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$1,832,000
4 Beds ⋅ 5.5 Baths ⋅ 2026006000 MLS
Welcome to this exceptional 2018-built lakefront residence located in an exclusive gated enclave of just 21 custom built homes, each showcasing timeless French Country architecture. Offering 4819 square feet of thoughtfully designed living space, this stunning home features 4 spacious bedrooms, 4 full baths, 2 half baths, and a spacious bonus room, perfect for a media room, kids playroom, or fitness space, or mother-in-law suite. Situated a a full 1 acre lot, the open-concept floor plan is highlighted by a beautiful chef’s kitchen with a large center island, gas cooktop, stainless steel appliances, and abundant cabinetry-ideal for both everyday living and entertaining. Real wood flooring adds warmth and elegance throughout main living areas. Step outside to your private oasis featuring a sparkling pool and spa along with almost 3000 square feet of pool deck. A covered bar and outdoor family room- both with large TV's make this a great place for hosting guests. Serene lake views and a quiet neighborhood create the perfect backdrop for relaxing. An oversized 4-car garage provides ample space for vehicles, storage, and toys with ample room for storage and workspace. Built with refined details and modern finishes, this impressive home combines luxury, privacy, and architectural charm in a boutique gated community just minutes from the world-renowned beaches of Sanibel and Captiva Islands, as well as Ft. Myers dining, shopping, and entertainment. A rare opportunity to own a newer, expansive lakefront home in an intimate and highly desirable location.

16351 Shenandoah CIR, Fort Myers

Courtesy of Premiere Plus Realty Company.

Selling Office: Re/Max Sunshine.

$2,595,000
6 Beds ⋅ 6.5 Baths ⋅ 225074237 MLS
Experience the perfect balance of a country living feeling close to the city and beaches in this exceptional custom estate located in the exclusive gated equestrian community of Shenandoah. Nestled on a rare, beautifully landscaped one-acre lot, this impressive home offers over 6,000 square feet of meticulously designed living space featuring 7 bedrooms, 6.5 baths, and an oversized 4-car garage that can accommodate an additional 2 to 3 cars, providing space for up to 6 or 7 vehicles. Built by the highly regarded Carlton-Naumann Homes, every detail reflects superior craftsmanship and thoughtful design. The gourmet kitchen is a showstopper with top-tier appliances, a walk-in pantry, breakfast bar, and elegant formal dining area perfect for both intimate dinners and grand entertaining. Each of the seven spacious bedrooms has its own private en suite, ensuring comfort and privacy for all, while the versatile second-floor bonus room provides endless possibilities as a mother-in-law suite, media room, or recreation area. Step outside to a private resort-style retreat where a heated pool, fire pit, and serene lake views create the perfect backdrop for outdoor gatherings or peaceful relaxation. A separate flex room with its own private entrance is ideal for a home gym, office, or extra storage and can easily be converted into an additional garage if desired. The expansive circular driveway allows for ample parking while enhancing the home’s grand curb appeal. Shenandoah is a private 42-acre gated community designed for horseback riding and features only 21 homes surrounding a scenic lake with tennis, pickleball, and basketball courts. Ideally located just three miles from the Sanibel Causeway, this extraordinary property offers the best of both worlds—tranquil estate living with easy access to Southwest Florida’s finest beaches, dining, shopping, and entertainment.

16221 Shenandoah CIR, Fort Myers

Courtesy of Realty World J. PAVICH R.E..

Selling Office: McCallion and McCallion.

