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Back 102AA/1055 West Peppertree Drive
Off Market

102AA/1055 West Peppertree Drive

Siesta Key FL 34242

2
2
1
1462 sq. ft.
Condo
Last sold for $770,000
Tanya StutzmanTanya Stutzman, last sold this property on 08 July 2026 after 175 days on market.

Overview

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.

Features

2 bedrooms
2 bathrooms
1 carspace
1 carport space
1462 sq. ft. floor area
Condo

Estimated Value

Based on this property and similar 2 bedroom condos sold in Siesta Key over the last 12 months, the estimated median property value of 102AA/1055 West Peppertree Drive is $692k.

Median value
$692k
Estimated value range
$325k - $2.15m
Median days on market
84
Estimated value trend
-6%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Siesta Key. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 102AA/1055 West Peppertree Drive

2026
Sold
$770,000
08 Jul 2026 by Tanya Stutzman, of REALTY HUB

Happy sellers in Siesta Key

89%
89% of sellers in Siesta Key reported that their sale price either exceeded or met their price expectations.

Siesta Key stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Siesta Key over the last 12 months.

Local market activity for 2 bedroom condos in Siesta Key

In the last 12 months, 191 two-bedroom condos similar to 102AA/1055 West Peppertree Drive, have been sold.

This represents a 31% decrease in two-bedroom condos sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Siesta Key

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Mike Martino

Sellers who recommend Mike Martino have praised them for being local expert, detail-oriented, clear communication, hard-working, supportive, reliable, and honest

  •   5   (88 reviews)
  •  4 Reviews in Siesta Key
  •  7 Sales in Siesta Key
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Steve Abbe

Sellers who recommend Steve Abbe have praised them for being local expert, responsive, clear communication, supportive, reliable, well-prepared, and patient

  •   5   (163 reviews)
  •  3 Reviews in Siesta Key
  •  4 Sales in Siesta Key
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Maurice Menager

Maurice Menager is a recommended agent for Siesta Key.  They have 6 local sales and collected 1 local review across the last 12 months.

  •   5   (51 reviews)
  •  1 Review in Siesta Key
  •  6 Sales in Siesta Key
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Cheryl Santelli

Cheryl Santelli is a recommended agent for Siesta Key.  They have 6 local sales and collected 1 local review across the last 12 months.

  •   5   (14 reviews)
  •  1 Review in Siesta Key
  •  6 Sales in Siesta Key
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