181 Jonathan Dr Freeport, FL 32439
Property details
About 181 Jonathan Dr
A Truly Rare and Unmatched Opportunity in Freeport, FL. For those dreaming of being close to the beach—yet far from the crowds—this extraordinary 10-acre estate offers the perfect blend of privacy, space, and future potential. Nestled just 5 miles east of Hwy 331 on scenic Hwy 20, this beautifully crafted homestead is a one-of-a-kind retreat in the heart of fast-growing Freeport. Thoughtfully subdivided into four platted 2.5-acre lots, the property offers incredible flexibility—whether youre looking to expand for your kids to have houses next door, build additional homes to sell on individual parcels, or simply enjoy the privacy and acreage all to yourself. With approximately 8 acres cleared, a picturesque pond, and a tree-lined entrance, this land is as usable as it... is stunning. The 3,382 sq ft custom-built main residence is a showpiece, featuring 4 bedrooms, 4.5 bathrooms, wide-plank white oak floors, shiplap walls, Sierra Pacific windows/doors with white oak interiors, and two oversized porches overlooking serene pasture views. The open-concept kitchen, living, and dining areas include a breakfast nook and a spacious butlers pantrydesigned for everyday comfort and elegant entertaining. Step outside to find a 16x32 resort-style pool with shellstone decking, raised garden beds, a fire pit, and ample room for play, relaxation, or gatherings. This is the kind of place where memories are made. A 2,581 sq ft fully climate-controlled 40x60 detached garage/workshop offers serious bonus space with a 12x24 guest suite and full bath, ninja-coated floors, retractable batting cage, workout zone, storage mezzanine, and Sonos sound systemideal for hobbies, hosting, or multi-generational living. Plus, a separate 36x48 metal pole barn provides plenty of storage for equipment, boats, or recreational gear. Surrounded by upscale equestrian properties and family homesteads, this property supports a lifestyle of gardening, livestock, recreation, or just peace and quietall with no HOA and only minutes to Freeport amenities and the white-sand beaches of South Walton. Whether youre looking for a legacy property, a private family compound, or a unique investment with room to growthis is the one that rarely comes along.
Highlights
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 5
- Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Ice Maker, Gas Oven, Washer, Gas Water Heater
- Interior: Breakfast Bar, Beamed Ceilings, Raised Ceiling, Tray/Cofferd Ceiling, Fireplace, Kitchen Island, Recessed Lighting, Pantry, Shelving, Washer/Dryer Hookups
- Fireplace: Fireplace
- Total Bedroom Count: 5
- Garage Space: 3 spaces
- Attached Garage: No
- Private Pool: Yes
- Parking: Garage Detached, Oversized, RV
- View: Pond
- Architectural Style: Ranch
- Heating: Central
- Cooling: Ceiling Fan(s), Central Air
- List Price: $3,250,000
- Price/SqFt: $545
- Annual Tax Amount: $4,950
- Tax Year: 2023
- Lot: Additional Land, Cleared, Dead End Street, Level
- Directions: Highway 331 North, right on Highway 20, Drive about 5 miles and turn left on Jonathan Dr. Head to the back and home is on your left.
- Year Built: 2020
- Stories: 2
- Living Area: 5,963 SqFt
- Lot Size: 10.46 Acres
- MLS Number: 980553
- MLS Name: Emerald Coast Association of REALTORS®
- Office Name: Scenic Sothebys International Realty
- Office Email: caleb@scenicsir.com
- Listing Agent: Caleb Midgett
Information Deemed Reliable but not guaranteed. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All listings are provided courtesy of the Emerald Coast Association of Realtors, Copyright 2025. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/30/2025, 9:40:34 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Oct 01, 2018 | Home Sold | $138,000 |
| Dec 19, 2017 | Home Sold | $120,000 |
| Feb 19, 2014 | Home Sold | $97,200 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $753,705 | $4,950 |
| 2022 | $424,626 | $2,548 |
| 2021 | $317,368 | $2,548 |
| 2020 | $18,480 | $2,585 |
History based on county public records data.
Nearby schools
8
Freeport Elementary School
Public District PK-5
4.8 mi
•15381 US Highwayy 331 S
8
Dune Lakes Elementary School
Public District KG-5
8.8 mi
•6565 US Highway 98 E
7
Van R. Butler Elementary School
Public District KG-5
14.8 mi
•6694 W County Highway 30A
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $47,267. Most Freeport, FL residents have annual incomes between $35k-100k. Typical family type is single, no kids. Typical level of education for residents in this area is high school diploma.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Monster Trucks
Hunting
Pro Wrestling
Where do the neighbors shop?
Wal-Mart
Academy Sports & Outdoors
Bass Pro Shops
Where do the neighbors go to eat?
Hardee's
Jimmy Johns
Applebees
What do the neighbors drive?
Chevrolet
Ram
Dodge
What do the neighbors listen to?
Country- Classic Country
New Country
Frequently asked questions
About 181 Jonathan Dr
The listing price of 181 Jonathan Dr property is $3,250,000.
The property 181 Jonathan Dr is a house located in Freeport, Florida, 32439.
Active Listing: 181 Jonathan Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 181 Jonathan Dr are: Freeport Elementary School (GreatSchools Rating 8/10), Dune Lakes Elementary School (GreatSchools Rating 8/10), Van R. Butler Elementary School (GreatSchools Rating 7/10), Freeport Middle School (GreatSchools Rating 7/10), Emerald Coast Middle School (GreatSchools Rating 6/10), Walton Middle School (GreatSchools Rating 5/10), Freeport High School (GreatSchools Rating 8/10), South Walton High School (GreatSchools Rating 8/10), Seaside Neighborhood School (GreatSchools Rating 10/10).
According to the records, the last property tax for 2023 is $4,950 (source: MLS/based on county public records data).
The last sale was on October 1, 2018 for $138,000 (source: MLS/tax record).
The property at 181 Jonathan Dr has 5 bedrooms and 5 full and 1 half bathrooms.
The property 181 Jonathan Dr is 5,963 SqFt (source: MLS/tax record).
The year of construction for 181 Jonathan Dr is 2020.
This home is located at 181 Jonathan Dr in Freeport, FL and zip code 32439. This 5,963 square foot home, which was built in 2020, sits on a 10.46 acre lot. Features: 5 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since July 9, 2025 and is currently priced at $3,250,000.
In June 2025, from all listings sold in Freeport, FL there were more than 3 sold above asking price, over 18 sold below and more than 11 were sold right at the asked price. The number of homes for sale in Freeport, FL increased by 1.4% between May and June 2025. The median list price of listings available in June 2025 was $409,630, while the average time on the real estate market was 66 days.