Cypress Falls Homes with Pool Community Features

Cypress Falls Homes with Pool Community Features

Welcome to Cypress Falls, a picturesque subdivision nestled in the heart of North Port, Florida, in beautiful Sarasota County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal haven for families, retirees, and everyone in between.

Cypress Falls is renowned for its stunning homes that feature private pools, allowing residents to enjoy the quintessential Florida lifestyle. Imagine stepping outside your back door to a refreshing oasis where you can soak up the sun, host lively barbecues, or unwind with a book by the water. Each home in this community is designed with comfort and elegance in mind, showcasing open floor plans, spacious living areas, and contemporary finishes that cater to today’s discerning buyers.

Beyond the individual homes, Cypress Falls boasts an array of community amenities that enhance the living experience. Residents can take advantage of beautifully landscaped common areas, walking trails, and recreational facilities that promote an active lifestyle. The community clubhouse serves as a social hub, offering a space for gatherings, events, and activities that foster neighborly connections.

Located just minutes from pristine beaches, world-class dining, and vibrant shopping districts, Cypress Falls provides easy access to the best that Sarasota County has to offer. Whether you're exploring the natural beauty of nearby parks or indulging in the cultural richness of the area, you'll find that life in Cypress Falls is both enriching and fulfilling.

Discover your dream home in Cypress Falls today, where relaxation meets community spirit in the heart of sunny Florida!

Newest Cypress Falls Homes with Pool Community Features

$389,900
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Welcome to 2746 Arugula Drive, a beautiful home in the sought-after Del Webb gated community of Cypress Falls. Offering over 2,000 square feet of thoughtfully designed living space, this home features 2 bedrooms, 2 bathrooms, a private den, and a desirable split-bedroom floor plan for comfort and privacy. A screened front entry welcomes you into an elegant foyer with arched architectural details, volume ceilings, engineered wood flooring, extensive crown molding, plantation shutters, upgraded lighting and ceiling fans, and fresh designer paint throughout. The home offers multiple inviting living spaces, including a separate living room and formal dining area ideal for entertaining family and friends, hosting holiday dinners, or enjoying a quiet evening at home. The open layout continues into the spacious family room, creating a warm setting for everyday living. At the heart of the home is the gourmet kitchen, featuring 42-inch wood cabinetry with crown molding, granite countertops, an undermount sink, stainless steel appliances, hexagon tile backsplash, closet pantry, modern lighting, and a large island with breakfast-bar seating. Just off the kitchen, the charming breakfast nook is surrounded by bay windows with peaceful preserve views. The family room features built-in speakers and sliding glass doors opening to the covered, extended screened lanai. Step outside and enjoy the privacy of the tranquil preserve setting, tropical landscaping, and plenty of space to unwind, dine outdoors, or enjoy your morning coffee. The spacious primary suite offers direct lanai access, a walk-in closet, and an impressive en-suite bath with dual sinks, a Roman-style glass shower, heated towel rack, and private water closet. The guest bedroom and second bathroom are on the opposite side of the home, while the den with French doors is perfect for a home office, hobby room, reading room, or additional guest space. Additional upgrades include a new tile roof installed in 2023, A/C system, water heater, and appliances replaced in 2021, plantation shutters throughout, an electric hurricane shutter at the front entry with manual hurricane shutters for the remaining openings, overhead garage storage racks, and additional attic storage. Situated on a beautifully landscaped corner lot, this home offers comfort, privacy, and low-maintenance Florida living. Cypress Falls at The Woodlands is an active 55+ gated community with a full-time Lifestyle Director and resort-style amenities. Residents enjoy a zero-entry heated pool, resistance pool, spa, pickleball, tennis and bocce courts, a dog park, and a large fitness center with locker rooms and fitness classes. The recently renovated clubhouse features activity rooms, reading areas, billiards and game rooms, and a community garden just behind the clubhouse. Games, cards, clubs, social events, organized activities, and resident groups make it easy to stay active and connected. Cable TV and internet are also included in the HOA dues, adding even more value and convenience. Conveniently located approximately 2.5 miles from I-75 and just minutes from shopping, dining, entertainment, and everyday conveniences, Cypress Falls also offers easy access to Florida’s beautiful Gulf Coast beaches. Enjoy an active Florida lifestyle while coming home to your own peaceful preserve retreat. 2746 Arugula Drive is ready for you to move in, relax, and enjoy everything Cypress Falls has to offer!

2746 Arugula Drive, North Port
$379,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Beautifully landscaped, one of a kind home in the 55+, resort style community of Del Webb Cypress Falls. This lovely 1698sf, 2013 built, 2 bed + den/office, 2 bath, 2+ car garage, split floor plan home has so much to offer with many updates in the past 3 years...a roof certificate from Kaufman Roofing in 2023, replaced a/c 2024, Range, Microwave, garbage disposal, and laundry room sink 2025, accordion shutters (with a lifetime warranty), plantation shutters, Roll down lanai sun shades, washer, and Dishwasher 2026, freshly painted interior/exterior, including the kitchen cabinets, replaced the garage door opener, added lighting and epoxy flooring in the 25'6'x18'4" (520ft) garage, replaced the primary shower floor, LVP flooring the bedrooms, and crown molding throughout. There is a motion sensor security system in place that could be monitored by ADT. This charming home has archways into the main areas, neutral colors, plantation shutters and ceiling fans throughout the home. Most of the home has tile floors. The spacious kitchen has granite countertops, white cabinets, an island, stainless appliances and a view of outdoor living through the great room. The casual dining is off the kitchen. The great room has lovely natural light from the side windows and wall of sliders to the lanai. The comfortable primary bedroom has a water view and walk-in closet. The primary bath has a large vanity with drawers and 2 sinks. There is an expansive walk-in shower and separate water closet. The den/office is located in the back of the home with a backyard view. The 2nd bedroom and guest bath are in the front of the home. The guest bathroom has a tub/shower. The laundry room has a large sink and additional cabinets. You access the oversized garage through the laundry room. The lanai has an amazing view of the landscaped backyard and pond. The community has so much to offer with its resort style amenities and social activities to pick from. Close proximity to I75, shopping, restaurants, beaches, and so much more! Or, you can just sit back, relax and enjoy Florida life. No worries if you love to travel, everything is taken care of for you in this lovely community. The HOA monthly fee is $474.52 (paid quarterly) . The Master Association fee $318.21 (paid annually). The listing reflects both fees paid monthly totalling $501. Come see this gem and fall in love!

2436 Arugula Drive, North Port
$269,900
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bathroom home with a den, located in the desirable active 55+ gated community of Cypress Falls in North Port. Situated on the waterfront and not in a flood zone, this lovingly cared-for home has been owned by the original owner since it was built. The home offers a wonderful Florida lifestyle, with beautiful water views, abundant natural light, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai are painted. A skylight fills the home with natural sunshine throughout the day and creates a charming touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas offer tile flooring while the bedrooms feature luxury laminate flooring. Both bathrooms are enhanced with glass-enclosed showers and upgraded hardware. Enjoy the outdoors from the spacious screened lanai overlooking a peaceful natural wooded area, or relax in the unique screened front entry while taking in the water views. Cypress Falls offers an exceptional resort-style lifestyle with a clubhouse, heated pool, resistance pool and spa, fitness center, tennis, pickleball, bocce ball, dog park, and even a community garden as well as an array of additional recreational, fitness, and social activities. This exceptional waterfront home combines comfort, thoughtful updates, beautiful surroundings, and resort-style amenities—offering a wonderful opportunity to enjoy the relaxed Florida lifestyle in a vibrant 55+ community.

2590 Oswego Drive, North Port
$379,900
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Waterfront Luxury & Active Living in Cypress Falls – A Premier 55+ Gated Community at Del Webb in beautiful North Port. Nestled along a tranquil waterfront setting, this amazing FULLY FURNISHED home offers the perfect blend of luxury & provides an unparalleled Florida lifestyle in a vibrant & welcoming community. Thoughtfully curated upgrades & nearly 2,000 sq. ft. of beautifully designed living space come together to create a residence that is effortlessly comfortable! This highly sought-after Vernon Hill II model is MOVE IN READY & features an open-concept floor plan w/ 3 bedrooms, 2 baths + a versatile den/flex room, allowing you to tailor the space to your lifestyle. The kitchen stands as the crown jewel of the home, captivating w/ exquisite wood cabinetry (w/crown molding) & an oversized center island w/ recessed lighting above that invites gatherings & culinary creativity. Stainless steel appliances, closet pantry, breakfast nook w/ an upgraded optional entertainment package w/extended cabinets, custom tiled backsplash & under/over cabinet lighting adding a touch of sparkle & sophistication. Just off the living room, the refined owner’s suite features a large window, tray ceiling & a private en-suite bath. The resort-style, zero-entry walk-in shower features a frameless glass enclosure and convenient grab bars. A sleek double vanity with one sink, pairs with a single vanity that also includes a sink, while a discreet water closet and spacious linen closet add both comfort and storage. The expansive walk-in closet features wall-to-wall shelving making wardrobe organization effortless. At the front of the home, a beautifully appointed guest bedroom & an additional full bath provide comfort & privacy for visitors. The versatile den/office creates a peaceful space for work or relaxation, while the 3rd bedroom offers flexibility for a variety of uses. The interior utility room is complete w/ a washer & dryer, full sink vanity & added wood cabinets above providing the perfect space for all your laundry essentials. Glass sliders blur the line between indoors & out, filling the home w/ natural light & creating a breezy & open ambiance. Step outside to an EXTENDED lanai designed as a private oasis, complete w/ a Storm Smart electric roll-down shade, added outdoor gazebo & brick pavers. Additional highlights include accordion hurricane shutters, a garage screen system & overhead garage storage shelving. The roof & hot water heater were both replaced in 2024, offering added peace of mind. A complete upgrade list is attached in the MLS. Say goodbye to mundane chores, as lawn care & irrigation are part of the community services here. The community is small enough to still have a small town feel, while large enough to have all the activities & amenities you’d love to enjoy in your retirement years including: a resistance pool, beach access pool, spa, pickle ball courts, bocce ball, billiard's, horseshoes, library, internet café; to the numerous clubs and classes, Bridge, poker, euchre, yoga, tai chi, water aerobics, dance club & more! Community activities also include Bingo, parties & professional entertainment. Active individuals & enthusiasts will revel in the community's tennis courts, while the 55+ community aspect ensures a neighborly vibe w/ plenty of engaging activities for the mature homeowner. This home is more than a place to live, it’s a lifestyle. Make this home yours today & step into a life of convenience!

2543 Arugula Drive, North Port
$437,500
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
TAKE ANOTHER LOOK. FRESHLY PAINTED ENTRY AND LIVING SPACES!! NOW A PRICE REDUCTION! BRING OFFERS!! Welcome to 2633 Daisy Drive, located on a peaceful street within the highly sought-after Cypress Falls at the Woodlands, an exceptional 55+ gated community known for its vibrant lifestyle and resort-style amenities. This beautifully designed 1,810-square-foot Single Family Home offers the perfect blend of elegance, comfort, and functionality. The home features two spacious bedrooms, two full bathrooms, and a versatile flex room—ideal for a home office, hobby space, or additional guest area. As you step inside, you’ll immediately appreciate the open-concept design that seamlessly connects the living room, dining area, and kitchen—creating an inviting space perfect for both everyday living and entertaining. Tile flooring throughout and 8-foot interior doors enhance the sense of openness and sophistication, while natural light fills the home. The kitchen flows effortlessly into an optional sunroom, creating a bright and relaxing space to gather with family and friends. Step outside to the partially covered lanai, the perfect place to enjoy your morning coffee or unwind with a good book while taking in the peaceful surroundings. Just beyond, your private pool offers a refreshing retreat—ideal for relaxing afternoons or entertaining guests in true Florida style. Beyond the home, residents of Cypress Falls at the Woodlands enjoy an impressive collection of resort-style amenities, including a grand clubhouse, resort pool, resistance pool, hot tub, state-of-the-art fitness center, pickleball courts, tennis courts, bocce ball, horseshoes, and billiards. A full-time activities director and on-site management ensure a lively calendar of clubs, events, and social gatherings year-round. Conveniently located near shopping, dining, golf courses, and the beautiful Gulf Coast beaches, this home offers the perfect combination of luxury, comfort, and the active Florida lifestyle. Come experience everything this exceptional home and community have to enjoy.

2633 Daisy Drive, North Port
$399,000
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
Welcome to the epitome of MAINTENANCE FREE LUXURY LIVING within the EXCLUSIVE GATED ENCLAVE of Cypress Falls at Del Webb, North Port’s premier 55+ resort style community. This immaculate 2020 built Crestview model home boasts OVER $50,000 in HIGH END UPGRADES and offers serene, unparalleled privacy with captivating views of a sprawling PARK LIKE GREENBELT and PEACEFUL CANAL. Enter through exquisite stained glass double doors into a grand open floor plan graced by soaring ceilings, elegant plantation shutters, soaring 8 foot doors, automated blinds, and premium flooring throughout, an ideal setting for sophisticated entertaining and effortless daily living. The gourmet kitchen is a culinary masterpiece featuring 42” shaker-style cabinetry, polished quartz countertops, a tasteful tile backsplash, top of the line stainless steel appliances, designer hardware, and a functional breakfast bar island that seamlessly flows into the naturally bright living space. Retreat to the sumptuous primary suite, a true sanctuary, complete with a generously sized walk in closet and a SPA INSPIRED bathroom showcasing dual quartz topped vanities and an expansive walk in shower. The intelligently designed split floor plan offers optimum privacy, with a spacious second bedroom and a well appointed centrally located bathroom. A versatile third bedroom, currently utilized as a den/office, provides an ideal space for working remotely, pursuing hobbies, or accommodating guests. Step out to your private screened lanai and savor breathtaking sunsets while immersed in tranquil views of native wildlife including tropical birds, deer, and fish within your lush extended backyard oasis. Additional highlights include a custom paver patio with 50 amp service prepped for an outdoor kitchen, manual sun shades on the lanai, a portable generator, concrete curbing, and a spacious laundry room featuring ample storage and a utility sink. The 2 car garage is equipped with epoxy flooring, overhead garage screens, and motion sensor floodlights. For your peace of mind, this stunning residence is thoughtfully equipped with hurricane shutters, a comprehensive 4K security camera system, water filtration and softener, an in wall pest control system for effortless treatments, and generator wiring with 50 amp service capability. Cypress Falls residents enjoy unrivaled access to world class resort amenities including a vibrant clubhouse, fully outfitted fitness center, two heated pools, library, tennis and pickleball courts, and an active social calendar curated by dedicated full time staff. Perfectly situated with convenient access to I 75 and just minutes from upscale shopping, dining, historic Venice, and the pristine Gulf beaches, this extraordinary home presents a unique blend of luxury, comfort, and vibrant Florida living. Don’t miss this exceptional opportunity! Hurry and schedule your private tour today and experience the distinctive lifestyle of Cypress Falls at Del Webb.

2475 Brassica Drive, North Port
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