Cypress Falls Homes with Pool Amenities

Cypress Falls Homes with Pool Amenities

Welcome to Cypress Falls, a picturesque subdivision nestled in the heart of North Port, Florida, within the beautiful Sarasota County. This charming community is designed for those who appreciate the perfect blend of tranquility and vibrant Florida living. Cypress Falls is renowned for its luxurious homes, many of which feature stunning pool amenities, making it an ideal choice for families and retirees alike.

As you explore this delightful neighborhood, you’ll find a variety of thoughtfully designed single-family homes that cater to diverse lifestyles. Each residence boasts spacious layouts, modern finishes, and, of course, the coveted pool area, perfect for enjoying sunny Florida days or hosting gatherings with friends and family. Imagine stepping out into your private oasis, where you can relax by the poolside, entertain guests, or simply soak up the sun in your own backyard paradise.

Cypress Falls is not just about beautiful homes; it’s also about community. Residents enjoy access to a wealth of amenities, including walking trails, recreational facilities, and social events that foster a sense of belonging. The community is conveniently located near shopping centers, dining options, and outdoor activities, ensuring that everything you need is just a stone’s throw away.

Whether you’re seeking a peaceful retreat or an active lifestyle, Cypress Falls in North Port, FL, offers the perfect setting for your dream home. Come and discover the charm of this vibrant community, where your ideal Florida lifestyle awaits!

Newest Cypress Falls Homes with Pool Amenities

2598 Thyme Way, North Port
$327,500
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
STUNNING WATER VIEWS! DESIRABLE END-UNIT GARDEN VILLA! HURRICANE PROTECTION! Welcome to 2598 Thyme Way, nestled in the sought-after Del Webb 55+ community of Cypress Falls at The Woodlands. This inviting end-unit residence combines comfortable living, thoughtful design, and a picturesque lake setting. Beautiful mature landscaping enhances the curb appeal, while a screened front porch welcomes you home. Accordion-style hurricane shutters protect the windows and a lanai Electric roll down, providing added peace of mind. Inside, a spacious foyer leads to attractive tile flooring that continues throughout the main living areas. At the front of the home, the generously sized eat-in kitchen features solid wood cabinetry, granite countertops, stainless steel appliances, and plenty of room for casual dining. Whether preparing dinner for friends or enjoying a quiet breakfast, this bright and functional space is ready for everyday living. The thoughtfully arranged guest area includes a comfortable bedroom with laminate flooring, a spacious guest bathroom, and a convenient linen closet. A separate study/den, also finished with laminate flooring and its own closet, is ideal for a home office, hobby room, reading retreat, or flexible guest space. The expansive open-concept living and dining areas create a welcoming setting for entertaining family and friends, with ample space to relax and unwind. Privately situated at the rear of the home, the spacious primary bedroom features two closets, including a walk-in closet and an additional built-in closet. THE WATER VIEW IS THE SHOWSTOPPER! Step onto the extended screened lanai and enjoy a tranquil lake panorama. Imagine morning coffee overlooking the water, peaceful afternoons with a good book, or relaxing evenings with friends. This inviting outdoor retreat beautifully complements the home's indoor living spaces. Additional highlights include a conveniently located laundry area near the garage entrance and two tubular skylights that bring natural light into the laundry room and primary bathroom. NEWER A/C UNIT WITH ULTRA VOILATE LIGHT TO CONTROL MOLD. There are 2 finished storage areas in the Attic with ladder access. Finally there is updated lighting in the garage. The appeal of this home extends well beyond the front door. Cypress Falls at The Woodlands is known for its vibrant 55+ lifestyle and outstanding amenities, including a clubhouse, resort-style swimming pool, resistance pool, hot tub, fitness center, pickleball, tennis, bocce, billiards, and organized social activities. Enjoy the freedom to stay active, connect with neighbors, or simply savor the Florida sunshine. With its end-unit location, welcoming interior, hurricane protection, extended lanai, and beautiful water views, 2598 Thyme Way is a wonderful place to call home!

