Briarcliff Real Estate

Welcome to Briarcliff, a charming neighborhood nestled in the heart of Fort Myers, Florida. Known for its serene atmosphere and lush landscapes, Briarcliff offers a perfect blend of suburban tranquility and convenient access to urban amenities. This hidden gem is characterized by its spacious homes, well-maintained lawns, and friendly community vibe, making it an ideal place for families, retirees, and anyone looking to enjoy the Florida lifestyle.

Briarcliff boasts a variety of recreational opportunities, including nearby parks and nature trails, perfect for outdoor enthusiasts. Residents often enjoy weekend strolls or bike rides through the picturesque surroundings, and families can take advantage of the local playgrounds and sports facilities. The neighborhood is also home to several community events, fostering connections among neighbors and creating a welcoming environment for all.

Conveniently located, Briarcliff provides easy access to major highways, making commutes to Fort Myers and surrounding areas a breeze. The vibrant downtown Fort Myers is just a short drive away, offering a plethora of shopping, dining, and entertainment options. From trendy boutiques to waterfront dining, there’s something for everyone to enjoy.

Education is also a priority in Briarcliff, with several highly-rated schools nearby, ensuring that children receive a quality education. For those who appreciate nature, the proximity to the Caloosahatchee River and beautiful Gulf Coast beaches makes it easy to indulge in Florida's stunning natural beauty.

Discover the charm of Briarcliff, where community spirit meets convenience, and enjoy the best of Fort Myers living!

Newest Listings in Briarcliff

$1,100,000

4 Beds ⋅ 3.5 Baths ⋅ 2026027574 MLS

Briar Ridge Circle is a highly sought after location within the Briarcliff acreage estate community. This house is in a private setting with no pass through traffic. A unique property that offers country living ten minutes from all the conveniences of your central location. This ACREAGE ESTATE POOL HOME sits on 2.19 Acres and features 4 bedrooms, 3.5 baths and a side entry 2 car garage with almost 3,000 sq. ft. under air. Recently renovated to include an open floor plan and large kitchen island making it ideal for a large family gathering. Vinyl plank flooring has been added throughout. 1 bed with ensuite bath on the first floor and a primary with ensuite bath on the second floor. Additionally there are 2 bedrooms, a bath and a bonus room on the second floor. This property is not located in a flood zone and has county taxes only. This property has been virtually staged for the buyers convenience.

15180 Briar Ridge CIR, Fort Myers

$2,200,000

4 Beds ⋅ 3.5 Baths ⋅ 2026027491 MLS

Welcome to one of Briarcliff's premier private estates, offering over 5,000 square feet of custom living space on more than 5 fully fenced and gated acres in the heart of South Fort Myers. This exceptional 4-bedroom, 3.5-bath residence is accessed through a private gate and elegant circular driveway and includes two separate 2-car garages for ample parking and storage. Designed for both everyday living and entertaining, the home features a gourmet kitchen with an adjoining wet bar and ice machine, plus an expansive entertainment room complete with a full bar, direct pool access, and an upstairs loft ideal for a home office, fitness area, or additional flex space. A climate-controlled wine cellar with capacity for more than 500 bottles adds another level of luxury. The primary suite offers dual walk-in closets, a spa-inspired bath with dual vanities, a freestanding soaking tub, oversized shower with multiple shower heads, and private access to the screened lanai. Resort-style outdoor living includes a screened pool and spa, a separate screened patio with a gas fireplace, private putting green, and dedicated badminton/volleyball area. Additional highlights include custom track lighting, a whole-home ozone water system, electric and manual storm shutters, and meticulously maintained major systems, including the AC and metal roof. Combining unmatched privacy with a prime South Fort Myers location just minutes from RSW International Airport, shopping, dining, and beaches, this is a rare opportunity to own one of Briarcliff's finest estate properties.

15821 Shamrock DR, Fort Myers

$1,399,999

5 Beds ⋅ 4.5 Baths ⋅ 226021882 MLS

MOTIVATED SELLER! Own one of the most unique estate properties in Southwest Florida. Situated on 2.41 private acres in the highly sought-after Briarcliff acreage community, this custom-built 5-bedroom, 4-bath pool home offers the perfect blend of luxury living, functionality, and space for all your hobbies, toys, equipment, or business needs. The true centerpiece of the property is the impressive 5,000-square-foot enclosed Red Steel detached garage featuring approximately 1,800 square feet of air-conditioned space, a workshop, upstairs billiards room and bar, two 14-foot and one 10-foot automatic garage doors, 50-amp and 30-amp electrical hookups, a separate 150-amp electrical panel and meter, and approximately 24 feet of entry clearance. Whether you're a car collector, RV enthusiast, business owner, contractor, or simply need extraordinary storage space, this facility is designed to accommodate everything from boats and motorhomes to commercial vehicles and equipment. A circular driveway welcomes you to the main residence, while an additional 1,300 feet of paved driveway leads to the rear of the property, providing ample parking and enough room to comfortably maneuver large trucks and trailers. Inside, the home features a desirable split-bedroom floor plan with laminate and tile flooring throughout, soaring 12-foot ceilings in the secondary living area, and a centrally located wood-burning fireplace that creates a warm gathering space. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, custom maple cabinetry, stainless steel appliances, a temperature-controlled wine refrigerator, ceramic tile flooring, and a convenient butler's kitchen. Additional interior features include an oversized Maytag washer and dryer, a four-speaker surround sound system, dual air conditioning systems, hurricane-rated electric shutters, and an ADT monitored security system with fire and lightning protection.Step outside to your private outdoor retreat featuring an 18-by-23-foot screened pool enclosure surrounding a heated saltwater pool and six-jet spa. The pool equipment has been recently serviced, including the heater, pump, and control systems. The property also features a spring-fed pond and AG-2 zoning, offering flexibility and opportunities rarely found in today's market. This exceptional estate is located in South Fort Myers and offers a lifestyle that simply cannot be replicated. Whether you're seeking a private family compound, home-based business headquarters, collector's paradise, or luxury acreage retreat, this property delivers a truly rare combination of space, privacy, and versatility. (one or more photos have been digitally edited by adding images of furniture)

15261 Shamrock DR, Fort Myers

$1,550,000

3 Beds ⋅ 3.5 Baths ⋅ 2026018261 MLS

Amazing 2020 Private Resort Home, designed for ultimate family and entertaining experience, located in prestigious estate community of Briarcliff. Features 5,146 sqft, 3 bedrooms and 2.5 baths in main house. Cabana and full bath on pool deck with additional outdoor shower. Primary bedroom is an enormous retreat for sleep and relaxation (29x17), with equally spacious bath, unbelievable dual showers & sinks, oversized glam his & her closets. Kitchen is a chefs dream overlooking pool and family room: high-end exotic granite, two copper sink services and islands, comfortably seats 8, pot filler, 60" gas Wolf range w double oven, Miele appliances, tri-level dishwasher, 70" refrigerator/freezer, built in coffee maker, speed-oven/microwave, all with complete home RO system. Great room design allows open enjoyment of kitchen and large 32x26 family/living dining room that brings in outdoor living with zero corner fully pocketing sliders merging the outdoor and indoor living areas. Huge, oversized resort style lagoon saltwater pool, includes 26x20 under roof living area, 10-person spa, 14ft sunken firepit, fountains, umbrellas, in-pool dining & digitally programable led pool light system, for the ultimate poolside experience. Oversized cabana includes covered outdoor bar, large storage & pocketing sliders. Designed for entertaining and maximum enjoyment of surrounding nature in this quiet and simply peaceful setting. Guest rooms are extra spacious and include a large jack and jill bath. Guest bath and laundry are also in this wing. Garage is approx. 50x28, currently laid out as a 18x28 garage, and a 28x33 ultimate man cave, includes a party saloon with pool table, gym and home office, home is 5819 sqft with garage conversion. Easily returned to full 5 car+ garage if desired, ask for details/quote. All this sitting on 4 preserve acres, front part of property buildable, allowing for barn or ancillary building, see attached. Home and Pool has been pre-sale inspected by lic. home inspector, home warranty of buyers' choice to be happily paid for by seller. Home is move in ready, waiting for new owner to make it their own! See attached documents for full info and list of upgrades, too many to list. Spectacular Opportunity for a NEWER home on acreage, appraised at $1,630,000, absolute steal at asking! Priced to sell and move in ready! Would make excellent event space or high end AirBNB. Cabana and pool AI staged.

