Map location of 65 Happy Hollow Road, Freeport, FL 32439
$564,900
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65 Happy Hollow Road, Freeport, FL 32439

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4 Beds
3 Baths
2,200 Sq Ft

Discover a rare opportunity for multi-generational living, income potential, or simply the luxury of extra space at 65 Happy Hollow--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, fully redesigned from the ground up with modern finishes, an open layout, and thoughtful attention to detail. A brand-new Accessory Dwelling Unit (ADU) sits just behind the main residence, offering 1 bedroom, 1 bath, a full kitchen, and its own living room--ideal for extended family, guests, or rental income thanks to the area's minimal restrictions. (Bedroom/bath count reflects both dwellings combined.)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.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.Perfectly located, the home sits just 2.4 miles from US Hwy 331, approximately 5 miles to downtown Freeport, and under 10 miles to Hwy 98offering easy access to shopping, dining, schools, and the beaches beyond the 331 bridge while still maintaining the peaceful charm this area is known for.Whether you're looking for flexibility, privacy, investment potential, or a beautifully updated home in a serene setting, 65 Happy Hollow delivers it all.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.Schedule your showing today and experience the opportunity this unique property offers.

Listing By: Beverly J Buck - Coldwell Banker Realty flecar Realty.com
  • MLS# 990045
  • Date Listed11/20/2025
  • Days on Realty 19 Days
  • Bedrooms 4
  • Bathrooms 3 Full baths
  • Lot Size 0.57 acres (24,829 sq. ft)
  • Sewer Public Sewer
  • Subdivision HAPPY HOLLOW
  • Property Type Single Family
  • County Walton
  • Year Built 2003
  • Water Public
  • Square Feet 2,200 sq. ft
  • Price Per Sq. Ft $256.77

Interior Features

  • Appliances Dishwasher, Refrigerator, Oven, Disposal
  • Flooring Laminate, Tile
  • Cooling Ceiling Fan(s), Central Air
  • Heating Electric, Central

Exterior / Lot Features

  • Roof Metal
  • Lot Size Acres 0.57
  • Lot Size SQFT 24,829.20
  • Lot Features Cleared, Level

Directions

From US-HWY 98 take 331 north for about 6.2 miles. Turn right onto Black Creek Road and drive for about 2.4 miles. Turn right onto Happy Hollow Rd and 65 Happy Hollow Rd will be about 400 ft on the left hand side.

Financial Considerations

Nearby Schools

Source: School Digger

Freeport Elementary School

Public • PK - 4 • Serves this home

6.43 mi

Distance

Freeport Middle School

Public • 5 - 8 • Serves this home

5.52 mi

Distance

South Walton High School

Public • 9 - 12 • Serves this home

9.83 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 32439

Source: Walkscore

25/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 25/100.

Property Change History

Agent added 15 new photos to the listing
33 → 48 photos
Property description updated with new details
Agent added 14 new photos to the listing
19 → 33 photos
Property description updated with new details
Agent removed 1 photo from the listing
20 → 19 photos
Property description updated with new details
Agent added 19 new photos to the listing
1 → 20 photos
Agent added 1 new photo to the listing
0 → 1 photos

Points of Interest near 65 Happy Hollow Road, Freeport, FL 32439

Frequently Asked Questions for 65 Happy Hollow Road

Source: Realty.com

65 Happy Hollow Road, Freeport, FL 32439 is a Single Family 2,200 sq. ft. home listed for sale. Realty.com has 48 photos available of this 4 bed, 3 bath house, listed at $564,900. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 48 photos of 65 Happy Hollow Road.

Our records indicate that 65 Happy Hollow Road was built in 2003.

The full address for this home is 65 Happy Hollow Road, Freeport, FL 32439.

65 Happy Hollow Road has been listed on Realty.com since Thu November 20, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 25/100.

There are 3 schools assigned to this home. Check out the schools near 65 Happy Hollow Road. Freeport Elementary School (Grades: PK - 4), Freeport Middle School (Grades: 5 - 8), South Walton High School (Grades: 9 - 12)

Listing provided courtesy of: Coldwell Banker Realty (tel: 850-650-4563)
Listing agent: Beverly Buck (tel: 850-333-0413) (#E29105)

This content last refreshed on 2025-12-09 16:13:13. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 65 Happy Hollow Road, Freeport, FL 32439 : MLS# 990045

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