Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous kitchen and dining area serve as the heart of the home, ideal for hosting memorable gatherings. Each updated bathroom radiates modern sophistication, while the roomy master suite provides a private sanctuary for relaxation.The exterior of the property offers ample off-street parking and the potential space for a pool--a perfect opportunity for outdoor living. Additionally, a versatile 299 sq. ft. enclosure downstairs provides excellent extra storage for all your needs.Enjoy unparalleled water access to the Gulf and Atlantic, making it easy to indulge in aquatic adventures. With a variety of fantastic restaurants and vibrant bars within walking distance, the lifestyle here is as appealing as the home itself.At an exceptional price of $480 per square foot, this property stands out as one of the best-valued waterfront homes in the Lower Keys. Bring your boat and immerse yourself in the laid-back charm of the Florida Keys--your paradise awaits!
For sale
Price cut: $76K (10/17)
$1,099,000
165 Cutlass Ln, Cudjoe Key, FL 33042
4beds
2,448sqft
Est.:
Single Family Residence
Built in 1991
6,098.4 Square Feet Lot
$1,491,300 Zestimate®
$449/sqft
$-- HOA
What's special
Roomy master suiteAmple off-street parkingCanal-front residenceSerene canal viewsExpansive covered balconies
- 114 days |
- 976 |
- 65 |
Zillow last checked: 8 hours ago
Listing updated: October 17, 2025 at 04:00am
Listed by:
Justyn Ewald 305-587-7330,
Expert Realty LLC (HQ),
Mason C Kelly 631-603-6123,
Expert Realty LLC (HQ)
Source: FLKMLS,MLS#: 616305
Originating MLS: Key West Association
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Range, Refrigerator, Dryer
- Laundry: Laundry Room
Features
- Pantry, Walk-In Closet(s), Storage
Interior area
- Total interior livable area: 2,448 sqft
Property
Parking
- Parking features: Carport, Covered
- Has carport: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Balcony
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 50
Lot
- Size: 6,098.4 Square Feet
- Dimensions: 60 x 100
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00179960000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame, Combo Construction
- Roof: Metal
Condition
- Year built: 1991
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA
Community & HOA
Community
- Subdivision: Cutthroat Harbor Est (23.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $449/sqft
- Tax assessed value: $1,005,888
- Annual tax amount: $5,854
- Date on market: 8/28/2025
- Listing terms: Cash,FHA,VA Loan,Conventional
Estimated market value
$1,491,300
$1.42M - $1.57M
$5,814/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/17/2025 | Price change | $1,099,000-6.5%$449/sqft |
Source: | ||
| 10/1/2025 | Listed for sale | $1,175,000$480/sqft |
Source: | ||
| 9/28/2025 | Contingent | $1,175,000$480/sqft |
Source: | ||
| 8/28/2025 | Listed for sale | $1,175,000-9.5%$480/sqft |
Source: | ||
| 5/21/2025 | Listing removed | $1,299,000$531/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,411 +5.3% | $682,064 +2.9% |
| 2024 | $6,087 +4% | $662,842 +3% |
| 2023 | $5,854 +2.7% | $643,536 +3% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$6,584/mo
Principal & interest
$5448
Property taxes
$751
Home insurance
$385
Climate risks
Neighborhood: 33042
Nearby schools
GreatSchools rating
- 5/10Sugarloaf SchoolGrades: PK-8Distance: 3.2 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 20.1 mi
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