$4,775,000
1404 Kenilworth StreetSarasota, FL 34231
Listing updated: November 3, 2026 at 7:04 AM ET
Listing courtesy of Michael Saunders & Company · Kim Ogilvie · MLS #A4706282 · Active · 941-951-6660Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
Designed by renowned architect Guy Peterson, this waterfront residence in gated Oyster Bay Landings pairs distinctive modern architecture with a private setting overlooking a short canal to Sarasota Bay. Offering 5,428 square feet with four bedrooms and four and a half baths, the home is defined by walls of glass, expansive outdoor living spaces and a private dock with two lifts and bridge-free access to the bay. Natural materials bring warmth to the interiors, while water views and changing evening light create a compelling backdrop throughout. In the great room, travertine floors and cypress ceiling details complement floor-to-ceiling windows, creating an inviting balance of openness and warmth. Expansive terraces extend the living spaces outdoors, offering places to gather, dine or simply enjoy the waterfront setting. The kitchen brings people together around an island with seating for six, supported by separate refrigerator and freezer units, two dishwashers and a deep walk-in pantry. A 20-foot counter accommodates two desk workstations, while the adjoining family room features a built-in entertainment wall and opens to a waterfront patio with an outdoor cooking center. A game area with a wet bar and 400-bottle wine room offers another setting for evenings with friends. The dedicated office is appointed with stone countertops and solid wood cabinetry. Throughout more than 4,000 square feet of outdoor space, the home offers a variety of experiences. Covered terraces overlook tropical gardens and manicured grounds, while the courtyard brings together a heated pool and spa. Along the canal, the two private docks make boating a natural extension of life at home, with Sarasota Bay just beyond. Upstairs, a 30-foot hallway creates a distinctive approach to the private primary wing. Water views, a sitting room, morning bar and adjoining gym or office give the suite the feeling of a retreat within the home. The primary bath and dressing spaces include a dressing hall with built-ins and mirrors, a generous custom walk-in closet, a multi-function shower and a deep jetted soaking tub. Additional en-suite bedrooms feature custom closet systems and elevated ceilings. An elevator serves all three levels, complemented by a Crestron music and lighting system, a Generac generator and a four-car garage. Within easy reach of Sarasota’s beaches, golf, dining and downtown, this residence brings together architectural distinction, gated privacy and direct boating access. Its thoughtful balance of gathering spaces and private retreats makes it as welcoming for a houseful of guests as it is for a quiet evening overlooking the water.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveNov 2, 2026
- Listed$4,775,000Nov 2, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Oyster Bay Landings
- County
- Sarasota
- Year built
- 2007
- Living area
- 6,040 sq ft
- Price/sq ft
- $791
- Building area
- 9,748 sq ft (Public Records)
- Lot size
- 9,842 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12115C0141G)
- Garage
- 4 spaces
- Pool
- Private pool
- Annual taxes
- $46,609 (2025)
- Parcel #
- 0076140020
- Zoning
- RSF1
- MLS #
- A4706282
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Half bathrooms
- 1
- Flooring
- Carpet, Travertine, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Water Softener, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
- Laundry
- Inside, Laundry Chute, Laundry Room, Upper Level
- Stories / Levels
- Three Or More
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Heat Pump, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 4
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Ground Level, Oversized, Tandem
HOA & Financial
- HOA fee
- $1,010 / Quarterly
- Monthly HOA
- $337/mo
- Total monthly fees
- $337/mo
- Total annual fees
- $4,040
- HOA name
- Oyster Bay Landings Association, Inc Celina Foster
- CDD
- No
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Please refer to the city/county rental rules. OR Please refer to the city/county rental rules and condominium documents.
Exterior & Construction
- Exterior features
- Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Yard, Storage
- Construction materials
- Block, Concrete, Stucco
- Roof
- Membrane, Metal
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Propane, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 19x24 |
| Kitchen | First | 18x23 |
| Primary Bedroom | Second | 14x15 |
| Bedroom 2 | Second | 12x17 |
| Bedroom 3 | Second | 12x17 |
| Bedroom 4 | First | 16x16 |
| Game Room | First | 14x30 |
| Den | Second | 12x16 |
| Office | First | 11x16 |
| Family Room | First | 15x23 |
Listing Details
- Listing date
- 2026-09-15
- On market date
- 2026-11-02
- Original list price
- $4,775,000
- Occupant type
- Owner
- MLS area
- 34231 - Sarasota/Gulf Gate Branch
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-11-02
- Tax legal description
- LOT 10, OYSTER BAY LANDINGS, CONTAINING 9842 SF UPLAND, 2580 SF SUBMERGED
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From US 41, Travel South On 4. Right On Kenilworth S.t Enter Through Gate. Property On The Left Side.
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