Longleaf Homes for Sale

Longleaf Homes for Sale

Welcome to Longleaf, a charming subdivision nestled in the heart of Florida, where community spirit meets serene living. This picturesque neighborhood offers a perfect blend of modern conveniences and natural beauty, making it an ideal choice for families, retirees, and everyone in between.

Longleaf is known for its stunning homes, each designed with attention to detail and quality craftsmanship. Whether you’re seeking a cozy single-family home or a spacious residence with all the amenities, you’ll find a diverse selection of properties that cater to varying tastes and lifestyles. Homes for sale in Longleaf feature open floor plans, gourmet kitchens, and lush backyard spaces, perfect for entertaining or simply enjoying the beautiful Florida weather.

The community is not just about beautiful homes; it’s about a lifestyle. Longleaf boasts a wealth of amenities, including well-maintained parks, scenic walking trails, and community events that foster a strong sense of belonging. Families will appreciate the proximity to top-rated schools, while outdoor enthusiasts can take advantage of nearby recreational areas, perfect for hiking, biking, and enjoying the vibrant Florida outdoors.

Living in Longleaf means embracing a community that values connection and quality of life. With easy access to shopping, dining, and entertainment options, you’ll never be far from what you need. Discover your dream home in Longleaf today, and experience the charm and warmth of this inviting Florida community! Don’t miss out on the opportunity to become part of a neighborhood that truly feels like home.

Newest Longleaf Homes for Sale

21891 Longleaf Trail Drive, Estero
$860,000
3 Beds ⋅ 3 Baths ⋅ Longleaf SubDv.
Imagine waking up to your beautiful private lanai with lake view and preserve beyond, with the popular Kingfisher model in the Longleaf neighborhood of Shadow Wood? Freshly painted throughout, this home is ready for you to move in and enjoy Season. The kitchen boasts gorgeous quartz countertops, stainless appliances including newer GE Cafe gas range and double drawer dishwasher, tons of white cabinetry storage and a pantry. 2024 roof. Natural gas. New whole home generator. New gas pool heater. Interior recently painted throughout. Master bedroom suite new flooring. Master bath has been beautifully renovated. 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, 8 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.

21891 Longleaf Trail Drive, Estero
10762 Apalachicola Drive, New Port Richey
$749,990
3 Beds ⋅ 3 Baths ⋅ Longleaf SubDv.
Under Construction. Caladesi This Caladesi is currently under construction and will be ready Oct/Nov! This home features Sonoma Stone cabinets, Stratus Whte Corian Quartz countertops, Reverie Serenity Silverado wood look tile flooring, and more. The Caladesi combines beautiful design with everyday functionality across 2,859 sq. ft. of thoughtfully planned living space, featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car tandem garage. The open-concept layout flows seamlessly from the foyer into the main living areas, creating a bright and welcoming atmosphere throughout the home. Impressive 12' ceilings enhance the foyer, grand room, and dining area, adding an open and spacious feel ideal for both entertaining and everyday living. The owner’s retreat provides a private escape with his and hers walk-in closets and a spa-inspired owner’s bath. Generously sized secondary bedrooms provide plenty of comfortable living space, while a well-appointed laundry room adds convenience to this thoughtfully designed home. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

10762 Apalachicola Drive, New Port Richey
10776 Apalachicola Drive, New Port Richey
$799,990
5 Beds ⋅ 4 Baths ⋅ Longleaf SubDv.
Under Construction. SanibelThis Sanibel is currently under construction and will be ready Oct/Nov! This home features Maddox Painted Harbor cabinets, Frost Whte MSI Quartz countertops, Home Nutmeg LVP flooring, and more. The Sanibel is a beautifully designed home from the Artisan Series, featuring 3,484 sq. ft. of spacious and thoughtfully planned living space. With 5 bedrooms, 4 bathrooms, and a 3-car garage, this expansive floorplan provides plenty of room for comfortable everyday living and entertaining. The open-concept design creates a seamless flow between the main living areas, while abundant natural light enhances the bright and welcoming atmosphere throughout the home. Thoughtfully designed spaces combine style and functionality, creating a home that feels both inviting and spacious. With modern finishes, timeless architectural details, and a versatile layout, the Sanibel is designed to complement a variety of lifestyles while providing the space and comfort to truly feel at home. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

