$500,639Average Value$250Average Price per Sq Ft17Homes 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
Are you familiar with the Cypress Woods neighborhood?
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 94 days on the market compared to the national average of 56 days. The median sale price for homes in Cypress Woods, Naples over the last 12 months is $365,000, up 7% from the median home sale price over the previous 12 months.
Welcome to this outstanding, pristine unit that has been totally updated and looks like no one has ever lived in this lovely home! AND NOW REDUCED TO AN OUTSTANDING VALUE!!!!! 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
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
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
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
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
*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
ONLINE AUCTION - Cypress Woods Condo Retreat- Bidding Ends August 20th at 2pm. Nestled within the sought-after Cypress Woods Golf & Country Club, this beautifully renovated 3-bedroom, 2-bath end-unit villa offers the perfect combination of comfort, style, and low-maintenance Florida living. Overlooking a peaceful lake, the 1,564± square foot home features an open and inviting floor plan designed
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
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
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
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
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
Welcome to your perfect seasonal escape! Enjoy a healthy and pristine living environment in our fully smoke-free condo. This beautifully appointed 2 bedroom/2 bathroom short-term rental offers comfort, style, and resort-style living in Cypress Trace; a cozy community within the highly desirable Cypress Woods Golf & Country Club. Seasonal Special (In-Season):Enjoy the best of Florida living
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 August 11, 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
The advertised rate of $4,290/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 28, 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
Now available, 2870 Cypress Trace Circle, unit 1724 in the prestigious Cypress Woods country club. This second floor two bedroom two bath plus den has been totally renovated and updated. Everything is sleek and modern, including new tile floors and modern furnishings. Unit offers front and rear lanai, rear lanai, faces, Cypress Lake and the par 5, 17th hole, and the front lanai is just off the
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
NOT AVAILABLE FOR FEBRUARY, MARCH, AND APRIL 2027.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
Lovely second floor condo in popular Cypress Woods Golf Country Club! The Condo is fully updated, 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 bocce ball, tennis, exercise room, Pro golf shop, putting green, and driving range! Restaurant, Grille room, Outdoor patio
AVAILABLE FOR SEASON 2027 - BUNDLED GOLF - GROUND FLOOR CONDO - LAKE VIEW! Landlord is interested in a 3 Month Minimum Tenancy. 2 Bedrooms PLUS OPEN DEN... Beautifully decorated, meticulously kept and well appointed... this lovely bright and spacious RENOVATED condo has a gorgeous view of the lake, King Bed in the Master and 2 Twin Beds in the Guest Bedroom, 1 car detached garage with driveway to
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.
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
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 serene natural surroundings. Start your day with coffee or unwind at sunset on the
** 3/2 SINGLE FAMILY HOME AT CYPRESS WOODS GOLF & COUNTRY CLUB — NORTH NAPLES ** SEASONAL / ANNUAL ** 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
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