Sarasota/Crescent Beach/Siesta Key Homes with Private Pool type

Sarasota/Crescent Beach/Siesta Key Homes with Private Pool type

Welcome to the beautiful region of Sarasota/Crescent Beach/Siesta Key, located in Sarasota County, Florida. This area is known for its stunning beaches, vibrant culture, and luxurious real estate options.

Siesta Key, a charming city within Sarasota County, offers a unique blend of natural beauty and modern amenities. With its world-renowned white sandy beaches and crystal-clear turquoise waters, it's no wonder why Siesta Key is a popular destination for both tourists and homebuyers alike.

If you're searching for a home with a private pool, you're in luck. Sarasota County boasts a wide range of properties that feature this desirable amenity. Whether you're looking for a cozy beachfront cottage, a spacious family home, or a luxurious estate, there are plenty of options to choose from.

Having a private pool offers numerous benefits. It provides a refreshing oasis to cool off during the hot Florida summers, a perfect spot for entertaining friends and family, and an opportunity for relaxation and exercise right in the comfort of your own backyard.

In addition to the private pool, many of these homes also offer other desirable features such as spacious outdoor living areas, gourmet kitchens, and breathtaking views of the surrounding natural beauty.

When it comes to real estate, Sarasota County offers a diverse range of properties to suit every lifestyle and budget. Whether you're a beach lover, a nature enthusiast, or someone who enjoys the vibrant city life, this region has something for everyone. So, if you're looking for a home with a private pool in Sarasota/Crescent Beach/Siesta Key, start your search today and make your dream of owning a piece of paradise a reality.

Newest Sarasota/Crescent Beach/Siesta Key Homes with Private Pool type

$3,600,000
4 Beds ⋅ 4.5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
A mid-century coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. The phenomenal primary suite and loft office enjoy the top level, with secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal gem boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota
$4,985,000
4 Beds ⋅ 4.5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Welcome to this stunning coastal contemporary home located in Siesta Key. This two-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four and a half baths. As you step inside, you are greeted by an open and bright foyer that leads to the grand room with vistas of the pool and waterfront. The first floor also features the primary bedroom, study, 2nd bedroom and a spacious open kitchen. The heart of the home is the open concept living area, where natural light floods in through large windows, creating a bright and airy atmosphere. Escape to the upper level, where you will find a VIP suite that exudes elegance and offers a private retreat with a balcony overlooking the Grand Canal. This level also boasts a spacious TV room perfect for movie nights or entertaining guests. Stay active and fit in the fitness/study or make a drink at the bar. Step outside to your own private oasis, featuring a sparkling pool and two deep balconies that offer views of Siesta Key's waterfront. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine sandy shores and turquoise waters. Explore the vibrant local dining and shopping or indulge in outdoor activities such as boating, fishing, and paddleboarding. Don't miss out on the opportunity to own this exceptional waterfront home in Siesta Key. Experience coastal living at its finest and make this your own piece of paradise.

558 Venice Lane, Sarasota
$2,980,000
3 Beds ⋅ 2.5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Reimagined, redefined, returned to market, reduced in price and ready for its new owner, this lovely home sits on a quiet canal just off the more heavily trafficked Grand Canal of Siesta Key, world renowned for its award-winning white sand beaches. Newer and elevated for storm protection, the residence is equipped with a whole house Generac home generator & home security system. The welcoming design of the property starts with its circular paver brick driveway leading you through the double door entry past the study/den or office into the Great Room with soaring ceilings & wet bar and contiguous to the primary suite as well as the dining room, eat in kitchen with breakfast bar & leading out to the screened porch with outdoor kitchen, overlooking the pool and double boat lift. A dramatic curved staircase leads up to the two guest bedrooms, loft/office, TV/media/family room and second level screened porch with serene views of the pool and canal. This home truly has it ALL!

701 Treasure Boat Way, Sarasota
$1,359,000
4 Beds ⋅ 2 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Tucked away on a secluded street on the island of Siesta Key, this renovated home offers all the modern conveniences. The spacious and inviting four-bedroom home creates an immaculate yet comfortable estate for family living, friendly gatherings, and quiet relaxation. Enter the gracious foyer and be welcomed to your immaculately maintained home with an abundance of natural light and extensive custom finishes. Venture further into the space and appreciate the open floor plan with large family room and separate formal dining area. Entertain effortlessly from the open kitchen, which features Maple cabinetry, stone counter tops and stainless-steel appliances. Where better to relax than the enormous master retreat, located for seclusion and appointed with an expansive walk-in closet and spa-inspired bathroom with gracious shower. Additional features include 3 guest suites, pool bath, and indoor laundry. Blurring the lines between indoors and outdoors, glass sliding doors lead you to the ambiance of your private brick paver lanai offering great lounging space and outdoor shower. This low maintenance home includes impact glass windows and doors, whole home replumbing, newer A/C system, new irrigation system, large, fenced yard for your furry friends plus a long list of other recent improvements. A two-car garage with hurricane rated garage door makes this home complete. Conveniently located within a short walk of the coveted Siesta Key beach, this mid-key location also offers easy access to Sarasota’s vibrant cultural life, shops, hospitals, and schools.

5333 Siesta Court, Sarasota
$2,549,000
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Situated on the Grand canal on beautiful Siesta Key, this waterfront gem boasts 3 bedrooms and 4 baths. Completely remodeled less than a few years ago this home features new roof, garage door, air handlers and AC units, flooring, kitchen with high end KitchenAid appliances, paint, landscaping, and recently renovated waterfront pool. First floor bath was just finished months ago with high end fixtures and tile work. Sprawling over sized master suite with huge walk-in closet featuring three chandeliers, purse closet, sitting area or home office. Over $250K in improvements make this home ready to move in. Minutes to Siesta Village and the beach that has been named number 1 in the nation make this location very desirable. 2017 updates include new Trex decking, dock and boat lift. Home also features two covered lanai areas with wood ceilings, as well as a separate Travertine patio off main living area looking out to the water. Come check out this waterfront gem before its too late ! This house could not be more perfect. Even more recent updates include: impact windows and doors, Bahamian shutters, master bath, third floor guest bath, updates to second floor bath, roof (2020), renovated lanai, plantation shutters, updated ceiling fans, driveway, sidewalk, 10k pound boat lift, landscaping, artificial turf on side of house, pool heater/chiller, engineered wood ceilings on all outdoor areas (3), outdoor railings, commercial ceiling fans in most rooms, exterior paint, shade for upstairs SGD, exterior lights, shiplap in dining area and back of island , stone walls at entry and off kitchen, LED recessed can lighting in ceilings on all three levels, interior painting and garage storage units. NO HOA fees. Additional enhancements of over $150,000 since last listing.

5159 Oxford Drive, Sarasota
$1,149,900
3 Beds ⋅ 2 Baths ⋅ Waterside South SubDv. ⋅ 34242 Zip Code
NO HOA and Just over 1 mile or an easy walk to Siesta Key Beach. This lovely home is almost completely furnished and ready to go for seasonal rental or to start doing life at one of the worlds most gorgeous beaches. Updates include Roof 2019, remodeled kitchen 2013, Pool pump and Pool Heater as well as surface refinished 2021, New garage door 2023, Newer privacy fence and just resealed in 2023 and More! All appliances including washer and dryer with inside laundry room. Large open white shaker cabinets in eat in kitchen with peninsula all with granite counters. Large outdoor pool lanai with newer patio furniture. Home is currently set up to sleep 10 in the spacious 3 bedrooms each with walk in closets for extra storage. Small Cul De Sac community is an easy bike ride to Siesta Village. ***See unbranded 3D walk through attached***

735 Birdsong Lane, Sarasota
$6,845,000
4 Beds ⋅ 6.5 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
This is island living at its best on world-famous Siesta Key! Revel in unparalleled proximity to the Gulf of Mexico, as this residence places you literally on one of the best beaches in the country, where you can watch the gentle waves roll in and admire the ever-changing sunsets over the calm blue gulf water. Accessed via a private sandy road on the south end of Siesta Key, this beach house is a true island escape. Sited on a Gulf-front lot with 85 feet of frontage with pristine crystal sand beach, this residence stands as a testament to architectural significance and superior craftsmanship. Once inside, the grand staircase gives way to the expansive open floor plan revealing a living space that is both awe-inspiring and welcoming. Immerse yourself in the panoramic vistas of the Gulf of Mexico through floor-to-ceiling sliding glass doors that grace the formal living, dining, kitchen, and family rooms. The kitchen, featuring stunning cabinetry, top-of-the-line stainless steel appliances, and a long rectangular island with counter-height seating, is perfectly positioned between the formal and informal living areas to create one generous entertaining space. The wine enthusiast will love the large, lighted wine display cabinet. Finishing up the main living level is an office and a sitting area. The primary suite is an oasis and boasts tray ceilings, custom closets, and a spa-like bathroom with built-in beverage cooler and sliding glass doors onto a balcony wrapping around the house. Additional bedrooms offer spacious accommodations with walk-in closets and en-suite bathrooms. For added privacy, there is an upper bonus room that could be used as a bedroom, playroom, home gym, or extra office space. The multiple terracing outdoor spaces, private gulf-side pool, firepit, and downstairs game room offer plenty of options to relax and enjoy island living. Turf landscaping and an oversized two-car garage with a charging station complete this incredible property. Start enjoying all that island life on Siesta Key has to offer.