$2,125,000
5 Beds ⋅ 4.5 Baths ⋅ 224097813 MLS
Welcome to Shenandoah! This is truly a hidden gem in the sought after Iona area, minutes away from Sanibel. This is an exquisite French Country estate, where luxury and comfort harmoniously blend in a thoughtfully designed 5,393-square-foot residence. This stunning home features five bedrooms and four-and-a-half bathrooms, creating an ideal setting for both elegant entertaining and comfortable family living. Recently updated within the last two years, this residence showcases superior craftsmanship throughout. The open floor plan bathes in natural light streaming through impact-resistant windows and doors, offering both security and peace of mind. The primary bedroom serves as a private retreat, while four additional bedrooms provide ample space for family members or guests. This property has a chefs kitchen with a propane gas cooktop and ample space for prepping and serving. Outdoor living reaches new heights with a private courtyard featuring a sparkling pool and spa, perfect for year-round enjoyment in Florida's pleasant climate. The lakefront setting creates a serene backdrop for morning coffee or evening relaxation. Car enthusiasts and golf lovers will appreciate the generous 3.5-car garage setup, including two standard bays, one air-conditioned stall, and a dedicated golf cart space. The home's recent improvements include a new roof installed in 2021, demonstrating the attention to maintenance and structural integrity. Situated in a quiet, prestigious neighborhood, this residence offers proximity to Fort Myers' finest amenities while maintaining a serene, private setting. The French Country architectural style brings timeless elegance to this modern home, creating a perfect balance of sophisticated design and practical living. With its thoughtful updates, spacious layout, and premium features, this residence stands ready to welcome its next family home. This property has an incredibly low rate transferrable flood insurance policy that is assumable to the new owner!

16341 Shenandoah CIR, Fort Myers

Courtesy of Sellstate Max Performance.

Selling Office: John R. Wood Properties.

$1,600,000
3 Beds ⋅ 3.5 Baths ⋅ 224084989 MLS
Exquisite Lakefront Home in Shenandoah Gated Community! Welcome to your dream retreat on a one-acre lakefront home site, nestled in the prestigious Shenandoah gated community, complete with tennis facilities and estate lots. This stunning property, just minutes from the Gulf beaches, has undergone a complete renovation in the last 2 years, offering modern luxury and comfort. Step inside to discover over 3,300 square feet of beautifully designed living space featuring new wood-look plank tile floors. The new gourmet kitchen is a chef’s delight, showcasing new walnut cabinetry, a gas Viking cooktop, and a convenient wine cooler. All 4 bathrooms were transformed with new cabinetry, flooring and plumbing fixtures. This thoughtfully designed home includes 3 spacious bedrooms, a versatile den, and 3.5 baths. The oversized 3-car attached garage, along with a separate 1-car detached garage, provides ample storage for all your needs. Enjoy outdoor living at its best with a large pool and spa, plus an outdoor kitchen that’s perfect for entertaining family and friends. With impact windows and doors for enhanced safety, this property combines elegance with peace of mind. Don’t miss this rare opportunity to own a slice of paradise in Shenandoah. Schedule your private showing today!

16301 Shenandoah CIR, Fort Myers

Courtesy of VIP Realty Group Inc.

Selling Office: RE/MAX Trend.

$1,500,000
5 Beds ⋅ 5.5 Baths ⋅ 224072074 MLS
On one acre in Shenandoah, this property presents an intriguing opportunity to own an equestrian estate with a lake view. A breathtaking glass entry leads to an elegant interior, comprised of over 4,000 square feet with delicate features throughout. The open great room has double tray ceilings and a fireplace. Fit for a chef, the kitchen boasts custom wood cabinetry, gorgeous granite countertops and a gas range. The primary bedroom includes a tray ceiling, sitting area, lanai access and a spa-like bath with separate tub and shower. Three other bedroom suites offer relaxing accommodations, including a second-floor retreat with an open-air terrace. The cabana with a full bath is ideal for in-laws. Slip into a staycation with the outdoor oasis, encompassing a pool, spa and a sun shelf, a kitchen with a built-in grill and refrigerator, a fireplace, tongue-and-groove ceiling and ample seating space, all enclosed by a spacious screened-in lanai. Enjoy the privacy of a fenced-in yard, large enough to host games or add a riding arena for the equine enthusiast. Further features include a four-car garage that was designed to include a stable, a new roof, impact windows and doors.

