3729 Eagle Ave, Key West, FL 33040
OFF MARKET

3729 Eagle Ave
Key West, FL 33040

New Town
  • 3 Beds
  • 3.5 Baths
  • 2,200 sqft

$1,864,900

Trulia Estimate
as of Jun 24, 2026
Est. Refi. Payment $10,730/mo*
Refinance Your Home

$1,864,900

Trulia Estimate
as of Jun 24, 2026
Est. Refi. Payment $10,730/mo*
Refinance Your Home
3 Beds
3.5 Baths
2,200 sqft

Local Information

  • Map ViewExplore the area around 3729 Eagle Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

There is no better place to seek peace and safe sanctuary than Key West, and once inside the walled courtyard of this private hideaway you will sense the tranquility of this special property. This well-designed 2200sf one level Spanish Revival home at the East end of Eagle Avenue has three bedrooms each with en-suite bath, living room with fireplace, family room, adjoining office, and cabana bath. The spacious well equipped eat-in kitchen is a gourmet's dream that opens to the spectacular covered lanai complete with second kitchen, two wine refrigerators and fireplace. The pool with fountain wall surrounded by an ample entertainment deck and serene garden completes the oversized 7200sf lot. This is a home in which to wander, with lovely shared and private spaces to enjoy life in paradise.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3729 Eagle Ave

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Other
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: StoneFoundation Type: Concrete
Pool
Pool
Parking & Garage
Parking Spaces: 3Parking: Carport

Property Information

Year Built
Year Built: 1926Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 7200 sqft

Price History for 3729 Eagle Ave

DatePriceEventSource
08/17/2020$1,250,000Sold
FLKMLS #591037
07/09/2020$1,325,000PriceChange
Agent Provided
05/30/2020$1,350,000PriceChange
Agent Provided
05/12/2020$1,425,000PriceChange
Agent Provided
02/07/2020$1,450,000PriceChange
Agent Provided
01/21/2020$1,475,000PriceChange
Agent Provided
01/07/2020$1,495,000PriceChange
Agent Provided
01/02/2020$1,510,000PriceChange
Agent Provided
11/25/2019$1,535,000PriceChange
Agent Provided
10/16/2019$1,585,000PriceChange
Agent Provided
08/07/2019$1,650,000PriceChange
Agent Provided
05/08/2019$1,699,000PriceChange
Agent Provided
04/04/2019$1,750,000Listed For SaleAgent Provided
07/10/2015$1,300,000Sold
FLKMLS #120798
06/05/2015$1,395,000PendingAgent Provided
03/11/2015$1,395,000PriceChange
Agent Provided
12/17/2014$1,495,000Listed For SaleAgent Provided
07/01/2014$1,495,000ListingRemovedAgent Provided
10/03/2013$1,495,000Listed For SaleAgent Provided
04/02/2013$1,489,600ListingRemovedAgent Provided
04/03/2012$1,489,600Listed For SaleAgent Provided
11/16/2006$1,395,000Sold
MLKAR #531235
09/21/2004$1,425,000Sold
N/A
05/07/2001$380,000Sold
N/A
05/07/1999$350,000Sold
N/A

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$11,476
Assessment$1,368,143
Home facts updated by county records

Comparable Sales for 3729 Eagle Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3722 Cindy Ave, Key West, FL
0.08
Single-Family Home
$1,070,000
12/29/25
3
2
2,072
1221 20th St, Key West, FL
0.22
Single-Family Home
$1,150,000
03/23/26
3
2
1,826
1200 20th St, Key West, FL
0.09
Single-Family Home
$515,000
03/23/26
3
2
2,570
1510 18th St, Key West, FL
0.25
Single-Family Home
$1,000,000
05/28/26
3
2
1,714
1514 19th St, Key West, FL
0.15
Single-Family Home
$1,350,000
07/03/25
2
2
1,528
3605 Eagle Ave, Key West, FL
0.19
Single-Family Home
$2,200,000
04/17/26
4
3.5
2,390
3801 Flagler Ave, Key West, FL
0.08
Single-Family Home
$1,925,000
01/09/26
3
3
1,680
3440 Duck Ave, Key West, FL
0.35
Single-Family Home
$1,200,000
12/17/25
2
2.5
1,705
3709 Donald Avenue, Key West, FL
0.25
Single-Family Home
$647,500
08/28/25
5
3.5
2,660
1106 17th St, Key West, FL
0.40
Single-Family Home
$699,000
04/28/26
3
2.5
1,943

Nearby homes

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Assigned Schools

These are the assigned schools for 3729 Eagle Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

New Town
See Local Highlights
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.
  • Angela Garcia
    "It’s a small town with little bar life so it would be relatively safe. There is a high school a block away "
    1
    Flag
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
    0
    Flag
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
    1
    Flag
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that it’s easy to get around."
    0
    Flag
  • David
    "all holidays getting celebrated here and you will never forget a holiday any day of the year all pepole are very nice "
    1
    Flag
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
    3
    Flag
  • 1gcrocker1
    "Not far from down town but far enough to be away from downtown. The area is quite friendly and has a great key west vibe."
    7
    Flag
  • Dinkydau444
    "Great place to live. Not as crowded or noisy as downtown. Never worry about parking, and are close to schools."
    11
    Flag
  • Lenore T.
    "Great neighborhood, quiet location, close to shopping, restaurants, airport, golfing, beach,schools, college and public transportation. This home has a privacy wall all the way around to add to it's appeal."
    1
    Flag

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Homes for sale near 3729 Eagle Ave

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Off Market Homes Near 3729 Eagle Ave

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3729 Eagle Ave, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 2,200 sqft single-family home built in 1926. 3729 Eagle Ave is located in New Town, Key West. This property is not currently available for sale. 3729 Eagle Ave was last sold on Aug 17, 2020 for $1,250,000. The current Trulia Estimate for 3729 Eagle Ave is $1,864,900.