$1,395,000

729 Windsor Ln Key West, FL 33040

$10,000
Closing credit¹
2 beds
1 full
723 sqft
0.07 acres
$1,929 / sqft
House

Property details

About 729 Windsor Ln

Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step inside to discover a thoughtfully updated interior that blends historic charm with modern comfort. The remodeled bathroom features stylish tilework, updated fixtures, and a spa-like feel, while the upgraded kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances--perfect for preparing everything from a quiet Key West breakfast to tropical cocktails on the patio.Surrounded by lush native foliage, the property offers a serene, private setting just steps from Duval Street, world-class dining, art galleries, entertainment, and more--while maintaining the tranquility of a quiet residential neighborhood.For investors, the unbeatable location just a short stroll from Duval Street, renowned restaurants, nightlife, galleries, and cultural attractions makes this property ideal for monthly vacation rentals or long-term leasing to locals. For second-home buyers, it offers an effortless blend of privacy and proximity to the action, in a quiet residential neighborhood. Truly your home away from home. And for the historic home lover, this residence offers a chance to preserve and personalize a piece of Key West's architectural heritage with room to enhance over time and make it your own.With its historic architecture, upgraded amenities, and rare lot size, this home offers endless potential to create your tropical dream oasis. Whether you're looking for a charming island retreat, a vacation rental, or a full-time residence, 729 Windsor Lane delivers the perfect blend of location, lifestyle, and opportunity.

Highlights

Home typeSingle Family Residence
StatusActive
Size723 sqft
Lot size0.07 Acres
Year built1928
ParkingOff Street
MLS #615169

Summary

  • Full Bathrooms: 1
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Total Bedroom Count: 2
  • Parking: Off Street
  • Architectural Style: Single Family
  • List Price: $1,395,000
  • Price/SqFt: $1,929
  • Annual Tax Amount: $10,136
  • Tax Year: 2023
  • Year Built: 1928
  • Living Area: 723 SqFt
  • Lot Size: 0.07 Acres
  • MLS Number: 615169
  • MLS Name: KeyWest
  • Office Name: LoKation Real Estate
  • Office Phone: (954) 545-5583
  • Listing Agent: Amber DeBevec

The data relating to real estate for sale on this web site comes in part from the IDX Program of Key West Association of REALTORS®, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2025 Key West Association of REALTORS®, Inc. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/31/2025, 3:15:34 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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729 Windsor Ln, Key West, FL 33040 - view of front of house with a porch, a gate, and a fenced front yard

$1,395,000

729 Windsor Ln

$10,000

closing credit¹

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0.5% sale price²

Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2023$1,202,793$10,136
2022$802,912$6,266
2021$439,661$6,266
2020$407,578$3,628
2018$365,022$3,473
2017$364,422$3,523

History based on county public records data.

Nearby schools

6

Poinciana Elementary School

Public District PK-5

2.1 mi

1407 Kennedy Dr

2

Gerald Adams Elementary School

Public District PK-5

3.7 mi

5855 College Rd

9

Big Pine Academy

Public Charter PK-5

28.6 mi

30220 Overseas Hwy

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $56,548. Most Key West, FL residents have annual incomes between $35k-100k. The most common type of family is single, no kids. The most common level of education of people living in this area is high school diploma.

How much money do the neighbors make?

26%
<35k
49%
35k-100k
20%
100k-200k
5%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

76%
Single, No Kids
4%
Single, with Kids
17%
Married, No Kids
3%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

4%
<11 yrs old
1%
12-17 yrs old
23%
18-34 yrs old
53%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • Continuing Education CoursesContinuing Education Courses
  • Hiking/backpackingHiking/backpacking
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Express/Express For MenExpress/Express For Men
  • Nordstrom RackNordstrom Rack
  • Chico'sChico's

Where do the neighbors go to eat?

  • QdobaQdoba
  • ChipotleChipotle
  • Bob EvansBob Evans

What do the neighbors drive?

  • VolkswagenVolkswagen
  • MazdaMazda
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • Urban ContemporaryUrban Contemporary
  • RockRock
  • NewsNews
All data provided by Home Junction and Claritas

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Frequently asked questions

About 729 Windsor Ln

The listing price of 729 Windsor Ln property is $1,395,000.

The property 729 Windsor Ln is a house located in Key West, Florida, 33040.

Active Listing: 729 Windsor Ln is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 729 Windsor Ln are: Poinciana Elementary School (GreatSchools Rating 6/10), Gerald Adams Elementary School (GreatSchools Rating 2/10), Big Pine Academy (GreatSchools Rating 9/10), May Sands Montessori School (GreatSchools Rating 5/10), Horace O'Bryant School (GreatSchools Rating 3/10), Sigsbee Charter School (GreatSchools Rating 7/10), Monroe Virtual Instruction Program (GreatSchools Rating 2/10), Somerset Island Preparatory (GreatSchools Rating 6/10), Key West High School (GreatSchools Rating 5/10).

According to the records, the last property tax for 2023 is $10,136 (source: MLS/based on county public records data).

The property at 729 Windsor Ln has 2 bedrooms and 1 bathroom.

The property 729 Windsor Ln is 723 SqFt (source: MLS/tax record).

The year of construction for 729 Windsor Ln is 1928.

This home is located at 729 Windsor Ln in Key West, FL and zip code 33040. This 723 square foot home, which was built in 1928, sits on a 0.07 acre lot. Features: 2 bedrooms, 1 bathroom. It has been listed on Rocket Homes since May 24, 2025 and is currently priced at $1,395,000.

Key West, FL housing market in April 2025 saw over 4 listings sold above listed price, more than 8 sold at listed price and over 40 sold below. Between March and April 2025, Key West, FL real estate market has seen increase in the number of listings by 5.1%. The median list price of listings available in April 2025 was $1,100,000, while the average time on the real estate market was 83 days.

From Rocket Homes Real Estate and based on county public records data.

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