338 Windley Rd, Key Largo, FL 33037
SOLD
NOV 5, 2025

338 Windley Rd
Key Largo, FL 33037

  • 3 Beds
  • 2 Baths
  • 1,248 sqft

$1,100,000

Last Sold: Nov 5, 2025
14% below list $1.27M
$881/sqft
Est. Refi. Payment $7,095/mo*
Refinance Your Home

$1,100,000

Last Sold: Nov 5, 2025
14% below list $1.27M
$881/sqft
Est. Refi. Payment $7,095/mo*
Refinance Your Home
3 Beds
2 Baths
1,248 sqft

Homes for sale near 338 Windley Rd

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Location, location, location... ideally situated in North Key Largo for boating, fishing, diving, dining, shopping & more. Convenient for commuting. Whether you are seeking a primary residence, vacation getaway, or an investment property, don't miss your opportunity to own this piece of paradise. Lovely 3/2 waterfront pool home located in desirable Lake Surprise Estates. Elevated by concrete columns w/ a spacious ground floor storage room. 60' concrete dock w/ lifts & an add'l concrete pad. Easy access to the bay & ocean. Spacious floorplan, vaulted ceilings & tile throughout. Kitchen w/ granite countertops, stainless appliances & an expansive island. Completely fenced, electric gate & lots of room for all your water toys. Simple to maintain salt-water pool, accordion shutters up-stairs & newer metal roof. Large, covered wrap-around patio & 2nd floor porch, perfect for gorgeous sunset views. Plenty of space to enjoy w/ your loved ones.
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. This description is from November 11, 2025

Home Highlights

Parking
Open Parking
Outdoor
Porch, Patio, Pool
View
Bay/Gulf View, Canal
HOA
None
Price/Sqft
$881/sqft
Listed
180+ days ago

Home Details for 338 Windley Rd

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1248 Square Feet
Appliances & Utilities
Appliances: Washer, Stainless Steel Appliance(s), Disposal, Microwave, Range, Refrigerator, Dishwasher, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,Hot WaterHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Electric
Windows, Doors, Floors & Walls
Window: Drapes/Blinds Incl, Accordion, PanelDoor: Sliding Glass DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Floors: Tile
View
Has a ViewView: Bay/Gulf View, Canal
Security
Security: Other

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Open Porch/Balcony, PatioFencing: Fenced, PrivacyOther Structures: WorkshopExterior: StorageHas a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Off Street,Trailer Storage,RV Parking Open
Pool
Pool: In Ground, Salt WaterPool
Frontage
WaterfrontWaterfront: Canal Front, Waterfront, Dock: Concrete, Dock Length: 60, Dockage: Davits, Boat LiftOn Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: ModularArchitecture: Other Bldg Style
Building
Construction Materials: Concrete, Combo Construction
Property Information
Parcel Number: 00534950000000

Price & Status

Price
List Price: $1,275,000Price Per Sqft: $881/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key LargoCommunity: Lake Surprise Properties (106.0)

HOA

HOA Fee Includes: NoneAssociation for this Listing: Florida KeysNo HOA

Lot Information

Lot Area: 6098.4 sqft

Offer

Listing Terms: Cash, VA Loan, Conventional

Miscellaneous

Mls Number: 610074Water ViewWater View: Bay/Gulf View, Canal
Last check for updates: about 5 hours ago
Listed by Julie Frederick, (305) 216-1604
Lifestyle Real Estate Sales
Bought with: Julie Frederick, (305) 216-1604, Lifestyle Real Estate Sales
Originating MLS: Florida Keys
Source: FLKMLS, MLS#610074

Price History for 338 Windley Rd

DatePriceEventSource
11/05/2025$1,100,000Sold
FLKMLS #610074
09/15/2025$1,275,000PendingFLKMLS #610074
08/29/2024$1,275,000PriceChange
MIAMI #A11590544
05/20/2024$1,325,000Listed For SaleMIAMI #A11590544
05/12/2010$395,000Sold
N/A
03/08/2009$595,000ListingRemovedAgent Provided
09/03/2008$595,000PriceChange
Agent Provided
08/15/2008$649,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$8,043
Assessment$1,026,554
Home facts updated by county records

Comparable Sales for 338 Windley Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
407 Bahia Honda Rd, Key Largo, FL
0.24
Single-Family Home
$1,050,000
05/21/25
3
2
1,512
955 Plantation Rd, Key Largo, FL
0.07
Single-Family Home
$775,000
03/26/26
3
2
1,660
415 Big Pine Rd, Key Largo, FL
0.28
Single-Family Home
$1,100,000
02/06/26
3
2
1,536
239 Lower Matecumbe Rd #239, Key Largo, FL
0.14
Single-Family Home
$1,200,000
11/18/25
2
2
960
19 Mangrove Ln, Key Largo, FL
0.17
Single-Family Home
$1,362,500
04/20/26
3
3
1,551
15 Garden Cove Dr, Key Largo, FL
0.38
Single-Family Home
$718,000
09/29/25
3
2
1,196
21 Mangrove Ln, Key Largo, FL
0.20
Single-Family Home
$1,450,000
03/31/26
4
3
1,944
167 Long Key Rd, Key Largo, FL
0.15
Single-Family Home
$1,980,000
01/27/26
3
3.5
1,825

Assigned Schools

These are the assigned schools for 338 Windley Rd.
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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

  • 75 % 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

  • 46 % Say it's walkable to grocery stores

  • 31 % Say streets are well-lit

  • 23 % Say there are sidewalks

Learn more about our methodology.
  • 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
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  • 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
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  • 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."
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  • 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
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  • 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
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  • Lmgkeys
    "Safe area. Surrounded by the water. Good schools. Great fishing and boating. Kayak and canoeing. Small island nearby."
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  • 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
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  • 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
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  • 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
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  • 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!"
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  • 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"
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  • Lian A.
    "GATED COMMUNITY WITH DEEP WATER DOCKAGE - FAMILY FRIENDLY"
    0
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  • 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
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  • Alicia O. L.
    "I have lived here for 7 years and absolutely love it!!!! A.L."
    1
    Flag

LGBTQ Local Legal Protections

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.

Homes for rent near 338 Windley Rd

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Off Market Homes Near 338 Windley Rd

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338 Windley Rd, Key Largo, FL 33037 is a 3 bedroom, 2 bathroom, 1,248 sqft single-family home built in 2002. This property is not currently available for sale. 338 Windley Rd was last sold on Nov 5, 2025 for $1,100,000 (14% lower than the asking price of $1,275,000). The current Trulia Estimate for 338 Windley Rd is $1,083,900.