$495,356Average Value$238Average Price per Sq Ft26Homes 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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to let others know what life in this neighborhood is like.
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 101 days on the market compared to the national average of 54 days. The median sale price for homes in Cypress Woods, Naples over the last 12 months is $341,000, down 12% from the median home sale price over the previous 12 months.
Seldom available and the largest floor plan in the Cypress Trace neighborhood, this light-filled corner residence offers extra square footage, enhanced privacy, and abundant natural light. Welcome to this beautifully maintained 2-bedroom plus den, 2-bath condo with an attached garage, showcasing sweeping east-facing views of shimmering water, lush landscaping, and the 17th fairway. Located within
Immediate GOLF MEMBERSHIP can be yours! This first floor 2-Bedroom plus den Coach home is offered furnished and comes with a full golf and amenities membership to Cypress Woods Golf and Country Club. This home has a spacious floor plan with plenty of room for guests. The den has a large window which allows for natural light and plenty of room for a home office/use as a third bedroom. The 2-car
The best view in Cypress Trace! Expansive lake views abound from this airy, light and bright first-floor 2-bed with den condo in the desirable Cypress Woods Golf and Country Club. Decorated in a coastal chic style and fully furnished, this home provides plenty of space for entertaining with 2 screened lanais, eat-in kitchen, dining area and spacious family room. Buy today and play golf tomorrow
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.
Live the SW Florida lifestyle in this beautiful bundled-golf condo with long lake & golf course views! IMPACT GLASS WINDOWS! This 2 Bed+Den/2 Bath home includes a 1-car garage and is sold turnkey-furnished in British-Caribbean style. The spacious, open, split bedroom floor plan is complemented with vaulted ceilings, light & fresh paint, and ample separate screened rear lanai and front veranda
Welcome to Cypress Woods Golf & Country Club! This beautifully maintained 2-bedroom, 2-bath condo is located on the third floor, offering sweeping views of the 17th fairway. Step inside to find an open and inviting floor plan with plenty of natural light, ideal for both relaxing and entertaining. The kitchen flows seamlessly into the dining and living areas, leading out to a private screened
Beautifully updated 3-bedroom, 2-bath, 2 car garage condo offering comfort, style, and serene golf course views. This spacious residence features a newly renovated kitchen with modern finishes, ample cabinetry, and updated appliances—ideal for both everyday living and entertaining. The open-concept layout is filled with natural light and flows seamlessly into the living and dining areas, creating
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
Enjoy the view of the golf course from the second floor turn-key furnished condo with a golf membership included.Stainless steel appliances with a brand new dishwasher and disposal in February 2026. The hurricane impact resistant lanai door has been serviced with new rollers for easy maintenance. The AC was replaced 10 years ago. Tile was recently professionally cleaned. Lanai was cleaned an
This 2 bed/2 bath first-floor condo is ready for your personal touches! With expansive views of the 17th fairway, you can sit back and relax all that Naples living has to offer from your large screened-in lanai. This property comes deeded with full membership to Cypress Woods Golf and Country Club including full golf privileges, pickleball, bocce and tennis. The facilities include an 18-hole
Experience the ultimate bundled golf lifestyle in this beautifully updated Veranda condo with a detached garage in Cypress Woods Golf & Country Club, one of North Naples’ most desirable gated golf communities. Inside, you’ll find tile flooring throughout the main living areas and new luxury vinyl plank flooring in the bedrooms—no carpet—creating a clean, modern feel.Both bathrooms have been
Beautiful End Unit with Lake Views! Discover the perfect blend of comfort and elegance in this, 3-bedroom, 2-bath end-unit villa, nestled in a peaceful lakefront setting. This spacious home features an inviting open floor plan with a spacious living room, a well-appointed kitchen with all newer appliances, breakfast bar, and a dedicated dining area, perfect for entertaining. The primary suite is
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
Spend your winter in paradise at Cypress Trace in Cypress Woods Golf & Country Club! This beautifully maintained first-floor condo is your perfect seasonal retreat in North Naples, offering comfort, convenience, and full access to one of the area’s best bundled-golf communities. Your rental includes deeded golf, so you can enjoy unlimited rounds on the championship 18-hole course, practice
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 2, 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
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
Welcome to this beautifully maintained top-floor condominium located in the highly desirable community of Cypress Woods Golf & Country Club. This bright and inviting annual rental at 2710 Cypress Trace Cir. #3021 features an open and functional floor plan with abundant natural light and a comfortable living and dining area that flows seamlessly to a private screened lanai—perfect for enjoying
EXCLUSIVE SEASONAL RENTAL – AVAILABLE FOR 2027 and off season 2026 — Live your dream vacation in this immaculate, newly updated 3-bedroom, 2-bathroom second-floor condo, nestled in the prestigious gated golf community of Cypress Woods Golf and Country Club. Surrounded by an 18-hole championship golf course, complete with a putting green and driving range, this stunning unit is the perfect
RARELY AVAILABLE – TURNKEY - GORGEOUS - GREAT GOLF COURSE VIEWS – GROUND FLOOR – ANNUAL RENTAL - 2 Bedroom, 2 Bath Condo with a Carport. This desirable 1st floor property has been meticulously maintained and has fabulous upgrades. The Kitchen overlooks the great room and has Gorgeous White Cabinets, Stainless Steel Appliances, Recessed Lighting and Granite Countertops. The other features include
Rented for season 2027! Also available at a special off-season rate! Beautiful home! Cypress Trace unit at CYPRESS WOODS GOLF AND COUNTRY CLUB gated community which is surrounded by 18 holes golf course that includes putting green and driving range. Immaculate and spacious 2 bed 2 bath condo located on the third floor with spectacular view of the lake and gorgeous sunsets from your screen lanai.
Beautiful third-floor condo! Rented for the 2027 season! Off-season April to November $2000 short term rentals Available! Gorgeous Lake and Golf course views in this Fantastic and Spacious 2/2 Condo. Available for off-season now!This Special piece of Paradise is located in the Highly desirable North Naples community of Cypress Woods Golf and Country Club, a very active, all inclusive Bundled Golf
Beautiful, second-floor condo! Available for April and off-season rentals. Come and golf! Gorgeous Lake and Golf course views in this Fantastic and Spacious 2/2 Condo.This Special piece of Paradise is located in the Highly desirable North Naples community of Cypress Woods Golf and Country Club, a very active, all inclusive Bundled Golf Community. Included amenities in Cypress Woods are a
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