8745915
Handicap Access: No
Parcel #: 00004590-000902
Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Deed Restrictions: Unknown
Legal: KW PT LOT 3 SQR 26 (A/K/A LOTS 107 & 108) OR1079-2209/2211 OR1079-2206/2208 OR1100-223/226 OR1558-60/61 OR3104-0755
Taxes: 43519.96
Tax Year: 2024
Pub Sewer HkUp: Yes
Street #: 326
Street Name: Caroline
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: .31 acres
Lot SqFt: 13407
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.31
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 1989
Living Apx SqFt: 4279
Total Bedrooms: 5
Full Baths: 5
Half Baths: 1
Total Baths: 6
Remarks & Misc
Remarks – Consumer: GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion. This fabulous compound is being offered fully furnished with the main house just completely redecorated at a cost of over $100,000. The interior design will leave you marveling at the attention to detail and the sheer luxury of every room. You'll notice from the moment you enter that there's no shortage of 'grand' touches throughout this luxurious home. The living area of the main house is large enough for your whole family to gather comfortably. Everyone has a seat to watch your favorite show or the big game on the large Flat Screen TV, or simply kick back and relax in your lush surroundings. The guest house also has a living area on the second floor, giving those guests a comfortable space to relax and enjoy. Both living areas have a bathroom conveniently located nearby. The property includes a large garage for two vehicles, plus gated parking for two more...unheard of in Old Town. However, the real showstopper of GRAND KEY OASIS is the backyard, complete with one of the largest private swimming pools in Key West. The pool area, which gets plenty of sun all day long, will undoubtedly be a primary gathering spot for your group. Privacy is in abundance as the entire pool area is fenced in and surrounded by lush tropical landscaping. Spend your days swimming laps in the spacious pool or relaxing poolside in the many chaise lounges that line the deck. When you're ready to escape the sun, grab a cool drink at the outdoor covered bar complete with a huge 80'' flat screen TV. Fire up the propane grill and enjoy a BBQ using the outdoor dining set. BEST OF ALL, THIS HOME CAN BE RENTED MONTHLY WITH GROSS ANNUAL INCOME OF $300,000 OR MORE, AND STILL LEAVE PLENTY OF TIME FOR YOUR OWN FAMILY TO ENJOY IT.
Association Info
Mandatory Home Owners Asc: Yes
Voluntary Home Owners Asc: No
1st Right of Refusal: Yes
Condo Doc's: Yes
Assoc Approval Req: Yes
Association Fee $: 925
Assoc/Mnt Fee Per: Quarterly
License Info
Non Trans Rntl Lic: 1
Transient Rntl Licns: No
Fee Includes
Common Area Mnt: 1
Security: 1
Other: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Wood: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Fireplace(s): 1
Granite Counter Top: 1
Pantry: 1
Quartz Countertops: 1
Smoke Alarms: 1
Storage: 1
Wet Bar: 1
Window Treatments: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Windows/Doors
Double Hung Windows: 1
Glass Doors: 1
Vehicle Storage
Car(s): 4+
Garage: 1
Off Street Parking: 1
Security
Electric Gate: 1
Construction
Frame: 1
Land Size
1/4 - 1/2 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Exterior Features
Bar: 1
Outdoor Kitchen: 1
Pool Info
In Ground: 1
Heated: Yes
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Financial Status
Bank Owned: No
Shutters
Panel: 1
Status Change Info
Sold Date: 2026-01-15
Sold Price: $6,350,000
Status: Closed
Property Features
Fee Includes: Common Area Mnt; Security; Other
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Vehicle Storage: Garage; Off Street Parking
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer
Interior Features: Bar; Built-in Cabinets; Fireplace(s); Granite Counter Top; Pantry; Quartz Countertops; Smoke Alarms; Storage; Wet Bar; Window Treatments
Pre-Wired: Cable
Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Bar; Outdoor Kitchen
Pool Info: In Ground
Construction: Frame
Shutters: Panel
Floor: Wood
Roof: Metal Roof
Pets: Pets Allowed
Security: Electric Gate
Land Size: 1/4 - 1/2 Acre
Terms: Cash

Listing Office: Last Key Realty, Inc (KW)

Last Updated: January - 17 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.