Historic & River District Homes – Fort Myers Real Estate Listings

3 Beds ⋅ 2 Baths ⋅ 226024680 MLS ⋅ Cushman Manor BLDG.

Welcome home to this charming 3-bedroom, 2-bath residence offering 1,448 square feet of comfortable living space in the heart of Fort Myers. Situated on an oversized corner lot with dual street access, this home features a desirable split-bedroom floor plan, spacious living areas, and plenty of natural light throughout. Recent updates include a new roof (2023) and a 2019 A/C system, providing peace of mind for years to come. The expansive yard offers endless possibilities for entertaining, gardening, or adding your personal touch. Conveniently located just minutes from shopping, dining, schools, medical facilities, downtown Fort Myers, and the area’s beautiful Gulf beaches, this home combines comfort, convenience, and value. Whether you’re a first-time homebuyer, investor, or looking for your next family home, this centrally located property is one you won’t want to miss!

4220 Deleon St, Fort Myers

$430,000

3 Beds ⋅ 3 Baths ⋅ 2026027192 MLS

MOTIVATED SELLER • PRICE IMPROVEMENT • INCOME-PRODUCING POTENTIAL • PRIVATE MOTHER-IN-LAW SUITE • NEW A/C • NEWER ROOF • NO FLOOD INSURANCE REQUIRED • SOLAR PANELS • 2,489 SQ. FT. THIS IS NOT YOUR TYPICAL 3-BEDROOM HOME! Welcome to 4350 Orangewood Ave, where space, style, flexibility, and income-producing potential come together in one truly unique Fort Myers property. Offering 3 BEDROOMS, 3 BATHROOMS AND 2,489 SQ. FT. OF BEAUTIFULLY UPDATED LIVING SPACE, this home is designed for buyers who want more—more room, more possibilities, and more ways to enjoy the Florida lifestyle. One of the standout features is the PRIVATE MOTHER-IN-LAW SUITE WITH ITS OWN SEPARATE ENTRANCE, FULL KITCHEN, BATHROOM AND LAUNDRY AREA. Perfect for multi-generational living, extended family, guests, a private home office setup, or potential additional income, this versatile space gives the next owner options that are difficult to find. Step inside the main residence and discover a home filled with character and thoughtful upgrades. The fully remodeled kitchen creates an inviting centerpiece for everyday living and entertaining, complemented by updated electrical and plumbing, new flooring, new interior doors, modern fixtures, and a beautiful fireplace that adds warmth and personality. And for those who love to entertain, wait until you see the WINE CELLAR—an unexpected and sophisticated feature that makes this home even more memorable. Storage is no problem here. The home offers a HUGE LAUNDRY ROOM WITH AN OVERSIZED PANTRY, giving you the functional space buyers are always looking for. Outside is where the Florida lifestyle really comes alive. The expansive PAVERED OUTDOOR ENTERTAINMENT AREA feels like an extension of the home and includes a TV AREA, BUILT-IN GRILL, MINI REFRIGERATOR, OUTDOOR SHOWER AND ADDITIONAL BATHROOM. Imagine weekend barbecues, game nights, family gatherings, or simply relaxing outside after a long day. Major improvements add even more value and peace of mind, including a NEW A/C (2025), 2018 ROOF, BRAND-NEW WATER HEATER, SOLAR PANELS, UPDATED ELECTRICAL AND UPDATED PLUMBING. And another major advantage: NO FLOOD INSURANCE REQUIRED, helping make Florida homeownership that much easier. Whether you are searching for a spacious primary residence, a home for multiple generations, or a property offering INCOME-PRODUCING POTENTIAL, 4350 Orangewood Ave deserves to be seen in person. MOTIVATED SELLER — COME SEE THE SPACE, UPGRADES AND POSSIBILITIES THIS HOME HAS TO OFFER! SCHEDULE YOUR PRIVATE SHOWING TODAY.

4350 Orangewood Avenue, Fort Myers

$282,000

3 Beds ⋅ 2 Baths ⋅ 2026026390 MLS

Come See This Charming 3-Bedroom, 2-Bath Home in PALM LEE PARK! Looking for a comfortable home in a great Fort Myers neighborhood at a reasonable price? Come see this well-maintained 3-bedroom, 2-bath home in Polly Park, a neighborhood known for its midsize homes and affordable prices. This home features a new roof installed in 2023 and a one-year-old A/C condenser, giving you peace of mind for years to come. The home is in great condition and ready for its new owners! And you can’t forget about Jefferson Park, just a couple of blocks away! The park offers a wonderful place for children to play and even features weekend movies on the lawn—a great way to enjoy the community with family and friends. Come take a look—you may just find your next home!

