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65 Happy Hollow Road, Freeport, FL 32439 (MLS# 990045)

65 Happy Hollow Road, Freeport, FL 32439

$499,900
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 2,200 Lot Size (sq. ft.): 24,829 Status: Active
Current Price: $499,900 List Date: 11/20/2025 Last Modified: 3/17/2026

Description

MEGA PRICE IMPROVEMENT!! 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.

Supplements: 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

Open Houses

Sunday, March 22, 2:00 pm - 4:00 pm

More Information MLS# 990045

Contract Info

Listing Board: Emerald Coast List Price/SqFt: 227.23 List Date: 2025-11-20 Current Price: $499,900 List Price: $499,900

Location, Tax and Legal

Sub Area: 2008 - Jolly Bay Elementary School: Freeport Middle School: Freeport High School: Freeport Legal Description: LOT 18 BLK C HAPPY HOLLOW S/D PB 7-33 OR 2127-17 OR 2296-212 OR 2868-2126

General Property Info

Sub-Type: Detached Single Family Design: Contemporary SqFt Source: Building Plan Immediate Occupancy: Yes Garage: No Carport: No Driveway Spaces: 6 Pool: No Pool Type: None Apx SqFt(Htd/Cooled): 2200 Bedrooms: 4 Full Baths: 3 Total Bathrooms: 3 # Stories: 1 Year Built: 2003 Acreage: 0.57

Listing Info, Tax & Legal

Homestead: No Is Subject Leased: No Assessment Fees: No New Buyer Fee: No Last Taxes: 647.88 Last Tax Year: 2025 Brokerage Interest: No Interest As Is: Yes

Remarks & Misc

Remarks: MEGA PRICE IMPROVEMENT!! 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.

Construction Status

Construction Complete: 1

Farm Info

See Remarks: 1

Lot/Parcel Access

County Road: 1 Paved Road: 1

Lot Features

Cleared: 1 Interior: 1 Level: 1 Restrictions: 1 Within 1/2 Mile to Water: 1

Project Facilities

Boat Launch: 1 Fishing: 1 Pets Allowed: 1 Short Term Rental - Allowed: 1 Waterfront: 1

Construction/Siding

Frame: 1 Roof Metal: 1 Roof Pitched: 1 Siding CmntFbrHrdBrd: 1 Slab: 1 Trim Vinyl: 1

Utilities

Electric: 1 Public Sewer: 1 Public Water: 1 Tap Fee Paid: 1

Zoning

County: 1 Deed Restrictions: 1 Resid Single Family: 1 See Remarks: 1

Exterior

Fenced Lot-Part: 1

Interior

Ceiling Vaulted: 1 Fireplace: 1 Floor Laminate: 1 Floor Tile: 1 Furnished - None: 1 Guest Quarters: 1 Lighting Recessed: 1 Newly Painted: 1 Pantry: 1 Renovated: 1 Shelving: 1 Split Bedroom: 1 Washer/Dryer Hookup: 1 Window Treatmnt None: 1 Woodwork Stained: 1

Financing

Conventional: 1 FHA: 1 VA: 1

Appliances

Dishwasher: 1 Disposal: 1 Oven Self Cleaning: 1 Range Hood: 1 Refrigerator: 1 Refrigerator W/IceMk: 1 Smoke Detector: 1 Smooth Stovetop Rnge: 1

Energy

AC - Central Elect: 1 Ceiling Fans: 1 Heat Cntrl Electric: 1 See Remarks: 1 Water Heater - Tnkls: 1

Mstr Bdrm/Mstr Bath

MBath Double Vanity: 1 MBath Shower Only: 1 MBath Tile: 1 MBed First Floor: 1 MBed Trey Ceiling: 1 MBed Walk-in Closet: 1

Master Bedroom

First: 1

Bedroom

First: 1

Kitchen

First: 1

Living Room

First: 1

Full Bathroom

First: 1

Rooms

Bedroom: 1 Dining Area: 1 Full Bathroom: 1 Kitchen: 1 Living Room: 1 Master Bedroom: 1

Status Change Info

Status: Active

Location Tax and Legal

Area: 20 - Freeport Street #: 65 Street Name: Happy Hollow Street Suffix: Road State: FL Zip Code: 32439 County: Walton Project Name/Subdivision: HAPPY HOLLOW Parcel ID: 36-1S-19-23010-00C-0180

Property Features

Construction Status: Construction Complete Farm Info: See Remarks Lot Features: Cleared; Interior; Level; Restrictions; Within 1/2 Mile to Water Zoning: County; Deed Restrictions; Resid Single Family; See Remarks Project Facilities: Boat Launch; Fishing; Pets Allowed; Short Term Rental - Allowed; Waterfront Exterior: Fenced Lot-Part Interior: Ceiling Vaulted; Fireplace; Floor Laminate; Floor Tile; Furnished - None; Guest Quarters; Lighting Recessed; Newly Painted; Pantry; Renovated; Shelving; Split Bedroom; Washer/Dryer Hookup; Window Treatmnt None; Woodwork Stained Appliances: Dishwasher; Disposal; Oven Self Cleaning; Range Hood; Refrigerator; Refrigerator W/IceMk; Smoke Detector; Smooth Stovetop Rnge Utilities: Electric; Public Sewer; Public Water; Tap Fee Paid Energy: AC - Central Elect; Ceiling Fans; Heat Cntrl Electric; See Remarks; Water Heater - Tnkls Master Bedroom: First Bedroom: First Kitchen: First Living Room: First Full Bathroom: First Rooms: Bedroom; Dining Area; Full Bathroom; Kitchen; Living Room; Master Bedroom Financing: Conventional; FHA; VA

Room Information

Master Bedroom Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Full Bathroom Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Kitchen Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Living Room Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Dining Area Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Bedroom Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1 Bedroom Level: First Dimensions: 1 x 1 Length: 1.00 Width: 1.00 Remarks: Measurements upon request Dimensions: 1 x 1
Listing Office: Coldwell Banker Realty
Listing Agent: Beverly J Buck
Last Updated: March - 17 - 2026
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