2598 Thyme Way, North Port
2589 Daisy Drive, North Port
$320,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
**TURNKEY FURNISHED** Experience a luxurious, maintenance-free lifestyle in the 55+ Del Webb community of Cypress Falls at The Woodlands! This meticulously kept 2-bedroom + den, 2-bath home radiates w/ light, openness & tranquility offering the perfect blend of comfort & elegance. Nestled within a peaceful setting, this home invites relaxation from the moment you arrive. Drive up & be greeted w/ lush Florida landscaping including perfectly trimmed shrubbery, manicured green grass & swaying palm trees. The brick pavered driveway and front entryway sets the tone for the inviting ambiance inside as you step through the beautiful etched glass front door into a spacious, open-concept layout featuring soaring ceilings, large tile flooring & neutral colors throughout. The kitchen is a showstopper—granite countertops, decorative tile backsplash, Stainless steel appliances that pair beautifully with the 42" white wood cabinets with crown molding. Enjoy the abundance of counter/cabinet space as well as recessed lighting, pull out cabinet drawers, a closet-style pantry, and a large island that seamlessly connects the kitchen to the dining and living room, creating a warm and inviting atmosphere for gatherings! The expansive living room has ample space for friends and family, making it the heart of the home. The split-bedroom layout ensures privacy for you and your guests and includes a den/office offering versatility for various uses. Retreat to the spacious owner’s suite that is tucked away right off the living room, featuring a ceiling fan, walk-in closet and 2 large windows w/ one overlooking the private preserve—a peaceful view to wake up to each day. The en-suite bath features dual sinks, upgraded faucet package, granite countertops, wood cabinetry (which includes 3 pull out drawers) and a walk- in shower with frame-less glass door enclosure, perfect for a spa-like experience! The guest bedroom is generously sized with a ceiling fan and a built-in closet. The nearby guest bath doesn’t disappoint w/ granite countertops, white wood cabinets & a shower/tub combo w/ upgraded tiled walls. The interior laundry room has a matching whirlpool washer & dryer w/ added shelving above, perfect for all your extra laundry room necessities. Step out through the back door onto the screened-in lanai and enjoy the peace and privacy with no rear neighbors, making it easy to fully appreciate this space—a perfect spot for outdoor dining or simply relaxing in the tranquil surroundings. Updated fixtures/faucets, Storm impact windows, plantation shutters throughout & accordion hurricane shutters. Lawn care and irrigation are included in your HOA, so your days of mowing, edging & weeding are over! 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, ping pong, horseshoes, library, internet café; to the numerous clubs & classes, crafters, Bridge, poker, euchre, yoga, tai chi, water aerobics, dance club, mah jong & more. Community activities also include Bingo, parties & professional entertainment. Active individuals and enthusiasts will revel in the community's tennis courts, while the 55+ community aspect ensures a neighborly vibe with plenty of engaging activities for the mature homeowner!

2589 Daisy Drive, North Port
1512 Hyssop Loop, North Port
$419,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
WATERFRONT • PREMIUM LOT • FURNISHED • NO FLOOD ZONE!! Step into a home that feels every bit as refined as a Del Webb model. Thoughtfully curated upgrades & nearly 1,800 sq. ft. of beautifully designed living space come together to create a residence that is both sophisticated & effortlessly comfortable. This highly sought-after SMART HOME has an open concept floor plan w/ large diagonal tile floors, offering 2 bedrooms, 2 baths + a versatile den/flex room allowing you to tailor the space to your lifestyle. The kitchen/dining area stands as the crown jewel of the home, captivating w/ its upgraded stainless steel appliance package, beautiful granite countertops & 42” exquisite wood cabinetry w/ crown molding above. The center island also provides additional seating as well as additional cabinets/drawers & stylish glass pendant lighting above. Just beyond the kitchen, an elegantly proportioned dining area offers an inviting setting for both intimate dinners & gracious entertaining. An adjoining SUNROOM provides a refined, light-filled retreat w/ the flexibility to suit a variety of lifestyle needs & features sliders that open to a pavered, screened-in lanai overlooking the lake—an ideal spot to enjoy your morning coffee or an evening cocktail. The interior laundry room, situated at the rear of the kitchen, is equipped w/ a Samsung washer/dryer with an added shelf above, as well as a LARGE, walk-in pantry/storage area, complete w/ built in shelving. Directly across from the laundry room, you will find the luxurious owner's suite that features plank style ceramic tile, tray ceiling, crown molding, ceiling fan, large windows overlooking the beautiful lake/pond AND a spa like en-suite bathroom! The oversized dual sink vanity features wood cabinetry/drawers & a makeup/vanity space complemented by an elegant granite countertop. There is also a private toilet area, an oversized walk-in closet w/ shelving & an upgraded tiled walk-in shower w/ a glass enclosure. Privacy is of no concern as the second bedroom is strategically placed at the front of the home, providing a peaceful sanctuary & offers plenty of space for your guests. The adjacent guest bath doesn’t disappoint with a shower/tub combo, linen closet, upgraded tiled walls & wood cabinetry w/ a granite countertop. Create your personal work oasis or leisure retreat in the spacious office/den with a glass French door entrance, tray ceiling, ceiling fan & crown molding. The garage has upper & lower cabinetry, as well as a workbench & epoxy flooring. The exterior is well-appointed w/ a beautiful leaded glass front door, hurricane shutters, lush landscaping w/custom curbing & rocks in flower beds, front entry screened enclosure, palm trees & an in-wall pest control system for hassle-free treatments. Cypress Falls offers an unparalleled lifestyle w/ resort-style amenities: a resistance pool, beach-entry pool, spa, pickleball & tennis courts, bocce, billiards, ping pong, horseshoes, library, internet café & an impressive array of clubs and classes—from yoga & tai chi to mah jong, bridge, poker, dance & more. Social events, entertainment & community gatherings create a vibrant, welcoming atmosphere. This residence is more than a home—it is a refined retreat for those seeking elegance, connection & the beauty of waterfront living.

