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Olde Cypress Naples Florida Homes for Sale

Naples Florida Real Estate

Olde Cypress Naples Real Estate

Homes For Sale8$630K - $3.5M
Sold ( Past 6 Months )16$640K - $3M
Last updated at 6:57am 12/05/2025

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$3,495,000
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Da Vinci Estates at Olde Cypress

3027 Mona Lisa Blvd, Naples, FL 34119

Homes - 5,538 ft² / 7,735 ft² - 5 Car Garage

4+Den / 3 Baths / 2 Half / Pool / Spa

Built 2005
Da Vinci Estates Olde Cypress Naples Homes for Sale: Exquisite Estate in Da Vinci Estates at Olde Cypress Experience luxury living in Da Vinci Estates at Olde Cypress, a gated Naples golf community featuring the renowned PB Dye championship course. This 5-bedroom (or 4 + den) estate home offers a new roof and gutters (2025), five-car garage, and expansive lake views from nearly every room. Highlights: Rare five-car garage (3 + 2 courtyard configuration) New HVAC systems (2025) and freshly painted exterior Spacious kitchen with Viking 6-burner gas stove, Bosch dishwasher, and Fisher & Paykel double ovens Outdoor loggia kitchen with covered dining area and lake views Heated pool and grotto spa with cascading waterfall Private cabana with full bath and minibar overlooking the lake Inside, you’ll find impressive millwork, solid wood doors, and generous living areas designed for family enjoyment. The primary suite occupies the entire east wing, offering sliders to the lanai, an oversized walk-in closet, dual water closets, and a luxurious bath with a separate shower room and soaking tub. The second floor is ideal for entertaining, with a movie theater, billiards room with bar, and half bath. The den (13’2” x 27’7”) can easily serve as a fifth bedroom or private office. Community & Club Features: $17M clubhouse renovation and expansion underway (opening 2026, no assessments) Social membership included for residents (no initiation fees, no dining minimums) Tennis, pickleball, bocce, fitness center, and dining at the newly expanded Club Secure gated entrance, with Da Vinci Estates having an additional private gate Only 550 single-family homes, fostering a close-knit and active community Location: Minutes from Logan’s Landing, Founders Square, and Mercato, with the convenience of living east of the Gulf while staying close to Naples’ top shopping, dining, and beaches. Enjoy the peace of mind and privacy that comes with 140 feet of frontage and a guard-gated entrance positioned beyond the clubhouse—ensuring quiet residential streets even during reciprocal golf season. Be sure to watch the drone video tour showcasing the home’s stunning interior, pool, and lake views.



$2,098,900
Decrease*
$76.1K
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Terramar at Olde Cypress

3133 Terramar Dr, Naples, FL 34119

Homes - 2,858 ft² / 3,566 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2003
Terramar Olde Cypress Naples Homes for Sale: Experience the pinnacle of modern luxury overlooking the golf course in Olde Cypress. This fully renovated estate from top to bottom, located at 3133 Terramar Drive blends contemporary design with timeless elegance and high-end craftsmanship throughout. Step inside to discover 3 bedrooms + private den/office, including a detached casita with full bath, perfect for guests or extended family. Every space has been reimagined with engineered white oak flooring, solid wood doors with detailed moldings, designer lighting that creates an inviting, sophisticated atmosphere. The gourmet, top of the line kitchen is a showstopper, featuring Thermador appliances, a dry bar with wine and beverage coolers, and custom cabinetry. Spa-inspired bathrooms and a stunning custom laundry room with premium built-ins complete the interior transformation. Enjoy seamless indoor-outdoor living with surround sound, recessed lighting, and large sliders opening to your resort-style lanai showcasing marble pool decking, a resurfaced pool, and a designer outdoor kitchen with bar seating overlooking the golf course. Additional upgrades include: Newer roof, Whole-house water softener, reverse osmosis system, Fresh interior/exterior paint, professionally landscaped grounds with designer up-lighting, 3-car garage, ideal for a private golf cart. Residents of Olde Cypress can enjoy a recently renovated clubhouse, with the best of the best amenities, no dining minimums or assessments, and a vibrant, private golf club lifestyle just minutes from the best of Naples. 3133 Terramar Drive where modern sophistication meets the art of living well. Community Amenities: Residents enjoy access to clubhouse, formal/casual dining, championship PB Dye golf course, Har-Tru tennis and pickleball courts, bocce courts, a putting green, driving range and a state-of-the-art manned fitness center, all without member assessments or food/drink minimums. Golf membership is optional, making Olde Cypress one of Naples’ most flexible and desirable private gated golf communities.