16231 Shenandoah CIR, Fort Myers

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: Naumann Properties, Inc..

$1,425,000
3 Beds ⋅ 3.5 Baths ⋅ 223091678 MLS
Rare opportunity to own a ONE ACRE sprawling estate home! Discover an upscale, gated community spread out on 42 acres with only 21 homes here in Shenandoah Country Estates. High quality construction & attention to detail in this 2016 Carlton Naumann home. Better than new! Enter through the double glass doors into the open floor plan that intermingles indoor/outdoor living. All rooms wrap around a courtyard pool area with entertaining space, an outdoor kitchen & firepit seating. Resort style living with the outdoor oasis encompassing a heated pool with bubbler, sunshelf & water jets. Gourmet kitchen fit for a chef with new quartz countertops, island & peninsula. Volume, beamed & trayed ceilings with crown molding, soothing colors throughout give this beauty a coastal hue you'll love. Formal & informal dining, walk-in pantry with prep station. Plantation shutters, new flooring, & solid wood doors. The Owner's retreat includes a private lanai with sunsets & pool access. A spa-like bath with separate tub & shower. Oversized custom walk-in closet. Hurricane windows & doors, wired for a portable generator. A circular driveway with motor court provides plenty of parking & storage for your boats/RV/cars. 3 car air conditioned garage & a 24x50 outbuilding with 14 ft overhead door, 50 amp service & RV clean out station. Close to Sanibel/Captiva/Fort Myers BEACHES, Airport, Open-air shopping & dining.

16310 Shenandoah CIR, Fort Myers

Courtesy of Coldwell Banker Realty.

Selling Office: Naumann Properties, Inc..

$925,000
4 Beds ⋅ 5 Baths ⋅ 223093632 MLS
There is a community near the Gulf beaches that offers an Estate lifestyle. Shenandoah is a 42 acre gated community that is approximately 3 miles from the Sanibel Causeway. There are 21 acre plus lots with a central lake and a tennis court. The custom builder is a local favorite, Mark Naumann. The home has an exceptional lake view and is a courtyard style with a pool and spa surrounded by the ground floor living space. There is a cabana with one bedroom and a full bath along with an outdoor kitchen adjacent to the pool. There are 2 fireplaces, lots of custom millwork, a kitchen with a gas cooktop, double ovens, double dishwashers, whole home generator. The upstairs en-suite bedroom can be a theatre room or game room if you prefer. There is also an additional bedroom and bath off of the motor court. Lots of room for cars!

16251 Shenandoah CIR, Fort Myers

Courtesy of VIP Realty Group Inc.

Selling Office: Self Realty.

$1,550,000
5 Beds ⋅ 5.5 Baths ⋅ 223080461 MLS
Discover this estate home on a rare 1 acre parcel in charming Shenandoah, offering an opportunity to own an equestrian estate with picturesque lake vistas. The great room features soaring double tray ceilings and a cozy fireplace. A culinary haven, the 2023 kitchen showcases custom cabinetry, stunning quartz counters, and high-end gas range. All new appliances, a/c’s, and roof in 2023. Sitting area with fireplace. 3 car garage attached and 1 detached garage. The primary bedroom boasts a tray ceiling, a cozy sitting area, access to the lanai, and a spa-like en-suite bath with separate tub and shower. 3 additional bedroom suites offer comfortable accommodations, including a second-floor getaway with a kitchenette, full bath and plenty of storage. Cabana for extended family or guests with a full bath and kitchenette. Enjoy your outdoor oasis, featuring a pool and spa. An outdoor kitchen, a built-in grill and refrigerator, plenty of seating areas with enclosed screened lanai. A spacious fenced-in yard. Impact-resistant windows and doors. A true gem, ready for you to make it your own! Offering quick access to beaches, restaurants, and shopping.

16261 Shenandoah CIR, Fort Myers

Courtesy of VIP Realty Group,Inc.

Selling Office: FGC Non-MLS Office.

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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.

Shenandoah Real Estate & Homes