Sarasota FL Homes with Pool For Sale

Homes with Pool For Sale In Sarasota FL

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Homes with Pool for Sale in Sarasota FL

$1,450,000
6 Beds 5 Baths Bay Haven SubDv. 34234 Zip Code
A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

941 Virginia Drive, Sarasota

$1,450,000
4 Beds 3 Baths Fox Creek Acres SubDv. 34240 Zip Code
Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.

1160 Wagon Wheel Drive, Sarasota

$1,449,000
5 Beds 3 Baths Hidden Oaks Estates SubDv. 34232 Zip Code
Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits! Sellers will give a$25,000 credit at closing towards buyer closing costs(tile insurance, lender fees, rate buydown, etc).

4737 Stone Ridge Trail, Sarasota

$1,449,000
6 Beds 4 Baths Sarasota Town Of SubDv. 34240 Zip Code
A Private 12-Acre Sarasota Estate Designed for Multi-Generational Living and Complete Privacy Discover a rare opportunity to own a true Sarasota retreat — 12 private acres offering space, freedom, and the ideal layout for multi-generational living. Located in the peaceful Old Miakka area, this expansive property provides exceptional privacy while remaining just minutes from Sarasota’s beaches, dining, and culture. The 4,125 sq ft residence features 6 bedrooms and 3.5 baths, creating natural separation for extended family, guests, or dual-household living. Multiple living areas, a theater room, and a large game room provides flexible spaces for gathering or privacy, making the home perfectly suited for families who want to live together while maintaining independence. With no deed restrictions, you have the freedom to design the lifestyle you want — whether that means a family compound, hobby farm, workshop space, or simply a peaceful sanctuary away from the noise of the city. A large pool area provides a central gathering space for sunny Florida days, while the surrounding acreage ensures the quiet, private environment that rural-estate buyers value most. Properties with this level of privacy and multi-generational potential are rarely available in Sarasota. If you’ve been searching for space, freedom, and a home that can truly accommodate multiple generations, 1510 Lena Lane offers a unique opportunity to create your own private retreat.

1510 Lena Lane, Sarasota

$1,429,900
3 Beds 4 Baths Artistry Sarasota SubDv. 34240 Zip Code
EXCEPTIONAL LUXURY LAKEFRONT LIVING IN ARTISTRY Experience refined Florida living in this 2025-built lakefront residence, perfectly positioned on an oversized 0.578-acre homesite within the highly desirable Artistry community. This extensively upgraded home combines exceptional design, craftsmanship, and lake views. The thoughtfully designed floor plan features 3 ensuite bedrooms, a powder room, private office, bonus room, and split 3-car garage with an AC in a two car portion with an expoxy floor. Soaring ceilings, 8-foot doors and custom wood flooring throughout, wood ceiling beams, handcrafted wood plantation shutters, and upgraded interior paint create a warm and elegant atmosphere. Every closet features custom wood shelving, while the primary bedroom closets features a custom wood organization system and pocket doors. Additional enhancements include lighted vanity mirrors in each bathroom, tinted impact-resistant windows and doors, a whole-house water filtration system, gas tankless water heater, and an advanced 8-camera security system. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom cabinetry, an extended island, two dishwashers, a pot filler above the gas cooktop, and a complete suite of Thermador appliances, including custom built-in column refrigeration and freezer. The custom-designed, gas-heated pool features lighted water bowls and built-in umbrella sleeves, surrounded by an upgraded paver deck and generous outdoor living areas—all overlooking the tranquil lake. It is an exceptional setting for entertaining, relaxing, and enjoying Sarasota’s year-round indoor-outdoor lifestyle. Additional upgrades include spray-foam insulation within the block construction for enhanced sound and thermal performance. Artistry offers a resort-style community lifestyle with amenities including a clubhouse, state-of-the-art fitness center, resort pool, pickleball and walking trails, playground, and beautifully maintenance free community. Ideally located near Lorraine Road and Palmer Boulevard, the community provides convenient access to Downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, championship golf, dining and shopping, cultural attractions, and the renowned Gulf Coast beaches. This is a rare opportunity to own a nearly new luxury residence offering an extraordinary combination of premium custom upgrades, an oversized lakefront homesite, and resort-style living in one of Sarasota’s most desirable communities. Schedule your private showing and experience firsthand why this remarkable home truly stands apart.

4584 Cedron Court, Sarasota

$1,425,000
3 Beds 4 Baths Phillippi Gardens SubDv. 34231 Zip Code
Virtually Staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.

5618 Britannia Drive, Sarasota

$1,395,000
2 Beds 2 Baths Plat Of Sarasota SubDv. 34236 Zip Code
Experience refined downtown living from the 15th floor of The DeMarcay, one of Sarasota's premier luxury condominium residences. Perfectly positioned in the heart of downtown, this exceptional two-bedroom, two-bath residence offers the ultimate lifestyle, placing world-class dining, boutique shopping, art galleries, theaters, the Sarasota Opera, Whole Foods, the Saturday Farmers Market and the city's vibrant cultural scene just outside your door. Just a short stroll away, