AgentLogo

Florida, Single Family

1690 Chesapeake AVE

NAPLES, FL 34102

MLS#: 226020026

$8,900,000

Status: Active
Listing number: 226020026
Listing provided by: John R Wood Properties
Listing agent phone: None
Last update: a month ago
On site: a month ago
Browse Properties
OYSTER BAY - Residential

Property

Beds

4

Full Baths

4

1/2 Baths

1

Year Built

2026

Sq.Footage

5,500

Crafted for those who expect nothing less than exceptional, this brand-new 2026 waterfront residence by Naples Home Builders is a rare offering in the heart of Naples. Perfectly positioned on an expansive corner parcel, the property boasts 80 feet of water frontage with direct, bridge-free access to Naples Bay and the shimmering Gulf of true haven for the avid boater. Designed for refined coastal living, the outdoor experience is nothing short of resort-caliber, featuring a sparkling pool and spa where tranquil mornings and golden-hour evenings unfold with ease. From your private backyard, set sail within moments and embrace the effortless elegance of life on the water. Ideally located just moments from the charm and sophistication of 5th Avenue South, you’ll enjoy world-class dining, boutique shopping, and vibrant cultural experiences all within a short stroll. The sugar-sand beaches of Naples are less than three miles away, while Naples Executive Airport is a convenient six-minute drive—perfect for seamless arrivals and departures. A statement of lifestyle, where timeless coastal beauty meets modern luxury in one of Naples’ most coveted waterfront settings.

Features & Amenities

Interior

  • Other Interior Features

    Elevator, Other, Pantry

  • Total Bedrooms

    4

  • Bathrooms

    4

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    N/A

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Parking

    Attached

  • Pool

    Yes

  • Pool Features

    Private

  • Waterfront YN

    YES

  • View

    Canal

Area & Lot

  • Lot Features

    Waterfront

  • Lot Size(acres)

    0.28

  • Lot Size(square feet)

    12197.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Florida, Single Family

Price

  • Sales Price

    $8,900,000

  • Tax Amount

    $15,120.24

  • Sq. Footage

    5, 500

  • Price/SqFt

    $1,618

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Stories

    2

  • New Construction

    NO

  • Ownership

    Single Family

  • Senior Community YN

    NO

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Collier

Elementary School

Middle School

High School

Listing Courtesy of Michael Dekic , John R Wood Properties

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Julia McCabe

Agent | Realtor®

Julia McCabe

Call Julia today to schedule a private showing.

(610) 585-9923

juliamccabeswfl@gmail.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Crafted for those who expect nothing less than exceptional, this brand-new 2026 waterfront residence by Naples Home Builders is a rare offering in the heart of Naples. Perfectly positioned on an expansive corner parcel, the property boasts 80 feet of water frontage with direct, bridge-free access to Naples Bay and the shimmering Gulf of true haven for the avid boater. Designed for refined coastal living, the outdoor experience is nothing short of resort-caliber, featuring a sparkling pool and spa where tranquil mornings and golden-hour evenings unfold with ease. From your private backyard, set sail within moments and embrace the effortless elegance of life on the water. Ideally located just moments from the charm and sophistication of 5th Avenue South, you’ll enjoy world-class dining, boutique shopping, and vibrant cultural experiences all within a short stroll. The sugar-sand beaches of Naples are less than three miles away, while Naples Executive Airport is a convenient six-minute drive—perfect for seamless arrivals and departures. A statement of lifestyle, where timeless coastal beauty meets modern luxury in one of Naples’ most coveted waterfront settings.

1690 Chesapeake AVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Julia McCabe via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Related Properties

New on site today
Welcome to perfection at 1385 Great Egret Trail, a custom estate in the exclusive gated enclave of Estuary at Grey Oaks. Inspired by timeless Santa Barbara architecture, this extraordinary residence is positioned on a premier homesite showcasing sweeping lake and golf course vistas. Spanning nearly 9,000 square feet, the home offers an unparalleled blend of elegance, comfort, and craftsmanship. The estate features five spacious bedrooms, five full baths, two powder rooms, a private theater, game room, loft, home gym, dual executive offices, and a private guest suite. At the heart of the residence, the grand living and dining room impresses with soaring pecky cypress-beamed ceilings and hand-carved natural stone fireplaces at each end. Four sets of French doors seamlessly connect the interior living spaces to the outdoor oasis, framing breathtaking long-range views of the lake and golf course. The gourmet kitchen, appointed with a Wolf range and Sub-Zero refrigeration and exquisite white marble countertops, flows effortlessly into the family room and expansive covered lanai. Designed for year-round entertaining, the outdoor living area features a two-sided gas fireplace, automated roll-down screens and shutters, and a resort-style pool overlooking the stunning landscape beyond. Every detail of this remarkable estate reflects exceptional quality and global inspiration. Guests are welcomed through a charming front-entry courtyard shaded by a majestic oak tree, where a natural gas fireplace and antique stone fountain create a warm and inviting arrival experience. A private entrance serves the guest suite and fitness room, offering flexibility and privacy for owners and visitors alike. Modern conveniences abound, including four climate-controlled garage spaces, hurricane-impact windows and doors throughout, an elevator, a fully integrated Crestron home automation system, and a whole-house natural gas generator, ensuring both comfort and peace of mind. This one-of-a-kind estate presents a rare opportunity to own a meticulously crafted luxury residence in one of Naples' most prestigious communities.
#226024518