15860 Glendale LN, Fort Myers

$865,000

3 Beds ⋅ 2 Baths ⋅ 2026012279 MLS

Discover a rare opportunity in the highly desirable Briarcliff area! This is where country living with the convenience of town come together seamlessly. This exceptional 3-bedroom, 2-bath home sits on nearly 4 private acres and offers the perfect blend of space, functionality, and outdoor living — all with NO HOA and AG-3 zoning. The property features durable cold-rolled steel metal panel siding, a private lake, and multiple outbuildings ideal for storage, equipment, or workshop use. The barn is equipped with available 380V/3-phase power, making this property especially attractive for contractors, business owners, or anyone needing serious workspace and parking capacity. Enjoy Florida living at its best with a beautiful pool and spa, expansive deck area, and a fully equipped outdoor kitchen — perfect for entertaining family and friends year-round. With endless possibilities, ample parking, and a unique setup rarely found in this area, this property is truly one of a kind. Schedule your private showing today and experience everything this incredible property has to offer!

15710 Shamrock DR, Fort Myers

$2,190,000

4 Beds ⋅ 3 Baths ⋅ 2026008095 MLS

A truly remarkable custom-built modern estate set on 1.24 acres in the rarely available, highly sought-after Briarcliff community of South Fort Myers. The gated exterior sets the tone for the luxury found throughout the estate, combining refined craftsmanship with rare practical features—including two garage structures: an attached 3-car garage with EV charging and a detached, oversized, air-conditioned 3-plus-car garage with carport, ideal for car enthusiasts, collectors, workshops, or additional storage. Inside, the home showcases gleaming floors, LED lighting throughout, and an open, contemporary layout designed for both everyday living and grand entertaining. One of the four bedrooms is currently configured as a home office and can be easily converted back to a bedroom, if desired. The chef’s kitchen is outfitted with Thermador and Sub-Zero appliances, an induction cooktop, a beverage cooler, and an exceptional butler’s pantry complete with its own refrigerator, dishwasher, and sink—perfect for hosting at any level. The expansive primary suite occupies an entire wing of the home, creating a true sanctuary. The spa-inspired primary bath features dual sinks, a large walk-in shower, corner whirlpool tub with jets, bidet, and custom closets. Beyond the pocketing glass sliders, outdoor living rivals a private resort. A screened lanai frames the saltwater pool and spa with sundeck, gas and electric heating systems, outdoor shower, shaded lounging areas, and a Sunbrella electric awning. The fully equipped outdoor kitchen includes a BBQ grill, griddle, sink, beverage cooler, and built-in oven—creating a seamless indoor-outdoor entertaining experience. Just beyond, the gazebo offers a dedicated alfresco dining area, ideal for relaxed gatherings. Additional highlights include a whole-house gas generator, 1,000-gallon propane tank, tankless gas water heater, SpringWell whole-house water filtration system, impact doors and windows, metal roof, and an outdoor camera system. A rare opportunity to own a modern contemporary estate, where privacy, luxury, and no HOA restrictions come together in one exceptional offering.

5600 Briarcliff RD, Fort Myers

$1,998,000

6 Beds ⋅ 5.5 Baths ⋅ 2025018289 MLS

UNIQUE ESTATE PROPERTY w/ LUXURY FEATURES THROUGHOUT (see attached feature sheet)! Over 2.5 acres of land w/ 2 electric gates @ front entry-a grand main entry & an auxiliary (construction/landscape entry), wide paved driveway w/ circular area at front of main house (3113 sq ft under air, 5 beds+den, 3.5 baths), guest house (w/ 1083 sq ft under air, 2 beds, 2 baths, it's own washer/dryer & private rear lanai), huge parking area in front of attached 3-car garage, rock roadway completely around entire property (w/ parking area for guest house & wide driveway leading to a 4 car detached garage), and a large grass area that is currently used as the "playground" w/ play house & other children's activities. You will LOVE the almost 6,000 sq ft of outdoor living space that features a recently added resort-style heated saltwater pool & spa w/ rock water fountain & fire bowls, tiki hut w/ 2 tvs, built-in fire pit, spacious pool deck w/ pavers throughout, custom exterior lighting in pool, tiki hut, & on landscaping. The detached guest house is BRAND NEW and never has been lived in. The main house is gently used and meticulously cared for. In the past few years renovations in the main house include the master bath, closet systems, dining area(s), den, & bonus room. There is an Entire Home Solar System that saves hundreds in electric cost, and the RO system provides the entire home w/ quality water. Enjoy 3 zoned A/C systems (2 for main house & 1 for guest house). Current owners have really been able to update & bring a fresh high-end look to the property while creating an inviting atmosphere. The under-air living space, in addition to the massive outdoor living space gives you and your family a private retreat-oasis type of property that cannot easily be found! Located in Flood Zone X (No Flood Insurance Requirement). Situated in the highly desired Briarcliff neighborhood that is known for large parcels & estate home designs. Very convenient location- easy access to I-75, US41, & RSW airport, close to lots of shopping/dining options, and only a short drive to the beautiful beaches lining the Gulf!

6480 Pine Cone CT, Fort Myers

$1,999,000

5 Beds ⋅ 3 Baths ⋅ 2025004854 MLS

NO FLOOD INSURANCE NEEDED AND this pristine home has been lovingly maintained and sits high and dry. Experience Southwest Florida luxury in the gated, upscale Hidden Pines community located in Briarcliff, perfectly situated outside of flood zones and offering peace of mind with lower insurance costs. Built to the highest standard of quality, this 5-bedroom, plus den, Executive Estate, blends architectural sophistication with ultimate privacy, backing to a serene private preserve on an expansive, manicured yard with prehistoric fossilized coral stone accents. Every detail is meticulously crafted: a custom His and Hers Primary en-Suites and a LARGE LUXURIOUS SHOE CLOSET that must be seen, hurricane impact windows and doors, electric awnings and hurricane screens, soaring 14-foot ceilings, travertine tile floors throughout, elegant tray ceilings with rope lighting, transom windows, zero corner and 10-foot pocketing sliders that create a seamless indoor-outdoor flow that expands your living space. The gourmet kitchen is a chef’s dream with upgraded stainless steel appliances, a double oven, butler’s pantry, walk-in pantry, and a large island with counter space for effortless gourmet entertaining. The home’s concrete construction with metal studs, and electric hurricane screens offer protection, strength and style. The resort-inspired saltwater pool, complete with solar heating, is enclosed within an oversized lanai — perfect for hosting grand gatherings or enjoying quiet afternoons. Enter the lavish primary suite wing with large dressing closets and private long range views of the private grounds. Every bedroom boasts walk-in closets and abundant storage. The 4-car garage, finished with epoxy floors, loft storage, pull-down stairs, and high ceilings for lifts, is a collector’s dream come true. Additional features include a rubberized pebble-finished front lanai, chair rail accents in the dining room, picture windows and so much more. This is not just a home, it’s a lifestyle, in one of the most exclusive communities. Come see it today and make it yours...

15362 Old Pine CT, Fort Myers

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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.