9230 Blind Pass Road, Sarasota
$869,900
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
WATERFRONT. STUNNING SUNRISE/SUNSET VIEWS. FULLY RENOVATED! **Current and fresh, this two-bedroom, two-bathroom 1600+ square foot 7th-floor SIESTA KEY end unit condominium was completely remodeled in 2022 utilizing every inch of space AND taking full advantage of the unrivaled water and nature views. To appreciate the attention to detail and all that is offered, this is truly a “must-see”.** Situated on prime Siesta Key real estate, THE POINTE is a peaceful gated pet-friendly waterfront community offering boat docks, tennis and pickleball, heated lap pool, walking trail, BBQ grills, fishing, on-site management and more! * Larger of the two-bedroom floorplans at The Pointe, this beautifully renovated condominium provides picturesque views from every window! You and your loved ones will enjoy watching Siesta Key’s famous sunsets over the Gulf of Mexico as you sip your favorite beverage seated around the generous island in the recently renovated spacious open-concept kitchen with quartz countertops, stainless appliances, under cabinet lighting, abundance of cabinetry and storage, hidden outlets, and soft-close cabinet doors. And, if sunrises are your thing, wake up to the spectacular sun coming up over Sarasota Bay and Jim Neville Nature Preserve right from bed OR while settled on the spacious enclosed lanai. The primary bedroom with access to the lanai overlooking the bay offers a fabulous ensuite bath with double sinks, and a walk-in closet with a convenient laundry pass through. The guest bedroom – also with glorious bay and sunrise views – has convenient access to the guest bathroom and lanai, which houses another added storage closet. **Move right in, the work is done. There is a new HVAC system includes new ductwork with integrated UV air purifier and Smart thermostat. New water heater. New plumbing and electrical within unit. New luxury vinyl and tile flooring throughout. Shiplap and coffered ceilings with recessed LED lighting. Beautiful custom tiled baths. Hard to find in most condominiums is a separate laundry room with space for a second refrigerator or freezer! And don’t forget about parking - made convenient with a desirable OVERSIZED (and coveted) under the building parking space with easy access to your separate ground floor storage area which comes with the unit. **THE POINTE is a private gated community offering the best of both worlds: activity and exercise, plus peace and tranquility. The property encompasses 5+ acres of waterfront property and offers amazing amenities. Outdoor, fresh-air walkways to each unit. Boat docks w/electricity and water. Walking trails. Kayak/canoe/SUP launches. Heated outdoor lap pool. Spa. Tennis and pickleball courts. Dog walk. Strategically placed benches. Open-air gazebo w/BBQ grills. Cottage with full catering kitchen. Bike storage rooms. Separate entertainment rooms. A fitness center in each building. On-site management. ADVANTAGEOUSLY LOCATED. Nearby you will find fine and casual dining, Turtle Beach, a full-service marina, a campground on the beach nearby, shopping, coffee shops, grocery, nightlife, entertainment, Siesta Key beach, public transportation and much more - all on Siesta Key. ** Own a piece of paradise and watch the dolphin, manatees, birds, and sea life, fish off the dock, relax by the pool, play an invigorating game of tennis or pickleball, and watch the sunrise AND sunset privately, and quietly, from home. Experience the true joy of island living each and every day!

