Sarasota's Premier Homes

Custom

520 CHIPPING LANE

LONGBOAT KEY , FL 34228

MLS#: A4615179

$5,130,000

Status: Closed
Listing number: A4615179
Listing provided by: COLDWELL BANKER REALTY
Listing agent phone: None
Last update: 1 year, 1 month ago
On site: 1 year, 1 month ago
Browse Properties
COUNTRY CLUB SHORES SEC 02 - Residential

Property

Beds

5

Full Baths

4

1/2 Baths

1

Year Built

2022

Sq.Footage

4,412

Enjoy Florida’s most desirable destination for waterfront living.

Features & Amenities

Interior

  • Other Interior Features

    Stone Counters, Walk-In Closet(s), Wet Bar

  • Total Bedrooms

    5

  • Bathrooms

    4

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    N/A

  • Heating YN

    YES

  • Heating

    Central, Electric

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Stucco

  • Other Exterior Features

    Lighting, Outdoor Grill

  • Parking

    Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, Attached

  • Patio and Porch Features

    Front Porch, Porch, Rear Porch

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Private

  • Waterfront YN

    YES

  • View

    Canal, Water, Pool

Area & Lot

  • Lot Features

    Landscaped, Near Golf Course, Near Public Transit, Paved, Waterfront

  • Lot Size(acres)

    0.26

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Custom

Price

  • Sales Price

    $5,130,000

  • Tax Amount

    13680.51

  • Zoning

    R4SF

  • Sq. Footage

    4, 412

  • Price/SqFt

    $1,162

HOA

  • Association

    YES

  • Association Fee

    $150

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

School District

  • Elementary School

    Southside Elementary

  • Middle School

    Booker Middle

  • High School

    Booker High

Property Features

  • Stories

    2

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Sewer

    Public Sewer

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

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

Sarasota

Elementary School

Southside Elementary

Middle School

Booker Middle

High School

Booker High

Listing Courtesy of Bruce Myer , COLDWELL BANKER REALTY

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 MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.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.
Enjoy Florida’s most desirable destination for waterfront living.

520 CHIPPING LANE

Message successfully sent.

What would you like to know?

Related Properties

New on site 1 day ago
The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been thoughtfully crafted to evoke a sense of effortless luxury—where sun-kissed days and gentle Gulf breezes blur the line between indoors and out. From the moment you step through the grand entrance, you’re embraced by light, texture, and tranquility. Creamy finishes, warm woods, and bespoke millwork elevate every space, while expansive windows and French doors invite in the turquoise glow of the Gulf and the soothing rhythm of coastal life. Main Level Elegance - The heart of the home features an open-concept chef’s kitchen with top-of-the-line appliances: a Wolf 6-burner gas range with custom vent hood, dual Asko dishwashers, Sub-Zero refrigerator/freezer, Wolf convection/microwave, and a 50-bottle wine captain. Quartz countertops, artisan pendant lighting, and a massive island with farmhouse sink make this space as beautiful as it is functional. The adjoining dining and great room flow effortlessly to an expansive balcony - perfect for indoor-outdoor entertaining. The main-floor Primary Suite offers tray ceilings, shiplap accents, dual walk-in closets, and a spa-inspired bath with soaking tub, double-entry stone shower, and sparkling stone vanities. Two additional ensuite guest rooms on this level echo the home’s airy, coastal elegance, and exceptional quality. Upper-Level Retreat - Ascend to a private owner’s sanctuary with dual custom closets and a lavish bath adorned with blue calcite counters, glass mosaic tile, and a freestanding tub. This level includes a substantial private balcony with access to the upper-level viewing balcony. The Observation Deck - Crowning the home is the ultimate vantage point—a “crow’s nest” with panoramic Gulf and Sarasota Bay views. It’s here you’ll end each day watching sunsets paint the horizon in unforgettable color. Resort-Style Outdoor Living - The pool retreat is an absolute showstopper - pocketing sliding doors reveal coral stone terraces, a resort-style pool with sun shelf and tiled cocktail table, a 10-person spa, and a fully equipped outdoor kitchen with seating for eight. The entire area is lined with an automatic insect elimination system to ensure you can enjoy the outdoors all year long. Optical lighting enhances the overflowing water features which seem to dance in the glow of firelight, creating the perfect setting for stargazing or nightcaps. The community provides private beach access and is close to world-class golf, tennis, fine dining, and the largest deep-water marina on the Gulf coast. This is more than a home - it’s a sanctuary, a work of art, and a lifestyle. Delivered exactly as you see it, fully furnished and ready to enjoy, this British West Indies masterpiece awaits the one discerning buyer ready to claim the very best of Longboat Key coastal living.
#A4661988

LONGBOAT KEY

5005 GULF OF MEXICO DRIVE 5

4 Beds

4 Baths

6,437 Sq.Ft.

$4,599,000

MLS#: A4661988

New on site 3 days ago
Experience Boutique Gulf-Front Luxury at Vizcaya on Longboat Key - Discover a rare opportunity to own in Vizcaya—Longboat Key’s premier low-density beachfront enclave, where just 31 residences share 9 lushly landscaped acres along one of the island’s quietest stretches of sand. Set well back from Gulf of Mexico Drive, you’ll hear waves instead of traffic, and with no public beach access nearby, your shoreline feels like a private retreat. Unmatched Peace of Mind - Every major update required under Florida’s new condo legislation is already completed and fully funded—no surprise assessments. Recent upgrades include 2024 roofs, modernized elevators, enhanced fire systems, and refreshed landscaping. This is one of the few Gulf-front communities where the heavy lifting is done. White-Glove Service - A full-time on-site staff—concierge, maintenance, landscaping, and housekeeping—delivers personalized service whether you’re in residence or away. With 24-hour security and a staffed guard gate, life here is effortless and secure. A Residence Designed for Coastal Sophistication - Spanning over 3,000 sq ft with 3 bedrooms, 3 baths, and a den, this residence lives like a single-family home in the sky. Windows on all four sides fill the space with natural light and Gulf-to-Bay cross-breezes. The wraparound 1,000 sq ft terrace—with a built-in natural gas grill and panoramic, year-round sunset views—sets the stage for unforgettable evenings. This is one of the select Vizcaya residences where the sun can be seen sinking directly into the Gulf all 12 months of the year. Rare Conveniences You Won’t Find Elsewhere • Oversized private two-car garage with abundant storage • Two large dogs welcome—no size limit • Natural gas connection for outdoor and indoor appliances • Flexible floorplans with only one plumbing stack—perfect for future remodeling • Balcony grilling permitted (a rarity on the Key) Resort-Caliber Amenities - Beachfront lap pool & sundeck • Direct beach access • Private fishing pier & groin • Fitness center, sauna & steam room • Resident clubhouse • Lush tropical grounds maintained to perfection Close proximity to grocery, pharmacy, the LBK Tennis Center, and golf. Vizcaya’s combination of exclusivity, service, and location simply doesn’t exist anywhere else on Longboat Key. With no pending assessments and every detail addressed, this residence is ready for your immediate enjoyment. Schedule your private showing today and experience the rare elegance, privacy, and service that make Vizcaya truly one of a kind.
#A4661324

LONGBOAT KEY

2333 GULF OF MEXICO DRIVE 1A3

3 Beds

2 Baths

4,179 Sq.Ft.

$4,250,000

MLS#: A4661324

Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home features two lanais, a private pool with a spa, and an elevated foundation at 9.5 feet. Boating enthusiasts will appreciate the 10,000-lb boat dock and quick access to the Gulf of Mexico for endless days on the water. Inside, enjoy engineered hardwood flooring throughout, quartz countertops in every space, and a large walk-in pantry. The thoughtfully designed layout includes two laundry rooms for added convenience. Nestled in a quiet, private setting, yet just minutes from Longboat Key’s pristine beaches, golf courses, and fine dining, this home is a rare find. Don’t miss the chance to own a waterfront masterpiece in one of Florida’s most desirable locations.
#A4661312

LONGBOAT KEY

569 BAYVIEW DRIVE

4 Beds

4 Baths

5,282 Sq.Ft.

$5,199,950

MLS#: A4661312

Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!
#A4657691

LONGBOAT KEY

585 GUNWALE LANE

3 Beds

3 Baths

6,609 Sq.Ft.

