29 Highpoint Drive

Off Market

29 Highpoint Drive

Gulf Breeze FL 32561

1794 sq. ft.

11761.2 sq. ft.

Single-Family

Last sold for $600,000

Hilary Brady, last sold this property on 23 September 2025 after 103 days on market.

Overview

PRICE REDUCED! Midcentury charm meets unbeatable location in this beautifully restored 1955 home in the heart of Gulf Breeze Proper. Situated on a spacious corner lot, this timeless property blends original character with thoughtful modern upgrades—only a short stroll to Shoreline Park’s boat ramp and recreation facilities, and just minutes by car to the beach. One of the neighborhood's basketball and pickleball courts sits just steps from your front porch, offering easy access with a tucked-away, semi-private feel. Step inside to find a bright, open living area filled with natural light streaming through abundant windows, all outfitted with classic plantation blinds. The living room flows seamlessly into an updated kitchen with granite countertops, KitchenAid appliances, and modern fixtures. Original hardwood floors, unique tile details and exposed wood beams preserve the home's timeless character. The oversized primary bedroom includes a spacious walk-in closet and convenient laundry room. Both bathrooms feature tiled showers and tasteful, updated finishes. A peaceful back patio opens to lush foliage and colorful blooms including magnolia trees, camellias, mulberry trees, palms, hibiscus, and an abundance of azaleas—offering year-round beauty and natural privacy. Highpoint Drive is known for its picturesque canopy of live oaks and is one of the only streets in the area that does not require flood insurance. Enjoy being within walking distance to some of Florida's top-rated schools, Woodland Park, and the Gulf Breeze Recreation Center—located in Shoreline Park’s 155 acres of green space. The Rec Center boasts 10 lighted athletic fields, tennis courts, splash pad, playgrounds, skatepark, disc golf course, paved walking trails, an indoor multisport facility, and more. This is more than a home—it's a rare chance to live in the heart of Gulf Breeze Proper, surrounded by beauty, walkable adventures, and timeless style.

Features

3 bedrooms

2 bathrooms

1794 sq. ft. floor area

11761.2 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Gulf Breeze over the last 12 months, the estimated median property value of 29 Highpoint Drive is $575k.

Median value

$575k

Estimated value range

$300k - $1.8m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Gulf Breeze. 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 29 Highpoint Drive

2025

Sold

$600,000

23 Sep 2025 by Hilary Brady, of Levin Rinke Realty

Happy sellers in Gulf Breeze

88%

88% of sellers in Gulf Breeze reported that their sale price either exceeded or met their price expectations.

Gulf Breeze stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 8 reviews in Gulf Breeze over the last 12 months.

Local market activity for 3 bedroom single-family properties in Gulf Breeze

In the last 12 months, 46 three-bedroom single-family properties similar to 29 Highpoint Drive, have been sold.

This represents a 7% decrease in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Gulf Breeze for a market analysis.

Peggy Braun

at Berkshire Hathaway HomeServices PenFed Realty

(52 reviews)

Get a market analysis

Jennifer Keenan

at KELLER WILLIAMS REALTY GULF COAST

(3 reviews)

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Kelly Sakey

at Levin Rinke Realty

(1 review)

Get a market analysis

Christina Leavenworth

at Levin Rinke Realty

(14 reviews)

Get a market analysis

Nearby agents

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

Peggy Braun

Sellers who recommend Peggy Braun have praised them for being clear communication, local expert, friendly, responsive, detail-oriented, well-prepared, and great negotiation