$1,029,000
4 Beds
2 Baths
2,274 sqft
2809 Flagler Ave, Key West, FL 33040
Est. Mortgage $6,123/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1953
$453/sqft
Local Information
- Map ViewExplore the area around 2809 Flagler Ave.
- Schools1 Preschool School1 Elementary School1 Middle School2 High Schools
- Shop & Eat
-- mins to
About this House
2809 Flagler Ave -2,274 Square Feet of Space, Priced to Move
Rarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code.
Originally built in 1953, the home received a two-story addition in 2002 that expanded both living space and functionality, giving it a layout that feels far more generous than its neighbors. Inside, 3/4-inch red oak flooring runs throughout, and every bedroom includes its own closet for real storage -- not an afterthought. A spacious office/flex room adds even more usable square footage, ideal as a home office, guest space, or additional living area. A dedicated laundry room and a large pantry/storage area off the carport round out the practical extras that are hard to find in homes half this size.
Rarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code.
Originally built in 1953, the home received a two-story addition in 2002 that expanded both living space and functionality, giving it a layout that feels far more generous than its neighbors. Inside, 3/4-inch red oak flooring runs throughout, and every bedroom includes its own closet for real storage -- not an afterthought. A spacious office/flex room adds even more usable square footage, ideal as a home office, guest space, or additional living area. A dedicated laundry room and a large pantry/storage area off the carport round out the practical extras that are hard to find in homes half this size.
Last check for updates: about 3 hours ago
Listing courtesy of Dan R Serban, (305) 797-2352
Key West Luxury Real Estate Inc (KW)
Roman Nazghaidze, (305) 923-9287
Key West Luxury Real Estate Inc (KW)
Source: FLKMLS, MLS#621054
Also Listed on FLKMLS.
Home Details for 2809 Flagler Ave
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Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2274 Square Feet |
Appliances & Utilities Appliances: Washer, Dryer, Dishwasher, Stainless Steel Appliance(s)DishwasherDryerWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air,Heat Pump,Ceiling Fans(s) |
Levels, Entrance, & Accessibility Accessibility: Parking |
View No View |
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Exterior Home Features Patio / Porch: No Porch/BalconyOther Structures: Shed(s)No Private Pool |
Parking & Garage No Attached Garage |
Frontage Not on Waterfront |
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Days on Market: 19 |
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Year Built Year Built: 1953 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: CBS, Frame, Combo ConstructionNot a New Construction |
Property Information Condition: Updated/RemodeledParcel Number: 00066870000000 |
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Price List Price: $1,029,000Price Per Sqft: $453 |
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MLS Status: Active |
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Direction & Address City: Key WestCommunity: Lime Grove (3.0) |
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Listing Agent Listing ID: 621054 |
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Building Area Building Area: 2274 Square Feet |
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HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee |
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Lot Area: 6098.4 sqft |
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Mls Number: 621054 |
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
$978KSince last month
Decreased$44K (-4.3%)Since last year
Decreased$259K (-20.9%)Since last sale
Increased$895K (+1,083.8%)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 +74% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $978K |
