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Longleaf Houses Sold

Shadow Wood At The Brooks  contains (33) subdivisions 
Mid-Tier
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 23 of 23
Sold - Mar 19, 2026
Longleaf, 22050 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22050 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,100,000
  • 4 Beds
  • 31/2 Baths
  • 2,686 SqFt
  • $410/SqFt
Mid-Tier
House sold in Longleaf
22050 Longleaf Trail Dr, Estero, FL 34135
Enjoy breathtaking sunsets and a stunning lake view from this beautifully maintained home in the prestigious shadow wood community. The popular kingfisher floor plan has been thoughtfully updated, with cornerstone renovations opening the kitchen to the living area and updating both the kitchen and bathrooms—ideal for today’s open-concept living. Designed for entertaining, this spacious home offers 4 bedrooms plus a loft and 3.5 baths, providing flexibility for family, guests, or a home office. Quality upgrades include a custom built-in murphy bed, gorgeous granite countertops, a beverage cooler, tankless water heater, new gas pool heater and pump, and a panoramic lanai screen that preserves uninterrupted lake views. Shadow wood is an upscale, gated community perfectly located between fort myers and naples, with convenient access to rsw international airport, shopping, top-rated healthcare facilities, and exceptional dining. Residents enjoy optional membership opportunities at shadow wood country club and the commons club, featuring three championship golf courses, har-tru tennis courts, pickleball and bocce ball, a private beach club, state-of-the-art fitness center and spa, and miles of scenic walking and biking trails. Coming in 2026, the highly anticipated lifestyle amenity center will introduce a resort-style pool, poolside dining and bar, six indoor pickleball courts, a new racquets pro shop, and a convenient grab & go café.
Longleaf, 22171 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22171 Longleaf Trail Dr, Estero, Florida 34135, image 2
Longleaf, 22171 Longleaf Trail Dr, Estero, Florida 34135, image 3
$685,000140K
  • 3 Beds
  • 2 Baths
  • 2,000 SqFt
  • $343/SqFt
Mid-Tier
House for sale in Longleaf
22171 Longleaf Trail Dr, Estero, FL 34135
Sellers are motivated...Bring all offers!! Home is turnkey furnished!!! All on one floor, 3 bedroom free-standing villa with no stairs, private pool and spa, 2-car garage, original owner and former model. Morning sun floods the lanai and kitchen in the morning as water birds gather around the lake. 42" wood cabinets, with crown molding, stainless steel appliances, granite and tumbled marble back splash in kitchen. Great room plan is perfect for entertaining. Longleaf hoa includes weekly lawn care plus exterior painting of each home every 8 years. New flat tile roof 2021. New hwh also in 2021. Coming in the near future-$22.5 million dollar new lifestyle amenity center will add an array of world-class facilities designed to promote leisure and social interaction- added will be 2 resort style pools with zero-depth entry, lap lanes, a dedicated kids pool, plus poolside restaurant and bar, 6 indoor pickleball courts, new racquet pro shop, and grab and go cafe. Shadow wood is located just 10 minutes to one- million square foot coconut point mall for shopping and dining mecca. Also just minutes from rsw international airport. No waiting for commons club gold, silver or bronze memberships.
Longleaf, 21990 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21990 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,010,000
  • 3 Beds
  • 21/2 Baths
  • 2,511 SqFt
  • $402/SqFt
Mid-Tier
House for sale in Longleaf
21990 Longleaf Trail Dr, Estero, FL 34135
Stunning lake and fountain views from this beautifully maintained home (kingfisher model) with 3 bedrooms plus den, 2.5 baths and a southern exposure! Many quality features including dual ac systems, volume ceilings, under-cabinet lighting, stainless steel appliances including a new lg french door counter depth smart refrigerator and range, wine cooler, recently painted interior, quartz countertops in kitchen, an abundance of storage throughout, hurricane protection, plantation shutters and much more. This home is situated on a beautiful oversized pie-shaped homesite with additional privacy. Shadow wood is an upscale community ideally situated between ft. Myers and naples with easy access to rsw international airport, world class shopping, multiple excellent health-care facilities and an abundance of excellent dining options. Shadow wood country club has three championship golf courses, har tru tennis courts, bocce ball, pickleball, private beach club, state-of-the-art fitness center and spa, and miles of biking/walking trails. The new lifestyle amenity center is scheduled to begin in early 2025 with completion in 2026. The new center will offer a resort-style pool, poolside dining & bar, 6 indoor pickleball courts, new racquets pro shop, and a grab & go cafe!
Longleaf, 21891 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21891 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,000,000
  • 3 Beds
  • 21/2 Baths
  • 2,489 SqFt
  • $402/SqFt
Mid-Tier
House for sale in Longleaf
21891 Longleaf Trail Dr, Estero, FL 34135
Available golf membership to shadow wood country club with this home. Skip the line and head directly to the tee box!! 2024 roof. Natural gas. Whole home generator. Beautiful private lanai with lake view and preserve beyond. Kitchen boasts gorgeous quartz countertops, stainless appliances including a new ge cafe gas range and double drawer dishwasher, tons of white cabinetry storage and a pantry. Master bedroom suite new flooring. Master bath beautifully renovated. Freshly painted throughout. Enjoy all southwest florida has to offer in this beautiful home. Member owned shadow wood country club offers 54 holes of championship golf, 2 club houses, 9 har tru tennis courts, bocce, outdoor fire pits, access to a private beach club, fitness center, full-service spa, pickle ball, and private restaurant. New lifestyle amenity center will add 2 resort style pools with zero-depth entry, lap lanes and dedicated kids pool, poolside restaurant & bar, 6 indoor pickleball courts, new racquets pro shop and a grab & go cafe. Great location close to shopping, airport, beaches and much, much more. Move right in!!
Longleaf, 22060 Longleaf Trail Dr, Estero, Florida 34135, image 1
$825,000
  • 2 Beds
  • 2 Baths
  • 1,932 SqFt
  • $427/SqFt
Mid-Tier
House for sale in Longleaf
22060 Longleaf Trail Dr, Estero, FL 34135
Beautiful water and preserve view from your lanai in this home in the much sought after longleaf neighborhood in shadow wood at the brooks. Member owned shadow wood country club offers 54 holes of championship golf, 2 club houses, 9 har tru tennis courts, bocce, pickle ball, outdoor fire pits, access to a private beach club, fitness center, full service spa and private restaurant. Great location close to shopping, airport, beaches and much much more. Offered furnished. Move right in!!
Longleaf, 21901 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21901 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,050,000
  • 4 Beds
  • 31/2 Baths
  • 2,624 SqFt
  • $400/SqFt
Mid-Tier
House for sale in Longleaf
21901 Longleaf Trail Dr, Estero, FL 34135
Welcome to the prestigious community of shadow wood at the brooks this exquisite two-story residence boasts a striking stone front elevation, mature landscaping and a spacious paver driveway. As the largest extended kingfisher design, the layout features first floor primary suite, four bedrooms + versatile den/bedroom, three- and one-half baths, and two car garage. Discover quality upgrades too numerous to count, including new roof 2018, two separate hvac systems 2017, hurricane impact windows, whole house gas generator, accordion hurricane shutters on entry door and lanai, tile in main living areas, hardwood flooring in primary suite and den. Kitchen featuring 42" wall cabinets, granite countertops, center aisle, ss appliances with vented cook hood. Indulge in the resort style saltwater pool and spa, heated by natural gas, enhanced by decorative lion head fountains, privacy curtains, safety screen, and extended paver lanai, all providing an oasis for relaxation. The member owned shadow wood country club offers 54 holes of championship golf, 2 club houses, a new top tracer golf training facility with an associated family gaming center coming soon, 9 har tru tennis courts, bocce, outdoor fire pits, sports bar, access to a private beach club, fitness center, pickleball, full-service spa and private restaurant. Great location!! Close to shopping, airport, beaches and much more.
Longleaf, 21960 Longleaf Trail Dr, Estero, Florida 34135, image 1
$1,250,000
  • 3 Beds
  • 21/2 Baths
  • 2,678 SqFt
  • $467/SqFt
Mid-Tier
House for sale in Longleaf
21960 Longleaf Trail Dr, Estero, FL 34135
Golf membership available. Updated kingfisher model home
Longleaf, 22181 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22181 Longleaf Trail Dr, Estero, Florida 34135, image 2
$920,000
  • 2 Beds
  • 2 Baths
  • 1,939 SqFt
  • $474/SqFt
Mid-Tier
House for sale in Longleaf
22181 Longleaf Trail Dr, Estero, FL 34135
Full golf membership offered with purchase of this property!! Best of all absolutely no waiting!! Updated turnstone floor plan enjoys peaceful lake setting with sunrises and all-day sun on pool. Pool deck and lanai are handcrafted natural stone for easy living. List of over 20 updates and improvements includes remodeled master bath & remodeled guest bath in 2022, newer 16 seer a/c, new pool heater, murphy bed in den, new exterior and interior paint, garage storage, new garage door openers, keypad and remotes in 2023. Stainless steel appliances, garbage disposal, under cabinet lighting and pool heater. Den has a added closet for guests and much more.
Longleaf, 21981 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21981 Longleaf Trail Dr, Estero, Florida 34135, image 2
$684,500
  • 3 Beds
  • 3 Baths
  • 2,287 SqFt
  • $299/SqFt
Mid-Tier
House for sale in Longleaf
21981 Longleaf Trail Dr, Estero, FL 34135
H9792 welcome to this beautiful 3 bedroom, 3 bath home in the very sought after shadow wood at the brooks! The very desirable flowing floor plan is light and bright and boasts a private, screened courtyard styled salt water pool which can be viewed from all of the common areas of the home! The split bedrooms offer privacy for you and your guests. Freshly painted interior makes it easy to move right in! Enjoy preserve & water views from your screened in lanai. Shadow wood country club memberships available offering a spectacular clubhouse, 3 championship golf courses and a top rated tennis program. Additional membership to the commons club at the brooks offers a private beach club, state of the art fitness club, social activities and swimming pool. Conveniently located just minutes from shopping, dining, beaches and more. The owner currently holds a gold membership with beach access! This means that the buyer avoids the wait list and goes right to the front!
