326 Caroline Street, Key West, FL 33040 (MLS# 616897)

326 Caroline Street, Key West, FL 33040

$6,350,000

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.

The powder room is just off the living area.

The kitchen is suitable for the most demanding chef.

The kitchen features an oversized KitchenAid fridge and freezer/

There's covered outdoor dining for eight on the porch.

The outdoor bar features a huge flat screen TV for those football games

You can spend even a rainy day out here.

The spacious pool area will accommodate even extended family.

The upstairs gallery in the main house...

The primary bathroom has twin vanitiies and oversized shower.

38-326 CAROLINE ST second bedroom balcon

41-326 CAROLINE ST second bedroom bathro

45-326 CAROLINE ST third bedroom bathroo

46-326 CAROLINE ST third bedroom bathroo

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

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 4,279 Lot Size (sq. ft.): 13,407 Status: Closed

Current Price: $6,350,000 List Date: 10/16/2025 Last Modified: 1/17/2026

Overview

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...unhear ... (Read more)

Listing Details MLS# 616897

Location, Tax & Legal

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
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

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes
Bank Owned: No
Species List: No

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1989
Lot SqFt: 13407
Lot Sqft Source: Property Data Card
Acres: 0.31
Living Apx SqFt: 4279
SqFt Source: Property Data Card
Total Bedrooms: 5
Full Baths: 5
Half Baths: Yes
Total Baths: 6
Rentals Allowed: With Restrictions
Min Rental Days: 30
Control Depth: 0
Total Units: 0

Status Change Info

Sold Date: 2026-01-15

Association Info

Mandatory Home Owners Asc: Yes
Condo Doc's: Yes
Voluntary Home Owners Asc: No
1st Right of Refusal: Yes
Assoc Approval Req: Yes
Association Fee $: 925
Assoc/Mnt Fee Per: Quarterly

License Info

Transient Rntl Licns: No
Non Trans Rntl Lic: Yes

More Information

Building Style

Above Flood: Unknown
Stories: 2 Stories

Vehicle Storage

Car(s): 4+
Garage: Yes
Off Street Parking: Yes

Pool Info

Heated: Yes
In Ground: Yes

Financial Status

Bank Owned: No

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.

Fee Includes

Common Area Mnt: Yes
Security: Yes
Other: Yes

Dockage

None: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Freezer: Yes
Ice Machine: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Heating

Central: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Floor

Wood: Yes

Interior Features

Bar: Yes
Built-in Cabinets: Yes
Fireplace(s): Yes
Granite Counter Top: Yes
Pantry: Yes
Quartz Countertops: Yes
Smoke Alarms: Yes
Storage: Yes
Wet Bar: Yes
Window Treatments: Yes

Windows/Doors

Double Hung Windows: Yes
Glass Doors: Yes

Security

Electric Gate: Yes

Construction

Frame: Yes

Land Size

1/4 - 1/2 Acre: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes
Patio: Yes

Exterior Features

Bar: Yes
Outdoor Kitchen: Yes

Pre-Wired

Cable: Yes

Roof

Metal Roof: Yes

Shutters

Panel: Yes

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.