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Featured Properties

Handpicked homes and properties that represent the best of Key West living — luxury, location, and lifestyle.
Active Under Contract 412 Frances Street

412 Frances Street, Key West, FL 33040

$10,500,000

15 Beds
18 Baths

Property description

Heron House Court presents a unique chance to own a boutique guesthouse in the heart of Old Town Key West. This historic gem has been well maintained through the years & offers 15 deluxe rooms (14 ...

Property Details
For Sale 1117 Duval Street

1117 Duval Street, Key West, FL 33040

$9,950,000

7 Beds
8 Baths

Property description

Where Prohibition-Era Legend Meets Modern Key West Hospitality. Historic Key West Boutique Inn on Duval Street | 7 Licensed Transient Accommodations. A rare opportunity to acquire one of Key West's...

Property Details
For Sale 3750 Sunrise Lane

3750 Sunrise Lane, Key West, FL 33040

$7,500,000

5 Beds
5 Baths
5,378 Sq.Ft.

Property description

At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale ...

Property Details
For Sale 616 Eaton Street

616 Eaton Street, Key West, FL 33040

$7,495,000

5 Beds
7 Baths
4,000 Sq.Ft.

Property description

Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this prop...

Property Details
For Sale 1113 Stump Lane

1113 Stump Lane, Key West, FL 33040

$4,450,000

4 Beds
5 Baths
2,985 Sq.Ft.

Property description

Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old To...

Property Details
For Sale 1501 Georgia Street

1501 Georgia Street, Key West, FL 33040

$3,599,000

4 Beds
5 Baths
2,810 Sq.Ft.

Property description

1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,...

Property Details
For Sale 17210 Angelfish Lane Unit: + 17220

17210 Angelfish Lane + 17220, Sugarloaf Key, FL 33042

$3,025,000

3 Beds
3 Baths
2,288 Sq.Ft.

Property description

A rare double-parcel waterfront opportunity in Lower Sugarloaf Key - offering a newly constructed home plus an adjacent buildable lot, creating the ultimate private boating compound. The newly buil...

Property Details
For Sale 410 Louisa Street

410 Louisa Street, Key West, FL 33040

$2,699,000

3 Beds
3 Baths
2,002 Sq.Ft.

Property description

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 b...

Property Details
For Sale 1427 Washington Street

1427 Washington Street, Key West, FL 33040

$2,525,000

4 Beds
3 Baths
2,051 Sq.Ft.

Property description

Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom...

Property Details
For Sale 17210 Angelfish Lane

17210 Angelfish Lane, Sugarloaf Key, FL 33042

$2,299,999

3 Beds
3 Baths
2,288 Sq.Ft.

Property description

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of ...

Property Details
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,299,500

3 Beds
4 Baths
1,724 Sq.Ft.

Property description

On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, wh...

Property Details
For Sale 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,099,000

3 Beds
3 Baths
1,938 Sq.Ft.

Property description

Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid back Key West living. Set on a generous 7,480 square foot lot, this 3 bedroom, 3...

Property Details
For Sale 1220 Georgia Street

1220 Georgia Street, Key West, FL 33040

$1,999,950

4 Beds
3 Baths
1,602 Sq.Ft.

Property description

Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both. Tucked into a quiet pocket of Old Town on a corner lot, the home feels peaceful and removed, yet everythin...

Property Details
For Sale 3841 N Roosevelt Boulevard Unit: 315

3841 N Roosevelt Boulevard 315, Key West, FL 33040

$1,949,000

2 Beds
3 Baths
1,357 Sq.Ft.

Property description

Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two trans...

Property Details
For Sale 3841 N Roosevelt Boulevard Unit: 332

3841 N Roosevelt Boulevard 332, Key West, FL 33040

$1,949,000

2 Beds
3 Baths
1,357 Sq.Ft.

Property description

Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two trans...

Property Details
For Sale 1229 5Th Street

1229 5Th Street, Key West, FL 33040

$1,899,000

6 Beds
3 Baths
3,197 Sq.Ft.

Property description

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CB...

Property Details
For Sale 34 Key Haven Road

34 Key Haven Road, Key Haven, FL 33040

$1,395,000

4 Beds
2 Baths
1,743 Sq.Ft.

Property description

Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on...

Property Details
For Sale 1626 Von Phister Street

1626 Von Phister Street, Key West, FL 33040

$1,299,000

4 Beds
2 Baths
1,599 Sq.Ft.

Property description

There is a reason so many locals dream about living on Von Phister Street. The mature trees create shade across the wide streets, the neighborhood feels calm and residential, and everything from th...

Property Details
For Sale 1200+1202 White Street

1200+1202 White Street, Key West, FL 33040

$1,250,000

1 Bath
2,061 Sq.Ft.

Property description

PRIME COMMERCIAL SPACE - Two combined commercial condos on White Street in X Flood Zone! These 2,061sf 1st floor units have been extensively updated and renovated with hurricane rated impact window...

Property Details
For Sale 1317 Newton Street

1317 Newton Street, Key West, FL 33040

$1,175,000

2 Beds
3 Baths
1,386 Sq.Ft.

Property description

Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in ...

Property Details
For Sale 3841 N Roosevelt Boulevard Unit: 222

3841 N Roosevelt Boulevard 222, Key West, FL 33040

$999,000

3 Beds
3 Baths
1,586 Sq.Ft.

Property description

Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully fu...

Property Details
For Sale 3841 N Roosevelt Boulevard Unit: 213

3841 N Roosevelt Boulevard 213, Key West, FL 33040

$899,000

2 Beds
3 Baths
1,357 Sq.Ft.

Property description

Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a...

Property Details
For Sale 3705 Eagle Avenue

3705 Eagle Avenue, Key West, FL 33040

$825,000

Property description

**NOW OFFERING OWNER FINANCING** Build your Key West dream from the ground up! This rare, vacant 6,000sf lot sits on one of the most desirable blocks of Eagle Avenue in New Town - an established, r...

Property Details
For Sale 3711 Eagle Avenue

3711 Eagle Avenue, Key West, FL 33040

$825,000

2 Beds
2 Baths
1,464 Sq.Ft.

Property description

Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within...

Property Details

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