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# A4574650 - Status: Active View Property Details Add to Favorites View Map

  • 1309 SORRELL WAY
  • Price: $625,000
  • Zip Code: 34289
  • 2315 Square Feet
  • Subdivision: CYPRESS FALLS PH 2E
  • Bedrooms: 4 Baths: 2
  • One or more photo(s) has been virtually staged. Why Wait to Build?? This Mystique model BUILT IN 2023 has hardly been lived in! SELLERS ARE MOTIVATED!! Welcome to Cypress Falls, a Maintenance Free 55+ community. The kitchen appliances have been upgr ... Read More
  • Listing courtesy of: ROVI

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

  • 2426 ARUGULA DR
  • Price: $479,000
  • Zip Code: 34289
  • 1698 Square Feet
  • Subdivision: CYPRESS FALLS PH 1D
  • Bedrooms: 2 Baths: 2
  • Welcome to the epitome of Floridian living at 2426 Arugula Drive, nestled w/in the serene & sought-after gated enclave of North Port's 55+ community of Cypress Falls. This enchanting & meticulously maintained premium WATERFRONT residence offers a com ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7486818 - Status: Active View Property Details Add to Favorites View Map

  • 2565 DAISY DR
  • Price: $469,900
  • Zip Code: 34289
  • 1574 Square Feet
  • Subdivision: CYPRESS FALLS PH 2C
  • Bedrooms: 2 Baths: 2
  • CYPRESS FALLS SINGLE FAMILY HOME LOADED WITH EXTRAS & UPGRADES! IMPROVED PRICE & SOLAR INCLUDED IN ASKING PRICE! PER SELLER, ONLY A $28 MONTH METER FEE TO FPL, INCREDIBLE VALUE! Check out one of the most beautifully upgraded single family homes in Cy ... Read More
  • Listing courtesy of: KW PEACE RIVER PARTNERS

MLS# C7489985 - Status: Active View Property Details Add to Favorites View Map

  • 2689 ARUGULA DR
  • Price: $450,000
  • Zip Code: 34289
  • 1910 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • Welcome to 2689 Arugula Drive--A short walk to the clubhouse; this location is great for a short walk to the amenity center and the pool. blend of luxury, convenience, and active adult living in the prestigious Cypress Falls, a Del Webb gated commun ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# A4605945 - Status: Active View Property Details Add to Favorites View Map

  • 2583 BRASSICA DR
  • Price: $439,900
  • Zip Code: 34289
  • 1378 Square Feet
  • Subdivision: CYPRESS FALLS PH 2D
  • Bedrooms: 2 Baths: 2
  • Welcome to your new home in the vibrant community of Del Webb Cypress Falls at the Woodlands! This charming 2-bed, 2-bath home, built in 2021, is a one owner, lovingly maintained home that is in move-in condition. This charming home offers a tranquil ... Read More
  • Listing courtesy of: COLDWELL BANKER SARASOTA CENT.

MLS# D6136088 - Status: Active View Property Details Add to Favorites View Map

  • 2587 BRASSICA DR
  • Price: $429,900
  • Zip Code: 34289
  • 1575 Square Feet
  • Subdivision: CYPRESS FALLS PH 2D
  • Bedrooms: 3 Baths: 2
  • Photos are with the house furnished. Welcome home to this stunning 3-bedroom, 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 ... Read More
  • Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4597305 - Status: Active View Property Details Add to Favorites View Map

  • 1316 RASPBERRY DR
  • Price: $429,500
  • Zip Code: 34289
  • 1412 Square Feet
  • Subdivision: CYPRESS FALLS PH 2E
  • Bedrooms: 2 Baths: 2
  • PRICE REDUCED TO $429,500!This stunning Del Webb 55+ home in Cypress Falls at The Woodlands is move-in ready and boasts a 2023 build year. Situated on a premium waterfront lot with breathtaking sunset lake views, the sellers invested $57,500 to secur ... Read More
  • Listing courtesy of: DUPONT LLC

MLS# C7487903 - Status: Active View Property Details Add to Favorites View Map

  • 2585 DAISY DR
  • Price: $429,000
  • Zip Code: 34289
  • 1574 Square Feet
  • Subdivision: CYPRESS FALLS PH 2C
  • Bedrooms: 3 Baths: 2
  • Welcome to your dream home! This stunning **TURNKEY** 2020 Crestview model is nestled on a beautiful, picturesque lot & is the epitome of luxury and comfort. Spanning 1574 square feet, this single-family home is located in the beautiful 55+ Del Webb ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7489955 - Status: Active View Property Details Add to Favorites View Map

  • 2547 BRASSICA DR
  • Price: $428,000
  • Zip Code: 34289
  • 1654 Square Feet
  • Subdivision: CYPRESS FALLS PH 2D
  • Bedrooms: 3 Baths: 2
  • Welcome to your dream home at 2547 Brassica Drive, perfectly nestled in the serene, sought-after Cypress Falls 55+ Del Webb Community. This stunning single-story retreat offers not only a home but a lifestyle that transcends the ordinary. With attent ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7471441 - Status: Active View Property Details Add to Favorites View Map

