$1,300,000
7 Beds
5 Baths
2,957 sqft
2016 Roosevelt Dr, Key West, FL 33040
Est. Mortgage $7,702/mo*
Get Pre-QualifiedHome Highlights
Multi-Family
Built in 1950
$440/sqft
Local Information
- Map ViewExplore the area around 2016 Roosevelt Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.
Last check for updates: about 12 hours ago
Listing courtesy of Richard H Weston, (786) 546-4256
Weston Premier Realty, Inc
Source: FLKMLS, MLS#618731
Also Listed on FLKMLS.
Home Details for 2016 Roosevelt Dr
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Beds & Baths Number of Bedrooms: 7Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 2957 Square Feet |
Appliances & Utilities Appliances: None |
View No View |
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Exterior Home Features No Private Pool |
Frontage Not on Waterfront |
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Days on Market: 180+ |
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Year Built Year Built: 1950 |
Property Type / Style Property Type: ResidentialProperty Subtype: Multi Family |
Building Construction Materials: CBS, Stucco, Other |
Property Information Parcel Number: 00051570000000 |
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Price List Price: $1,300,000Price Per Sqft: $440 |
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MLS Status: Active |
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Direction & Address City: Key WestCommunity: Sunshine Sub Plat 3 (3.0) |
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Listing Agent Listing ID: 618731 |
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Building Area Building Area: 2957 Square Feet |
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HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee |
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Lot Area: 6969.6 sqft |
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Mls Number: 618731 |
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about New Town
At least 43 Trulia users voted on each feature.
86 % Say it's dog friendly
82 % Say yards are well-kept
81 % Say people would walk alone at night
73 % Say it's walkable to restaurants
72 % Say it's quiet
72 % Say kids play outside
71 % Say parking is easy
71 % Say there are sidewalks
71 % Say streets are well-lit
68 % Say it's walkable to grocery stores
67 % Say there's holiday spirit
54 % Say car is needed
52 % Say they plan to stay for at least 5 years
51 % Say neighbors are friendly
50 % Say there are community events
44 % Say there's wildlife
Sourced by Trulia users. Learn more about our methodology.
Market trends in Key West
Last updated July 2026
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
17MoM
Home Value
Trulia Estimate
$1.03MSince last month
Increased$5K (+0.4%)Since last year
Decreased$28K (-2.6%)Since last sale
Increased$442K (+74.7%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +33% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.03M |
| August 2026 | $1.03M |
| January 2026 | $1.05M |
2025 | |
2023 | |
2020 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Multi-Family Home | $875,000 | 03/27/26 | 6 | 5 | 2,102 | |
0.20 | Multi-Family Home | $1,100,000 | 01/16/26 | 6 | 7 | 2,398 | |
0.09 | Multi-Family Home | $974,500 | 02/27/26 | 5 | 3.5 | 1,634 | |
0.27 | Multi-Family Home | $1,100,000 | 08/27/26 | 4 | 3 | 2,664 | |
0.51 | Multi-Family Home | $1,400,000 | 09/26/25 | 8 | 4 | 2,880 | |
0.68 | Multi-Family Home | $1,295,000 | 03/13/26 | 5 | 4 | 2,146 | |
0.44 | Multi-Family Home | $1,100,000 | 05/01/26 | 4 | 3 | 1,767 | |
0.50 | Multi-Family Home | $750,000 | 10/03/25 | 4 | 2 | 2,236 | |
0.56 | Multi-Family Home | $1,300,000 | 12/09/25 | 4 | 2 | 2,019 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.01 | $900,000 | 2 | 2 | 1,515 | For Sale | |
0.06 | $925,000 | 4 | 3 | 1,239 | For Sale | |
0.07 | $1,700,000 | 4 | 4 | 3,000 | For Sale | |
0.08 | $769,000 | 3 | 2 | 930 | For Sale | |
0.07 | $688,800 | 2 | 1 | 1,196 | Off Market | |
0.06 | $910,500 | 3 | 2 | 1,222 | Off Market | |
0.09 | $974,500 | 5 | 3.5 | 1,634 | Recently Sold | |
0.08 | $978,500 | 3 | 2 | 1,648 | Off Market | |
0.10 | $750,000 | 2 | 1 | 1,292 | Recently Sold | |
0.08 | $1,200,000 | 4 | 3 | 1,578 | Recently Sold | |
0.11 | $933,000 | 3 | 2 | 1,453 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 20, 2026 Source: Key West AOR #618731 | Listed For Sale | $1,300,000 |
Jan 18, 2025 Source: Key West AOR #608242 | ListingRemoved | $1,395,000 |
May 7, 2024 Source: MLKAR #608242 | PriceChange | $1,395,000 Price decreased by 7% |
Apr 24, 2024 Source: MLKAR #608242 | PriceChange | $1,495,000 Price decreased by 12% |
Mar 28, 2024 Source: MLKAR #608242 | PriceChange | $1,695,000 Price decreased by 11% |
Jan 30, 2024 Source: MLKAR #608242 | PriceChange | $1,895,000 Price decreased by 8% |
Jan 18, 2024 Source: MLKAR #608242 | Listed For Sale | $2,049,000 |
Oct 21, 2020 Source: N/A | Sold | $592,000 |
Sep 11, 2006 Source: N/A | Sold | $800,000 |
Jul 25, 2003 Source: N/A | Sold | $585,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $9,973 | $937,989 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Richard H Weston, Weston Premier Realty, Inc
Agent Phone: (786) 546-4256
MLS Internet Data Exchange (IDX) 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.
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Frequently asked questions about 2016 Roosevelt Dr
- What is the estimated monthly payment for 2016 Roosevelt Dr?Based on a $1,300,000 list price with 20% down at today's rates, the estimated monthly payment for 2016 Roosevelt Dr in Key West, FL is approximately $7,806 (about $6,843 principal & interest, $888 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 2016 Roosevelt Dr compare to homes in Key West?2016 Roosevelt Dr in Key West, FL is listed at $1,300,000, about 2% above the $1.28M median sale price in Key West.
- What do residents say about the New Town neighborhood?Residents describe the New Town neighborhood in Key West, FL as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in New Town, Key West.
- What are the closest schools to 2016 Roosevelt Dr?The closest schools to 2016 Roosevelt Dr in Key West, FL are Horace O'bryant School (Pre-K/Elementary/Middle, rated 3/10), Key West High School (rated 4/10).