2809 Flagler Ave
Key West, FL 33040
New Town
4 Beds
2 Baths
2,274 sqft
4 Beds
2 Baths
2,274 sqft
Local Information
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Description
Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings.Adjacent to the carport, you'll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment.Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Don't miss the opportunity to make this delightful home your own.For more information or to schedule a viewing, contact us today! Thank you
Open House
Wednesday, June 10
2:00 PM to 4:00 PM
Home Highlights
Parking
Carport
Outdoor
Porch
View
No Info
HOA
None
Price/Sqft
$510
Listed
180+ days ago
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 Utilities: FKAAAppliances: Washer, Stainless Steel Appliance(s), Dishwasher, DryerDishwasherDryerWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air,Ceiling Fans(s),Heat Pump |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: Parking |
Security Security: Smoke Detector(s) |
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Exterior Home Features Patio / Porch: No Porch/BalconyOther Structures: Shed(s)No Private Pool |
Parking & Garage Has a CarportNo GarageNo Attached GarageNo Open ParkingParking: Carport,Covered,Off Street,Guest,Assigned |
Frontage Waterfront: None, Dockage: NoneNot on Waterfront |
Water & Sewer Sewer: Municipal Sewer, Public Sewer |
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Days on Market: 180+ |
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Year Built Year Built: 1953 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: CBS, Combo Construction, FrameNot a New Construction |
Property Information Condition: Updated/Remodeled |
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Price List Price: $1,159,000Price Per Sqft: $510 |
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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: 616139 |
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HOA Fee Includes: NoneAssociation for this Listing: Key West AssociationNo HOAHOA Fee: No HOA Fee |
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Lot Area: 6098.4 sqft |
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Mls Number: 616139Water View: None |
Last check for updates: about 2 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)
Originating MLS: Key West Association
Source: FLKMLS, MLS#616139
Market trends in Key West
Last updated April 2026
Avg. sale price
$1.14M $33.33KMoM
Sale-to-List Price
94.5% 0.0%MoM
Price per sq ft
$926 $79MoM
Available listings
332 22MoM
Price History for 2809 Flagler Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 01/24/2026 | $1,159,000 | PriceChange | FLKMLS #616139 |
| 11/02/2025 | $1,199,000 | PriceChange | Key West AOR #616139 |
| 08/13/2025 | $1,299,000 | Listed For Sale | Key West AOR #616139 |
| 08/10/2025 | $1,299,000 | ListingRemoved | FLKMLS #611106 |
| 07/11/2025 | $1,299,000 | PriceChange | Key West AOR #611106 |
| 05/22/2025 | $1,332,809 | PriceChange | FLKMLS #611106 |
| 03/17/2025 | $1,375,000 | PriceChange | FLKMLS #611106 |
| 01/24/2025 | $1,469,000 | PriceChange | FLKMLS #611106 |
| 10/31/2024 | $1,575,000 | PriceChange | FLKMLS #611106 |
| 08/15/2024 | $1,629,000 | Listed For Sale | FLKMLS #611106 |
| 03/01/1993 | $82,600 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,342 |
| Assessment | $775,803 |
Home facts updated by county records
Comparable Sales for 2809 Flagler Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
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 | |
0.23 | Single-Family Home | $1,340,000 | 07/25/25 | 4 | 3 | 1,778 | |
0.18 | Single-Family Home | $825,000 | 08/15/25 | 3 | 3 | 1,616 | |
0.28 | Single-Family Home | $1,250,000 | 08/14/25 | 3 | 2 | 1,512 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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SOLDOCT 10, 2025Bascom Grooms Real Estate (KW)
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Assigned Schools
These are the assigned schools for 2809 Flagler Ave.
- Key West High School
- 9-12
- Public
- 1288 Students
3/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review6mo ago - Poinciana Elementary School
- PK-5
- Public
- 505 Students
7/10GreatSchools RatingParent Rating Averagegood school.one thing that can be done away with is the rude wanna-be officer who harasses older people picking up their children and grandkids and putting the students in danger worried more about the fire lane situation...i am very pleased that there is a kwpd officer at the school full-time who engages with the teachers and parents and uses common sense when situations arise....the wanna-be officer uses "selective enforcement" of her own and i feel she is not needed in that she serves no purpose whatsoever at the schoolOther Review7y ago - Lower Keys Academic Connections for Excellence
- 6-12
- Public
- 13 Students
2/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 2809 Flagler Ave.
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 streets are well-lit
70 % Say there are sidewalks
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.
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 Board of Realtors.