Longleaf, 22060 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22060 Longleaf Trail Dr, Estero, Florida 34135, image 2
$875,000
  • 3 Beds
  • 2 Baths
  • 1,932 SqFt
  • $453/SqFt
Mid-Tier
House for sale in Longleaf
22060 Longleaf Trail Dr, Estero, FL 34135
Enjoy spectacular sunsets over the lake and preserve as you relax on your private lanai at days end. The open floor plan is perfect for entertaining or just quiet enjoyment with its large great room and adjoining dining area, open kitchen and large breakfast room. This perfectly sized home has been thoughtfully updated and meticulously maintained and is being offered turnkey furnished. Special features include a picture window screen on the lanai for unobstructed views, new pool pump and water heater, hardwood floors in the master bedroom and one guest room, and granite counters and stainless steel appliances in the kitchen. All you need to do is move right in and start enjoying the vibrant yet relaxed southwest florida lifestyle. Shadow wood country club memberships available offering a spectacular clubhouse, 3 championship golf courses and a top rated tennis program. Additional membership to the commons club at the brooks offers a private beach club, state of the art fitness club, social activities and swimming pool. Conveniently located just minutes from shopping, dining, beaches and more.
Longleaf, 21990 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21990 Longleaf Trail Dr, Estero, Florida 34135, image 2
$960,000
  • 3 Beds
  • 21/2 Baths
  • 2,453 SqFt
  • $391/SqFt
Mid-Tier
House for sale in Longleaf
21990 Longleaf Trail Dr, Estero, FL 34135
H6463. You choose- do you want to buy the home with golf, without golf, furnished or unfurnished? What works best for you, we are flexible. Fabulous southern exposure lake and preserve views from this beautiful 3 bedroom, den, 2 ½ bath home with pool & spa on an oversized homesite. Features and upgrades include new roof, new pool cage, new air conditioners, new pool heater, electric hurricane shutters, brick pavered pool deck, tile in all living areas, plantation shutters, crown molding and more! This home has the most amazing natural light that flows throughout, creating a beautiful light & bright cheerful living space. As soon as you enter you see the diamonds and shimmers of your wide lake and fountain views. Shadow wood lifestyle. Shadow wood country club offers 54 holes of golf, 9 har-tru tennis courts, bocce ball, pickleball, private beach club, fitness & spa, new clubhouse, sports bar & sushi bar, pro-shop, ladies & men locker room and terrace fireside seating with mile wide views of the golf course. Only 10.2 miles to bonita beach, 4 miles to coconut point and a 10-minute drive to rsw. Access to private beach club and close to great shopping by bike or car.
Longleaf, 21951 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21951 Longleaf Trail Dr, Estero, Florida 34135, image 2
$800,000
  • 2 Beds
  • 2 Baths
  • 1,920 SqFt
  • $417/SqFt
Mid-Tier
House for sale in Longleaf
21951 Longleaf Trail Dr, Estero, FL 34135
H7566- welcome home.....Nestled within the unique, rarely available, longleaf community in shadow wood at the brooks lies this charming, ultra-inviting 2b+den/2ba cozy pool home. Inside awaits a freshly painted open floor plan with a light neutral earth-tone color palette; new top of the line trane a/c unit plus recently replaced water heater; volume ceilings; plantation shutters and 2 car garage. Kitchen features beautiful white cabinets; sparkling granite with custom backsplash; stainless steel appliances; a kinetico water treatment system; peninsula island with breakfast bar seating and a spacious designated dining area. Sliding glass doors from master, breakfast room + main living area all lead out to the private lanai with massive outdoor kitchen/bar and solar-heated pool + spa with secluded lake view - perfect for entertaining. Put your mind at ease during hurricane season as this home is equipped with electric storm shutters on rear lanai and impact resistant windows and doors. Current owners carry a lifestyle membership + a commons club gold membership for the beach club allowing new owners the option to purchase these memberships after closing and avoid being placed on a waiting list. Highly desirable location close to beaches, fine dining, shopping and rsw international airport to enjoy the beautiful swfl lifestyle.
Longleaf, 21841 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21841 Longleaf Trail Dr, Estero, Florida 34135, image 2
$780,000
  • 2 Beds
  • 2 Baths
  • 1,920 SqFt
  • $406/SqFt
Mid-Tier
House for sale in Longleaf
21841 Longleaf Trail Dr, Estero, FL 34135