$1,229,000
Decrease*
$50K
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Olde Cypress

2839 Lone Pine Ln, Naples, FL 34119

Homes - 2,543 ft² / 2,983 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half / Pool / Spa

Built 2001
Olde Cypress Naples Homes for Sale: Meticulously maintained former Arthur Rutenberg Model featuring extensive upgrades throughout the home! 3+Den, 2 1/2 baths. New custom Cornerstone kitchen with soft close cabinetry, stainless appliances, center island, quartz countertops w/ glass tile backsplash, recessed lighting and plenty of storage, with a separate formal dining area w/ recessed lighting and tray ceilings, as well a kitchen nook area w/ beveled seamless glass overlooking the pool and lake beyond Great room featuring sliding doors w/ motorized shades to lanai, entertainment wall with fireplace and TV opening. Spacious new Cornerstone master suite, w/ His/her separate vanities, walk-in shower and free-standing soaking tub. Office offers new custom built-in cabinets and storage. The two secondary bedrooms feature a new share bath and pocket door Lanai features: Built-in wet bar, heated pool & spa w/ water feature, new super screen panorama cage, and lanai paver decking which was renovated in 2024. Other features: New roof in 2020, New Hurricane Windows and front double door, New custom kitchen, master bath, guest bath, and half bath renovated by Cornerstone, whole house water filtration system and large landscaped corner lot overlooking pond and golf course. Olde Cypress is a very active community with numerous amenities. Olde Cypress is a low-density gated community with 550 single family homes, located in N. 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 or Associate Membership on the prestigious Pete Dye designed course. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.



$1,050,000
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Olde Cypress

2874 Lone Pine Ln, Naples, FL 34119

Homes - 2,320 ft² / 2,764 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2003
Olde Cypress Naples Homes for Sale: 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 plays freely, this residence has undergone EXTENSIVE IMPROVEMENTS, ensuring it is ready to meet the needs of the most demanding Buyer. The home features a NEVER (2018) ROOF, freshly cleaned and sealed in 2024, a two-stage high-efficiency HVAC system, providing optimal climate control year-round. The heart of this home is the gourmet kitchen, boasting luxurious granite countertops and top-of-the-line Bosch and GE appliances, including a sleek INDUCTION range, microwave, and a BOSH dishwasher. Laundry room features LG HIGH CAPACITY washer and dryer. The windows are enhanced by PLANTATION SHUTTERS and new remote-controlled shades covering sliders, offering both privacy and elegance. Retreat to the private, SALTWATER pool area, surrounded by lush landscaping and offering the utmost privacy. This tranquil oasis features a NEW POOL PUMP, PROPANE HEATER, SOLAR PANELS, salt cell and robotic pool vacuum. The expansive OUTDOOR KITCHEN is perfect for entertaining, equipped with an 8-burner stainless steel grill, rotisserie, extra burner, stainless steel range hood, and granite countertops, all under the protection of new hurricane Kevlar automatic shades. Inside, enjoy the new Rheem Hybrid Hot Water Heater, a WHOLE HOUSE WATER FILTRATION and purification system, and the peace of mind provided by a WHOLE HOUSE PROPANE GENERATOR. The interior and exterior of the home have been freshly painted, ensuring it feels as new as the day it was completed. Note the new LANDSCAPE DRAINAGE SYSTEM. Experience the luxury and ease of living—where every detail has been thoughtfully crafted for your comfort, safety, and enjoyment. THE CLUB AT OLDE CYPRESS currently undergoes multi-million dollar clubhouse renovation with NO member assessments or food/beverage minimums and plans to reopen late January 2026. The Club offers a fantastic range of amenities with a Pete Dye-designed golf course, fine dining, and additional recreational options like tennis, pickleball, and a fitness center, providing a luxurious experience for its members. The golf membership is optional and available without a wait list.



$849,900
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Egret Cove at Olde Cypress NEW

3033 Olde Cove Way, Naples, FL 34119

Homes - 2,268 ft² / 2,740 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half / Pool

Built 2001
Egret Cove Olde Cypress Naples Homes for Sale: Live the luxury golf course lifestyle you’ve been dreaming of at Olde Cypress. Welcome to 3033 Olde Cove Way, a meticulously maintained and beautifully updated 3-bedroom, 2.5-bath residence offering 2,268 sq. ft. of refined elegance in one of North Naples’ most prestigious private gated golf communities. Perfectly positioned on a quiet cul-de-sac with lush privacy backing to the 5th tee box and fairway, this home blends comfort, sophistication, and the best of Florida living. One of its most unique features is the private lanai off the master suite, an intimate retreat ideal for reading, sunning, relaxing with morning coffee, or unwinding with evening wine. Thoughtful upgrades include a newer roof with skylights in the kitchen and master ensuite, newer HVAC system with UV air purification, whole-house surge protector, security system, and enhanced landscape lighting. Outside, the heated saltwater pool offers a resort-style oasis with a new heater, pump, salt cell, and super screening perfect for year-round relaxation or entertaining. Inside, the chef-inspired kitchen impresses with custom cabinetry, quartz countertops, under-cabinet lighting, and high-end appliances, while the updated bathrooms showcase designer finishes and spa-like touches. A bright open floor plan, soaring ceilings, and an expansive screened lanai deliver seamless indoor-outdoor living amid tropical landscaping complete with your own private lemon tree. Residents of Olde Cypress enjoy exceptional amenities including the P.B. Dye–designed championship golf course (golf membership optional), a newly renovated clubhouse with fine dining and no assessments or food-and-beverage minimums, tennis, bocce, pickleball, putting and driving ranges, and a state-of-the-art fitness center all just minutes from Naples’ world-class beaches, dining, and shopping. 3033 Olde Cove Way is more than a home, it’s a statement of elegance, privacy, and lifestyle. Schedule your private showing today and experience the extraordinary luxury of Olde Cypress living.



