Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$299,000 (USD)
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Venice Area Single Family Home

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311 Dorchester Drive Venice, FL 34293

2 Bed
2 Baths
1144 sqft
MLS# A4666333
Step into this beautifully renovated 2-bedroom, 2-bathroom home offering 1,144 sqft of thoughtfully designed living space. As you step inside, you're welcomed by a bright and airy open-concept layout featuring brand-new laminate flooring, crisp fresh paint, and updated trim that adds a clean, modern touch throughout the home. The kitchen has been completely transformed with sleek stainless-steel appliances, stunning quartz countertops, and a spacious island that seamlessly connects to the living area. Designed for both functionality and style, the island offers ample storage and seating—ideal for hosting guests or enjoying casual family gatherings. The master bedroom features a spacious closet with custom built-ins for optimal organization, while the versatile second bedroom offers the ideal space for little ones, overnight guests, or a comfortable home office. Both bathrooms have been tastefully renovated with stylish, modern finishes, and the home also includes a generously sized laundry room for added convenience and functionality. This home also includes hurricane impact windows for peace of mind and energy efficiency. Venice East is a prime location just minutes from Venice’s best—enjoy easy access to top-rated restaurants, beautiful beaches, and all the vibrant coastal charm the area has to offer. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this property checks all the boxes.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Sarah Reedy
$649,000 (USD)
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Sarasota Area Single Family Home

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5163 Asher Court Sarasota, FL 34232

4 Bed
3 Baths
2307 sqft
MLS# A4665614
Virtual Tour
Built in 2018, this thoughtfully designed residence offers comfort, convenience, and plenty of character. Located at the end of a cul-de-sac in the peaceful enclave of Palmer Park, the home backs up to a quiet preserve—fully fenced for privacy and offering peace of mind with no storm damage. You’re also just minutes from downtown Sarasota, UTC, I-75, parks, world-class beaches, dining, shopping, and cultural attractions.

Inside, an open floor plan welcomes you with ceramic wood-look tile flooring, high ceilings, and abundant natural light. The living space flows seamlessly into a well-appointed kitchen featuring upgraded cabinetry, quartz countertops, stainless steel appliances, a hidden microwave (2024), herringbone subway tile backsplash, and a gas cooktop. A den with built-in desks provides the perfect space for remote work or after-school activities.

The home offers a desirable layout with a spacious primary suite, a junior suite positioned on the opposite side of the home for added privacy, plus two additional guest bedrooms with a Jack & Jill bath. The primary bath boasts a rainfall shower, while custom closets with a lifetime warranty enhance storage throughout.

Step outside to a covered, screened-in lanai overlooking a fully fenced backyard that backs up to a serene preserve. With ample space for a pool, this outdoor retreat offers privacy and peace. Best of all, the home has weathered recent storms with absolutely no damage, giving peace of mind to future owners.

Recent upgrades include custom laundry room cabinetry and alcove (2024), along with meticulous upkeep including routine HVAC, pest control, vent and chimney sweep, water filter service, and more.
From the welcoming front porch to the serene preserve views out back, you’ll love every corner of this home. Thoughtfully designed with space for connection and privacy, it’s a place you’ll be proud to call home.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$1,575,000 (USD)
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Sarasota Area Single Family Home

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1846 Jasmine Drive Sarasota, FL 34239

4 Bed
3 Baths
2412 sqft
MLS# A4664984
Virtual Tour
This newer West of the Trail residence combines timeless sophistication with modern upgrades and a thoughtfully designed floor plan. The spacious great room flows effortlessly into the kitchen and dining areas, creating the perfect setting for both relaxed daily living and elegant entertaining. The chef’s kitchen is appointed with granite countertops, rich wood cabinetry, stainless steel appliances—including a newer refrigerator—plus a center island, breakfast nook, and walk-in pantry. The adjoining dining area connects seamlessly to both the kitchen and great room, while upgraded light fixtures, ceiling fans, and window treatments enhance the home’s refined interior.
Upstairs, warm acacia wood flooring begins at the staircase and continues throughout, setting a stylish tone. A versatile bonus room offers endless possibilities—an office, media lounge, or playroom—and is centrally positioned between split-plan bedrooms. The bathrooms and laundry room, complete with a newer washer and dryer, feature luxurious travertine tile. Every closet, including the pantry, has been outfitted with custom cabinetry and shelving for optimal organization. Comfort and efficiency are further elevated by the 2025 A/C system with Micropure air purification, a Honeywell filter rack, and UV light technology.
The crown jewel of this home is an extraordinary $300,000 addition, seamlessly integrated with a full tile roof and new foundation to create a showstopping indoor-outdoor living experience. Designed for entertaining, the expansive space boasts soaring vaulted ceilings, a two-sided ethanol fireplace, and a dining area anchored by a full custom outdoor kitchen. This impressive kitchen features a bar with seating, designer hood, four refrigerators, an ice maker, sink, and garbage disposal. Dual-zone surround sound enriches both the dining and bar areas, while an automatic screen system allows you to transition effortlessly between a screened retreat and an open-air oasis. Expansive artificial turf completes the setting, offering year-round beauty and low-maintenance green space.
The solar-heated pool and fully fenced backyard provide a private sanctuary. In 2025, the owners invested an additional $15,000 in professional landscaping and a new sprinkler system, further enhancing the grounds.
Perfectly located near the highly desired Southside elementary school, this home is within walking distance of Southside Village and Sarasota Memorial Hospital. With Siesta Key’s north bridge and downtown Sarasota just minutes away, this residence offers an exceptional lifestyle where luxury, comfort, and convenience converge.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$735,000 (USD)
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Longboat Key Area Condominium

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4976 Gulf Of Mexico Drive Villa 18 Longboat Key, FL 34228

3 Bed
2 Baths
1900 sqft
MLS# A4665034
Virtual Tour
This spacious waterfront villa lives like a single-family home yet offers the ease
of maintenance-free living! Enjoy breathtaking Sarasota Bay and canal views from this 1,900
sq. ft. residence—the largest in the community. Thoughtfully designed, it features a waterfront
great room, two generously sized bedrooms, two beautifully updated bathrooms, and a versatile
bonus room that can serve as a third bedroom, home office, or private in-law/nanny suite with its
own exterior entrance. The open-concept kitchen overlooks the great room and boasts quartz
counters, abundant cabinetry, new stainless-steel appliances, and ample workspace. A separate,
oversized laundry room with newer full-sized machines even offers the potential to add a third
bathroom. The waterfront Florida room and private patio are perfect for grilling the catch of the
day, dining under the stars, or watching manatees and dolphins swim by. Inside, an attractive
neutral palette, easy-care luxury vinyl plank flooring (no carpet), and hurricane-impact windows
provide both comfort and peace of mind. The attached covered carport allows easy access for
groceries and luggage. Windward Bay offers exceptional resort-style amenities: two heated pools
with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard,
boat slips ($45/month or $50/month with an owner-supplied lift), kayaking and paddleboarding
(storage/launches $35/year), fishing, and three deeded beach accesses. Stroll or bike through 26
acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach
Resort for fine dining and sunset cocktails. This proactive community has passed its structural
integrity inspection and is certified for another ten years. Owners may rent twice per year with a
one-month minimum and no ownership waiting period—ideal for generating income while
enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two
large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can
have pets…a uniquely appealing feature for those seeking rental income. Seize this rare
opportunity to own a tranquil island haven that combines space, style, and simplicity in a
paradise-like setting. What could be better? It could be yours!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Deborah "Debbie" McHardy
$18,900,000 (USD)
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Sarasota Area Single Family Home

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2046 Alameda Avenue Sarasota, FL 34234

7 Bed
9 Baths
9600 sqft
MLS# A4665388
Virtual Tour
Pre-Construction. To be built. Presenting 2046 Alameda Avenue, a 9,600-square-foot architectural masterpiece on Sarasota Bay designed by the internationally renowned firm Choeff Levy Fischman. Walls of glass and an open, light-filled design create a seamless connection between indoors and out, offering panoramic water views from nearly every angle. This one-of-a-kind estate elevates modern waterfront living with an elevator to your second floor and a rooftop lounge overlooking daily sunsets, a chef’s kitchen with bar and separate staff kitchen, private theater, sauna, salon, and a state-of-the-art wellness pavilion. Multiple open-air entertaining spaces, including a striking waterfall wall, provide the perfect backdrop for both intimate gatherings and grand-scale entertaining. Situated on nearly an acre of prime, boatable bayfront, the home offers 7 bedrooms and 9 baths, combining luxury, comfort, and design at the highest level. Beyond the property, residents enjoy Sarasota’s most coveted lifestyle—steps from the city’s new cultural bayfront district, celebrated performing arts venues, world-class dining, and the white-sand beaches that make Sarasota a top destination for refined coastal living. 2046 Alameda Avenue is more than a residence—it is a statement, a sanctuary, and a rare opportunity to own one of Sarasota Bay’s most distinguished waterfront estates.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Rinat Sikdar
$1,900,000 (USD)
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Holmes Beach Area Single Family Home

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220 36th Street Holmes Beach, FL 34217

3 Bed
4 Baths
2016 sqft
MLS# A4664041
Virtual Tour
Great New Price on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island!

