Longleaf Houses For Sale
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Premium$300 - $400 per SqFt
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$849,000 $25K
- 4 Beds
- 21/2 Baths
- 2,453 SqFt
- $346/SqFt
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House for sale in Longleaf21900 Longleaf Trail Dr, Estero, FL 34135This 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.
$940,000
- 3 Beds
- 21/2 Baths
- 2,528 SqFt
- $372/SqFt
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House for sale in Longleaf22090 Longleaf Trail Dr, Estero, FL 34135Move 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.
$970,900 $25K
- 4 Beds
- 21/2 Baths
- 2,517 SqFt
- $386/SqFt
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House for sale in Longleaf21750 Longleaf Trail Dr, Estero, FL 34135Nestled 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.
READY TO SELL?
$985,000
- 3 Beds
- 31/2 Baths
- 2,503 SqFt
- $394/SqFt
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House for sale in Longleaf21780 Longleaf Trail Dr, Estero, FL 34135Whether 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 two 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 plus walk-in closet. Four bathrooms total as one is a powder room by the foyer.
There is also a rinnai gas water heater gas pool heater. Electric hurricane shutters are on the lanai. Home has 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.
$819,000 $50K
- 3 Beds
- 2 Baths
- 2,000 SqFt
- $410/SqFt
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House for sale in Longleaf22140 Long Leaf Trail Dr, Estero, FL 34135Exclusive, 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
$695,000
- 2 Beds
- 2 Baths
- 1,833 SqFt
- $379/SqFt
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House for sale in Laurel Meadow23088 Tree Crest Ct, Estero, FL 34135This impeccably maintained residence is nestled within laurel meadow, one of the most desirable enclaves in shadow wood at the brooks. Offering two bedrooms, a versatile den, and two baths, this light-filled home blends refined comfort with thoughtful updates throughout. Recent enhancements include a 2025 whole-home gutter system, impact glass windows, a striking new front entry door, a 2020 roof replacement, new carpeting, updated lighting, and newly appointed great room and guest bedroom furnishings—ensuring both style and peace of mind. The kitchen is designed for both functionality and elegance, featuring granite countertops, abundant cabinetry, and a spacious walk-in pantry.
Seamless indoor-outdoor living is achieved through a 2018 screened lanai with an upgraded deck finish, opening to a generous pool overlooking the 13th hole of the south golf course—an idyllic backdrop for entertaining or tranquil evenings at home. Additional hurricane protection includes electric and accordion shutters to the lanai, home windows, and front entry for added security.
Optional membership at shadow wood country club includes access to 54 holes of championship golf, two elegant clubhouses, and nine har-tru tennis courts. Excitingly, shadow wood members have voted to build a brand-new lifestyle center at the club designed to elevate leisure and social engagement within the community. The planned world-class amenities will include six indoor pickleball courts, a resort-style pool, poolside restaurant and bar, and a convenient grab-and-go café—further enhancing the already exceptional lifestyle offerings.
Residents may also choose to join the commons club's gold membership, which grants access to a private beach club, fitness center, pool, and luxury spa. Ideally located near upscale shopping, fine dining, southwest florida international airport, and the region's pristine gulf beaches, this residence represents the very best of luxury resort-style living in one of southwest florida's premier communities.
Community Snapshot
3 to 4 BR
Bedrooms
$819K to $985K
Price Tier
1,920 - 2,686
SqFt Range
2004
Year Build
2
Total Floors
N/A
Total Units
N/A
Total Sales
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
See Remarks
Tennis Court(s)
Community Residences
| Unit Line | Floor | Bed/Bath | Size SqFt | Exposure | View |
|---|---|---|---|---|---|
| 1 | ‑/‑ | 1,920 | |||
| 2 | ‑/‑ | 2,646 | |||
| 4 | ‑/‑ | 4,225 |
Unit Line: 1
Floor:
Bed/Bath: ‑/‑
Size SqFt: 1,920
Exposure:
View:
Unit Line: 2
Floor:
Bed/Bath: ‑/‑
Size SqFt: 2,646
Exposure:
View:
Unit Line: 4
Floor:
Bed/Bath: ‑/‑
Size SqFt: 4,225
Exposure:
View:
Frequently Asked Questions
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Schools
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Shadow Wood At The Brooks Communities in Estero, FL
Mid-Tier
Mid-Tier 18
Entry-Level
Entry-Level 11
Estero
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