Cypress Falls at the Woodlands

Cypress Falls at the Woodlands Homes for Sale – North Port, Florida 34289

Cypress Falls at the Woodlands is a North Port community for age 55-plus residents wherein new home construction regained vigor in the post-recession housing recovery. Its first offerings of Sarasota homes for sale were constructed in 2005 by Lennar Corp., one of the country’s largest home builder.

Lennar delivered approximately 148 homes in Cypress Falls up to 2008 after which further construction was halted up to 2011. Homebuilding in this community resumed in 2012 after the Del Webb senior housing unit of D.R. Horton, another U.S. homebuilding giant, took over its development.

2018 Expansion Okayed

The residences in Cypress Falls consist of a mix of garden villas, paired villas and single family homes. More choices of the latter residential types are forthcoming, as the North Port city commission approved in mid-February two expansion projects for this community.

Prior to the expansion approval, Del Webb opened in early February its Cypress Falls model park. It features two newly built and furnished single-family home designs both priced starting from the low $200s.

One of these designs has a floor area of 1,574‒2,333 square feet, while the other provides a floor plan of 1,861 to over 3,000 square. Their layouts provide two to five bedrooms and up to three and a half baths. All told, Del Webb offers six low-maintenance home designs at Cypress Falls which has sustained its growth under an active adult lifestyle theme.

Resale Choices

Existing pre-owned single family homes in this community can be offered on the market with asking prices in the $200s‒$300s range, featuring two to three bedrooms within floor areas ranging from 1,710 up to about 2,250 square feet.

For earlier builds of villas at Cypress Falls, price quotes typically start in the high $100s for residences with floor plans of between 1,350 and 1,500 square feet featuring two bedrooms and two baths.

Joys of Active Adult Lifestyle

A gated neighborhood, Cypress Falls provides all the facilities for an active lifestyle which age 55-plus residents would seek. The amenities which are available at the community’s spacious clubhouse include a state-of-the-art fitness center, a billiards facility, a library, and an Internet café.

Besides a heated resort-style pool, Cypress Falls provides a resistance pool for more challenging workouts. Residents’ yearning for sports, in addition, could be fulfilled in the community’s two tennis courts, four bocce ball courts, and putting green. A barbecue pit and gardening plots add flavor to the outdoor amenities of Cypress Falls.

A full-time activities director helps organize group events of the residents, which are varied and wide-ranging. These include weekly sessions on physical fitness, such as yoga, walk aerobics, and water aerobics. There are also regular neighborhood meets for round-robin tournaments on tennis, bocce ball, and ping-pong. Likewise popular amongst residents of Cypress Falls are mahjong, card games, and dominoes.

Owning a home in Cypress Falls, moreover, allows easy access to nearby Gulf Coast beaches, natural springs, and over 80 miles of freshwater canals. Nearby points of interest, like the Myakka State Forest, provide such delights as hiking, canoeing, kayaking and horse-riding. Venues for shopping, dining and healthcare are easily accessible too with the community just south of Interstate 75, a vital road corridor lending marketability to many of Sarasota’s community developments, old or new.

Cypress Falls at the Woodlands Homes for Sale

Below are the current real estate listings available at Cypress Falls at the Woodlands.

Please contact me if you would like to schedule a tour of any of the listed properties below.

MLS# O6296851 - Status: Active View Property Details Add to Favorites View Map

• 1427 HYSSOP LOOP
• Price: $510,000
• Zip Code: 34289
• 1996 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• PRIVATE POOL AND SPA ! - Welcome to This 2018 home is like new on an oversized lot with southwestern exposure. Equipped with hurricane impact windows, doors and zero corner sliding doors leading to the wrap around lanai with private pool and spa! - ... Read More
• Listing courtesy of: BLUE LIGHTHOUSE REALTY INC

MLS# C7507934 - Status: Active View Property Details Add to Favorites View Map

• 1263 CICELY CT
• Price: $499,990
• Zip Code: 34289
• 2293 Square Feet
• Subdivision: CYPRESS FALLS PHASE 2E
• Bedrooms: 3 Baths: 2+
• Welcome to Cypress Falls at The Woodlands, a 55+ Community! This home, "The PRESTIGE", was Pulte Home's newest model which was built in the last phase having it's own gate in a separate gated entry of only 69 homes. The Prestige Model was their large ... Read More
• Listing courtesy of: ERA ADVANTAGE REALTY, INC.

