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.

27 listings found

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MLS# C7497454 - Status: Active View Property Details Add to Favorites View Map

• 1596 HYSSOP LOOP
• Price: $650,000
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• This home feels like walking into a Del Webb model! Multiple upgrades were thoughtfully chosen when designing this Florida style home encompassing almost 2000 sq. ft. of living area. The custom heated pool overlooks a lake and preserve, ensuring that ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# A4636697 - Status: Active View Property Details Add to Favorites View Map

• 1345 SORRELL WAY
• Price: $579,400
• Zip Code: 34289
• 1923 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• Welcome to a remarkable corner lot residence in Del Webb's Cypress Falls at the Woodlands, a distinguished 55+ gated community tailored for active adults. This home features 2 bedrooms, 2 bathrooms, and a versatile den, all unified by wood plank-styl ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# O6241540 - Status: Active View Property Details Add to Favorites View Map

• 2633 DAISY DR
• Price: $569,900
• Zip Code: 34289
• 1815 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 2 Baths: 2
• This spacious home includes a 2 bedroom, 2 bath, den, and sunroom, with a beautiful heated pool where th caged lanai located in the Cypress Falls Community in North Port, FL. This home has custom tile in all rooms and plantation shutters on all the w ... Read More
• Listing courtesy of: BEYCOME OF FLORIDA LLC

MLS# D6138429 - Status: Active View Property Details Add to Favorites View Map

• 1337 SORRELL WAY
• Price: $564,900
• Zip Code: 34289
• 1923 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• Welcome home to this stunning 2-bedroom, den and 2-bathroom haven nestled in Del Webb Cypress Falls at the Woodlands, an exclusive 55+ gated community tailored for active adults. Situated just a short drive from the Gulf beaches, this residence boast ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7497719 - Status: Active View Property Details Add to Favorites View Map

• 1481 HYSSOP LOOP
• Price: $544,900
• Zip Code: 34289
• 1854 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 2 Baths: 2
• **3D Virtual Tour** Upgrades galore! Why wait to build when this gorgeous 2019 built 2-bedroom, 2 bathroom + DEN home with 2022 A/C is available now! This home has pulled out all the stops! Zero edge lanai door, upgraded kitchen, diagonal porcelain f ... Read More
• Listing courtesy of: RE/MAX ANCHOR REALTY

MLS# D6138929 - Status: Active View Property Details Add to Favorites View Map

• 1445 HYSSOP LOOP
• Price: $540,000
• Zip Code: 34289
• 2004 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• Welcome to Cypress Falls at the Woodlands, a Del Webb 55+ Active Adult gated community! This spacious Summerwood model features 3 bedrooms, 2 bathrooms, and a den, offering 2004 SQFT of living space with attractive curb appeal. Inside, you'll find a ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7502637 - Status: Active View Property Details Add to Favorites View Map

• 1656 HYSSOP LOOP
• Price: $530,000
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: 3270 CYPRESS FALLS 2A & 2B
• Bedrooms: 3 Baths: 2
• Welcome to this stunning 3-bedroom + den, 2-bathroom home located in a highly sought-after 55+ community! Boasting an open-concept living and dining area, this home offers a perfect blend of comfort and style. The spacious layout includes split bedr ... Read More
• Listing courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE

MLS# A4633124 - Status: Active View Property Details Add to Favorites View Map

• 1724 HYSSOP LOOP
• Price: $525,000
• Zip Code: 34289
• 1947 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 2 Baths: 2
• Welcome to 1724 Hyssop Loop, a like-new, single-family home in the desirable Cypress Falls community. Built in 2021, this Summerwood floorplan offers 1,947 square feet of beautifully designed living space, featuring 2 bedrooms, a versatile den, 2 ful ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER S

MLS# C7494406 - Status: Active View Property Details Add to Favorites View Map

• 1583 HYSSOP LOOP
• Price: $460,000
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: CYPRESS FALLS
• Bedrooms: 3 Baths: 2
• Discover the perfect blend of elegance, comfort, and an active lifestyle in this stunning single-family home, nestled on a private lot with serene water views in the vibrant 55+ gated community of Cypress Falls. Impeccably maintained, this home is a ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

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

• 2539 BRASSICA DR
• Price: $450,000
• 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. This meticulously maintained property off ... Read More
• Listing courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE

MLS# D6139681 - Status: Active View Property Details Add to Favorites View Map

• 2596 BRASSICA DR
• Price: $439,000
• Zip Code: 34289
• 1654 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• Welcome to your new haven in Cypress Falls at the Woodlands, an exceptional Del Webb 55+ gated community that combines luxury living with a vibrant lifestyle. This stunning home stands out with its impressive curb appeal, enhanced by meticulously upg ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7499137 - Status: Active View Property Details Add to Favorites View Map

• 1344 RASPBERRY DR
• Price: $430,000
• Zip Code: 34289
• 1412 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• No Flood Insurance required on this home it sits at 27feet above sea level. It is also TURN-KEY FURNISHED including golf cart!!! This beautifully designed 3-bedroom, 2-bathroom home offers the perfect blend of comfort and luxury. Step inside to disc ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# A4633240 - Status: Active View Property Details Add to Favorites View Map

