Featured Properties

Some or all of the listings below are provided by the Siesta Key office.
$750,000 (USD)
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Sarasota Area Single Family Home

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8256 Larkspur Circle Sarasota, FL 34241

3 Bed
2 Baths
2267 sqft
MLS# A4706034
Virtual Tour
This custom-built Neal Signature Home is a true standout, offering thoughtful design, beautiful finishes, abundant natural light, and an exceptional .48-acre homesite. Located in the desirable gated Wildgrass community of just 47 oversized lots, this home offers a wonderful combination of space, privacy, and convenience. The popular split-bedroom “San Marcos” floor plan features 3 bedrooms, 2 bathrooms, and a versatile office/den that can easily serve as a home office, gym, media room, hobby space, or additional flex area. The expansive Great Room features tray ceilings, custom moldings, custom drapery, and plantation shutters, with beautiful views of the screened lanai and private fenced in backyard. The open Gourmet Kitchen is designed for both everyday living and entertaining, with granite countertops, high-end appliances, a natural-gas cooktop, separate wall oven, pantry, and large center island, all open to the living and dining areas. The private Owners’ Retreat offers a spa-like bath with dual vanities, separate soaking tub, walk-in shower, tile flooring, and two walk-in closets, including one with custom built-ins. Two additional bedrooms are thoughtfully positioned on the opposite side of the home and share a well-appointed guest bath, with new carpet in all bedrooms. A spacious laundry room with cabinet storage is conveniently located near the two-car garage. The screened lanai and fully fenced backyard create a peaceful outdoor retreat, with wooded views in the distance and plenty of space to enjoy the oversized lot. Across the street, sparkling lake views provide a beautiful backdrop, especially at sunset. Wildgrass is conveniently located near parks, shopping, dining, I-75, and highly regarded schools, with easy access to Siesta Key Beach, UTC, Downtown Sarasota, and St. Armands Circle. A beautifully designed custom home, an oversized homesite, private backyard, and gated community setting make this a special Sarasota opportunity.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer Thompson, Coldwell Banker Realty
$739,000 (USD)
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Sarasota Area Condominium

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5600 Beach Way Drive 207 Sarasota, FL 34242

2 Bed
2 Baths
1182 sqft
MLS# A4708437
Virtual Tour
LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Christine Green, Coldwell Banker Realty
$675,000 (USD)
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Sarasota Area Townhome

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1445 Landings Circle 69 Sarasota, FL 34231

3 Bed
3 Baths
1912 sqft
MLS# A4685226
Virtual Tour
Discover unparalleled modern luxury living in this beautifully updated 3-bedroom, 2.5 bathroom townhome located within the highly sought after 24-guard gated community of the Landings. Spanning 1,912 square feet of meticulously designed living space with its unique features and unparalleled style, this residence is poised to exceed even the most discerning buyer's expectations. This exceptional property has undergone significant modern enhancements, blending contemporary design with classic coastal charm. As you enter this remarkable home, you'll be greeted by an awe-inspiring first floor boasting soaring ceilings that create a sense of grandeur and openness. The open-concept living area is adorned with stunning engineered wood flooring, new large impact sliders ensuring peace of mind while providing plenty of natural light and a cozy wood burning fireplace for those colder winter days. The gourmet kitchen is equipped with top of the line Thor stainless steel appliances, quartzite countertops, custom cabinetry and high-end Classic Brass fixtures provided by Mar Vista Hardware making it a chef's dream. Adjacent to the kitchen, the dining area seamlessly flows into the living space, creating an ideal setting for both intimate dinners and larger gatherings. The primary suite serves as a private retreat, featuring a spacious layout, en-suite bathroom with spa-like amenities, and direct access to a private balcony overlooking mature foliage for added privacy. The second and third bedroom are equally inviting with easy access to a well-appointed guest bathroom. Additional amenities include secure one car parking with laundry facilities and an expansive patio for al fresco dining. Designed to enhance the coastal living experience there is also a community heated pool, hiking trails and direct bay access. Membership to the Landings Racquet Club is optional. Situated in a prime Sarasota location, residents are just minutes away from renowned dining, shopping, and entertainment venues. Whether you're seeking a serene coastal sanctuary or a stylish space for entertaining, this property offers the best of Sarasota living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Warren "Bruce" Mibach, Coldwell Banker Realty
$645,000 (USD)
Active

Longboat Key Area Condominium

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843 Bayport Way 843 Longboat Key, FL 34228

2 Bed
2 Baths
1260 sqft
MLS# A4706474
Virtual Tour
EXPERIENCE THE BEST OF LONGBOAT KEY—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, an exceptional Gulf-to-Bay community where pristine beaches, breathtaking sunsets, lush tropical surroundings, and resort-style amenities create the ultimate Florida lifestyle!

Nestled among beautifully landscaped grounds, this desirable 2-bedroom, 2-bath SECOND-FLOOR END UNIT offers an inviting combination of privacy, natural light, and coastal charm—with the added benefit of NO NEIGHBORS ABOVE YOU!

Step inside to discover a bright, welcoming residence featuring an open living and dining area, ideal for relaxing or entertaining. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike. The kitchen and bathrooms have been tastefully updated, newer windows enhance comfort and efficiency, and a full-size washer and dryer inside the residence add everyday convenience. The spacious primary suite features a walk-in closet and a versatile bonus area, perfect for a home office, cozy reading retreat, or additional storage.

OUTDOOR LIVING IS JUST AS INVITING! Enjoy your morning coffee on the open-air deck, surrounded by tropical beauty, or unwind on the screened lanai while enjoying the peaceful setting. Covered parking, convenient guest parking, multiple storage areas, and a private owner's closet provide the practical features that make island living effortless.

WHAT TRULY MAKES BAYPORT SPECIAL IS ITS EXTRAORDINARY GULF-TO-BAY LIFESTYLE! Situated on approximately 27 beautifully landscaped acres stretching from the Gulf of Mexico to Sarasota Bay, this distinctive community offers approximately 1,200 FEET OF PRIVATE GULF BEACH ACCESS, where soft sands, turquoise waters, and spectacular sunsets are part of everyday life.

Enjoy an impressive collection of resort-style amenities, including a heated Junior Olympic-size swimming pool, four Har-Tru tennis courts, a fitness center, kayak launch, fishing pier, and beach chairs and umbrellas for residents. Meandering pathways wind through mature tropical landscaping, creating a serene, park-like atmosphere that makes Bayport one of Longboat Key's truly special communities.

And the location? SIMPLY FABULOUS! You're just minutes from Longboat Key's wonderful restaurants, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota.

Imagine starting your morning with a peaceful walk along the Gulf, spending the afternoon kayaking on Sarasota Bay, and ending your day watching another unforgettable Florida sunset.

Whether you're searching for a full-time residence, seasonal retreat, or your own coastal escape, this is an incredible opportunity to enjoy the best of Longboat Key living.

BEACH. BAY. BEAUTIFUL ISLAND LIVING. YOUR LITTLE PIECE OF PARADISE AWAITS AT BAYPORT BEACH & TENNIS CLUB!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer Thompson, Coldwell Banker Realty
$625,000 (USD)
Active

Osprey Area Condominium

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250 Hidden Bay Drive 302 Osprey, FL 34229

3 Bed
2 Baths
1937 sqft
MLS# A4706421
Virtual Tour
LOCATION, LOCATION, LOCATION! Experience waterfront living in this beautifully upgraded luxury condominium, ideally located in a gated, resort-style community nestled between US 41 and Little Sarasota Bay. The residence features 3 bedrooms, a den, and 2 full bathrooms. With no building or walkway directly behind the unit, the property also offers a peaceful sense of privacy.

Step inside to an open-concept layout where the kitchen, dining, and living areas flow seamlessly together. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light while creating a beautiful connection to the outdoors. Both the living area and primary suite open to an oversized screened balcony—an exceptional outdoor living space offering panoramic views of the bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets from your own private outdoor retreat.

The well-appointed kitchen features an expansive area of granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom features a generous walk-in closet and a convenient pocket door providing access to the second bathroom. A full-size laundry room located inside the unit adds everyday convenience.

Designed for easy living, the residence offers elevator access, two parking spaces including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, pest control, and water, providing convenient, low-maintenance ownership.

The gated community offers a resort-style setting with a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and additional gathering spaces.

The location is hard to beat, conveniently positioned between Sarasota and Venice, with approximately 6.5 miles to Siesta Key and Nokomis Beach, less than one mile to Bay Street Park and Osprey Dog Park, approximately 2 miles to the Legacy Trail Osprey Junction and Casey Key, and approximately 3 miles to Oscar Scherer State Park. An array of restaurants, shopping, marinas, golf, and medical services are also conveniently nearby.

Whether you're looking for a full-time residence, vacation home, investment property, or a convenient lock-and-leave lifestyle, this waterfront condominium brings together privacy, exceptional water views, extensive upgrades, resort-style amenities, and a highly desirable location. Come experience the views and discover the possibilities this property offers.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Puntaree "Pan" Steele, Coldwell Banker Realty
$600,000 (USD)
Active

Sarasota Area Single Family Home

Active

206 Hourglass Way V10 Sarasota, FL 34242

2 Bed
2 Baths
1462 sqft
MLS# A4690141
Virtual Tour
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Harriet Stopher, Coldwell Banker Realty
$595,000 (USD)
Active

Sarasota Area Single Family Home

Active

6154 Midnight Pass Road B1 Sarasota, FL 34242

2 Bed
1 Baths
836 sqft
MLS# A4696503
Virtual Tour
PRICE REDUCTION— SIESTA KEY BEACHFRONT LIFESTYLE AWAITS! Don’t miss this opportunity to own a beautifully renovated, TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Ideally located on the Gulf side of Midnight Pass Road, you’re just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. Near Point of Rocks, enjoy beach walks, shelling, snorkeling, swimming, and spectacular Gulf sunsets just outside your door.

Beautifully remodeled from top to bottom, this move-in-ready villa is designed for easy, carefree island living. Features include impact-rated windows and doors, an updated kitchen with GE appliances, a beautifully renovated bathroom, tile flooring throughout, and a bright, open floor plan with stylish coastal finishes.

The location within Casa Blanca is another standout—just a short stroll to the community pool, clubhouse, and BEACH! Looking for a Siesta Key property you can enjoy while also offering excellent rental flexibility? Casa Blanca’s desirable 5- to 7-day minimum rental policy makes this an appealing option as a vacation getaway, investment property, seasonal retreat, or full-time island home.

Leave the car behind and embrace the Siesta Key lifestyle! The nearby trolley provides convenient access to Siesta Key Village, restaurants, shopping, entertainment, and waterfront dining.

Turnkey furnished, beautifully renovated, impact windows and doors, flexible rentals, a prime Gulf-side location, and just steps from one of the most beautiful beaches in the world. This is your opportunity to own a little piece of paradise on Siesta Key. Don't miss this one... schedule your private showing today!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer Thompson, Coldwell Banker Realty