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Back 91 Cypress Hill Road
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91 Cypress Hill Road

Santa Rosa Beach FL 32459

3
3
1938 sq. ft.
4791.6 sq. ft.
Single-Family
Last sold for $1,500,000
Spears GroupSpears Group, last sold this property on 23 February 2026 after 301 days on market.

Overview

Welcome to 91 Cypress Hill Road, a hidden gem located on one of Old Seagrove's most coveted streets. Tucked away among mature Chapman oaks in an exclusive enclave, this European-inspired retreat perfectly balances privacy, charm, and proximity to both the Gulf of Mexico and the vibrant heart of Seaside. Designed with versatility and comfort in mind, this unique property features three interconnected living quarters, offering ideal accommodations for extended families or multiple groups. The thoughtfully designed layout provides ample communal spaces for gathering, along with private retreats for rest and relaxation. The main home offers three bedrooms, two additional sleeping areas, two full bathrooms, and one half bath. Outdoor living is seamlessly integrated with a private 12' x 34' pool, complete with water features, a tanning shelf, and lush tropical landscaping. Multiple covered porches, a gas grill, and a private outdoor shower create an inviting environment for alfresco dining and lounging. A separate four-story tower serves as the perfect guest retreat or teen hideaway, featuring a second kitchenette, additional lounge space, and a Gulf-view observation deck ideal for sunset viewing. Highlights of this extraordinary property include sleeping accommodations for up to 14 guests, multiple kitchens and living areas offering ultimate flexibility, a private apartment complete with a full bath, kitchenette, and laundry, and expansive outdoor spaces including covered porches and an observation deck. Additional features such as a gas grill, a private outdoor shower, and driveway parking for four vehicles further enhance the comfort and convenience of this remarkable home. Ideally situated within a short stroll to the sugar-white sands of Seagrove Beach and the boutiques, dining, and entertainment of Seaside, 91 Cypress Hill Road offers a rare opportunity to own a truly versatile beach retreat  equally suited for personal enjoyment or lucrative rental income.

Features

3 bedrooms
3 bathrooms
1938 sq. ft. floor area
4791.6 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Santa Rosa Beach over the last 12 months, the estimated median property value of 91 Cypress Hill Road is $785.25k.

Median value
$785.25k
Estimated value range
$157.5k - $12.5m
Median days on market
61
Estimated value trend
6%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Santa Rosa Beach. 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 91 Cypress Hill Road

2026
Sold
$1,500,000
23 Feb 2026 by Spears Group, of Compass

Happy sellers in Santa Rosa Beach

89%
89% of sellers in Santa Rosa Beach reported that their sale price either exceeded or met their price expectations.

Santa Rosa Beach stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 26 reviews in Santa Rosa Beach over the last 12 months.

Local market activity for 3 bedroom single-family properties in Santa Rosa Beach

In the last 12 months, 295 three-bedroom single-family properties similar to 91 Cypress Hill Road, have been sold.

This represents a 7% increase in three-bedroom single-family properties 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 Santa Rosa Beach

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Casey Porter

Casey Porter is a recommended agent for Santa Rosa Beach.  They have 4 local sales and collected 12 local reviews across the last 12 months.

  •   5   (17 reviews)
  •  12 Reviews in Santa Rosa Beach
  •  4 Sales in Santa Rosa Beach
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Katelyn Wilcox

Katelyn Wilcox is an award winning recommended agent for Santa Rosa Beach.  They have 4 local sales and collected 4 local reviews across the last 12 months.

  •   5   (9 reviews)
  •  4 Reviews in Santa Rosa Beach
  •  4 Sales in Santa Rosa Beach
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Jennifer Crawford

Jennifer Crawford is an award winning recommended agent for Santa Rosa Beach.  They have 6 local sales and collected 4 local reviews across the last 12 months.

  •   5   (21 reviews)
  •  4 Reviews in Santa Rosa Beach
  •  6 Sales in Santa Rosa Beach
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Michele Bailey

Michele Bailey is an award winning recommended agent for Santa Rosa Beach.  They have 9 local sales and collected 2 local reviews across the last 12 months.

  •   5   (21 reviews)
  •  2 Reviews in Santa Rosa Beach
  •  9 Sales in Santa Rosa Beach
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