10776 Apalachicola Drive, New Port Richey
10403 Micanopy Street, New Port Richey
$414,900
2 Beds ⋅ 2 Baths ⋅ Longleaf SubDv.
CHARMING CRAFTSMAN STYLE Home in Highly Desirable, QUAINT Community of LONGLEAF OF TRINITY!! Move In Ready!! IMMEDIATE OCCUPANCY!! Inviting Front Porch! Classic Elevation! OPEN FLOORPLAN CONCEPT!! Wood Look TILE FLOORING FLOWS SEAMLESSLY THROUGHOUT!! NO CARPET! Plantation Shutters! Ceiling Fans with Lights Throughout! 2 Bedrooms PLUS Office Niche and 2 Car Garage! UPDATED KITCHEN Features White Cabinetry, Granite Countertops, Tile Backsplash, Prep Island with Additional Storage! Desirable Stainless GAS RANGE Built In Microwave, Dishwasher and Bosch Stainless Steel Refrigerator! Modern Pendant Lights! Breakfast Bar Great for Entertaining Family and Friends! Plus Pantry. Art Niche! Primary Bedroom has Large Walk In Closet which has been Upgraded with Custom Features! Beautiful PRIMARY BATHROOM has UPDATED with Newer Modern Cabinetry, Double Vanities and NEW Upgraded Light Fixtures! Large Walk In Shower with FRAMELESS Shower Doors. Guest Bedroom Features French Doors that Lead to Another PRIVATE PATIO!! UPDATED GUEST BATHROOM has New Vanity with QUARTZ Countertops and Tub with Shower! Inside Laundry Room has Built In Storage Cabinets! NO REAR NEIGHBORS!!! FENCED BACKYARD! Enjoy your Screen Enclosed Patio Plus NEWER QUALITY TREX DECK OVERLOOKING REACEFUL POND AND PRESERVE!! Your Private Oasis Perfect Setting for Unwinding and Relaxation! QUIET & PEACEFUL!! NEWER ROOF - 2020 year! AMENITIES INCLUDE: Clubhouse, Resort Style Heated POOL/ SPA, Tennis Courts, Basketball, Beach Volleyball, Soccer and Baseball Fields, Dog Park and Biking, Walking Trails! Year Round Community Events! Conveniently Located Close to Local Cafe's, RESTAURANTS, Fox Hollow GOLF COURSE, Trinity HOSPITAL and Nearby STARKEY MARKET!!! Enjoy Farm Fresh Goods and Live Music! Nearby SCHOOLS and Shopping! Amazing Tree Lined Streets, Sidewalks and Street Lights! Easy Access to Tampa International AIRPORT and Downtown Tampa!! LOW HOA FEE!! NATURAL GAS in Community! MUST SEE Inside to Appreciate! SCHEDULE AN APPOINTMENT TODAY!

10403 Micanopy Street, New Port Richey
21750 Longleaf Trail Drive, Estero
$849,000
4 Beds ⋅ 3 Baths ⋅ Longleaf SubDv.
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. The exterior was just painted along with the interior offering a bright refreshed aesthetic from the moment you arrive. Step inside to discover a beautifully updated interior, featuring a tastefully refreshed kitchen with new countertops, sleek sinks, a stylish backsplash, and refinished cabinetry—creating a space that is both functional and refined. New flooring was put in the primary bedroom and entry bedroom. 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 additional under-sink filter (2025) provides clean, high-quality water throughout the home. With its extensive updates, inviting interior, and peaceful outdoor setting, this home offers an exceptional opportunity to enjoy comfortable, stylish living in a desirable Estero location.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.

21750 Longleaf Trail Drive, Estero
22140 Long Leaf Trail Drive, Estero
$741,500
3 Beds ⋅ 2 Baths ⋅ Longleaf SubDv.
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. Fees for the community are $5000 per year and the individual neighborhood is $950 per quarter which includes exterior painting, trash, cable and landscaping.

22140 Long Leaf Trail Drive, Estero
21900 Longleaf Trail Drive, Estero
$849,000
4 Beds ⋅ 3 Baths ⋅ Longleaf SubDv.
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 Drive, Estero
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