Single story house built in 2005 located on an outstanding oversized lot, lake and preserve view, with no houses to the left and none visible from back of lanai. Very private setting. Plenty of green grass for pets! Two bedrooms + den (which can be used as a 3rd br), two full baths and 2 car attached garage. Custom recessed lighting, fresh neutral wall colors throughout. Culligan whole house soft water system just installed with reverse osmosis filter at the kitchen sink. Den has custom built in desk, cabinetry and book case. Updated kitchen with quartz countertops, appliances replaced in 2017 and pantry. Adjacent to kitchen is an abundantly sized (11' x 12') morning room for casual dining overlooking a raised sun deck area of the lanai with a heated salt water pool and spa. Pool has a waterfall feature with surface and coping recently redone. Hvac replaced in 2020. Garage furnished with built in cabinetry. Shadow wood cc offers 54 holes of championship golf, 9 har-tru tennis courts, bocce courts and an elegant clubhouse for dining and numerous social events. The commons club offers a private gulf beach club, health & lifestyle fitness center, private restaurant, social events.
Longleaf, 22180 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22180 Longleaf Trail Dr, Estero, Florida 34135, image 2
$810,000
  • 3 Beds
  • 2 Baths
  • 2,079 SqFt
  • $390/SqFt
Mid-Tier
House for sale in Longleaf
22180 Longleaf Trail Dr, Estero, FL 34135
Former model home and one owner. New roof 2020, fabulous sunsets at this waterfront pool home. 3 bedrooms plus den and a two car garage. Shadow wood at the brooks is a member optional golf course and country club community . This home is located in the longleaf section which offers maintenance free living by providing maintainence for the owners with the exterior painting of the homes, roofs and landscaping. This private corner lot has favulous water views from living area, master bedroom and kitchen . The large screened lanai features additional seating areas with the refereshing heated pool and spa. Ac and hot water heater 2 years old, new stove and microwave 2019. There is natural gas in this community and new owners have the ability to connect at their own costs to the natural gas and covert their home to use such. This home will be sold furnished as a convenience to the buyer with a list of personal exceptions.
Longleaf, 21841 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21841 Longleaf Trail Dr, Estero, Florida 34135, image 2
$772,500
  • 3 Beds
  • 2 Baths
  • 1,920 SqFt
  • $402/SqFt
Mid-Tier
House for sale in Longleaf
21841 Longleaf Trail Dr, Estero, FL 34135
The single family home you've been waiting for to hit the market! This home boasts all the finishing touches any discriminating buyer is looking for including crown moldings, quartz countertops, decorative backsplash with custom faux finishing, custom recessed lighting & fresh painting throughout. The den/office/3rd bedroom has gorgeous custom built in cabinetry and bookcase. The appliances are new in 2017 and hvac system replaced less then two years ago. The pool/patio area are where you really want to spend your time looking over the preserve and lake views. With no neighbor next door to the west it's a very private exposure on a large lot. Lots of green space for the pets. There is a raised sun deck portion of the patio, soothing waterfall feature for ambient noise and desirable salt water pool with electric heat pump. The pool surface and coping were also redone recently. Garage has extra cabinetry and storage for the manual shutters. Don't miss the chance at this listing with all the options for membership to newly renovated commons club or golf opportunities to shadow wood at the brooks or the more economical copperleaf membership. Check the supplements for more information.
Longleaf, 21940 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21940 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,035,000
  • 3 Beds
  • 21/2 Baths
  • 2,285 SqFt
  • $453/SqFt
Mid-Tier
House for sale in Longleaf
21940 Longleaf Trail Dr, Estero, FL 34135
Rarely available lovely egret (great room) model pool/spa home, located with a southern exposure and gorgeous view over long lake, island and large back yard. Master bedroom on main floor with 2 guest bedrooms and open loft style den on second floor. Many quality upgrades: 18x30 custom pool with oversized 7x7 spa, window tinting on rear windows and doors, alarm system, new electric hurricane shutters on lanai and front door being installed, granite counter tops in kitchen and master bath, 50-gallon water heater, newer stainless appliances, tray ceilings in master and loft, whole home surge protection, newer roof and lanai cage (late 2021) with panoramic picture window screens. A must see! Shadow wood at the brooks offers optional membership(s) to 3 amazing golf courses, tennis, the commons club private beach club on bonita beach, fitness facility and the rookery restaurant. 9.2 miles to toes in the sand at the gulf, 2.2 miles to coconut point mall, a short drive to rsw airport & medical facilities.
Longleaf, 21851 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21851 Longleaf Trail Dr, Estero, Florida 34135, image 2
$950,000
  • 2 Beds
  • 2 Baths
  • 1,920 SqFt
  • $495/SqFt
Mid-Tier
House for sale in Longleaf
21851 Longleaf Trail Dr, Estero, FL 34135
Golf membership to shadow wood cc is transferable. Don't wait 3 or 4 years on the waitlist, get the home of your dreams and start golfing now!! High quality robb and stucky furniture included for an easy, move right in transition. This perfectly manicured home has been meticulously maintained by the original owners. They chose every upgrade imaginable from the developer to the tune of approx. $150k. Tile floors on the diagonal throughout living/kitchen with carpet in the bedroom and hardwood floors in the office/den. Crown moldings throughout. Home is light and bright with an upgraded lighting package. Kitchen is nicely equipped with newer s/s appliances, granite counters and matching granite backsplash, glass front display cabinets and eat in kitchen overlooking the pool, patio and lake. There are electric shutters on the patio for convenience. The pool/patio area is swfl personified with a great paver deck and raised spa all overlooking the lake with lush landscaping and green space. Don't miss the chance at this listing with all the additional options for membership to newly renovated commons club as well.
Longleaf, 22100 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22100 Longleaf Trail Dr, Estero, Florida 34135, image 2
$1,100,000
  • 3 Beds
  • 21/2 Baths
  • 2,453 SqFt
  • $448/SqFt
Mid-Tier
House for sale in Longleaf
22100 Longleaf Trail Dr, Estero, FL 34135
H4849.Welcome home to this beautifully updated kingfisher great room floor plan in longleaf. This home features 3 bedrooms plus a den, 2 full bathrooms & 1 half-bathroom. The stunning kitchen remodel, which removed a wall and brought a modern open concept to the space, won a sand dollar award in 2017!!! Highlights of this chef’s dream kitchen include: all stainless steel appliances, beautiful quartz countertops, pristine white cabinetry & glass doors with lighting to prominently display art/decor, and an eat in kitchen with gorgeous lake/preserve views. New garage epoxy floors & storage, pool picture screen, cabana awning, new master bath. The desirable western exposure allows you to enjoy a picturesque florida sunset each and every evening, no matter what time of year. Shadow wood at the brooks offers membership options to 54-hole golf courses, tennis, the commons club private beach club on bonita beach, fitness facility and the rookery restaurant. 9.2 miles to the beach, 2.2 miles to coconut point, a short drive to rsw airport and three amazing golf courses in southwest florida. Come live your best with us in shadow wood, let us share the experience. Joining the golf is optional!
Longleaf, 21871 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21871 Longleaf Trail Dr, Estero, Florida 34135, image 2
$505,000
  • 2 Beds
  • 2 Baths
  • 1,994 SqFt
  • $253/SqFt
Mid-Tier
House for sale in Longleaf
21871 Longleaf Trail Dr, Estero, FL 34135
This luxurious, furnished turnstone model features 2 bedroom + flex room, 2 full bathrooms, 2 car garage home with water and preserve views. Light and bright home with windows galore. This fabulous home has an extended lanai featuring pavers, new pool cage, and a saltwater, heated pool/spa for year round entertaining. Pool pump is brand new and lanai has roll down, electric shutters. Kitchen has 42 inch wood cabinets, granite counters, and stainless steel appliances with new refrigerator. Beautiful tray ceilings in formal dining room and master bedroom. Crown molding and plantation shutters throughout. Tile on the diagonal with carpet in the bedrooms. Mature, luscious landscape with designer new lighting. Newer exterior paint and ac unit. Golf, tennis, and social memberships available at the shadow wood & copperleaf country clubs. Private beach, completely renovated state of the art fitness center, and spa available at the commons club. Close to airport, shopping, and restaurants.
Longleaf, 22090 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22090 Longleaf Trail Dr, Estero, Florida 34135, image 2
$949,900
  • 4 Beds
  • 21/2 Baths
  • 2,528 SqFt
  • $376/SqFt
Mid-Tier
House for sale in Longleaf
22090 Longleaf Trail Dr, Estero, FL 34135
Move right in to this stunning kingfisher model in the highly sought-after community of shadow wood at the brooks. This beautiful home boasts a spacious floor plan with 4 bedrooms and 3 baths, perfectly situated on a picturesque lakefront lot. From the moment you enter, you'll be greeted by an open, airy atmosphere with soaring ceilings and breathtaking views of the private pool and outdoor living area. The home features a great room design, an open kitchen with a breakfast nook, and a first-floor master suite complete with a den/office and a powder room. The second floor is ideal for accommodating overnight guests, offering 3 additional bedrooms and 2 baths. Step outside to your private lanai, where you'll find a luxurious pool and spa, perfect for entertaining guests in your own serene retreat. Shadow wood country club provides residents with access to 3 championship golf courses, as well as tennis and social memberships. Additionally, the commons club offers memberships with a state-of-the-art fitness center, a private beach club, and exclusive dining options. The brooks is located in the southwest florida's premier location offering quick access to the areas best shopping, golf, restaurants, beaches and easy access to rsw international airport. Be sure to watch the video tour experience and schedule your private showing today.
Longleaf, 22120 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22120 Longleaf Trail Dr, Estero, Florida 34135, image 2
$850,000
  • 3 Beds
  • 2 Baths
  • 1,939 SqFt
  • $438/SqFt
Mid-Tier
House for sale in Longleaf
22120 Longleaf Trail Dr, Estero, FL 34135