3941 Maxine Street, Fort Myers

$795,000

3 Beds ⋅ 2 Baths ⋅ 2026025675 MLS

This Gulf-Access 3 bedroom and 2 Bath pool home In McGregor Isles has two covered boat lifts and is move-in ready condition. The open layout home has been fully updated inside and out including travertine floors, new kitchen, baths, laundry room, and customized two car garage. The oversized and private pool deck has over 500 square feet of covered and insulated lanais with a new screen enclosure with picture window openings. Over 5,000 square feet of pavers between the oversized driveway with culvert, private storage area, walkway and sitting area adjacent to the dock. Pie-shaped lot on a quiet street with no through traffic has plenty of room for addition, detached garage, and boat or RV parking. New Roof in 2024 and other updates include plumbing supply lines, electric, doors, windows, 2 -stage air conditioning system, new duct work, hybrid water heater, and new stucco. Exterior and interior recently painted. Less than 5 minutes to river by boat. Transferrable Flood Policy Available.

5985 Baker Court, Fort Myers

$499,000

3 Beds ⋅ 2 Baths ⋅ 226021775 MLS

Short Sale: Situated on approximately .36 acres, this 3-bedroom, 2-bath home offers over 2,100 square feet of living space with a functional layout designed for both everyday living and entertaining. The property features an open floor plan, spacious living areas, and abundant natural light throughout. The kitchen includes a large center island, farmhouse-style sink, and ample cabinetry and workspace. The primary suite offers a walk-in closet, dual vanities, and a spacious shower, while two additional bedrooms and a guest bathroom provide flexibility for family, guests, or home office needs. Outdoor features include a saltwater pool, expansive patio area, mature landscaping, and a large backyard with room for a variety of uses. Additional improvements include a metal roof, attached two-car carport, laundry area, and additional storage or workshop space. Based on available information, the property appears to be in generally good condition but may benefit from cleaning and cosmetic improvements following vacancy. Buyers are encouraged to conduct their own inspections to verify condition, functionality, and suitability of all improvements and systems. Conveniently located near College Parkway, Colonial Boulevard, shopping, dining, and other Southwest Florida amenities. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.

544 Bayside DR, Fort Myers

$1,099,000

4 Beds ⋅ 3.5 Baths ⋅ 226021806 MLS ⋅ Immokalee Anchorage BLDG.

Ideally positioned along the sought-after riverside corridor of McGregor Boulevard, this exceptional residence offers 3,423 square feet of living space with four bedrooms and 3.5 baths, set on a 0.37-acre homesite within a private cul-de-sac enclave of just five homes. Designed to emphasize open living and connectivity, the home features expansive interior spaces with uninterrupted sightlines extending from the main living areas to the lanai and pool. Pocketing sliding glass doors disappear into the walls, creating a seamless indoor-outdoor experience that enhances everyday living and entertaining. This property delivers a unique lifestyle advantage with deeded access to a shared boat ramp adjacent to the home, providing convenient access to the Caloosahatchee River. The setting offers the benefit of a waterfront lifestyle while maintaining non-waterfront ownership, an increasingly desirable balance for buyers seeking accessibility and value. The five-residence enclave is further enhanced by underground utilities and a quiet, established setting. Equally important is the home’s resilience and long-term livability. Despite its proximity to the river and location within a FEMA AE flood zone, the property has had no storm surge impacts and there is a current, transferable flood insurance policy available to the buyer of this property. Recent system updates and structural improvements include a roof replacement in 2022, two Lennox air conditioning systems installed in 2026 with transferable warranty, hurricane-impact windows throughout, a reinforced hurricane-impact garage door and an oversized attached two-car garage. The home also features a pool with an enclosed lanai, creating a private outdoor environment that complements and becomes part of the interior living space. Additional benefits include a county-only tax structure, contributing to lower overall carrying costs while maintaining proximity to the River District, dining and everyday conveniences. This is a rare opportunity to own a thoughtfully designed home in one of Fort Myers established and desirable river corridor locations, where lifestyle, resilience and long-term value align.

