65 Happy Hollow Road, Freeport, FL 32439
Local realty services provided by:ERA American Real Estate
65 Happy Hollow Road,Freeport, FL 32439
$519,900
- 4 Beds
- 3 Baths
- 2,200 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, Feb 2202:00 pm - 05:00 pm
Listed by: beverly j buck, eliana r deacon
Office: coldwell banker realty
MLS#:990045
Source:FL_ECAR
Price summary
- Price:$519,900
- Price per sq. ft.:$236.32
About this home
HUGE Price Improvement --Now Offered at $519,900! Discover a rare opportunity for multi-generational living, income potential, or simply the luxury of extra space at 65 Happy Hollo--a beautifully remodeled property offering exceptional versatility on a peaceful 0.57-acre lot in Freeport.
The main home features 3 bedrooms and 2 baths (approx. 1,500 sq ft), redesigned from the ground up with modern finishes, an open layout, and thoughtful attention to detail. Just behind the main residence sits a newly built-out Accessory Dwelling Unit (ADU--approx. 700 sq ft) offering 1 bedroom, 1 bath, a full kitchen, and its own living room--ideal for extended family, guests, or flexible living arrangements. The ADU is currently rented on a month-to-month basis, providing instant income for the new owner, with the flexibility to continue renting or use it for personal use.
Inside the main home, you're welcomed by a bright, expansive living area featuring. Vaulted ceilings with exposed beams, recessed lighting, and a white wood-paneled ceiling that enhances the coastal-inspired charm. Large windows fill the home with natural light, while a modern electric fireplace adds warmth and character.
The beautifully updated kitchen is a chef's delight, offering white cabinetry, quartz countertops, stainless-steel appliances, a farmhouse sink, and brass fixtures. Hardwood flooring flows seamlessly throughout the home, creating a unified and elegant living space.
Bedrooms are generously sized with large windows overlooking the natural surroundings. Bathrooms showcase standout design, including a walk-in shower with iridescent teal tile and gold fixtures and another with stylish star-pattern flooring. With five total closets and a well-designed hallway layout, storage and functionality are abundant.
Situated on a spacious 0.57-acre lot, the property includes a paved driveway with ample parking and partial fencing for added privacy. Outdoors, the spacious lot provides room to relax and enjoy the natural beauty of Happy Hollow. The property includes a paved driveway with ample parking, partial fencing for privacy, and open green space with room to breathe.
The private community dedicated boat launch allows you to enjoy the beauty of nature on Black Creek which leads to the Choctawhatchee Bay via boat, kayak, or paddleboard. Fishing, swimming, and watersports are all at your disposal with this nearby boat launch.
Located just 2.4 miles from Hwy 331, minutes from downtown Freeport, and close to upcoming developments including the new Freeport Walmart, hotels near Bear Creek, and indoor pickleball courts, this area is positioned for continued growth and appreciation. Under 10 miles to Hwy 98, offering easy access to shopping, dining, schools, and the beaches beyond the 331 bridge while still maintaining the peaceful charm this area is known for.
With a new price of $519,900, built-in rental income, and rare dual-living flexibility, 65 Happy Hollow is a standout opportunity for homeowners and investors alike.
Note:
-Grass in 1st photo is AI Generated to give you an idea of what it can look when the whole property is seeded in grass.
-Bedroom/bath count & total sqft in MLS reflects both dwellings combined
Contact an agent
Home facts
- Year built:2003
- Listing ID #:990045
- Added:91 day(s) ago
- Updated:February 16, 2026 at 01:11 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Living area:2,200 sq. ft.
Structure and exterior
- Year built:2003
- Building area:2,200 sq. ft.
- Lot area:0.57 Acres
Schools
- High school:Freeport
- Middle school:Freeport
- Elementary school:Freeport
Utilities
- Water:Public Water, Tap Fee Paid
Finances and disclosures
- Price:$519,900
- Price per sq. ft.:$236.32
- Tax amount:$648 (2025)
New listings near 65 Happy Hollow Road
- New
$538,999Active5 beds 3 baths2,720 sq. ft.46 E Tweet Street, Freeport, FL 32439
MLS# 995761Listed by: LEAD REALTY - New
$543,558Active5 beds 3 baths2,720 sq. ft.230 Constellation Avenue, Freeport, FL 32439
MLS# 995742Listed by: DSLD HOMES FLORIDA LLC - Open Sat, 11am to 2pmNew
$444,400Active3 beds 2 baths1,721 sq. ft.11 Hemingway Lane, Freeport, FL 32439
MLS# 995692Listed by: COLDWELL BANKER REALTY - New
$597,500Active4 beds 3 baths2,477 sq. ft.20 N J Hunter's Way #Lot 61, Freeport, FL 32439
MLS# 995661Listed by: TH COASTAL REALTY LLC
$563,521Pending4 beds 3 baths2,614 sq. ft.316 E Tweet Street, Freeport, FL 32439
MLS# 995610Listed by: DSLD HOMES FLORIDA LLC- Open Sat, 12 to 3pmNew
$614,900Active3 beds 3 baths2,399 sq. ft.183 Meadow Lake Drive, Freeport, FL 32439
MLS# 995626Listed by: COLDWELL BANKER REALTY - New
$912,985Active3 beds 3 baths2,927 sq. ft.39 W Perseverance Point, Freeport, FL 32439
MLS# 995466Listed by: DSLD HOMES FLORIDA LLC - New
$330,900Active4 beds 2 baths1,799 sq. ft.193 Dockside Road, Freeport, FL 32439
MLS# 995473Listed by: DR HORTON REALTY OF EMERALD COAST LLC - New
$320,900Active3 beds 2 baths1,641 sq. ft.183 Dockside Road, Freeport, FL 32439
MLS# 995477Listed by: DR HORTON REALTY OF EMERALD COAST LLC - Open Sun, 12:30 to 2:30pmNew
$849,000Active4 beds 3 baths3,121 sq. ft.513 W Club House Drive, Freeport, FL 32439
MLS# 995484Listed by: THE AGENCY NORTHWEST FLORIDA BEACHES