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Cypress Woods Homes for Sale	Countryside Condos for Sale

Cypress Woods

This established bundle golf community is located just a couple of minutes E of I-75, close to the recently widened Immokalee Rd in N Naples and it welcomed its first golfers in 1999. Just a short 12 minute drive to the sandy beaches, Cypress Woods is one of the closest bundle golf communities to the desirable surf. Its proximity to I-75 gives this bundled golf community the advantage of being only a short 20 minute drive to the nearest airport, Southwet Florida Airport (RSW).

Out of the 285 acres, Cypress Woods alocated 110 of them to glimmering lakes, pine forests, cypress heads and reconstructed marshes, making this the home of an amazing array of wild life. The 18 hole scenic course features over 6,300 yards and was designed by Gordon Lewis, who made sure that players get to use all their clubs in the bag on this challenging, yet playable par 72 golf course. It has a rating of 71.7 with a slope of 136.

The impressive club house has many ways to indulge the members of Cypress Woods Golf and Country Club: 4 lighted tennis courts, heated pool, jacuzzi and lap pool, gazebo, fitness center, 4500 square feet of chipping/putting greens and 5 green targets driving range.

The four individually gated neighborhoods that form Cypress Woods contain condos in the 100's, coach homes and attached villas in the 200's, reaching over 300's for the single family homes. Unlimited golf is included in the membership attached to each property.

Featured Listings in Cypress Woods, Naples FL

$750,000

3 Beds ⋅ 2 Baths ⋅ 226012614 MLS

Beautifully renovated and completely move-in ready, this 3 bed, 2 bath single family home in Cypress Woods offers immediate bundled golf. This is the coastal aesthetic you've been seeking! New flooring spans the home, complemented by a renovated guest bath, updated lighting, and a well appointed kitchen featuring new appliances including refrigerator, wine coolers, dishwasher, along with updated countertops and backsplash. Additional improvements include a new washer/dryer, outdoor kitchen with electric cooktop, new pool pump, and a 2022 roof. Enjoy breathtaking sunsets with a highly desired west facing view overlooking the 3rd tee. The home’s outdoor living is equally compelling, featuring a heated pool and spa designed for a seamless connection between indoor and outdoor spaces. Beautiful new outdoor kitchen with grill, cooktop, beverage fridge, everything you need for entertaining. Cypress Woods Golf & Country Club is a bundled golf community centered around an 18 hole Gordon Lewis designed championship course, complemented by tennis, 8 newer pickleball courts, bocce, a resort style community pool and spa, fitness center, and an active, member focused lifestyle, all within a prime North Naples location.

3603 Grand Cypress DR, Naples

$450,000

3 Beds ⋅ 2 Baths ⋅ 226025736 MLS ⋅ Grand Cypress I BLDG.

Enjoy breathtaking sunsets and exceptional golf course views from this spacious first-floor 3-bedroom, 2-bath coach home with a 2-car garage. The screened lanai overlooks the 5th hole, a serene lake, and a natural preserve—creating the perfect setting to relax and enjoy Southwest Florida living. Recent upgrades include new lanai screens and doors (August 2025), a newer garage door(2024), updated primary bathroom floor and wall tile(3-4 years ago), barely used 2025 washer and dryer, newer stove(2024), new refrigerator(2-3 years ago), and a 2024 water heater. The property has hurricane shutters. Tile flooring throughout the unit and wood flooring in the bedrooms. New Quartz Kitchen countertop and top of the line wood cabinet doors(about 4 years ago) . Located in desirable Grand Cypress at Cypress Woods Golf & Country Club, residents enjoy access to a private neighborhood pool plus outstanding bundled golf and resort-style amenities. Enjoy full golf privileges and access to the 18-hole Gordon Lewis-designed course, currently being renovated and scheduled to reopen January 1, 2027, along with a driving range, putting green, fitness center with updated equipment and Peloton bikes, resort-style pool and spa, lap pool, 8 pickleball courts, tennis, bocce courts and pavilion, jogging paths, indoor and outdoor dining, grille room, and an active calendar of social events. Ideally located east of I-75, just minutes from shopping, dining, and the beautiful white-sand beaches of the Gulf. A fantastic opportunity to enjoy the ultimate Naples golf and country club lifestyle!

3310 Grand Cypress DR Unit 101, Naples

$439,900

2 Beds ⋅ 2 Baths ⋅ 226028749 MLS ⋅ Grand Cypress Iii BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this spacious first-floor coach home soaked in natural light! The location of this property is prime-- end unit with no additional coach building next door, offering private enjoyment of the serene surroundings this home offers. The neutral palette offers the opportunity to begin using this home immediately, just in time to escape the coming cold weather "up north"! Both bathrooms have been renovated with honed marble countertops and white subway tile. This spacious floorplan allows for plenty of rooms for guests, plus an additIonal den with room for visitors or a home office. Cypress Woods Golf and Country Club is one of North Naples' most desirable communities due to its prime location, low fees and welcoming members. Club amentities include a brand new (renovated 2026 golf course reopening Jan 1, 2027), 8 newly constructed pickleball courts, tennis court, new Bocce courts and pavilion, fitness center, golf practice facility, putting green, jog path, outdoor and indoor dining plus grille room. You'll have plenty do with a full social calendar plus intramural and competitive court sports and bocce leagues. Located just east of I-75, its close to shops and restaurants and the white sand beaches of the Gulf.

3485 Grand Cypress DR Unit 102, Naples

$430,000

2 Beds ⋅ 2 Baths ⋅ 226019658 MLS ⋅ Cypress Trace BLDG.

Welcome to...Color Me Wow! This beautifully 2+Den/2 Full Bath remodeled first-floor condominium in Cypress Trace is truly move-in ready. Inside, you’ll find stylish and durable chevron-pattern luxury vinyl plank (LifeProof) flooring throughout, comfortable underfoot and a modern alternative to tile. The interior has been freshly painted with Sherwin-Williams mold-resistant eggshell paint and enhanced with all-new LED lighting.The kitchen features upgraded countertops, while the bathrooms include updated cabinetry and a fully remodeled primary bath. Custom closets in both bedrooms and the den provide exceptional storage and organization. Major systems have been thoughtfully updated, including a new Trane HVAC system (2024) with a smart thermostat you can control from your phone. Ring security cameras and tamper-resistant sliding door locks add peace of mind. Enjoy true indoor-outdoor living with two distinct spaces: a rear lanai overlooking the lake, where you can relax with peaceful water views and watch the birds, and a spacious front veranda, perfect for morning coffee and connecting with neighbors in this dog-friendly community. Additional highlights include an enclosed one-car garage and location outside of a flood zone. The building is also exempt from Florida’s “3+ story milestone inspection” requirements, helping you avoid costly future assessments. The community itself is beautifully landscaped and meticulously maintained, creating a very lush, resort-style setting. At the Cypress Woods clubhouse, which is currently undergoing a fully funded multi million dollar renovation, you’ll enjoy golf and racquet sport amenities, excellent dining, along with a welcoming “Cheers” style bar where neighbors quickly become friends. A full fitness center and pickle ball court conveniently located next to the clubhouse makes it easy to stay active. Experience low-maintenance, worry-free living in one of the area’s most welcoming and well-kept communities!

2860 Cypress Trace CIR Unit 1813, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.