Heritage Oak Real Estate

Heritage Oak Real Estate

Welcome to Heritage Oak, a charming subdivision nestled in the heart of Port Charlotte, Florida. This picturesque community is a hidden gem in Charlotte County, offering a tranquil lifestyle surrounded by the natural beauty of Southwest Florida. With its lush landscapes, serene waterways, and friendly neighbors, Heritage Oak is the perfect place to call home for families, retirees, and everyone in between.

Heritage Oak is renowned for its thoughtfully designed homes that blend modern comforts with timeless elegance. Each residence is set against a backdrop of swaying palm trees and vibrant flora, creating an inviting atmosphere that encourages outdoor living. The subdivision features a variety of architectural styles, ensuring there’s something to suit every taste. Residents enjoy spacious lots that provide ample room for gardening, outdoor activities, and entertaining.

One of the highlights of living in Heritage Oak is its prime location. Just a short drive away, you’ll find stunning Gulf Coast beaches, world-class golf courses, and an array of shopping and dining options. The nearby Charlotte Harbor offers endless opportunities for boating, fishing, and exploring the scenic coastline. For those who appreciate the arts, the vibrant cultural scene in Port Charlotte includes galleries, theaters, and community events throughout the year.

In Heritage Oak, you’ll not only find a beautiful home but also a welcoming community that values connection and camaraderie. With its ideal location, charming atmosphere, and a wealth of amenities, Heritage Oak is the perfect place to start your next chapter in sunny Florida. Come discover the lifestyle that awaits you in this delightful subdivision!

Newest Listings in Heritage Oak

2 Beds ⋅ 2 Baths ⋅ A4698756 MLS

Heritage Oak Park villa comes TURNKEY FURNISHED & boasts 2 bedrooms, 2 full baths+ bonus room- den/office. open floorplan with 9'4" volume ceilings. Kitchen comes totally equipped with stainless steel appliances, granite countertops, breakfast bar, closet pantry, and opens to huge great room, tile throughout except carpet in bedrooms Good sized master bedroom and ensuite bath with dual sinks, walk in shower & walk in closet. Split plan has guest bedroom and second bath with tub/shower, large tiled Florida room with full screens and windows 2 car garage with door screens. Community amenities include a large clubhouse, lending library, fitness room, billiards room, heated pool, tennis & pickleball, bocce ball, shuffleboard, & walking path around the lake. Great location close to shopping, restaurants and parks

1542 Red Oak Lane, Port Charlotte

Listing courtesy of PARADISE REALTY OF SARASOTA. 941-268-1591

2 Beds ⋅ 2 Baths ⋅ R4910656 MLS

New on market! 2/2/2 private villa in a quiet community. Lots of updates and well maintained. New ceiling fans, lighting, showers and more. Bar in kitchen for entertaining. Large 2 car garage with door opener. Accordian hurricane shutters. Enjoy the use of a nice community center, social activities, social activities director, walking trail, library, heated pool, fitness room, billiards room, boccie ball, pickleball, shuffleboard and more. Heritage Oak Park is well known for being a friendly, active community with beautiful large trees. Very private setting. Across street from YMCA and Franz Ross park. With a walk trail, tennis courts, pickleball and kids playground. 10 mins from shopping and 30 mins to charlotte harbor.

1448 Winding Oak Drive, Port Charlotte

Listing courtesy of EASY REALTY. 321-895-4636

3 Beds ⋅ 2 Baths ⋅ C7519630 MLS ⋅ F BLDG.

Welcome Home and Welcome to Heritage Oaks! This highly sought after and rarely available, Fully Turn-Key, 3 bedroom, 2 bathroom, Corner unit is sure to WOW! It exudes beauty and boasts a stunning serene water view from the rear lanai. Inside, this beautiful condo features an open floor plan with great flow and utility. An impressive kitchen has been updated with new gorgeous countertops, white shaker style cabinets and newer appliances. Tile flooring flows throughout the main living areas and plush carpeting in the bedrooms. The bathrooms have had an impressive face lift as well with new cabinets and countertops, faucets and more. A quick look and it's clear that this condo stands out from the rest. With its meticulous maintenance record (2024 Roof, Ext Paint 2024, Carports 2024, Interior Paint 2023, Appliances 2023) and care this condo has definitely earned our MOVE IN READY SEAL OF APPROVAL! Want a view without the care of stairs, then look no further as this building has its own elevator too. Make sure to check out the endless list of amenities that this great community has to offer, including a crowd favorite, Pickleball!! Don't let your dream become someone else's address, set up your showing today to see this fabulous home!