MLS# A4669822 - Status: Active View Property Details Add to Favorites View Map

• 2633 DAISY DR
• Price: $477,000
• Zip Code: 34289
• 1815 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 2 Baths: 2
• Discover this meticulously maintained 2-bedroom, 2-bath home located in the highly sought-after Del Webb 55+ community of Cypress Falls. Built in 2021, this 1,815 sq ft gem features crown molding, recessed lighting, and a stylish open-concept layout. ... Read More
• Listing courtesy of: EXP REALTY LLC

MLS# D6143740 - Status: Active View Property Details Add to Favorites View Map

• 1745 HYSSOP LOOP
• Price: $455,000
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• Welcome to 1745 Hyssop Loop, located in the desirable Del Webb Cypress Falls at The Woodlands, a 55+ active adult gated community offering resort-style amenities and a vibrant, social lifestyle. This spacious 1,997 SQFT Summerwood model features 3 be ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# D6142914 - Status: Active View Property Details Add to Favorites View Map

• 1530 HYSSOP LOOP
• Price: $429,000
• Zip Code: 34289
• 1669 Square Feet
• Subdivision: CYPRESS FALLS PH 2A 2B
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. Imagine having a gorgeous sunset every night on your lanai with a private water view! This two-bedroom home with a den has a split plan perfect for guest privacy. The kitchen, which has granite countert ... Read More
• Listing courtesy of: PROGRAM REALTY, LLC

MLS# N6135703 - Status: Active View Property Details Add to Favorites View Map

• 2539 BRASSICA DR
• Price: $419,000
• Zip Code: 34289
• 1575 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 3 Baths: 2
• BUILT IN 2021. HURRICANE PROTECTION. FURNISHED. Welcome to this stunning, move-in-ready 3-bedroom, 2-bathroom home, built in 2021, located in the desirable 55+ Cypress Falls gated community in North Port, FL. UPGRADES include LeafFilter gutter guards ... Read More
• Listing courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE

MLS# C7515754 - Status: Active View Property Details Add to Favorites View Map

• 2436 ARUGULA DR
• Price: $399,999
• Zip Code: 34289
• 1698 Square Feet
• Subdivision: CYPRESS FALLS PH 1D
• Bedrooms: 2 Baths: 2
• Welcome to your dream home!! Maintenance Free, Comfortable living at its best in the distinguished 55+ gated Community Del Webb of Cypress Falls. Step into this stunning, 2-bedroom, Den/Office, Dining Room, 2 bath single family home, with ALMOST 1,7 ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# N6138314 - Status: Active View Property Details Add to Favorites View Map

• 1565 HYSSOP LOOP
• Price: $399,000
• Zip Code: 34289
• 1854 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 2 Baths: 2
• HUGE PRICE REDUCTION! PRICED TO SELL! If Life is a journey, this is the destination!!!!! This beautiful 2/2/2 1,854sq ft home was built with tons of upgrades! The spacious kitchen is a chef's dream, Built in oven and confection oven and Stainless ... Read More
• Listing courtesy of: EXIT KING REALTY

MLS# N6139764 - Status: Active View Property Details Add to Favorites View Map

• 2596 BRASSICA DR
• Price: $397,000
• Zip Code: 34289
• 1654 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. Welcome to Cypress Falls at the Woodlands - a Premier 55+ Lifestyle Community in North Port!Step inside this inviting 2-bedroom, 2-bathroom home with a versatile den/flex room, ideal for a home office, ... Read More
• Listing courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

MLS# D6139696 - Status: Active View Property Details Add to Favorites View Map

• 2759 LAVANDULA CT
• Price: $389,000
• Zip Code: 34289
• 1471 Square Feet
• Subdivision: CYPRESS FALLS AT THE WOODLANDS
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. NEW PRICE!! TAKE ANOTHER LOOK! One or more photos have been virtually staged. Welcome to 2759 Lavandula CT, a stunning and meticulously crafted home nestled in the highly sought-after Cypress Falls at T ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4659268 - Status: Active View Property Details Add to Favorites View Map

• 2459 BRASSICA DR
• Price: $367,900
• Zip Code: 34289
• 1412 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• Better Than New! Take a good look at this stunning landscape maintenance-free home located in one of Florida Gulf Coast's premier 55+ gated communities! Your dream retreat awaits you at the highly sought-after Cypress Falls at the Woodlands - a vibra ... Read More
• Listing courtesy of: DREAMIFY REAL ESTATE LLC

MLS# C7504873 - Status: Active View Property Details Add to Favorites View Map

• 2478 BRASSICA DR
• Price: $360,000
• Zip Code: 34289
• 1436 Square Feet
• Subdivision: CYPRESS FALLS
• Bedrooms: 2 Baths: 2
• Wow great deal with a Price Reduction come see this Move In Home with a great view for Bird Watching. Cypress Falls has NEVER flooded and has had NO damages from recent hurricanes/storms! Same tile flooring throughout! This beautiful 2-bedroom, 2-ba ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7514114 - Status: Active View Property Details Add to Favorites View Map

• 2555 BRASSICA DR
• Price: $359,850
• Zip Code: 34289
• 1584 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• **MOTIVATED SELLER, BRING ALL OFFERS!** *3D Tour* Enjoy resort style living in the 55+ active adult, maintenance free, gated, Del Webb community of Cypress Falls! NOT IN A FLOOD ZONE, EVACUATION ZONE "E"! This home is a rare TAFT Model, feauturing a ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# N6135849 - Status: Active View Property Details Add to Favorites View Map