8390 Riviera Ave, Fort Myers

$389,000

3 Beds ⋅ 2 Baths ⋅ 226021654 MLS ⋅ Palmlee Park BLDG.

Originally built in 1951 and completely reimagined from the studs out, this beautifully renovated three-bedroom, two-bath Fort Myers residence with 1,258 square feet of living area delivers the feel and confidence of a newly transformed home while preserving the character and setting of an established neighborhood. Positioned on an oversized .26-acre corner homesite less than two miles from Downtown Fort Myers, the home has undergone an extensive renovation encompassing the major systems, exterior and interior living spaces. Improvements include new plumbing, electrical, HVAC, roof, siding, soffits and seamless gutters, along with hurricane-impact windows and hurricane-rated exterior doors—giving buyers the advantage of having many of the significant improvements today's homeowners value already completed. Inside, the transformation continues with a light-filled great room designed for comfortable everyday living and entertaining. The beautifully appointed kitchen features quartz countertops, extensive custom cabinetry and new appliances. Carefully selected finishes include luxury vinyl plank and travertine tile, complemented by restored original Miami-Dade pine flooring, preserving a distinctive connection to the home's 1951 character while surrounded by extensive modern updates. The primary suite features a custom walk-in closet with built-in shelving, designer vanity and glass-enclosed shower. A separate dining room opens through hurricane-impact sliding doors to a private brick-paver patio, extending the living space outdoors. A covered front porch, private wood deck off the primary bedroom and professionally landscaped surroundings further enhance the home's relaxed Florida lifestyle. Adding another important layer of confidence are a Builder Warranty, transferable AC Warranty, termite warranty and one-year home warranty. Located near the historic McGregor corridor, Fort Myers Country Club and the dining, entertainment and waterfront destinations of the Downtown River District, 1755 Oakley Avenue offers a compelling opportunity: the charm and established character of a 1951 Fort Myers home, extensively transformed from the studs out with the modern improvements today's buyers seek, all within convenient reach of the best of Fort Myers.

1755 Oakley Ave, Fort Myers

$284,900

2 Beds ⋅ 1 Baths ⋅ 2026023673 MLS

Don't miss this cozy two-bedroom mid-century gem nestled between McGregor and the river. Priced well below the million-dollar homes around it, this home offers terrazzo floors, a flexible bonus room, a screened patio, an open porch, impact windows, an interior laundry room, and an oversized fenced backyard. Perfect location, endless potential - just add your personal touch! Priced under lot value! The location is one of the best for convenience to both downtown, Bell Tower Shops, Fine Arts Theatres, restaurants, beaches and so much more. It's perfect for a full time home or for snowbirds. Either way, this is a great buy and the person with a good eye will realize it's full potential!

5521 Shaddelee Lane W, Fort Myers

$375,000

3 Beds ⋅ 2 Baths ⋅ 2026021597 MLS

100% Move-In Ready – The One You’ve Been Waiting For! This beautifully maintained 3-bedroom, 2-bath home features a desirable split floor plan designed for both comfort and entertaining. A brand-new door with sidelights welcomes you into this immaculate home. A formal dining area sits just off the kitchen, creating a natural flow for gatherings and everyday living. Enjoy a clean, modern feel throughout with continuous tile flooring in every room—no carpet anywhere! The oversized lanai is fully tiled as well, extending your living space outdoors in style. New lighting in the Kitchen, Dining Room & Bathrooms. Newer countertops and appliances in the Kitchen. The interior has been freshly painted in a soft, calming palette, while the exterior has also been recently refreshed, giving the home a crisp, updated curb appeal. Improvements include a shingle roof over in 2024. The 2 Car garage has a non-slip, epoxy floor, extra cabinets and shelving for storage. The home features an irrigation system on its own Well—no additional city water expense for landscaping. Surrounded by mature landscaping, the property offers a serene, private oasis with plenty of room to add a pool if desired. Ideally located just minutes from the historic Edison and Ford Winter Estates and vibrant downtown Fort Myers, you’ll enjoy easy access to golfing, boating, dining, shopping, theater, Music Walk, Art Walk, and more. Seller is also offering a One-Year Home Warranty for added peace of mind.

5657 Eichen Circle E, Fort Myers

$1,295,000

5 Beds ⋅ 4 Baths ⋅ 2026021232 MLS

OLD FORT MYERS - Welcome to 1250 Florida Avenue, a stunning estate-style residence perfectly situated on one of the most sought after streets off Historic McGregor Blvd. This 5-bedroom, 4-bath showplace combines timeless elegance with modern sophistication, offering the ultimate in Florida living. Step inside to discover sleek, designer finishes throughout an open and airy floor plan. The impressive chef's kitchen features high-end appliances, custom cabinetry, and a spacious island ideal for both cooking and entertaining. Expansive living areas flow seamlessly outdoors through impact-rated windows and doors, filling the home with natural light and views of the tropical surroundings. The primary suite offers a serene retreat with a spa-inspired bath and generous closet space. Four additional bedrooms plus a home office provide flexibility for family and guests. Outside, enjoy your own private oasis with lush tropical landscaping, a resort-style pool, an outdoor kitchen and multiple entertaining spaces perfect for gatherings or quiet relaxation. A whole-house generator ensures comfort and peace of mind year-round. Set on a large, beautifully landscaped lot in one of Fort Myers' most desirable neighborhoods, this home offers an exceptional blend of style, privacy, and convenience-just minutes from the River District, shopping, dining, and the best of Southwest Florida living.

1250 Florida Avenue, Fort Myers

$3,950,000

6 Beds ⋅ 7 Baths ⋅ 2026015517 MLS

Panoramic riverfront views and 1.33 acres of privacy directly off McGregor Boulevard define this truly one-of-a-kind estate property along the Caloosahatchee River. Offering an extraordinary combination of acreage, DEEP WATER river frontage, and unmatched convenience, this rare opportunity allows you to enjoy miles of open water views, vibrant western sunsets, and quick access to shopping, dining, downtown Fort Myers, and area beaches by both boat and car. Spanning nearly 8,000 total square feet, the estate consists of two residences across one expansive property, featuring a total of 8 bedrooms, 6.5 bathrooms, multiple living and entertaining spaces, and a 6+ car garage, ideal for collectors and enthusiasts. With approximately 141 feet of shoreline, this stretch of river is known for its exceptional width and deeper water depth, accommodating larger vessels and delivering the sought-after “big water” views rarely found in Fort Myers. Designed with entertaining and lifestyle in mind, the property is highlighted by an extraordinary 2,600-square-foot rooftop terrace with 360-degree panoramic river views. Complete with a full outdoor kitchen, bar, and lift access for seamless service, this space is perfectly suited for hosting private gatherings, corporate events, or unforgettable sunset evenings with family and friends. The original residence, built in 1972, offers 5 spacious bedrooms and 3 bathrooms, showcasing timeless architectural character and solid construction. The second residence, added in 2003, provides 3 additional bedrooms, 3.5 bathrooms, and a substantial 6-car garage, making it ideal for multi-generational living, guest accommodations, or a private retreat. Positioned along one of Fort Myers’ most iconic corridors, near the historic winter estates of Edison and Ford Winter Estates, this location is synonymous with prestige, history, and natural beauty. Enjoy a short drive to Downtown Fort Myers, where you’ll find a vibrant mix of dining, entertainment, and cultural attractions, including favorites like The Veranda, Oxbow Bar & Grill, Izzy’s Fish & Oyster, Ford’s Garage, and Firestone Grill Room. The area also hosts renowned events such as the Edison Festival of Light and ArtFest Fort Myers, along with weekly art walks, farmers markets, and waterfront events. Surrounded by riverfront parks, boutique shopping, the scenic promenade, and landmarks like the Luminary Hotel & Co., this property offers a lifestyle that blends privacy, convenience, and energy. Framed by sweeping water views and glowing sunsets, this exceptional riverfront estate presents a once-in-a-generation opportunity to own one of Fort Myers’ most significant waterfront properties. This is a property that cannot be assembled again. 1.33 acres. 141 ft deep-water frontage. Two residences. 2,600 SF rooftop terrace. McGregor Boulevard. The combination together simply does not exist anywhere else in Fort Myers.

3788 Harold Avenue, Fort Myers

$669,000

5 Beds ⋅ 4 Baths ⋅ 2026015834 MLS

Located in the highly desirable McGregor Corridor, two year home warranty included, this expansive 5-bedroom, 4-bath residence offers over 4,300 square feet of thoughtfully designed living space with soaring vaulted ceilings throughout. The open-concept layout seamlessly connects the kitchen, living, and outdoor entertaining areas, creating an ideal setting for both everyday living and large gatherings. A private upstairs living area provides flexibility for guests, multigenerational living, a home office, or a media retreat. Recent upgrades include a brand-new roof with hurricane warranty, spray-foam insulation, hurricane-rated Bahama shutters, and a Halo whole-home water filtration system. Situated on an oversized corner lot, the property also features a rare 250-square-foot air-conditioned storage room, abundant parking, and convenient access to downtown Fort Myers, beaches, hospitals, shopping, dining, and top-rated schools. Combining size, resilience, efficiency, and location, this home offers a unique opportunity in one of Fort Myers’ most established neighborhoods.

