Date
Details
Price
Change
Source
1/13/2026
Listed
$925,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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 Florida's most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities-making it an outstanding lifestyle choice and investment opportunity.
Full Property Details
Full Property Details for 1055 W Peppertree Dr #102AA
General
- Price: $925,000
- HOA FEE: $1,238/month
- Taxes: $4,365 (2025)
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: A4677695
- Updated: 1/16/2026
- Added to Site: 5 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside, Laundry Room, Same Floor As Condo Unit
Additional Information
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Closed Circuit Camera(s), Fire Alarm, Fire Sprinkler System, Key Card Entry, Security Lights, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, Sliding Doors
Parking
- Carports: Yes
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 1
- Parking Features: Assigned, Covered, Ground Level, Guest
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: PEPPERTREE BAY IV
- Driving Directions: Midnight Pass to south west Peppertree entrance. Closest high rise to the gulf.
- Direction Faces: West
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Community Features: Gulf/Ocean Front, Water Access, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Pool
- Association: Yes
- Assoc. Name: Mike Seeley
- Assoc. Fees Include: Cable TV, Common Area Taxes, Community Pool, Insurance, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Security, Sewer, Trash
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Fire Hydrant, Public, Sewer Connected, Street Lights, Water Available, Water Connected
Structural Information
- Exterior Const.: Concrete
- Roof: Other
- Stories/Levels: One
- Square Feet: 1,163
- Sq. Ft. Source: Public Records
- Year Built: 1974
Lot Features
- Street/Road Desc.: Asphalt
Water Features
- Water Front Desc.: Gulf/Ocean Front
Financial Considerations
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Condo Fee: $1,238
- Condo Fee Freq: Monthly
- Tax Amount: $4,365.18
- Tax Year: 2025
Disclosures and Reports
- Ownership: Condominium
- Special Conditions: None
- Legal Description: UNIT 102AA BLDG A-A PEPPERTREE BAY UNIT 4
- Flood Zone Info: AE
- APN: 106034050
- Property ID: 106034050
- Block/Lot/Section: AA
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Schools
Schools serving 1055 W Peppertree Dr #102AA
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 2 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 3 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 4.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1055 W Peppertree Dr #102AA
Tax History
Tax History for 1055 W Peppertree Dr #102AA
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,770
-11%
$365,441
3%
2024
$4,215
4%
$355,142
3%
2023
$4,057
8%
$344,798
11%
2021
$3,756
-5%
$310,345
-7%
2022
$3,939
5%
$334,755
9%
2021
$3,756
3%
$306,060
2%
2019
$3,637
2%
$299,179
2%
2018
$3,552
—
$293,601
2%
2017
$3,535
—
$287,562
2%
2016
$3,531
-2%
$281,647
1%
2015
$3,595
—
$279,689
1%
2014
$3,581
6%
$277,469
7%
2013
$3,385
—
$259,132
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1055 W Peppertree Dr #102AA
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1055 W Peppertree Drive #102AA, Sarasota, FL 34242 (MLS# A4677695) is a Condo property with 2 bedrooms and 2 full bathrooms. 1055 W Peppertree Drive #102AA is currently listed for $925,000 and was received on January 13, 2026. Want to learn more about 1055 W Peppertree Drive #102AA? Do you have questions about finding other Condo real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.