9393 Midnight Pass Road Unit 707, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
An exceptional investment opportunity awaits! This beautiful two-bedroom, two-bath condo at Harbor Towers Yacht & Racquet Club on Siesta Key is the one you've been searching for. Every detail has been considered, from the new luxury vinyl flooring throughout to the updated kitchen boasting solid wood cabinets and granite countertops. Whether you're considering making it your home or venturing into the lucrative rental market, this property is ready for your next move. Harbor Towers Yacht & Racquet Club, nestled in the tropical paradise of Siesta Key, sits on one of the widest sections of intra-coastal front properties, providing captivating water views. Revel in the world-class resort-style lifestyle offered by the club, featuring a state-of-the-art fitness center, a social room with a full kitchen, two heated pools, a luxurious sun deck, and three lighted Har-Tru tennis courts. Stay connected with WIFI internet, enjoy picnics with gas grills in the shaded dining area, and for boating enthusiasts, a boat basin is at your disposal. The charming Island Gazebo, directly situated on the intra-coastal waterway, promises breathtaking views and occasional dolphin shows. Proximity to the beach, Siesta Key Village for shopping and dining, and the availability of the FREE Siesta Key Open Air Trolley make this property not just a home but a gateway to the island lifestyle. Live and play on world-famous Siesta Key and, with just a short drive over the bridge, explore everything Sarasota is renowned for: shopping, dining, arts, entertainment, farmers' markets, and more. Don't miss this unique opportunity to experience the best of both worlds on Siesta Key!

5855 Midnight Pass Road Unit 311, Sarasota
$1,324,900
3 Beds ⋅ 2 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code
Nestled at 5239 Winding Way, this exquisite home is a haven of modern luxury and elegant design. Boasting 3 bedrooms and 2 bathrooms, this residence is thoughtfully crafted to provide both comfort and style. The interiors showcase a contemporary aesthetic with sleek finishes and luxurious details that create an inviting atmosphere. The home has a spacious, well-appointed kitchen and modern living room area featuring a gorgeous fireplace. Upgrades to the property include; a Brand New A/C Unit ($12,000), New Pool Pump and Newer Pool Heater, Repaved and Sealed Pool Area. Stepping outside, the property offers a serene retreat with a generously sized pool, ideal for relaxation and entertaining guests. This residence at 5239 Winding Way is not just a house; it's a refined living space that seamlessly combines modern functionality with timeless charm in a great location!

5239 Winding Way, Sarasota
$2,400,000
6 Beds ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code
Freshly update Siesta Key Duplex with proven income track – each side is a true 2 bedroom/2 bath/1 car garage residence with a bonus room and full size laundry facilities. Each side can sleep up to 6 guests. New roof – 2017, pool resurfaced – 2022, new in-floor pool cleaning heads – 2022, deck relaid – 2022, pool fountain repiped -- 2022, new deck landscape lighting – 2022, new a/c – 2022, both sided remodeled thru out in 2022 with new flooring, new kitchen quartz countertop w subway tile backsplash and state of the art Whirlpool appliances (fridge, dishwasher, microwave and range) and new state of the art Whirlpool washer and dryer. In addition to the pool being heated, each side is suited with their own dedicated gas grill, table and chairs, chaise, umbrella, beach chairs and beach buggy. Pool area is completely fenced for maximum privacy and parking area and driveways are large enough to accommodate up to 6 vehicles. Siesta Key beach access 13 is a 5 minute walk down the road, Cresent market and pub are a 20 minute walk down the street, Siesta key village is a 10 minute drive/bike ride away. Close to shops, grocery stores, restaurants, beach. This is truly a mecca of relaxation. No HOA, No Deed restrictions, No rental restrictions. Net Revenue before 2022 renovation was more than $140k/yr. Duplex is being sold turnkey with all new furnishings, décor and supplies with future bookings in place. Call for a private tour.

1127 - 1129 Crescent Street, Sarasota
$2,337,000
4 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside East SubDv. ⋅ 34242 Zip Code
Sun, fun and a relaxed Siesta Key lifestyle come together in this lovely waterfront home nestled in a calm, cul de sac just off of Siesta’s most navigable Grand Canal. Sited on a spacious, corner, canal front lot, this sailboat friendly residence is minutes to the Siesta Key Village and a brief 10 minute cruise to Sarasota Bay. Boat, paddleboard, jet ski or kayak from your dock or relax by the outdoor pool / spa with long water views. This one level, split bedroom house offers a casual, comfortable owner’s suite and social areas opening to the generous outside deck and pool area. Floors are wood and tile throughout, cabinetry boasts wood with granite counter tops. Located on the quieter side of the Key, with the best boating water, and closest proximity to downtown Sarasota, Southside Village, acclaimed Pine View School and Sarasota Memorial Hospital. Celebrated restaurants, shopping and entertainment nearby. Spacious lot, sailboat water, an environment that encompasses the island vibe. Life is good in the tropics!

599 Commonwealth Lane, Sarasota
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