98221 Windward Ave, Key Largo, FL 33037
Property image
Property image
OFF MARKET

$442,300

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 778 sqft

98221 Windward Ave, Key Largo, FL 33037

Est. Refi. Payment $3,013/mo*
Refinance Your Home
Currently Off Market - Sold Apr 6, 2018 for $245,000

Home Value

Trulia Estimate
$442K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$23K (+5.6%)
Since last sale
Increased$196K (+80%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$441K
August 2026$440K
July 2026$439K
June 2026$440K
May 2026$439K
April 2026$427K
March 2026$427K
February 2026$426K
January 2026$422K
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
98302 Windward Ave, Key Largo, FL
0.00
Condo
$465,000
09/23/25
2
2
778
97652 Overseas Hwy #P6, Key Largo, FL
0.43
Condo
$575,000
02/11/26
2
1.5
1,130
97652 Overseas Hwy #Penthouse 4, Key Largo, FL
0.43
Condo
$752,000
01/05/26
2
2
1,040
97652 Overseas Hwy #S12, Key Largo, FL
0.43
Condo
$710,000
10/14/25
2
2
1,130
97652 Overseas Hwy #P2, Key Largo, FL
0.43
Condo
$900,000
04/29/26
2
2
1,432
97652 Overseas Hwy #S11, Key Largo, FL
0.47
Condo
$625,000
03/24/26
2
2.5
1,420
97501 Overseas Hwy #116, Key Largo, FL
0.64
Condo
$2,100,000
06/12/26
4
3
2,635
97652 Overseas Hwy #M4, Key Largo, FL
0.43
Condo
$585,000
04/16/26
1
1
1,195
1530 Ocean Bay Dr #411, Key Largo, FL
0.95
Condo
$783,000
04/02/26
2
2
1,188
1500 Ocean Bay Dr #H5, Key Largo, FL
0.94
Condo
$750,000
09/02/26
2
2
918

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
9849 Leeward Ave #82, Key Largo, FL 33037
0.00
$823,100
2
2
1,179
Off Market
9820 Mariners Ave #108, Key Largo, FL 33037
0.00
$635,900
2
3
1,079
Off Market
9867 Leeward Ave, Key Largo, FL 33037
0.00
$455,000
2
2
1,029
Recently Sold
9871 Leeward Ave, Key Largo, FL 33037
0.00
$521,700
2
2
1,029
Off Market
9826 Leeward Ave, Key Largo, FL 33037
0.00
$855,000
2
2
1,029
Recently Sold
9842 Leeward Ave, Key Largo, FL 33037
0.00
$591,800
2
2
1,029
Off Market
9858 Leeward Ave, Key Largo, FL 33037
0.00
$748,900
2
2
1,029
Off Market
98202 Windward Ave, Key Largo, FL 33037
0.00
$399,000
2
2
778
For Sale
98222 Windward Ave, Key Largo, FL 33037
0.00
$475,000
2
2
778
For Sale
98302 Windward Ave, Key Largo, FL 33037
0.00
$472,200
2
2
778
Off Market
98401 Windward Ave, Key Largo, FL 33037
0.00
$444,500
2
2
778
Off Market
98422 Windward Ave, Key Largo, FL 33037
0.00
$419,000
2
2
778
For Sale

Local Information

  • Map ViewExplore the area around 98221 Windward Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1988
778 sqft
$569/sqft

About this House

Ground floor unit (in the first building) with tile floors throughout this two bedroom and two bath condo. Screen proch leading to the walkway directly to the pool. Completely furnished with pots and pans and dishes also. Enjoy the Landings of Largo community with a marina, two pools, club house, gym, boat ramp and tennis court.
98221 Windward Ave, Key Largo, FL 33037 is a 2 bedroom, 2 bathroom, 778 sqft condo built in 1988. It last sold for $245,000 on Apr 6, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $442,300, with a rent estimate of $2,936/month.

Home Details for 98221 Windward Ave

Exterior Features

Exterior Home Features
Roof: MetalPorch
Pool
Pool

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Condo

Rental Terms, Policies & Fees

Furnished

Interior Features

Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Levels, Entrance, & Accessibility
Floors: Tile

Community

Units in Building: 1

Lot Information

Lot Area: 11.48 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Apr 6, 2018
Source: FLKMLS #575250
Sold
$245,000
Jun 24, 2017
Source: Agent Provided
PriceChange
$255,000
Price decreased by 4%
Apr 22, 2017
Source: Agent Provided
Listed For Sale
$265,000
Aug 1, 2002
Source: N/A
Sold
$160,000
Nov 17, 1997
Source: N/A
Sold
$85,000

Market trends in Key Largo

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$41.67KMoM
Sale-to-List Price
95.7%
0.4%MoM
Price per sq ft
$803
$38MoM
Available listings
241
14MoM

Around this home

What Locals Say about Key Largo

At least 96 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 84 % Say parking is easy

  • 79 % Say car is needed

  • 78 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 72 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 66 % Say they plan to stay for at least 5 years

  • 63 % Say it's walkable to restaurants

  • 55 % Say neighbors are friendly

  • 55 % Say kids play outside

  • 52 % Say there's wildlife

  • 47 % Say there are community events

  • 45 % Say it's walkable to grocery stores

  • 31 % Say streets are well-lit

  • 23 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Cn68dgn6hz
    "They have Dogs ism assuming they happy with the neighborhood as they are very much friendly is a very nice neighborhood "
    0
    Flag
  • Shaun Matthews
    "I drive everywhere I need to go. Golf carts are permissible in most neighborhoods. Everything is within a 5 min car ride. "
    0
    Flag
  • Dr.mahoney
    "We take care of each other in times of need hurricanes a good example. Animals are safe and people are friendly "
    0
    Flag
  • DC
    "Imagine living in a neighborhood where everyone knows each other and looks out for one another—where you can spend lazy afternoons lounging in beautiful parks or embark on thrilling marine adventures. Your kids will have a blast playing in sports leagues and attending top-notch schools. And the best part? The whole vibe is super chill and welcoming. That's the kind of community you'll find here!"
    0
    Flag
  • Carol Painter
    "Silver Shores is a beautiful 55 and older park! All yards are beautiful with grass, flowers, and trees! All the owners love it here!"
    0
    Flag
  • Deborah Clarke
    "Great neighbors, wonderful parks, beautiful sunsets, great church, great schools to choose from. The bond of our community. Every year our street throws an annual Keys Christmas Party. There is a sense of peace and connection knowing that you are safe and valued in your neighborhood. Everyone is so friendly, which makes it so inviting."
    0
    Flag
  • Karen M.
    "its a tourist spot area and very close to everything that you may need its a small city but very nice place"
    0
    Flag
  • Davius C.
    "It’s pretty dog friendly around here. I always see people walking their dogs. I have three of my own. The neighbors wave and say hi to my dogs while they are walking their dogs"
    0
    Flag
  • Diamonddegree
    "Private and secluded neighborhood at the beginning of the Florida keys. Great diving and snorkeling options "
    1
    Flag
  • Stuart G.
    "my commute is 20 miles but with traffic it takes anywhere from 35 minutes to 2 hours. just depends on the traffic "
    1
    Flag
  • Danlsteadman
    "Dogs are welcome at local restaurants with outside seating. Water bowls are available at these restaurants. "
    0
    Flag
  • Lmgkeys
    "Safe area. Surrounded by the water. Good schools. Great fishing and boating. Kayak and canoeing. Small island nearby."
    0
    Flag
  • Virgil R.
    "There are lots of kids here and watchful parents. So it’s safe for them to play outside and ride their bikes on the back streets. The fathers are outside and monitoring the speed people drive. "
    0
    Flag
  • Ruthrich41
    "We have allowed activities here so we get acquainted with a lot of people in our area and you get to know them and you make friends here we have 240 homes in our compound and a lot of good neighbours are very good friends are here"
    1
    Flag
  • Virgil R.
    "It’s next to the ocean and boat launches and public pools And Public parks where you can walk your dog play tennis do a fitness circuit and volleyball and it’s raining in downtown so it’s easy to leave there and get something to eat"
    1
    Flag
  • mdasca
    "This area is unique because it is close to Miami yet feels like worlds away. This community had neighbors that all have a passion for boating. There is no place in the world like the Florida keys!"
    0
    Flag
  • sherieann2008
    "This is one of the friendliest communities I have ever lived in. The neighbors all know each other and watch out for everyone. We are close to all of the entertainment and dining we want but have the quiet and privacy of a small community - the best of both worlds"
    0
    Flag
  • Lian A.
    "GATED COMMUNITY WITH DEEP WATER DOCKAGE - FAMILY FRIENDLY"
    0
    Flag
  • Kathy D.
    "Key Largo is known for its commuting ease from the Miami Dade area. It has a great Aquatic center, lots of dining options and, as with the rest of the Keys, is known for its water sports which include fishing, diving, kayaking, snorkeling, jet skies etc. The Keys are considered the Caribbean of the US. All the beauty and nice people, no passport."
    0
    Flag
  • Alicia O. L.
    "I have lived here for 7 years and absolutely love it!!!! A.L."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 98221 Windward Ave

  • What is 98221 Windward Ave estimated to be worth?
    Trulia's estimated value for 98221 Windward Ave in Key Largo, FL is $442,300.
  • What is the price history for 98221 Windward Ave?
    98221 Windward Ave in Key Largo, FL last sold for $245,000 in April 2018.
  • Is Key Largo a buyer's or seller's market?
    Key Largo is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key Largo?
    The median sale price in Key Largo is $1.4M. That is down $41.67K from the prior month.
  • Does 98221 Windward Ave have air conditioning?
    Yes, 98221 Windward Ave in Key Largo, FL has air conditioning.
  • Does 98221 Windward Ave have a pool?
    Yes, 98221 Windward Ave in Key Largo, FL has a pool.

Explore by feature - Pet Friendly

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