Longleaf Houses For Sale

Shadow Wood At The Brooks  contains (33) subdivisions 
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Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
Reviews (
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Market Action
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Shows who has more leverage in the market
0–30 favors buyers
30–100 favors sellers
Selling Speed
5.67
Slow
Shows how quickly homes are being absorbed by buyers
20%+ Fast
8–19.9% Steady
Below 8% Slow
Inventory Supply
17.65
High
Shows how many months it would take to sell current inventory
0–3 Low
3–6 Balanced
6+ High
Sales Activity
Updating
Awaiting sufficient data
Shows how often homes are selling in this community
2+/mo Active
0.75–1.99/mo Steady
Below 0.75/mo Quiet
Rating
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Community rating based on resident and buyer reviews
4.5+ Excellent
4.0–4.49 Good
3.0–3.99 Average
Below 3.0 Below Average
Results 3 of 3
Longleaf, 21900 Longleaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 21900 Longleaf Trail Dr, Estero, Florida 34135, image 2
$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
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 2
Longleaf, 21780 Longleaf Trail Dr, Estero, Florida 34135, image 3
$875,000 $35K
  • 4 Beds
  • 31/2 Baths
  • 2,503 SqFt
  • $350/SqFt
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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) 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.
Longleaf, 22140 Long Leaf Trail Dr, Estero, Florida 34135, image 1
Longleaf, 22140 Long Leaf Trail Dr, Estero, Florida 34135, image 2
Longleaf, 22140 Long Leaf Trail Dr, Estero, Florida 34135, image 3
$749,000 $50K
  • 3 Beds
  • 2 Baths
  • 2,000 SqFt
  • $375/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.)
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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
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Frequently Asked Questions

Nearby Subdivisions

Entry-Level
0.22 miles
For Sale (1)
$470K - $470K
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 (2)
$3K - $3K

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
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