1561 Lynwood Avenue, Fort Myers

$349,000

2 Beds ⋅ 2 Baths ⋅ 2026015423 MLS

Designed and built in 1973 by and for the noted SW Florida architect Edgar Wilson, this 2 bedroom, 2 bathroom + den 1548 sq.ft. home has it all! If you want quality, style, generous rooms, and a flexible floor plan this is a must see! Upon entering on the lower level, there is a primary/guest bedroom and bathroom with lots of closet space next to a full-size utility room with storage. As you ascend to the second floor you will experience the magnificent, expansive and verdant golf course views. The kitchen, dining room, office/den, living room and television alcove blend seamlessly and offer style and thoughtful function. Two covered and spacious viewing decks, one for the front and the other in the rear. This home represents a very unique opportunity full architectural excellence…schedule a private tour!

1702 Hill Avenue, Fort Myers

$475,000

3 Beds ⋅ 2 Baths ⋅ 2026012470 MLS

Don’t miss this unique multi-use property in Fort Myers offering flexibility, space, and income potential. The main home features 2 bedrooms, 1 bathroom plus a den/flex room that can easily function as a third bedroom, home office, or additional living space. Attached to the home is a private 1-bedroom, 1-bath guest suite, making this property ideal for multi-generational living, guests, or potential rental income. Step outside and enjoy the Florida lifestyle with your own in-ground concrete pool surrounded by a screened pool enclosure, perfect for relaxing or entertaining year-round. The homes also feature updated kitchens, updated bathrooms, updated plumbing, storm shutters for window protection, 2 year old roof, and an updated electrical panel wired for a generator for added peace of mind. Even better, the property is located outside of a flood zone, which can help reduce insurance costs. The property also includes a detached 2-car garage offering plenty of room for parking, storage, or a workshop. With its flexible layout, guest suite, and outdoor amenities, this property offers incredible potential for homeowners, investors, or anyone looking for extra income or versatility. Conveniently located near shopping, dining, and everything Fort Myers has to offer.

1534 Ricardo Avenue, Fort Myers

$2,499,000

4 Beds ⋅ 3 Baths ⋅ 2026007167 MLS

Breezy. Bright. Riverfront. Set along a prized stretch of the Caloosahatchee River, this fully renovated waterfront residence offers the rare combination of modern luxury, generous land, and true boating capability. The four-bedroom, three-bathroom home has been completely reimagined with sleek contemporary finishes and major system upgrades for peace of mind, including a new roof, new HVAC systems, and all-new appliances. The kitchen is a showpiece, designed for both entertaining and everyday living, featuring clean lines, premium materials, and an effortless flow into the main living spaces. Updated flooring unifies the interior with a refined, modern feel, while the bathrooms echo the same elevated aesthetic. The primary suite is a private sanctuary, highlighted by a luxurious steam shower that brings a spa experience home. Walls of glass draw the eye outdoors, where the river becomes your daily backdrop. Each evening delivers a front-row seat to glowing sunsets that paint the water in gold and crimson — a private spectacle that never repeats and never disappoints. Electric hurricane shutters enclose the lanai, providing both security and convenience without sacrificing the view. The expansive lot enhances the sense of privacy and possibility. A sparkling pool anchors the outdoor space, surrounded by ample room to design the ultimate waterfront retreat. The layout is ideal for a future outdoor kitchen, lounge areas, and fire-lit gatherings under the stars, making the property as suited for quiet relaxation as it is for unforgettable entertaining. This is a home where renovation meets location — modern living paired with one of Southwest Florida’s most coveted riverfront settings. A rare opportunity to own direct river frontage, breathtaking views, and a lifestyle defined by sunsets, boating, and effortless luxury.

3776 Harold Avenue, Fort Myers

$1,354,000

6 Beds ⋅ 3 Baths ⋅ 2026006878 MLS

Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone’s throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. The expansive kitchen is a chef’s delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard adds to the home’s unique appeal. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, RV, or additional recreational toys. The property includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. The location offers easy access to Fort Myers Country Club, the Edison-Ford Winter Estates, hospitals, top-rated public and private schools, diverse dining and shopping options, RSW Airport, and the pristine beaches of the Gulf of Mexico. Enjoy evening strolls in this wonderful neighborhood lined with mature trees. Don’t miss your chance to own a piece of Fort Myers history in a highly sought-after community. Schedule your private showing today. No water intrusion or storm damage from Ian.

1248 Osceola Drive, Fort Myers

$3,950,000

4 Beds ⋅ 4.5 Baths ⋅ 226005199 MLS ⋅ Fort Myers BLDG.

Set behind private gates on nearly two acres along the Caloosahatchee River, 2600 McGregor Blvd offers an extraordinary combination of privacy, scale, waterfront living, and direct boating access. With 163 feet of river frontage, the property captures sweeping open-water and sunset views from one of Fort Myers’ most iconic corridors. Designed for refined single-story living, this custom residence features four bedrooms, four-and-a-half baths, a private den, and expansive spaces for everyday living and entertaining. Soaring ceilings, impact-rated windows and doors, elegant millwork, and thoughtfully designed architectural details create a timeless sense of sophistication throughout. At the heart of the home, the chef’s kitchen offers generous preparation space, a center island, gas cooking, and effortless connection to the family room. Zero-corner sliders open the living space to the outdoors and frame panoramic river views, while a butler’s pantry and dedicated wine storage make entertaining exceptionally easy. The primary suite is a private waterfront retreat featuring panoramic river views, dual custom closets, a spa-inspired bath, and its own fitness area. For the automobile enthusiast or serious collector, the property offers an exceptional feature: an oversized three-car garage complemented by an expansive garage and storage area beneath the residence with capacity for approximately nine additional vehicles. Ideal for a vintage or specialty automobile collection, recreational equipment, or extensive private storage, this remarkable space sets the property apart. Outdoor living takes full advantage of the riverfront setting with a heated pool and spa, generous covered entertaining areas, and a private dock with two boat lifts providing direct boating access to Fort Myers Beach, Sanibel, Captiva, and the Gulf. Recently installed Garrison flood panels provide an additional layer of protection. Located along historic McGregor Boulevard, within walking distance of the Edison & Ford Winter Estates and just minutes from downtown Fort Myers, 2600 McGregor Blvd brings together exceptional waterfront, boating, privacy, and space in a distinctive Fort Myers riverfront estate.

2600 Mcgregor Blvd, Fort Myers

$515,000

3 Beds ⋅ 2 Baths ⋅ 2026004813 MLS

Beautifully renovated home in the highly desirable McGregor area! This property features a complete renovation including a new roof, new plumbing, electrical, flooring, and fully updated bathrooms. The open-concept layout showcases a stunning modern kitchen with new cabinetry, stainless steel appliances, and a large island perfect for entertaining. Enjoy peace of mind with all major systems updated, along with stylish contemporary finishes throughout. The home is ideally located near the river, beaches, shopping, dining, and top local amenities. Property is not located in a flood zone. Amazing location with easy access to everything Southwest Florida has to offer. Move-in ready and perfect as a primary residence, second home, or investment opportunity!

1433 Paloma Drive, Fort Myers

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 2026004167 MLS

COMPLETELY RENOVATED and architecturally distinctive, this exceptional Mid-Century Modern estate is tucked away on .43 acres on a quiet dead-end street, in the coveted Valencia neighborhood, just minutes from Historic Downtown Fort Myers and the River District. Designed for EFFORTLESS INDOOR-OUTDOOR LIVING, the home's dramatic OPEN FLOOR PLAN is filled with natural light through walls of glass and expansive sliding doors that seamlessly connect the interior to the resort-style backyard. VAULTED CEILINGS, EXPOSED BRICK ACCENTS, a sunken living room with a fireplace, and iconic Mid-Century architectural details create a warm yet sophisticated atmosphere. extraordinary blend of timeless design, modern luxury, and an unbeatable location. At the heart of the home, the stunning chef's kitchen is designed to impress with premium JennAir stainless steel appliances, custom two-tone white oak cabinetry, and an oversized waterfall-edge quartz island that anchors the living and dining spaces—perfect for entertaining or everyday living. A rare feature, the home offers TWO LUXUIRIOUS PRIMARY SUITES. One suite includes a private entrance, making it ideal for multigenerational living, guests, a home office, media room, or private retreat. Step outside to your own tropical sanctuary. Mature trees and lush landscaping provide exceptional privacy while framing the heated pool, fire pit, and charming arbor swing—creating the perfect setting to relax, entertain, and enjoy Southwest Florida's year-round outdoor lifestyle. Luxury is matched with peace of mind thanks to extensive updates, including impact-rated hurricane windows and doors, a 2019 tile roof, 2025 water heater, 2024 pool pump and filter, 2021 dual electrical panels, 2015 repiped plumbing and 3 well-maintained AC units on regular service plans. The oversized garage accommodates two vehicles plus a golf cart, bikes, and additional storage for all your Florida lifestyle essentials. Located less than a mile from the Historic River District, you'll enjoy award-winning restaurants, boutique shopping, art galleries, theaters, waterfront parks, and vibrant year-round events. Nearby Snell Park offers beautiful riverfront sunsets, walking paths, and abundant wildlife, making this one of Fort Myers' most desirable neighborhoods. This is a rare opportunity to own a fully remodeled architectural home in one of Fort Myers' most sought-after locations—offering privacy, luxury, and convenience in equal measure. Experience the lifestyle. Schedule your private showing today—and don't miss the property video.

2943 Valencia Way, Fort Myers

$13,300,000

6 Beds ⋅ 11 Baths ⋅ 2026003843 MLS

A true crown jewel of Southwest Florida, this Palladian-inspired waterfront estate stands in a class entirely its own. Offering a level of craftsmanship, scale, and resilience more often associated with Naples or Palm Beach, this is a generational type property, an estate that simply cannot be recreated at this value. It is a residence that quietly yet unmistakably signals arrival. Set behind private gates on more than two secluded acres in one of Fort Myers’ most prestigious waterfront settings, the impeccably furnished estate unfolds as a private world. Once on property, the surroundings fade away, replaced by a tranquil botanical sanctuary filled with rare and exotic plantings sourced from around the globe. The sense of privacy is complete, resort-level living, entirely your own. Spanning nearly 19,200 square feet of living space, the estate offers 153 feet of direct Gulf-access waterfront, two private docks, and a boat lift accommodating vessels up to 40 feet with a 30,000-pound lift (expandable). Designed with longevity and strength in mind, the elevated residence delivers exceptional peace of mind without sacrificing beauty or elegance. The principal residence features four luxurious bedroom suites, two private offices, a professional-grade fitness studio, and both indoor and outdoor theaters designed for refined entertaining. A 2,000-bottle wine cellar anchors the home for collectors, while the chef’s kitchen is a true statement, finished in African walnut with custom cabinetry, marble countertops, premium appliances, and elegant marble sliding panels that conceal functionality behind a seamless, gallery-like design. Outdoor living rivals the finest five-star resorts, centered around a breathtaking 75,000-gallon mosaic infinity-edge pool and dramatic 16-person spa. Expansive lounge areas, a fully equipped outdoor kitchen, automated screens, and hurricane shutters allow the home to live effortlessly year-round, all framed by serene water views and lush tropical gardens. A separate three-bedroom guest house is also available and offers privacy and comfort for guests or staff, while the expansive motor court and nine garage spaces, accented by solid granite driveways and refined Mexican shell stone, will impress the most discerning automotive enthusiasts. Built without compromise by Michelangelo Custom Homes and architecturally designed by Stofft Cooney of Naples, the timeless estate showcases Italian marble flooring, custom fixtures, and precision millwork throughout. Advanced systems include state-of-the-art audio, visual, and security technology; Japanese Tensui water filtration; dual-well, web-based irrigation; elevator access; a 1,000-gallon underground LPG tank; and an extraordinary 754-light LED system that transforms the property from day to night. This is not simply a luxury home, it is a private sanctuary, a legacy estate, and one of the most remarkable and enduring waterfront offerings ever presented in Lee County.

