Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,999,000 (USD)
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Sarasota Area Single Family Home

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2231 Wood Street Sarasota, FL 34237

4 Bed
4 Baths
2731 sqft
MLS# A4666469
Virtual Tour
This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Rinat Sikdar
$549,000 (USD)
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Sarasota Area Single Family Home

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7111 41st Lane E Sarasota, FL 34243

3 Bed
2 Baths
1894 sqft
MLS# A4671341
Virtual Tour
A home that welcomes you with timeless charm and modern comfort!

Tucked at the end of a quiet cul-de-sac and surrounded by beautifully landscaped grounds, this 3-bedroom, 2-bath residence offers 1,894 sq. ft. of inviting living space. Built in 1994, it blends classic architectural details—columns, arched windows, and soaring ceilings—with tasteful updates, including beautiful flooring that seamlessly flows throughout.

As you enter, your eyes are immediately drawn to the sparkling pool framed by large glass sliding doors that fill the home with natural light. The split floor plan ensures privacy, with a spacious master suite featuring direct access to the lanai and pool, plus an ensuite bath complete with dual vanities and a separate soaking tub and shower.

The kitchen comes fully equipped with a complete appliance package, ample cabinetry, and a breakfast bar peninsula overlooking the family room that perfect for everyday living or entertaining. Formal and informal spaces alike enjoy tranquil pool views, creating an effortless connection between indoor and outdoor living.

Step outside to your own tropical retreat: an enclosed, screen-protected lanai with a sparkling inground pool surrounded by lush landscaping. Whether relaxing in the sun or hosting friends, this is the perfect space to unwind.

Located in The Trails, one of Sarasota’s most desirable communities near Lockwood Ridge and University Parkway, you’ll enjoy low HOA fees, no CDD, and an unbeatable location just minutes from UTC Mall, dining, and the beaches. Visit today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$725,000 (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. Seller will consider offers including payment in Bitcoin, subject to title and escrow approval.
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 Ensuite Bathrooms, plus a half bath, 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
$628,000 (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
$900,000 (USD)
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Osprey Area Single Family Home

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21 Bayhead Lane Osprey, FL 34229

3 Bed
2 Baths
2216 sqft
MLS# A4664085
Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to maintain this property is evident. Walk past the two-car garage to the pretty, double front doors with leaded glass and step into the light-filled interior. Here you will find everything you need for comfortable Florida living. There is a dedicated home office off the entryway, with plantation shutters and a ceiling fan. The formal dining area features a lovely decorative ceiling, and a beautiful built-in buffet with glass-fronted cabinetry. The great room features another gorgeous piece of built-in furniture; floor to ceiling sliding glass doors connect the screened lanai and this room, making it bright and airy. The open kitchen, with breakfast bar, features beautiful new granite counters, stainless appliances, a chef’s desk, built-in wine and beverage cooler. The adjoining breakfast nook is flooded with natural light that streams through the aquarium window and offers an amazing view over the pool and spa. The master suit is huge and has a sitting area with a built-in window seat and large walk-in closets with glass front storage. The spacious master bedroom has been updated with granite countertops, and features dual sinks, a tub and separate shower and has marble wall accents. The two guest bedrooms are good sized and offer ample closet space. The second bathroom has been tastefully updated with granite counter and marble accents. The 2 car garage, with epoxy floor, is air conditioned with plentiful storage. Situated in the Bishopscourt neighborhood, behind the secure gates of The Oaks Preserve, this beautiful home backs a lush, tropical preserve providing privacy for the sparkling pool and spa. The lanai has two separate areas surrounding the pool. A large, covered area with an outdoor kitchen and ceiling fan, the perfect place for al fresco dining in the shade, and pool and spa area, covered by a cage, allowing for frolicking in the sunshine. Or meet your neighbors for a dip in the Bishopscourt community pool. The Oaks Club amenities include two championship golf courses, an award-winning tennis program, pickle ball and croquet courts, and a state-of-the-art fitness center. With three outstanding restaurants, and a wide variety of social and recreational options, there is no need to look any further than here for the perfect place to enjoy the best of Florida country club living. Club membership is required with homeownership.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$750,000 (USD)
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Bradenton Area Condominium

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340 Sapphire Lake Drive 201 Bradenton, FL 34209

3 Bed
3 Baths
1994 sqft
MLS# A4664383
Virtual Tour
Welcome to coastal living at its best on Sapphire Lake Drive in Harbour Isle! This bright, updated home offers full sunset views over Anna Maria Sound and the relaxed vibe of a luxury island retreat. Inside, nearly every surface has been refreshed: new quartz countertops in all bathrooms and the kitchen, new sinks, painted cabinets, fresh accent paint, crown molding throughout, and shiplap ceilings in the master. The kitchen shines with quartz counters, backsplash, new pendant lighting, and newer appliances—including refrigerator (2023) and dishwasher (2024). The guest room features new carpet, while the office was upgraded with a closet and Murphy bed. The dumbwaiter was converted to a private elevator in 2021 for easy access. Enjoy a whole-home Q audio system that can be operated independently in each room, perfect for entertaining or setting the mood throughout the day. Additional highlights include a custom wooden accent wall in the dining room, new lighting, a fully painted interior, and a Tesla-ready garage with built-in storage solutions. Beyond your door, Harbour Isle offers resort-style amenities: four pools, fitness center, kayak launch, trails, hammocks, fire pits, and the Beach Club with panoramic Sound-to-Bay views. Just outside the gates: marina, dining, and Anna Maria Island’s sugar-sand beaches. Live the island lifestyle you’ve been dreaming of—sunrise to sunset.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky