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Oyster Bay Naples Florida Homes for Sale

Naples Florida Real Estate

Oyster Bay Naples Real Estate

Homes For Sale3$1.4M - $2.5M
Condos For Sale30$400K - $4M
Land For Sale1$1.9M
Sold ( Past 6 Months )8$495K - $5M
Last updated at 2:52am 05/02/2025

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$2,499,000
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Oyster Bay

1105 Sandpiper St, Naples, FL 34102

Homes - 2,773 ft² / 4,200 ft² - 2 Car Garage

4 Bed / 3 Baths / 1 Half / Pool

Built 1986
Oyster Bay Naples Homes for Sale: WELCOME TO 1105 SANDPIPER STREET, A CHARMING 4 BEDROOM, 3.5 BATH COTTAGE HOME WITH POOL + BOAT DOCK - SLIP. LOCATED IN HIGHLY DESIRABLE OYSTER BAY - ROYAL HARBOR. ENJOY WALKING DISTANCE TO BAYFRONT, TIN CITY, AND 5TH AVE. ONLY 1.25 MILES TO BEACH. THE BRIGHT AND SPACIOUS INTERIOR FEATURES AN OPEN FLOOR PLAN, DINING ROOM, YEAR-ROUND SUNROON, FIREPLACE AS WELL AND A POOL WITH SPA. FENCED IN AND WITH MANY TROPICAL TREES FOR EXCLUSIVE PRIVACY. A GREAT ARTIFICIAL TURF AREA. WALK ACROSS THE STREET TO YOUR PERSONAL BOAT DOCK W/ BOAT LIFT. A SPACIOUS ISLAND KITCHEN WITH MODERN APPLIANCES. GENEROUS-SIZED BEDROOMS AND BONUS SUITE WITH FULL BATH + SHOWER. PERFECT AS A YEAR-ROUND HOME, A VACATION RETREAT, OR INVESTMENT PROPERTY. THIS HOME IS IDEALLY LOCATED FOR THE BEST LIFE IN NAPLES. PLEASE CALL TO SCHEDULE A SHOWING TODAY.



$1,940,000
Decrease*
$510K
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Oyster Bay

1309 Chesapeake Ave, Naples, FL 34102

Homes - 2,144 ft² / 3,104 ft² - 2 Car Garage

3 Bed / 3 Baths

Built 1979
Oyster Bay Naples Homes for Sale: Welcome to the epitome of waterfront living! Nestled within an exclusive enclave of only 8 meticulously crafted townhomes, this picturesque community offers a lifestyle of luxury and serenity. Perched majestically along the tranquil waterside at the opening to Naples Bay, the residence boasts floor to ceiling hurricane windows with beautiful water views from every window. Features include 3 bedrooms each with a full ensuite bath, chefs kitchen with granite countertops and a double car garage. Step outside onto your waterfront terrace to savor morning sunrises and sunsets. For those with a passion for boating, a private boat dock awaits. Sophisticated elegance and coastal charm in this thoughtfully designed three bedroom townhome, where every detail has been curated to enhance your waterfront lifestyle. Welcome home to your personal oasis, where every day feels like a vacation.



$1,400,000
Decrease*
$300K
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Oyster Bay

1140 Sandpiper St, Naples, FL 34102

Homes - 1,670 ft² / 2,162 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 1997
Oyster Bay Naples Homes for Sale: PRICE REDUCTION!! LOWEST PRICE NEVER FLOODED 3/2 IN OYSTER BAY/ROYAL HARBOR!! WATERFRONT PARADISE steps from vibrant 5th Ave. 3BR, 2BA home sits HIGH and DRY -- UNTOUCHED by Ian and Milton! NEWER metal roof (2017), tankless water heater (2018), A/C (2020) and new pool screen (2023). Open concept split floor plan with vaulted ceiling overlooking private pool deck-screened-in LANAI and WATERFRONT. Chef-inspired kitchen features stainless steel appliances, ample cabinetry, and sleek countertops. SPACIOUS master suite and an en-suite bath with dual vanities, soaking tub. Walk-in shower and large walk-in closet. Two additional guest BRs share a stylish second bath, providing plenty of space for family or visitors. The home also includes a 2-car garage with Tesla wall charger. PRIVATE DOCK with quick access to the GULF even for large boats. TRANQUIL WATERFRONT OASIS just a short walk or bike ride to shopping, dining, and entertainment on 5th Avenue. Whether you're seeking a primary residence, a seasonal getaway, or solid investment in a prime location, don’t miss this opportunity!!



$4,999,000
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Oyster Bay

1400 Jewel Box Ave, Naples, FL 34102

Homes - 3,848 ft² / 4,161 ft² - 2 Car Garage

4 Bed / 4 Baths / Pool / Spa

Built 2002
Oyster Bay Naples Homes Under Contract: This home is located on Jewel Box Avenue, a highly sought after quiet cul-de-sac street in Oyster Bay. Jewel Box Avenue has canals, water access, on the front as well as the back of the house. Includes a 12,000 Lb boat lift on the back dock and two (2) boat lifts (7,000 Lb and 27,000 Lb) plus a jet ski lift on the front dock across the street. Currently two (2) of the lifts are leased, adding to any rental income potential. Enjoy endless sunsets and fourth of July fireworks with southern views of Naples Bay from the second floor with corner pocket sliders leading out to the balcony. The two (2) corner pocket sliders on the first floor lead out to the infinity pool, waterfall spa and covered patio grill area with a gas grill and electric smoker. This home boasts four (4) bedrooms, four (4) full baths, monitored alarm system, tile throughout, bamboo floors in the den, hardwood floors on stairway and second floor, quartz countertops, stainless steel appliances, tin ceiling over dining area, coffered ceilings in living / family room and three (3) newer HVAC systems plus a split unit. Home is a stone's throw to the open waters of Naples Bay and minutes to world class beaches, shopping and dining. Due to elevation there were no issues with recent storms.



$1,750,000
Sold Price:
$1,565,000
Sold Date:
03/12/2025
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Villa Ensenada at Oyster Bay

1150 Clam Ct # 4, Naples, FL 34102

Homes - 2,089 ft² / 2,500 ft² - 2 Car Garage

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

Built 2005
Villa Ensenada Oyster Bay Naples Homes: Located along Clam Court's deep-water, direct-access canal, this two-story villa boasts a new boat dock and is just seconds from Naples Bay. An inviting courtyard entry leads to an open floor plan designed for comfortable living, seamlessly transitioning to a spacious outdoor area with a private pool, spa and boat dock. The western exposure offers stunning sunsets and refreshing Gulf breezes. Each bedroom features a dedicated bath and private balcony, while the VIP guest suite includes a morning bar and separate access. The property also includes an oversized two-car garage and is equipped with impact windows and doors, a new roof and new flooring. Freshly painted and fully furnished, this townhouse is ready for your personal touches.




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*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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