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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$2,450,000
17385 Keystone Road
Sugarloaf Key, FL 33042
MLS# 618105
Status: Closed
4 beds  |  4 baths  |  1804 sqft


Spectacular Sunrise Views
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Spectacular Sunrise Views Main house and 2 cottages Aerial Aerial Canal aerial Aerial Aerial Lot lines are approximate Aerial Aerial Pool Pool Sunrise Canal side with 3 boat lifts Pool Aerial Aerial Sunrise aerial Aerial Sunrise aerial Sandy beach Pool Pool Sunrise Aerial Aerial Aerial Aerial Aerial Aerial Aerial Canal aerial Aerial Aerial Aerial Aerial Aerial Beach Pool Aerial Gated entrance Guest studio 1 Guest studio 1 Guest studio 1 bathroom Guest cottage 1 bathroom Guest cottage 1 Guest cottage 2 Main house Main house Guest cottage 2 Beach Guest cottage 2 Guest cottage 2 Deck to main house Main house Main house living Main house living Main house guest bedroom Main house guest bathroom Main house primary Main house primary Main house primary Primary bathroom Primary bathroom Walk in closet Primary bedroom Kitchen Kitchen Dining Deck Front Gated entrance Boat lift 1 Boat lift 2

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.

Details
Maps
Contract Information
Current Price: $2,450,000
Listing Date: 2026-01-14
Listing Board: Key West Association
Leased Price Monthly: $2,450,000
Location, Tax & Legal
Street #: 17385
Street Name: Keystone
Street Suffix: Road
Key/Island: Sugarloaf Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Sugarloaf Shores (17.0)
Area: 06 - Bay Point to Sugarloaf
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1985
Lot Size: 24662 sqft upland 12477 submerged Total 37139 sqft
Lot SqFt: 24662
Lot Sqft Source: Survey
Acres: 0.56
Living Apx SqFt: 1804
SqFt Source: LA Measured
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 30
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
Status Change Info
Under Contract Date: 2026-07-01
Leased Date: 2026-08-17
Leased Price Monthly: $2,450,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Dockage: Boat Lift
Vehicle Storage: Covered Parking; Open Parking; RV Parking Open
Furnished: Negotiable
Cooling: Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer
Interior Features: Whirlpool Bath Tub
Specialty Rooms: Other
Appliances: Dishwasher; Dryer; Freezer; Oven; Refrigerator; Washer
Exterior Features: Fencing; Privacy Wall/Fence; Sandy Beach; Storage
Accessibility Feat: Accessible Elevator Installed
Pool Info: Fiberglass
Construction: Frame
Floor: Combo
Roof: Metal Roof
Pets: Pets Allowed
Land Size: 1/2 - Less Than 1 AC

Listing Office: The Agency Florida Keys

Last Updated: August - 17 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)