$5,425,000

MLS#: A4657691

Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the backyard, the location couldn’t be more ideal. Inside, the home features beautiful hardwood floors throughout, soaring ceilings including twelve-foot heights in select rooms and a thoughtfully designed floor plan with three bedrooms, an office, a game room, fitness room, and a sitting area. The layout easily allows for conversion to five bedrooms if needed. Off the chef’s kitchen, custom wood beams add warmth and character, while the great room centers around a stunning fireplace, creating a space that feels both luxurious and inviting. The kitchen is equipped with a full Thermador appliance package, high-end cabinetry, and expansive countertops perfect for entertaining or everyday living. The primary suite is a true retreat, offering two oversized walk-in closets and a luxurious his-and-her bathroom setup with dual vanities and a soaking tub. Step outside to your private resort-style escape, complete with a gorgeous pool, elevated spa, and fully outfitted outdoor kitchen. The oversized four-car garage has high ceilings and is ready for multiple car lifts, ideal for car enthusiasts or extra storage. Built to the latest codes and engineered for peace of mind, this home is just minutes from the Longboat Key Club, Anna Maria Island, and St. Armands Circle. Surrounded by nature, you’ll enjoy watching dolphins, manatees, and native birds right from your backyard. This is Florida living elevated, effortless, and ready for you.
#A4657152

LONGBOAT KEY

670 OLD COMPASS ROAD

5 Beds

5 Baths

5,792 Sq.Ft.

$5,495,000

MLS#: A4657152

Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly positioned on the exclusive north end of Longboat Key. Designed with intention and offered fully turnkey-furnished, this residence is a refined sanctuary where architectural elegance meets cutting-edge technology and relaxed sophistication. The grand entry leads into a dramatic great room, showcasing driftwood-accented ceilings and expansive floor-to-ceiling windows that flood the space with natural light. From here, the home flows effortlessly into the open dining area and chef’s kitchen, where rich wood-tone custom cabinetry, premium appliances, and clean modern lines create an atmosphere of understated luxury. Just off the dining space, you’ll find an expansive entertainer’s room with its own full bath—ideal for hosting dinner parties, events, or enjoying a night in with guests. Upstairs, the home’s private quarters await. Bedrooms two and three are located on the second level, while the third floor is reserved entirely for the primary suite, accessible by private elevator. This executive-level retreat features multiple walk-in closets, serene private balconies overlooking the water, and a spa-inspired primary bathroom designed with curated finishes and timeless style. Throughout the home, attention to detail is evident in every finish and feature—including a full Lutron lighting system, motorized shades, integrated surround sound, and a Brinks security system with CCTV monitoring. Outside, the coastal lifestyle truly comes to life. Enjoy a resort-style pool, fire pit lounge, and a brand-new private dock just a few homes away from open water—offering easy access to the Gulf and endless boating adventures. This property was crafted to bring people together, whether relaxing with family or entertaining in style.
#A4655358

LONGBOAT KEY

590 DE NARVAEZ DRIVE

4 Beds

3 Baths

4,195 Sq.Ft.

$4,340,000

MLS#: A4655358

Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator opens to the interior of the residence while a separate elevator brings guests to the front door. Special features of this luxurious residence include 10' foot ceilings, floor to ceiling sliding glass doors, 8' solid mahogany doors plus porches on east and west side of this 3400 sq.ft. home. The kitchen has a wonderful center island plus a breakfast room. The master suite has expansive walls of windows enhancing the gulf views. The master bath is appointed with marble floors and walls, dual vanities and spa tub. Regent Place offers 24 hour security, a 25 -meter heated pool and spa overlooking the Gulf, summer kitchen by the pool, club house with social room and fitness center.
#A4648954

LONGBOAT KEY

675 LONGBOAT CLUB ROAD 23A

3 Beds

3 Baths

3,564 Sq.Ft.

