1022 S OSPREY AVENUE, SARASOTA, Sarasota, FL, 34236, Residential, 3, 3, 2e49aa9074347a1aec37417c2c9006f7, A4666624,1022,OSPREY

  • $1,599,000

Overview

Property ID: A4666624
  • Single Family Residence
  • Property Type
  • 3
  • Bedrooms
  • 3
  • Bathrooms
  • 2284 Square Feet
  • Area Size
  • 1922
  • Year Built

Description

Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.

  • Address: OSPREY
  • City: SARASOTA
  • State/county: Sarasota
  • Zip/Postal Code: 34236
  • Area: RIGBYS SUB

Details

Updated on April 30, 2026 at 3:59 pm
  • Property ID A4666624
  • Price $1,599,000
  • Property Size 2284 Square Feet
  • Land Area 0.16 Square Feet
  • Bedrooms 3
  • Bathrooms 3
  • Year Built 1922
  • Property Type Single Family Residence
  • Property Status Residential

Additional details

  • ArchitecturalStyle Other, Mediterranean
  • BathroomsFull 3
  • BathroomsHalf 0
  • BathroomsTotalDecimal 3
  • BridgeModificationTimestamp April 30, 2026 at 01:35pm
  • BuildingAreaTotal 2706
  • CoListAgentFullName Fred Sassen
  • CoListAgentMlsId 281538537
  • CoListOfficeMlsId 281504998
  • CoListOfficeName MICHAEL SAUNDERS & COMPANY
  • ConstructionMaterials Block, Stucco
  • ContractStatusChangeDate 2025-10-31
  • Cooling Central Air
  • CumulativeDaysOnMarket 181
  • DaysOnMarket 181
  • DirectionFaces East
  • Directions From Downtown Sarasota Bayfront, drive east on Mound St., Turn Right on Osprey Avenue, House is on the right
  • ElementarySchool Southside Elementary
  • FeedTypes IDX
  • FireplaceFeatures Gas
  • Flooring Tile, Hardwood
  • FoundationDetails Crawlspace, Slab
  • Heating Central
  • HighSchool Sarasota High
  • IDXParticipationYN 1
  • InternetAddressDisplayYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures Inside, Laundry Room
  • LeaseConsideredYN 1
  • Levels One
  • ListAOR Sarasota - Manatee
  • ListAgentAOR Sarasota - Manatee
  • ListAgentEmail may4777@gmail.com
  • ListAgentFullName Barbara May
  • ListAgentKey 4102deb55bd888187119920161991688
  • ListAgentMlsId 288523103
  • ListAgentPreferredPhone 404-822-9264
  • ListOfficeKey a8d6427b0eef4da4984d3676e661d607
  • ListOfficeMlsId 281504998
  • ListOfficeName MICHAEL SAUNDERS & COMPANY
  • ListOfficePhone 941-951-6660
  • ListingContractDate 2025-07-17
  • ListingKey 2e49aa9074347a1aec37417c2c9006f7
  • ListingKeyNumeric 771123306
  • ListingTerms Cash, Conventional
  • LivingAreaSource Public Records
  • LotFeatures City Lot, Landscaped, Near Public Transit
  • LotSizeArea 6803
  • LotSizeSquareFeet 6803
  • MLSAreaMajor 34236 - Sarasota
  • MiddleOrJuniorSchool Brookside Middle
  • MlsStatus Active
  • ModificationTimestamp April 30, 2026 at 01:28pm
  • OnMarketDate 2025-10-31
  • OriginalEntryTimestamp September 30, 2025 at 05:31pm
  • OriginalListPrice 1650000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • OtherStructures Guest House, Shed(s)
  • Ownership Fee Simple
  • ParcelNumber 2036150079
  • ParkingFeatures Circular Driveway, Driveway
  • PatioAndPorchFeatures Patio, Screened
  • PhotosChangeTimestamp November 3, 2025 at 03:34pm
  • PhotosCount 35
  • PostalCode 34236
  • PostalCodePlus4 8433
  • PriceChangeTimestamp February 20, 2026 at 02:13pm
  • RoadFrontageType Street Paved
  • RoadSurfaceType Paved, Asphalt
  • Roof Membrane
  • RoomsTotal 6
  • STELLAR_AdditionalLeaseRestrictions Per city of Sarasota regulations
  • STELLAR_AdditionalRooms Inside Utility
  • STELLAR_AlternateKeyFolioNum 2036150079
  • STELLAR_CalculatedListPriceByCalculatedSqFt 700.09
  • STELLAR_CallCenterPhoneNumber 941-308-7777
  • STELLAR_CensusTract 5.01
  • STELLAR_CurrentPrice 1599000
  • STELLAR_DPRURL https://www.workforce-resource.com/dpr/listing/MFRMLS/A4666624?w=Agent&skip_sso=true
  • STELLAR_DPRURL2 https://www.workforce-resource.com/dpr/listing/MFRMLS/A4666624?w=Customer
  • STELLAR_FloodZoneCode X
  • STELLAR_FloodZoneDate 2024-03-27
  • STELLAR_FloodZonePanel 12115C0133G
  • STELLAR_GreenVerificationCount 0
  • STELLAR_HomesteadYN 1
  • STELLAR_LeaseRestrictionsYN 1
  • STELLAR_ListOfficeContactPreferred 941-951-6660
  • STELLAR_ListOfficeHeadOfficeKeyNumeric 1046728
  • STELLAR_ListSource MATRIX
  • STELLAR_ListSourceOriginal MATRIX
  • STELLAR_MinimumLease 1 Week
  • STELLAR_MlsMajorChangeType Price Decrease
  • STELLAR_NumTimesperYear 52
  • STELLAR_OfficeIDXOfficeParticipationYN 1
  • STELLAR_OfficeSyndicateTo Apartments.com, International MLS, Realtor.com, Zillow Rental
  • STELLAR_RATIO_CurrentPrice_By_BuildingAreaTotal 590.91
  • STELLAR_RATIO_CurrentPrice_By_CalculatedSqFt 700.09
  • STELLAR_SWSubdivCommunityName Not Applicable
  • STELLAR_ShowingRequirements Appointment Only, Combination Lockbox, Listing Agent Must Accompany, See Remarks, ShowingTime
  • STELLAR_ThirdPartyYN 1
  • STELLAR_TotalAcreage 0 to less than 1/4
  • STELLAR_TotalAnnualFees 0
  • STELLAR_TotalMonthlyFees 0
  • STELLAR_WaterfrontFeetTotal 0
  • Sewer Public Sewer
  • SourceSystemKey 771123306
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp September 30, 2025 at 05:31pm
  • StreetDirPrefix S
  • StreetName OSPREY
  • StreetNumber 1022
  • StreetNumberNumeric 1022
  • StreetSuffix AVENUE
  • TaxAnnualAmount 4185
  • TaxBookNumber 1-70
  • TaxLegalDescription LOT 3, LESS THE N 2 FT THEREOF, RIGBYS SUB, BEING SAME LANDS AS DESC IN ORI 2024074242
  • TaxLot 3
  • TaxYear 2024
  • Utilities Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
  • View Garden
  • WaterSource Public
  • Zoning RSF2

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