$499,117Average Value$244Average Price per Sq Ft28Homes 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 95 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 $340,000, down 7% from the median home sale price over the previous 12 months.
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
Price reduced $77000 based upon a certified appraisal dated 4/27/2026. 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
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
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 THE NEWEST OPPORTUNITY THAT IS OUTSTANDING AND READY FOR YOUR NEW HOME IN PARADISE!!!!! This unit is an END location, filled with light, beautifully furnished and is offered turnkey and is one of the largest offered. Just bring your family and friends, it is ready!!! The location is superb, at the south end of the lake with total North views for acres to explore! The golf course is
Do you want golf? Here it is BUNDLED!!!! Do you want furnished? Here it is and beautifully!!!! Do you want views??? Here it is golf and lake BOTH!!! Cypress Woods Golf and Country club is one of the most affordable and meticulously maintained clubs in the heart of North Naples. With resort style amenities, you can partake of not only the golf course, but tennis, pickle ball, fitness opportunities
Step into refined Florida living in this beautifully updated, move-in ready first-floor end unit offering 3 bedrooms, 2 baths, and a private 2-car garage. Bathed in natural light, this elegant residence showcases a fully renovated kitchen with natural-toned granite countertops, a striking 3-dimensional tile backsplash imported from Italy, newer stainless-steel appliances, and custom
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
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
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
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
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
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
Lovely home completely updated! New Anderson high impact hurricane windows in 2023, Kitchen all done with new cabinets and counter tops, Kitchen appliances 1 year old, washer and dryer 1 year old. Air Conditioning 2021, hurricane electric roll down shutters on lanai, surround sound, master bedroom closet has shelving and cabinets, Crown molding through-out. New roof in 2019, garage has cabinets
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 $4,247/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 1, 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
Nestled within the highly desirable Cypress Trace community in North Naples, this beautifully maintained residence at 2700 Cypress Trace Circle #3134, Naples, FL 34119 offers a refined blend of comfort, convenience, and serene Florida living. This inviting annual rental presents a thoughtfully designed floor plan that maximizes both space and natural light, creating an airy and welcoming
The advertised rate of $3,237/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 1, 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
***NORTH NAPLES**GOLF**STUNNING ANNUAL RENTAL**FULLY FURNISHED**NEW PICTURES TO COME***BUNDLED GOLF TRANSFER AVAILABLE HERE!!!! RECIPROCAL GOLF TOO!! Experience resort-style living in this beautifully updated first-floor 2-bedroom, 2-bath condominium featuring stunning lake and golf course views. Located in the highly sought-after Cypress Woods Golf & Country Club in North Naples, this residence
AVAILABLE FOR ALL MONTHS EXCEPT FEBRUARY 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 and a
ANNUAL LEASE NOW AVAILABLE JUNE 1, 2026 ON THIS WELL MAINTAINED THIRD FLOOR CONDO (HAS ELEVATOR) WITH WONDERFUL AND SERENE VIEWS AND LOCATED IN THE CYPRESS TRACE NEIGHBORHOOD OF CYPRESS WOODS GOLF AND COUNTRY CLUB. THE OWNER HAS DONE SOME UPDATES TO THIS UNIT AND OFFERS A NEUTRAL DECOR SO THE NEW OCCUPANTS CAN PUT THEIR PERSONALITY INTO THE HOME. CYPRESS WOODS COMMUNITY HAS MANY AMENITIES AND IS
Building a home and need a short month rental? Looking for a home and not quite ready to buy but you want to live in Naples? This nice one-story home is available for a shot term lease. The golf membership can be transferred which enables you to play reciprocal golf until January 1st. Brand new Cypress Woods golf course coming January 1st 2027. Clubhouse and grill room as well as the clubhouse
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
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
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
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