Acreage Header Homes for Sale

A rare offering in Naples, this extraordinary estate spans nearly 15 private acres, creating one of Southwest Florida's most remarkable luxury acreage properties. Blending privacy, timeless craftsmanship and exceptional versatility, the estate features a custom built residence, private guest house, resort style outdoor living and outstanding equestrian facilities, making it ideal for multigenerational living, a private compound, horse enthusiasts or those seeking a potential development opportunity. Built with enduring quality, the main residence showcases concrete block construction, structural concrete beams, impact resistant windows, soaring ceilings, solid wood doors and expansive pocketing glass doors that seamlessly connect the interior to the resort style pool, spa and outdoor living areas. The private guest house with a full kitchen provides exceptional flexibility for extended stays, guests or private accommodations. Surrounded by fenced pastures, the 2850 s.f. stable features 4 custom stalls, tack and feed rooms, generous storage and covered run in space, creating an exceptional setting for equestrian pursuits while offering endless possibilities. Ideally located close to downtown Naples, Marco Island, world renowned Gulf beaches, championship golf, fine dining and shopping, this legacy estate offers an extraordinary combination of luxury, acreage, privacy and location that is becoming increasingly difficult to find.

14600 Fritchey RD, Naples

$3,899,000

4 Beds ⋅ 4.5 Baths ⋅ 226022711 MLS

A Rare Opportunity to Own 5.77 ACRES of Estate Living Close to Downtown Naples: This extraordinary, custom-built Florida home offers a rare opportunity to own a sprawling 5.77-acre estate just moments from the vibrant heart of downtown Naples. With its private gated entrance, this residence provides a serene and expansive environment perfect for those seeking both luxury and convenience. Designed for casual estate living, this spacious home features four large bedrooms plus a den, four full bathrooms, and one half bath. The 32’ x 22’ entertainment room offers ample space for hosting gatherings, while an in-law apartment with its own kitchen, full bath, walk-in closet, and screened balcony provides comfort and privacy for guests or extended family. Exquisite Design and Luxury Features: The interiors boast stunning custom details throughout, from elegant wood finishes to beautiful crown molding and upscale fixtures. For wine enthusiasts, the home includes a wine cellar, ensuring your collection is stored with the utmost care. The oversized lanai is a true highlight, offering a stunning setting for outdoor living. Whether you're relaxing by the gorgeous pool and spa, enjoying meals from the outdoor kitchen, or simply taking in the tranquil views, this space is designed to impress. With plenty of room to accommodate family, guests, and gatherings, the home offers a perfect balance of comfort and functionality. A Private Sanctuary and Ample Space for Outdoor Living: This fully fenced property offers not only privacy but also a wealth of opportunities for outdoor living. With enough room for horses, farm animals, and pets, the estate is perfect for those who desire an active, nature-filled lifestyle. A serene lagoon with a private beach and an island featuring a charming gazebo provides a peaceful retreat for reflection or leisurely afternoons. Additional features of the property include a 1,500 square-foot barn equipped with power and lights, making it ideal for storage, hobbies, or even as a workshop. A thriving palm tree farm adds a distinctive touch to the landscape, adding both beauty and function to this extraordinary estate. Close to Everything You Love: This exceptional property offers the ultimate in privacy and luxury, yet remains conveniently located just minutes from the best that Naples has to offer. Enjoy easy access to world-class shopping, dining, and the renowned Fifth Avenue. The pristine beaches of Naples are just a short drive away, and with proximity to I-75, you’ll have quick access to all of Southwest Florida’s attractions. Whether you are seeking a peaceful sanctuary or an estate that can accommodate a large family and guests, this home offers the perfect balance of seclusion and convenience. Your Dream Estate Awaits: If you’ve been searching for the perfect family estate or private sanctuary, this rare 5.77-acre property near downtown Naples is an opportunity you don’t want to miss. This IS where you want to live!