19325 Water Oak Drive Unit 201, Port Charlotte

Listing courtesy of RE/MAX PALM REALTY. 941-743-5525

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David Hazellief

David E. Hazellief Broker | CENTURY 21 Hazellief & Prevatt Realty With over 40 years of real estate experience and a lifetime of service to the Okeechobee community, David Hazellief is more than just a broker—he’s a trusted local expert who brings unmatched knowledge, leadership, and dedication to every client relationship. David is a fourth-term Okeechobee County Commissioner, currently serving as Chairman of the Board. His extensive involvement in county planning, housing, and land use gives his clients a unique advantage—especially when it comes to understanding growth patterns, zoning, and investment potential. He’s completed the Florida Association of Counties’ Commissioner Certification Program and serves on numerous local boards, including the Affordable Housing Committee (Chairman), Economic Council of Okeechobee, and the Water Resource Advisory Commission. As owner of Hazellief & Prevatt Realty, H&P Holdings, and Hazellief Family Ranch, David combines deep real estate expertise with a strong agricultural and commercial background. He’s a longtime member of the Okeechobee Chamber of Commerce, Cattleman's Association, Farm Bureau (currently serving as secretary), and the local Board of Realtors. Whether you're buying your first home, expanding your investment portfolio, or looking for acreage, David brings a steady hand, sharp eye, and boots-on-the-ground knowledge to help you make confident decisions. Local roots. Proven leadership. Real results. That’s what you get when you work with David Hazellief.

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Cristie Schmidt

Cristie is a very seasoned Real Estate Agent she brings almost 20 years of Real Estate experience with her. Born in Stuart, Florida this native came from Martin County to Okeechobee County in 1995. She started her Real Estate career in 2008 after the untimely death of her husband. Cristie was the Okeechobee County Board of Realtors Rookie of the year for 2008 and hasn't slowed one iota since. She has been the Top Producer of every office she has worked at since she became licensed. Cristie currently serves as the Vice President of the Okeechobee County Board of Realtors. Cristie also is serving her 4th year on the Board of Directors for Stellar MLS the 3rd largest MLS in the United States. Cristie invites anyone she has met to come see her at her C21 office and anyone she hasn't met please feel free to stop by and introduce yourself, this girl has never met a stranger. Cristie is ready, willing and able to do ALL Real Estate transactions with extensive experience in Residential, short sales, bank owned assets and foreclosures. For honest, relaxed no pressure sales combined with close to 20 years experience call Cristie. Her motto speaks for itself "Doing what I say I will do sometimes more but never less."

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Mark Goodbread

Mark was raised in Okeechobee and graduated from Okeechobee High School in 1985. After graduation from High School Mark attended Texas A&M University to further his education and graduated with a Bachelor of Science degree in Agri-Business in 1992. After graduating college he returned to Okeechobee and worked in the family businesses of a local Real Estate Development Company and the active cattle operation of Goodbread Ranches. Mark has been involved in developing Single Family, Multi-Family and Commercial projects in the area. Mark holds two professional licenses of Florida Licensed General Contractor and Florida Real Estate Broker Associate license. Call Mark as he is over qualified to help you with any type of Real Estate transaction.

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Brad Goodbread

Brad is a Sixth Generation Floridian from a Family of Florida Farmers and Ranchers. He was the President of the Okeechobee High School FFA Chapter his Senior year and Graduated in 1982. After Graduation Brad attended Texas A&M University where he graduated with a Bachelors Degree in Agriculture Economics in 1987 and a Masters Degree in Land Economics Real Estate in 1989. He was a Commercial Real Estate Appraiser in Bryan and Houston, Texas for 6 years before moving back to Florida to help his family in their Ranching and Real Estate Development Businesses. He has been a Licensed Real Estate Salesman since 1988. Recently, he has owned and managed a Trucking Company and is presently in his 3rd term as an elected official as a Commissioner on the Okeechobee County Board of County Commissioners and serves as the 1st Vice Chairman. Brad has also been a Licensed Pilot since 1986.

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