• 2479 BRASSICA DR
• Price: $430,000
• Zip Code: 34289
• 1574 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• Harmony with Nature: Explore this breathtaking 2021-built residence in the desirable 55+ community of Cypress Falls at The Woodlands; right in the heart of North Port, this impeccably crafted two-bedroom plus den/office home seamlessly blends contemp ... Read More
• Listing courtesy of: MORGANDO REALTY SERVICES, LLC

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

• 2572 DAISY DR
• Price: $400,000
• Zip Code: 34289
• 1574 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 3 Baths: 2
• 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 beautifully upgraded single family homes, built in 2 ... Read More
• Listing courtesy of: EXIT KING REALTY

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

• 2759 LAVANDULA CT
• Price: $400,000
• 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. One or more photos are virtually stage. Welcome to 2759 Lavandula CT, a stunning and meticulously crafted home nestled in the highly sought-after Cypress Falls at The Woodlands, a Del Webb 55+ community ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# C7496148 - Status: Active View Property Details Add to Favorites View Map

• 2555 BRASSICA DR
• Price: $392,500
• Zip Code: 34289
• 1584 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• ***3D INTERACTIVE VIRTUAL 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"! Feauturing a cozy and inviting interior feel, this meticulous ... Read More
• Listing courtesy of: RE/MAX ANCHOR REALTY

MLS# T3533116 - Status: Active View Property Details Add to Favorites View Map

• 1352 RASPBERRY DR
• Price: $384,950
• Zip Code: 34289
• 1412 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• This lovely 2/3 bedroom Del Webb 55+ home in Cypress Falls at The Woodlands, was built in late 2022 and is PRICED TO SELL. The house is set in a peaceful location, with lake views to the front of the property from the covered porch and a delightful n ... Read More
• Listing courtesy of: FLAT FEE MLS REALTY

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

• 2427 DAISY DR
• Price: $374,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• BEAUTIFUL VILLA located in the desirable 55+ gated community of Cypress Falls. This beautiful 2-bedroom, 2-bath home also features a den/office that can easily be converted into an additional bedroom. The open floor plan includes a split-bedroom layo ... Read More
• Listing courtesy of: RE/MAX HARBOR REALTY

MLS# C7498281 - Status: Active View Property Details Add to Favorites View Map

• 1289 BALLOTA LN
• Price: $364,900
• Zip Code: 34289
• 1582 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• Welcome to this immaculate, end-unit villa that offers stunning LAKE VIEWS from the moment you walk through the front door! As you enter, the open concept floor plan welcomes you with a spacious great room that provides an inviting space to relax and ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# C7488486 - Status: Active View Property Details Add to Favorites View Map

• 1318 BALLOTA LN
• Price: $349,000
• Zip Code: 34289
• 1582 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• Experience hassle-free living in the vibrant 55+ Cypress Falls at the Woodlands a Del Webb Community. Set in a tranquil setting, this meticulously maintained FURNISHED end unit villa has 2 bedrooms, 2 baths, plus a bonus/flex room, and has lots of na ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7488607 - Status: Active View Property Details Add to Favorites View Map

• 2539 THYME WAY
• Price: $334,900
• Zip Code: 34289
• 1560 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• Dreams do come true - you can not beat this end unit price! Home is offered with a 1year home warranty and is not in a flood hazard zone. Welcome to the esteemed Cypress Falls community, designed for adults aged 55 and over. The life of leisure await ... Read More
• Listing courtesy of: GULF SHORES REALTY

MLS# C7503498 - Status: Active View Property Details Add to Favorites View Map

• 2476 DAISY DR
• Price: $325,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• *3D INTERACTIVE VIRTUAL TOUR* Enjoy resort style living in the 55+ active adult, maintenance free, gated, Del Webb community of Cypress Falls at The Woodlands! Light, bright, open, and airy describe the ambiance; while peaceful, calm and serene captu ... Read More
• Listing courtesy of: RE/MAX ANCHOR REALTY

MLS# C7499661 - Status: Active View Property Details Add to Favorites View Map

• 2765 ARUGULA DR
• Price: $315,000
• Zip Code: 34289
• 1372 Square Feet
• Subdivision: CYPRESS FALLS PH 1A
• Bedrooms: 2 Baths: 2
• Cypress Falls has NEVER flooded; it is NOT in an evacuation zone AND has had NO damage from recent hurricanes /storms! Welcome to 2765 Arugula Dr, a 2-bedroom, 2-bath villa in the sought-after 55+ gated community of Cypress Falls. This 1,362 sq ft ho ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7503062 - Status: Active View Property Details Add to Favorites View Map

• 2522 THYME WAY
• Price: $309,000
• Zip Code: 34289
• 1472 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• Cypress Falls has NEVER flooded; it is NOT in an evacuation zone AND has had NO damage from recent hurricanes /storms! Welcome to this beautifully maintained, turnkey villa located at 2522 Thyme Way in a sought-after 55+ community. This spacious home ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7502640 - Status: Active View Property Details Add to Favorites View Map

• 2542 OSWEGO DR
• Price: $309,000
• Zip Code: 34289
• 1472 Square Feet
• Subdivision: CYPRESS FALLS PH 1B
• Bedrooms: 2 Baths: 2
• Cypress Falls - Your Gateway to Luxurious, Carefree Resort Living! Welcome to Cypress Falls, where maintenance-free community living meets an abundance of resort-style amenities right at your doorstep. If you're in search of a meticulously maintained ... Read More
• Listing courtesy of: KW PEACE RIVER PARTNERS

27 listings found

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