$5,650,000

4311 BAY SHORE ROAD, Sarasota, FL 34234

  • 4 beds |
  • 6 baths |
  • 5,033 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1925
  • Property Lot Size Icon0.74acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $1,123/sqft
  • Property List Date Icon Listed 26 days ago

Property Description

STUNNING BAYFRONT ESTATE at an incredible price. Located in the Indian Beach–Sapphire Shores neighborhood, this 1925 Mediterranean estate sits on nearly three-quarters of an acre with sweeping views of Sarasota Bay—from the downtown skyline and Ringling Bridge to the northern tip of Longboat Key. Meticulously updated while maintaining its original character, the home blends historic craftsmanship with modern comfort. Behind the gated entry, a koi pond and circular drive with a central fountain lead to a welcoming courtyard featuring four garage spaces. The main living areas are defined by high ceilings, detailed millwork, and generous natural light. The formal living room features a coffered ceiling and marble fireplace, while the adjoining dining room offers bay views, custom built-ins, and a hand-painted recessed ceiling. The newly renovated kitchen includes a Sub-Zero refrigerator, AGA induction range, dolomite countertops, and breakfast area. The den/office overlooks the pool and bay, and the grand salon—with its soaring ceilings, stately fireplace, and 10-foot arched doors—opens to a large covered terrace ideal for entertaining or enjoying the spectacular sunsets. Upstairs are three ensuite bedrooms, each with access to a private terrace. The primary suite, fully redesigned in 2021, includes a spacious walk-in closet, and a luxurious bath with soaking tub, and walk-in shower. Landscape architect Michael Gilkey transformed the grounds into multiple outdoor spaces featuring a lush tropical garden, bocce court, tiled heated pool, and ample patio space. A separate guesthouse offers two rooms, 2 baths, and a kitchenette, easily configured as two ensuite bedrooms. Additional updates include new HVAC systems, air-conditioned garages, new seawall (2022), upgraded electrical and lighting, and impact-rated windows and doors. A rare blend of history, privacy, and waterfront elegance. Book your private showing today.

Listing Status:
Active
Date Added:
November 3, 2025 at 06:00AM
Listing Office:
MICHAEL SAUNDERS & COMPANY : 941-951-6660
Listing Agent:
Fred Sassen : 404-408-5956
MLS ID:
A4668583
  • General: Built-in FeaturesCeiling Fans(s)Central VaccumCoffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsPrimaryBedroom UpstairsStone CountersThermostatWalk-In Closet(s)Wet BarWindow Treatments
  • Rooms: Den/Library/OfficeFormal Dining Room SeparateFormal Living Room SeparateGreat RoomInside UtilityInterior In-Law Suite w/Private Entry
  • Appliances: Bar FridgeConvection OvenDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWater SoftenerWine Refrigerator
  • Laundry: InsideLaundry Room
  • Basement: Interior EntryPartialUnfinished
  • Flooring: Ceramic TileMarbleTileTravertineWood
  • A/C: Central AirHumidity ControlMini-Split Unit(s)
  • Heating: CentralElectric
  • Fireplace: Family RoomGasLiving RoomOtherWood BurningFireplace
  • General: BalconyCourtyardFrench DoorsGardenHurricane ShuttersLightingPrivate MailboxRain Gutters
  • Style: CustomMediterranean
  • Other Structures: Guest HousePatioCovered
  • Pool: Auto CleanerHeatedIn GroundLightingTile
  • Parking: Circular DrivewayCoveredDrivewayElectric Vehicle Charging Station(s)Garage Door OpenerGround LevelGuestOversized
  • Roofing: MembraneTile
  • Windows: Storm Window(s)
  • General: BlockCement SidingStuccoFrameTwoBlock
  • Road/Access: AsphaltPaved
  • Originating MLS: Stellar MLS
  • County: Sarasota
  • Zoning: RSFELOT 2W L NEUBAUERS SUB RESUB OF BLK 33 & PART OF BLK 35INDIAN BEACHBEING SAME LANDS AS DESC IN ORI 20191778692004050002
  • View: Water
  • Fencing: FencedOther
  • Utilities: Cable AvailableCable ConnectedElectricity ConnectedFire HydrantNatural Gas ConnectedPublicSewer AvailableWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Fred Sassen, MICHAEL SAUNDERS & COMPANY

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

E

Emma E. Booker Elementary School

2350 Dr Martin Luther King Way, Sarasota, FL, 34234

Grades PK-5

2.48 miles away

B

Booker Middle School

2250 Myrtle St, Sarasota, FL, 34234

Grades 6-8

2.25 miles away

B

Booker High School

3201 N Orange Ave, Sarasota, FL, 34234

Grades 9-12

1.29 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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