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PendingPrice cut: $35K (7/1)
$424,900
3beds
1,500sqft

65 Happy Hollow Rd, Freeport, FL 32439

3beds
1,500sqft
Single family residence
Built in 2003
0.57 Acres
6 Parking spaces
$283 price/sqft

What's special

Detached accessory buildingBeautifully updated bathroomsAbundant natural lightQuartz countertopsSpacious lotPrivacy and peaceful surroundingsStunning galley-style kitchen

A fresh opportunity awaits at 65 Happy Hollow. Set on a peaceful 0.57-acre lot in one of Freeport's fastest-growing areas, this beautifully remodeled 3-bedroom, 2-bath home offers something that's becoming increasingly difficult to find--space to live life your way. Step inside to discover a bright, open floor plan featuring vaulted ceilings with exposed beams, abundant natural light, rich hardwood flooring, and a stunning galley-style kitchen with quartz countertops, white cabinetry, stainless steel appliances, a farmhouse sink, and designer brass accents. The beautifully updated bathrooms add warmth and character, while every detail has been thoughtfully selected to create a home that feels both stylish and welcoming. Outside is where this property truly shines. Whether you own a boat, RV, camper, golf cart, or simply appreciate having room to spread out, this property gives you the freedom that many buyers are searching for but rarely find. The spacious lot offers endless possibilities for outdoor living, entertaining, gardening, hobbies, or simply enjoying the privacy and peaceful surroundings. A detached accessory building provides additional space for storage or other future uses, subject to buyer verification with Walton County. As an added bonus, owners enjoy access to a private community boat launch on Black Creek with direct access to Choctawhatchee Bay, making it easy to spend your days boating, fishing, kayaking, or paddleboarding. Conveniently located just minutes from Highway 331, downtown Freeport, shopping, dining, schools, and less than 10 miles from Highway 98 and the Emerald Coast beaches, this home combines everyday convenience with the relaxed lifestyle that makes Freeport so desirable. If you've been looking for more than just another house--if you've been looking for privacy, flexibility, room for your toys, and a place where you can truly enjoy the Florida lifestyle--65 Happy Hollow deserves your attention.

280 days
|
290
|
5
|
Source: ECAOR,MLS#: 990045MLS Logo
Travel times

Living Room

Kitchen

Dining Room

Primary Bedroom

Primary Bathroom

Guest House

Zillow last checked:

Listing updated:

Listed by:

Beverly J Buck 850-333-0413,

Coldwell Banker Realty,

Eliana R Deacon 850-865-3700,

Coldwell Banker Realty

Source: ECAOR,MLS#: 990045MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 2
  • Full bathrooms: 2
Primary bedroom
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Bedroom
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Bedroom
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Bathroom
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Dining area
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Kitchen
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Living room
  • Description: Measurements upon request
  • Level: First
  • Area: 1 Square Feet
  • Dimensions: 1 x 1
Heating
  • Central
Cooling
  • Central Air, Ceiling Fan(s)
Appliances
  • Included: Dishwasher, Disposal, Range Hood, Refrigerator, Tankless Water Heater
  • Laundry: Washer/Dryer Hookup
Features
  • Vaulted Ceiling(s), In-Law Floorplan, Recessed Lighting, Newly Painted, Pantry, Shelving, Split Bedroom, Natural Woodwork
  • Flooring: Laminate, Tile
  • Windows: Window Treatments
  • Has fireplace: Yes
  • Common walls with other units/homes: No Common Walls
Interior area
  • Total structure area: 1,500
  • Total interior livable area: 1,500 sqft

Property

Parking
  • Total spaces: 6
Features
  • Stories: 1
  • Fencing: Partial
  • On waterfront: Yes
Lot
  • Size: 0.57 Acres
  • Dimensions: 109' x 249' x 105' x 218'
  • Features: Cleared, Interior Lot, Level, Restrictions, Within 1/2 Mile to Water
Details
  • Parcel number: 361S192301000C0180
  • Zoning description: County, Deed Restrictions, Resid Single Family, See Remarks

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Contemporary
  • Property subtype: Single Family Residence
Materials
  • Frame, Trim Vinyl, Siding CmntFbrHrdBrd
  • Foundation: Slab
  • Roof: Metal,Roof Pitched
Condition
  • Construction Complete,Renovated
  • New construction: No
  • Year built: 2003

Utilities & green energy

  • Sewer: Septic Tank
  • Water: Public

Community & HOA

Community
  • Features: Boat Launch, Fishing, Waterfront, Short Term Rental - Allowed
  • Security: Smoke Detector(s)
  • Subdivision: HAPPY HOLLOW
Location
  • Region: Freeport

Financial & listing details

  • Price per square foot: $283/sqft
  • Tax assessed value: $235,485
  • Annual tax amount: $647
  • Date on market: 5/1/2026
  • Road surface type: Paved

Price history

DateEventPrice
7/20/2026Pending sale$424,900$283/sqft
Source: ECAOR #990045 Report a problem
7/1/2026Price change$424,900-7.6%$283/sqft
Source: ECAOR #990045 Report a problem
6/9/2026Price change$459,900-8%$307/sqft
Source: ECAOR #990045 Report a problem
5/1/2026Listed for sale$499,900$333/sqft
Source: ECAOR #990045 Report a problem
4/20/2026Pending sale$499,900$333/sqft
Source: ECAOR #990045 Report a problem
3/17/2026Price change$499,900-3.8%$333/sqft
Source: ECAOR #990045 Report a problem
2/2/2026Price change$519,900-5.5%$347/sqft
Source: ECAOR #990045 Report a problem
12/11/2025Price change$549,900-2.7%$367/sqft
Source: ECAOR #990045 Report a problem
11/20/2025Listed for sale$564,900+5549%$377/sqft
Source: ECAOR #990045 Report a problem
11/20/2000Sold$10,000$7/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$648 +2.4%$106,935 +2.9%
2024$632 +4.6%$103,921 +3%
2023$605 +1.8%$100,894 +3%
2022$594 -0.6%$97,955 +3%
2021$598 -1.4%$95,102 +1.4%
2020$606 +3.9%$93,789 +2.3%
2019$583 $91,680 +1.9%
2018$583 +2.3%$89,971 +2.1%
2017$570 +2.7%$88,120 +2.1%
2016$555 +2%$86,308 +0.7%
2015$544 -0.7%$85,708 -1.8%
2014$548 $87,280 -10.3%
2013-- $97,280 -0.8%
2012-- $98,067 -4.9%
2011-- $103,067 -0.8%
2010-- $103,853 -7.8%
2009-- $112,664 -8%
2008-- $122,475 -0.7%
2007-- $123,298 +43.4%
2005-- $86,011 +6.2%
2004-- $80,953 +603.9%
2003-- $11,500 +35.3%
2002-- $8,500 +21.4%
2001-- $7,000

Find assessor info on the county website

Monthly payment

Est. payment
$2,477/mo
Principal & interest
$2148
Property taxes
$329
More affordability toolsChevron Right

Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 32439

Nearby schools

Freeport Elementary School
Grades K-4 • 4.1 miles
6/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
5/10
Freeport Middle School
Grades 5-8 • 4.1 miles
7/10
GreatSchools® Rating
Test Score Rating
8/10
Student Progress Rating
6/10
Freeport Senior High School
Grades 9-12 • 7.3 miles
8/10
GreatSchools® Rating
Test Score Rating
8/10
College Readiness Rating
8/10
Student Progress Rating
8/10

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