Cypress Falls at the Woodlands

Listings For Sale

Sold History and Market Report

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

Cypress Falls at the Woodlands

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

Cypress Falls at the Woodlands

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

Cypress Falls Pool

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

  • 1337 SORRELL WAY
  • Price: $585,000
  • Zip Code: 34289
  • 1923 Square Feet
  • Subdivision: CYPRESS FALLS PH 2E
  • Bedrooms: 2 Baths: 2
  • HUGH PRICE IMPROVEMENT 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 beache ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

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

  • 2633 DAISY DR
  • Price: $575,900
  • 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# C7497719 - Status: Active View Property Details Add to Favorites View Map

  • 1481 HYSSOP LOOP
  • Price: $549,900
  • 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# C7494406 - Status: Active View Property Details Add to Favorites View Map

  • 1583 HYSSOP LOOP
  • Price: $540,000
  • Zip Code: 34289
  • 1997 Square Feet
  • Subdivision: CYPRESS FALLS
  • Bedrooms: 3 Baths: 2
  • Welcome to your spacious and inviting single-family home nestled within the vibrant 55+ gated community of Cypress Falls. This meticulously maintained residence offers a perfect blend of comfort and convenience, ideal for those seeking an active life ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7487083 - Status: Active View Property Details Add to Favorites View Map

  • 2426 ARUGULA DR
  • Price: $439,000
  • Zip Code: 34289
  • 1698 Square Feet
  • Subdivision: CYPRESS FALLS PH 1D
  • 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 .NEW ROOF, NEW A/C, NEW HOT WATER HEATER, NEW STORM SHUTTERS, WATERFRONT! Welcome to 2426 Arugula Drive, a stunning waterfront home ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# D6138411 - Status: Active View Property Details Add to Favorites View Map

  • 2563 BRASSICA DR
  • Price: $435,000
  • Zip Code: 34289
  • 1412 Square Feet
  • Subdivision: CYPRESS FALLS PH 2D
  • Bedrooms: 2 Baths: 2
  • Welcome Home to Cypress Falls at the Woodlands a Dell Webb 55+ gated community. This stunning, immaculate and bright home with ALL of it's UPGRADES is ready for you to move into. Situated just a short drive from the Gulf beaches, this residence boast ... 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
  • Don't miss out on this TURN-KEY FURNISHED!!! This beautifully designed 3-bedroom, 2-bathroom home offers the perfect blend of comfort and luxury. Step inside to discover an open-concept living space that is bright and inviting, perfect for entertaini ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# 4908172 - Status: Active View Property Details Add to Favorites View Map

  • 2735 LAVANDULA CT
  • Price: $425,000
  • Zip Code: 34289
  • 1475 Square Feet
  • Subdivision: CYPRESS FALLS PH 2E
  • Bedrooms: 3 Baths: 2
  • CLICK BOTH VIRTUAL TOURS ^^ **NOT IN A FLOOD ZONE**Stunning 1.5-Year-Old Smart Home in an Exclusive 55+ Gated Community!Location: Close to I-75, only 2 miles from shopping, and nearby caf and convenience store.Welcome to your dream home! This exquisi ... Read More
  • Listing courtesy of: FLORIDA COAST HOMES & MORTGAGE, LLC

MLS# C7498906 - Status: Active View Property Details Add to Favorites View Map

  • 2524 DAISY DR
  • Price: $415,900
  • Zip Code: 34289
  • 1434 Square Feet
  • Subdivision: CYPRESS FALLS PH 2C
  • Bedrooms: 2 Baths: 2
  • Come take a look at this turnkey furnished 2 bedroom, 2 bath, den single-family home in popular 55+ Cypress Falls at the Woodlands community in North Port, Florida. This home was built in 2019 and comes fully equipped with all you need to live the F ... Read More
  • Listing courtesy of: RE/MAX HARBOR REALTY

MLS# C7499136 - Status: Active View Property Details Add to Favorites View Map

  • 1384 RASPBERRY DR
  • Price: $399,000
  • Zip Code: 34289
  • 1412 Square Feet
  • Subdivision: CYPRESS FALLS PH 2E
  • Bedrooms: 2 Baths: 2
  • Don't miss this low maintenance, highly sought after Contour model in the desirable 55+ community of Cypress Falls. This open concept, beautifully maintained 2 plus 2 home offers split bedrooms for privacy and an extra room for additional guests or t ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

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

  • 2555 BRASSICA DR
  • Price: $397,500
  • 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 Del Webb 55+ home in Cypress Falls at The Woodlands, built in 2022 is Priced To Sell! The house is set in a peaceful location which boasts lake views to the front of the property and a delightful nature preserve at the rear, accessed thro ... Read More
  • Listing courtesy of: FLAT FEE MLS REALTY

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

  • 1289 BALLOTA LN
  • Price: $379,900
  • 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# C7488607 - Status: Active View Property Details Add to Favorites View Map

  • 2539 THYME WAY
  • Price: $364,900
  • Zip Code: 34289
  • 1560 Square Feet
  • Subdivision: CYPRESS FALLS PH 1E
  • Bedrooms: 2 Baths: 2
  • The life of leisure awaits you! Perfect location and ideal for those looking for a maintenance free lifestyle, come and enjoy a serene and inviting atmosphere from the moment you arrive. Welcome to the esteemed Cypress Falls community, designed for a ... Read More
  • Listing courtesy of: GULF SHORES REALTY

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

  • 1318 BALLOTA LN
  • Price: $359,000
  • 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# C7489762 - Status: Active View Property Details Add to Favorites View Map

  • 1601 CURRANT CT
  • Price: $342,173
  • Zip Code: 34289
  • 1531 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. This spectacular **TURNKEY**single-family paired villa is situated on a VERY PRIVATE PREMIUM LOT on a quiet cul de sac in the desir ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7494115 - Status: Active View Property Details Add to Favorites View Map

  • 2785 ARUGULA DR
  • Price: $290,000
  • Zip Code: 34289
  • 1467 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • DEL WEBB The Woodlands CYPRESS FALLS. Cypress Falls has NEVER flooded; it is NOT in an evacuation zone AND has had NO damage from recent hurricanes /storms. Get into this 55t community and feel safe knowing you have a NEW ROOF and NEW hurricane shutt ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY