#662735, Olivia Pugh, Listing office: LPT Realty
29 Highpoint Dr Gulf Breeze, FL 32561
Property details
About 29 Highpoint Dr
Midcentury charm meets unbeatable location in this beautifully restored 1955 home nestled 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 exceptional recreation facilities, and just minutes by car to the beach. One of the neighborhoods basketball and pickleball courts sits right on Highpoint Drive—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 homes 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. (High. Point.)! Enjoy being within walking distance to some of Floridas 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, a splash pad, playgrounds, skatepark, disc golf course, paved walking trails, an indoor multisport facility, and more. This is more than a home—its a rare chance to live in the heart of Gulf Breeze Proper, surrounded by beauty, walkable adventures, and timeless style.
Highlights
Summary
- Full Bathrooms: 2
- Appliances: Dryer, Washer, Microwave, Dishwasher, Freezer, Refrigerator
- Flooring Type: Hardwood, Tile
- Interior: Baseboards, Ceiling Fan(s), Crown Molding, High Speed Internet, Recessed Lighting
- Total Bedroom Count: 3
- Parking: Driveway
- Exterior: Sprinkler
- Architectural Style: Contemporary, Ranch
- Heating: Central, Fireplace(s)
- Cooling: Central Air, Ceiling Fan(s)
- List Price: $640,000
- Price/SqFt: $356
- Annual Tax Amount: $1,302
- Tax Year: 2017
- Lot: Corner Lot
- Directions: Fairpoint Drive to Highpoint Dr. House is on the corner of Oviedo and Highpoint.
- Year Built: 1955
- Stories: 1
- Living Area: 1,794 SqFt
- Lot Size: 0.27 Acres
- MLS Number: 663177
- MLS Name: Pensacola MLS
- Office Name: Levin Rinke Realty
- Office Email: hilarybrady850@gmail.com
- Listing Agent: Hilary Brady
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Price information
Property sales
Date | Event | Price |
---|---|---|
Oct 09, 2023 | Home Sold | $580,000 |
Sep 15, 2011 | Home Sold | $230,000 |
Jul 20, 2011 | Home Sold | $50,000 |
Dec 03, 2010 | Home Sold | $105,000 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2023 | $164,511 | $- |
2022 | $159,719 | $- |
2021 | $155,067 | $- |
2019 | $132,637 | $- |
2017 | $127,487 | $1,302 |
History based on county public records data.
Nearby schools
10
Gulf Breeze Elementary School
Public District PK-5
0.9 mi
•549 Gulf Breeze Pkwy
6
Suter Elementary School
Public District KG-5
4.3 mi
•501 Pickens Ave
8
Pensacola Beach Elementary School Inc
Public Charter KG-5
4.6 mi
•900 Via De Luna Dr
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $105,603. Most Gulf Breeze, FL residents have annual incomes between $35k-100k. Most families are married, no kids. The majority of residents in this area have post secondary degree education.
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Frequently asked questions
About 29 Highpoint Dr
The listing price of 29 Highpoint Dr property is $640,000.
The property 29 Highpoint Dr is a house located in Gulf Breeze, Florida, 32561.
Active Listing: 29 Highpoint Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 29 Highpoint Dr are: Gulf Breeze Elementary School (GreatSchools Rating 10/10), Suter Elementary School (GreatSchools Rating 6/10), Pensacola Beach Elementary School Inc (GreatSchools Rating 8/10), Gulf Breeze Middle School (GreatSchools Rating 7/10), Warrington Middle School (GreatSchools Rating 2/10), Workman Middle School (GreatSchools Rating 4/10), Gulf Breeze High School (GreatSchools Rating 8/10), Pensacola High School (GreatSchools Rating 3/10), Camelot Academy of Escambia County (GreatSchools Rating 1/10).
According to the records, the last property tax for 2017 is $1,302 (source: MLS/based on county public records data).
The last sale was on October 9, 2023 for $580,000 (source: MLS/tax record).
The property at 29 Highpoint Dr has 3 bedrooms and 2 bathrooms.
The property 29 Highpoint Dr is 1,794 SqFt (source: MLS/tax record).
The year of construction for 29 Highpoint Dr is 1955.
This home is located at 29 Highpoint Dr in Gulf Breeze, FL and zip code 32561. This 1,794 square foot home, which was built in 1955, sits on a 0.27 acre lot. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since June 12, 2025 and is currently priced at $640,000.
While more than 8 listings in Gulf Breeze, FL in June 2025 were sold above asking price, there were more than 27 listings sold at asking price, and more than 64 were sold below. The number of listings in Gulf Breeze, FL increased by 0.7% between May and June 2025. While the average time on the market in June 2025 was 68 days, the median list price was $481,000.