Cypress Woods, Naples, FL Real Estate Search

Cypress Woods, Naples, FL Waterfront Homes for Sale

Located in the picturesque region of Naples, Florida, Cypress Woods offers a stunning selection of waterfront homes for sale that cater to a range of lifestyles and preferences. Nestled amidst lush landscapes and serene water features, these properties provide a perfect blend of luxury and comfort. Every home presents breathtaking views of the surrounding waterways, creating an inviting ambiance ideal for relaxation and entertaining. Residents benefit from the community's proximity to upscale shopping, exquisite dining options, and outdoor recreational activities, making it an ideal choice for those seeking an active yet tranquil lifestyle. With a variety of architectural styles and modern amenities, these waterfront homes in Cypress Woods promise an idyllic living experience for families and retirees alike.

Our website features the best real estate search for waterfront homes available in Cypress Woods, Naples, FL and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Cypress Woods, Naples, FL real estate market? Sign up for a  Cypress Woods, Naples, FL Real Estate Market Report to see what’s active, under contract, and sold!

Newest Cypress Woods, Naples, FL Waterfront Homes for Sale

$799,000
3 Beds ⋅ 2 Baths ⋅ 226024928 MLS
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 feel. The spacious kitchen features a pantry, breakfast bar, and eat-in area, seamlessly flowing into the family and dining spaces—perfect for both everyday living and entertaining. The primary suite offers golf course and lake views, along with a luxurious bath boasting a soaking tub, separate shower, and dual sinks. Step outside to your screened lanai with private pool and spa, where you can relax while enjoying serene views of the golf course, landscaped grounds, and water features. The home also includes a two-car garage, electric storm shutters, and negotiable furnishings for added convenience. Living in Cypress Woods means more than just a home—it’s a lifestyle. This bundled golf community includes an 18-hole course, clubhouse with restaurant, fitness center, resort-style and lap pools, tennis, pickleball, bocce, and endless social activities. Golf membership is deeded to the property, making this residence a true value. Located just minutes from shopping, dining, I-75, and Naples’ world-class beaches, this property offers the ideal blend of resort-style amenities and everyday comfort. Key Features: • 3 Bedrooms | 2 Baths | 1,982 Sq. Ft. Living Area • 2026 AC • 2026 Travertine Tile pool lanai • Newer Hotwater heater • Private Pool & Spa (Electric Heated) • Golf, Lake & Landscape Views • Split-Bedroom Layout | Volume Ceilings | Tile Floors • Bundled Golf Membership Included • Gated Community with Clubhouse, Pools, Tennis, Pickleball, Fitness & Dining

3662 Grand Cypress DR, Naples
$419,000
2 Beds ⋅ 2 Baths ⋅ 226021038 MLS ⋅ Cypress Trace BLDG.
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 kitchen, dining area, split-bedroom floor plan, and two screened lanais perfect for relaxing or entertaining while enjoying tranquil water views. The home also includes a detached one-car garage and bundled golf membership, providing access to an 18-hole Gordon Lewis-designed championship golf course, resort-style pool and spa, pickleball and bocce courts, fitness center, clubhouse dining, and an active social lifestyle within this gated North Naples community. Some photos are virtually staged.

2810 Cypress Trace CIR Unit 2112, Naples
$349,900
2 Beds ⋅ 2 Baths ⋅ 2026023753 MLS ⋅ Cypress Trace BLDG.
BUNDLED GOLF/INVESTMENT OPPORTUNITY – This stunning VERANDA III with detached garage has been beautifully updated and offers an exceptional investment opportunity with 12 leases per year allowed. Currently the best-priced 2-bedroom plus den unit in Cypress Trace, this fully furnished home is the perfect balance of comfort, style, and value. All current assessments are paid in full. This 2-bedroom, 2-bathroom unit features a versatile den perfect for a home office, reading nook, or guest room. The property showcases tile flooring throughout with new LVP in the bedrooms—NO CARPET—along with professionally painted interiors. Both bathrooms have been updated, with the master shower completely renovated. Enjoy the luxury of two screened outdoor spaces with the best view in the entire complex, overlooking the 16th tee box. The detached garage provides added convenience and storage. Located in the private, gated community of Cypress Woods Golf & Country Club, you'll have access to a beautiful clubhouse, resort-style pool, tennis courts, on-site dining options, and a vibrant social atmosphere. The golf course is currently being renovated, enhancing the already exceptional lifestyle this community offers. Whether you're seeking a primary residence, vacation retreat, or rental investment, this turnkey property delivers the ideal blend of relaxation and recreation in desirable Naples, FL

2770 Cypress Trace CIR Unit 2423, Naples
$405,000
2 Beds ⋅ 2 Baths ⋅ 226018061 MLS ⋅ Cypress Trace BLDG.
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 feel. A RainSoft water filtration system provides high-quality water throughout the home. Enjoy the luxury of two screened outdoor living spaces — one in the front and one in the back — perfect for relaxing, entertaining, and enjoying the Florida lifestyle. The versatile den offers ideal space for a home office, reading nook, or additional guest accommodations. Sweeping southeastern lake views and a 1-car detached garage complete this exceptional offering. Located within the gated community of Cypress Woods Golf & Country Club, this residence includes a full golf membership and access to an outstanding array of amenities. Residents enjoy a beautiful clubhouse, resort-style pool, new pickleball courts, tennis courts, bocce, and a full-service restaurant. Whether you are spending the day on the golf course or relaxing poolside, this property offers an exceptional combination of comfort, recreation, and lifestyle. Cypress Woods is also pet-friendly and presents an attractive opportunity for investors seeking rental potential.

2790 Cypress Trace CIR Unit 2226, Naples
$430,000
2 Beds ⋅ 2 Baths ⋅ 226019658 MLS ⋅ Cypress Trace BLDG.
Welcome to...Color Me Wow! This beautifully 2+Den/2 Full Bath remodeled first-floor condominium in Cypress Trace is truly move-in ready. Inside, you’ll find stylish and durable chevron-pattern luxury vinyl plank (LifeProof) flooring throughout, comfortable underfoot and a modern alternative to tile. The interior has been freshly painted with Sherwin-Williams mold-resistant eggshell paint and enhanced with all-new LED lighting.The kitchen features upgraded countertops, while the bathrooms include updated cabinetry and a fully remodeled primary bath. Custom closets in both bedrooms and the den provide exceptional storage and organization. Major systems have been thoughtfully updated, including a new Trane HVAC system (2024) with a smart thermostat you can control from your phone. Ring security cameras and tamper-resistant sliding door locks add peace of mind. Enjoy true indoor-outdoor living with two distinct spaces: a rear lanai overlooking the lake, where you can relax with peaceful water views and watch the birds, and a spacious front veranda, perfect for morning coffee and connecting with neighbors in this dog-friendly community. Additional highlights include an enclosed one-car garage and location outside of a flood zone. The building is also exempt from Florida’s “3+ story milestone inspection” requirements, helping you avoid costly future assessments. The community itself is beautifully landscaped and meticulously maintained, creating a very lush, resort-style setting. At the Cypress Woods clubhouse, which is currently undergoing a fully funded multi million dollar renovation, you’ll enjoy golf and racquet sport amenities, excellent dining, along with a welcoming “Cheers” style bar where neighbors quickly become friends. A full fitness center and pickle ball court conveniently located next to the clubhouse makes it easy to stay active. Experience low-maintenance, worry-free living in one of the area’s most welcoming and well-kept communities!

2860 Cypress Trace CIR Unit 1813, Naples
$425,000
3 Beds ⋅ 2 Baths ⋅ 226015858 MLS ⋅ Laurel Greens BLDG.
Move right into this beautifully updated, fully furnished first-floor end unit in a bundled golf community. This meticulously maintained first-floor end unit offers 3 bedrooms, 2 baths, and a private 2-car garage. Filled with natural light, this elegant residence showcases a fully renovated kitchen featuring natural-toned granite countertops, a stunning three-dimensional tile backsplash imported from Italy, newer stainless-steel appliances, and custom cabinetry that perfectly blends style and functionality. The spacious primary suite offers dual closets, including a walk-in closet with custom built-in organization. Pride of ownership is evident throughout, with numerous recent upgrades including fresh interior paint, designer lighting and ceiling fans, a new HVAC system, and new washer, dryer, and microwave. Additional features include plantation shutters throughout, custom motorized remote-controlled window treatments on the sliding glass doors, full impact-resistant windows, plank tile flooring throughout the main living areas, and warm bamboo flooring in the bedrooms. Step onto the recently rescreened lanai and enjoy tranquil golf course and lake view. The perfect backdrop for morning coffee or evening relaxation. Located within an intimate gated enclave of just 66 residences, this home includes bundled golf and access to an outstanding array of resort-style amenities. Residents enjoy a championship 18-hole golf course designed by Gordon Lewis, newly updated pickleball, tennis, and bocce courts, a 24-hour fitness center, heated resort-style pool, spa, lap pool, scenic walking trails, and an active social calendar filled with clubs and events. Ideally situated in North Naples, Cypress Woods Golf & Country Club offers convenient access to Gulf beaches, nature preserves, Mercato, and some of Naples' finest shopping, and dining. In addition, the community's exciting golf course renovation and club kitchen expansion are scheduled for completion in January 2027, further enhancing the exceptional lifestyle offered at Cypress Woods. There’s more! All assessments have been covered, and the owners will pay all HOA fees through December 31, 2026.

3495 Laurel Greens LN S Unit 101, Naples
$848,000
3 Beds ⋅ 2 Baths ⋅ 226013407 MLS
Price reduced $77000 based upon a certified appraisal dated 4/27/2026. Sophisticated, warm contemporary 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 stainless appliances). A new roof and exterior paint in 2022. Upgrades include and an air conditioned garage, speckled epoxy garage floor, 11 inch porcelain plank floors, home audio system, outdoor stone kitchen has a Kegco draft tap, refrigerator and grill. New sod and professional landscaping. Southern exposure from the den and the kitchen. Professional photography by SW RE Photography Emily Farrr, Owner. Exceptional light and privacy form all exposures. Cypress Woods: Five-star resort living, a remodeled clubhouse, 2025 pickleball courts (8) and Bocce courts (3). This bundled golf country club has an affordable capital contribution of $10000. with a brand new golf course underway in 2026 and a kitchen expansion, with no member assessment for the golf course. This Bundled Golf Community is known for the friendly community it is. You do not want to miss seeing this wonderful home that has so many upgrades!

3599 Grand Cypress DR, Naples
$359,000
2 Beds ⋅ 2 Baths ⋅ 226012352 MLS ⋅ Cypress Trace BLDG.
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 course, offering tranquil views and the perfect backdrop for morning coffee. Located within the gated community of Cypress Woods Golf & Country Club, residents enjoy a bundled golf membership along with resort-style amenities including a golf course, clubhouse with dining, swimming pool, fitness center, tennis courts, pickelball courts and an active social calendar. Whether you’re looking for a seasonal getaway or full-time Florida home, this property offers the perfect opportunity to enjoy the Southwest Florida lifestyle in a golf community.

2880 Cypress Trace CIR Unit 202, Naples
$279,900
2 Beds ⋅ 2 Baths ⋅ 226011516 MLS ⋅ Cypress Trace BLDG.
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 walk through the front screen door, you will notice that it is freshly painted throughout. This retreat has detailed wainscoting in the great room, and please notice the gorgeous tile on diagonal with the grout just refreshed. Spotless!!! The kitchen boasts all Samsung appliances, and they are all new or newer. The breakfast bar is equipped with stools for entertaining, and the eat in kitchen has a wonderful round table that seats 4. All ready for entertaining! The Master bedroom and bath has been totally remodeled with new double sinks, new faucets, new cabinets and tile in the shower, new flooring and shower door. Splendid!! The Master bedroom has room darkening shades that ensure privacy and serene comfort. The second bedroom and bath are equally wonderful with all of the components replaced and upgraded. All new handles on every door, new carpet in the bedrooms, Maytag washer and dryer in pleasing grey tones, and to complete this picture, NEW A/C PUT IN JUST LAST WEEK!!! Please, don’t walk, run for this gem. It is sure not to last long!!!!!!!

2740 Cypress Trace CIR Unit 2717, Naples
$350,000
2 Beds ⋅ 2 Baths ⋅ 226000279 MLS ⋅ Cypress Trace BLDG.
Enjoy easy Florida living in this 2-bedroom + den, 2-bath residence in the highly desirable Cypress Woods Golf & Country Club. This light-filled home features an open-concept floor plan, tile flooring in the main living areas, and a seamless flow from kitchen to dining and living spaces. The kitchen offers granite countertops, rich wood cabinetry, stainless appliances, and a breakfast bar, plus a cozy breakfast nook with peaceful water and golf course views. The primary suite provides a relaxing retreat with an ensuite bath and ample closet space, while the split-bedroom layout ensures privacy for guests. A versatile den is ideal for a home office or additional living space. Relax on the screened lanai overlooking tranquil water and manicured fairways. Additional highlights include a private garage, in-unit laundry, and well-maintained interiors. This unit is being sold turnkey with it's tasteful furniture included -- bring your golf clubs & a toothbrush and you can move right in! Located in Cypress Woods, a bundled golf community, residents enjoy full golf privileges, clubhouse dining, resort-style pool, fitness center, tennis, pickleball, and an active social calendar—all included. Conveniently close to Naples beaches, shopping, dining, and I-75.

2770 Cypress Trace CIR Unit 2425, Naples
$369,900
2 Beds ⋅ 2 Baths ⋅ 224094779 MLS ⋅ Cypress Trace BLDG.
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 areas. In the kitchen, you'll have views of both the veranda & lanai, plenty of pantry and countertop space, and a new stainless steel refrigerator. The master bedroom provides convenient access to the lanai and ensuite bathroom. The den includes a sofa bed and handy hideaway desk. There are new ceiling fans and the garage mechanism is new w/4 year warranty. In-residence laundry room. Cypress Woods is located in a highly desirable area of Naples and offers a private, but casually comfortable vibrant lifestyle. Full golf privileges and full amenities are included in home ownership. At the newly remodeled clubhouse dine in the main dining room or on the Terrace Patio with views of the 18th hole. Challenge yourself with Gordan Lewis 18-hole golf course featuring mature character with large cypress, oak, and pines with wetland/nature views. The pickleball program features all levels of instruction on the eight courts with lighting. Relax at the subdivision pool, or get food/beverage service poolside at the clubhouse resort style pool, lap pool, and hot tub. The community also provides tennis, a fitness center, bocce court, walking trails, and many social & game clubs. You'll be close to shops, restaurants, entertainment, and just minutes from dipping your toes in the nearby white sandy Gulf of America beaches. Be sure to review the walkthrough of the home and schedule your private showing today!

2860 Cypress Trace CIR Unit 1825, Naples
Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.