Fort Myers Homes with Circular Driveway Parking Features

Welcome to Fort Myers, Florida, a vibrant city nestled in Lee County that seamlessly blends rich history with modern amenities. Known for its stunning sunsets, beautiful beaches, and a lively arts scene, Fort Myers is a true gem on the Gulf Coast. Whether you're exploring the historic downtown, indulging in fresh seafood at local eateries, or taking a leisurely stroll along the Caloosahatchee River, there’s always something to discover in this charming city.

One of the most appealing features of homes in Fort Myers is the availability of properties with circular driveway parking. These thoughtfully designed homes not only enhance curb appeal but also offer convenience and accessibility. A circular driveway allows for easy entry and exit, making it a breeze for you and your guests to park without the hassle of backing out onto busy streets. This feature is particularly beneficial for families or those who frequently entertain, as it provides ample parking space while maintaining a welcoming atmosphere.

Whether you’re envisioning a cozy retreat or a spacious family home, Fort Myers offers a diverse array of properties that cater to various lifestyles. With its warm climate, friendly community, and proximity to stunning natural parks and recreational activities, Fort Myers is not just a place to live; it’s a lifestyle to embrace. Discover your dream home today and experience the charm and convenience that Fort Myers has to offer!

Newest Fort Myers Homes with Circular Driveway Parking Features

$2,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226031349 MLS

Tucked behind the gates of Tidewater Island, this three-story Coastal Craftsman estate pairs exceptional boating access with a home designed for the Southwest Florida lifestyle. From the private dock, enjoy direct, no-bridge Gulf access, with Estero Bay approximately 15 minutes away, plus a 15,000-lb boat lift. Inside, more than 4,500 square feet offers 4 bedrooms plus den, 5.5 baths, a private elevator and 4-car garage. Coffered ceilings with rich wood detailing complement the open living spaces, while impact glass and expansive 10' sliders connect the interiors to the water beyond. The kitchen features a waterfall granite island, Onyx accent wall, induction cooktop, high-end appliances and custom JennAir refrigerator. Each level opens to a covered balcony with water views, culminating in a private rooftop retreat. Outdoors, a saltwater pool and spa, spacious paver deck and covered entertaining area with a built-in summer kitchen featuring a vented grill, mini refrigerator, sink and storage drawers create a true waterfront gathering space. Custom closets, Lutron lighting and whole-home Sonos add thoughtful functionality, while major recent improvements include a new metal roof in 2023 and new custom entry door in 2024. The home is ready for its next chapter.

6191 Tidewater Island CIR, Fort Myers

$349,500

3 Beds ⋅ 2 Baths ⋅ 2026038473 MLS

OLD FORT MYERS – Timeless Florida charm meets thoughtful updates at this beautifully maintained 3-bedroom plus den, 2-bath residence ideally situated just off historic McGregor Boulevard. An inviting front lanai and expansive circular drive create a welcoming first impression, while inside, vaulted ceilings and abundant natural light lend an open, airy feel throughout. The spacious floor plan offers comfortable everyday living with the added flexibility of a den, ideal for a home office, library, or additional guest space. A well-appointed kitchen and updated baths complement the home’s classic character, while significant improvements including impact windows, updated electrical and plumbing, a new water heater, and a recently sealed roof provide added peace of mind. Designed for the Florida lifestyle, a large under-truss lanai extends the living space outdoors and overlooks a private, tropical backyard—an ideal setting for entertaining, dining al fresco, or simply unwinding at the end of the day. The generously sized yard offers plenty of usable outdoor space, including room along the side of the home for boat or RV storage. Enjoy one of Fort Myers’ most desirable and established neighborhoods, just a short walk or golf cart ride from Fort Myers Country Club and only minutes from the vibrant Downtown River District with its restaurants, shops, galleries, entertainment, and waterfront attractions. A wonderful combination of location, character, updates, and relaxed Old Florida living. See it today!

1443 Ricardo AVE, Fort Myers

$3,300,000

6 Beds ⋅ 6 Baths ⋅ 2026038395 MLS

Welcome to an extraordinary custom-built Mediterranean estate in the heart of Fort Myers, just one block from the Caloosahatchee River and ideally situated off the iconic McGregor Boulevard. This private tropical oasis offers over 6,000 square feet of air-conditioned living space—including a separate ground-level guest suite—and more than 12,600 total square feet of exceptional indoor and outdoor living. Meticulously maintained and continuously updated, this residence showcases superior craftsmanship with soaring ceiling heights from 10 to 22 feet, highlighted by custom coffered and tray ceilings throughout and enhanced by elegant indirect lighting and beautifully appointed fixtures. Travertine flooring and rich hardwood floors create a seamless blend of warmth and sophistication. The gourmet kitchen is designed to impress, featuring a Sub-Zero refrigerator, walk-in pantries, wine cooler, and a dedicated bourbon room—perfect for entertaining. A charming reading nook adds character, while expansive living spaces flow effortlessly into a media room and multiple en-suite guest accommodations. The home offers six bedrooms and six bathrooms, including two luxurious primary suites. Step outside into your own resort-style retreat. The custom heated pool is a true work of art, featuring cascading rock waterfalls, a sun ledge, and exquisite marble inlays commissioned from an Australian artist. Surrounded by lush landscaping and complete privacy, the courtyard creates a serene and secluded setting. Motorized screened lanais allow for year-round enjoyment while keeping insects at bay. Additional highlights include: • Detached 3-car garage with over 1,000 sq ft air-conditioned space • Separate ground-level guest suite for privacy and flexibility • Hurricane-impact, energy-efficient glass throughout • State-of-the-art security camera system • Outdoor kitchen and grilling area • Pergola with hammock and multiple covered patios and decks • Over 1,000 sq ft front porch living space • RV parking with hookup + Tesla charging station • Hunter Douglas shades and plantation shutters throughout • Spa-inspired primary bath with multiple shower heads and body sprayers This one-of-a-kind estate offers the perfect combination of luxury, privacy, and functionality in one of Fort Myers’ most sought-after locations. Furnishings are negotiable, providing a rare turnkey opportunity. Experience elevated coastal living in a private tropical sanctuary just moments from the river.

1229 Plumosa DR, Fort Myers

$3,225,000

4 Beds ⋅ 5.5 Baths ⋅ 226032354 MLS

Welcome home to 9546 Via Lago Way, located in the Via Lago neighborhood of Renaissance! This luxurious Spanish-inspired lakefront estate sits on an oversized .67-acre corner homesite with tropical landscaping and year-round sunset views. The home has been thoughtfully redesigned while preserving its distinctive architecture. Newly installed wide-plank white oak flooring, soaring ceilings, exposed beams, archways, expansive windows and French doors bring in natural light and connect the interior living spaces to the outdoors. The fully renovated kitchen features custom cabinetry, quartz countertops, an oversized waterfall island, Sub-Zero refrigerator, Wolf range, designer lighting and a custom walk-in butler’s pantry. The residence offers four bedrooms plus a den, four en-suite baths and two half baths. The primary suite provides a private retreat, complemented by a nearby office and library. Upstairs, two en-suite bedrooms open to private balconies overlooking the outdoor living areas. A detached cabana with a private entrance provides additional space and privacy for guests. A private courtyard surrounds the pool and spa, while the covered outdoor living area features a full summer kitchen, fireplace, wood-plank ceiling and arched openings overlooking the lake. Residents of Renaissance enjoy a premier lifestyle centered around the Arthur Hills Championship Golf Course, with golf memberships available immediately. Community amenities include a resort-style pool and pavilion, full-service spa and fitness center, six red clay tennis courts, pickleball, bocce and a vibrant social calendar.

9546 Via Lago WAY, Fort Myers

$715,000

3 Beds ⋅ 2.5 Baths ⋅ 2026037725 MLS

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3209 W Riverside DR, Fort Myers

$985,000

6 Beds ⋅ 6.5 Baths ⋅ 2026037709 MLS

Located in the established Whiskey Creek neighborhood, this two-story, 6-bedroom, 5.5-bath home offers over 5,100 sq. ft. under air with a floor plan designed around generous living spaces and plenty of flexibility, in a layout unlike most homes in the area. Double front doors open to a large foyer with multiple living and dining areas, tile flooring throughout the main living spaces, recessed lighting and high ceilings throughout much of the first floor. A large kitchen features extensive white shaker cabinetry, abundant counter and storage space, a pantry and oversized island with seating. The primary suite includes sliders to the lanai, a large walk-in closet and updated bath with dual sinks, an oversized freestanding soaking tub and walk-in shower with multiple shower heads. Adding another dimension to the first floor is a separate suite with its own exterior entrance, large living and dining area with kitchenette, bedroom, spacious bath with dual sinks and walk-in shower, walk-in closet, laundry room and double sliders providing direct access to the pool area. An additional first-floor bedroom also has its own exterior entrance and adjoining bath. The sense of space continues upstairs with 14-foot ceilings and crown molding adding to the scale of a large, open living area with a second kitchen, separate laundry/storage room and multiple sliders bringing in plenty of natural light. Three additional bedrooms each have their own en suite bath, with two bedrooms opening through double sliders to the balcony overlooking the pool. Impact-rated sliders are found throughout the home. The home has undergone extensive updates in recent years, including kitchens, baths and flooring throughout. Outdoor space is centered around the 60' x 20' heated pool with a sun shelf, bubbler and built-in seating, surrounded by a large paver deck, covered lanai, pool bath, outdoor shower and large tiki hut ready for a custom outdoor kitchen, all within a fenced backyard. A circular driveway and two-car garage complete the property. Located outside of a designated flood zone with no mandatory HOA and convenient to US-41, shopping, dining and Whiskey Creek Country Club, with easy access to many of the places that make Fort Myers such a desirable place to call home.

5534 Cognac DR, Fort Myers

$1,925,000

4 Beds ⋅ 3 Baths ⋅ 226030680 MLS

Discover a rare expression of Florida luxury: a beautifully appointed lakefront residence paired with an extraordinary 2,208 SF DETACHED, CLIMATE-CONTROLLED GARAGE designed for the collector who refuses to compromise. Architecture, entertaining, and automotive space unite on an ideal homesite. The detached garage is a destination in itself: fully air-conditioned and finished to residential standards with porcelain tile, New Age Pro-Series steel cabinetry, dedicated storage, and 200-amp service. A 9,000-LB LIFT accommodates serious mechanical work. Four insulated, hurricane-impact overhead doors include two 12' x 12' bays, a 14' x 14' bay for taller vehicles, and a 10' x 8' opening into storage from the adjoining 576 SF covered carport. The attached garage adds another 1,215 air-conditioned SF with epoxy floors and matching cabinetry. Six remote-operated doors and two driveways offer ample room for vehicles and gatherings. A gracious front porch welcomes you inside the home, where volume ceilings, wood beams, and an open-concept layout showcase lake and fountain views. The living room flows into the kitchen and dining areas, while a den and formal dining room behind wood barn doors provide elegant flexibility. The kitchen features a large island, granite countertops, and stainless-steel appliances. Double doors open to the main suite, where two walk-in closets with built-in cabinetry complement an exquisite en suite bath. Three additional bedrooms and two baths sit privately on the opposite side of the home. One bedroom includes a Murphy bed with integrated desk and shelving, ideal for guests or a home office. Thoughtful upgrades include spray-foam insulation, impact-rated glass and doors, central vacuum, two tankless gas water heaters, a 500-lb in-ground propane tank, whole-house reverse osmosis, monitored security with five cameras, and Wi-Fi throughout the home, garage, and grounds. Wall-to-wall pocket sliders open to an expansive paver lanai designed for effortless entertaining. A covered seating and dining area with a stone-faced gas fireplace overlooks the saltwater pool and integrated spa, framed by lush landscaping and evening lighting. Beyond, a paver patio adds gathering space, while an illuminated walkway leads to a smokeless firepit at the water's edge. The detached garage can transform from an immaculate showcase into a climate-controlled retreat or entertaining venue capable of accommodating a party of 100. Horse Creek offers privacy and easy access, with quiet streets, generous lots, miles of nature trails, a 12-acre riverside park, and a kayak/canoe launch onto the Orange River. I-75, Downtown Fort Myers, shopping, dining, entertainment, SW Florida International Airport, and Gulf beaches are nearby. This is more than a home with an exceptional garage; it is a private Florida estate designed around the way you live, entertain, collect, and enjoy. Bring the collection. There's room for all of it.

12452 Limestone CT, Fort Myers

$1,750,000

6 Beds ⋅ 5 Baths ⋅ 2026036683 MLS

Built by renowned architect Arthur Rutenberg, this estate represents a rare pairing of custom craftsmanship, true acreage, and the perfect location, a combination that has become nearly impossible to find in Fort Myers. Set within the private, gated community of Brynwood, the property spans over 2.5 acres, offering space and privacy few homes can match. A circular drive lined with mature palms and old Florida landscaping leads to a porte-cochère entry, setting an elegant tone before you even step inside. Through the front double doors, the home unfolds across more than 7,000 square feet of living space, with six bedrooms and five bathrooms. Fourteen-foot ceilings and marble accents carry a sense of grandeur through the main living areas, while a wall of fully pocketing lanai doors draw the outside in, framing the pool and courtyards beyond. The home was designed with entertaining in mind. A mirrored wet bar anchors the family room, complete with built-in glass shelving, a refrigerator, and a freezer, beside a coral stone fireplace sourced from the Florida Keys in 1988. A second wet bar sits within the primary suite. The home also offers a dedicated exercise room with panoramic window views and a built-in wooden hot-coal sauna. Enjoy movie night with the convenience of your own media room and execute deals with an in-home office with the option of a 7th bedroom. Outdoors, an expansive 3,700+ sq/ft of screened lanai encloses the pool and spillover spa, complete with a built-in table and bench seating for entertaining. The primary suite opens to its own private courtyard with wooden decking and a fountain, perfect for a quiet retreat. A three-car garage with one air-conditioned bay offers ample room for vehicles and storage. The grounds are supported by a private well and full irrigation system. Mature Banyan, Gumbo Limbo, Fig, and Papaya trees complement the grounds. Located in an X500 flood zone, so flood insurance isn't required. Per the owner, the property has never experienced hurricane flooding. This estate is ready for its next chapter. You have the rare opportunity to restore a home of this scale and character, on acreage that is nearly IMPOSSIBLE to find in the heart of Fort Myers. Brynwood sits just minutes from RSW, Bell Tower Shops, dining, I-75, entertainment, and downtown Fort Myers, with easy access to white sand beaches. The images featured first showcase this home's potential, virtually enhanced to help you see past the excess belongings to what this estate may look like without them. Photos further down reflect the home's current, as-is condition. We invite you to see both the vision and the reality before scheduling your showing. Every effort was made to accurately represent the home, but some elements such as fixtures or windows may vary slightly from what is shown. Please note that the home contains large amounts of personal possessions that are currently in the process of being removed and cleared out.

13680 Brynwood LN, Fort Myers

$679,000

4 Beds ⋅ 2.5 Baths ⋅ 2026036221 MLS

Welcome to this beautiful colonial-style home, set back on a beautifully landscaped 1.22-acre lot in the desirable Buckingham area of Fort Myers. With a classic wraparound front porch, mature oak trees, and a sweeping circular driveway, this 4-bedroom + den, 3-bath home offers timeless curb appeal and space to spread out, all with no HOA restrictions. Inside, this 2,523 sq ft home features a traditional split-bedroom, two-story floor plan with generously sized living spaces throughout. The eat-in kitchen offers ample counter and cabinet space, a center island, and a full suite of appliances, opening into a warm family room with a wood-burning fireplace, the perfect gathering spot. A formal dining area with tray ceiling detailing adds an elegant touch for entertaining. The primary suite offers a peaceful retreat with a spa-style en-suite bath featuring a separate soaking tub and shower, dual vanities, and abundant natural light. A versatile den/study provides flexible space for a home office, playroom, or additional living area, while the remaining bedrooms offer comfortable accommodations for family or guests. Step outside to enjoy the screened and open lanai/porch areas overlooking the sprawling, tree-canopied backyard, an ideal setting for relaxing or entertaining amid mature landscaping and total privacy. Additional features include a paved circle drive, an extra building for storage, sprinkler system, well water with septic, and electric storm shutters. With its combination of classic architecture, generous acreage, and a peaceful country-like setting just minutes from city conveniences, this Buckingham estate is a rare find for buyers seeking space, character, and privacy. Come see it for yourself!

4691 Long Lake DR, Fort Myers

$1,499,000

3 Beds ⋅ 3.5 Baths ⋅ 2026036377 MLS

Set on nearly half an acre in prestigious St. Charles Harbour, 15701 Chatfield Drive is a beautifully reimagined residence offering exceptional privacy, sophisticated interiors and the distinctive lifestyle of this highly regarded boating community. Comprehensively renovated in 2025, this 3,792-square-foot home feels fresh, current and completely move-in ready. Positioned on a generous corner lot and framed by mature landscaping, a paved circular drive leads to an impressive entrance. Step inside and the home opens to an expansive, light-filled kitchen and living space, where French doors, abundant windows and an impressive wall of glass immediately draw the eye toward the pool and preserve beyond. Two sets of sliding doors extend the living space outdoors, creating an effortless connection between the interior and its private surroundings. The redesigned modern kitchen sits at the heart of the home, opening naturally to the main living areas and making the space equally suited to relaxed everyday living or entertaining. Outside, a sparkling pool and spa, fully equipped outdoor kitchen and covered lanai create an inviting setting for gathering, while a separate screened porch offers another comfortable space for alfresco dining and summer living. With no residence directly behind the property, the preserve provides a peaceful backdrop throughout. Also on the main level, the den offers a quiet, versatile workspace with views to the outdoors. An elevator provides effortless access to the second floor, where the home transitions to a more private setting for owners and guests. The primary suite is a true retreat, with two oversized walk-in closets featuring extensive built-ins and a beautifully redesigned bath with a spacious walk-in shower. An intimate sitting area with custom cabinetry, a generous coffee bar and dedicated refrigerator adds another layer of comfort. From the suite, step onto the expansive second-floor deck overlooking the pool and preserve; a peaceful outdoor escape with exceptional privacy. Well-planned guest accommodations complete the upper level, providing comfortable separation for family and guests. This renovation reaches well beyond the interiors, with all-new impact-resistant windows/sliding doors, a new metal roof, brand-new whole-house generator, reverse-osmosis system and numerous additional improvements throughout. Beyond the residence is what truly distinguishes St. Charles Harbour: a private, gated community centered around the Southwest Florida boating lifestyle. Convenient access to the Caloosahatchee River opens the way to Gulf waters beyond, while membership opportunities at the St. Charles Yacht Club offer dining, social activities and the camaraderie of an established yacht club community. 15701 Chatfield Drive is a rare opportunity to enjoy a comprehensively renovated home in one of Fort Myers’ most distinctive private communities. Schedule your private showing to experience St. Charles Harbour for yourself.

