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.

26 listings found

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MLS# D6140120 - Status: Active View Property Details Add to Favorites View Map

• 1506 HYSSOP LOOP
• Price: $569,999
• Zip Code: 34289
• 1906 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 2 Baths: 2
• ***NEW IMPROVED PRICE*** Welcome to this stunning luxury furnished, Turnkey home in the coveted 55+ Del Webb community of Cypress Falls, offering the ultimate in hassle-free living. With over $70,000 in upgrades, including powered hurricane shutters ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

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

• 1596 HYSSOP LOOP
• Price: $547,000
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• ASSUMABLE 2.875% VA LOAN OPTION!! POND, POOL, PRIVACY AND IT'S NOT IN A FLOOD ZONE! 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. ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

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

• 2633 DAISY DR
• Price: $529,900
• 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# O6296851 - Status: Active View Property Details Add to Favorites View Map

• 1427 HYSSOP LOOP
• Price: $529,000
• 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# A4647350 - Status: Active View Property Details Add to Favorites View Map

• 2705 TAHEEBO WAY
• Price: $525,000
• Zip Code: 34289
• 1696 Square Feet
• Subdivision: CYPRESS FALLS PH 1D
• Bedrooms: 2 Baths: 2
• ?? Stop Scrolling--This One Deserves a Look! ??Welcome to your Florida dream home! This 2 Bedroom, 2 Bath + Den beauty checks all the boxes: a huge screened lanai, heated saltwater pool, and water views that will have you reaching for your camera eve ... Read More
• Listing courtesy of: PREFERRED SHORE LLC

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

• 1337 SORRELL WAY
• Price: $508,000
• Zip Code: 34289
• 1923 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• UNBELIEVABLE PRICE IMPROVEMENT!! BRING OFFERS!! THIS HOME IS NOT IN A FLOOD ZONE!!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 acti ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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! 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 largest with 2-3 bedro ... Read More
• Listing courtesy of: ERA ADVANTAGE REALTY, INC.

MLS# C7511367 - Status: Active View Property Details Add to Favorites View Map

• 2712 ARUGULA DR
• Price: $474,999
• Zip Code: 34289
• 1910 Square Feet
• Subdivision: CYPRESS FALLS PH 1A
• Bedrooms: 2 Baths: 2
• Discover the perfect blend of comfort, style, and active adult living in this beautifully maintained 2 bedroom, 2 bathroom single-family home, complete with a spacious study/den and a private screened-in pool. Nestled within a sought-after 55+ commun ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7509158 - Status: Active View Property Details Add to Favorites View Map

• 1745 HYSSOP LOOP
• Price: $469,785
• Zip Code: 34289
• 1997 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 3 Baths: 2
• Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the highly sought-after 55+ gated community of Cypress Falls. Perfectly situated on a private lot with serene water views and no backyard neighbors, this home offers a rare blend of ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

MLS# C7510452 - Status: Active View Property Details Add to Favorites View Map

• 1470 HYSSOP LOOP
• Price: $434,900
• Zip Code: 34289
• 1669 Square Feet
• Subdivision: CYPRESS FALLS AT THE WOODLANDS
• Bedrooms: 2 Baths: 2
• Come take a look at this amazing Abbeville two bedroom, two bath, den property on a beautiful waterfront lake, with lots and lots of upgrades. Furniture is negotiable and optional to be purchased upon sale. This lovely home is spic and span, and incl ... Read More
• Listing courtesy of: RE/MAX HARBOR REALTY

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

• 1565 HYSSOP LOOP
• Price: $425,000
• Zip Code: 34289
• 1854 Square Feet
• Subdivision: CYPRESS FALLS PH 2A & 2B
• Bedrooms: 2 Baths: 2
• 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 steel appliances a stylish tiled backspla ... Read More
• Listing courtesy of: EXIT KING REALTY

MLS# C7506638 - Status: Active View Property Details Add to Favorites View Map

• 2436 ARUGULA DR
• Price: $425,000
• Zip Code: 34289
• 1698 Square Feet
• Subdivision: CYPRESS FALLS PH 1D
• Bedrooms: 2 Baths: 2
• Cypress Falls has NEVER flooded and has had NO damage from any recent storms! 1-Year old A/C Unit! Welcome to 2436 Arugula Dr! A beautifully upgraded 2-bedroom, 2-bathroom single-family home with an additional office/den, nestled in a vibrant 55+ act ... 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: $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# 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# 4909270 - Status: Active View Property Details Add to Favorites View Map

• 2735 LAVANDULA CT
• Price: $399,999
• Zip Code: 34289
• 1475 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 3 Baths: 2
• Stunning 2023-Built Home in Exclusive 55+ Gated Community - Reserve Views & Premium Upgrades Throughout!Welcome to luxury, low-maintenance living in one of Sarasota's most sought-after 55+ communities! This meticulously maintained, move-in ready resi ... Read More
• Listing courtesy of: FLORIDA COAST HOMES & MORTGAGE, LLC

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

• 2478 BRASSICA DR
• Price: $395,000
• Zip Code: 34289
• 1436 Square Feet
• Subdivision: CYPRESS FALLS
• Bedrooms: 2 Baths: 2
• Cypress Falls has NEVER flooded and has had NO damages from recent hurricanes/storms! Same tile flooring throughout! This beautiful 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience in an active 55+ community. Featuring a ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

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

• 2525 DAISY DR
• Price: $395,000
• 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# C7496148 - Status: Active View Property Details Add to Favorites View Map

• 2555 BRASSICA DR
• Price: $383,500
• Zip Code: 34289
• 1584 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• PRICE JUST REDUCED + NO HOA FEES FOR THE FIRST YEAR - PAID BY THE SELLER!!!! 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 ... 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: $383,000
• Zip Code: 34289
• 1574 Square Feet
• Subdivision: CYPRESS FALLS PH 2C
• Bedrooms: 3 Baths: 2
• ASSUMABLE 2.25% VA MORTGAGE!!! 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 ... Read More
• Listing courtesy of: EXIT KING REALTY

MLS# C7507714 - Status: Active View Property Details Add to Favorites View Map

• 1352 RASPBERRY DR
• Price: $369,000
• Zip Code: 34289
• 1412 Square Feet
• Subdivision: CYPRESS FALLS PH 2E
• Bedrooms: 2 Baths: 2
• No Flood Insurance Required! Welcome to 1352 Raspberry Drive.This stunning 2-bedroom, 2-bathroom home with a den whole house all tile no carpets . This homes offers the perfect blend of comfort, modern living, and low-maintenance convenience. Step ... Read More
• Listing courtesy of: RE/MAX PALM REALTY

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

• 2592 BRASSICA DR
• Price: $350,000
• Zip Code: 34289
• 1358 Square Feet
• Subdivision: CYPRESS FALLS PH 2D
• Bedrooms: 2 Baths: 2
• 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 excellent curb appeal, fr ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

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

• 2427 DAISY DR
• Price: $330,000
• Zip Code: 34289
• 1572 Square Feet
• Subdivision: CYPRESS FALLS PH 1C
• Bedrooms: 2 Baths: 2
• STUNNING VILLA in the Sought-After 55+ Gated Community of Cypress Falls! Welcome to your dream home! This beautifully designed 2-bedroom, 2-bath villa, complete with a versatile den/office that can easily be transformed into a third bedroom, is the p ... Read More
• Listing courtesy of: RE/MAX HARBOR 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# C7503498 - Status: Active View Property Details Add to Favorites View Map

• 2476 DAISY DR
• Price: $299,900
• 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 ALLIANCE GROUP

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

• 1318 BALLOTA LN
• Price: $297,000
• Zip Code: 34289
• 1582 Square Feet
• Subdivision: CYPRESS FALLS PH 1E
• Bedrooms: 2 Baths: 2
• 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. The front entry features lush landscaping. Walking into the home you will noti ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

26 listings found

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