Location, waterfront, boating and income potential come together at 4937 Oxford Drive, an exceptionally spacious, one-story pool home with desired frontage on Siesta Key’s Grand Canal. Offering an impressive 2,539 square feet of living space with three bedrooms plus an office, this home stands out for its generous proportions, wide-open living areas and rare single-level floor plan. Even more noteworthy, the home has experienced no water intrusion, according to the owner, an important distinction for island living. A previous remodel raised the ceilings, creating a wonderful sense of volume, light and openness throughout the main living spaces. Go outside and the reason for owning on Siesta Key becomes even more compelling. The screened lanai surrounds a heated saltwater pool, while beyond it lies the Grand Canal, one of the island’s defining waterways and a tremendous advantage for those who want to embrace the Siesta Key boating lifestyle. Although the former dock was lost years ago, the existing pilings remain, presenting a potential opportunity to reestablish a dock and create your own waterfront setup, subject to applicable permitting and approvals. Beyond its appeal as a full-time residence or island retreat, this property has been a superb income producer, offering potential for an owner seeking lifestyle and investment opportunity. And the location is hard to beat, close to Siesta Key Village, world-famous Siesta Beach, restaurants, shopping and all the energy of island life, with convenient access to the mainland. Large, one-story homes offering this much living space, a private pool, Grand Canal frontage, boating potential, strong income history and no water intrusion are difficult to find. Whether you envision a personal waterfront retreat, a potential income-producing investment or the best of both, 4937 Oxford Drive delivers a rare combination of space, location and Siesta Key lifestyle.
Property Details
Price:
$2,250,000
MLS #:
A4703004
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SIESTA BEACH
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Aug 17, 2026
Finished Sq Ft:
2,539
Total Sq Ft:
3,452
Lot Size:
9,556 sqft / 0.22 acres (approx)
Year Built:
1974
See this Listing
Schools
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Porcelain Tile
Heating
Central, Electric
Interior Features
High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
Laundry Features
Inside
Levels
One
Exterior
Accessibility Features
Grip-Accessible Features
Architectural Style
Florida, Ranch, Mediterranean
Attached Garage YN
1
Community Features
Canal Front, Fishing, Water Access, Waterfront
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
French Doors, Irrigation System, Outdoor Grill
Garage Spaces
2
Lot Features
In County, Near Golf Course, Near Marina, Near Public Transit
Parking Features
Covered, Garage Door Opener, Ground Level, Guest
Patio And Porch Features
Covered, Front Porch
Roof
Tile
Security Features
Security System
View
Pool, Water
Waterfront Features
Canal Front, Waterfront
Window Features
Window Treatments
Financial
Tax Year
2025
Taxes
$20,613
Map
Community
- Address4937 OXFORD DRIVE SIESTA KEY FL
- SubdivisionSIESTA BEACH
- CitySIESTA KEY
- CountySarasota
- Zip Code34242
Subdivisions in SIESTA KEY
Market Summary
Current real estate data for Single Family in SIESTA KEY as of Aug 21, 2026
5
Single Family Listed
166
Avg DOM
827
Avg $ / SqFt
$1,731,100
Avg List Price
Property Summary
- Located in the SIESTA BEACH subdivision, 4937 OXFORD DRIVE SIESTA KEY FL is a Single Family for sale in SIESTA KEY, FL, 34242. It is listed for $2,250,000 and features 3 beds, 2 baths, and has approximately 2,539 square feet of living space, and was originally constructed in 1974. The current price per square foot is $886. The average price per square foot for Single Family listings in SIESTA KEY is $827. The average listing price for Single Family in SIESTA KEY is $1,731,100. To schedule a showing of MLS#a4703004 at 4937 OXFORD DRIVE in SIESTA KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of PREMIER SOTHEBY’S INTERNATIONAL REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 4937 OXFORD DRIVE
SIESTA KEY, FL
