165 Cutlass Ln Summerland Key, FL 33042
Estimated payment $6,324/month
About This Home
Discover your dream waterfront retreat in the Florida Keys. This canal-front home features 4 spacious bedrooms and 3 bathrooms with 2,448 sq. ft. of thoughtfully designed living space, perfect for accommodating family, guests, and entertaining. Enjoy expansive covered balconies on both levels, where you can relax and take in peaceful canal views and the laid-back island lifestyle. The generous kitchen and dining area serve as the heart of the home--ideal for hosting gatherings after a day on the water. Updated bathrooms offer a modern feel, while the spacious primary suite provides a private sanctuary to unwind. Outside, the property offers ample off-street parking and room to add a pool, creating the perfect setting for outdoor living. A versatile 299 sq. ft. downstairs enclosure adds valuable storage space for fishing gear, water toys, and more. With direct boating access to both the Gulf and the Atlantic, adventure is always within reach. Plus, local restaurants, marinas, and island bars are just a short walk away, letting you enjoy the best of the Keys lifestyle. At just $439 per square foot, this property represents the lowest price per square foot for a waterfront home currently available in the Florida Keys, making it one of the best opportunities on the market today. Bring your boat and start living the Florida Keys dream.
Map
Home Details
Home Type
Single Family
Year Built
1991
Lot Details
6,098 Sq Ft Lot
Listing Details
- Property Type: Residential
- Style: Single Family
- As Is Right To Inspect: Yes
- First Right of Refusal: No
- Mandatory HOA: No
- Dockage Dock: Concrete
- Dockage Seawall: Concrete
- Fee Includes: None
- Key Island: Cudjoe Key
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 23.00
- M L S Identifier: 20060123165453488875000000
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Ocean
- State Province: FL
- Taxes: 6411.49
- Vehicle Storage: Carport, Covered Parking
- Year Built: 1991
- Alternate Key Number: 1231975
- Cooling Heating: Central Air, Ceiling Fans(s)
- Lot Sq Ft: 6000.00
- Porch Balcony: Open Porch/Balcony
- License Info: Non Trans Rntl Lic
- Species List: Yes
- Tax Exemptions: Homestead
- Building Style Above Flood: Yes
- Building Style Stories: 2 Stories
- Estimated Living Sq Ft: 2448.00
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
- Stories: 2
Interior Features
- Interior Amenities: Pantry, Walk-in Closet(s), Storage
- Total Bathrooms: 3.00
- Full Bathrooms: 3
- Appliances: Washer, Range, Refrigerator, Dryer
- Specialty Rooms: Laundry Room
- Total Bedrooms: 4
Exterior Features
- Waterfront: Canal Front
- Waterfront: Yes
- Construction: Frame, Combo Construction
- Roof: Metal Roof
- Waterview: Canal View
- Pool: No
Utilities
- Utilities: FKAA, Municipal Sewer
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: AE
- Parcel Number: 00179960-000000
- Lot Size: X
- Land Size: Less Than 1/4 Acre
- Acres: 0.14
Rental Info
- Rentals Allowed: With Restrictions
Tax Info
- Tax Year: 2025
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,087 | $682,064 | -- | -- |
| 2024 | $6,087 | $662,842 | -- | -- |
| 2023 | $5,854 | $643,536 | $0 | $0 |
| 2022 | $5,700 | $624,793 | $0 | $0 |
| 2021 | $5,874 | $606,596 | $233,295 | $373,301 |
| 2020 | $5,894 | $603,300 | $225,570 | $377,730 |
| 2019 | $5,579 | $526,274 | $225,570 | $300,704 |
| 2018 | $5,542 | $507,879 | $203,940 | $303,939 |
| 2017 | $5,329 | $490,400 | $0 | $0 |
| 2016 | $2,975 | $276,051 | $0 | $0 |
| 2015 | $3,060 | $274,132 | $0 | $0 |
| 2014 | -- | $271,956 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/10/2026 03/10/26 | For Sale | $1,075,000 | +48.5% | $439 / Sq Ft | |
| 09/26/2019 09/26/19 | Sold | $724,000 | -9.4% | $296 / Sq Ft | View Prior Sale |
| 08/25/2019 08/25/19 | Pending | -- | -- | -- | |
| 07/25/2018 07/25/18 | For Sale | $799,000 | +80.8% | $326 / Sq Ft | |
| 07/21/2017 07/21/17 | Sold | $442,000 | -6.9% | $181 / Sq Ft | View Prior Sale |
| 06/09/2017 06/09/17 | Pending | -- | -- | -- | |
| 04/28/2017 04/28/17 | For Sale | $474,900 | -- | $194 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $724,000 | None Listed On Document | |
| Special Warranty Deed | $442,000 | Buyers Title Inc | |
| Deed | -- | None Available | |
| Quit Claim Deed | -- | None Available | |
| Quit Claim Deed | -- | None Available | |
| Quit Claim Deed | -- | None Available | |
| Interfamily Deed Transfer | -- | Attorney | |
| Warranty Deed | $25,000 | -- | |
| Warranty Deed | $16,000 | -- | |
| Deed | $8,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $529,000 | Purchase Money Mortgage | |
| Previous Owner | $265,200 | New Conventional |
Source: Key West Association of REALTORS®
MLS Number: 619003
APN: 00179960-000000
- 22777 Jolly Roger Dr
- 154 Cutthroat Dr
- 124 Cutthroat Dr
- 22737 Blackbeard Ln
- 22748 Blackbeard Ln
- 22817 Privateer Dr
- 22552 Jolly Roger Dr
- 131 Doubloon Ln
- 22852 Buccaneer Ln
- 22542 Jolly Roger Dr
- 22920 Privateer Dr
- 22954 Buccaneer Ln
- 22963 Anne Bonny Ln
- 22953 John Silver Ln
- 116 Spanish Main Dr
- 288 Spanish Main Dr
- 22865 Redfish Ln
- 153 Peg Leg Ln
- 22978 Port Royal Ln
- 22874 Bluegill Ln
- 21640 Overseas Hwy
- 21585 Overseas Hwy
- 280 Airport Dr S
- 24840 Park Dr
- 886 Loggerhead Ln Unit SI ID1297829P
- 813 Hawksbill Ln
- 26945 Shannahan Rd
- 27346 Martinique Ln
- 28501 Channel View Dr
- 441 La Fitte Rd
- 3693 Landers St
- 29179 Rose Dr Unit SI ID1307168P
- 1540 Lantana Ln
- 3770 Park Ave
- 2635 Koehns Ave
- 30361 Hardin Rd
- 30612 23rd Ln
- 30825 Ortega Ln
- 55 Boca Chica Rd
- 34 Dondi Rd
Ask me questions while you tour the home.