Olde Cypress Homes for Sale in Naples, Florida

OLDE CYPRESS
Homes For SaleEstates • Homes • Villas

OLDE CYPRESS
Map SearchGolf • Lake • Preserve

OLDE CYPRESS
Market ReportListings • Pending • Sales

Olde Cypress is a private gated North Naples golf community with custom estates, detached luxury homes and villa-style residences arranged around a P.B. Dye-designed championship course, lakes, preserves and mature landscaping. Its nine residential neighborhoods should be valued separately rather than from one broad community average.

Olde Cypress valuation sequence: neighborhood → property type → living area and floor plan → construction generation → homesite → golf/lake/preserve position → rear exposure → pool and outdoor living → garage → roof and major systems → renovation → association responsibilities → Club obligations → relevant sales.

Explore All 9 Olde Cypress Neighborhoods

Biscayne PlaceOlde Cypress Neighborhood

Da Vinci EstatesOlde Cypress Neighborhood

Egret CoveOlde Cypress Neighborhood

LantanaOlde Cypress Neighborhood

Santa RosaOlde Cypress Neighborhood

Santorini VillasOlde Cypress Neighborhood

Strada BellaOlde Cypress Neighborhood

TerramarOlde Cypress Neighborhood

Wild OrchidOlde Cypress Neighborhood

Olde Cypress Real Estate by Home Type

Custom EstatesDa Vinci Estates, Wild Orchid and Biscayne Place provide the larger custom and executive-home segment.

Detached Luxury HomesLantana, Santa Rosa, Strada Bella and Terramar offer distinct single-family markets across different construction generations.

Villa-Style HomesEgret Cove and Santorini Villas provide more manageable alternatives while remaining inside the private-club environment.

Permanent ViewsGolf, lake, water-to-golf, preserve and landscaped settings should be evaluated property by property.

P.B. Dye Golf & Membership

The Club at Olde Cypress is a private, non-equity club centered on an 18-hole P.B. Dye championship course. Current Club information states that Social Membership is mandatory for community residents who do not hold a higher category, while Full Golf and Associate Golf are separate options. Membership availability, joining requirements, dues, cart programs and privileges should be verified directly with the Club.

Buying and Selling in Olde Cypress

Compare permanent features first: neighborhood, property type, homesite, golf or lake position, rear exposure and garage. Then analyze pool environment, roof, storm protection, HVAC, generator, renovations and association responsibilities. Sellers should position the property within its exact competitive segment rather than relying on a blended Olde Cypress average.

Explore Olde Cypress With Schulz Realty

Schulz Realty helps buyers and sellers compare all nine neighborhoods by housing type, construction generation, golf and lake orientation, pool, garage, major systems, Club structure and relevant comparable sales.

Contact Schulz Realty for Listings & Private Tours

Inventory, association fees, maintenance responsibilities, insurance, Club membership categories, availability, joining requirements, dues, rental rules and individual property features may change. Verify material information for the specific property through current documents and appropriate qualified professionals.

