21640 Overseas Hwy, Cudjoe Key, FL 33042
What's special
SPECIAL DAILY TRANSIENT LICENSE!!! Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers the scale, privacy, and setting luxury buyers search for but rarely find. From the moment you enter, the home is designed around the water. Expansive living areas, soaring ceilings, and oversized windows frame endless blue views while natural light fills the interior. The spacious layout offers multiple entertaining zones, generous bedroom suites, and the kind of footprint that allows a buyer to enjoy immediately or elevate into a signature Keys showplace. Outside is where this property separates itself from nearly everything else on the market. The massive parcel creates room to breathe, entertain, and enjoy waterfront living on a level almost impossible to replicate today. A private pool, sandy beach area, dockage, mature tropical grounds, and open-water backdrop combine to create a true resort atmosphere. Sunrise coffee, sunset cocktails, paddleboarding, boating, and stargazing all happen from your own backyard. Under the home, an immense garage / storage / workshop space offers rare functionality for collectors, boating gear, vehicles, trailers, hobbies, or business use. Very few waterfront homes in the Keys offer this level of usable enclosed space. For investors, this property's transient rental license potential is a major value driver. Large open-water estates with acreage and premium amenities command exceptional demand in the vacation market. With the right presentation and management plan, this is the type of asset that can serve as both a personal retreat and a high-performing income property. Lets take a look!!!
- 192 days
- 49
- 3
Travel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Dan R Serban 305-797-2352,
Key West Luxury Real Estate Inc (KW)
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Cooling
- Central Air, Heat Pump, Ceiling Fans(s), Attic Fan
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Disposal, Freezer
Features
- Built-in Features, Granite Counters, Dade County Pine, Walk-in Closet(s)
- Flooring: Combination
- Furnished: Yes
Interior area
- Total structure area: 3,286
- Total interior livable area: 3,286 sqft
Property
Parking
- Parking features: RV Carport
- Has garage: Yes
- Has carport: Yes
Features
- Patio & porch: Deck, Patio, Screened Patio
- Exterior features: Chickee Hut, Sandy Beach, Storage
- Has private pool: Yes
- Pool features: In Ground
- Has spa: Yes
- Spa features: Heated
- Fencing: Privacy
- On waterfront: Yes
Lot
- Size: 1.17 Acres
Details
- Additional structures: Airplane Hangar
- Parcel number: 00174830000000
- Zoning: URM - Urban Res Mobile Home District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Hardi Board Siding
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1985
Community & HOA
Community
- Subdivision: Sacarma (21.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $852/sqft
- Tax assessed value: $2,243,932
- Annual tax amount: $17,431
- Date on market: 4/23/2026
Price history
| Date | Event | Price |
|---|---|---|
| 9/5/2026 | Listing removed | $8,500$3/sqft |
Source: FLKMLS #616553 Report a problem | ||
| 9/3/2026 | Price change | $8,500-32%$3/sqft |
Source: FLKMLS #616553 Report a problem | ||
| 8/25/2026 | Pending sale | $2,800,000$852/sqft |
Source: | ||
| 8/13/2026 | Listed for rent | $12,500$4/sqft |
Source: FLKMLS #616553 Report a problem | ||
| 4/23/2026 | Listed for sale | $2,800,000+115.4%$852/sqft |
Source: | ||
| 11/30/2015 | Sold | $1,300,000-25.7%$396/sqft |
Source: | ||
| 10/9/2015 | Pending sale | $1,749,000$532/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #553740 Report a problem | ||
| 2/18/2015 | Listed for sale | $1,749,000+12.9%$532/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #553740 Report a problem | ||
| 4/10/2013 | Listed for sale | $1,549,000+3.3%$471/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #553740 Report a problem | ||
| 7/27/2012 | Listed for sale | $1,500,000-24.6%$456/sqft |
Source: Coldwell Banker Schmitt Real Estate Co #553740 Report a problem | ||
| 3/7/2012 | Listing removed | $1,990,000$606/sqft |
Source: Homes.com #550189 Report a problem | ||
| 3/6/2012 | Listed for sale | $1,990,000+32.7%$606/sqft |
Source: Homes.com #550189 Report a problem | ||
| 12/15/2011 | Listing removed | $1,500,000$456/sqft |
Source: Coldwell Banker Schmitt Real Estate Co. #553740 Report a problem | ||
| 12/28/2010 | Listed for sale | $1,500,000-20.6%$456/sqft |
Source: Coldwell Banker Schmitt R.E. - Mar #553740 Report a problem | ||
| 11/8/2010 | Listing removed | $1,890,000$575/sqft |
Source: Addvantage Real Estate Service #550189 Report a problem | ||
| 5/23/2010 | Listed for sale | $1,890,000-5%$575/sqft |
Source: Addvantage Real Estate Service #550189 Report a problem | ||
| 11/8/2009 | Listed for sale | $1,990,000-11.6%$606/sqft |
Source: Coldwell Banker Schmitt Real Estate #550189 Report a problem | ||
| 12/8/2008 | Listed for sale | $2,250,000-10%$685/sqft |
Source: Coldwell Banker Schmitt Real Estate #550189 Report a problem | ||
| 1/10/2008 | Listed for sale | $2,500,000+1036.4%$761/sqft |
Source: Number1Expert #543286 Report a problem | ||
| 12/11/1997 | Sold | $220,000$67/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,432 +0.2% | $1,745,290 +10% |
| 2024 | $17,398 +10.2% | $1,586,627 +10% |
| 2023 | $15,784 +28% | $1,442,388 +10% |
| 2022 | $12,328 +3.8% | $1,311,262 +10% |
| 2021 | $11,882 +11.1% | $1,192,056 +10% |
| 2020 | $10,699 | $1,083,687 -22.8% |
| 2019 | $10,699 -22% | $1,404,616 -0.4% |
| 2018 | $13,713 +0.1% | $1,410,374 +15% |
| 2017 | $13,702 +12% | $1,226,879 +11% |
| 2016 | $12,233 +6.6% | $1,105,543 +77.2% |
| 2015 | $11,471 | $623,899 |
Monthly payment
Estimated market value
$2,588,600
$2.46M - $2.72M
$7,305/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.