$521,844Average Value$247Average Price per Sq Ft21Homes 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
On average, homes in Cypress Woods, Naples sell after 116 days on the market compared to the national average of 52 days. The median sale price for homes in Cypress Woods, Naples over the last 12 months is $362,500, down 16% from the median home sale price over the previous 12 months.
Take advantage of this exceptional opportunity to own one of the rarely available single family homes in Cypress Woods G&CC. As an owner, a full golf membership is bundled into the purchase of your home which allows owners to enjoy unlimited golf and resort style club amenities.This immaculate Brighton model (2 BR/Flex Den with 2 BA, 1845 sq ft under air) is situated in the highly
PRICE REDUCED TO SELL! THE BEST VALUE, VIEW AND SUNSETS IN CYPRESS WOODS! It does not get much better than this! There is a rare chance to buy a second-floor unit facing WEST in Terrace V, which hasn’t been on sale for almost two years! Popular for its quiet location in a North Naples bundled golf community, stunning panoramic lake and 16th green and fairway views, has beautiful tropical sunsets,
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
Thoughtfully remodeled 2-bed, 2-bath coastal retreat with sweeping golf course views in Cypress Woods Golf & Country Club. This desirable 2nd-floor condo features vaulted ceilings found only in upper units, creating a light and airy ambiance while ensuring added privacy with no neighbors above. Soothing Gulf-inspired colors complement the updated interior, where the kitchen flows seamlessly
** 3/2 SINGLE FAMILY HOME AT CYPRESS WOODS GOLF & COUNTRY CLUB — NORTH NAPLES ** SEASONAL ** BUNDLED GOLF TRANSFER ** Live the Florida lifestyle in this beautifully maintained 3 Bedroom, 2 Bathroom Single Family Home located in the prestigious Cypress Woods Golf & Country Club — a gated, bundled golf community in highly sought-after North Naples.Property Features:1,848 sq. ft. of
Fantastic Turnkey Furnished 1st floor Barrington model with 2 Lanai's. This 2 bedroom + Den, 2 bath condo has awonderful View of Lake and Golf Course. Imagine escaping those freezing winters up north and instead playing golf on a sunny course. This unit has an Eat in kitchen and Dining Room. Washer and Dryer in unit. Conveniently just across the street from Heated Community pool and Hot tub.
AVAILABLE APRIL & MAY 2026- 30 DAY MINIMUM. RENTED NOVEMBER 22, 2025 THROUGH MARCH 21, 2026. Beautifully Updated, Furnished & Decorated - Spacious 2 Bed + den, 2 bath 2nd floor end unit condo in desirable Cypress Woods Golf & Country Club! Enjoy the Beautiful Lake View w/fountain feature & view of the 17th Hole! Renovated w/grey bamboo floors throughout except for tile floors in newly renovated
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