Cypress Woods Golf And Country Club Homes with Pickleball Amenities

Welcome to Cypress Woods Golf and Country Club, a hidden gem nestled in the heart of Naples, Florida. This vibrant community offers a unique blend of luxury living and recreational opportunities, making it an ideal destination for those seeking an active lifestyle in a picturesque setting.

Cypress Woods is renowned for its stunning golf course, designed to challenge golfers of all skill levels, complemented by breathtaking views of lush landscapes and serene water features. Residents enjoy access to top-notch amenities, including a beautifully appointed clubhouse, fitness center, and a variety of dining options that cater to every palate.

But what truly sets Cypress Woods apart is its commitment to fostering a sense of community. One of the highlights for residents is the availability of pickleball amenities. This rapidly growing sport has captured the hearts of many, and Cypress Woods provides the perfect environment to play, socialize, and enjoy friendly competition. Whether you’re a seasoned player or just starting, you’ll find welcoming courts and fellow enthusiasts ready to share tips and laughter.

The neighborhood is not just about recreation; it’s also about connection. With frequent social events, clubs, and activities, you’ll have ample opportunities to meet your neighbors and forge lasting friendships. Plus, with Naples' stunning beaches, upscale shopping, and fine dining just a short drive away, you’ll find everything you need to enjoy the best of Florida living.

Experience the charm and camaraderie of Cypress Woods Golf and Country Club – where luxury meets leisure in the heart of Naples!

Newest Cypress Woods Golf And Country Club Homes with Pickleball Amenities

$235,000

2 Beds ⋅ 2 Baths ⋅ 2026026805 MLS ⋅ Cypress Trace BLDG.

First Floor Golf Course Condo on the 14th Hole at Cypress Woods Golf & Country Club! Enjoy easy, single-level living in this 2-bedroom, 2-bath condo overlooking the 14th hole. Hardwood flooring throughout, new vinyl, crisp paint, and an open, airy layout with abundant natural light throughout the living spaces make this the perfect spot to spend all your days & winters. West-facing to enjoy those Southwest Florida evening skies that never disappoint! Enjoy relaxing on your private freshly painted lanai overlooking the beautifully maintained and brand-new golf course. Offered turnkey with one assigned covered parking spot, one uncovered spot, and plenty of guest parking. Cypress Woods Golf & Country Club spans more than 110 acres of sparkling lakes, flowering fairways, and wooded nature preserves. It is a true all-inclusive bundled community where every homeowner is a member. Enjoy access to the 18-hole championship golf course (renovation completed by January 2027), with updated amenities: pickleball, tennis, three private pools exclusive to Cypress Trace, a resort-style pool with food and beverage service, and a fully equipped fitness center, along with a jam-packed social calendar of wine club gatherings, trivia nights, themed dinners, outdoor movie nights, fashion shows, magic shows, bingo, and more. Residents rave about life in this bundled community, from the buzz of the golf course to the ease of never running out of things to do. Enjoy a prime North Naples location surrounded by some of the area's best dining and shopping. This move-in ready condo delivers comfort, style, and an unbeatable sense of community in one of North Naples' most desirable golf communities.

2865 Cypress Trace CIR Unit 103, Naples

$799,000

3 Beds ⋅ 2 Baths ⋅ 226024928 MLS

Experience the best of Naples living in Cypress Woods Golf & Country Club! Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home with nearly 2,000 sq. ft. of living space in the desirable Bradford Lakes neighborhood. Built by Lennar in 2005, this light-filled residence offers a split-bedroom floor plan, tile throughout, and volume ceilings that create an open and inviting feel. The spacious kitchen features a pantry, breakfast bar, and eat-in area, seamlessly flowing into the family and dining spaces—perfect for both everyday living and entertaining. The primary suite offers golf course and lake views, along with a luxurious bath boasting a soaking tub, separate shower, and dual sinks. Step outside to your screened lanai with private pool and spa, where you can relax while enjoying serene views of the golf course, landscaped grounds, and water features. The home also includes a two-car garage, electric storm shutters, and negotiable furnishings for added convenience. Living in Cypress Woods means more than just a home—it’s a lifestyle. This bundled golf community includes an 18-hole course, clubhouse with restaurant, fitness center, resort-style and lap pools, tennis, pickleball, bocce, and endless social activities. Golf membership is deeded to the property, making this residence a true value. Located just minutes from shopping, dining, I-75, and Naples’ world-class beaches, this property offers the ideal blend of resort-style amenities and everyday comfort. Key Features: • 3 Bedrooms | 2 Baths | 1,982 Sq. Ft. Living Area • 2026 AC • 2026 Travertine Tile pool lanai • Newer Hotwater heater • Private Pool & Spa (Electric Heated) • Golf, Lake & Landscape Views • Split-Bedroom Layout | Volume Ceilings | Tile Floors • Bundled Golf Membership Included • Gated Community with Clubhouse, Pools, Tennis, Pickleball, Fitness & Dining

3662 Grand Cypress DR, Naples

$419,000

2 Beds ⋅ 2 Baths ⋅ 226021038 MLS ⋅ Cypress Trace BLDG.

Located in the highly desirable Cypress Woods Golf & Country Club, this beautifully furnished first-floor condo at 2810 Cypress Trace Cir Unit 2112 offers 2 bedrooms plus a den, 2 bathrooms, and 1,414 square feet of light-filled living space with some of the best lake and golf course views in Cypress Trace. Designed in a coastal chic style, the residence features a spacious family room, eat-in kitchen, dining area, split-bedroom floor plan, and two screened lanais perfect for relaxing or entertaining while enjoying tranquil water views. The home also includes a detached one-car garage and bundled golf membership, providing access to an 18-hole Gordon Lewis-designed championship golf course, resort-style pool and spa, pickleball and bocce courts, fitness center, clubhouse dining, and an active social lifestyle within this gated North Naples community. Some photos are virtually staged.

2810 Cypress Trace CIR Unit 2112, Naples

$349,900

2 Beds ⋅ 2 Baths ⋅ 2026023753 MLS ⋅ Cypress Trace BLDG.

BUNDLED GOLF/INVESTMENT OPPORTUNITY – This stunning VERANDA III with detached garage has been beautifully updated and offers an exceptional investment opportunity with 12 leases per year allowed. Currently the best-priced 2-bedroom plus den unit in Cypress Trace, this fully furnished home is the perfect balance of comfort, style, and value. All current assessments are paid in full. This 2-bedroom, 2-bathroom unit features a versatile den perfect for a home office, reading nook, or guest room. The property showcases tile flooring throughout with new LVP in the bedrooms—NO CARPET—along with professionally painted interiors. Both bathrooms have been updated, with the master shower completely renovated. Enjoy the luxury of two screened outdoor spaces with the best view in the entire complex, overlooking the 16th tee box. The detached garage provides added convenience and storage. Located in the private, gated community of Cypress Woods Golf & Country Club, you'll have access to a beautiful clubhouse, resort-style pool, tennis courts, on-site dining options, and a vibrant social atmosphere. The golf course is currently being renovated, enhancing the already exceptional lifestyle this community offers. Whether you're seeking a primary residence, vacation retreat, or rental investment, this turnkey property delivers the ideal blend of relaxation and recreation in desirable Naples, FL

2770 Cypress Trace CIR Unit 2423, Naples

$405,000

2 Beds ⋅ 2 Baths ⋅ 226018061 MLS ⋅ Cypress Trace BLDG.

This beautifully updated 2-bedroom, 2-bathroom condo with a den offers the perfect blend of comfort, style, and functionality. Featuring porcelain tile flooring throughout, the open and airy floor plan has been recently painted and is truly move-in ready. The thoughtfully renovated kitchen showcases modern finishes, while both bathrooms have been tastefully updated to create a sleek, contemporary feel. A RainSoft water filtration system provides high-quality water throughout the home. Enjoy the luxury of two screened outdoor living spaces — one in the front and one in the back — perfect for relaxing, entertaining, and enjoying the Florida lifestyle. The versatile den offers ideal space for a home office, reading nook, or additional guest accommodations. Sweeping southeastern lake views and a 1-car detached garage complete this exceptional offering. Located within the gated community of Cypress Woods Golf & Country Club, this residence includes a full golf membership and access to an outstanding array of amenities. Residents enjoy a beautiful clubhouse, resort-style pool, new pickleball courts, tennis courts, bocce, and a full-service restaurant. Whether you are spending the day on the golf course or relaxing poolside, this property offers an exceptional combination of comfort, recreation, and lifestyle. Cypress Woods is also pet-friendly and presents an attractive opportunity for investors seeking rental potential.

2790 Cypress Trace CIR Unit 2226, 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

$399,000

3 Beds ⋅ 2 Baths ⋅ 226015858 MLS ⋅ Laurel Greens BLDG.

SIGNIFICANT PRICE REDUCTION – PRIME LOCATION! Leave the car at home! Take the very short walk to the golf course, clubhouse, pool, and resort amenities. This beautifully updated, fully furnished first-floor end unit in the bundled golf community of Cypress Woods Golf & Country Club offers the perfect blend of luxury, convenience, and an active resort lifestyle. Meticulously maintained, this light-filled residence features 3 bedrooms, 2 baths, and a private 2-car garage. The fully renovated kitchen showcases natural-toned granite countertops, a striking three-dimensional tile backsplash imported from Italy, newer stainless-steel appliances, and custom cabinetry that seamlessly combines style and functionality. The spacious primary suite offers dual closets, including a custom-organized walk-in closet. Numerous upgrades reflect exceptional pride of ownership, including fresh interior paint, designer lighting and ceiling fans, a new HVAC system, and new washer, dryer, and microwave. Additional highlights include plantation shutters throughout, custom motorized window treatments on the sliding glass doors, impact-resistant windows, plank tile flooring in the main living areas, and warm bamboo flooring in the bedrooms. Relax on the recently rescreened lanai while enjoying tranquil golf course and lake views, creating the perfect setting for morning coffee or evening sunsets. Located within an intimate gated enclave of just 66 residences, this home includes bundled golf and access to outstanding amenities, including an 18-hole Gordon Lewis-designed championship golf course, newly updated pickleball, tennis, and bocce courts, a 24-hour fitness center, heated resort-style pool, spa, lap pool, scenic walking trails, and an active social calendar. Ideally located in North Naples, Cypress Woods offers convenient access to Gulf beaches, nature preserves, Mercato, and exceptional shopping and dining. Exciting community enhancements, including a golf course renovation and club kitchen expansion, are scheduled for completion in January 2027, further elevating the lifestyle offered at Cypress Woods.

3495 Laurel Greens LN S Unit 101, Naples

$415,000

3 Beds ⋅ 2 Baths ⋅ 226014299 MLS ⋅ Laurel Greens BLDG.

Beautifully updated 3-bedroom, 2-bath turnkey furnished corner-unit condo with a 2-car garage and serene golf course views. This light-filled residence features a brand-new kitchen with updated appliances and new flooring, seamlessly opening into spacious living and dining areas designed for comfort and easy entertaining. The split-bedroom layout offers privacy, while well-maintained bathrooms and a meticulously cared-for interior make this home truly move-in ready. Additional highlights include a brand-new garage system with a 5-year warranty and carpet with a lifetime warranty. Bundled golf membership included, delivering exceptional value and access to a beautifully maintained course. The community is undergoing a full golf course enhancement, including new grass and a new irrigation system, with completion expected by October 2026, further elevating both playability and long-term value. Residents enjoy an active, social lifestyle with new pickleball courts, tennis, bocce, fitness center, and a recently updated resort-style pool. The HOA hosts a variety of events including live music, bingo, and social gatherings, creating a vibrant and welcoming community atmosphere. Clubhouse dining offers a relaxed setting for everyday enjoyment. Ideally situated within a wildlife and water corridor, the neighborhood offers peaceful natural surroundings with no flood concerns. All amenities, including the golf course and clubhouse, are within a short walk of the unit. Conveniently located near shopping, dining, and everyday conveniences, this property offers low-maintenance living in a highly desirable, amenity-rich community.