1512 Hyssop Loop, North Port
2539 Brassica Drive, North Port
$339,500
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
NEW LISTING!! FURNISHED!! Welcome to 2539 Brassica Drive, a beautifully maintained home nestled in the highly sought-after Cypress Falls at The Woodlands, a premier 55+ community. Built just five years ago, this attractive residence offers 1,575 square feet of thoughtfully designed living space, excellent curb appeal, a versatile floor plan, peaceful preserve views, and a combination of accordion and roll-down hurricane shutters for added storm protection and peace of mind. Step inside and you'll immediately appreciate the bright, open-concept design that creates an easy flow for both everyday living and entertaining. This 3-bedroom, 2-bath home features a desirable split-bedroom floor plan, providing privacy for both owners and guests. The generously sized guest bedroom and full guest bath are conveniently located toward the front of the home. The third bedroom offers added flexibility and can easily be used as a home office, TV room, hobby room, den, or whatever best suits your lifestyle. At the heart of the home is the spacious living room, dining area, and kitchen, all flowing together to create an inviting gathering space with plenty of room to entertain family and friends. Don't miss the the wine fridge as well as the extra storage cabinet Live Edge counter top counter in the kitchen. The conveniently located laundry room is just off the dining area. Just beyond the kitchen, step onto the cozy lanai and enjoy the quiet preserve view—the perfect setting for your morning coffee, reading a good book, or simply relaxing and enjoying the peaceful Florida surroundings. The private primary suite is tucked away at the rear of the home and features a spacious primary bath and generous walk-in closet, creating a comfortable retreat at the end of the day. The appeal of this home extends well beyond the front door. Cypress Falls at The Woodlands is a beautifully maintained, gated 55+ community known for its active lifestyle and outstanding amenities. The expansive clubhouse serves as the social center of the community, complemented by resort-style swimming pools, fitness center, tennis and pickleball courts, bocce ball, horseshoes, and more. A full-time activities director coordinates a variety of clubs, fitness activities, social gatherings, and special events, making it easy to stay active, meet neighbors, and enjoy everything at Cypress Falls. Furnished and ready for its next owner, this home offers the perfect combination of comfort, storm protection, low-maintenance Florida living, and an active community lifestyle. Come experience for yourself why so many love calling Cypress Falls home. Your Florida lifestyle awaits!

2539 Brassica Drive, North Port
2746 Arugula Drive, North Port
$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
2436 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
2590 Oswego Drive, North Port
$249,900
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
***MOTIVATED SELLER *** 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 outside of a designated flood zone, this lovingly cared-for home has been owned by its original owner since it was built. The home offers a wonderful Florida lifestyle, featuring beautiful water views, comfortable living spaces, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai have been painted, adding to the home's well-maintained appearance. A charming skylight welcomes natural sunshine into the home during the day and offers a unique touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas showcase tile flooring and 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 beautiful 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, community garden, and an impressive variety of recreational, fitness, and social activities. This inviting waterfront home combines comfort, thoughtful updates, peaceful 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
2543 Arugula Drive, North Port
$369,900
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
***PRICE IMPROVEMENT*** 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
2633 Daisy 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
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