Cypress Woods, Naples, FL Real Estate Search

Cypress Woods, Naples, FL Homes with a Pool for Sale

Located in the serene neighborhood of Cypress Woods in Naples, FL, real estate offerings include a variety of beautiful homes with pools, perfect for both relaxation and entertainment. This desirable community is known for its lush landscapes, access to golf courses, and proximity to local amenities, making it an ideal choice for families, retirees, and anyone looking to enjoy the Florida lifestyle. Homes in this area often boast open floor plans, modern finishes, and spacious outdoor areas, allowing residents to fully embrace the sunny weather by taking advantage of private poolside retreats. Whether you're seeking a vacation home or a permanent residence, Cypress Woods presents an appealing selection of properties that combine comfort and luxury, ideally situated in one of Florida's most sought-after locations.

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Newest Cypress Woods, Naples, FL Homes with a Pool 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
$2,999,995
5 Beds ⋅ 3.5 Baths ⋅ 226021919 MLS
An exceptional, newly constructed custom residence, never before occupied, offering a rare blend of luxury, privacy, and sophisticated coastal living in the heart of Naples, Florida. Designed with an open-concept floor plan and soaring ceilings, this extraordinary home features five true bedrooms, or alternatively four bedrooms plus a private office, along with 3.5 beautifully appointed bathrooms. The seamless flow between the living, dining, and entertaining spaces creates an inviting atmosphere ideal for both everyday living and hosting guests. The gourmet chef's kitchen is equipped with top-of-the-line integrated appliances discreetly concealed behind custom cabinetry, creating a sleek and elegant aesthetic throughout the main living areas. Rich French oak engineered wood flooring extends throughout the home, while the bathrooms and wet areas showcase custom high-end tile finishes. Step outside to your private resort-style courtyard retreat, where a sparkling swimming pool and spa await, complete with LED lighting, therapeutic jets, and a temperature-controlled heating system. The highly sought-after southern exposure provides abundant natural sunlight throughout the day, enhancing the outdoor living experience year-round. Additional premium features include hurricane-impact windows and doors, a spacious walk-in pantry, and an oversized three-car garage with durable non-slip epoxy flooring. Every detail of this residence has been thoughtfully curated to create a warm, earthy, spa-inspired ambiance that exudes comfort and refinement. Perfectly positioned in one of Naples' most desirable locations, this one-of-a-kind property is within walking, biking, or golf-cart distance to the area's world-famous white sand beaches, upscale shopping, fine dining, entertainment, and other premier destinations. A truly rare opportunity to own a brand-new luxury residence in one of Southwest Florida's most desired locations.

1364 Cypress Woods DR, 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
$750,000
3 Beds ⋅ 2 Baths ⋅ 226012614 MLS
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 include a new washer/dryer, outdoor kitchen with electric cooktop, new pool pump, and a 2022 roof. Positioned with a esirable western exposure and gorgeous sunsets overlooking the 3rd tee, the home’s outdoor living is equally compelling, featuring a heated pool and spa designed for a seamless connection between indoor and outdoor spaces. Beautiful outdoor kitchen with grill, cooktop, beverage fridge, everything you need for entertaining. Cypress Woods Golf & Country Club is a bundled golf community centered around an 18 hole Gordon Lewis designed championship course, complemented by tennis, 8 newer pickleball courts, bocce, a resort style community pool and spa, fitness center, and an active, member focused lifestyle, all within a prime North Naples location.

3603 Grand Cypress DR, Naples
$3,295,000
4 Beds ⋅ 4.5 Baths ⋅ 226008015 MLS
This coastal contemporary located exactly 1 mile to the beach in Naples. This 4 bedroom + den, 4.5 bath luxury residence offers 3,300 square feet under air and is positioned for both full-time living and effortless seasonal use. Bike to the beach, walk or ride to organic markets and breakfast cafés, and reach downtown Naples in approximately 7 minutes. Close to medical facilities, shopping, dining, and everyday conveniences while privately situated on a quiet street. Designed with elevated specifications throughout, this home prioritizes performance, efficiency, and long-term durability. The gourmet kitchen is fully equipped with a premium appliance package including a Wolf range, Sub-Zero refrigerator/freezer, dual Cove dishwashers, Sub-Zero wine and beverage refrigerator, Miele built-in coffee system, and a Zip integrated carbonated, chilled, and instant hot water dispenser. Energy-efficient construction includes: • High R-value spray foam insulated attic • Rigid foam insulation within concrete block walls • Energy Star appliances • High SEER HVAC systems • Variable speed pool pumps • LED lighting throughout • Impact-rated hurricane windows and doors • Propane for pool heating, domestic hot water, and cooking Ceiling heights are 12 feet or higher throughout, with dramatic 16-foot ceilings in the foyer and den. The great room features real white oak ceiling beams, integrated lighting detail, wet bar with dual drawer wine and beverage refrigeration, and pocketing impact-rated sliding doors for seamless indoor-outdoor flow. The lanai is finished with 1.25-inch marble decking, built-in BBQ and sink area, fire pit, and an outstanding pool with glass tile, sun shelf, spa, high BTU gas heater, and auto-fill/auto-leveling system. Garages offer rare 14 and 16-foot ceiling heights and can accommodate lifts for up to six vehicles plus a golf cart. Insulated block construction, spray foam roofing, and epoxy floors help maintain cooler temperatures. Smart home automation includes 360-degree security cameras, integrated speaker system with streaming capability throughout the home, garages and lanai, CAT-6 wiring and coaxial in every room, and multiple wireless access points. Engineered hardwood flooring runs seamlessly throughout with zero transitions into tiled bath areas. The primary suite features a tray ceiling with custom lighting detail, generous walk-in closets, and quality stone and vanity finishes. Professionally landscaped grounds include mature palms, landscape lighting, artificial turf and shell hardscape for minimal maintenance, fencing, and privacy plantings. A 500-gallon propane tank services pool heat, Wolf range, BBQ area, and hot water systems. A rare combination of proximity to the beach, new construction quality, energy efficiency, oversized garages, and thoughtful upgrades throughout.

1159 Cypress Woods DR, Naples
$2,700,000
4 Beds ⋅ 4.5 Baths ⋅ 225076400 MLS
This exceptional new construction home is located in one of the best areas with no flood concerns. Designed with an open-concept layout and soaring ceilings, this residence features 4 bedrooms plus a dedicated office, 4 full bathrooms, and an inviting outdoor oasis complete with a pool and spa. The gourmet kitchen showcases quartz countertops, sleek modern cabinetry, a spacious center island, double oven, and a beverage cooler—perfect for entertaining. The expansive primary suite includes dramatic 90-degree sliders that open directly to the pool area. The luxurious en-suite bathroom features a freestanding tub, oversized shower, dual vanities, and two walk-in closets. One of the front bedrooms offers direct access to a charming front porch terrace, providing a private outdoor retreat. Additional highlights include impact-resistant windows, tile roof, 3-car garage, abundant natural light, and Lutron dimmer switches throughout the home for customizable lighting and ambiance.

1317 Cypress Woods DR, Naples
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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.