New to the market! Resort style living in a guard gated estero oasis of shadow wood at the brooks featuring screened custom heated salt water pool with cascading water feature and spectacular lake view! Three bedroom modified “turnstone” floor plan with over 1900 square feet of living area and a two-car garage, tucked away on a quiet street. Featuring remote lanai awning increasing covered area to watch the beautiful sunsets, volume ceilings, a great room floor plan, and an open kitchen and breakfast area and many upgrades and updates. Shadow wood country club separate memberships available offering a spectacular clubhouse, three championship golf courses with 54 holes of golf and a top rated tennis program with 9 har-tru tennis courts, bocce ball, pickleball, private beach club, fitness & spa, new clubhouse, sports bar & sushi bar, pro-shop, ladies & men locker room and terrace fireside seating with mile wide views of the golf course. Conveniently located just minutes from shopping, dining, beaches and more. The owner currently holds a commons club gold membership with beach access! This means that the buyer avoids the wait list and goes right to the front! Which offers a private beach club, state of the art fitness club, social activities and swimming pool. Ten miles to bonita beach, four miles to coconut point mall and a quick drive to southwest florida international airport. Conveniently located just minutes from shopping, dining, entertainment and more! Shadow wood is not in a flood plain and does not require flood insurance. You'll want to see this one first!
Longleaf, 22090 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22090 Longleaf Trail Dr, Estero, Florida 34135, image 2
Longleaf, 22090 Longleaf Trail Dr, Estero, Florida 34135, image 3
$899,00041K
  • 3 Beds
  • 21/2 Baths
  • 2,528 SqFt
  • $356/SqFt
Mid-Tier
House for sale in Longleaf
22090 Longleaf Trail Dr, Estero, FL 34135
Move right in to this stunning kingfisher model in the highly sought-after community of shadow wood at the brooks. This beautiful home boasts a spacious floor plan with 4 bedrooms and 3 baths, perfectly situated on a picturesque lakefront lot. From the moment you enter, you'll be greeted by an open, airy atmosphere with soaring ceilings and breathtaking views of the private pool and outdoor living area. The home features a great room design, an open kitchen with a breakfast nook, and a first-floor master suite complete with a den/ office and a powder room. The second floor is ideal for accommodating overnight guests, offering 3 additional bedrooms and 2 baths. Step outside to your private lanai, where you'll find a luxurious pool and spa, perfect for entertaining guests in your own serene retreat. Shadow wood country club provides residents with access to 3 championship golf courses, as well as tennis and social memberships. Additionally, the commons club offers memberships with a state-of-the-art fitness center, a private beach club, and exclusive dining options. The brooks is located in the southwest florida's premier location offering quick access to the areas best shopping , golf, restaurants, beaches and easy access to rsw international airport. Be sure to watch the video tour experience and schedule your private showing today.
Pending
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 2
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 3
$875,000110K
  • 4 Beds
  • 31/2 Baths
  • 2,503 SqFt
  • $350/SqFt
Mid-Tier
House for sale in Longleaf
21780 Longleaf Trail Dr, Estero, FL 34135
Just reduced to $349./per square foot. Owner will include gold commons club membership for newly built beach club!! Brand new hvac system (2 units) was installed july 2026 which includes a 12-year warranty. Exterior painting was completed mid-may…thanks to the longleaf hoa. Whether scaling down from a larger custom home or moving-up from a condo you will love the living space provided by the kingfisher floor plan- and this one particularly on the cul-de-sac gives you extra privacy with a extra long drive-way and front yard plus lake & island from the lanai. Rare to find 2 full baths on the 2nd floor which accommodates your guests. A large 1st floor master suite offers walk-in closets, a large bathroom space with separate vanities and separate walk-in shower and corner bathtub. Kitchen offers ge stainless steel profile refrigerator, dishwasher, microwave and gas range. Pantry. And there is an extra storage closet in laundry room. Washer and dryer are samsung. Also on the first floor is the office/den has wood flooring and a walk-in closet. 4 bathrooms total as one is a powder room by the foyer and great room. There is also a rinnai gas water heater and gas pool heater. Pool depth is 6 feet. Electric hurricane shutters are on the lanai. Electric shutters over the from door. The home also has hurricane rated sliding doors off the lanai for the kitchen, great room and master bedroom. Garage has a split ac. A new tile roof as of 2020. Homeowners only used the home for a few weeks each year / it was never rented. Shadow wood country club offers 54 holes of championship golf, 2 clubhouses, har tru tennis courts. 2 bocce courts. Shadow wood is in the process of building a brand new lifestyle centering opening fall-2026 with 6 new indoor pickleball courts, brand new resort pool with poolside dining and bar, a dedicated kids pool and pool with lap lanes. This 26 million dollar world class facility comes with no assessment to members.

Subdivision Amenities

Barbecue
Beach - Private
Beach Access
Beach Club Available
Bike And Jog Path
Bocce Court
Business Center
Cabana
Clubhouse
Community Room
Fishing Pier
Fitness Center
Full Service Spa
Golf Course
Guest Room
Internet Access
Library
Park
Pickleball
Play Area
Pool
Private Beach Pavilion
Private Membership
Putting Green
Restaurant
Sauna
Shopping
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Beach - Private
Beach Club Available
None
Putting Green
See Remarks

HOA Cost Benchmark

$0.15 / Sq.Ft.

Monthly ownership cost
0%above peers
6%below city avg
This Community
$0.15
Comparable Premium Avg
$0.15
Estero, FL Avg
$0.16
$0.00
$0.10
$0.20
Higher than peers, lower than the city average
Peer Set · 7 comparable communities
See Cost Context

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Preconstruction in EsteroShow All

The Island At West Bay Club
The Island At West Bay Club
The Island At West Bay Club
Condos in Estero, FL 33928
  • Starts at
    $2.7M
  • Units
    86
  • Stories
    24

Island West Bay is an intimate collection of 86 luxury corner residences rising along the Estero Bay shoreline. The tower is now under construction, creating a rare opportunity for buyers seeking panoramic Gulf views, modern floorplans with dual exposures, and immediate access to golf, beach, and club amenities at West Bay Club. The location places residents minutes from Naples with a lifestyle that begins well before move in.

Spacious Corner Residences With Panoramic Bay and Gulf Views

Island West Bay residences are thoughtfully designed corner homes that maximize natural light, privacy, and the surrounding coastal landscape. Every layout features floor to ceiling glass, generous open living spaces, and panoramic views of Estero Bay and the Gulf. Modern finishes, expansive terraces, and efficient plan configurations create a refined residential experience within an intimate high rise setting in Southwest Florida.

Island West Bay offers a private collection of amenities designed to support daily wellness and entertainment. Residents enjoy a rooftop pool with panoramic views, a refined club room, a sports lounge with simulator, a fitness center, guest suites, pet friendly spaces, and a resort style pool deck overlooking Estero Bay. These amenities create a complete coastal lifestyle within a boutique high rise environment in Southwest Florida.

Rooftop Amenities with Captivating Views

From atop The Island's 24th floor, views of the serene Estero Bay Waterway and the sparkling Gulf of Mexico create a breathtaking backdrop for morning yoga, refreshing dips and sunset celebrations. The Island's Relaxation Pool offers a sun shelf for warm conversations and a whirlpool spa for ultimate relaxation.

State-of-the-Art Fitness Center

An expansive state-of-the-art Fitness Center will feature the latest high-tech cardio and strength equipment plus free weights and other athletic equipment. Whether the day calls for a high-intensity cardio workout or simply relaxing by the pool as your cares drift away on the Gulf's warm breezes, you'll be pampered by The Island's customized Arrival Level spaces. Of course, the rooftop yoga and meditation area are also available to add variety to your workout.

Sports Lounge

The Island's Golf Simulator room lets you tee off from the comfort of home, offering course and hole placement selections to customize your level of practice challenge. Weather is no longer a factor, as you hone your game by challenging a variety of courses from around the world in a virtual setting.

Tropical Oasis at the Resort-Style Pool and Cabanas

The arrival level will be the heart of entertainment, featuring a lap lane for fitness enthusiasts, an adjoining family pool, and a separate spa area. Lounge in the Florida sunshine from the cabanas or enjoy an al fresco dinner at the outdoor summer kitchen. The Island is also conveniently equipped with secured Wi-Fi throughout the common areas.

Rooftop Open-Air Kitchen

The rooftop Open-Air Kitchen provides everything you need for a successful social event, from the BBQ Grill, to the prep area and bar and table seating that lets you toast to the wide Estero Bay and Gulf views. Here amongst the stars, entertainment areas with fire pits provide ample seating to gather with friends or simply stargaze at the Florida night sky.

Arrive in Style at The Island

A dramatic porte cochére signals a premier arrival experience for residents and guests at The Island. Exemplary on-site Staff Services create a welcoming arrival for visiting guests as well as management of delivery and home services. The intuitively designed resident Mail Room provides ample space for package deliveries. Service elevators allow convenient access to all floors for maintenance staff and deliveries.

Inviting Gathering Spaces

A well-appointed Business Center featuring a shared working space allows for work-from-home activities. The spacious Club Room allows for festive game nights with an ensuite catering kitchen and club bar, while the Splash Lounge offers a relaxed spot by the pool to unwind with friends and family.

Private Guest Suites

When you make The Island at West Bay your home, you'll be the envy of your family and friends. Go ahead and invite them to visit often as two private, one-bedroom Guest Suites are available to provide exceptional accommodations and the convenience of being only an elevator ride away from your private residence.

Pet-Friendly Grooming and Dog Park

A dedicated dog washing room provides a grooming table and dryers to pamper your furry best friend without ever having to leave the building. It's the perfect location for your mobile pet service to care for your four-legged family member. Just outside the building, The Island's private Dog Park offers pet and owner comfort with benches, water station and safety fencing.

Peace of Mind with Gated Access

Safety and security are top of mind considerations throughout the design of The Island. The community's unique island location creates a private sanctuary behind the 24/7 manned West Bay Club gatehouse. In addition, The Island provides the latest technology solutions for access-controlled entry points at all elevators, lobbies, parking garage and amenities. During business hours, The Island's on-site staff is available to assist with resident needs.

Underground & Secured Parking

The Island's Garage Parking Plan includes two parking spaces per residence with easy access to the elevator core to whisk you away to your residence. With an eye towards the future, each of our residences will include infrastructure towards supporting installation of a commercial EV charger at assigned parking spaces.

Details

Nearby Subdivisions

Mid-Tier
0.22 miles
Entry-Level
0.37 miles
Entry-Level
0.42 miles
For Sale (1)
$418K - $418K
Entry-Level
0.43 miles
For Sale (6)
$555K - $670K
For Rent (1)
$3K - $3K
Entry-Level
0.44 miles

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
3

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
33

100
Sound Score®
Bearable noise
77

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
29

100
Local Score
Limited local amenities nearby
0

100

Shadow Wood At The Brooks Communities in Estero, FL

Estero
Mid-Tier
Mid-Tier Homes & Condos

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