1805 Heritage TRL, Naples

$1,299,000

3 Beds ⋅ 2 Baths ⋅ 226018815 MLS

Discover the perfect blend of privacy, space, and modern comfort in this beautifully maintained home situated on 1.25 acres in Naples. Built in 2018, this spacious residence offers over 2,400 square feet of living space with 3 bedrooms plus a den, 2 bathrooms, and a thoughtfully designed open-concept floor plan ideal for both everyday living and entertaining. The well-appointed interior features generous living areas, abundant natural light, and a versatile den that can serve as a home office, media room, or guest space. A whole-home reverse osmosis water system provides exceptional water quality throughout the property. Step outside and enjoy the beautifully landscaped grounds, where mature plantings and lush greenery create a peaceful, private setting. With 1.25 acres of land, there is plenty of room to add the custom pool of your dreams while still maintaining ample outdoor space for recreation and relaxation. Best of all, there are no HOA fees, restrictions, or assessments, offering the freedom and flexibility that are increasingly hard to find in Naples. This hidden gem combines the tranquility of estate-style living with the convenience of being located near shopping, dining, beaches, and everyday amenities. Families will appreciate the property's location within a highly sought-after district zoned for A-rated schools. Whether you're looking for room to grow, space to entertain, or simply a private retreat to call home, this exceptional property delivers it all.

3028 Woodstock AVE, Naples

$5,900,000

1 Beds ⋅ 1 Baths ⋅ 226019374 MLS

OVER 5 ACRES, RIGHT IN THE HEART OF ORLANDO, WITH MULTIPLE STRUCTURES, A BASKETBALL COURT, AND EXPANSIVE LAKE FRONTAGE — NO HOA! This one-of-a-kind property includes two parcels totaling more than 5 acres and is being sold together. The seller will not separate the parcels. The main residence features a spacious 3-bedroom + den, 3-bathroom floor plan with a large kitchen and an open great room designed for entertaining. The third bedroom, full bathroom, and den/living area have a private entrance, making it ideal for multigenerational living, guest accommodations, or potential rental income. Outdoor amenities include a full basketball court with restrooms and a covered grilling area, creating the perfect setup for recreation, events, or gatherings. The expansive lakefront setting offers opportunities for canoeing, kayaking, and fishing, all while enjoying peaceful waterfront views. The second parcel includes an additional versatile structure that was most recently used as a workout facility. Complete with a full kitchen, office space, full bathroom, and one-car garage, this building offers endless possibilities for personal, recreational, or business use. Rarely does a property of this size and versatility become available in the middle of Orlando. Whether you are looking for a private family compound, income-producing opportunity, event space, or recreational retreat, this unique waterfront property offers unmatched potential with no HOA restrictions.

4210 S Hiawassee RD, Orlando

$5,900,000

3 Beds ⋅ 4.5 Baths ⋅ 226018976 MLS

OVER 5 ACRES, RIGHT IN THE HEART OF ORLANDO, WITH MULTIPLE STRUCTURES, A BASKETBALL COURT, AND EXPANSIVE LAKE FRONTAGE — NO HOA! This one-of-a-kind property includes two parcels totaling more than 5 acres and is being sold together. The seller will not separate the parcels. The main residence features a spacious 3-bedroom + den, 3-bathroom floor plan with a large kitchen and an open great room designed for entertaining. The third bedroom, full bathroom, and den/living area have a private entrance, making it ideal for multigenerational living, guest accommodations, or potential rental income. Outdoor amenities include a full basketball court with restrooms and a covered grilling area, creating the perfect setup for recreation, events, or gatherings. The expansive lakefront setting offers opportunities for canoeing, kayaking, and fishing, all while enjoying peaceful waterfront views. The second parcel includes an additional versatile structure that was most recently used as a workout facility. Complete with a full kitchen, office space, full bathroom, and one-car garage, this building offers endless possibilities for personal, recreational, or business use. Rarely does a property of this size and versatility become available in the middle of Orlando. Whether you are looking for a private family compound, income-producing opportunity, event space, or recreational retreat, this unique waterfront property offers unmatched potential with no HOA restrictions.

4200 S Hiawassee RD, Orlando

$1,475,000

3 Beds ⋅ 2 Baths ⋅ 226019331 MLS

Set on 9.54 acres in Naples, this private single-family residence presents a rare opportunity to enjoy a peaceful setting surrounded by wooded, pasture and pond views. Encompassing 2,402 square feet, the residence offers three bedrooms and two full baths with a layout designed for indoor-outdoor living. Designed to embrace the natural surroundings, the property features a screened lanai and pool area overlooking the tranquil landscape. A large, stocked pond enhances the property’s serene atmosphere, while the surrounding acreage attracts native wildlife and provides exceptional privacy. Ideal for those seeking space and versatility, the estate includes two 40-by-80 steel buildings suitable for equipment, hobbies or workspace needs. The acreage also offers potential for equestrian use, recreation or additional outdoor pursuits. Combining privacy, functionality and convenience, this Naples acreage pool home is near shopping, dining and everyday amenities while offering the feeling of a private countryside retreat.

581 Wild Turkey DR, Naples

$410,000

2 Beds ⋅ 2 Baths ⋅ 226016312 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Discover a rare WATERFRONT opportunity in the highly sought-after Rookery Bay area. Located on a quiet, private street with only four homes, this gulf access property offers the ultimate Southwest Florida lifestyle with NO HOA FEES. This immaculate 2 bedroom, 2 bath manufactured home features soaring 10-foot ceilings, elegant crown moulding, and a bright open floor plan designed for comfortable living and entertaining. The spacious kitchen flows seamlessly into the main living areas, creating an inviting atmosphere throughout. Outside, enjoy your oversized screened-in porch, perfect for relaxing or hosting, overlooking beautifully landscaped grounds that lead directly to the water. Boating enthusiasts will appreciate the PRIVATE DOCK and BOAT RAMP, providing direct GULF ACCESS via Henderson Creek. Enjoy world-class fishing right from your backyard and quick boating access, just minutes to Rookery Bay and approximately 20 minutes to Keewaydin Island. A true hidden gem for boaters, fishermen, and those seeking a peaceful waterfront retreat—this is Florida living at its finest!

1229 Skyline DR, Naples

$875,000

3 Beds ⋅ 2 Baths ⋅ 226014801 MLS

In town and NOT IN A FLOOD ZONE!! Welcome to your private slice of paradise in the heart of Naples! Situated on a sprawling 1.22-acre lot, this beautifully maintained property offers the perfect blend of comfort, space, and true Florida lifestyle living-with horses permitted for added flexibility. Step inside to an inviting open layout filled with natural light, creating a warm and airy atmosphere throughout. The spacious living areas flow seamlessly into a well-appointed kitchen, ideal for both everyday living and entertaining. The primary suite provides a relaxing retreat, complete with a private bath and generous storage. Step outside and experience exceptional outdoor living with a heated, screened-in pool-featuring a new pool heater installed in 2020-perfect for year-round enjoyment. The expansive backyard also includes a storage shed for added convenience and a 30-amp RV hookup, offering versatility for your lifestyle needs. The property is equipped with an alarm system for added peace of mind. This unique property extends into a canal, enhancing privacy and providing a natural buffer, while also offering direct access for boating and fishing. Enjoy catching snook, bass, and tarpon right from your backyard. Despite its waterfront location, the home has remained high and dry and did not flood during any hurricanes. Additional upgrades include new exterior paint completed in 2023 and a newer water heater. Located in a desirable area just minutes from Naples' world-class beaches, shopping, and dining, this home offers both tranquility and convenience. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property truly checks all the boxes. Don't miss your chance to own a rare piece of Naples paradise!

1441 San Marcos BLVD, Naples

$1,000,000

2 Beds ⋅ 2 Baths ⋅ 226015107 MLS

Build your dream home in Naples. 2120 Rock Road is in an enclave of private homes in the heart of Naples, boasting an expansive 4.34 acres. Adjacent parcels are also available for purchase, making it an excellent opportunity for individuals seeking to construct an extensive compound with multiple structures or for developers interested in crafting a gated neighborhood with generous lot sizes. Rock Road offers a blend, granting residents ample acreage while maintaining proximity to essential amenities such as shopping, dining and breathtaking beaches Naples is renowned for.

2120 Rock RD, Naples

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 225080290 MLS

NORTH NAPLES, nearly **5 ACRES** IN TOWN!! Surrounded by protected COUNTY PRESERVE. PROPERTIES WITH THIS TOTAL PRIVACY **IN TOWN** DO NOT EXIST IN NAPLES ANYMORE, and there is NOTHING ELSE LIKE IT BEING OFFERED IN NORTH NAPLES. GORGEOUS TURNKEY FURNISHED HOME and HUGE 48x60 SHOP/BARN/OUTBUILDING. Live in total privacy with **NO NEIGHBORS IN SIGHT** yet have all the luxuries of town surrounding you? You've found it, and you won't find it anywhere else in this town. Behind you is a preserve separating you from the resort gated community of Valencia Trails, and in front of you is COUNTY PRESERVE that will never be touched. The result? Privacy that Naples can no longer offer. HOME is end of 2018 built, Concrete Block, ALL IMPACT GLASS DOORS AND WINDOWS, and LIFETIME STANDING SEAM METAL ROOF!!! This is a custom home - high ceilings with trays, minimum 10 foot and higher, custom crown molding/baseboards, wood plank tile flooring throughout, quartz countertops, farm sink, subway tile backsplash, shaker/soft close cabinets in kitchen, and river rock showers in spa-like bathrooms bring farmhouse style luxury and comfort. Enjoy serene views from your back French Doors, looking out to your barn and horse pastures. The property has in total 4 BEDROOMS PLUS DEN, 3 FULL BATHS, 2 CAR GARAGE. The Bonus Guest Apartment located in the barn is included in this count, having 1 bedroom, 1 bathroom, and its own kitchen and living area- perfect for In-laws, adult children, or guests. 48x60 BARN with concrete center aisle was built extra tall in case a future owner would want to convert it to RV storage or a shop! Horse stalls can easily be converted to parking space for someone that owns a business and needs to park machinery or trucks. In addition to the Barn Apartment for guests, in the barn there are 5 horse stalls, a storage room for Horse Feed or Tools, and a wash bay. There are 4 Separate Horse pastures, and a riding arena with groomed dirt. Property is Cleared, fenced, barn is gated and offers a separate driveway for your large equipment, horse trailers, trucks- no limitations to what you can store, park, and turn around here. Business owners, this is you! Live here and park your equipment here! BRAND NEW Water Softener System installed December 2025.

1960 Moulder DR, Naples

$998,543

2 Beds ⋅ 1 Baths ⋅ 225067975 MLS

Discover a rare chance to create your own private retreat in a serene, wooded setting. Discover a blend of rural charm and modern convenience with this prime 5-acre lot, ideally just south of US 41 and Collier Blvd 951 . This expansive property features a diverse mix of uplands and wetlands, providing a naturally beautiful setting that's ideal for building your dream home, a hobby farm or a private retreat. What sets apart this property is its potential to be subdivided into two separate lots, offering a unique opportunity for multi-generational living, investment or future development. Enjoy the peace and privacy of country living while staying just minutes from everyday essentials. Conveniently around the corner from the Tractor Supply, Walgreens, gas stations and Publix. Everything you need is within easy reach. This farm animal-friendly lot welcomes horses, chickens and more, making it ideal for those pursuing an equestrian lifestyle or sustainable homesteading. With well-rated schools nearby and continued growth in the area, it’s a smart location for families and investors alike. Opportunities like this are becoming increasingly rare in this fast-developing region of Southwest Florida. Don’t miss your chance to own a piece of land that combines versatility, beauty and convenience. Call today for more information!

325 SUNNYGROVE AVE, Naples

$3,199,000

4 Beds ⋅ 2 Baths ⋅ 225017132 MLS

Here is your chance to own a private oasis in South Naples situated on 10.6 acres with equestrian facilities and a comfortable family home. The spacious 1,976 sqft home has high ceilings, 4 bedrooms, 2 bathrooms, 2 family rooms, and a laundry room with exterior access. The property features a 3-stall barn, and a few fenced in areas for horses to roam. The property is considered uplands! Located near Picayune Forest where you will find a 22-mile horse trail. No need to trailer, you have access on Sabal Palm Rd. This property has multiple uses and is zoned agricultural/residential. Build your own dream home with a guest house and have a nursery, farm and livestock. Enjoy the privacy and wildlife the area has to offer and the feel of county living while being just a few minutes from downtown & Marco Island.

321 Brandy LN, Naples

Acreage Header Homes for Sale

Newest Acreage Header Homes for Sale