Longleaf Homes with Pool

Longleaf Homes with Pool

Welcome to Longleaf, a charming subdivision nestled in the heart of Winter Garden, Florida, within the picturesque Orange County. This vibrant community is the epitome of Florida living, where the sun shines bright, and the lifestyle is as inviting as the warm weather.

Longleaf offers a delightful selection of homes, each thoughtfully designed to create a perfect blend of comfort and elegance. Residents here enjoy spacious floor plans that cater to a variety of lifestyles, from growing families to retirees seeking tranquility. One of the standout features of many homes in Longleaf is the luxurious private pool, providing an oasis for relaxation and fun right in your backyard. Imagine soaking up the sun or hosting summer barbecues with friends and family, all while enjoying the refreshing waters of your own pool.

The subdivision is not just about beautiful homes; it’s about community. Longleaf boasts lush green spaces, walking trails, and parks that encourage outdoor activities and foster connections among neighbors. The friendly atmosphere makes it easy to meet new friends and create lasting memories.

Conveniently located, Longleaf offers easy access to Winter Garden’s charming downtown area, where you can explore boutique shops, delightful dining options, and vibrant community events. With top-rated schools and quick access to major highways, Longleaf is an ideal choice for those looking to balance suburban tranquility with urban convenience.

Discover your dream home in Longleaf, where every day feels like a vacation in paradise!

Newest Longleaf Homes with Pool

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

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

5 Beds ⋅ 3 Baths ⋅ Longleaf SubDv.

Under Construction. Captiva II This Captiva II is currently under construction and will be ready Oct/Nov! This home features Sonoma Linen cabinets, Frost Whte MSI Quartz countertops, Pride Plus LVP flooring, and more. The Captiva II showcases a spacious and thoughtfully designed layout with 3,572 sq. ft. of living space, featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. The open-concept grand room, kitchen, and dining area flow seamlessly together, creating a bright and welcoming setting for entertaining, gathering, and everyday living. A covered lanai extends the living space outdoors, providing the perfect place to relax and enjoy the Florida lifestyle. The owner’s retreat creates a private escape with an oversized walk-in closet and a spa-inspired bath, completing this beautiful home with comfort, style, and functionality throughout. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

10748 Apalachicola Drive, New Port Richey

2 Beds ⋅ 2 Baths ⋅ Longleaf SubDv.

Virtually Staged. 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

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

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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