Cypress Falls Homes with Sidewalks Community Features

Cypress Falls Homes with Sidewalks Community Features

Welcome to Cypress Falls, a charming subdivision nestled in the heart of North Port, Florida, within the picturesque Sarasota County. This vibrant community offers a perfect blend of comfort, convenience, and a touch of nature, making it an ideal place for families, retirees, and everyone in between.

Cypress Falls is known for its beautifully designed homes that come with the added bonus of sidewalks, promoting an active lifestyle and a friendly neighborhood atmosphere. Whether you’re taking a leisurely stroll in the evening or enjoying a morning jog, the sidewalks create a welcoming environment for residents to connect with one another and enjoy the scenic beauty of the community.

The homes in Cypress Falls boast modern amenities and spacious layouts, catering to various lifestyles and preferences. From cozy single-family homes to more expansive options, there’s something for everyone. Many residences feature open-concept designs, gourmet kitchens, and private backyards perfect for entertaining or relaxing under the Florida sun.

In addition to its lovely homes, Cypress Falls is equipped with community features that enhance the living experience. Residents can enjoy access to a refreshing pool, fitness center, and recreational areas that foster a sense of community and encourage social interactions. With nearby parks, shopping centers, and dining options, everything you need is just a stone’s throw away.

Discover the charm of Cypress Falls, where every day feels like a vacation, and community spirit thrives. Come and experience the vibrant lifestyle that awaits you in this delightful North Port neighborhood!

Newest Cypress Falls Homes with Sidewalks Community Features

1692 Hyssop Loop, North Port
$479,900
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
BEAUTIFULLY MAINTAINED AND SHOWS LIKE A MODEL! Peaceful pond views, and a private heated saltwater pool set the scene for exceptional Florida living in Cypress Falls 55+ community at The Woodlands. Built in 2019, this Summerwood floor plan offers 2,009 square feet of thoughtfully designed living space with three bedrooms, two bathrooms, and a separate flex room with sliding barn doors perfect for a home office, hobby room, or quiet retreat. The open layout creates an inviting connection between the kitchen, living, and dining spaces, ideal for everyday comfort and entertaining. The kitchen features granite countertops, stainless steel appliances, a Samsung refrigerator and KitchenAid microwave replaced in 2025, and a garbage disposal replaced in 2026. Ceramic tile extends throughout the main living areas, primary bedroom, and flex room. The spacious primary suite features a custom walk-in closet organization system and a granite bathroom countertop, while the guest bathroom offers quartz. Step outside and discover the space that makes this home truly special. Approximately 406 square feet of covered lanai, extended during original construction, provides generous room for outdoor dining and lounging alongside your screened, heated saltwater pool. Enjoy morning coffee overlooking the pond, afternoons by the water, and relaxing evenings. A paver pool deck complements the setting, September 2026 pool updates include a Pentair filter and color-changing pool light. Thoughtful improvements include five Storm Smart motorized hurricane screens, Hurricane Blocker roof vent protection devices, a screened front entry, and decorative concrete landscape curbing. Additional conveniences include laundry room cabinetry, a Whirlpool washer and dryer, hardwired Ethernet connections in the flex room and third bedroom, and an HVAC UV light kit installed in 2025. The two-car garage features an epoxy-coated floor, overhead storage, and a professionally installed 240-volt electrical connection for EV charging. Tesla charging equipment, Garage refrigerator & golf cart not included however are negotiable. The home includes a leased solar energy system activated in 2025. Buyer qualification and lease assumption are required in accordance with the provider’s terms. Lease and transfer documentation are available for review. Seller holds an Inactive Florida Real Estate License

1692 Hyssop Loop, 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
2588 Daisy Drive, North Port
$325,000
3 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
NEW LISTING! FURNISHED & MOVE-IN READY! Welcome to 2588 Daisy Drive, a beautifully maintained 3-bedroom, 2-bath home offering 1,575 sq. ft. of comfortable Florida living in the highly desirable Cypress Falls at The Woodlands, a gated 55+ community. Built in 2020, this inviting home features hurricane shutters on all windows and doors, providing added protection and peace of mind. Step inside to a welcoming foyer that leads into a bright, open-concept living area designed for both everyday living and entertaining. The spacious living room offers plenty of room to relax and includes a dedicated niche for your television or entertainment center. The adjoining dining area is perfectly positioned for gathering with family and friends, while the kitchen is located at the rear of the home and features upgraded appliances, ample cabinetry and generous workspace for preparing everything from casual meals to special dinners. The thoughtfully designed split-bedroom floor plan provides privacy for both owners and guests. Two generously sized guest bedrooms and a full guest bath are located toward the front of the home, while the private primary suite is situated at the rear and features a spacious bath and walk-in closet. A conveniently located laundry room completes the interior living space. Step outside to the screened lanai, an ideal place to enjoy your morning coffee, unwind at the end of the day or entertain friends while enjoying Florida's year-round outdoor lifestyle. 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 impressive amenities. The expansive clubhouse serves as the social heart of the community and is complemented by resort-style swimming pools, a 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 Cypress Falls. Furnished and ready for its next owner, 2588 Daisy Drive offers an appealing combination of comfort, hurricane 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!

2588 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
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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