Features & Amenities

Interior

  • Other Interior Features

    Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Cats OK, Dogs OK, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Stucco

  • Other Exterior Features

    Awning(s), Lighting, Other, Outdoor Shower, Dock

  • Parking

    Circular Driveway, Driveway, Off Street, Attached

  • Patio and Porch Features

    Patio

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground, Salt Water, Solar Cover, Private

  • Waterfront YN

    YES

  • View

    Canal, Water, Trees/Woods

Area & Lot

  • Lot Features

    Landscaped, Level, Private, Paved, Waterfront

  • Lot Size(acres)

    0.26

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $2,450,000

  • Tax Amount

    $7,045.29

  • Sq. Footage

    2, 276

  • Price/SqFt

    $1,076

HOA

  • Association

    No

School District

  • Elementary School

    Phillippi Shores Elementary

  • Middle School

    Brookside Middle

  • High School

    Sarasota High

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    20

  • Water Source

    Public

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Location

County

Sarasota

Elementary School

Phillippi Shores Elementary

Middle School

Brookside Middle

High School

Sarasota High

Listing Courtesy of Derek Edwards , KELLER WILLIAMS ON THE WATER S

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Luxury Exclusive Living – Boaters’ Paradise

Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. With 95 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s setup designed for ease, speed, and functionality.

Step inside to a fully renovated interior featuring designer tile flooring throughout and an open-concept living space framed by massive sliding glass doors with uninterrupted views to the tropical outdoor living area. The chef-inspired kitchen showcases custom kitchen cabinetry and counters, a premium viking hood system and gas cooktop, updated appliances, and a temperature-controlled enclosed walk-in wine cellar that makes an immediate statement.

The primary bedroom suite is its own private retreat, offering a spacious layout with large windows overlooking lush tropical landscaping and tranquil water views. Sliding doors provide direct access to the backyard for seamless indoor-outdoor living. The suite includes an oversized walk-in closet and a beautifully updated spa-style bathroom featuring a glass-wrapped indoor shower plus a private outdoor shower. The home is also equipped with a 250-gallon propane tank, supporting the property’s enhanced functionality and systems.

Outdoors, the backyard lives like a private luxury resort. A stunning saltwater pool and spa are surrounded by lush, mature landscaping, integrated LED landscape lighting, and thoughtfully designed pavered hardscape. In addition to the pool and spa, a private therapeutic Jacuzzi is tucked into its own secluded setting, offering a quiet escape at the end of the day.

A massive covered 18’ x 36’ pergola oasis anchors the outdoor living area, featuring large cooling fans, comfortable lounge seating, a propane fire pit, and space to watch TV while enjoying expansive water views. A 32-foot retractable awning adds flexibility and shade, making this outdoor environment functional year-round.

Directly beneath the pergola, the outdoor wet bar with ability to add more and entertainment area make hosting effortless. As you walk toward the dock, you’ll pass the dedicated tiki bar area perfect for parties and entertaining, whether you’re heading out for a day on the boat or coming back in to grab a drink and unwind. The layout is intentionally designed for effortless waterfront living.


Additional Property Features Include:


Metal roof replaced in 2020
HVAC replaced four years ago
Updated hot water heater with circulating system
Backup generator 14.5 KW

Flood shield barriers for perimeter openings
Epoxy-finished garage flooring
Updated interior and exterior paint
Updated doors, trim, and baseboards

Custom kitchen cabinetry and counters
Updated appliances
Front and rear privacy hedging and landscaping
550 double wall diesel tank for your boat with pump


This property is priced to sell. Builders on Siesta Key are constructing similar-sized homes on comparable deep-water lots for $4M+ before adding docks, pools, generators, outdoor living features, and landscaping. The replacement cost of this lifestyle is unmatched. PLUS ALSO AVAILABLE FOR PURCHASE A LUXURY YACHT INQURE FOR MORE INFO....

The neighboring lot just sold for $1.94M.
This home is effectively being offered at or near dirt value.

4508 WOODSIDE ROAD

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From the moment you arrive, the grand entry sets the tone for this beautifully designed John Cannon residence, where elegance and intentional design create an immediate sense of arrival. Set on nearly two-thirds of an acre within the guard gated community of The Founders Club, the home captures sweeping golf and water views, creating a private and picturesque setting. The generous homesite provides a sense of space and privacy that is increasingly rare, adding to the overall experience of the home.

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Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
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Embrace the coveted lifestyle of St. Armands Key, where morning strolls lead you to St. Armands Circle for coffee, boutique shopping, and some of Sarasota’s finest dining. From vibrant art festivals to classic car shows and year-round events, this premier location offers an unmatched coastal experience just two blocks from your home. Nestled in this highly desirable enclave is a beautifully reimagined 1952 ranch-style home offering 4 bedrooms and 4 bathrooms. Thoughtfully redesigned, the home blends timeless character with modern luxury. A welcoming front porch overlooks a circular paver driveway, setting the tone for what awaits inside—starting with a stunning antique front door that hints at the home’s rich history. Inside, a spacious living room centers around a wood-burning fireplace framed by custom, lighted built-ins, while luxury-grade vinyl flooring flows seamlessly throughout. The heart of the home is a show-stopping gourmet kitchen, perfectly positioned to overlook both the formal dining room and an expansive family room. Featuring new custom cabinetry, marble countertops, stainless steel appliances, and elegant gold accents, this space is designed to impress and inspire. Three of the four bedrooms feature en-suite baths, offering privacy and comfort, while the fourth bedroom boasts French doors leading to the pool area with convenient access to a full hall bath—ideal for guests or a home office. Every inch of this home has been meticulously rebuilt following Hurricane Helene, with a complete down-to-the-studs renovation completed in 2026. Enjoy total peace of mind with all-new systems and finishes, including HVAC, electrical, appliances, flooring, walls, and beautifully appointed bathrooms. Step outside to your private oasis, where a brand-new 14’ x 22’ Gunite saltwater pool with a tanning ledge is currently being completed, with completion scheduled for mid-May 2026. Surrounded by an expansive paver deck and fresh landscaping, the outdoor space is designed for effortless entertaining and relaxation. With no HOA restrictions, this exceptional property is only 4-minutes to Lido Beach, and offers the freedom to truly enjoy the Florida lifestyle—whether as a full-time residence or a seasonal retreat. Schedule your private showing today and discover why this remarkable home—and this unbeatable location—capture the very best of Sarasota living.
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#A4686448

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4 Beds

4 Baths

3,105 Sq.Ft.

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MLS#: A4686448

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