755 Sawyer Dr Summerland Key, FL 33042
Estimated payment $20,261/month
About This Home
In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys for. Inside, the home has been thoughtfully updated: custom kitchen cabinets, granite countertops, new appliances, new electric, propane, all-PVC plumbing (no cast iron), renovated bath, custom closet, impact doors and windows, and split A/C's. A whole-house generator adds peace of mind. Set along a quiet street in prestigious Cudjoe Gardens, this property also includes a beautifully landscaped 8,000 sq. ft. canalfront lot directly across the road, offering protected deep-water access just three houses from open water. Featuring a new 80-foot concrete dock, a 12K hydraulic lift, two 5K davits, and a jet ski dock. With a 4 foot control depth it's ideal for large vessels and avid boaters seeking effortless ocean access. The professional landscaping mirrors the elegance of the main residence, creating a cohesive tropical aesthetic on both sides. With big-boat capability and endless possibilities -- including the potential to build -- this rare combination of oceanfront living and deep-water convenience defines the ultimate Keys lifestyle. A move-in-ready, renovated home in Cudjoe Gardens with its own separate boating compound is almost never available -- this one delivers the serene Keys lifestyle from oceanfront to canalfront. Perfect for your ''Key West to Key Largo'' buyers who want boating without giving up privacy.
Listing Agent
Ocean Sotheby's International Realty License #3387893 Listed on: 11/04/2025
Map
Home Details
Home Type
Single Family
Est. Annual Taxes
$5,488
Year Built
1968
Lot Details
0
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
- Fee Includes: None
- Key Island: Cudjoe Key
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 21.00
- M L S Identifier: 20060123165453488875000000
- Off Shore Island: No
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Ocean
- State Province: FL
- Taxes: 5719.23
- Title: Negotiable
- Year Built: 1968
- Alternate Key Number: 1223263
- Building Style: Ground Level
- Cooling Heating: Ductless
- Lot Sq Ft: 18000.00
- Porch Balcony: Patio
- Species List: Yes
- Tax Exemptions: Homestead
- Building Style Above Flood: Unknown
- Estimated Living Sq Ft: 1851.00
- Financial Status Standard Sale: Yes
- Property Condition: Updated/Remodeled
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
Interior Features
- Interior Amenities: Granite Counter Top, Walk-in Closet(s), Security System
- Total Bathrooms: 2.00
- Full Bathrooms: 2
- Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
- Floor: Tile
- Specialty Rooms: Media Room, Workshop
- Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
- Total Bedrooms: 3
- Accessibility Features: Wheelchair Ramp
Exterior Features
- Dockage: Davits, Boat Lift
- Waterfront: Oceanfront, Canal Front
- Waterfront: Yes
- Construction: CBS
- Exterior Features: Fruit Tree(s), Storage, Shed, Outdoor Shower, Lighting
- Roof: Metal Roof
- Waterview: Ocean View
- Pool: No
Utilities
- Utilities: FKAA
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: VE,VE
- Parcel Number: 00173890-000000
- Land Size: 1/4 - 1/2 Acre
- Acres: 0.41
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Negotiable
Tax Info
- Tax Year: 2024
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 |
|---|---|---|---|---|
| 2024 | $5,488 | $655,063 | -- | -- |
| 2023 | $5,488 | $635,984 | $0 | $0 |
| 2022 | $5,336 | $617,461 | $0 | $0 |
| 2021 | $5,507 | $599,477 | $432,000 | $167,477 |
| 2020 | $2,449 | $262,459 | $0 | $0 |
| 2019 | $2,399 | $256,559 | $0 | $0 |
| 2018 | $2,468 | $258,628 | $0 | $0 |
| 2017 | $2,394 | $253,309 | $0 | $0 |
| 2016 | $2,405 | $248,099 | $0 | $0 |
| 2015 | $2,477 | $246,374 | $0 | $0 |
| 2014 | $2,549 | $244,419 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/04/2025 11/04/25 | For Sale | $3,750,000 | +443.5% | $2,026 / Sq Ft | |
| 02/06/2020 02/06/20 | Sold | $690,000 | 0.0% | $432 / Sq Ft | View Prior Sale |
| 11/23/2019 11/23/19 | For Sale | $690,000 | -- | $432 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $939,000 | -- | |
| Warranty Deed | -- | -- | |
| Personal Reps Deed | $70,000 | -- | |
| Deed | $25,500 | -- |
About the Listing Agent
Terry Sullivan is a seasoned real estate broker with in-depth expertise in the Florida Keys market. Known for his sharp market insight and data-driven approach, Terry is a trusted resource for clients looking to make smart, profitable real estate decisions. He keeps a close pulse on local trends, property values, and emerging opportunities—providing clients with clear, informed guidance whether buying, selling, or investing.
Terry approaches each transaction with precision, thoroughly
Terrance's Other Listings
Source: Key West Association of REALTORS®
MLS Number: 617442
APN: 00173890-000000
- 755 & 744 Sawyer Dr
- 743 Pattison Dr
- 489 Sawyer Dr
- 21073 7th Ave
- 20841 8th Ave W
- 21082 6th Ave
- 20838 5th Ave W
- 20844 4th Ave W
- 20771 2nd Ave W
- 94 Sacarma Dr
- 21470 Overseas Hwy
- 0 Adams Rd
- ROGO LOTS Overseas Hwy
- 141 Arica Ln
- 19749 Date Palm Dr
- 142 Peg Leg Ln
- Lot 16 Date Palm Dr
- 164 Tortuga Ln
- 22542 Jolly Roger Dr
- 22562 Jolly Roger Dr
- 21640 Overseas Hwy
- 21585 Overseas Hwy
- 21660 Overseas Hwy
- 18954 Acosta Rd Unit ID1297838P
- 886 Loggerhead Ln Unit ID1297829P
- 24840 Park Dr
- 18 W Circle Dr
- 59 Palm Dr
- 27316 Cayman Ln Unit 1,2
- 28502 Channel View Dr
- 28501 Channel View Dr
- 28511 Channel View Dr
- 28515 Channel View Dr
- 441 La Fitte Rd
- 29656 Constitution Ave
- 1540 Lantana Ln
- 29283 Coconut Palm Dr
- 3770 Park Ave
- 29822 Frostproof Rd
- 74 Pelican Ln Unit 1