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$1,925,000
4 Beds 4.5 Baths 2026003784 MLS
Homes like this do not come along, especially in the Historic District off McGregor Boulevard. Custom built, this exceptional residence sits on two full lots and delivers a level of craftsmanship, scale, and quality that is nearly impossible to replicate at today’s cost, at any price. Offering approximately 5,400 square feet under air and nearly 10,000 square feet total, this residence is substantial, intentional, and beautifully maintained with recent enhancements, including a brand-new roof and media room. From the moment you arrive via the circular driveway and three-car garage, the presence is undeniable. Inside, the home lives large yet refined, anchored by a first-floor primary retreat with oversized walk-in closets and a spa-caliber bath. A standout library/study with custom built-ins, rich wood floors, and its own private courtyard creates a quiet, sophisticated escape rarely found today. Designed for seamless indoor-outdoor living, both the fireplace living room and expansive family room feature zero-corner pocket sliders that completely disappear, opening to a resort-style screened pool and spa with abundant covered lanai space. The outdoor experience is next-level, complete with a bar and grilling area everyone gravitates toward, plus a separate courtyard with fireplace that feels like a private boutique resort. Upstairs, a screened lanai off the media room adds yet another layer of livable luxury. The home continues to impress with a chef’s kitchen, formal dining room built for entertaining, media room, loft/workout space, wine room, butler’s pantry, generous guest suites, generator, and thoughtful details throughout that only a true custom build delivers. Simply put, this home cannot be duplicated for the price being offered. Not on a double lot. Not with this square footage. Not with this level of construction and finish. For a buyer who expects a certain caliber of home, and understands how rare this combination is, This Is A Must-See, Must-Act Opportunity. Homes of this quality, in this location, DO NOT WAIT.

1265 Canterbury DR, Fort Myers

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Keller Williams Realty Fort Myers and the Islands.

$935,000
4 Beds 3 Baths 2026003875 MLS
Rare opportunity to own a fully reimagined, custom-designed 4-bedroom, 3-bath residence remodeled and completed in 2026 by an award-winning designer and custom homebuilder. Thoughtfully taken down to the structure and rebuilt from the ground up, this dual owner’s suite home blends striking mid-century modern design with high-end finishes and meticulous attention to detail—nothing was left untouched. Another noteworthy feature is that this home saw no flood water from Hurricane Ian. Major upgrades include a new metal roof, all-new plumbing and electrical systems, new Icynene insulation, new walls and framing, new drywall, all-new trim, and new oak wood flooring throughout. Architectural details shine with exposed beams and wood ceilings, while indoor and outdoor living connect seamlessly. The home features a show-stopping, fully fenced garden oasis complete with spa and fire pit, perfect for relaxing or entertaining, all set within one of the most desirable neighborhoods west of McGregor. Offered fully furnished and move-in ready, the interior must be seen to be truly appreciated. The chef’s kitchen is a standout, featuring a 48" gas range and abundant storage to meet every culinary need. A well-appointed laundry room includes a full-size washer and dryer with convenient exterior access. A custom detached shed offers flexible use as golf cart storage, workshop, studio, or workspace. Ideally located just minutes from downtown dining, shopping, and entertainment, and a short drive to the beach, this home delivers the perfect combination of design, comfort, and location.

1325 Canterbury DR, Fort Myers

Courtesy of Starlink Realty, Inc.

Selling Office: VIP Realty Group Inc.

$1,400,000
5 Beds 4.5 Baths 2025002867 MLS
Historic 1925 Spanish Revival Gem in the Heart of Old Fort Myers! Step into the timeless elegance of this 1925 Spanish/Mediterranean Revival estate, nestled just off the iconic McGregor Boulevard in one of Fort Myers’ most cherished neighborhoods. With over 4,600 sq. ft. of living space across three stories, this five-bedroom home exudes warmth, character, and enduring craftsmanship. From the original hardwood floors and arched room-to-room transitions to the intricate wrought iron details and wood-burning fireplaces, every inch of this residence has been thoughtfully maintained and tastefully updated to preserve its historic charm. The gourmet kitchen features high end stainless steel appliances including a built-in Sub Zero refrigerator freezer, Bosch dishwasher and a Wolf gas range, the coffee bar, and wine/bar area take this to the next level and perfectly blend function with flair. The true highlight is the private outdoor sanctuary: a lushly landscaped pool retreat surrounded by tropical foliage with stone pavers and large covered area—seamlessly connecting indoor and outdoor living. There is a large outdoor kitchen with a gas grill and a wood burning fireplace, rain or shine your will be able to enjoy this tropical oasis. The recently built detached cabana, designed to meet the latest hurricane codes, offers a full bath, wet bar, and generous storage—ideal for guests, extended family, game room or use as a studio or office. This home had no damage or flooding from Ian or any of the recent storms. and a complete roof replacement in 2023. Whether entertaining under the stars or enjoying a quiet evening by one of the home’s multiple fireplaces, 1226 Wales Drive is more than a home—it’s a lifestyle. Located minutes from the River District, Edison & Ford Estates, and local dining and shops, this rare offering combines old-world charm with modern convenience. Own a piece of Florida’s golden era—refined, romantic, and ready to welcome you home.

1226 Wales DR, Fort Myers

Courtesy of John R. Wood Properties.

Selling Office: Local Real Estate LLC.

$1,535,000
4 Beds 5.5 Baths 224092505 MLS
Flood insurance not required!! Welcome to 1295 Wales Drive, an extraordinary two-story courtyard-style home on a picturesque corner lot in the historic McGregor area of Fort Myers. This unique residence features four spacious bedrooms, each with a private en-suite bathroom, including a versatile mother-in-law suite with its own entrance. The home is centered around a beautiful kitchen, creating a warm and inviting space for family gatherings and entertaining. Soaring ceilings and architectural ceiling details add elegance and character throughout. The private courtyard is designed for true indoor-outdoor living, complete with a heated pool and spa with a waterfall, a gas-heated fire pit, a grill area with a bar and a screened enclosure. A charming balcony overlooks the palm-lined street, adding to the home’s classic appeal. Inside, you’ll also find a formal dining room, an office, a loft currently used as a game room, and a dedicated movie room. Located near the public Fort Myers Country Club, vibrant downtown Fort Myers, and a convenient drive to pristine Gulf beaches, this home sits in a family-friendly neighborhood with excellent amenities. The riverside location on McGregor Boulevard provides peace of mind, yet flood insurance is not required. There is also no HOA. Residents are just a short stroll from stunning sunsets over the Caloosahatchee River on the sidewalk lined streets. This exceptional property is proudly offered by an owner-agent.

1295 Wales DR, Fort Myers

Courtesy of No Limits Realty, LLC.

Selling Office: Coldwell Banker Realty.

$1,125,000
5 Beds 5 Baths 224049878 MLS
Exquisite (1926) Multi-Generational Home. Did not have any water intrusion or damage from Ian. This spacious "Riverside McGregor" family residence has been extensively renovated and updated from the bottom up. 1221 Canterbury boasts 5 bedrooms, an office, media/playroom, and 5 baths, complete with a beautiful fenced back yard and pool! Combining Old World charm with modern comforts, the home features stunning hardwood floors, a double-sided wood-burning fireplace, "impact" windows and doors. The custom modern kitchen offers white cabinetry, a butler's pantry, high-end stainless steel appliances, including a double stack convection oven and microwave, a center island, and quartz countertops throughout, complemented by a whole-home water purification system. With volume ceilings, crown molding, and 8' doors/archways, the home exudes elegance. The spacious master bedroom features huge walk-in closets with plenty of storage, remodelled master bathroom with dual vanities, a walk-in shower, and a soaking tub. Outside, the professionally designed/landscaped backyard boasts a "salt-water" heated pool, custom stone (South Beach-designed) pool deck, and a separate guest house or in-law suite. Enjoy beautiful sunsets and outdoor dining options on the covered front porch. Canterbury is a highly desired street off of McGregor Blvd close to Fort Myers Country Club, downtown Ft. Myers, and the Edison Home.

1221 Canterbury DR, Fort Myers

Courtesy of Caloosa Realty Group LLC.

Selling Office: FGC Non-MLS Office.

$730,000
4 Beds 3.5 Baths 224047771 MLS
Welcome to 1369 Wales Dr, a charming ranch-style home nestled on the river side of McGregor. This property, set on almost one acre of land, is a hidden gem waiting for a touch of TLC to reveal its full potential. As you approach the property, you are greeted by a picturesque scene of large, mature oak trees that frame the front of the house, creating a serene and inviting atmosphere. The painted brick exterior adds a touch of rustic charm, while the cozy front porch beckons you to sit and enjoy the tranquility of the surroundings. Step inside to discover a spacious open living area, boasting soaring wood panel ceilings that add a sense of grandeur and openness. Two fireplaces add a cozy touch, perfect for those chilly evenings. The mid-century modern design is evident throughout, offering a unique blend of vintage charm and modern comfort. The home features four large bedrooms and four baths plus a den/office, providing ample space for a growing family or for hosting guests. The interior laundry room, with its solid concrete walls, offers practicality and convenience. One of the standout features of this property is the large and private backyard. It's the perfect canvas for creating your dream outdoor space, whether that's a lush garden, a children's play area, or a relaxing retreat. Despite its river side of McGregor location, this property does not require flood insurance, offering peace of mind and financial savings. The location on the river side of McGregor is highly sought after, known for its beautiful scenery and peaceful atmosphere. This home is a diamond in the rough, ready for the right owner to bring it back to life. With its unique features, prime location, and potential for customization, 1369 Wales Dr is a rare find. Don't miss out on the opportunity to make this house your dream home.

1369 Wales DR, Fort Myers

Courtesy of Caloosa Realty Group LLC.

Selling Office: Sellstate Achievers Realty.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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