15701 Chatfield DR, Fort Myers

$275,000

4 Beds ⋅ 2 Baths ⋅ 2026036672 MLS

Welcome to this Stunning renovated home In Fort Myers not in the flood zone. The property has been totally renovated from top to bottom like a new home. Step inside, you'll be greeted by stunning porcelain tile that graces the entire house with 5 inches base board gives it the modern feel. The Living room, open concept with Huge kitchen offers great practical space for family and friends gathering and partying. This luxury kitchen carries brand new hardwood cabinets with soft closing features, beautiful quartz countertops, tons of counter space and storage and new stainless-steel appliances. Stunning main bedroom with huge walk-in closet as well as the spa like main bathroom literally take your breath away when you walk in. Property offers new Metal roof, new AC and hot water heater for peace of mind. Home has brand-new LED lighting throughout the entire house. Property is in X zone, so no flood insurance is required. Circle driveway and privacy backyard is the icing on the cake. Enjoy walks in this Peaceful Neighborhood, and Beautiful Sunrises or Breathtaking Sunsets over the Caloosahatchee River! Close to Everything...yet away from it all...Just 5 minutes to I-75 and ANYWHERE YOU NEED OR WANT TO GO! Close to Downtown Riverfront District, Spring Training Ballparks, Universities, Shopping, Restaurants, Schools, Medical Facilities, and a short drive to the RSW International Airport, and the Beaches! Don't miss this Gem near the Riverfront, with no flooding in any hurricane to date!

367 Rosemont DR, Fort Myers

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 2026034887 MLS

Ultimate Waterfront Luxury & Boater's Paradise in Town & River, South Fort Myers. Welcome to a truly one-of-a-kind waterfront estate, custom-designed and meticulously renovated by a custom homebuilder. Nearly 2,880 square feet of air-conditioned living space, this 4-bedroom, 4-bath masterpiece seamlessly combines luxury, functionality, and the ultimate Florida outdoor lifestyle. Step inside to discover high-end custom features throughout, including a sleek kitchen complete with a waterfall-edge island, residential ice maker, induction cooktop and an Ethanol fireplace anchoring the main living area. A major modern addition features a full second primary suite alongside a massive recreation room and wet bar perfect for hosting guests before stepping into your personal backyard resort. Recreation room has seating areas, humidor, beverage center and plenty of storage. Pamper yourself in one of the 2 steam showers, standalone 2-person sauna with infrared red light or the integrated hot tub & pool. 24 x 24 mud set marble flooring and Zebra & Hunter Douglass silhouette window treatments on all impact Low E tinted window and doors. Oasis doesn't begin to describe the outside entertainment patio complete with a sparkling pool, spa, kitchen with 42" Alfresco Grill, 24" Smoker, 2 covered seating areas, 1 with a fire pit and 3 TV's to watch the game. Bose inground speakers & wall mounted speakers in covered cabanas. The saltwater pool has 2 heaters, LP gas to heat the pool quickly and then an electric one to keep the heat maintained. Lush landscaping & lighting complete this outdoor experience. Designed with maritime enthusiasts in mind, this property is an absolute boater’s dream. The waterfront setup boasts three private docks: Deepwater Slip: Accommodates up to a 40-foot boat with a 16,000 pound lift, Secondary Slip: Accommodates a 26-foot boat with a 7,000 pound lift a PWC Dock: Dedicated for 2 jet Skis or small craft with 7,000 pound lift. A Reinforced seawall with 12" retaining wall, water & electric at the dock. Every functional detail has been carefully curated for modern convenience and peace of mind. The climate-controlled garage is fully equipped as a dedicated office, complete with a secondary laundry area, custom storage, and an EV charging station. Additional infrastructure includes a 1,000-gallon propane tank paired with a dedicated pad, ready for a whole-home generator. Located in the highly sought-after Town & River community, this property offers an unparalleled level of craftsmanship and coastal living.

1021 Wittman DR, Fort Myers

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