3435 Laurel Greens LN S Unit 203, Naples

$429,900

3 Beds ⋅ 2 Baths ⋅ 226013752 MLS ⋅ Laurel Greens BLDG.

Updated First-Floor Carriage Home with Golf Course Views in Laurel GreensMove-in ready and beautifully updated, this first-floor 2BR + den carriage home offers the perfect blend of modern finishes and bundled golf convenience in the highly desirable Cypress Woods Golf & Country Club.Enjoy peaceful sunset views over the fairway from your screened lanai, an open-concept great room, and a fully updated kitchen featuring white cabinetry, quartz counters, stainless appliances, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with contemporary tile, new vanities, and upgraded fixtures.The primary suite includes golf course views, a walk-in closet, and a refreshed en-suite bath. A split bedroom layout provides privacy for guests, and the den offers flexible space for a home office or additional sleeping area.Additional features include: attached garage, in-unit laundry, new lighting, neutral paint throughout, and a bright, clean, move-in-ready interior.Cypress Woods residents enjoy bundled golf, a newly updated clubhouse, resort-style pool, tennis, pickleball, fitness center, dining, and active social programming — all just minutes to North Naples shopping, dining, and beaches.This is the turnkey golf lifestyle buyers want — updated, first floor, and ready for immediate enjoyment.

3485 LAUREL GREENS LN S Unit 102, Naples

$399,000

3 Beds ⋅ 2 Baths ⋅ 226013325 MLS ⋅ Laurel Greens BLDG.

*Welcome to your slice of resort-style living in Cypress Woods Golf & Country Club! This beautifully maintained 3-bedroom, 2-bath second-floor condo offers the perfect blend of comfort, space, and sweeping views—all in one of North Naples’ most desirable bundled golf communities. Step inside and you’ll immediately notice the light, open feel created by vaulted ceilings and a thoughtfully designed split-bedroom floor plan. With over 1,750 square feet of living space, this home lives large—ideal for both everyday living and entertaining guests. The kitchen features ample cabinetry, pantry storage, and a seamless flow into the dining and living areas. The real showstopper? Your private screened lanai overlooking lush golf course greens, tranquil water, and landscaped surroundings—perfect for morning coffee or unwinding at sunset. The spacious primary suite offers lanai access, a walk-in feel, and a well-appointed bath with separate tub and shower. Two additional bedrooms provide flexibility for guests, a home office, or seasonal living. Additional highlights include impact-resistant windows, in-residence laundry, covered parking, and partial furnishings—making this an easy move-in or seasonal getaway. Cypress Woods is a gated, bundled golf community, meaning your golf membership is included. Enjoy an active lifestyle with amenities such as an 18-hole championship course, clubhouse dining, fitness center, tennis, pickleball, bocce, walking paths, and a full social calendar. Located just minutes from I-75, shopping, dining, and Naples’ world-famous beaches, this is an exceptional opportunity to own in a vibrant, amenity-rich community at an incredible value. Come experience the lifestyle—this one checks all the boxes. One or more photo(s) has been virtually staged, AI generated or rendered.

3435 Laurel Greens LN S Unit 202, Naples

$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. 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. Positioned with a esirable western exposure and gorgeous sunsets 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 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

$359,000

2 Beds ⋅ 2 Baths ⋅ 226012352 MLS ⋅ Cypress Trace BLDG.

Welcome to this clean, fresh, and well-maintained 2 bedroom, 2 bath residence located in the highly desirable Cypress Woods Golf & Country Club. This bright and inviting home features high ceilings and an open, airy floor plan that allows for plenty of natural light throughout the living spaces. Enjoy relaxing on your private lanai overlooking a peaceful lake and the beautifully maintained golf course, offering tranquil views and the perfect backdrop for morning coffee. Located within the gated community of Cypress Woods Golf & Country Club, residents enjoy a bundled golf membership along with resort-style amenities including a golf course, clubhouse with dining, swimming pool, fitness center, tennis courts, pickelball courts and an active social calendar. Whether you’re looking for a seasonal getaway or full-time Florida home, this property offers the perfect opportunity to enjoy the Southwest Florida lifestyle in a golf community.

2880 Cypress Trace CIR Unit 202, Naples

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