NAPLES

1385 Great Egret TRL

5 Beds

5 Baths

8,793 Sq.Ft.

$10,250,000

MLS#: 226024518

Set in the heart of the Moorings, this exceptional new construction residence masterfully blends coastal transitional design with timeless sophistication. Spanning 5,405 square feet across two levels of thoughtfully curated living space, the home offers five bedrooms plus a den and is perfectly positioned to capture coveted western exposure, bathing the interiors in warm afternoon light and delivering spectacular sunset skies over the resort-inspired outdoor oasis. Inside, the soaring two-story great room creates a stunning first impression, with dramatic ceiling heights and expansive glass inviting the outdoors in. Entertain effortlessly on the covered lanai, where a beautifully crafted two-sided fireplace featuring distinctive tabby detailing serves as a sophisticated gathering space for relaxing evenings or hosting guests. The luxurious primary suite is a serene retreat, flooded with natural light and designed with comfort and elegance in mind. The spa-inspired bath boasts dual vanities, a dedicated makeup vanity, a modern freestanding soaking tub, and an oversized walk-in shower accented by a dramatic floor-to-ceiling tiled feature wall. With impeccable craftsmanship, sophisticated finishes, and a backyard reminiscent of a private resort, this extraordinary residence embodies the very best of Naples luxury living. Moorings residents also have the option to join the Moorings beach association for private beach parking.
#226023534

NAPLES

1985 Crayton RD

5 Beds

5 Baths

5,405 Sq.Ft.

$8,295,000

MLS#: 226023534

A masterful expression of luxury and craftsmanship, this extraordinary newly constructed estate in the prestigious Moorings offers an unparalleled lifestyle just moments from Naples' world-renowned beaches, downtown Fifth Avenue South, Third Street South, upscale shopping, fine dining, and entertainment. Thoughtfully designed with exceptional architectural detail, soaring ceilings, custom millwork, designer lighting, and exquisite finishes throughout, the residence seamlessly blends elegance with modern comfort. At the heart of the home is a spectacular chef's kitchen featuring professional-grade Wolf appliances, including a gas range and double ovens, custom cabinetry, stunning stone countertops, an oversized center island, and a spacious walk-in pantry. Designed for both everyday living and grand-scale entertaining, the kitchen flows effortlessly into the home's inviting living and dining spaces. The owner's retreat serves as a private sanctuary, complete with a spacious sitting area and a spa-inspired bath featuring dual vanities, an oversized walk-in shower, a gorgeous soaking tub, and premium designer finishes that create a true spa-like experience. A stunning climate-controlled wine room serves as both a sophisticated focal point and an entertainer's dream. The outdoor living experience rivals that of a five-star resort. A spectacular pool and spa are surrounded by lush tropical landscaping, expansive gathering areas, and elegant hardscaping. The spacious covered lanai features a dramatic fireplace, outdoor living room, and a fully equipped summer kitchen, creating the perfect setting for year-round entertaining and relaxation. Built with uncompromising attention to detail and showcasing one-of-a-kind architectural elements throughout, this exceptional Moorings residence offers the ultimate combination of luxury, location, and lifestyle in one of Naples' most desirable neighborhoods.
#226023186

NAPLES

3235 REGATTA RD

5 Beds

5 Baths

5,137 Sq.Ft.

$8,995,000

MLS#: 226023186

Welcome to waterfront living in the heart of Royal Harbor. Perfectly positioned on a desirable deep-water canal with direct Gulf access and no bridges to the Gulf, this custom-built Andalusian-style masterpiece, inspired by southern Spain's architecture, showcases elegant courtyards, fountains, intricate ironwork, and rich architectural details. The residence offers the ideal blend of luxury, comfort, and the ultimate Naples boating lifestyle. Designed for both everyday living and entertaining, the home features approximately 3,653 square feet under air, four spacious en-suite bedrooms, including a luxurious first-floor primary suite, a private office/den, and multiple indoor and outdoor gathering spaces. Expansive glass doors and windows fill the home with natural light while framing beautiful long-water views. Boating enthusiasts will appreciate the property's exceptional waterfront amenities, including a 98-foot dock that accommodates vessels up to approximately 80 feet, providing easy access to Naples Bay and the Gulf within minutes. A unique one-car garage equipped with a vehicle lift provides two-car storage capacity, creating additional flexibility for luxury vehicles, golf carts, watercraft equipment, or seasonal toys—perfectly complementing the waterfront lifestyle. The outdoor living area is designed to maximize Southwest Florida living, featuring a spacious covered lanai, resort-style pool and spa, and multiple areas for relaxing, dining, and enjoying the tranquil waterfront setting. Located just minutes from downtown Naples, including Fifth Avenue South and Third Street South, as well as world-class dining, shopping, and Naples' white-sand beaches, this property offers a rare opportunity to enjoy one of Naples' most coveted waterfront neighborhoods. Whether you're seeking a full-time residence, seasonal retreat, or premier waterfront investment, 2535 Tarpon Road delivers the privacy, luxury, and boating lifestyle that defines Naples’ waterfront living.
#226022269

NAPLES

2535 Tarpon RD

4 Beds

5 Baths

3,653 Sq.Ft.

$8,500,000

MLS#: 226022269

Commanding open bay views across Venetian Bay and offering over 100 feet of water frontage, this waterfront residence enjoys a desirable bayfront setting and includes a new roof and whole-home generator. Thoughtfully designed to maximize its waterfront location, the home features copious amounts of glass along the rear of the property, filling the interiors with natural light while capturing water views from nearly every room. Open the sliding glass doors and allow the living spaces to flow effortlessly into an expansive outdoor living area featuring both covered and open-air gathering spaces, as well as multiple settings for dining, entertaining, or simply unwinding along the water. The residence offers four bedrooms plus a den, five full bathrooms, including a pool bath, a dedicated home office, and a three-car garage. At the heart of the home, the open-concept kitchen is enhanced by a walk-in pantry, wine cellar, and adjacent dining area, creating a layout that is equally suited for everyday living and hosting family and friends. Located in the heart of Park Shore, the property is just moments from beach access, Waterside Shops, and a variety of dining destinations, placing many of Naples' most desirable amenities within easy reach.
#226021659

NAPLES

345 Devils Bight

4 Beds

5 Baths

5,379 Sq.Ft.

$8,995,000

MLS#: 226021659

Introducing a remarkable, classic contemporary residence in the heart of Park Shore, crafted by the esteemed team of JMDG Architecture, the reputable interior design firm Clive Daniel Home, and luxury builder Asta Homes. Perfectly located just minutes from Naples’ finest shopping, dining, and beaches, this 5-bedroom plus office estate offers exceptional design, premium craftsmanship, and elevated modern living. The thoughtful floor plan provides ultimate convenience with the primary suite, a guest bedroom, and a private office all located on the first floor. Upstairs, discover three additional en-suite guest bedrooms and a massive loft/second living room, creating ideal separation and comfort for family and guests. With 8 total bathrooms, the home ensures effortless privacy and accommodation for all. The interior showcases a refined coastal modern aesthetic with wide-plank white oak floors, Elegante custom cabinetry, and distinctive architectural ceiling elements adding depth and style throughout. The gourmet kitchen is a standout, featuring high-end appliances, a spacious walk-in pantry, ample storage, a built-in coffee maker, and abundant natural light, creating a perfect blend of functionality and luxury. A dramatic pivot front door welcomes you into the open-concept living area, anchored by a sleek vapor fireplace. Built to an impressive 11 ft elevation, the home offers added peace of mind with enhanced flood protection. Modern conveniences include a Lutron lighting system, Sonos speakers throughout the main areas, and a buried propane tank, discretely integrated into the property. Designed for premier indoor/outdoor living, the home boasts an expansive covered outdoor living area complete with a full outdoor kitchen, fireplace, and a convenient pool bath, providing an ideal setting for year-round entertaining. A 3-car garage offers generous space for vehicles, storage, and coastal living essentials. Scheduled for completion in February, this exceptional Park Shore residence combines world-class design, superior construction, and an unbeatable Naples location.
#226020996

NAPLES

3840 CRAYTON RD

5 Beds

5 Baths

5,261 Sq.Ft.

$7,350,000

MLS#: 226020996

In a market where true distinction is increasingly rare, 500 Ridge Drive presents an extraordinary opportunity to own a private contemporary estate within the prestigious enclave of Pine Ridge. Thoughtfully crafted with nearly six thousand five hundred square feet under air, this architectural showpiece masterfully blends clean modern design with warm organic finishes, creating a residence that feels both sophisticated and deeply inviting. Beyond its lushly landscaped approach, the home unfolds into expansive interiors designed for elevated everyday living and unforgettable entertaining. Five spacious bedrooms, a private office, dedicated home gym, and a versatile bonus room provide exceptional flexibility rarely found within a single residence. At the heart of the home, the remarkable white oak kitchen serves as both a functional centerpiece and design statement, featuring exquisite natural stone surfaces alongside a premier suite of Wolf, Sub-Zero, and Miele appliances. The seamless open-concept layout allows the kitchen, dining, and living spaces to flow effortlessly together beneath rich wood tones and refined contemporary detailing. The primary suite offers a tranquil retreat with bespoke closet systems and spa-inspired finishes that evoke the ambiance of a luxury resort. Whole-home automation enhances the experience with effortless convenience, while every space has been curated with an uncompromising attention to craftsmanship and comfort. Equally compelling, the outdoor living experience rivals that of a private boutique retreat. The expansive covered lanai showcases a dramatic outdoor fireplace, sunken fire bowl gathering space, and beautifully integrated entertaining areas surrounded by mature tropical landscaping that provides exceptional privacy. With a four-car garage, striking architectural presence, and one of Naples’ most sought-after locations, 500 Ridge Drive represents a rare offering where design, lifestyle, and location converge in a way that is seldom available and impossible to replicate.
#226020554

NAPLES

500 Ridge DR

6 Beds

7 Baths

6,459 Sq.Ft.

$9,995,000

MLS#: 226020554

Boasting no bridge access to the Gulf, coveted southern exposure, and nearly half an acre of waterfront property, 350 Bow Line Bend presents an exceptional opportunity to enjoy today while envisioning and designing your future dream residence. Nestled along a quiet, private enclave within the Moorings, Bow Line Bend is gracefully lined with mature live oak trees, creating a naturally lush and picturesque setting. With over 150 feet of water frontage overlooking the tranquil waters of Moorings Bay, the property offers an extraordinary canvas for creating a private coastal retreat tailored to your lifestyle. Expansive outdoor living possibilities, stunning water views, and the serenity of the bay combine to deliver the quintessential Naples waterfront experience. Boating enthusiasts will appreciate the effortless Gulf access, ideal for spontaneous days on the water, while evenings are best enjoyed beneath vibrant sunset skies from the comfort of your own backyard oasis. Residents are also eligible to join the Moorings Beach Association, offering access to private beachfront parking and one of Naples’ most coveted beach amenities.
#226019346

NAPLES

350 Bow Line BEND

6 Beds

5 Baths

5,659 Sq.Ft.

$7,995,000

MLS#: 226019346

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing 2020 Gulf Shore—an exclusive collection of just 15 residences positioned between The Gulf and a private harbor within The Moorings, one of Naples’ premier neighborhoods. Developed by Barron Collier Companies and Golub & Co., two names deeply rooted in Naples’ history and luxury development, this boutique community blends legacy, design, and effortless living. Interiors by Soucie Horner Design Collective bring a refined, coastal aesthetic with top-tier finishes, 10’ ceilings, expansive glass, custom cabinetry, and curated natural materials throughout the home. Thoughtfully designed outdoor living areas include built-in Wolf grills, generous terraces, and integrated hurricane screens for year-round comfort. A seamless ownership experience is supported by available turnkey furniture packages and elevated à-la-carte services through Juniper Holiday + Home, offering concierge support, home-watch, provisioning, and more—ensuring true ease from day one. Amenities include a bayfront resort-style pool, two private rooftop terraces with Gulf views, a dedicated kayak/paddleboard launch, 11 boat slips for vessels up to 32’, fitness areas, and secure under-building parking with EV charging. Located in The Moorings, residents enjoy quick access to Moorings Beach Club, walkable beach paths, a short golf-cart ride to Fifth Avenue South, and a few minutes’ beach walk to the new Four Seasons Hotel. Here, waterfront living is elevated by thoughtful design, premier finishes, and a rarely offered level of convenience.
#226020633

NAPLES

2020 GULF SHORE BLVD N PH-201W

3 Beds

3 Baths

3,754 Sq.Ft.

$7,900,000

MLS#: 226020633

Glistening waters of Venetian Bay set the stage for this inviting waterfront retreat, thoughtfully designed for effortless Naples living. The expansive first floor offers two bedrooms and generous gathering spaces ideal for entertaining, while wide-open living areas invite the outdoors in with refreshing bay breezes and the ever-changing backdrop of dolphins passing by. At the heart of the home, the spacious kitchen seamlessly connects to the outdoor living areas, creating the perfect setting for relaxed evenings with family and friends. Upstairs, three private guest suites and an expansive covered balcony provide a peaceful escape to enjoy the evening breeze and tranquil water views. With no water intrusion, a three-car garage, 123 feet of water frontage, and close proximity to the beach and waterside shopping and dining, this residence embodies the very best of the Naples waterfront lifestyle.
#226020167

NAPLES

339 Devils Bight

5 Beds

6 Baths

5,447 Sq.Ft.

$7,995,000

MLS#: 226020167

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Julia McCabe via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Julia McCabe via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service