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$875,000
4 Beds ⋅ 3.5 Baths ⋅ 226011976 MLS
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) is being installed which will include 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 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/Great Room. There is also a Rinnai GAS Water heater and GAS POOL HEATER. Electric hurricane shutters are on the lanai. electric shutters over the from Door. The home also has hurricane sliding doors off the lanai!!!! 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, 9 Har Tru tennis. 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.

21780 Longleaf Trail Drive, Estero

Courtesy of Keller Williams Elite Realty.

$1,100,000
4 Beds ⋅ 3.5 Baths ⋅ 225083707 MLS
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.

22050 Longleaf Trail DR, Estero

Courtesy of Keller Williams Elite Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$749,000
3 Beds ⋅ 2 Baths ⋅ 225082392 MLS
Exclusive, Shadow Woods at the Brooks, waterfront home. Enjoy spectacular sunsets as you lounge on your private, poolside lanai. Featuring an open floor plan with plenty of natural light. Perfect for entertaining. or just quiet enjoyment. Shadow Wood Country Club memberships are available and offer 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, fitness club, social activities and swimming pool. NEW amenity of the Lifestyle Center construction and expansion are underway and will include: indoor Pickleball courts, new tennis courts, a resort-style pool with poolside seating, a firepit lounge, poolside restaurant with full kitchen and a brand-new racquets pro shop (projected completion is Fall 2026. this project will be done with no assessment to the Members.)

22140 Long Leaf Trail DR, Estero

Courtesy of Pineywoods Realty.

$849,000
4 Beds ⋅ 2.5 Baths ⋅ 225078768 MLS
This stunning home features a spacious screened lanai with south exposure, offering breathtaking lake and preserve views, complemented by a gas-heated pool—creating an ideal outdoor sanctuary for morning coffee or relaxing during the day. An 3 bedroom plus den Kingfisher model home located in the highly desirable Shadow Wood at The Brooks community, it offers the perfect balance of comfort, style, and Florida lifestyle living. The open-concept Great Room design on the first floor features soaring ceilings, abundant natural light, and spacious living and dining areas—perfect for relaxing and entertaining. The updated kitchen boasts new granite countertops, a pantry, breakfast bar, and ample storage, seamlessly flowing into the dining area and out to the outdoor oasis. The primary suite and den are conveniently located on the first floor, while upstairs offers two guest bedrooms and a versatile loft space, ideal for family or visitors. The Shadow Wood Club has been completely renovated, providing world-class amenities, and there is no current assessment for the community. Residents enjoy optional golf and country club memberships, tennis, pickleball, fitness, and access to The Commons Club with a private beach club, spa, and dining. This home truly captures the essence of luxury Florida living—a peaceful retreat surrounded by nature and community, where every day feels like a getaway.

21900 Longleaf Trail DR, Estero

Courtesy of Local Real Estate LLC. (239) 287-1371
$685,000
3 Beds ⋅ 2 Baths ⋅ 225012727 MLS
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.

22171 Longleaf Trail Drive DR, Estero

Courtesy of Keller Williams Elite Realty.

Selling Office: Downing Frye Realty Inc..

$1,000,000
3 Beds ⋅ 2.5 Baths ⋅ 224080699 MLS
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!!

21891 Longleaf Trail DR, Estero

Courtesy of John R. Wood Properties.

Selling Office: John R. Wood Properties.

$1,010,000
3 Beds ⋅ 2.5 Baths ⋅ 224073898 MLS
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!

21990 Longleaf Trail DR, Estero

Courtesy of Downing Frye Realty Inc..

Selling Office: John R. Wood Properties.

$825,000
2 Beds ⋅ 2 Baths ⋅ 224048691 MLS
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!!

22060 Longleaf Trail DR, Estero

Courtesy of John R. Wood Properties.

Selling Office: Downing Frye Realty Inc..

$1,050,000
4 Beds ⋅ 3.5 Baths ⋅ 224012479 MLS
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.

21901 Longleaf Trail DR, Estero

Courtesy of Local Real Estate LLC.

Selling Office: John R Wood Properties.

$1,250,000
3 Beds ⋅ 2.5 Baths ⋅ 223086653 MLS
Golf Membership Available. Updated Kingfisher Model Home

Estero

Courtesy of Local Real Estate LLC.

Selling Office: Downing Frye Realty Inc..

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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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