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Ad #7762924
MLS #618468
Listing photo

Charming Single family home with multiple guest cottages in

919-921 Thomas St, Key West, FL 33040
$3,750,000
7Beds
8Baths
3,015Sqft
0.14Acres

About this property

Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.

Property Features

7 Beds
8 Baths
3,015 Sqft
Built in 1938
0.14 Acres
2 Stories
Beachview
Siding: Frame
Metal Roof
Has Swimming Pool
$15,579 / yr property tax
Monroe County
Old Town - Unlisted (1) Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Rick L Lively

Coldwell Banker Schmitt Real Estate Co

305-797-7233

Location

Map
Listing Agent: Rick L Lively (License #: 3025597) 305-797-7233
Broker: Coldwell Banker Schmitt Real Estate Co 305-923-2275 Listing Site
Copyright © 2026 Marathon and Lower Keys Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Charming Single family home with multiple guest cottages in - photo 1
Charming Single family home with multiple guest cottages in - photo 2
Charming Single family home with multiple guest cottages in - photo 3
Charming Single family home with multiple guest cottages in - photo 4
Charming Single family home with multiple guest cottages in - photo 5
Charming Single family home with multiple guest cottages in - photo 6
Charming Single family home with multiple guest cottages in - photo 7
Charming Single family home with multiple guest cottages in - photo 8
Charming Single family home with multiple guest cottages in - photo 9
Charming Single family home with multiple guest cottages in - photo 10
Charming Single family home with multiple guest cottages in - photo 11
Charming Single family home with multiple guest cottages in - photo 12
Charming Single family home with multiple guest cottages in - photo 13
Charming Single family home with multiple guest cottages in - photo 14
Charming Single family home with multiple guest cottages in - photo 15
Charming Single family home with multiple guest cottages in - photo 16
Charming Single family home with multiple guest cottages in - photo 17
Charming Single family home with multiple guest cottages in - photo 18
Charming Single family home with multiple guest cottages in - photo 19
Charming Single family home with multiple guest cottages in - photo 20
Charming Single family home with multiple guest cottages in - photo 21
Charming Single family home with multiple guest cottages in - photo 22
Charming Single family home with multiple guest cottages in - photo 23
Charming Single family home with multiple guest cottages in - photo 24
Charming Single family home with multiple guest cottages in - photo 25
Charming Single family home with multiple guest cottages in - photo 26
Charming Single family home with multiple guest cottages in - photo 27
Charming Single family home with multiple guest cottages in - photo 28
Charming Single family home with multiple guest cottages in - photo 29
Charming Single family home with multiple guest cottages in - photo 30
Charming Single family home with multiple guest cottages in - photo 31
Charming Single family home with multiple guest cottages in - photo 32
Charming Single family home with multiple guest cottages in - photo 33
Charming Single family home with multiple guest cottages in - photo 34
Charming Single family home with multiple guest cottages in - photo 35
Charming Single family home with multiple guest cottages in - photo 36
Charming Single family home with multiple guest cottages in - photo 37
Charming Single family home with multiple guest cottages in - photo 38
Charming Single family home with multiple guest cottages in - photo 39
Charming Single family home with multiple guest cottages in - photo 40
Charming Single family home with multiple guest cottages in - photo 41
Charming Single family home with multiple guest cottages in - photo 42
Charming Single family home with multiple guest cottages in - photo 43
Charming Single family home with multiple guest cottages in - photo 44
Charming Single family home with multiple guest cottages in - photo 45
Charming Single family home with multiple guest cottages in - photo 46
Charming Single family home with multiple guest cottages in - photo 47
Charming Single family home with multiple guest cottages in - photo 48
Charming Single family home with multiple guest cottages in - photo 49
Charming Single family home with multiple guest cottages in - photo 50

$3,750,000

7
Beds
8
Baths
3,015
Sqft

919-921 Thomas St, Key West, FL 33040

By contacting this agent you agree to these Terms and Conditions.
Home Florida Key West
Charming Single family home with multiple guest cottages in - photo 1
Charming Single family home with multiple guest cottages in - photo 2
Charming Single family home with multiple guest cottages in - photo 3
Charming Single family home with multiple guest cottages in - photo 4
Charming Single family home with multiple guest cottages in - photo 5
MLS# 618468
Home For Sale

Charming Single family home with multiple guest cottages in

$3,750,000

919-921 Thomas St, Key West, FL 33040

7
Beds
8
Baths
3,015
Sqft
0.14
Acres
$3,750,000
919-921 Thomas St, Key West, FL 33040
7 Beds
8 Baths
3,015 Sqft
0.14 Acres
Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.
82 days
on BeachHouse.com
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Property Details

HOME DETAILS

7 Beds
8 Baths
3,015 Sqft
Built in 1938
0.14 Acres
2 Stories

BEACH & VIEW

Beachview

EXTERIOR

Siding: Frame
Metal Roof
Has Swimming Pool

FINANCIAL & COMMUNITY

$15,579 / yr property tax
Monroe County
Old Town - Unlisted (1) Community
See More Details

Location

Map
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Ad Statistics

Ad Number
7762924
Viewed
81 times
Listing Status
Active
Added
May 21, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Marathon and Lower Keys Association of Realtors
Source Property ID
618468
Listing Agent: Rick L Lively (License #: 3025597) 305-797-7233
Broker: Coldwell Banker Schmitt Real Estate Co 305-923-2275 Listing Site
Copyright © 2026 Marathon and Lower Keys Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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Rare Multi-Family Investment Opportunity in Old Town Key West - photo 1
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 2
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 3
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 4
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 5
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Rare Multi-Family Investment Opportunity in Old Town Key West - photo 7
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 8
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Rare Multi-Family Investment Opportunity in Old Town Key West - photo 13
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 14
Rare Multi-Family Investment Opportunity in Old Town Key West - photo 15
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Rare Multi-Family Investment Opportunity in Old Town Key West - photo 18
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Rare Multi-Family Investment Opportunity in Old Town Key West - photo 24

$3,799,000

8 Beds | 8.0 Baths | 3,797 Sqft

818 Elizabeth St, Key West, FL 33040

Rare Multi-Family Investment Opportunity in Old Town Key West

Added: 02/02/2026 • Updated: 05/21/2026
For Sale
This exceptional 6-dwelling unit redevelopment opportunity - photo 1
This exceptional 6-dwelling unit redevelopment opportunity - photo 2
This exceptional 6-dwelling unit redevelopment opportunity - photo 3
This exceptional 6-dwelling unit redevelopment opportunity - photo 4
This exceptional 6-dwelling unit redevelopment opportunity - photo 5
This exceptional 6-dwelling unit redevelopment opportunity - photo 6
This exceptional 6-dwelling unit redevelopment opportunity - photo 7
This exceptional 6-dwelling unit redevelopment opportunity - photo 8
This exceptional 6-dwelling unit redevelopment opportunity - photo 9
This exceptional 6-dwelling unit redevelopment opportunity - photo 10
This exceptional 6-dwelling unit redevelopment opportunity - photo 11
This exceptional 6-dwelling unit redevelopment opportunity - photo 12
This exceptional 6-dwelling unit redevelopment opportunity - photo 13
This exceptional 6-dwelling unit redevelopment opportunity - photo 14
This exceptional 6-dwelling unit redevelopment opportunity - photo 15
This exceptional 6-dwelling unit redevelopment opportunity - photo 16
This exceptional 6-dwelling unit redevelopment opportunity - photo 17
This exceptional 6-dwelling unit redevelopment opportunity - photo 18
This exceptional 6-dwelling unit redevelopment opportunity - photo 19
This exceptional 6-dwelling unit redevelopment opportunity - photo 20
This exceptional 6-dwelling unit redevelopment opportunity - photo 21
This exceptional 6-dwelling unit redevelopment opportunity - photo 22
This exceptional 6-dwelling unit redevelopment opportunity - photo 23
This exceptional 6-dwelling unit redevelopment opportunity - photo 24
This exceptional 6-dwelling unit redevelopment opportunity - photo 25

$3,485,000

7 Beds | 7.0 Baths | 0 Sqft

709 Whitmarsh Ln, Key West, FL 33040

This exceptional 6-dwelling unit redevelopment opportunity

Added: 04/21/2026 • Updated: 05/21/2026
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By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
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ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy