Longleaf Houses For Sale

Shadow Wood At The Brooks contains (33) subdivisions
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$300 - $400 per SqFt
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Longleaf, 21900 Longleaf Trail Dr, Estero, Florida 34135, image 1
$849,000 $25K
  • 4 Beds
  • 21/2 Baths
  • 2,453 SqFt
  • $346/SqFt
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House for sale in Longleaf
21900 Longleaf Trail Dr, Estero, FL 34135
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.
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 1
$900,000 $35K
  • 4 Beds
  • 31/2 Baths
  • 2,503 SqFt
  • $360/SqFt
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House for sale in Longleaf
21780 Longleaf Trail Dr, Estero, FL 34135
Total exterior painting of body and trim of this immaculate kingfisher 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 and island view from the lanai. Rare to find 2 full baths on the 2nd floor which adds to accommodating your guests. A large 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. Washer and dryer are samsung. Master suite is on the first floor along with 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!!!! Plus 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 mid-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.
Longleaf, 21750 Longleaf Trail Dr, Estero, Florida 34135, image 1
$970,900 $25K
  • 4 Beds
  • 21/2 Baths
  • 2,517 SqFt
  • $386/SqFt
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House for sale in Longleaf
21750 Longleaf Trail Dr, Estero, FL 34135
Nestled on a beautiful, oversized cul-de-sac lot in sought-after estero, 21750 longleaf trail dr offers a thoughtfully upgraded home that blends modern improvements with lasting comfort and style. This residence truly shines once inside and in its serene outdoor setting. Step through the front door to a freshly refreshed interior. The kitchen has been tastefully updated with new countertops, sleek sinks, a stylish backsplash, and refinished cabinetry—creating a space that is both functional and refined. Fresh paint throughout (2025) gives the home a bright, clean, and welcoming feel, while elegant european white oak floors, installed in 2019, extend across the entire upstairs and staircase, adding warmth and sophistication. Major systems have been meticulously upgraded for peace of mind and efficiency, including a new roof (2023), hvac system (2025), and water heater (2025). A whole-house water filtration system with an under-sink filter (2025) provides clean, high-quality water throughout the home. Outside, your private retreat awaits. A sparkling pool is perfect for relaxation and entertaining, enhanced by a new pool heater (2024) and filter (2025) for year-round enjoyment. The spacious cul-de-sac lot offers added privacy, tranquility, and room to enjoy florida’s outdoor lifestyle. The garage is equipped for modern living with a tesla charger and a new garage door opener (2025). Recent appliance updates—including the washer, dryer, refrigerator, dishwasher, microwave, and cooktop—ensure a truly move-in-ready experience. With its peaceful location, exceptional upgrades, and inviting outdoor space, 21750 longleaf trail dr delivers not just a home, but a lifestyle of comfort, convenience, and serenity.
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Longleaf, 22140 Long Leaf Trail Dr, Estero, Florida 34135, image 1
$799,000 $50K
  • 3 Beds
  • 2 Baths
  • 2,000 SqFt
  • $400/SqFt
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House for sale in Longleaf
22140 Long Leaf Trail Dr, Estero, FL 34135
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.)

Similar Communities & Listings

Results 1 of 1
Villa Grande At Grandezza, 20072 Markward Xing, Estero, Florida 33928, image 1
$929,000
  • 3 Beds
  • 31/2 Baths
  • 3,090 SqFt
  • $301/SqFt
House for sale in Villa Grande At Grandezza
20072 Markward Xing, Estero, FL 33928
Traditional charm meets private courtyard living in this well presented home located in the highly sought after villa grande community of grandezza country club. This meticulously maintained 3 bedroom, 3.5 bath with den home offers seamless indoor/outdoor living with a private heated pool and spa, creating an inviting flow throughout the home. This tastefully decorated home is designed for both those who love to entertain and those seeking a serene retreat. The over 300sqft guest suite (casita) offers its own bedroom, bath and den, making it an ideal space for visitors, extended family or multi-generational living. The kitchen features updated cabinetry, newer appliances and generous storage, perfect for everyday living or preparing meals for gatherings. The spacious primary suite offers direct access to the rear screened lanai and the split en-suite bedroom design provides comfort and privacy. Newer roof, appliances and water heater add peace of mind. Enjoy grandezza's many social activities and amenities including championship 18 hole darwin sharpe iii designed golf course, tennis courts, fitness/wellness center and clubhouse with casual and fine dining. Located close to i-75, swfl international airport, fgcu, shopping and restaurants makes this home a great location in rapidly growing estero fl

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
Bike And Jog Path
None
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Comparable & Nearby Subdivisions

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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
84

100

Shadow Wood At The Brooks Communities in Estero, FL

Estero
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