Features & Amenities

Interior

  • Other Interior Features

    Other

  • Total Bedrooms

    4

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Ceiling Fan(s), Whole House Fan

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Parking

    Garage Door Opener, Attached

  • Pool

    Yes

  • Pool Features

    Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.16

  • Lot Size(square feet)

    6970.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Traditional, Single Family

Price

  • Sales Price

    $1,695,000

  • Tax Amount

    $1,813.57

  • Sq. Footage

    2, 397

  • Price/SqFt

    $707

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Stories

    2

  • New Construction

    YES

  • Association Amenities

    None

  • Ownership

    Single Family

  • Senior Community YN

    NO

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Location

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Listing Courtesy of Kimberly Alvord , John R Wood Properties

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Welcome to The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive.

In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes.

All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number.

The Antigua House model is an outdoor-living dream! It features a large friendly front porch, a huge open concept great room (Kitchen, dining and living) and a generous screened lanai on the first level, 4 bedrooms (2 premier and 2 guest) on the mezzanine and 2nd level with 2 private decks and 3 1/2 baths. Antigua House is a total build of 3474 square feet of which 2341 square feet are interior air conditioned spaces. The site layout provides for parking for 5 cars with 2 in the garage.

144 JEEPERS DR

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Related Properties

One or more photo(s) has been virtually staged, AI generated or rendered.  Discover a rare opportunity to own a brand-new, pre-construction luxury home in the Bayshore Area of Naples, Florida, built by Lifestyle Development Group, a builder known for delivering modern design, quality craftsmanship, and high-demand product tailored to today’s luxury buyer.
Located in the heart of Bayshore, this exceptional offering includes four available homesites, providing buyers with a unique chance to secure a position early and customize finishes to create a truly personalized residence.
Each home is thoughtfully positioned along a private canal with Gulf access, offering a seamless connection to Naples’ waterfront lifestyle. The design emphasizes clean architectural lines, premium materials, and indoor-outdoor living, with planned features including a resort-style pool and spa, expansive outdoor entertaining areas, open-concept interiors, designer kitchens, and luxurious primary suites.
Set within the rapidly evolving Bayshore corridor—one of Naples’ most active growth and redevelopment areas—this location continues to attract strong demand due to its proximity to Downtown Naples, 5th Avenue South, beaches, Celebration Park, Naples Botanical Garden, and the vibrant Bayshore Arts District.
With limited new construction inventory and increasing waterfront demand, opportunities like this—especially with a reputable builder and multiple lot options—are becoming increasingly rare.
Secure your place early, choose your finishes, and take advantage of this exclusive canal-front new construction opportunity in Naples.
#226015923

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3423 CANAL ST

4 Beds

4 Baths

3,068 Sq.Ft.

$1,950,000

MLS#: 226015923

New on site today
Experience beachfront living at its finest in this spacious three-bedroom, three-bath residence in the highly sought-after Solamar at Park Shore. Showcasing breathtaking panoramas that stretch from the sparkling Gulf of Mexico to Venetian Bay, this exceptional home offers two private balconies where you can enjoy unforgettable sunrises, sunsets, and coastal breezes.

Spanning more than 2,000 square feet, the thoughtfully designed layout is filled with natural light and provides the perfect canvas to create your dream coastal retreat. Interior features include granite countertops, stainless steel appliances, marble flooring, recessed lighting, elegant crown molding, a stylish wet bar complete with a wine cooler and seating, hurricane-impact windows and sliding glass doors, and a generously sized laundry room for added convenience.

According to the owner, the building's elevated location and beachfront positioning allowed it to remain unaffected by recent hurricanes, offering added confidence in its construction and location.

Residents enjoy an impressive collection of resort-inspired amenities, including a beautifully renovated beachfront pool and spa, fitness center, sauna, tennis and pickleball courts, shuffleboard, two guest suites, an outdoor kitchen with grilling area, complimentary beach chairs, an expansive sun deck, and an electric vehicle charging station.

The residence also includes an assigned covered parking space in the secure gated garage, 24-hour lobby attendant service, storage outside the unit, and one of only 12 oversized climate-controlled storage rooms, offering nearly 100 square feet of additional space.

For boating enthusiasts, slips may be purchased or leased through the nearby Venetian Bay Yacht Club. After a day on the water or relaxing on the beach, enjoy an easy stroll to Venetian Village or a short drive to downtown Naples, Waterside Shops, or Mercato for exceptional dining, shopping, and entertainment.

Whether you're searching for a luxurious full-time residence, seasonal getaway, or investment opportunity, owners may lease the property twice annually with 90-day minimum terms, and pets are welcome.
#226024484

NAPLES

4451 GULF SHORE BLVD N 505

3 Beds

3 Baths

2,030 Sq.Ft.

$1,395,000

MLS#: 226024484

New on site today
Welcome to this inviting custom built estate home by Frey & Son Homes, showcasing the desirable St. Lucia floor plan and offering the perfect blend of luxury, privacy, and convenience.  Built in 2022 and nestled on 2.5 beautifully wooded acres in "close in" Golden Gate Estates, this exceptional property features 2,784 square feet under air (approx. 4,013 total), with 4 bedrooms plus a DEN, 3 full baths, soaring volume ceilings, and an oversized climate controlled 3 CAR garage with added storage.

Surrounded by towering trees and lush tropical landscaping, the property feels like a private sanctuary.  Beautiful wooded views are visible from every window, creating a serene retreat where birds sing throughout the day, butterflies drift through the landscape, and evenings are filled with starry skies and the soothing sounds of nature.  Despite the remarkable privacy, the home is ideally located just WEST of Collier Boulevard near Pine Ridge Road, with convenient access to shopping, dining, entertainment, and everyday necessities.

Designed to embrace Florida's indoor-outdoor lifestyle, the open-concept floor plan is centered around a spacious Great Room where dramatic 10-foot zero-corner sliding glass doors disappear completely, seamlessly connecting the interior to more than 400 square feet of covered outdoor living space.  The expansive screened lanai overlooks the private wooded setting and features a heated SALTWATER pool and spa, "new" outdoor kitchen, and generous entertaining and dining areas perfect for hosting family and friends.

The chef's kitchen is both beautiful and functional, featuring an oversized center island, stainless steel appliances, abundant cabinetry, extensive counter space, and a large pantry.  The owner's suite serves as a private retreat with direct lanai access, a tray ceiling, and dual custom walk-in closets.  Thoughtful upgrades throughout include hurricane-impact windows and doors, plantation shutters, custom closet systems by Inspired Closets, a hot water re-circulation system, custom lighting, tile flooring throughout the main living areas and wood flooring in the bedrooms and den, professional landscaping, a tiled roof, and upgraded paver driveway, walkways, and lanai.

Built with quality craftsmanship and meticulously maintained, the home still offers that sought after "newer construction" feel while providing the peace of mind of proven performance and minimal maintenance. With no HOA restrictions, zoning that allows pets, horses, etc and room to expand, this property offers a rare level of freedom and flexibility.

Walk to Publix, enjoy dining and entertainment at Founders Square just minutes away, and reach Waterside Shops, Mercato, Fifth Avenue South, and Naples' beautiful white sand Gulf beaches within approximately 20 minutes.  Rarely does a property combine this level of privacy, acreage, newer construction, and proximity to Naples' most desirable destinations. This is Naples living at its finest.
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4199 11th AVE SW

4 Beds

3 Baths

2,812 Sq.Ft.

$1,449,000

MLS#: 226022244

New on site 1 day ago
Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities.

The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living.

Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations.

Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use.

Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle.

The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.
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201 8th ST S 208

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2 Baths

1,704 Sq.Ft.

$1,999,999

MLS#: 226025234

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This exceptional Shiraz floor plan residence in the prestigious Riverstone community showcases refined living on a premium .27-acre long-lake lot with coveted northern rear exposure. Offering 6 bedrooms and 5 baths, the home is richly appointed with Italian porcelain tile, hand-scraped wood flooring, upgraded carpeting, and custom maple cabinetry. The gourmet kitchen features Thermador and Miele appliances, a built-in espresso maker, and a 45-bottle wine cooler, perfect for the culinary enthusiast. Additional luxury upgrades include impact-resistant windows and doors, a 500-gallon buried propane tank, updated Carrier A/C (2023), and an industrial Rheem 80-gallon water heater (2026). The outdoor oasis boasts a custom Nassau pool and spa with color-changing lighting, newer pool pump (2025), Zingas motorized exterior shades (2025), and a built-in Artisan outdoor kitchen (2025) surrounded by lush, professionally designed landscaping. A 3-car epoxy-coated garage with custom cabinetry, whole-home audio speakers, custom closets, office built-ins (2021) and whole house Kinetico Water Filtration System (2020) further elevate the home’s sophistication. Located in Riverstone—one of Naples’ premier gated communities—residents enjoy a resort-style clubhouse, fitness center, lap and lagoon pools, tennis, pickleball, indoor/outdoor basketball, and a vibrant social calendar. A rare opportunity to own a highly upgraded luxury home with serene lake views in an amenity-rich Naples community.
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6 Beds

5 Baths

4,113 Sq.Ft.

$1,450,000

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New on site 1 day ago
Exceptional opportunity to own one of Naples' most versatile properties! Set on 5 ACRES (100% UPLANDS) this unique estate offers a beautifully updated main residence + guest home + pool + 5,600 SqFt of warehouse/workshop/storage space—a rare combination of land, infrastructure, and flexibility designed for those who need more than a typical home. Whether you're a contractor, business owner, car collector, RV or boat enthusiast, hobby farmer, or simply someone who values space and freedom, opportunities like this are increasingly rare in Naples.

MAIN HOUSE: The main residence offers 3 Bedrooms + Den, 2 Bathrooms, and 2,299 SqFt of living area. Recent improvements include a remodeled kitchen (2025) with quartz countertops, stainless steel appliances, induction cooktop, center island, and coffee bar with wine cooler, along with a new HVAC (2025), newer roof (2022), luxury vinyl flooring, and fresh interior paint. The owner's suite features dual vanities, a soaking tub, and walk-in shower.

GUEST HOUSE: Built in 2019 and never occupied, the guest house offers 1 Bedroom + Den, full kitchen, bathroom, separate laundry room, vaulted ceilings with exposed wood beams, luxury vinyl flooring, private screened lanai, and quality finishes throughout. Ideal for guests, extended family, caretaker quarters, or a private workspace.

WAREHOUSES & STORAGE: Three steel-framed buildings provide 5,600 SqFt of warehouse, workshop, and equipment storage space, including two 1,200 SqFt buildings and one 3,200 SqFt building. Two buildings are equipped with electric service. A recently completed secondary 12-foot asphalt driveway enhances access to the warehouse and storage areas, making it easy to accommodate trailers, equipment, RVs, boats, and multiple vehicles.

PROPERTY FEATURES: Enjoy a screened pool and lanai overlooking the private acreage, mature Florida landscaping, full-property irrigation, whole-home generators for both residences, dedicated propane backup systems, an additional carport, and NO HOA restrictions.

Whether you're seeking a private family compound, room for collections and recreational vehicles, space for equipment and storage, or the flexibility to accommodate multiple generations under one roof, this property offers possibilities rarely found in Naples.
#226023824

NAPLES

2053 17th ST SW

4 Beds

3 Baths

3,198 Sq.Ft.

$1,599,000

MLS#: 226023824

New on site 1 day ago
Skip Windstar's 7-year golf waitlist — full golf membership transfers at closing.
Windstar on Naples Bay caps golf membership at 350. The waitlist currently runs approximately seven years. This sale is the shortcut: seller relinquishes their full golf membership at closing, giving the buyer immediate access to the Tom Fazio championship course, clubhouse, and practice facility — no waitlist (initiation fee and dues apply).
The home: fully furnished 3BR/3BA two-story townhouse with den and 1-car garage, directly on the golf course inside Windstar's private gates — Naples' only gated golf community with direct bay access, a private marina, and its own beach on Keewaydin Island.
The water: deeded Boat Slip #13 at Southpointe Yacht Club — deep-water marina fully rebuilt in 2023 with new pilings and composite docks. Direct Naples Bay and Gulf access, no bridges. Slip ownership includes private marina pool/spa and common area.
Golf in the morning. Gulf by afternoon. Home on the course. One closing delivers all three.
Furnished. Move-in ready.
#2026023271

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4700 Yacht Harbor DR 622

3 Beds

3 Baths

2,178 Sq.Ft.

$1,375,000

MLS#: 2026023271

New on site 1 day ago
Prime Downtown Location ! Luxury 2 bedroom, 2 bath, move in ready, freshly painted throughout, stylish residence partially furnished. Spacious and open floor plan with modern finishes, southern exposure and large wraparound lanai, all in the Heart of Naples. Secure parking garage for 2 vehicles with electric charging stations, Rooftop Terrace, Resort Style pool with two 90' Lap Lanes, entertainment room, modern clubhouse with plenty of space for special celebration or hosting parties, fire pits, fitness center, movie room, bocce courts, putting green, Fenced in Dog Park, and Six Rentable suites for overflow guests. Prime downtown location with private shuttle service to dining, shopping, beaches and restaurants. Unbeatable convenience to everything downtown Naples has to offer and is 3/4 of a mile to pristine Naples beaches. Walking distance to shops and onsite restaurants including the newest restaurant Mister 01 Extraordinary Pizza and walking distance to beautiful 5th Avenue.
#226024802

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1111 Central AVE 409

2 Beds

2 Baths

1,476 Sq.Ft.

$1,549,000

MLS#: 226024802

New on site 4 days ago
Welcome to Your Waterfront Paradise at 123 Newport Drive in Naples, Florida

Experience waterfront living in this completely renovated, one-of-a-kind Gulf-access home. Perfectly positioned for the boating lifestyle, this beautiful property offers direct Gulf access with no bridges, making it easy to lower your boat from the covered lift and be on the open water in minutes.

This home has been thoughtfully upgraded throughout, featuring a newer tile roof, impact windows and doors, updated bathrooms, beautiful kitchen cabinetry, electric storm shutters, two Lennox HVAC systems, and a whole-house Generac generator for peace of mind.

Step outside and enjoy true Southwest Florida living with a resort-style screened pool and spa, outdoor kitchen, composite dock with water and electric, and a covered boat lift ready for your next adventure.

Whether you are looking for a full-time residence, seasonal retreat, or a premier boating property in Naples, this home delivers the lifestyle buyers dream about.
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123 Newport DR

4 Beds

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2,627 Sq.Ft.

$1,545,000

MLS#: 226025012

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