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$3,995,000 (USD)
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Sarasota Area Single Family Home

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3301 Bay Shore Road Sarasota, FL 34234

3 Bed
3 Baths
2703 sqft
MLS# A4613341
Virtual Tour
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: David Jennings, Coldwell Banker Realty
$3,995,000 (USD)
Active

Sarasota Area Land

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3301 Bay Shore Road Sarasota, FL 34234

Bed
0 Baths
sqft
MLS# A4633995
Virtual Tour
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: David Jennings, Coldwell Banker Realty
$3,995,000 (USD)
Active

Englewood Area Single Family Home

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8017 Manasota Key Road Englewood, FL 34223

5 Bed
7 Baths
5222 sqft
MLS# A4682258
Virtual Tour
Set on nearly a full acre with 214 feet of direct bay frontage, this Manasota Key waterfront estate offers a rare bay-to-Gulf lifestyle, combining deep-water boating access with deeded beach access just across the street. Positioned along a quiet stretch of Manasota Key Road, the property delivers privacy, scale, and unobstructed water views across Lemon Bay.
Built in 2001 by Newport Home Builder, the residence spans more than 5,200 square feet across two living levels and has been meticulously maintained with thoughtful updates, including a new tile roof in 2024 and new impact-rated garage doors serving the oversized four-car garage. Impact glass windows and sliders throughout the home frame the bay while enhancing storm protection and energy efficiency.
The main living level is designed for everyday comfort and entertaining. Diagonal tile flooring connects the living room—opening directly to the screened bayfront lanai—with the formal dining area and expansive kitchen. The chef’s kitchen features solid-wood cabinetry, granite countertops, center island, breakfast bar, informal dining space, and walls of glass that open to the covered patio and summer kitchen. The adjacent family room enjoys panoramic bay views and seamless outdoor connection.
The primary suite is located on the main level, offering a private retreat with a stone-encased fireplace, morning kitchen, custom walk-in closet, en-suite bath, and direct access to the bayfront patio. Two additional guest suites, a dedicated office or study, and a laundry room complete the first floor.
Upstairs, guests enjoy a loft-style sitting area, a spacious bedroom suite overlooking the bay (large enough to also be a primary suite), and a fifth bedroom currently used as an additional office—providing flexibility for multi-generational living, work-from-home needs, or extended stays.
Outdoor living is a defining feature. The panoramic screened pool deck, completed with travertine flooring, surrounds a resurfaced PebbleTec pool and raised spa, creating a comfortable setting for waterfront entertaining. Boating enthusiasts will appreciate the deep-water dock, updated in 2016 and equipped with a boat lift, electric, and water—offering no fixed bridges and direct access to open bay waters and the Gulf of Mexico. Beach access is conveniently located just across the street.
Ideally positioned on Manasota Key, this estate offers quick access to local waterfront dining, marinas, and nature preserves, while remaining close to Englewood, Venice, and Sarasota’s Cultural Coast. Championship golf courses, shopping, and dining are nearby, with world-class beaches lining both Manasota Key and nearby barrier islands.
A rare opportunity to secure a direct bayfront property with beach access, acreage, and deep-water boating—delivering the best of Southwest Florida coastal living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$3,995,000 (USD)
Active

Winter Park Area Single Family Home

Active

1600 Legion Drive Winter Park, FL 32789

5 Bed
6 Baths
4483 sqft
MLS# O6415591
Virtual Tour
Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Brian Teach, Coldwell Banker Realty
$3,980,000 (USD)
Active

Tropical Isle Homes Sub 4 Area Single Family Home

Active

269 Cranwood Dr Key Biscayne, FL 33149

5 Bed
4 Baths
3077 sqft
MLS# A11986564
Virtual Tour
This beautiful villa-style residence in Key Biscayne sits on charming Cranwood Drive, a quiet, residential street lined with mature oak trees near the Village entrance. Home offers 5RB/4BA, including a staff BR with ensuite bath and private entrance. Interior features include classic Cuban tile and parquet hardwood floors, French doors, Thermopane windows, LED lighting, and custom designer millwork. The home presents 3,077 total SF on an elevated 10,007 SF gated lot with wood fence and custom Dade County pine gate. Mature tropical landscaping surrounds the property, and a brick walkway leads to the welcoming fountain entry. Outdoor features include a free-form Bisazza glass pool with 32-ft lap lane and a spacious screened patio lounge with a fountain for a true indoor-outdoor experience. Inside, the spacious living room boasts high ceilings, custom millwork, a wood-burning fireplace, and direct patio lounge access. A private dining area sits next to the gourmet kitchen with a pitched wood-beamed ceiling, large center granite island, top-tier Electrolux, Whirlpool/Profile appliances, plus a breakfast area with a stained-glass window. The private principal suite includes a flexible office/den space, walk-in closet, ensuite bath, and garden access. Three additional bedrooms, including a private guest suite, all overlook lush gardens. This rare offering combines privacy, tropical charm, and exceptional living in one of Key Biscayne’s most desirable locations.
Listing Courtesy of MIAMI / Listed By: Jill Eber, Coldwell Banker Realty
$3,950,000 (USD)
Pending

Halcyon Area Condominium

Pending

1933 Davis Blvd 209 Naples, FL 34104

2 Bed
4 Baths
3118 sqft
MLS# 226013535
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to The Halcyon, a new construction waterfront marina community offering 66 estate-scale condominiums less than one mile from Fifth Avenue South.

This gracious three-bedroom, three and a half-bath residence offers over 4,057 sq ft of exceptional indoor and outdoor living space, including a private garden terrace bigger than the size of a pickleball court!

The Halcyon is thoughtfully designed for those who appreciate true luxury living combined with an activated coastal lifestyle. Developed by Henley Investment Management in partnership with Gillette Development, and interiors realized by Megan Sherwood Designs, each residence is conceived to live like a private estate. Features include 11 foot ceiling heights and luxury finishes within multiple floor plan options. Each unit offers generous outdoor living spaces complete with gas grills. Set along a private marina with direct boating access, daily life unfolds effortlessly on the water. Amenities are curated to support wellness and leisure. The Halcyon Club will include pickleball and padel courts, a comprehensive fitness and spa experience, resort-style pool, and beautifully landscaped gathering spaces. A 24-hour doorman, full concierge services, and on-site professional management provide effortless ownership and peace of mind. Interior photos represent example units and may not reflect the exact layout, finishes, or specifications of the residence listed. All images are artistic renderings for conceptual purposes only.
Listing Courtesy of SWFMLS / Listed By: Christine Lutz, Coldwell Banker Realty