914 Windsor Lane, Key West, FL 33040 - Photo 1

1/1

$1,000,000

Sold
Closed
Single Family
1 Bed
1 Full Bath
594 Sq. Ft.
Updated 6 days ago

1/1

Property Description

Located in the heart of Old Town Key West, 914 Windsor Lane is the quintessential Key West conch cottage that captures the island's timeless charm. Behind the classic white picket fence and vibrant turquoise front door awaits a thoughtfully updated 1-bedroom, 1-bath retreat blending historic character with modern comforts. Inside, vaulted cathedral ceilings, Dade County pine accents, quartz countertops, stainless steel appliances, and abundant natural light create an inviting island atmosphere. French doors open to a generous rear covered porch, perfect for outdoor dining and entertaining. The private tropical yard offers room for a pool and plenty of space to relax and enjoy the laid back Key West lifestyle. Additional highlights include a whole house generator, central A/C, metal roof, tankless water heater, private deeded parking area, and an unbeatable Old Town location just moments from dining, galleries, nightlife, and the best of island living.

Full Property Details

Full Property Details for 914 Windsor Ln

General

Sold For: $1,000,000
Taxes: $5,701 (2025)
Status: Closed
Type: Single Family
Source: 927
MLS ID: 620091
Added to Site: 45 day(s) ago

Interior

Interior Features: Built-in Cabinets, Cathedral Ceilings, Dade County Pine, Quartz Countertops, Smoke Alarms, Window Treatments
Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Flooring: Tile

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1

Bedrooms

Total Bedrooms: 1

Exterior

Exterior Features: Lighting, Fencing, Privacy Wall/Fence
Deck/Patio: Open Porch/Balcony, Deck
Porch/Patio/Deck: Open Porch/Balcony, Deck

Parking

Parking Features: Off Street, Assigned

Location

Area: 01 - Key West
County: Monroe
Subdivision: Carletons Compound (1.0)

Community

Assoc. Fees Include: None
Pets Allowed: Yes

Heating & Cooling

Central air: Yes
Air Conditioning: Yes
Cooling Type: Central Air, Ceiling Fans(s)

Structural Information

Architectural Style: Above Flood, Conch
Construction Status: Updated/Remodeled
Construction: Frame
Roof: Metal
Windows/Doors: Wood Windows
Square Feet: 594
Sq. Ft. Source: Tax Records
Year Built: 1933
Property Condition: Updated/Remodeled

Lot Features

Property View: No Waterview
Lot Size (Acres): 0.05
Lot Size (Sq. Ft.): 2,259
Lot Size Source: Tax Records
Lot Dimensions: 22 x 100
Zoning: HHDR - Historic High Density Residential

Water Features

Water View: Yes

Financial Considerations

Tax Amount: $5,701.62
Tax Year: 2025
Terms: Cash, Conventional, VA Loan, FHA

Disclosures and Reports

Legal Description: LOT 5 KW CARLETONS COMPOUND PB5-58 & 1/10TH INT PRIVATE ROAD OR497-950 OR612-603 OR613-594 OR1846-1307/08 OR2852-113/15
Flood Zone: 0.2 PCT ANNUAL CHANC
APN: 00020540-000000

Listed by Ocean Sotheby's International Realty, Emily Lombard (305) 433-1900
Sold by Truman & Co. (KW), Wendy L Zintsmaster and Truman & Co. (KW), Tonya Cabanas

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Listing agent

— 914 Windsor Ln —

Emily Lombard

Ocean Sotheby's International Realty

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Schools

Schools serving 914 Windsor Ln

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Horace O'bryant School 1105 Leon Street, Key West, FL 33040	6-8	0.6 mi
Key West High School 2100 Flagler Avenue, Key West, FL 33040	9-12	1.2 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 914 Windsor Ln

Date

Details

Price

Change

Source

7/07/2026

Sold

$1,000,000

-9.09%

MLS

5/30/2026

Listed

$1,100,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Single Family
Active
Updated 4 days ago