$4,195,000

MLS#: A4648954

DISCOVER THE DIFFERENCE—A TRUE LUXURY CONDO IN A BUYER’S MARKET Why This Longboat Key Residence Stands Above the Rest: This isn’t just another beachfront condo—this is a thoughtfully curated, luxury retreat where every detail has been considered, and every upgrade already completed. Enjoy peace of mind with all updates required by Florida’s new condo legislation already done and paid for—no surprise assessments here. From new roofs in 2024 to updated elevator systems, fire alarms, and lush new landscaping, this is one of the few buildings on Longboat Key where the heavy lifting is complete. Unmatched Perks You’ll Rarely Find Elsewhere: Full-time, on-site staff provide concierge-level service whether you're in residence or away. No size restrictions on two dogs—finally, bring your big dogs to the beach. Private two-car garage with additional storage—a true rarity for beachfront condos. Grill on your terrace—yes, it’s allowed here. A SHOWCASE OF COASTAL SOPHISTICATION Step into over 3,000 sq ft of fully renovated, elegantly appointed interior living space—complete with 3 bedrooms and 3 baths, designed for both upscale entertaining and serene daily living. The crown jewel? A 1,000 sq ft wraparound balcony with a built-in outdoor kitchen, where panoramic Gulf views set the scene for unforgettable evenings. Interior Highlights: Expansive open-concept floorplan with high-end finishes throughout Chef’s kitchen with Wolf appliances and a custom eat-in island Luxury primary suite with separate his-and-hers en-suite baths, private toilet rooms, and dual vanities Private guest wing with sitting room, terrace, and separate entrance—perfect for long-term guests Floor-to-ceiling hurricane-impact glass for maximum light and storm security (no damage from recent hurricanes) Gas appliances, including outdoor grill permitted on your terrace EXCLUSIVE COMMUNITY AMENITIES: Only 32 residences ensure a quiet, boutique feel Pet-friendly: 2 dogs allowed with no size restrictions Beachfront pool, sundeck, and direct beach access Fitness center, sauna, and steam room Clubhouse for resident events Private fishing pier 24-hour security and on-site management Full-time maintenance, landscaping, and housekeeping staff ensure the grounds are always immaculate Walkable to grocery, pharmacy, golf, and tennis And yes... 365 sunsets a year A UNIQUE AND PRIVATE COASTAL RETREAT—READY NOW This is a rare opportunity to own a move-in ready, beachfront condo in a well-managed building with no looming assessments or headaches. Every detail has been handled—just bring your flip-flops and start living the Longboat lifestyle. Schedule your private tour today.
#A4646994

LONGBOAT KEY

2333 GULF OF MEXICO DR 1A2

3 Beds

2 Baths

4,179 Sq.Ft.

$4,950,000

MLS#: A4646994

Embrace unparalleled modern elegance and coastal serenity at Infinity on Longboat Key, where refined architecture meets the timeless beauty of the Gulf of Mexico. This exclusive boutique condominium boasts only 11 meticulously designed residences, offering a private and luxurious retreat for those seeking a sophisticated island lifestyle. From your private elevator, enter a spacious foyer that flows into an expansive living area, where floor-to-ceiling glass sliders frame breathtaking Gulf views. Beyond, a large covered balcony with an outdoor kitchen and multiple seating areas beckons, perfect for alfresco dining amid endless ocean vistas. The open-concept kitchen exudes sophistication through its thoughtful design. Custom cabinetry in warm wood tones pairs beautifully with pristine stone countertops and Italian Britannium backsplash. Premium stainless steel appliances, including a gas cooktop and sleek hood, anchor the space. A central island provides both functionality and visual interest, while elegant pendant lighting and expansive Gulf views elevate the aesthetic, creating an inviting culinary environment that seamlessly blends style and practicality. The exquisite primary suite is a haven of calm, with sliders opening to a private balcony where you’ll awaken to the sound of waves and views of turquoise waters lapping sugar-white sands. The spa-inspired primary bath offers a tranquil escape, featuring dual vanities, a water closet, and a spacious walk-in shower. Thoughtfully designed guest suites ensure privacy and comfort. A versatile flex room provides endless possibilities, whether used as a home office, media room, or den. Additional conveniences include a well-equipped laundry room with ample counter space and storage. This condo comes with two private garages that can fit four cars. Resort-style amenities elevate the living experience with a beachfront heated pool, private spa overlooking the beach, large sun deck, beach access, an outdoor entertainment area, clubhouse with catering kitchen, fitness center, and pickleball/tennis courts. Infinity’s prime location on Longboat Key provides effortless access to St. Armands Circle’s world-class shopping and dining, as well as the vibrant cultural offerings of downtown Sarasota. Golf enthusiasts can enjoy nearby championship courses, while boating enthusiasts have easy access to marinas and coastal waterways.
#A4645607

LONGBOAT KEY

4765 GULF OF MEXICO DRIVE B202

3 Beds

3 Baths

4,808 Sq.Ft.

$5,995,000

MLS#: A4645607

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.
#A4643048

LONGBOAT KEY

2161 GULF OF MEXICO DRIVE 3

3 Beds

3 Baths

4,600 Sq.Ft.

$4,995,000

MLS#: A4643048

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

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

Already have an account ? Login here