To schedule a showing of 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$850,000 Reduced -$49,000
1055 W Peppertree Drive UNIT 102AA
Sarasota, FL 34242
  • 2Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,163SqFt
  • 1974Year Built
  • 0.00Acres
  • MLS# A4677695
  • Residential
  • Condominium
  • Pending

  • Approx Time on Market5 months, 8 days
  • Area34242 - Sarasota/crescent Beach/siesta Key
  • CountySarasota
  • Subdivision Peppertree Bay IV

Overview

Under contract-accepting backup offers. Rare opportunity to own one of the most resilient and desirable residences on Siesta Key!This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf.One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets.The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021.Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit.Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care.The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere.Located in one of Floridas most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenitiesmaking it an outstanding lifestyle choice and investment opportunity.



Agriculture / Farm

Association Fees / Info

Community Features:  Clubhouse, CommunityMailbox, Fitness, Pool, Waterfront, WaterAccess, StreetLights

Pets Allowed:  No

Hoa Fees Frequency:  Monthly

Association:  Yes

Hoa Fees Frequency:  Monthly

Association Fee Includes:  AssociationManagement, CommonAreas, CableTv, Insurance, MaintenanceGrounds, MaintenanceStructure, PestControl, Pools, RecreationFacilities, RoadMaintenance, Sewer, Security, Taxes, Trash, Water

Hoa Fees:  1238

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Other

Building Area Source:  Owner

Buyer Compensation

Exterior Features

Pool Features:  Community

Patio:  Balcony

Exterior Features:  Balcony

Fees / Restrictions

Financial

Original Price:  $925,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Parking Features:  Assigned, Covered, Guest

Carport:  Yes

Car Ports:  1

Green / Env Info

Interior Features

Floors:  LuxuryVinyl, PorcelainTile

Levels:  One

Spa:  Yes

Laundry Features:  CommonOnFloor, Inside, LaundryRoom

Interior Features:  CeilingFans, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, StoneCounters, WalkInClosets

Appliances:  Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  Midnight Pass to south west Peppertree entrance. Closest high rise to the gulf.

Lot Size Units:  Acres

Lot Desc:  BuyerApprovalRequired

Misc

Other

Special Conditions:  None

Security Features:  ClosedCircuitCameras, FireAlarm, FireSprinklerSystem, KeyCardEntry, SmokeDetectors, SecurityLights, FireHydrants

Other Rooms Info

Property Info

Section:  18

Class Type:  Condominium

Property Sub Type:  Condominium

Construction Materials:  Concrete

Stories:  1

Total Stories:  1

Foundation:  Block

Human Modified:  Yes

Room Info

Total Rooms:  8

Sqft Info

Sqft:  1,163

Bulding Area Sqft:  1,462

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  NA

Tax Legal Description:  UNIT 102AA BLDG A-A PEPPERTREE BAY UNIT 4

Tax Block:  AA

Tax Annual Amount:  4365.18

Tax Book Number:  8-19

Unit Info

Unit:  102AA

Utilities / Hvac

Heating:  Electric, HeatPump

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, CableConnected, ElectricityAvailable, ElectricityConnected, FiberOpticAvailable, HighSpeedInternetAvailable, MunicipalUtilities, SewerConnected, WaterAvailable, WaterConnected

Waterfront / Water

Schools

Elem:  Phillippi Shores Elementary

Middle:  Brookside Middle

High:  Sarasota High

Directions

Midnight Pass to south west Peppertree entrance. Closest high rise to the gulf.

This listing courtesy of Realty Hub 

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Price & Status History (on davidshippey.com since Tue, Jan 13th 2026)
  • Original Price: $925,000
  • Current Price: $850,000
  • Price Reduced: $75,000
Date ChangedFromTo
05/23/2026ActivePending
03/01/2026$899,000 $850,000 Reduced by $49,000
02/06/2026$925,000 $899,000 Reduced by $26,000

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If you have any questions on 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4677695 located at 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida is brought to you by David Shippey REALTOR®

1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida has 2 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida is A4677695.
The price for 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida is $850,000.
The status of 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida is Pending.
The subdivision of 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida is Peppertree Bay IV.
The home located at 1055 W Peppertree Drive UNIT 102AA, Sarasota, Florida was built in 2026.