  • 2521 DAISY DR
  • Price: $409,000
  • Zip Code: 34289
  • 1574 Square Feet
  • Subdivision: CYPRESS FALLS PH 2C
  • Bedrooms: 2 Baths: 2
  • **NEW LISTING!!! Please see Realtor remarks in MLS** Welcome to 2521 Daisy Drive, located in the vibrant 55+ community of Cypress Falls, where your dream of luxurious Florida living becomes reality! This exceptional single-family home sprawls over 1, ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# N6131819 - Status: Active View Property Details Add to Favorites View Map

  • 2514 OSWEGO DR
  • Price: $389,900
  • Zip Code: 34289
  • 1560 Square Feet
  • Subdivision: CYPRESS FALLS PH 1B
  • Bedrooms: 2 Baths: 2
  • ***DEL WEBB'S PREMIER 55+ COMMUNITY CYPRESS FALLS AT THE WOODLANDS *** Run don't walk to scoop up this PRISTINE maintenance free END unit Villa with a refreshing UPDATED "Coastal Vibe" and BRAND-NEW ROOF! This villa is conveniently located with quick ... Read More
  • Listing courtesy of: POINTE OF PALMS REAL ESTATE

MLS# D6134139 - Status: Active View Property Details Add to Favorites View Map

  • 1334 BALLOTA LN
  • Price: $382,000
  • Zip Code: 34289
  • 1582 Square Feet
  • Subdivision: CYPRESS FALLS PH 1E
  • Bedrooms: 2 Baths: 2
  • Discover the allure of this stunning TURN-KEY 2-bedroom, 2-bathroom home nestled within the highly sought-after Cypress Falls community. Step into a home that provides both space and privacy, boasting a 2-car garage and an extended screened-in lanai, ... Read More
  • Listing courtesy of: PARADISE EXCLUSIVE INC

MLS# C7486356 - Status: Active View Property Details Add to Favorites View Map

  • 2820 ARUGULA DR
  • Price: $380,000
  • Zip Code: 34289
  • 1572 Square Feet
  • Subdivision: CYPRESS FALLS PH 1C
  • Bedrooms: 2 Baths: 2
  • Gorgeous villa with 2 bedrooms, plus a DEN that can easily be used as a 3rd bedroom, 2 full baths and a 2 car garage. This meticulously maintained home offers the perfect blend of comfort and style with a range of impressive custom upgrades. As you e ... 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: $374,900
  • 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: $370,000
  • Zip Code: 34289
  • 1531 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • Cypress Falls is a 55+ community with lots of amenities. This 2-bedroom, Den, 2-car garage end-unit paired villa is very private, as no one lives behind you, no one is on the side of you, and no one is in the back. It sits on a cold-a-sac. It's spotl ... 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: $369,900
  • Zip Code: 34289
  • 1560 Square Feet
  • Subdivision: CYPRESS FALLS PH 1E
  • Bedrooms: 2 Baths: 2
  • Escape to tranquility in the desirable Cypress Falls community, designed exclusively for adults aged 55 and over. Embracing a lifestyle of leisure and luxury, this property offers a haven of amenities and comfort.Location: Situated in the esteemed Cy ... Read More
  • Listing courtesy of: GULF SHORES REALTY

MLS# C7488657 - Status: Active View Property Details Add to Favorites View Map

  • 1297 BALLOTA LN
  • Price: $359,000
  • Zip Code: 34289
  • 1454 Square Feet
  • Subdivision: CYPRESS FALLS PH 1E
  • Bedrooms: 2 Baths: 2
  • Welcome to 1297 Ballota Lane, WATERFRONT home that is nestled within the desirable 55+ gated community of Cypress Falls! This TURNKEY villa spans 1,454 square feet of thoughtfully designed living space that is crafted to delight homeowners that are ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7483029 - Status: Active View Property Details Add to Favorites View Map

  • 2542 OSWEGO DR
  • Price: $337,500
  • 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

MLS# C7488113 - Status: Active View Property Details Add to Favorites View Map

  • 2765 ARUGULA DR
  • Price: $329,000
  • Zip Code: 34289
  • 1372 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • **HUGE PRICE IMPROVEMENT** Welcome to 2765 Arugula Dr, an exquisite 2 bdr 2 bath villa nestled in the serene & prestigious 55+ gated community of Cypress Falls! This exquisite property boasts 1,362 square feet of meticulously designed living space & ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7485699 - Status: Active View Property Details Add to Favorites View Map

  • 2780 ARUGULA DR
  • Price: $326,000
  • Zip Code: 34289
  • 1644 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • Brand new metal roof, newer A/C unit, new water heater, new updated kitchen, new garage door opener, and freshly painted inside and out. Large extended lanai. Welcome to your dream home in the heart of North Port, Florida! Close to 75, easy to get ar ... Read More
  • Listing courtesy of: RE/MAX PALM REALTY

MLS# C7486198 - Status: Active View Property Details Add to Favorites View Map

  • 2785 ARUGULA DR
  • Price: $315,000
  • Zip Code: 34289
  • 1467 Square Feet
  • Subdivision: CYPRESS FALLS PH 1A
  • Bedrooms: 2 Baths: 2
  • Enjoy resort style living in this 2 bedroom, 2 bath villa with den in the 55+ community of Cypress Lakes in the Woodlands. This villa offers bright and open great room concept with soaring volume ceilings, color accent walls, blinds, and tile in all ... Read More
  • Listing courtesy of: RE/MAX ANCHOR OF MARINA PARK