Olde Cypress Homes with Sidewalk Amenities

Welcome to Olde Cypress, a charming neighborhood nestled in the heart of Naples, FL. Located in Collier County, Olde Cypress is a sought-after community known for its beautiful homes and fantastic amenities.

One of the standout features of Olde Cypress is its homes with sidewalk amenities. Perfect for those who enjoy a leisurely stroll or a morning jog, these sidewalks offer a safe and convenient way to explore the neighborhood and connect with neighbors. Imagine taking a sunset walk with your loved ones or enjoying a morning run surrounded by lush greenery – all right outside your doorstep.

Beyond the homes with sidewalk amenities, Olde Cypress boasts a vibrant community atmosphere and a convenient location. Residents can enjoy easy access to shopping, dining, entertainment, and top-rated schools. Whether you're looking for a peaceful retreat or a place to raise a family, Olde Cypress has something for everyone.

With its picturesque surroundings and welcoming vibe, Olde Cypress is more than just a neighborhood – it's a place to call home. Come experience the beauty and charm of Olde Cypress and discover why so many people are proud to be a part of this thriving community.

Newest Olde Cypress Homes with Sidewalk Amenities

$749,900

3 Beds ⋅ 2 Baths ⋅ 226024092 MLS

This charming 3Br/2Ba detached villa offers the perfect blend of comfort and privacy situated on a private corner lot. This home features a spacious open-concept living and dining area. A bright kitchen with Raised panel Cherry cabinets, ample storage, offers granite countertops, tile backsplash, kitchen island w/ cook-top, wall oven & microwave, and breakfast bar. Great room features plantation shutters, tray ceiling w/ recessed lighting and French doors to the lanai pool area. The master bedroom offers a private door to a side patio, his & her walk-in closets, tray ceiling, walk-in shower, dual sinks and ladies seated vanity. Other features: Additional Guest room and second full bath with tub and shower. Neutral tile flooring and wood floors throughout main living area, private pool w/ privacy wall, expansive yard, volume ceilings, & recessed lighting. Olde Cypress is a low-density gated community with 550 single family homes, located in North Naples, the Social Membership allows residents to use the clubhouse facilities which include club activities, fine & casual dining, tennis, pickleball, swimming pool, fitness and meeting rooms. Residences of the community may enhance their privileges by upgrading to a Golf Membership on the prestigious P.B Dye 18-hole designed course. New renovated Clubhouse brings Olde Cypress to a class of it own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.

3155 Santorini CT, Naples

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 226019476 MLS

Set against a picturesque golf course and lake backdrop with no homes in sight, this beautifully upgraded residence offers refined living in the sought-after community of Olde Cypress. Spanning approximately 2,800 square feet, the home features three bedrooms, a private study, and three full baths, thoughtfully designed for both everyday comfort and effortless entertaining. A grand interior unfolds with soaring 12- to 14-foot ceilings, expansive 9-foot sliders, and solid core 8-foot doors. Recent enhancements elevate the home with a new hurricane-rated front door, designer lighting and fixtures, architectural wood beam accents, luxury wood-look LVP flooring throughout the main living areas, and upgraded carpeting in the bedrooms. Crown molding and plantation shutters add timeless elegance, while a restored gas fireplace creates a warm focal point. The redesigned chef’s kitchen is a standout, featuring a brand-new LG stainless steel appliance package, double ovens with convection cooking, and a gas cooktop powered by a 250-gallon tank that also services the fireplace. Quartz countertops, custom cabinetry, a marble backsplash, and an oversized stainless-steel sink complete the space, while a large island with bar seating for four makes it ideal for gathering. The kitchen flows seamlessly into the family room, enhancing functionality and connection. The spacious primary suite offers tranquil golf course views, dual walk-in closets, and a well-appointed bath. All bathrooms have been tastefully updated with renovated vanities, granite countertops, and new fixtures for a clean, modern finish. Outdoor living is equally impressive, featuring a deep covered lanai with soaring ceilings alongside a sun-filled travertine pool deck. The pool has been fully upgraded with a new pebble finish, updated waterline tile, LED lighting, and brand-new equipment including pumps and a heater. A picture-frame enclosure has been re-screened and painted to maximize the stunning views. Additional upgrades include fresh exterior paint, sealed pavers, and refreshed landscaping. A newer roof (2021) and oversized garage with a dedicated golf cart bay add convenience. Located within Olde Cypress, residents enjoy a vibrant and active lifestyle with a mandatory social membership that provides access to a full suite of amenities. The community features a dynamic year-round social calendar, formal and informal dining with no food and beverage minimums, and exceptional recreational offerings including tennis, pickleball, bocce, a lap pool, and a state-of-the-art fitness center. Championship golf by P.B. Dye is optional, with both full and associate memberships available, offering flexibility to suit a variety of lifestyles. This premier North Naples community delivers the perfect balance of luxury, leisure, and convenience.

3105 Terramar DR, Naples

$1,630,000

4 Beds ⋅ 2.5 Baths ⋅ 226003848 MLS

Welcome to effortless Florida living in the prestigious Olde Cypress community, home to a celebrated P.B.Dye–designed golf course. This beautifully appointed fully turnkey Ruffino II residence allows you to simply arrive, unwind, and begin enjoying the lifestyle you’ve been waiting for—just bring your suitcase. Designed with both elegance and peace of mind, the light-filled interior features custom crown molding, plantation shutters throughout, and hurricane impact windows and doors, providing comfort, security, and energy efficiency year-round. The open-concept living space flows seamlessly into a stylish kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry—ideal for entertaining or relaxed evenings at home. A private den offers flexible space for work or leisure, while the inviting bedrooms serve as peaceful retreats. The home also includes a spacious 3-car garage equipped with a storage lift, offering exceptional functionality for vehicles, bikes, golf gear, and seasonal storage. Step outside to your private outdoor oasis. The oversized lanai is thoughtfully designed for year-round enjoyment and features an upgraded Super Screen enclosure, allowing expansive views and refreshing breezes while keeping comfort top of mind. Complete with an outdoor kitchen, sparkling pool and spa, upgraded lighting, and a calming water feature, this space is perfect for morning coffee, afternoon relaxation, or sunset gatherings. Olde Cypress offers a vibrant social lifestyle with a mandatory social membership and optional golf memberships. Golf carts are welcome throughout the community, making it easy to cruise to the clubhouse, meet neighbors, or enjoy the laid-back Florida lifestyle. Conveniently located just minutes from I-75 and within 30 minutes of RSW, this home offers the ideal blend of accessibility and escape. Relaxed. Refined. Secure. Ready for you.

7352 Lantana WAY, 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.