Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$2,250,000 (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
The 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
$925,000 (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
$415,000 (USD)
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Sarasota Area Condominium

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1720 Starling Drive 103 Sarasota, FL 34231

2 Bed
2 Baths
1712 sqft
MLS# A4664907
Welcome to this beautifully designed single-level unit offering 1,712sqft of thoughtfully crafted space. Step inside and feel the difference—high ceilings, new luxury vinyl floors, crisp baseboards, and large sliding back doors give the whole place a bright and modern feel. The kitchen features new appliances, granite countertops, and opens seamlessly to the dining area and family room, making it perfect for entertaining guests or everyday living. Step out onto the back deck that is surrounded by lush, Florida greenery overlooking a serene lake creating a tranquil spot to enjoy morning coffee or for some evening unwinding. The generously sized master suite offers a peaceful escape, featuring plush, new Karastan carpet, a stylish headboard accent wall, and a spacious walk-in closet. Just beside the closet, a dedicated vanity area provides space to get ready for a night out or a quick trip downtown. Step into the en-suite bathroom, where modern sophistication shines through an updated gray vanity topped with quartz, complemented by new lighting and fixtures. The home’s true split floor plan ensures privacy for all, with the second bedroom tucked away on the opposite side—ideal for guests or a home office. It enjoys easy access to a second full bath, complete with a granite countertop vanity and tasteful finishes. The unit includes a centrally located laundry room with a full-size washer and dryer, plus built-in storage cabinets, making everyday chores a breeze. A one-car garage adds convenience and completes this thoughtfully designed home. Beyond the walls of this beautiful place, The Landings offers a lifestyle that is second to none. Residents enjoy 24-hour gated security, direct access to Sarasota Bay, and a vibrant natural setting that feels like a private sanctuary. Amenities include a heated swimming pool with designated lap lanes and a relaxing spa, a full-size fitness center with locker rooms and showers, two clubhouses available for social gatherings and recreation, as well as Pickleball courts and 8 Har-Tru clay tennis courts for active living. Children will also love the opportunity to take tennis lessons and explore two beautiful, local parks. Recent community upgrades include a new roof (August 2023) and freshly paved roads (2024), ensuring both beauty and peace of mind. Located just outside the gate, there are many top-tier restaurants, and with Siesta Key Beach less than 6 miles away, you are never far from the world-class sunsets. Whether you are seeking a prime investment or your forever Florida home, this property offers the perfect blend of luxury, location, and lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Sarah Reedy
$1,385,000 (USD)
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Osprey Area Single Family Home

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156 Bishopscourt Road Osprey, FL 34229

3 Bed
4 Baths
3112 sqft
MLS# A4663920
Virtual Tour
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home, with beautiful wood floor throughout the main living areas, features a Sonos stereo sound system. The backyard, overlooking the preserve, and offering a lovely sunset exposure, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the screened back patio, making a lovely place to sit and enjoy a peaceful afternoons and twilight dinners. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tiles, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. Living room area has a wine cooler and wet bar and spacious dining room area The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink. The laundry room features new ceramic tile floors, newer washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional features include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Zebra shade blinds in the kitchen and laundry room. The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of the lovely home, combined with the quiet, private setting on double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner’s association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota’s finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,175,000 (USD)
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Longboat Key Area Condominium

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210 Sands Point Road 2405 Longboat Key, FL 34228

1 Bed
1 Baths
650 sqft
MLS# A4664039
Virtual Tour
Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$839,000 (USD)
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Sarasota Area Single Family Home

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1702 Hillview Street Sarasota, FL 34239

2 Bed
2 Baths
1120 sqft
MLS# A4664314
Virtual Tour
Step into this West of the Trail Charmer, Sarasota’s most sought-after neighborhood… where the canopy of mature trees, coastal breezes, and timeless architecture set the stage for an unparalleled lifestyle. Perfectly positioned just steps from Southside Village’s restaurants and boutiques, and only a short drive to Downtown Sarasota, the Bayfront, and the powdery sands of Siesta Key, this property places you in the very heart of it all.

This two-bedroom, two-bath gem effortlessly blends whimsy with warmth. Inside, recent updates bring fresh life to its character, while a raised ceiling in the living area adds volume and light. Adding to its timeless appeal are the Pecky Cypress walls - a rare Old Florida detail that infuses warmth, texture, and both a rustic and refined feel throughout.

Out back, an enchanting outbuilding awaits— an above-garage air-conditioned bonus room makes perfect artist’s studio, garden retreat, or creative bonus space.

Whether you choose to live in and love this property as it is, or design your own custom residence, this location is second to none. With its
“Old Florida” charm woven seamlessly into an urban lifestyle, West of The Trail continues to be the crown jewel of Sarasota living.

Roof - 2021, AC - 2017, Tankless Hot Water Heater - 2023
Listing Courtesy of STELLAR / Coldwell Banker Realty / Melissa Perrigoue