Experience the best of coastal lifestyle in this beautifully designed, nearly 4,000 sq ft single-level stucco home, with three large bedrooms plus a fourth bedroom that has been converted into an office with built-ins and cabinets, plus a view! This property is located in a highly coveted Gulf Breeze area in a vibrant, golf cart-friendly neighborhood with activities and amenities just steps away. Enjoy direct access to Woodland Lake Bayou, part of the Bluewater Kayak Trail, ideal for paddleboarding and kayaking. The property features unobstructed bayou views, a grandfathered 75-ft dock with a 170 sq ft platform, 35-ft walkway, 625 sq ft covered double boat lifts, and a kayak lift. Wildlife sightings of bald eagles, dolphins, and ospreys make this a nature lover’s paradise. Recreation abounds with pickleball, tennis, and basketball courts, plus Woodland Park just down the street. At 20 ft elevation, no flood insurance is required, and the sea wall is in great condition along the 75ft of waterfront. The home boasts professional landscaping, mature oaks and magnolias, extensive paver walkways, a courtyard with fountain, and an 18-ft aluminum screened pool enclosure (re-screened 2025). The outdoor kitchen features a Blaze grill, burner, and newly painted Naturekast cabinets. Interior highlights include 4-panel sliding glass doors, two gas fireplaces, epoxied 2-car garage with golf cart space, garage attic stair access, Maytag W/D (2021), Toto Washlet, whole-house Generac generator, HomeKit-enabled controls, central alarm system, two new water heaters (2024/2025), and Wi-Fi irrigation system with well. Recent updates include roof and exterior paint (2020), city sewer conversion has been paid, and hurricane shutters/panels are included. The active Woodland Bayou POA maintains access and bayou health and is voluntary. This home is a MUST SEE!
Sold for $2,700,000
$2,700,000
44 Highpoint Dr, Gulf Breeze, FL 32561
4beds
3,876sqft
Single Family Residence
Built in 1998
0.53 Acres Lot
$2,799,700 Zestimate®
$697/sqft
$5,719 Estimated rent
Home value
$2,799,700
$2.49M - $3.16M
$5,719/mo
Zestimate® history
Owner options
List your home for rent
$5,719/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,719/mo
Rent Zestimate®
Refinance and save
$17,140/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$17,140/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Two gas fireplacesSingle-level stucco homeOutdoor kitchenCourtyard with fountainToto washletBlaze grillHomekit-enabled controls
Zillow last checked:
Listing updated:
Listed by:
Tonya Zimmern 850-293-9959,
Levin Rinke Realty
Bought with:
Linda Murphy
KELLER WILLIAMS REALTY GULF COAST
Source: PAR,MLS#: 660945
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Game Room, Office, Media Room
Primary bedroom
- Level: First
- Area: 352
- Dimensions: 22 x 16
Bedroom
- Level: First
- Area: 228
- Dimensions: 19 x 12
Bedroom 1
- Level: First
- Area: 168
- Dimensions: 14 x 12
Bedroom 2
- Level: First
- Area: 135
- Dimensions: 9 x 15
Dining room
- Level: First
- Area: 425
- Dimensions: 25 x 17
Kitchen
- Level: First
- Area: 266
- Dimensions: 14 x 19
Living room
- Level: First
- Area: 208
- Dimensions: 16 x 13
Heating
- Natural Gas, Fireplace(s)
Cooling
- Central Air
Appliances
- Included: Electric Water Heater, Dryer, Washer, Built In Microwave, Disposal, Refrigerator, Self Cleaning Oven
- Laundry: Inside, W/D Hookups
Features
- Baseboards, Bookcases, Ceiling Fan(s), Crown Molding, High Ceilings, Plant Ledges, Recessed Lighting
- Flooring: Hardwood, Tile
- Doors: Storm Door(s)
- Windows: Storm Window(s), Blinds, Shutters
- Has basement: No
- Has fireplace: Yes
- Fireplace features: Two or More
Interior area
- Total structure area: 3,876
- Total interior livable area: 3,876 sqft
Property
Parking
- Total spaces: 2
- Parking features: 2 Car Garage, Garage Door Opener
- Garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Lanai, Patio
- Exterior features: Irrigation Well, Lawn Pump, Rain Gutters, Dock
- Has private pool: Yes