NO WATER INTRUSION IN MAIN LIVING AREAS FROM RECENT HURRICANES and NO HOA! Just 200 feet from the sugar-sand shores and turquoise waters of the Gulf of Mexico, this updated, coastal-inspired three-level beach home with a private elevator offers the perfect blend of luxury, comfort, and investment potential.

With over 2,000 sq. ft. of bright, open living space, 3 bedrooms, 3.5 baths, a private pool and hot tub, and sweeping Gulf views from your balcony, this is truly the ultimate island escape. Currently a high-performing vacation rental generating over $120,000 annually with future bookings in place, this property also makes an ideal primary residence or second home. Offered fully furnished—including sleeper sofas—it’s ready to comfortably accommodate family, friends, and guests.

The main level boasts a light-filled open-concept living area with large windows and sliding glass doors overlooking lush tropical landscaping. The chef’s kitchen features newer stainless-steel appliances, dual refrigerators, expansive granite counters, a wine cooler, and walk-in pantry. Entertaining is effortless with a breakfast bar, indoor dining space, and outdoor dining options. The primary suite on this level is a private retreat with dual walk-in closets and a spa-style ensuite bath featuring both a shower/tub combo and a separate walk-in shower, plus a water closet with bidet.

Take the private elevator to the upper level where you’ll find a second primary bedroom with ensuite bath and walk-in closet, a third spacious bedroom, an additional full bath, and a laundry room.

The ground floor welcomes you with a large foyer and a versatile flex space—perfect for storage, crafts, or a media room—along with access to the oversized 2-car garage. Additional upgrades include a reverse osmosis system and three newer air conditioners for consistent comfort throughout the home.

Step outside to your private, fenced outdoor oasis, complete with sparkling pool, bubbling hot tub, and plenty of seating for lounging or alfresco dining while enjoying the Gulf breezes and breathtaking sunsets.

Perfectly situated at Holmes Beach with its vibrant shops, restaurants and beaches, and less than 2 miles from the shops beaches and restaurants of Bradenton Beach—and just steps from the Gulf. Longboat Key, Sarasota, Siesta Key and SRQ Airport are also close by. This rare property combines island living at its best with proven rental income.

Schedule your private showing today—your Anna Maria Island paradise awaits!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Pamela "Pam" Bailey
$639,000 (USD)
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Longboat Key Area Townhome

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847 Evergreen Way Longboat Key, FL 34228

2 Bed
3 Baths
1440 sqft
MLS# A4665172
Income-Producing Coastal Gem – This TURNKEY FURNISHED 2BR/2.5BA townhome in the exclusive Cedars East Tennis Resort isn’t just a slice of paradise—it’s a proven performer. With $80,000 in past annual rental income and future bookings already secured, this property offers immediate cash flow and long-term upside. Inside, enjoy 1,440 sq ft of updated living space featuring a gourmet kitchen with granite countertops, spa-inspired bathrooms, and a private oversized garage. Spacious, bright primary suite include 2 separate vanities in the ensuite bathroom. Laundry on the top bedroom floor for added convenience. The open layout and tasteful coastal décor make it ideal for guests and owners alike. Turnkey Investment Highlights: Strong rental history with $90K+ annual income, Future bookings in place for seamless transition. Resort like amenities include: 10 Har-Tru Tennis Courts, Heated Jr. Olympic Pool,24-Hour Fitness Center, Bay Access with Kayak Launch, Private Fishing Pier, and Scenic Boardwalks through Mangroves. Prime Location: Minutes from Longboat Key beaches, St. Armands Circle, downtown Sarasota, and Anna Maria Island. Whether you're expanding your portfolio or seeking a personal retreat with income potential, this Longboat Key treasure delivers lifestyle and ROI. *NO Flood Damage *NEW AC 2025
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christine "Kiki" Bowers
$1,750,000 (USD)
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Osprey Area Single Family Home

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422 Blue Garden Lane Osprey, FL 34229

3 Bed
4 Baths
3872 sqft
MLS# A4664436
Virtual Tour
A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook overlooking the pool and waterfall feature. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna complete the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. Ownership includes membership in The Oaks Club, Sarasota’s premier golf and country club, featuring two championship courses, tennis, WellFit center, fine dining, and a vibrant year-round social calendar—all in the heart of South Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe