Explore Olde Cypress, Naples, FL Homes for Sale Between $1,500,000 to $2,500,000

Homes for Sale in Olde Cypress, Naples, FL Between $1,500,000 to $2,500,000

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Welcome to your dedicated resource for Homes for Sale Between $1,500,000 to $2,500,000 in Olde Cypress, Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Olde Cypress, Naples, FL agent, Broker Brothers specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $1,500,000 to $2,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Olde Cypress, Naples, FL Homes for Sale Between $1,500,000 to $2,500,000

3 Beds ⋅ 3 Baths ⋅ 226031879 MLS ⋅ Olde Cypress BLDG.

Comfort and craftsmanship await you in this North Naples' distinguished, low-density community of Olde Cypress. Offering 3,255 square feet of beautifully curated living space, this custom residence features 4 bedrooms, 3 full bathrooms, a 3-car garage, and a newer roof. The updated gourmet eat-in kitchen boasts an oversized quartz counter-height island, top-tier finishes, and newer appliances. Designed for effortless indoor-outdoor living, the expansive open great room and dining spaces showcase volume ceilings, detailed crown molding, upgraded solid-core doors, transoms, and pocketing sliding glass doors that flood the interior with natural light. The primary suite offers a tastefully redesigned bath, while a separate dedicated guest cabana provides total privacy for visitors, in-laws, or a remote workspace. Step outside to a massive screened tropical courtyard featuring a propane-heated pool and spillover spa. Nestled on 540+ acres of natural preserve with just 550 homes, residents enjoy a newly renovated clubhouse with dining options (no food/beverage minimums or assessments), a PB Dye championship golf course (optional golf membership), Har-Tru tennis, pickleball, bocce, a putting green, driving range, and a state-of-the-art fitness center. Mandatory social membership applies.

3137 Terramar Dr, Naples

4 Beds ⋅ 4 Baths ⋅ 226031255 MLS ⋅ Olde Cypress BLDG.

Experience refined Naples living at 7491 Treeline Dr, an impressive 4-bedroom-plus-den residence with 4 full bathrooms and 3,350 square feet of beautifully designed living space. Set within the Olde Cypress community, this home offers a thoughtful blend of elegant finishes, warm architectural details, and inviting indoor-outdoor living. The interior is rich with custom detail. Crown moldings throughout the home add a timeless, finished look, while tray ceilings bring dimension and visual interest to the main living areas and bedrooms. The great room makes a memorable statement with a cedar wood ceiling that adds warmth, texture, and a sense of craftsmanship. This central living space is designed to feel open, comfortable, and elevated, with details that draw the eye without feeling overdone.The outdoor living area continues the same level of care and style. The patio features a cedar wood ceiling, creating a seamless connection between interior and exterior spaces. A summer kitchen with a wet bar and refrigerator makes outdoor entertaining feel effortless. The infinity-edge pool creates a beautiful resort-style focal point, while the trellis adds architectural beauty and a graceful finish to the space. The floor plan offers 4 bedrooms, a den, and 4 full bathrooms, giving the home both comfort and flexibility. Each room has its own sense of purpose, and each bathroom reflects the attention to detail found throughout the property. This is a home that cannot be fully captured in words alone. You have to see it in person to appreciate the beauty, finish work, and thoughtful design that went into each and every room and bathroom. Olde Cypress offers an exceptional collection of amenities, including a clubhouse, business center, community pool, community room, spa/hot tub, exercise room, attended fitness center, golf course, internet access, pickleball, private membership options, putting green, restaurant, sauna, sidewalks, streetlights, and tennis courts. From the cedar ceiling details to the infinity-edge pool and beautifully finished interiors, 7491 Treeline Dr offers a polished Naples lifestyle with comfort, style, and standout design.

7491 Treeline Dr, Naples

3 Beds ⋅ 3 Baths ⋅ 226019476 MLS ⋅ Olde Cypress BLDG.

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

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