- Pool features: In Ground, Screen Enclosure, Vinyl
- Fencing: Back Yard,Privacy
- Has view: Yes
- View description: Bayou, Water
- Has water view: Yes
- Water view: Bayou, Water
- Waterfront features: Bayou, Waterfront
Lot
- Size: 0.53 Acres
- Features: Central Access, Cul-De-Sac, Interior Lot, Sprinkler
Details
- Additional structures: Boat House
- Parcel number: 063s290540001000570
- Zoning description: Res Single
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Slab
- Roof: Shingle
Condition
- Resale
- New construction: No
- Year built: 1998
Utilities & green energy
- Electric: Circuit Breakers, Copper Wiring
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Insulated Walls
Community & HOA
Community
- Security: Security System, Smoke Detector(s)
- Subdivision: Casablanca
HOA
- Has HOA: Yes
- Services included: Association
- HOA fee: $100 annually
Location
- Region: Gulf Breeze
Financial & listing details
- Price per square foot: $697/sqft
- Tax assessed value: $1,402,547
- Annual tax amount: $12,483
- Price range: $2.7M - $2.7M
- Date on market: 3/27/2025
- Cumulative days on market: 13 days
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 4/28/2025 | Sold | $2,700,000-8.5%$697/sqft |
Source:  PAR #660945 Report a problem | ||
| 4/10/2025 | Contingent | $2,950,000$761/sqft |
Source: PAR #660945 Report a problem | ||
| 4/10/2025 | Pending sale | $2,950,000$761/sqft |
Source:  Navarre Area BOR #971446 Report a problem | ||
| 3/27/2025 | Listed for sale | $2,950,000+210.5%$761/sqft |
Source: PAR #660945 Report a problem | ||
| 7/10/2017 | Sold | $950,000-5%$245/sqft |
Source: PAR #500492 Report a problem | ||
| 4/19/2017 | Price change | $999,900-9.1%$258/sqft |
Source: TOPGUN Property Realty, LLC #500492 Report a problem | ||
| 12/10/2016 | Price change | $1,100,000-4.3%$284/sqft |
Source: TOPGUN Property Realty, LLC #500492 Report a problem | ||
| 5/27/2016 | Listed for sale | $1,150,000$297/sqft |
Source: TOPGUN Property Realty, LLC #500492 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,483 +1.7% | $980,142 +3% |
| 2023 | $12,273 +2.3% | $951,594 +3% |
| 2022 | $12,002 +0.6% | $923,878 +3% |
| 2021 | $11,936 +0.4% | $896,969 +1.4% |
| 2020 | $11,889 +2.1% | $884,585 +2.3% |
| 2019 | $11,643 | $864,697 +1.9% |
| 2018 | $11,643 +26.6% | $848,574 +27.6% |
| 2017 | $9,199 | $665,174 +2.1% |
| 2016 | $9,199 +0.4% | $651,493 +0.7% |
| 2015 | $9,160 -1.7% | $646,964 +0.8% |
| 2014 | $9,318 | $641,829 +1.5% |
| 2013 | -- | $632,344 +1.7% |
| 2012 | -- | $621,774 +3% |
| 2011 | -- | $603,664 +1.5% |
| 2010 | -- | $594,743 +2.7% |
| 2009 | -- | $579,107 +0.1% |
| 2008 | -- | $578,528 |
| 2007 | -- | -- |
| 2006 | -- | -- |
| 2005 | -- | -- |
| 2004 | -- | -- |
| 2003 | -- | -- |
| 2002 | -- | -- |
| 2001 | -- | -- |
| 2000 | -- | -- |
Find assessor info on the county website
Neighborhood: 32561
Nearby homes
- $1,577,2004 bd3 ba2.6k sqft46 Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $2,143,2005 bd4 ba3.2k sqft42 Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $1,661,3004 bd2 ba2.5k sqft48 Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $--3 bd2 ba1.7k sqft40A Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $738,6004 bd2 ba2.6k sqft47 Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $1,546,5003 bd2 ba2.4k sqft40 Highpoint Dr #B, Gulf Breeze, FL 32561Off Market
- $680,7003 bd2 ba1.7k sqft40 Highpoint Dr, Gulf Breeze, FL 32561Off Market
- $579,8004 bd3 ba2.1k sqft37 Highpoint Dr, Gulf Breeze, FL 32561Off Market
Nearby schools
GreatSchools rating
- 9/10Gulf Breeze Elementary SchoolGrades: PK-5Distance: 0.9 mi
- 8/10Gulf Breeze Middle SchoolGrades: 6-8Distance: 1 mi
- 7/10Gulf Breeze High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Gulf Breeze
- Middle: GULF BREEZE
- High: Gulf Breeze
Source: PAR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$2,799,700
2% more
+$55,994
With Zillow Showcase(estimated)
$2,855,694
- Florida
- Santa Rosa County
- Gulf Breeze
- 32561
- 44 Highpoint Dr
Nearby cities
Nearby zip codes
Other Gulf Breeze Topics