| August 2026 | $1M |
| July 2026 | $1.02M |
| June 2026 | $1.02M |
| May 2026 | $1.09M |
| March 2026 | $1.08M |
| February 2026 | $1.08M |
| January 2026 | $1.08M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
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 |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $1,150,000 | 06/17/26 | 4 | 2 | 1,741 | |
0.03 | Single-Family Home | $1,450,000 | 03/12/26 | 4 | 3.5 | 2,058 | |
0.20 | Single-Family Home | $925,000 | 02/09/26 | 4 | 2 | 1,608 | |
0.22 | Single-Family Home | $1,159,500 | 09/30/25 | 3 | 2 | 2,040 | |
0.12 | Single-Family Home | $1,070,000 | 10/10/25 | 3 | 3 | 1,860 | |
0.19 | Single-Family Home | $1,112,500 | 10/22/25 | 4 | 3 | 2,408 | |
0.14 | Single-Family Home | $915,000 | 05/29/26 | 3 | 2 | 1,258 | |
0.29 | Single-Family Home | $560,000 | 12/26/25 | 3 | 2 | 2,099 | |
0.20 | Single-Family Home | $1,600,000 | 07/22/26 | 3 | 3 | 1,651 | |
0.22 | Single-Family Home | $1,125,000 | 11/04/25 | 5 | 3 | 2,005 |
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 | $874,999 | 3 | 2 | 1,227 | For Sale | |
0.03 | $1,450,000 | 4 | 3.5 | 2,058 | Recently Sold | |
0.04 | $1,267,900 | 3 | 2.5 | 1,850 | Off Market | |
0.06 | $1,232,000 | 3 | 2.5 | 1,850 | Off Market | |
0.07 | $1,150,000 | 4 | 2 | 1,741 | Recently Sold | |
0.10 | $1,747,200 | 3 | 3.5 | 2,580 | Off Market | |
0.10 | $899,100 | 4 | 2 | 1,458 | Off Market | |
0.12 | $840,600 | 2 | 2 | 1,080 | Off Market | |
0.12 | $1,265,000 | 3 | 3 | 1,860 | Off Market | |
0.12 | $1,018,000 | 3 | 3 | 1,920 | Off Market | |
0.12 | $1,401,000 | 3 | 3 | 1,935 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 21, 2026 Source: FLKMLS #621054 | Listed For Sale | $1,029,000 |
Aug 14, 2026 Source: Key West AOR #616139 | ListingRemoved | $1,089,000 |
Jun 23, 2026 Source: Key West AOR #616139 | PriceChange | $1,089,000 Price decreased by 6% |
Jan 24, 2026 Source: FLKMLS #616139 | PriceChange | $1,159,000 Price decreased by 3% |
Nov 2, 2025 Source: Key West AOR #616139 | PriceChange | $1,199,000 Price decreased by 8% |
Aug 13, 2025 Source: Key West AOR #616139 | Listed For Sale | $1,299,000 |
Aug 10, 2025 Source: FLKMLS #611106 | ListingRemoved | $1,299,000 |
Jul 11, 2025 Source: Key West AOR #611106 | PriceChange | $1,299,000 Price decreased by 3% |
May 22, 2025 Source: FLKMLS #611106 | PriceChange | $1,332,809 Price decreased by 3% |
Mar 17, 2025 Source: FLKMLS #611106 | PriceChange | $1,375,000 Price decreased by 6% |
Jan 24, 2025 Source: FLKMLS #611106 | PriceChange | $1,469,000 Price decreased by 7% |
Oct 31, 2024 Source: FLKMLS #611106 | PriceChange | $1,575,000 Price decreased by 3% |
Aug 15, 2024 Source: FLKMLS #611106 | Listed For Sale | $1,629,000 |
Mar 1, 1993 Source: N/A | Sold | $82,600 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,342 | $775,803 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Dan R Serban, Key West Luxury Real Estate Inc (KW)
Agent Phone: (305) 797-2352
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 2809 Flagler Ave
- What is the estimated monthly payment for 2809 Flagler Ave?Based on a $1,029,000 list price with 20% down at today's rates, the estimated monthly payment for 2809 Flagler Ave in Key West, FL is approximately $6,224 (about $5,446 principal & interest, $703 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 2809 Flagler Ave compare to homes in Key West?2809 Flagler Ave in Key West, FL is listed at $1,029,000, about 20% below 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 2809 Flagler Ave?The closest schools to 2809 Flagler Ave in Key West, FL are Key West High School (rated 4/10), Lower Keys Academic Connections for Excellence (Middle/High, rated 2/10), Poinciana Elementary School (Pre-K, rated 7/10).
- Does 2809 Flagler Ave have air conditioning?Yes, 2809 Flagler Ave in Key West, FL has air conditioning.
- Does 2809 Flagler Ave have laundry facilities?Yes, 2809 Flagler Ave in Key West, FL has in-unit laundry.