• 2572 DAISY DR
• Price: $355,000
• Zip Code: 34289
• 1574 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 3 Baths: 2
• ASSUMABLE 2.25% VA MORTGAGE WITH HOME WARRANTY!!! Discover your dream home in the highly desirable Del Webb community of Cypress Falls, a gated 55+ community offering a maintenance free lifestyle and a wealth of amenities. This is one of the most b ... Read More
• Listing courtesy of: EXIT KING REALTY

MLS# A4669518 - Status: Active View Property Details Add to Favorites View Map

• 2730 ARUGULA DR
• Price: $350,000
• Zip Code: 34289
• 1710 Square Feet
• Subdivision: CYPRESS FALLS PH 1A
• Bedrooms: 2 Baths: 2
• If you are a discriminating buyer looking for an absolute "10", look no further. Pride in ownership shines throughout this better-than-new 2-bedroom plus den home in Cypress Falls at The Woodlands, North Port's premier Del Webb 55+ communities. A BRA ... Read More
• Listing courtesy of: TNG REAL ESTATE

MLS# A4655645 - Status: Active View Property Details Add to Favorites View Map

• 2525 DAISY DR
• Price: $350,000
• Zip Code: 34289
• 1434 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 3 Baths: 2
• Welcome to this meticulously maintained 3-bedroom, 2-bath home in the Del Webb 55+ community at Cypress Falls. Offering 1,434 square feet of thoughtfully designed space, this 2018-Pulte built gem is decorated with high-end selections--including crown ... Read More
• Listing courtesy of: REALTY EXECUTIVES GALLERY

MLS# N6141085 - Status: Active View Property Details Add to Favorites View Map

• 2524 DAISY DR
• Price: $339,000
• Zip Code: 34289
• 1434 Square Feet
• Subdivision: CYPRESS FALLS
• Bedrooms: 2 Baths: 2
• Welcome to this lovely, maintenance free single family home in the highly sought-after 55+ community of Cypress Falls at The Woodlands in North Port. Built in 2019, this meticulously maintained home offers an open-concept layout designed for both com ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# D6142655 - Status: Active View Property Details Add to Favorites View Map

• 2592 BRASSICA DR
• Price: $326,900
• Zip Code: 34289
• 1358 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• NEW LOWER PRICE!!! Welcome to your dream home--completely turnkey and ready for you!Nestled in the highly desirable Cypress Falls at The Woodlands, a 55+ gated community, this home offers comfort, style, and vibrant living. The property boasts excell ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7515747 - Status: Active View Property Details Add to Favorites View Map

• 2444 DAISY DR
• Price: $309,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• This FURNISHED, waterfront villa featuring 2 bdr 2 bath + den/office is situated within the serene & prestigious 55+ gated community of Cypress Falls! This meticulously kept property has over 1,500 square feet of well-designed living space & is nestl ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7505334 - Status: Active View Property Details Add to Favorites View Map

• 2419 DAISY DR
• Price: $309,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• Cypress Falls has NEVER flooded and has had NO major damages from recent storms/hurricanes. This corner unit 2-bedroom, 2-bathroom villa offers the perfect blend of privacy, comfort, and modern convenience. With no neighbors on the right side, you'll ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7502682 - Status: Active View Property Details Add to Favorites View Map

• 2427 DAISY DR
• Price: $299,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• Live Your Best Florida Life in Cypress Falls! Step into the vibrant oasis of Cypress Falls, one of Southwest Florida's most sought-after 55+ gated communities! This stunning 2 bedroom, 2 bathroom villa with a versatile den/office (or third bedroom) i ... Read More
• Listing courtesy of: RE/MAX HARBOR REALTY

MLS# D6142189 - Status: Active View Property Details Add to Favorites View Map

• 1318 BALLOTA LN
• Price: $280,000
• Zip Code: 34289
• 1582 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• PRICE IMPROVEMENT AND SELLER'S ARE OFFERING 6-MONTHS OF HOA FEES AT CLOSING!!! Welcome to 1318 Ballota Ln. in the sought-after 55+ gated community of Cypress Falls at the Woodlands. This bright and spacious 1582 sqft end-unit home is fully furnished. ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7517713 - Status: Active View Property Details Add to Favorites View Map

• 1330 BALLOTA LN
• Price: $280,000
• Zip Code: 34289
• 1582 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• You've worked too hard to settle now! So don't cheat yourself, but treat yourself, because you deserve it and you deserve Cypress Falls! Welcome home to luxury and welcome home to truly maintenance free living where your only concern will be choosing ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7515814 - Status: Active View Property Details Add to Favorites View Map

• 2476 DAISY DR
• Price: $270,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• 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 villa radiates w/ light, openness & tranquility offering the perfect blend of comf ... Read More
• Listing courtesy of: RE/MAX PALM REALTY