Olde Cypress Naples Golf Resort Homes for Sale

$3,390,000

4 Beds ⋅ 4.5 Baths ⋅ 226015132 MLS ⋅ ACTIVE Status ⋅ 15,246 Sqft. Lot ⋅ 0.35 Acres

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS, FULL EXTERIOR PAINT, AND HVAC. Designed for both luxury living and entertaining, the home features a chef’s kitchen with a Viking gas range, Bosch dishwasher and Fisher & Paykel double oven. Expansive pocketing sliding glass doors seamlessly retract into the walls, creating a complete indoor-outdoor living experience that leads to the HEATED POOL and GROTTO SPA. The main floor features a full East-Wing primary suite that has a cocktail/coffee bar, double vanities, free-standing bathtub, private shower room, oversized walk-in closet, and a sitting room that leads to a PRIVATE GARAGE ENTRY. The main floor also features an office, 2 living rooms, formal dining, laundry room, half bathroom, gourmet kitchen and 2 bedrooms with a jack & jill bathroom. The second-floor entertainment level has a MOVIE THEATER AND BILLIARDS ROOM with a half bath. The seperate guest house or in-law suite is 1 bed/1 bath with a wet bar and has beautiful lake views with sliding doors leading to the pool area. Located in a premier North Naples golf community with a P.B. Dye championship course, FULL and ASSOCIATE GOLF MEMBERSHIPS AVAILABLE, and a newly completed $17M CLUBHOUSE TRANSFORMATION (NO ASSESSMENTS & NO FOOD/BEVERAGE MIN).

3027 Mona Lisa BLVD, Naples

$1,850,000

4 Beds ⋅ 3.5 Baths ⋅ 226038052 MLS ⋅ ACTIVE Status ⋅ 10,019 Sqft. Lot ⋅ 0.23 Acres

One or more photo(s) has been virtually staged, AI generated or rendered. Experience refined luxury living in the prestigious Olde Cypress community. This beautifully appointed Jasmine II residence offers four bedrooms, three-and-a-half baths, and an elegant floor plan designed for effortless entertaining and indoor-outdoor living spread over 2,867 square feet. The gourmet kitchen features quartz countertops, Carrara marble backsplash, premium Monogram appliances, a five-burner gas cooktop, and rich espresso cabinetry. The sophisticated primary suite boasts hardwood flooring, dual walk-in closets, private lanai access, and a spa-inspired bath with soaking tub and walk-in shower. Two additional guest bedrooms feature hardwood flooring and a connecting bath. Outdoors, a private resort-style retreat awaits with a gas-heated saltwater pool, raised spa, and fully equipped summer kitchen with Alfresco grill. Additional highlights include impact-resistant glass, plantation shutters, Sonos sound system, whole-house Kinetico water filtration, underground propane tank, and a three-car garage. Enjoy the newly renovated & exceptional lifestyle of The Club at Olde Cypress, featuring a P.B. Dye-designed championship golf course, dining, fitness center, resort-style pool, tennis, and pickleball. A remarkable opportunity to embrace luxury Naples living. One or more photo(s) has been virtually staged, AI generated or rendered.

7493 Lantana CIR, Naples

$1,825,000

3 Beds ⋅ 3 Baths ⋅ 226019476 MLS ⋅ ACTIVE Status ⋅ 9,583 Sqft. Lot ⋅ 0.22 Acres

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

$1,669,900

3 Beds ⋅ 3 Baths ⋅ 226031879 MLS ⋅ ACTIVE Status ⋅ 11,326 Sqft. Lot ⋅ 0.26 Acres

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

$995,000

3 Beds ⋅ 2 Baths ⋅ 226037647 MLS ⋅ ACTIVE Status ⋅ 7,841 Sqft. Lot ⋅ 0.18 Acres

Discover the art of exceptional living in Olde Cypress! As one of North Naples most-sought after communities, Olde Cypress offers brilliantly remastered Clubhouse with casual and fine dining, championship golf, tennis and pickle ball, bocce courts, pool, fitness center, a vibrant social calendar and a wonderful sense of community, where you instantly belong. Just beyond the community, the very best of Naples living awaits, with world-famous beaches, water sports and boating, nature trails, upscale shopping and dining, art galleries and so much more. Within the community, tucked away amid lush tropical greenery on a peaceful, private lot, this tastefully REFRESHED, move-in ready STOCK Development residence delivers a lifestyle that defines relaxed luxury and offers a perfect balance for indoor/outdoor living. With 3 bedrooms, 2 bathrooms and an oversized 2-car garage, the home also features the following UPGRADES: custom cabinetry, high-end CAFE appliances, exquisite CASHMERE TAJ MAHAL quartzite counter-tops in kitchen and bathrooms, soft color palette, DESIGNER lighting and mirrors, elegant tile flooring and crown molding in living areas, accent wall, hardwood floors in all bedrooms, vaulted ceilings, plantation shutters, hurricane IMPACT glass sliders, windows and doors, and a KOHLER GENERATOR for your peace of mind. As you step outside, a recently REFRESHED, screened-in patio with sparkling HEATED POOL and SPA is a natural extension of the home and an invitation to slow down. A peaceful Naples retreat to call your own. An exceptional lifestyle just outside your door. Welcome home.

7319 Lantana CIR, Naples

$749,900

3 Beds ⋅ 2 Baths ⋅ 226024092 MLS ⋅ ACTIVE Status ⋅ 21,780 Sqft. Lot ⋅ 0.5 Acres

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

$685,000

3 Beds ⋅ 2 Baths ⋅ 226026165 MLS ⋅ ACTIVE Status

FULL GOLF MEMBERSHIPS AVAILABLE. This spectacular FRONT ENTRANCE 3BR/2BA POOL VILLA features an open great room with tray ceilings and sliding glass doors to the lanai. The kitchen offers extended cabinetry, granite counters, stainless appliances, tile backsplash, and a seamless corner window. The primary suite includes tray ceilings, wood flooring, plantation-shuttered sliders, his-and-her walk-in closets, separate vanities, a soaking tub, and walk-in shower. No carpet throughout, plus a private pool. Olde Cypress is a low-density gated community of 550 single-family homes in North Naples. The Social Membership includes clubhouse dining, tennis, pickleball, pool, and fitness—with the option to upgrade to Golf on the prestigious P.B. Dye 18-hole course. A new clubhouse renovation is underway. Located just off I-75, minutes from the airport, beaches, dining, and shopping.

3123 Santorini CT, Naples

$630,000

2 Beds ⋅ 2 Baths ⋅ 225081090 MLS ⋅ ACTIVE Status ⋅ 7,035 Sqft. Lot ⋅ 0.1615 Acres

FRESHLY UPDATED & READY TO IMPRESS. Welcome to 3134 Santorini Ct, a beautifully refreshed 2-bedroom + den, 2-bath villa with a private screened pool in the gated Santorini enclave of Olde Cypress. Recently transformed with High-End LVP Flooring throughout and a complete interior repaint in Sherwin-Williams Greek Villa, this home now offers the fresh, light and sophisticated feel today’s Naples buyers are looking for. Step inside and the difference is immediate. The new flooring flows seamlessly throughout the home, while the warm, soft-white interior complements soaring ceilings, architectural details and an open-concept floor plan filled with natural light. The spacious great room opens directly to the screened lanai and pool, creating effortless indoor-outdoor living with a peaceful green backdrop. At the heart of the home, the kitchen features abundant cabinetry, generous counter space, stainless steel appliances and breakfast seating while remaining open to the main living areas—ideal for both everyday living and entertaining. The private primary suite offers direct lanai access, a spacious walk-in closet and ensuite bath with dual sinks and a walk-in shower. A separate guest bedroom provides privacy for visitors, while the spacious den with closet, custom built-ins and plantation shutters offers exceptional flexibility as a home office, media room or additional guest space. Outside, the private screened pool and lanai create your own Florida retreat. Enjoy morning coffee, an afternoon swim or evenings outdoors surrounded by tropical landscaping and tranquil green views. Olde Cypress offers an exceptional North Naples lifestyle with a beautifully appointed clubhouse, fitness center, tennis, pickleball and bocce, along with the P.B. Dye-designed championship golf course with OPTIONAL GOLF MEMBERSHIP. Ideally located with convenient access to shopping, dining, I-75 and Naples’ renowned Gulf beaches, 3134 Santorini Ct combines location, lifestyle and the advantage of major interior updates already completed. New floors. Fresh paint. Private pool. A fresh opportunity in Olde Cypress. Come see the transformation for yourself.

3134 Santorini CT, 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.