$669,900
Decrease*
$20K
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Santorini Villas at Olde Cypress

3126 Santorini Ct, Naples, FL 34119

Homes - 1,895 ft² / 2,212 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2005
Santorini Villas Olde Cypress Naples Homes for Sale: Unobstructed, Southern-Exposure Golf Course Views. Welcome home to 3126 Santorini Court, perfectly positioned along the only unobstructed view of the 5th fairway in Olde Cypress, one of North Naples’ most prestigious private golf communities. This true 3-bedroom + den/dining/bedroom, 2-bath home offers an open, bright layout designed for both comfort and entertaining. Every detail has been meticulously cared for from new interior and exterior paint (including garage) to professionally cleaned tile floors, new lighting and ceiling fans, upgraded switches & outlets, faucets, toilets, and showerheads, hot water heater and new carpeting. The refreshed kitchen hardware and custom six-panel doors with premium fixtures give the home a cohesive, modern feel. Step outside to a southern-exposure lanai featuring a newly resurfaced gunite pool, new pool heater, pool pump, pool filter, new super screening on lanai and tropical landscaping with fresh walkway lighting up to front door, the perfect backdrop for sunrise coffee or sunset cocktails overlooking the tranquil golf course. Olde Cypress residents enjoy resort-style amenities: a P.B. Dye–designed 18-hole championship golf course, Har-Tru tennis and pickleball, fitness center, bocce courts, putting green, and a newly renovated clubhouse all with no dining minimums or member assessments. Golf membership is optional, making this one of Naples’ most flexible and desirable communities. Located just minutes from Naples’ beaches, dining, and shopping, this impeccably maintained home offers unmatched value and views in the heart of North Naples. 3126 Santorini Court, where meticulous comfort meets the best of golf course living.



$649,900
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Santorini Villas at Olde Cypress

3162 Santorini Ct, Naples, FL 34119

Homes - 1,889 ft² / 2,566 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 2005
Santorini Villas Olde Cypress Naples Homes for Sale: Front Entrance !!! Spectacular Golf Course View of the 5th Fairway, with a large side lot for privacy. 3Br/2Ba. pool villa, Great room floor plan with tray ceilings, sliding glass doors to lanai. Kitchen offers extra cabinetry, granite countertops, stainless appliances, tile backsplash, and seamless corner window. Primary suite offers tray ceilings, wood flooring, sliding glass doors w/ plantation shutters to lanai, separate his/her walk-in closets, separate vanities, large soaking tub & walk-in shower. New LV flooring in third bedroom. Paver deck lanai, heated pool overlooking the Golf Course. 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. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping



$630,000
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Santorini Villas at Olde Cypress NEW

3134 Santorini Ct, Naples, FL 34119

Homes - 1,783 ft² / 2,160 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2002
Santorini Villas Olde Cypress Naples Homes for Sale: Welcome to 3134 Santorini Ct, a beautifully maintained single-family villa tucked inside the coveted gated enclave of Santorini at Olde Cypress. This light-filled 2-bedroom + den, 2-bath residence delivers comfort, privacy, and resort-style living in one of North Naples’ most desirable communities. Inside, the open-concept layout features soaring ceilings, neutral tones, and seamless indoor–outdoor flow. The spacious great room opens onto the screened lanai, creating an inviting backdrop for quiet mornings, evening cocktails, and easy entertaining. A well-designed kitchen with ample cabinetry and breakfast seating anchors the home naturally at the center of the floor plan. The serene primary suite offers direct lanai access, a large walk-in closet, and an ensuite bath with dual sinks and a walk-in shower. A separate guest bedroom, along with a generously sized den, sits privately on the opposite side of the home—ideal for visitors, a home office, TV room, or hobby space. The layout provides excellent flexibility and a quality canvas for future personalization, allowing the next owner to tailor select finishes to their taste. Residents of Santorini enjoy access to Olde Cypress’s outstanding amenities, including a beautifully updated clubhouse, tennis and pickleball, fitness center, bocce, and the award-winning P.B. Dye–designed golf course with **optional membership**—a valuable advantage for buyers seeking lifestyle choice. The central North Naples location places you minutes from premier shopping and dining, top-rated schools, white-sand beaches, and I-75. This is a rare opportunity to secure a move-in-ready villa with strong long-term value in one of Naples’ highest-demand zip codes.



$1,195,000
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Terramar at Olde Cypress

3105 Terramar Dr, Naples, FL 34119

Homes - 2,816 ft² / 4,925 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2003
Terramar Olde Cypress Naples Homes Under Contract: Scenic golf course and lake setting with no homes in view from this spacious 2,800-square-foot home offering three bedrooms, private study and three full baths. Features include soaring 12-14-foot ceilings, 9-foot sliders, solid core wood 8-foot doors, gas fireplace, plantation shutters, hurricane shutters and new roof in 2021. Enjoy having your golf cart for easy access from the oversize garage with a dedicated separate golf cart garage entrance. The lanai has deep covered area with 12-foot ceilings and large uncovered area for taking in the sun poolside from oversized pool with sun shelf and waterfalls. Spacious main suite with golf views and two walk-in closets. Open kitchen to the family room is ideal for gathering area with center island, gas cooktop, walk-in pantry and ample cabinet space. Photography includes virtually rendered furnishings. Olde Cypress is a sought-after active Country Club community with no condominiums where you can enjoy a warm, welcoming atmosphere, a lively year-round calendar of events, championship golf, tennis, pickleball and a state-of-the-art fitness center.



$1,735,000
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Lantana At Olde Cypress at Olde Cypress NEW

7450 Lantana Cir, Naples, FL 34119

Homes - 3,153 ft² / 3,847 ft² - 3 Car Garage

4+Den / 3 Baths / 1 Half / Pool

Built 2015
Lantana At Olde Cypress Olde Cypress Naples Homes Under Contract: Pristine Orchid II at Latana at Olde Cypress, largest floor plan built with Four Bedrooms, Den and 3.5 baths is now available. Impeccable upgrades and impact resistant protection (not all Lantana homes have this upgrade) makes for peaceful and quiet enjoyment. Upgrades to kitchen and trim work selections. Primary suite has TWO walk-in closets, one has owner's closet locks (home was never rented). Lightly lived in home has been meticulously cared for and has been recently serviced thoroughly, 2024 water heater and heat pump. Gas cooking (rare find for Lantana), and exquisite window treatments. The Club at Olde Cypress is undergoing and soon to be revealed $17m clubhouse featuring NEW rooms throughout. New Bocce courts, Pickleball and Tennis for all Social Members with required membership that has NO initiation fee. Full Golf currently on waitlist and by choice on this well respected PB Dye challenging golf course.



$1,499,000
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Lantana At Olde Cypress at Olde Cypress NEW

7291 Lantana Cir, Naples, FL 34119

Homes - 2,587 ft² / 3,223 ft² - 3 Car Garage

3+Den / 2 Baths / 1 Half / Pool / Spa

Built 2013
Lantana At Olde Cypress Olde Cypress Naples Homes Under Contract: Meticulously maintained upgraded 3+Den/2.5 Ba. (Den optional 4th bedroom w/ walk-in closet). New custom kitchen layout w/Quartz countertops, tile backsplash, gas 5 burner Wolf cooktop with decorative custom vented hood, Monogram appliances (Convection Microwave, Oven and separate warming tray), pendant & recessed lighting. Great room floor plan w/ sliding hurricane doors to lanai. Custom window treatments. Master retreat offers a private entry door to lanai, separate his/her walk-in closets w/ custom built-in drawers and organizers. New Master bath: Porcelain tiled wall, Quartz countertops, oversized soaking tub, walk-in shower with quartz bench seat and glass entry, sconce lighting & chrome fixtures. The two light and bright guest rooms offer a share bath and pocket door for separation from the main living area. A buried 500 gallon propane tank supplies the kitchen cook-top, gas outdoor kitchen, and salt-water heated pool/spa. The spacious lanai offers plenty of room for entertaining guests and family. Other features include: Plantation shutters, custom window treatments, zoned A/C, 3 Car side load garage, hurricane impact windows & doors, tile flooring in main living area, large kitchen nook, & separate formal dining area. Olde Cypress is a very active community with numerous amenities. Olde Cypress is a low-density gated community with 550 single family homes, located in N. 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 or Associate Membership on the prestigious P.B Dye designed course. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. In addition, residents enjoy a P.B.Dye designed championship golf course, resort-style clubhouse with dining, fitness center, Har-tru tennis courts, pickleball and an active year-round social calendar. Golf membership is optional. Social membership is required. Live the ultimate Naples luxury lifestyle. Located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.



$829,900
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Olde Cypress

2878 Lone Pine Ln, Naples, FL 34119

Homes - 2,407 ft² / 2,848 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2005
Olde Cypress Naples Homes Under Contract: 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 in 2023, also a NEW tile Roof installed OCT 2018, offering years of protection and peace of mind. This home offers a wonderful floor plan, as you enter with double entry glass doors that open up to a spacious great room with lots of natural light. The property includes a spacious kitchen featuring granite countertops throughout, stainless-steel appliances, a breakfast bar area, and a custom center island. Additionally, it offers a pantry and a dining nook area that opens to a formal dining room. The great room sliders open to the lanai, which is paved and includes a pool and custom spa. There is a covered outdoor kitchen area that provides an excellent space for outdoor entertaining. The master bedroom suite includes two large walk-in custom closets, a master bath with a walk-in shower, and sliding doors leading to the pool area. The additional guest bedrooms are separated; one has an en-suite bathroom, while the other has access to a separate bathroom. Also a family room or can be used as a den with pocketing slider doors open to the outdoor space. Other home improvements include: NEW HVAC system (2022); NEW Aqualink system (2017); NEW pool pump (2022); ; NEW garage door opener LiftMaster (2021); Expoy sealed garage floor (2020). The home overlooks a serene, private wooded area in this desirable neighborhood. The Club at Olde Cypress offers world class amenities including a fine dining restaurant, Greenside café, Pete Dye Golf Course, Tennis, Pickleball, Fitness center and much more. Golf membership is optional.



