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$2,895,000
Property Description
Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts,a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lift, thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathroom, ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lots where privacy, open water beauty, and effortless boating come together in perfect harmony.
Full Property Details
Full Property Details for 17385 Keystone Rd
General
- Price: $2,895,000
- Taxes: $14,473 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 618105
- Updated: 5/13/2026
- Added to Site: 119 day(s) ago
Interior
- Interior Features: Whirlpool Bath Tub
- Appliances: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
- Flooring: Combo
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Additional Information
- Pool: Yes
- Pool Description: Fiberglass
Exterior
- Exterior Features: Fencing, Privacy Wall/Fence, Sandy Beach, Storage
- Deck/Patio: Open Porch/Balcony, Deck
- Porch/Patio/Deck: Open Porch/Balcony, Deck
Parking
- Parking Features: Open, Covered
Location
- Area: 06 - Bay Point to Sugarloaf
- County: Monroe
- Subdivision: Sugarloaf Shores (17.0)
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Architectural Style: Above Flood
- Construction: Frame
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Other Windows/Doors
- Square Feet: 1,804
- Sq. Ft. Source: LA Measured
- Year Built: 1985
Lot Features
- Property View: Open Water View, Ocean
- Lot Size (Acres): 0.56
- Lot Size (Sq. Ft.): 24,662
- Lot Size Source: Survey
- Lot Dimensions: 24662 sqft upland 12477 submerged Total 37139 sqft
- Zoning: IS - Improved Subivision District
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Oceanfront, Open Water
Financial Considerations
- Tax Amount: $14,473.28
- Tax Year: 2025
Disclosures and Reports
- Legal Description: LT 87 SUGARLOAF SHORES PLAT #2 SEC C PB3-53 SUGARLOAF KEY
- Flood Zone: AE
- APN: 00166680-000000
Listed by The Agency Florida Keys, Lisa Swanson (305) 924-3777
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Schools
Schools serving 17385 Keystone Rd
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Sugarloaf School 255 Crane Boulevard, Summerland Key, FL 33042 | PK-8 | 2.2 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 15.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 17385 Keystone Rd
Date
Details
Price
Change
Source
1/14/2026
Listed
$2,895,000
190.95%
MLS
9/01/2005
Sold
$995,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 17385 Keystone Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,219
—
$2,075,024
3%
2024
$13,219
-3%
$2,011,142
-15%
2023
$13,571
29%
$2,358,554
67%
2021
$10,484
-7%
$1,408,180
-20%
2022
$11,323
8%
$1,757,683
71%
2021
$10,484
39%
$1,030,529
34%
2019
$7,545
-4%
$771,240
-1%
2018
$7,832
-10%
$779,625
-19%
2017
$8,673
2%
$965,826
-2%
2016
$8,527
12%
$985,359
49%
2015
$7,629
3%
$660,025
10%
2014
$7,402
10%
$600,023
10%
2013
$6,704
—
$545,476
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 17385 Keystone Rd
17385 Keystone Road, Sugarloaf Key, FL 33042 (MLS# 618105) is a Single Family property with 4 bedrooms and 4 full bathrooms. 17385 Keystone Road is currently listed for $2,895,000 and was received on January 14, 2026. Want to learn more about 17385 Keystone Road? Do you have questions about finding other Single Family real estate for sale in Sugarloaf Key? You can browse all Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.
