65 Happy Hollow Rd

2,200 Sq. Ft.
$250 / Sq. Ft.
2,200
Sq. Ft.
$250
per Sq. Ft.

Description

Huge $15k price improvement! Take advantage of an additional $10,000, in seller concessions. 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 (Approx. 1,500 sqft) redesigned from the ground up with modern finishes, an open layout, and thoughtful attention to...Huge $15k price improvement! Take advantage of an additional $10,000, in seller concessions. 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 (Approx. 1,500 sqft) redesigned from the ground up with modern finishes, an open layout, and thoughtful attention to detail. A brand-new Accessory Dwelling Unit (ADU - Approx. 700sqft) 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 & total sqft 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.
  1. Listed by Beverly J Buck • Brokerage DRE #2028448 • Coldwell Banker Realty
    P: (850)-333-0413 C: (850)-333-0413 beverly.buck@floridamoves.com
  2. Listed by Eliana R Deacon • Brokerage DRE #2028448 • Coldwell Banker Realty
    P: (850)-865-3700 C: (850)-865-3700 eliana.deacon@cbrealty.com

Property Details for 65 Happy Hollow Road

Zoning
County, Deed Restrictions, Resid Single Family, See Remarks
Architectural Style
Contemporary
Subdivision Name
HAPPY HOLLOW
LISTING UPDATED: 01/11/2026 01:37 AM

Property Details for 65 Happy Hollow Road

StatusActive
MLS #990045
Days on Market52
Taxes$648 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Detached Single Family
Year Built2003
Lot Size0.57 AC / 24,829 SF
CountyWalton County

Location

Listing Courtesy of Coldwell Banker Realty
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Building Information for 65 Happy Hollow Road

Stories1Year Built2003Building Size-Lot Size0.57 AC / 24,829 SF

Payment Calculator

$2,734 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,680

Property Taxes

$54

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 65 Happy Hollow Road

Summary
Location and General Information
  • Community Features: Boat Launch, Fishing, Pets Allowed, Waterfront
  • 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.
  • Road Frontage Type: County Road
  • MLS Area Minor: 2008 - Jolly Bay
  • MLS Area Major: 20 - Freeport
  • Latitude: 30.450859
  • Longitude: -86.101536
  • Location Tax and Legal:Sub Area: 2008 - Jolly Bay
  • Location Tax and Legal:Elementary School: Freeport
  • Location Tax and Legal:Middle School: Freeport
  • Location Tax and Legal:High School: Freeport
  • Location Tax and Legal:Legal Description: LOT 18 BLK C HAPPY HOLLOW S/D PB 7-33 OR 2127-17 OR 2296-212 OR 2868-2126
  • Project Facilities: Boat Launch2, Fishing, Pets Allowed2, Short Term Rental - Allowed, Waterfront
  • Garage 2: false
Taxes and HOA
  • Tax Legal Description: LOT 18 BLK C HAPPY HOLLOW S/D PB 7-33 OR 2127-17 OR 2296-212 OR 2868-2126
  • Parcel Number: 36-1S-19-23010-00C-0180
  • Association Fee: $0
  • Tax Annual Amount: $648
  • Listing Info Tax Legal:Last Taxes: $648
  • Listing Info Tax Legal:Last Tax Year: 2025.0
School Information
  • Elementary School: Freeport
  • Middle Or Junior School: Freeport
  • High School: Freeport
Parking
  • Carport YN: No
  • General Property Info:Driveway Spaces: 6.0
Virtual Tour
Property
Lot Information
  • Building Area Source: Building Plan
  • Lot Size Dimensions: 109 x 249 x 105 x 218
  • Lot Size Acres: 0.57
  • Lot Size Area: 0.57
  • Lot Size Units: Acres
  • Property Condition: Renovated, Construction Complete
  • Lot Features: Cleared, Interior, Level, Restrictions, Within 1/2 Mile to Water
  • Building Area Total: 2200.0
  • Lot Size Square Feet: 24829.2
  • General Property Info:SqFt Source: Building Plan
  • LotParcel Access: County Road, Paved Road
  • Lot Features: Cleared, Interior, Level, Restrictions, Within 12 Mile to Water
Property and Assessments
  • Road Surface Type: Paved
  • Tax Year: 2025.0
  • Floor Plans Count: 0.0
  • Property Type: Residential
  • Year Built: 2003.0
  • Property Sub Type: Detached Single Family
  • New Construction YN: No
  • General Property Info:Sub-Type: Detached Single Family
  • General Property Info:Design: Contemporary
  • Listing Info Tax Legal:Homestead: false
  • Construction Status: Construction Complete
  • Construction Siding: Frame, Roof Metal, Roof Pitched, Siding CmntFbrHrdBrd, Slab, Trim Vinyl
Farm Information
  • Farm Info: See Remarks7
Utilities
  • Sewer: Public Sewer
  • Utilities: Electric, Public Water, Tap Fee Paid
  • Electric: True
  • Utilities: Electric, Public Sewer, Public Water, Tap Fee Paid
  • Energy: AC - Central Elect, Ceiling Fans, Heat Cntrl Electric, See Remarks, Water Heater - Tnkls
Interior and Exterior Features
Exterior Features
  • Construction Materials: Frame, Roof Pitched, Siding CmntFbrHrdBrd, Trim Vinyl
  • Foundation Details: Slab
  • Stories: 1.0
  • Fencing: Fenced Lot-Part
  • General Property Info:Pool: No
  • General Property Info:Pool Type: None
  • Exterior: Fenced Lot-Part
Interior Features
  • Heating: Central
  • Cooling: Ceiling Fans, Central Air
  • Interior Features: Ceiling Vaulted, Fireplace, Guest Quarters, Lighting Recessed, Newly Painted, Pantry, Shelving, Split Bedroom, Washer/Dryer Hookup, Woodwork Stained
  • Flooring: Floor Laminate, Floor Tile
  • Window Features: Window Treatmnt None
  • Room Type: Master Bedroom, Full Bathroom, Kitchen, Living Room, Dining Area, Bedroom
  • Rooms Total: 7.0
  • Bathrooms Total Integer: 3.0
  • Bathrooms Total Decimal: 3.0
  • Bathrooms Total Notational: 3.0
  • Cooling YN: Yes
  • Heating YN: Yes
  • Bedrooms Total: 4.0
  • Bathrooms Full: 3.0
  • Bathrooms Half: 0.0
  • Interior: Ceiling Vaulted, Fireplace, Floor Laminate, Floor Tile, Furnished - None, Guest Quarters2, Lighting Recessed, Newly Painted, Pantry, Renovated2, Shelving, Split Bedroom, WasherDryer Hookup, Window Treatmnt None, Woodwork Stained
  • Appliances: Dishwasher, Disposal, Oven Self Cleaning, Range Hood, Refrigerator, Refrigerator WIceMk, Smoke Detector, Smooth Stovetop Rnge
Room Information
Room 1
  • Room Type: Master Bedroom
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 2
  • Room Type: Full Bathroom
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 3
  • Room Type: Kitchen
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 4
  • Room Type: Living Room
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 5
  • Room Type: Dining Area
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 6
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 1.0
  • Room Width: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Room 7
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 1.0
  • Room Description: Measurements upon request
  • Room Dimensions: 1 x 1
Multi Family
Multi Family Information
  • Furnished: Furnished - None
Rental
Rent Information
  • General Property Info:Immediate Occupancy: true
  • Listing Info Tax Legal:Is Subject Leased: false

Property History for 65 Happy Hollow Road

DateEvent & SourcePriceAppreciation
Dec 11, 2025

Price Change

ECAR #990045

$549,900—
Nov 20, 2025

Listed (Active)

ECAR #990045

$564,900—
Jun 24, 2025

Sold (Public Record)

Public Record #1909639291

$300,000—
DateEvent & SourcePrice
12/11/2025

Price Change

ECAR #990045

$549,900
11/20/2025

Listed (Active)

ECAR #990045

$564,900
06/24/2025

Sold (Public Record)

Public Record #1909639291

$300,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 65 Happy Hollow Road

Taxable ValueLand$69,000Additions$166,485Total$235,485
Tax Record2024$632 ($53 / month)
Home Facts
Beds3Total Finished SqFt1,514 SqFtAbove Grade Finished SqFt1,514 SqFtStories1Lot Size24,773 SqFtStyleSingle Family ResidenceYear Built2003CountyWALTONAPN36-1S-19-23010-00C-0180

Schools near 65 Happy Hollow Road

This home is within Walton.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Charter - 5 to 12
Rating
School
Distance
Freeport Elementary School
PublicPK to 4

Freeport Middle School
Public5 to 8

Freeport Senior High School
Public9 to 12

Seaside Neighborhood School
Charter5 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

65 Happy Hollow Road is a single family home for sale in Freeport, FL 32439. This property was listed for sale on November 20, 2025 by Coldwell Banker Realty, it's currently listed at $549,900. It has been on the market for a total of 52 days and was last sold on June 24, 2025. This listing's school district is Walton. Nearby schools include Freeport Elementary School, Freeport Middle School and Freeport Senior High School. 65 Happy Hollow Road is a 4-bed, 3-bath, 2,200 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.