$3,000,000
Sold Price:
$2,600,000
Sold Date:
08/18/2025
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Olde Cypress

2828 Wild Orchid Ct, Naples, FL 34119

Homes - 3,237 ft² / 4,179 ft² - 3 Car Garage

4 Bed / 3 Baths / 1 Half / Pool / Spa

Built 2023
Olde Cypress Naples Homes: Imagine coming home to this perfectly appointed residence in the prestigious Olde Cypress Golf and Tennis community in North Naples. From the moment you step inside, you’re captivated by expansive views of the meticulously manicured golf course. This luxurious and well-appointed home, just two years old, is designed for both comfort and sophistication. This four-bedroom, three-and-a-half-bathroom custom home offers a spacious and inviting layout. The lavish primary suite features two oversized custom-designed closets, and the spa-inspired primary bath boasts a massive six-foot soaking tub and a beautifully tiled two-head shower. For the chef or the chef-in-you, this thoughtfully designed and spacious kitchen features custom cabinetry with abundant storage, top-of-the-line Thermador Professional Series appliances for exceptional culinary performance, and, if that is not enough, a separate Thermador Refrigerator and Freezer columns. The striking waterfall quartz island is the centerpiece, perfect for meal prep and entertaining. Adjacent to the kitchen, a stunning bar area is fully equipped with both wine and beverage refrigerators. Designer lighting throughout adds a touch of elegance to every space. At the same time, a fully wired smart home system integrates seamlessly with a Sonos sound system that extends throughout the home and lanai. Wi-Fi extenders inside and outside ensure seamless connectivity Storm protection, for peace of mind, is integrated throughout the home, including power drop-down StormSmart storm screens and full-house impact-resistant windows and doors. A full-home gas generator ensures uninterrupted power during outages, while a hot water on-demand system provides ultimate convenience and efficiency. The outdoor entertainment area is a true retreat, with an expansive super-screened lanai offering breathtaking panoramic views of the lush golf course. A firepit and a fully equipped outdoor kitchen create the perfect setting for hosting, with four separate seating areas designed for enjoying TV or simply unwinding while watching golfers pass by. The custom-designed pool with a sun shelf and spa completes this luxurious outdoor oasis, providing the ultimate relaxation experience. Don’t overlook the expansive, air-conditioned garage boasts a 3.5-car capacity, is fully insulated for optimal temperature control for your clubs and toys, and is conveniently equipped with an electric car charger. This exceptional home blends modern luxury with timeless elegance, offering a serene retreat within a vibrant and highly sought-after community. Discover the best of Florida living in Olde Cypress Golf and Tennis—your dream home awaits!



$2,150,000
Sold Price:
$1,998,000
Sold Date:
06/25/2025
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Olde Cypress

2743 Olde Cypress Dr, Naples, FL 34119

Homes - 3,580 ft² / 5,029 ft² - 3 Car Garage

3+Den / 4 Baths / Pool / Spa

Built 2003
Olde Cypress Naples Homes: 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 * extended lanai * pool-spa and water feature with fiber optic lighting. Upgraded cabinetry * granite throughout *decorative stone and tile throughout * state-of-the-art sound system * outdoor kitchen * plantation shutters and decorative window treatments throughout. An elegant home in an outstanding and well-established community.



$1,850,000
Sold Price:
$1,715,000
Sold Date:
07/16/2025
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Olde Cypress

2722 Olde Cypress Dr, Naples, FL 34119

Homes - 2,786 ft² / 3,470 ft² - 3 Car Garage

3+Den / 2 Baths / 1 Half / Pool / Spa

Built 2001
Olde Cypress Naples Homes: Be well addressed at 2722 Olde Cypress Drive—an exquisite, modernized 3+den gem with highly desired, over sized 3 car garage, ideally situated within the prestigious, award-winning golf community of Olde Cypress in North Naples. Perfectly poised on the signature 16th hole of the recently renovated Pete Dye & Son-designed course, this residence offers breathtaking golf and water views right from your own backyard oasis. Relax poolside on your private lanai with NEW outdoor kitchen, where serenity and luxury meet. Completely refreshed interior from 2022 to present, the home showcases a stunning custom open kitchen with brand new high end Thermador appliances, oversized island, featuring elegant new Taj Mahal quartzite countertops with matching backsplash and wrapped vent. Featuring an updated and elegant entertainment wall with a modern electric fireplace, adding ambiance with color-changing flames and optional heat, enjoy cozy warmth or a vibrant glow, year round. With marble-look tile flooring throughout, this home offers a clean, fresh aesthetic with no carpeting, complemented by elegant crown molding in every room. Completely updated luxurious "spa" bathrooms with SMART LED mirrors, including pool half bath, and fresh interior and exterior paint contribute to a sophisticated, move in ready living space. Roof is just 5 years young! Beyond your doorstep, enjoy all the perks of this amenity-rich community. The Club at Olde Cypress is currently undergoing an exciting $15 million expansion—without assessments to homeowners or golf members. A mandatory social membership (with no initiation fee) grants access to tennis, pickleball, bocce, and a full calendar of vibrant social events. For golf enthusiasts, two levels of membership are currently available at time of listing with NO WAITLIST! Discover what makes this one of Naples' most social and welcoming clubs. With a prime North Naples location, residents enjoy quick access to both Logan Boulevard and I-75, making it a breeze to reach Logan’s Landing shops and restaurants just outside the gates, and convenience to all Naples has to offer, including a short drive to world class white sand beaches. RSW Airport is a quick 20 minute drive. Your dream Florida lifestyle awaits—refined, relaxed, and rich in amenities.



$1,625,000
Sold Price:
$1,600,000
Sold Date:
12/04/2025
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Santa Rosa At Olde Cypress at Olde Cypress

7398 Monteverde Way, Naples, FL 34119

Homes - 2,898 ft² / 3,326 ft² - 2 Car Garage

4+Den / 4 Baths / 1 Half / Pool / Spa

Built 2001
Santa Rosa At Olde Cypress Olde Cypress Naples Homes: Experience one of the finest views in Olde Cypress with this elegant and meticulously updated pool home. Featuring 4 bedrooms, 4.5 baths, and a coveted private guest casita, the residence overlooks a serene pond and the 10th green, with coveted western exposure providing spectacular sunset views. Inside, soaring 14-foot ceilings with crown moulding throughout create an open, sophisticated atmosphere. The home has been extensively renovated to blend modern luxury with timeless appeal. Updates include fresh interior and exterior paint, new flooring throughout (2024), a complete kitchen remodel with Thermador appliances (2024), and a redesigned laundry room (2024). Major improvements also ensure long-term peace of mind, including a new roof (2022), new A/C system (2021), and two new water heaters (2021). Outdoor living is equally impressive. A picture-frame lanai cage (2018) frames unobstructed golf (10th green) and water views, while the pool and spa were fully refurbished in 2018. A new pool pump (2024) adds further reliability. This home is move-in ready with thoughtful enhancements inside and out. The Club at Olde Cypress is a premier destination for golf and social living. The Audubon-certified, P.B. Dye–designed golf course offers both challenge and beauty. The 34,000 sq. ft. clubhouse is currently undergoing a spectacular renovation (with no member assessments), scheduled for completion by year-end. Enhancements include a covered outdoor bar, balcony firepits overlooking the course, bocce courts, golf simulator bays, and reimagined dining and lounge spaces. This outstanding property offers a harmonious blend of luxury, privacy, and convenience in one of Naples’ most desirable golf communities. Whether entertaining in spacious living areas or relaxing by the pool at sunset, this residence provides the ultimate in comfort and style.



$1,575,000
Sold Price:
$1,512,500
Sold Date:
12/02/2025
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Olde Cypress

7395 Monteverde Way, Naples, FL 34119

Homes - 2,551 ft² / 3,374 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half / Pool

Built 2001
Olde Cypress Naples Homes: Completely Renovated Golf & Lake View Pool Home | Luxury Living in a Premier Naples Golf Community Experience the best of Naples luxury living in this fully updated golf course home offering panoramic lake and fairway views surrounded by lush tropical landscaping for the ultimate privacy. This elegant residence showcases a bright, open floor plan with soaring 13–14 ft ceilings, New European white oak hardwood floors, and expansive 10-ft hurricane-impact sliding glass doors that seamlessly blend indoor and outdoor living. This home features 3 spacious ensuite bedrooms, each with walk-in closets, including a renovated primary suite with two custom closets and a spa-inspired bathroom. The gourmet kitchen is a showpiece, featuring new custom cabinetry, new quartz countertops, a new Blanco quartz sink, new touchless faucet, induction cooktop, double oven, and under-cabinet dimmable LED lighting—perfect for entertaining or everyday living. Step outside to your private resort-style lanai with new travertine decking, new PebbleTec pool finish, new pool tile, new picture-frame screen enclosure, new outdoor kitchen, and new energy-efficient pool pump. Whether hosting guests or relaxing with views over the golf course and lake, this outdoor space defines the Naples lifestyle. Additional upgrades include a newer roof, newer HVAC system, new energy-efficient water heater, new hurricane-impact windows and doors, plantation shutters, new remote-control shades, new custom millwork, new designer lighting, and recessed LED lighting with dimmers throughout. Located within one of Naples’ premier gated golf communities, residents enjoy a P.B. Dye–designed championship golf course, resort-style clubhouse with dining, fitness center, Har-Tru tennis courts, pickleball, and an active year-round social calendar. Golf membership optional; social membership required. Live the ultimate Naples luxury lifestyle—schedule your private showing today.



$1,555,000
Sold Price:
$1,455,000
Sold Date:
08/28/2025
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Lantana At Olde Cypress at Olde Cypress

7336 Lantana Cir, Naples, FL 34119

Homes - 2,592 ft² / 3,239 ft² - 3 Car Garage

4 Bed / 2 Baths / 1 Half / Pool / Spa

Built 2015
Lantana At Olde Cypress Olde Cypress Naples Homes: 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 The Club of Olde Cypress offers while enjoying the attributes of a home that has been transformed in the most exquisitely refined choices such as: New front entrance and lanai surface, plantation shutters, upgraded flooring, gas fed outdoor kitchen, custom closets and custom encore garage flooring and storage system, newer light fixtures, recessed lighting throughout, glass front door, BURIED 250 gallon propane tank-RARE for Lantana, gas and solar heated pool. Additionally there is a newer fridge and washer and dryer. All the comfort of an upgraded during build and the current ownership home with hurricane sliders and windows (not all Lantana homes have hurricane sliders and windows). This true four bedroom home with two and one half baths has a fabulous open floor plan and a roomy three car garage on a corner lot with SOUTHERN exposure water views. Freshly painted exterior. It's time to start your exceptional living in Naples and at this renown PB Dye golf community with pickleball, tennis and very active club house. Expansion plans have been revealed for an even more social club with NO ASSESSMENTS ever at Old Cypress, no CDD. Social membership required with no initiation fee. $15 million expansion for clubhouse this year. Inquire about current golf membership availability. CURRENTLY FULL GOLF MEMBERSHIPS ON WAITLIST, BUT this home can have the buyer join now. Close to many dining choices and beaches while only 20 minutes to RSW. Note LARGE lot with much wider frontage than nearly every other lot in Lantana for extra privacy and quiet.



$1,499,000
Sold Price:
$1,400,000
Sold Date:
08/19/2025
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Lantana At Olde Cypress at Olde Cypress

7329 Lantana Way, Naples, FL 34119

Homes - 3,158 ft² / 4,357 ft² - 3 Car Garage

4+Den / 3 Baths / 1 Half / Pool / Spa

Built 2015
Lantana At Olde Cypress Olde Cypress Naples Homes: Exquisite luxury custom home meticulously crafted by the esteemed Stock Development! Located on an expansive lot this stunning 4-bedroom plus den, 3.5-bathroom executive residence features exceptional details throughout. Highlights include elegant double crown molding, a coffered ceiling, and custom plantation shutters that add a touch of sophistication. Experience immersive sound with built-in indoor and outdoor surround sound systems. The gourmet kitchen is a chef's dream, boasting an oversized island, beautiful custom cabinetry, a warming drawer, and a spacious walk-in pantry. Enjoy the beauty of custom tile flooring and exquisite lighting, complemented by stunning chandeliers. The thoughtful split floor plan ensures privacy, with two guest rooms sharing a convenient Jack & Jill bath. The property also includes a three-car garage with epoxy flooring for durability and style. Step outside to your own private oasis featuring an oversized swimming pool with a sun deck and spa, perfect for relaxation while overlooking a tranquil lake fountain. Located in the prestigious Olde Cypress community, residents can take advantage of various golf memberships, including access to the beautifully designed 18-hole P.B. Dye golf course. Embrace the club lifestyle with included tennis and pickleball options through social membership, along with fabulous dining and a calendar full of exciting events. Ideally located in north Naples within close proximity to plentiful, dining, shopping, and entertainment.



$1,499,000
Sold Price:
$1,225,000
Sold Date:
11/19/2025
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Olde Cypress

7488 Treeline Dr, Naples, FL 34119

Homes - 3,350 ft² / 3,973 ft² - 3 Car Garage

4+Den / 4 Baths / Pool

Built 2004
Olde Cypress Naples Homes: 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 serene retreat in one of the most sought-after neighborhoods in Naples. Designed for effortless elegance, the great room floor plan boasts neutral tile flooring, an inviting living area, and a chef’s kitchen complete with a large island, built-in appliances, and a breakfast nook—ideal for entertaining or casual dining. This stunning four bedroom plus a den, four bath residence features a spacious primary suite with direct access to a private lanai, offering a peaceful sanctuary to unwind. Social memberships provide access to resort-style amenities, including a clubhouse with fine and casual dining, a resort pool, tennis, pickleball, fitness center, and social events. For golf enthusiasts, an optional golf membership grants access to the renowned Pete Dye-designed championship course, placing world-class golf right at your doorstep. A major clubhouse renovation is underway, elevating Olde Cypress to an unparalleled level of sophistication. Ideally located just off I-75, this prime location offers easy access to Fort Myers Airport, fine dining, luxury shopping, and pristine Gulf beaches.



$1,325,000
Sold Price:
$1,285,000
Sold Date:
07/24/2025
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Olde Cypress

7516 Treeline Dr, Naples, FL 34119

Homes - 2,706 ft² / 3,281 ft² - 2 Car Garage - 1 Carport

3+Den / 3 Baths / Pool / Spa

Built 2004
Olde Cypress Naples Homes: Remarkably UPDATED home on a quiet and private lot that has fabulous backyard depth from the lanai to the preserve. This three bedroom and 3 bath home has a desirable floorplan such that the bedrooms are split and ensuite providing privacy for all. The Den is special too as it is in the back of the home with Zero degree sliders that open out onto the UPDATED lanai, one may not be able to concentrate on work! MANY updates to this home that has a two PLUS car garage that accommodates two cars AND a golf cart. (private carts permitted on the course). Some of the updates are: Newer roof, New flooring throughout with large format tile, (carpeting in guest bedrooms) all three NEW bathrooms including plumbing, showers, fixtures, new lanai decking and new pool surfacing including tile, new pool heater, new pool pump and chlorinator. The following is NEWER: Sonos system throughout home, Great room built-in, Laundry room cabinets, A/C, Solid core doors throughout, plantation shutters, light fixtures, painted inside and out, landscaping. This home is Priced to sell as the homeowners love the community and are moving within. The Club at Olde Cypress is currently transforming with a $15 million expansion project with NO ASSESSMENT to the homeowners or golf members. Mandatory social membership does NOT have an initiation fee and avails tennis, pickleball, bocce, all social activities. Two levels of golf membership currently AVAILABLE. Very social club, check out The Club at Olde Cypress Facebook page to see how much fun members really have! Olde Cypress in North Naples makes for a quick drives north and south on Logan. 20 minutes to RSW. Logan's Landing and Founder's Square are close.



$1,225,000
Sold Price:
$1,175,000
Sold Date:
09/23/2025
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Terramar at Olde Cypress

3130 Terramar Ct, Naples, FL 34119

Homes - 2,758 ft² / 3,382 ft² - 2 Car Garage

4 Bed / 3 Baths / Pool / Spa

Built 2004
Terramar Olde Cypress Naples Homes: EXPANSIVE LANAI and outdoor living with exquisite privacy. WHOLE HOME GENERATOR (2022) and 500 gallon buried propane tank. Nearly 2,800 square feet of living with three bedrooms and den and three full baths. The SEPARATE guest cabana with bathroom are perfect for your houseguests or for working from home. Remodeled Cornerstone kitchen brings open living to the family room, dining room and living room. Den with closet has slider to the lanai and pocket door to full bath. Primary suite is large and closets are custom, bedroom has south-western exposure. Meticulously cared for home with neutral colors and updated fans is ready for you to enjoy this desirable country club living. The courtyard pool and spa with south-eastern exposure avails exclusive privacy with extra wide wrap-a-round screen cage. All tile floors throughout home. Landscaping recently updated with outdoor lighting. This is a perfect entertaining home at The Club at Olde Cypress tucked away at the end of a charming quiet cul-de- sac court with majestic landscaped street water fountain installation on the peaceful north side of the community. The Club at Olde Cypress is undergoing a $15 million expansion and renovation with NO assessment to residents. PB Dye golf course membership is in high demand, but is not mandatory. Social membership is, with no initiation fee and includes tennis, pickleball, bocce, gym and pool. Full social calendar. Only 550 doors in Olde Cypress that lends to an amiable social neighborly experience.



$830,000
Sold Price:
$800,000
Sold Date:
11/19/2025
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Santorini Villas at Olde Cypress

3083 Santorini Ct, Naples, FL 34119

Homes - 1,800 ft² / 2,493 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 2002
Santorini Villas Olde Cypress Naples Homes: The most modern home on the street — fully remodeled just 4 months ago with meticulous attention to detail — this former model showcases the sought-after Napoli floor plan and includes a Social Membership. Offering 3 bedrooms, 2 full bathrooms, and a 2-car garage, this home combines style, comfort, and functionality. A true Chef’s kitchen with beautiful shaker-style custom cabinetry, high-end KitchenAid appliances, quartz counters, and a massive center island—a true entertainer’s dream. The open-concept design flows seamlessly from the gourmet kitchen to the spacious great room, creating an ideal space for hosting guests or enjoying quiet evenings at home. The primary suite features tray ceilings, a large walk-in closet, and a spa-like en suite bath with dual vanities and a walk-in shower and bathtub. Option to take over seller’s 600K 30-year mortgage loan with balloon payment in 10 years, interest rate of 6.52%. Additional highlights include a sleek built-in TV panel, an integrated sound system, a versatile laundry room, and a garage equipped with a utility sink—perfect after a day at the beach. Premium finishes abound, including quartz, marble, and travertine surfaces, wood-look tile flooring, and striking ceramic tile accent walls throughout, creating a seamless blend of elegance and functionality. Smart outdoor lighting activates at sundown, while a tankless water heater provides added efficiency. The Social Membership allows residents to enjoy clubhouse amenities, including club activities, fine and casual dining, tennis, pickleball, swimming pool, fitness center, and meeting rooms. Residents may upgrade to a Golf Membership to play the prestigious P.B. Dye-designed 18-hole course. A major clubhouse renovation is underway, placing Olde Cypress in a class of its own. Located just off I-75, Olde Cypress offers quick access to Fort Myers Airport, beaches, shopping, and an array of restaurants—making this Naples home the perfect blend of modern elegance and resort-style living. Option to take over seller’s 600K 30-year mortgage loan with balloon payment in 10 years, interest rate of 6.52%.



$639,900
Sold Price:
$630,000
Sold Date:
10/08/2025
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Santorini Villas at Olde Cypress

3178 Santorini Ct, Naples, FL 34119

Homes - 2,016 ft² / 2,888 ft² - 2 Car Garage

2+Den / 2 Baths / Pool / Spa

Built 2001
Santorini Villas Olde Cypress Naples Homes: Spectacular Golf Course View, furnished 2+Den (optional third bedroom) pool villa overlooking the 5th green in Olde Cypress. Great room floor plan with sliding glass doors to lanai, coffered ceilings with crown molding, separate wet bar with wine cooler & cabinetry, great for entertaining. Spacious eat in kitchen with plenty of cabinetry, recessed lighting, kitchen bar, pantry, stainless appliances, recessed lighting and tile backsplash, formal dining area located off the kitchen offers recessed lighting and tray ceilings. Primary suite offers tray ceilings, wood flooring, sliding glass doors to lanai pool, walk-in closet with built-ins, separate his/her vanities, large soaking tub & walk-in shower. Guest bedroom features wood flooring, plantation shutters and ensuite bath. Den offers pocketing doors to the kitchen for privacy, wood flooring & plantation shutters. Lanai provides great views of the 5th hole green and golf course, heated pool, and a spacious entertaining area. New roof in 2022. 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. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.




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