2
Beds
1
Total Bath
980
Sq. Ft.

Listed by Lokation Real Estate, Anne M. Press

23950 Overseas Hwy, Summerland Key, FL 33042 - Photo 1

Just Listed

$3,300,000

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Single Family
Active
Updated 3 days ago

5
Beds
4
Total Baths
3,886
Sq. Ft.

Listed by Ocean Sotheby's International Realty, Walters Luxury Group Gloria, Rachel and Michaela Walters

1046 Flagship Dr, Summerland Key, FL 33042 - Photo 1

Just Listed

$5,200,000

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Single Family
Active
Updated 1 day ago

4
Beds
4
Total Baths
3,208
Sq. Ft.

Listed by Keller Williams Key West Compass Realty, Donna Pezzi

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Just Listed

$989,000

673 Indies Rd Summerland Key, FL 33042

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,329
Sq. Ft.

Listed by Byowner.Com, Gregory Sullivan

19543 Navajo St, Sugarloaf Key, FL 33042 - Photo 1

Price Reduced

-$10,000 (-1.3%)

$759,000

19543 Navajo St Sugarloaf Key, FL 33042

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,296
Sq. Ft.

Listed by Expert Realty LLC, Pamela A Stangler and Expert Realty LLC, Cole Stangler

16843 E Point Dr, Sugarloaf Key, FL 33042 - Photo 1

Price Reduced

-$100,000 (-3.85%)

$2,499,000

16843 E Point Dr Sugarloaf Key, FL 33042

Single Family
Active
Updated 22 hours ago

3
Beds
2
Total Baths
2,224
Sq. Ft.

Listed by Suzanne Moore Real Estate, Suzanne M Moore

21025 3rd Ave, Cudjoe Key, FL 33042 - Photo 1

Price Reduced

-$26,000 (-1.96%)

$1,299,000

21025 3rd Ave Cudjoe Key, FL 33042

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
1,741
Sq. Ft.

Listed by Coldwell Banker Schmitt Real Estate Co, Diane Corliss

21470 Overseas Hwy, Cudjoe Key, FL 33042 - Photo 1

Price Reduced

-$295,000 (-4.69%)

$5,995,000

21470 Overseas Hwy Cudjoe Key, FL 33042

Multi-Family
Active
Updated 6 days ago

6
Units
1.2
Acres

Listed by Select Properties of NWFL, Jennifer A Weeks

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Sold

$865,000

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Single Family
Closed

1
Bed
1
Total Bath
510
Sq. Ft.

Listed and Sold by Island Life Realty Experts, Jimmy R Lane

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Sold

$905,000

808 Virginia St #4 Key West, FL 33040

Townhouse
Closed

2
Beds
2
Total Baths
896
Sq. Ft.

Listed by RE/MAX Keys Connection (KW), Bobby W Coe IV
Sold by American Caribbean Real Estate, Christie's International Real Estate, Kelli Johannesen

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Sold

$995,000

606 Truman Ave #10 Key West, FL 33040

Single Family
Closed

2
Beds
2
Total Baths
1,152
Sq. Ft.

Listed by eXp Realty LLC, Krystal Thomas
Sold by eXp Realty LLC, Fred Moss and eXp Realty LLC, Krystal Thomas

729 Windsor Ln, Key West, FL 33040 - Photo 1

Sold

$865,000

729 Windsor Ln Key West, FL 33040

Single Family
Closed

2
Beds
1
Total Bath
723
Sq. Ft.

Listed by LoKation Real Estate, Amber DeBevec
Sold by Keller Williams Key West Compass Realty, Elaine S Coyle

914 Windsor Lane, Key West, FL 33040 (MLS# 620091) is a Single Family property that was sold at $1,000,000 on July 07, 2026. Want to learn more about 914 Windsor Lane? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

914 Windsor Ln Key West, FL 33040