1240 Coconut Drive, Fort Myers

$574,900

4 Beds ⋅ 3 Baths ⋅ 225084328 MLS

Welcome to 4310 McGregor Blvd, one of the best values in Fort Myers' highly desirable Historic McGregor District. There is currently nothing else on the market offering this level of renovation, soaring ceilings, large impact windows and doors, private pool, and move in ready condition at this price. Located in an X Flood Zone with NO flood insurance required and NO HOA, this home offers peace of mind along with timeless style. Step through the beautiful mahogany double doors into a light filled interior featuring dramatic vaulted ceilings, multiple living spaces, a custom fireplace, designer finishes, and an ideal layout for entertaining or multigenerational living. The stunning kitchen showcases solid wood cabinetry, quartz countertops, a large center island, and premium KitchenAid appliances, while all three bathrooms have been completely renovated with spa inspired finishes. Outside, enjoy your own private backyard oasis with a sparkling pool, custom pergola, lush tropical landscaping, and plenty of room to relax or entertain year round. Major updates include impact windows and sliders, updated electrical, updated plumbing, modern flooring throughout, and countless high end improvements that make this home truly move in ready. Just minutes from Historic Downtown Fort Myers, this incredible location is perfect for golf cart or bike rides to local favorites including McGregor Café, Cristof's on McGregor, McGregor Pizza & Deli, the Edison and Ford Winter Estates, the Fort Myers Country Club, and the Caloosahatchee River. If you've been waiting for a fully renovated home in the Historic McGregor area without the worry of flood insurance, this is the one.

4310 McGregor BLVD, Fort Myers

$465,000

4 Beds ⋅ 2 Baths ⋅ 2025022419 MLS

Welcome to a beautiful Fort Myers Home offering peace of mind with major updates throughout. Enjoy the benefits new A/C, new paint and roof replaced in 2018. Tastefully remodeled kitchen and bathrooms bring a fresh, modern feel to every room. Great resort-style pool area with ample deck space for entertaining or unwinding in total privacy. Located close to downtown, shopping, and parks, this home is perfect as a full-time residence or seasonal retreat.

1736 Bonnie Court, Fort Myers

$895,000

3 Beds ⋅ 3 Baths ⋅ 225056672 MLS

Stunning remodel. Designer details. Ultimate location. Enter a residence where timeless charm meets high-design living—this completely reimagined three-bedroom, three-bath beauty in Fort Myers desirable McGregor Corridor is nothing short of extraordinary. Following a complete renovation, this home is a masterclass in craftsmanship, luxury and thoughtful reconfiguration. Every inch has been meticulously upgraded—walls moved, ceilings raised and features elevated—to create a living experience that is relaxed and refined. Inside, you'll be captivated by vaulted ceilings in the great room and primary suite, featuring hand-harvested cypress beams from the local Cypress Slough and crisp white tongue-and-groove wood paneling. Natural textures meet elegant design with beadboard and chair rail wainscoting throughout, a wood-burning fireplace and custom finishes. The gourmet kitchen is a showstopper, quartz countertops with full-height backsplash, a custom banquet, ZLine refrigerator with filtered water and even a left-in reverse osmosis system. The adjacent laundry room—newly added inside for convenience—makes everyday living effortless. The luxury continues outdoors with a new pool by Coastal Custom Pools, complete with marble pavers, a sun shelf with bubblers, a water feature wall and a freestanding hot tub for evening relaxation. Entertain with ease or unwind in style within your fenced-in backyard and dedicated dog run. A replaced front porch with pavers sets the tone before you even step through the door. No detail was overlooked, solid core interior doors, new impact windows, new roof, gutters, trim, tile flooring, upgraded door hardware and whole-home ADT security. There’s even a 50-amp RV plug, generator hookup, irrigation system and whole-house water softener for seamless living. The primary suite is an elegant sanctuary with navy shaker cabinets, quartz counters, Kohler Purist fixtures, custom closets, natural wood shelving and a walk-in shower with dual sinks. Each guest suite is a design lover’s dream featuring custom wallpaper, board and batten accents, built-ins and spa-inspired baths. In one of Fort Myers charming, family-friendly communities, you're a short distance from Triangle Park, the Caloosahatchee River, and all the culture, cuisine and entertainment of downtown. This is not just a remodel, it’s a home of heart and soul, curated for the way you want to live.

1219 Osceola Drive, Fort Myers

$299,900

3 Beds ⋅ 2 Baths ⋅ 225027174 MLS

Don't miss the opportunity to become a first time home buyer or as an investment property. With your choice of using the back room as an efficiency, (income property) or in-law suite. Great location, close to it all. Come and take a look for yourself.

1862 Moreno AVE, Fort Myers

🏡 Historic District & River District Homes for Sale – Fort Myers, FL

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