Olde Cypress
The community of Olde Cypress is situated in Naples. Superbly located for access to all of the Naples region amenities and advantages available.
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2934 Florentine Naples
$16,000
Single Family Residence
This beautifully furnished turnkey rental is ready to welcome you! Featuring 4 bedrooms, a den, and 6 full bathrooms, this home offers plenty of space and comfort. The owner’s suite is conveniently located on the…
7352 Lantana Naples
$19,900
Single Family Residence
Turnkey Ruffino II model. This 3BR 2.5BA plus Den Lakefront Southern Exposure Pool home has it all. Spacious floor plan with high end fixtures accent the custom designed ceilings with dramatic double crown molding encased…
3124 Strada Bella Naples
$13,500
Single Family Residence
What an impressive estate on a picturesque golf course available as your Naples winter home away from home! Located on a private, peaceful cul de sac in Strada Bella subdivision, this beautiful retreat welcomes with…
2743 Olde Cypress Naples
$2,150,000
Single Family Residence
Seller says bring all reasonable offers! Exceptional quality and detail in this estate home * Empire Veranda model. Formal dining room * living room with a beautiful view of P.B. Dye course *spacious family room…
2874 Lone Pine Naples
$1,150,000
Single Family Residence
Welcome to 2874 LONE PINE LN, a beautifully upgraded and meticulously maintained home that offers the perfect blend of luxury, comfort, and functionality. Situated in a serene lot, backing into the preserve, where the wildlife…
2878 Lone Pine Naples
$890,000
Single Family Residence
Enjoy the casual life living in this well-maintained SF home located on a terrific lot in the Lone Pine neighborhood. Seller invested $22K for a NEW Generac whole house generator installed Dec 2023, also a…
7432 Treeline Naples
$1,850,000
Single Family Residence
Stunning sought after Southern Exposure Custom Built Home with many unique features and captivating vistas from the entrance through to the pool, lake and 11th fairway. New roof (7years), Special inviting see-through double…
7347 Lantana Naples
$895,000
Single Family Residence
San Remo III floor plan with upgraded at build sliders and windows. Western exposure home with three bedrooms and two full bath home and two car garage. Lightly lived in. Great space on right yard.…
7336 Lantana Naples
$1,555,000
Single Family Residence
NOW OFFERED TURNKEY--This exceptional offering on an OVERSIZED corner Lot and newer home (2015 build) in Lantana at Olde Cypress has been upgraded and updated for the most discerning buyer looking to enjoy all that…
3027 Mona Lisa Naples
$3,495,000
Single Family Residence
This exquisite estate in Da Vinci Estates at Olde Cypress boasts a new roof and gutters, a fabulous and rare FIVE CAR garage (set up as 3 and 2 on the courtyard), and ample space…
7398 Monteverde Naples
$2,025,000
Single Family Residence
Experience one of the finest views in Olde Cypress with this exceptional 3,000 sq. ft. pool home. Offering 4 bedrooms, 4 1/2 baths, and a private casita for guests, this property provides an unrivaled setting…
3155 Santorini Naples
$950,000
Single Family Residence
IMMEDIATE GOLF MEMBERSHIP AVAILABLE! Exquisite Detached Villa in Prestigious Olde Cypress. Discover the epitome of luxury living in this one-of-a-kind detached villa nestled in the highly coveted Santorini Villas of Olde Cypress. Perfectly situated on…
2862 Lone Pine Naples
$1,150,000
Single Family Residence
Welcome to 2862 Lone Pine Lane, an exquisite residence in Olde Cypress. Set within a gated neighborhood with 24-hour staffed guard gate, this home offers exclusivity, peace of mind and effortless luxury. This beautiful completely…
7935 Preserve Naples
$1,925
Low Rise (1-3)
No stairs or elevators needed — just walk right into your spacious, open-concept home that’s perfect for everyday living and entertaining. This well-maintained unit offers a functional layout with a bright kitchen, spacious living and dining…
7488 Treeline Naples
$1,599,000
Single Family Residence
IMMEDIATE GOLF MEMBERSHIP AVAILABLE! This meticulously maintained home offers the perfect blend of luxury, comfort, and functionality. This home offers an expansive yard and an exclusive screened in pool with beautiful summer kitchen, creating a…
2944 Mona Lisa Naples
$1,775,000
Single Family Residence
Golf Membership Available Immediately. This large estate home with newly completed upgrades in situated in the exclusive Da Vinci Estates of Olde Cypress. The kitchen is a chef's dream, featuring a large island prep area,…
7247 Lantana Naples
$1,550,000
Single Family Residence
This is an exceptional Stock Development built home in sought after Lantana at Olde Cypress in North Naples. This TURNKEY FURNISHED home boasts breathtaking long lake views and a private setting. The Ruffino II floor…
7469 Lantana Naples
$1,335,000
Single Family Residence
Imagine walking through the front door of your dream Stock-built home at this stunning 3-bedroom and a den/office, 2-bathroom residence thoughtfully sold furnished to make your move seamless. Step inside, and you'll immediately notice the attention…
3095 Santorini Naples
$699,900
Villa Attached
Located in the upscale gated community of Olde Cypress is this special offering. This almost fully furnished Villa in Santorini offers 3 bedrooms, plus a Den/Dining area, a very open and flexible floor plan.…
3076 Strada Bella Naples
$1,775,000
Single Family Residence
FULL GOLF Membership available now, few spots remain. PANORAMIC lake and golf course SOUTHERN exposure VIEWS of the renown Blind Man's PB Dye 3# green. Must see recently refinished (2024) pool and lanai. Picture-window lanai…
7348 Lantana Naples
$1,298,000
Single Family Residence
SOUTHERN lake view with water fountain is yours for the taking at this 3 BEDROOM PLUS DEN (Den has very large closet and could be your fourth bedroom) Stock built home. Great room floor plan…
2995 Mona Lisa Naples
$2,699,000
Single Family Residence
Nothing has been spared in the transition that has taken place in this custom Da Vinci Estates 4 bedroom + Den home. Enter the grand foyer through custom double front doors and into the Living…
7327 Lantana Naples
$1,129,000
Single Family Residence
Welcome to this beautiful home in the Olde Cypress community of Lantana. You will enjoy entertaining in the spacious great room with views of a lush garden. The screened lanai has an…
7529 Lantana Naples
$1,695,000
Single Family Residence
Located in the highly desirable, Lantana at Olde Cypress golf community in North Naples, Florida, this rarely available Orchid II model offers the perfect blend of luxury and functionality. Enjoy access to top-tier amenities, including…
3092 Terramar Naples
$2,075,000
Single Family Residence
GOLF MEMBERSHIP AVAILABLE NOW! Must see this stunning Move-In Ready Home in Olde Cypress – Fully Renovated! Step into timeless elegance with this exquisitely renovated home in Olde Cypress Country Club, featuring luxury upgrades inside and…
2815 Wild Orchid Naples
$2,025,000
Single Family Residence
Discover this exceptional home, offering golf course views and lush landscaping for added privacy. As you step inside, you'll be greeted by a bright and airy open floor plan with stunning views leading to the…
3133 Terramar Naples
$1,220,000
Single Family Residence
FULL GOLF AVAILABLE NOW. EXPANDED CADIZ model home that has larger rooms and large outdoor living with lanai and cage that wraps around the courtyard home to a back lanai with golf course views. WESTERN…
3040 Mona Lisa Naples
$2,395,000
2 Story,Single Family Residence
Discover unparalleled luxury in Da Vinci Estates, an exclusive enclave within Olde Cypress Golf Club in North Naples. This stunning estate has been meticulously updated to offer the perfect blend of elegance and modern comfort,…
7307 Lantana Naples
$1,199,000
Single Family Residence
REMARKABLE Transformation has taken place at this Lantana Tivoli III home in Olde Cypress. While a newer build for the community, the owners have remodeled the home to include an all new kitchen, lanai, primary…
3145 Terramar Naples
$895,000
Ranch,Single Family Residence
Welcome to Olde Cypress Golf Community, a prestigious residential development nestled on the renowned PB DYE Golf Course. This exquisite property boasts a spacious two-bedroom, three-bathroom, plus den residence, complemented by a charming courtyard and…
7379 Lantana Naples
$1,075,000
Single Family Residence
FABULOUS 3/3 PLUS DEN HOME in Lantana of Olde Cypress. WESTERN exposure. Stock Tivoli III model home with all builder upgrades included. Great home for entertaining. Features include a gourmet kitchen, stainless steel appliances, custom…
3094 Santorini Naples
$665,000
Villa Attached
Stunning villa with 2 car garage, Southern exposure on the golf course side of street, newer roof, newer AC, heated pool with fountain feature. You will love this particular villa home for its luxurious…
3123 Santorini Naples
$649,000
Ranch,Villa Attached
Dive into resort-style living at this meticulously maintained three-bedroom, two-bath pool and spa home in the prestigious Olde Cypress golf community. This gem boasts soaring 10-foot ceilings and has been thoughtfully designed. Unwind in the…
7476 Treeline Naples
$1,485,000
Ranch,Single Family Residence
Located in one of Naples' most sought-after private gated golf and tennis communities, this luxurious 2,948-square-foot home offers great living space, privacy and tranquil outdoor space. The floor plan is designed for entertaining with three…
3127 Santorini Naples
$649,900
Ranch,Single Family Residence
Experience the epitome of luxury living in the heart of North Naples with this 3-bedroom, 2-bathroom pool home located in the coveted Santorini Villas within Olde Cypress Golf Community. This home boasts unparalleled privacy, nestled…
3014 Mona Lisa Naples
$2,999,000
Ranch,Single Family Residence
Indulge in this home and step into a realm of sophistication and exclusivity found in DaVinci Estates at Olde Cypress. This meticulously maintained luxurious home by original owner offers the ideal blend of elegance, modern…
2906 Leonardo Naples
$2,249,000
Single Family Residence
Luxurious award-winning Breakwater custom home with stunning, coveted southern exposure lake views in DaVinci at Olde Cypress. You won't see this floor plan elsewhere, a sublime combination of elegance and comfort that discerning buyers will…
2814 Wild Orchid Naples
$2,950,000
Ranch,Single Family Residence
Step into your dream home & discover the allure of this exquisite residence within Olde Cypress community in Naples. Housing four bedrooms, a den, and five bathrooms (including the guest cabana, which was an…
2726 Olde Cypress Naples
$1,595,000
Ranch,Single Family Residence
Nestled within the prestigious confines of the highly sought-after Olde Cypress Golf Community, lies this meticulously maintained single-family home that epitomizes the pinnacle of opulent living with Lake and Golf Course views. Emanating an aura…
2982 Mona Lisa Naples
$2,389,800
Single Family Residence
FULL GOLF MEMBERSHIP is available with this DESIRED Calais floorplan. LAKE VIEW with fountain AND Golf course views with his meticulously cared for home that is being sold by the original owners. Much sought-after four…
2943 Mona Lisa Naples
$2,075,000
Single Family Residence
GOLF MEMBERSHIP Available for you to jump the line at this desirable PB Dye premier golf community of The Club at Olde Cypress. Nestled on a large lot at the end of a quiet cul-de-sac…
7367 Monteverde Naples
$1,329,000
Ranch,Single Family Residence
Lake and Golf Course Views overlooking the 18th Fairway, located in Olde Cypress. Furnished 3+Den (Optional 4th Bdr.) 3 Baths, great room floor plan. Kitchen: Granite counter tops, center island w/ an additional sink,…
2767 Olde Cypress Naples
$1,495,000
Ranch,Single Family Residence
This stunning estate home is located in one of North Naples finest luxury communities. Featuring 3 spacious bedrooms, 3 bathrooms, plus a den or flex space and a 3-car garage with extra storage room with…
3130 Santorini Naples
$780,000
Single Family Residence
Desirable updated Santorini Villa with extended Southern exposure lanai and golf course views. Newer kitchen and bathrooms, FRONT entrance villa. Santorini Villas are deeded as Single Family homes. Newer roof. Larger floor plan with nearly…
7414 Treeline Naples
$1,998,500
Single Family Residence
LONG LAKE and Golf course VIEWS from the expansive lanai gives privacy from golfers and course maintenance crews while giving the home large extending southern exposure from the lanai and home. Three bedroom en suite…
3029 Renaissance Naples
$2,799,000
Ranch,Single Family Residence
This Stunning residence is nestled in the prestigious DaVinci Estates of Olde Cypress. This luxurious home offers a perfect blend of elegance, modern design, and unparalleled craftsmanship. The spacious open floor plan creates a seamless…
2917 Lone Pine Naples
$1,100,000
Single Family Residence
H12094 FULL GOLF MEMBERSHIP now open. Pleasantly updated Arthur Rutenberg home freshly painted inside and out for a coastal ambiance. Offered furnished with decor, including whole house audio video system with integrated cameras and surround…
7383 Lantana Naples
$925,000
Single Family Residence
"Experience Opulent Living in this San Remo Residence in Lantana at Olde Cypress! Explore this meticulously curated and impeccably maintained San Remo Home, featuring high-end fixtures and stunning tile flooring in every detail. The focal…
2722 Olde Cypress Naples
$1,499,999
Ranch,Single Family Residence
BE WELL ADDRESSED ON OLDE CYPRESS DRIVE... ENJOY QUALITY OF LIFE AT THIS MODERNIZED GEM CONVENIENTLY LOCATED AT AN AWARD WINNING GOLF COMMUNITY! BE INSPIRED, ON THE SIGNATURE 16TH HOLE IN YOUR BACKYARD, WHILE RELAXING…
2738 Olde Cypress Naples
$2,150,000
Ranch,Single Family Residence
This 3 BR plus den, 4 BA home with a 3-car garage overlooks both a beautiful lake and the 16th fairway of Olde Cypress. Add to that a view framed by the cascading waters of…
3078 Santorini Naples
$730,000
Ranch,Single Family Residence
H10363A Santorini that has been updated with a newer roof has not come on the market recently, so this is your opportunity. Sought after SOUTHERN exposure with heated pool and spa. Aqualink system. Meticulously…
7304 Lantana Naples
$1,575,000
Single Family Residence
This is the Jamine II home you've been waiting for! Former model by Stock is the perfect floor plan for entertaining and gracious living inside and out. This three plus den that has a full…
2832 Wild Orchid Naples
$1,650,000
2 Story,Single Family Residence
Spacious and gracious well-maintained 5-bedroom + den custom-designed home by Distinctive Builders. Live comfortably on the first level with a lovely master bedroom with sitting area and sunny spa bath. The second & third bedrooms…
7503 Treeline Naples
$1,249,900
Ranch,Single Family Residence
Truly one of the most beautiful homes in Olde Cypress with a view of the 15th fairway through the 2020 panoramic screen. 85' wide lot. Welcoming and updated with 2020 roof, pool cage, interior &…
7296 Lantana Naples
$795,000
Ranch,Single Family Residence
Beautifully Furnished, built by Stock Development, former Model in Olde Cypess! Great room floor plan w/ dry bar and wine cooler. Beautiful kitchen, Kitchen Craft Wood Cabinetry w/crown molding, GE Profile stainless appliances,…
7505 Lantana Naples
$815,000
Ranch,Single Family Residence
Spectacular Olde Cypress home built in 2014. 4-bedroom, office/den, 3.5-bath & a 3-car garage - the Orchid II floor plan. Beautiful private screened lanai. Impact-resistant windows and doors. Travertine tile throughout with wood in the…
2921 Leonardo Naples
$1,395,000
Ranch,Single Family Residence
This upgraded 4 bedroom plus office/den home is move in ready! Kitchen features Bosch built-in appliances (gas stove top, convection double oven, microwave & dishwasher) including a built-in Thermador refrigerator/freezer. Granite countertops w/breakfast counter,…
3210 Santorini Naples
$359,900
Villa Attached
THIS VILLA IS BEING OFFERED WITH A FULL GOLF MEMBERSHIP FOR THE NEW OWNERS. You must take a look at this charming and cared for 2,100 sq. ft. +++ end unit Villa. A…
7296 Lantana Naples
$1,189,000
Ranch,Single Family Residence
Spectacular Turnkey Furnished Montesssa II home built by Stock Development, 3+Den, 2Ba Great Room floor plan. Beautiful kitchen with Kitchen Craft Expresso Wood Cabinetry w/ crown molding, granite counters, stainless appliances, tile backsplash, dinette for…
3114 Terramar Naples
$1,499,900
Ranch,Single Family Residence
IT'S ALL ABOUT THE VIEW! Located in the upscale gated community of Olde Cypress, this spacious property is nestled on a quaint cul-de-sac street and offers picturesque long lake, golf course, and preserve views with…
2947 Mona Lisa Naples
$2,345,000
Ranch,Single Family Residence
H5494 Spectacular home showcasing a sensational golf course and sunset views. You will live within the exclusive Da Vinci estates of Olde Cypress and enjoy a selection of world-class amenities. There are four bedrooms and…
3090 Santorini Naples
$775,000
Villa Attached
V12595Transformed Santorini Villa with newer roof and completely updated kitchen and baths with fabulous and peaceful views and southern exposure in the quietest section of Olde Cypress. This is a rare opportunity to be in…
3022 Mona Lisa Naples
$1,300,000
Ranch,Single Family Residence
Opportunity knocks as this custom pool home is ready to be re-imagined by its next owner or investor. Location is prime: southern exposure, golf course & added privacy with adjacent preserve. 4 bedroom with added…
2995 Mona Lisa Naples
$2,479,000
Ranch,Single Family Residence
Spacious home in Da Vinci Estates located in N. Naples in the gated community of Olde Cypress. Gourmet kitchen, gas Thermador 5 burner cook top, spacious family room w/ pocketing sliding glass doors, separate…
3071 Terramar Naples
$1,435,000
Single Family Residence
H11961Spectacular water and golf course views from this Titan model home with coveted vantage point of watching the action on the PB DYE "Blind Hole" #3 green. Extensive millwork and spacious living is this courtyard…
3015 Mona Lisa Naples
$2,450,000
Ranch,Single Family Residence
Spacious, Pristine, 4+Den, 3 1/2 bath home located in Da Vinci Estates in the North Naples gated community of Olde Cypress. All new interior paint in July (2023), new fans and lighting throughout. …
7351 Lantana Naples
$950,000
Ranch,Single Family Residence
This move in ready beautiful home was built by Stock Development and designed and furnished by Clive Daniel. This single family home features 3 Full Bedrooms, 2 full Baths and an oversized wide open floor…
2862 Lone Pine Naples
$999,999
Ranch,Single Family Residence
Pristine Partially Furnished 4Br./3Bath Pool Home! Kitchen has been remodeled w/ Quartzite Countertops & Backsplash, shaker style cabinetry w/ crown molding, undermount sink, stainless Frigidaire Professional Appliances, recessed lighting, which opens up to the…
3045 Olde Cove Naples
$1,250,000
Single Family Residence
H10596 STORAGE GALORE! PRIMARY SUITE WITH NEW BATH ON FIRST FLOOR WITH SLIDERS TO LANAI. Lowest price/square foot in OC. Completely transformed with new kitchen, new baths, newer roof and resurfaced pool Arthur Rutenberg home.…
2782 Olde Cypress Naples
$1,980,000
Ranch,Single Family Residence
H11386Spectacular long lake and golf course views set the stage for the completely redone pool, lanai and new cage with panoramic screens. Newer Roof, whole home generic generator, and Storm Smart Shutters makes for worry…
7279 Lantana Naples
$1,200,000
Ranch,Single Family Residence
H10394 Naples prime North location, Lantana at Olde Cypress offers it all. Paradise living on the largest lanai with complete privacy. The Lynx Grill completes the outdoor kitchen while enjoying the salt water pool/spa. A…
7535 Treeline Naples
$2,150,000
Single Family Residence
H10866 This spectacular home was built by the founder of 41 West, one of Naples finest luxury master builders as their personal residence. Refined selections in millwork and finishing from the extensive ceiling details to…
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These data up-to-date as of 07/13/25. Some properties that appear for sale on this website may subsequently have sold and may no longer be available. For the most current information, contact RWS demo.