$496,736Average Value$243Average Price per Sq Ft25Homes For Sale
Year-round recreation and a convenient location in Southwest Florida
Year-round sunshine and year-round recreation are guaranteed at Cypress Woods. The gated community in Southwest Florida offers tons of amenities ranging from a challenging but rewarding 18-hole golf course to lakeside views in grand waterfront estates. The neighborhood’s social scene is vibrant, but the proximity to sandy shores is what really makes Cypress Woods stand out. “It's special because of its location,” says Lauren Faby, Realtor at John R. Wood Properties. “Most bundle communities are further away from attractions, but this one is only 10 minutes from the beach.” The neighborhood also has access to Collier County’s highly-rated public schools. Interstate 75 runs parallel to the neighborhood, and residents are just a short commute away from Downtown Naples's eclectic mix of shops and restaurants. Southwest Florida is prone to hurricanes and flooding, but Cypress Woods’s inland location protects it from the widespread damage seen closer to the coast.
Cypress Woods residents have full access the the 18-hole golf course.
Cypress Woods is just a short drive the the beautiful beaches on the Gulf.
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Recreation inside and outside the community
Cypress Woods is a bundled community, meaning every resident can access the 18-hole golf course. The course was initially opened in 1999, but a redesign in 2012 has led to increased playability with widened fairways. The rolling fairways and towering cypress trees may draw golfers in, but the community has numerous other recreational amenities to offer. Pickleball and tennis are very popular, and the bocce ball club holds championship events every spring. Active living is a priority as the fitness center is open 24 hours a day, and residents often cool off in the clubhouse pool nearby. While there’s plenty of fun to be had within the community, Cypress Woods’s prime location allows residents to travel to sandy beaches like those found at Delnor-Wiggins Pass State Park, just 7 miles away.
Cypress Woods is a community centered around the golfing lifestyle.
Cypress Woods has a large clubhouse with amenities, including tennis courts and swimming pools.
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Vanderbilt Farmer’s Market
Events are common throughout the community, as the different sports and clubs hold numerous social gatherings and happy hours. The nearby Vanderbilt Farmer’s Market is open throughout the summer and fall and provides visitors with colorful fresh fruits, vegetables and flowers.
Cypress Woods residents can pick up fresh produce at the nearby Vanderbilt Farmer's Market.
Cypress Woods residents can find items from local vendors at Vanderbilt Farmer's Market.
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Dine at the newly remodeled clubhouse
Member-only dining is available at the newly remodeled clubhouse, and an executive chef-curated menu may be enjoyed indoors or outdoors on the Terrace Patio. Drinks and stories are shared during the clubhouse's weekly happy hour, serviced by a full liquor bar. The clubhouse hosts numerous special events, ranging from banquets to weddings and everything in between. More extensive shopping and dining may be found at the Green Tree Center nearby, where weekly groceries and fresh produce are provided to the neighborhood by Sam’s Clubs. Naples has famous commercial districts centered around Fifth Avenue South and Third Street South, though a longer car ride is required to reach them.
Cypress Woods has an updated clubhouse with a dining hall, lounge, and additional amenities.
Cypress Woods is close to many popular restaurants, such as First Watch in Logan Landings.
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Six distinct neighborhoods with a variety of housing styles
“There are all different home types at different price points,” Faby says. “For the area, it's very reasonably priced.” Prospective homebuyers will find six distinct gated communities within Cypress Woods. Single-family homes line the streets of Bradford Lakes and Jasmine Lakes, often utilizing Spanish-Revival or Mediterranean design styles. Swimming pools with lanais are common, and most houses have scenic views of the rolling golf course and tranquil waterways. A 2,000-square-foot single-family home begins pricing for $600,000, while large builds with three bedrooms can top $800,000. Luxurious condos populate the Cypress Trace neighborhood and offer numerous amenities, including covered parking and a neighborhood pool. For more multifamily options, coach houses with tiled roofs may be found in the Grand Cypress, Laurel Greens North and Laurel Greens South neighborhoods. These coach houses have four to six residences within each building but come with private two-car garages and screened lanais. Prices for multifamily options range from $300,000 to $700,000. Manicured landscaping and colorful flowers are common throughout, and most residences sit in the shade of towering palm trees.
Cypress Woods is known for its Spanish tiled roofs and lush greenery.
Cypress Woods features homes built along a lake, providing scenic views.
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Easy access to surrounding areas
Getting around the community is easy as most houses are within walking distance of the points of interest. Golf carts and bicycles are also a common sight. Interstate 75 conveniently runs parallel to the neighborhood and connects north to Fort Myers and east to Miami. Southwest Florida International Airport is 23 miles away.
Highly-rated Collier County Public Schools
Access to the highly-rated Collier County Public School District is a significant draw for parents looking to move in. Veterans Memorial Elementary and North Naples Middle School serve the community’s younger residents, and both received an A rating on Niche. The first students walked through the halls of Aubrey Rogers High School in August 2023, as it was the first new school to open in Collier County in 19 years. Aubrey Rogers has brand-new facilities, including a state-of-the-art engineering academy and a performance arts center with over 1,300 seats. Mason Classical Academy is a viable private school option for parents to consider.
Gulf Coast High School in Naples welcomes students through a large main entrance.
The front entrance to Veteran's Memorial Elementary School in Naples welcomes students.
Aubrey Rodgers High School is a newly built public school in North Naples.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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Crime and Safety
1 - Low Crime, 10 - High Crime
Cypress Woods
US
Homicide
1
4
Sexual Assault
1
4
Assault with Weapon
2
4
Robbery
3
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
2
4
Crime Score
2
4
Source: WhatIsMyCrimeRisk.com
Cypress Woods Demographics and Home Trends
On average, homes in Cypress Woods, Naples sell after 95 days on the market compared to the national average of 55 days. The median sale price for homes in Cypress Woods, Naples over the last 12 months is $370,000, down 3% from the median home sale price over the previous 12 months.
Welcome home to this recently renovated, move-in ready 3 bed, 2 bath single family home in Cypress Woods that offers immediate bundled golf and with a cohesive, high quality renovation throughout. 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
Don't miss this lovely 1st floor condo with Full Golf Membership Included! Enjoy stunning lake views, a front and back lanai, a new air conditioner and a one-car garage. This two bedroom plus den property is light and bright and has been well-maintained. Furnishings are being offered negotiable. Cypress Woods Golf and Country Club is one of the premier bundled golf values in Naples. In addition
Welcome to Cypress Trace at Cypress Woods Golf & Country Club, where Naples living meets resort-style luxury! This beautifully maintained first-floor condo offers effortless living with bundled (deeded) golf included, giving you full access to an 18-hole championship course designed for every skill level. Tee off whenever you like—no upfront membership fees, no waitlists, and no extra hoops.
Welcome to this outstanding, pristine unit that has been totally updated and looks like no one has ever lived in this lovely home! Located within the gated confines of Cypress woods Golf and Country Club, a premier bundled golf club!!! With spectacular Western sunset views, enjoy the golf course and serene lake beauty all day long. From the moment you walk through the front screen door, you will
Nestled within a beautiful natural setting, this charming bundled golf community features a championship 18-hole golf course designed by Gordon Lewis. This first-floor carriage home offers a spacious great room floor plan with three split bedrooms, two bathrooms, and a one-car attached garage, all complemented by golf course views and spectacular sunset vistas from the private lanai. The
One or more photo(s) has been virtually staged, AI generated or rendered. 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
Sophisticated, warm contemporary - turn-key perfection with an open floor plan. A 750 SF great room blends a TV area, gourmet kitchen dining and adjoining conversation space. Twenty- foot west-facing sliders open wide to the salt-water pool and lanai with sweeping golf course and rolling hill views; seamless indoor/outdoor flow for 25 plus guests! Fully renovated in 2023 (Rooms, baths, top-tier
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
Welcome to Cypress Woods Golf and Country Club in Cypress Trace. This beautifully updated home offers a 2-bedroom, 2-bath condo on the third floor with new floors, an updated kitchen, and views over the lake and the Par 3 16th hole. The kitchen is open to the dining and living area. The split-bedroom layout provides privacy, and the spacious primary suite features brand-new California closets.
While other units in the community may require updating, this residence stands out as one of the few fully renovated options, allowing the next owner to avoid the time, cost, and inconvenience of future renovations. Enjoy the best of Florida living in this completely renovated condo located in a desirable golf course community. This residence has been fully updated from top to bottom, offering a
SEASONAL RENTAL AVAILABLE. Enjoy a healthy and pristine living environment in our fully smoke-free condo. Off-Season rate for November 2025 and May 2026 through August 2026 is $2900 per month. December 2025 through April 2026 is offered at $5000 per month. Escape to paradise with this fabulous 2-Bedroom, 2-Bathroom condo. Perfectly positioned on the 2nd floor, this immaculately maintained and
The advertised rate of $4,152/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
RARELY AVAILABLE – FURNISHED - GORGEOUS - GREAT GOLF COURSE VIEWS – GROUND FLOOR – ANNUAL RENTAL - 2 Bedroom, 2 Bath Condo with a Carport and a huge separate storage area for all your needs. This desirable 1st floor property has been meticulously maintained and has fabulous upgrades. The Kitchen overlooks the great room and has Beautiful White Cabinets and Granite Countertops. The other features
The advertised rate of $3,270/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
AVAILABLE IMMEDIATELY – ANNUAL RENTAL (FURNISHED OR UNFURNISHED!)Live the Naples lifestyle year-round in this stunning 2-bedroom, 2-bath condo featuring breathtaking lake and golf course views. Located in the highly sought-after Cypress Woods Golf & Country Club in North Naples, this beautifully maintained residence is move-in ready and available furnished or unfurnished to suit your
Nicely redone condo. Immediate occupancy is available. The condo will be rented unfurnished. Walking distance to the golf community's amenities. HOA application fee will be split.
Discounted Rate for the month of December and April! $2,300 for December and April! Cypress Woods, a premier bundled golf community in Naples, FL, offers the perfect blend of comfort and resort-style living. This immaculate first-floor 2BR+den condo is designed for relaxation and enjoyment, featuring an open-concept layout with abundant natural light and stunning views of the lush golf course and
Welcome to this beautifully appointed vacation residence located at 2730 Cypress Trace Circle, Naples, FL 34119, where comfort, elegance, and relaxed Florida living come together seamlessly. Nestled within a desirable and well-maintained Naples community, this inviting home offers a tranquil retreat surrounded by lush landscaping and a serene atmosphere. Designed with both style and functionality
Lovely second floor condo in popular Cypress Woods Golf Country Club! Two bedrooms, 2 full bathrooms. Vaulted ceilings, breakfast bar, stainless steel appliances, and much more. The golf and country club membership may be transferred. Pickleball, tennis, exercise room, Pro golf shop, putting green, and driving range! Restaurant, Grille room, Outdoor patio dining.
Affordable one month or multi-month in Laurel Greens and a member transfer. This beautiful second floor condo overlooks the number one tee at Cypress Woods Golf and Country Club along with a nice lake view and a fountain.Look at the pictures and you will find a neutral decor, nice furnishings and artwork. This is perfect for a couple who is building a home or a couple that wants to play
Unfurnished ANNUAL RENTAL WITH Lake and golf course views! 2 bedroom/2 bath condo with nearly 1200 sq ft in great North Naples location. The open floor plan features an efficient kitchen with breakfast bar, dining room and large living room with sliders to the lanai. The unit also has a large Master suite with shower and dual sinks. The guest room can be closed off to create a private guest suite
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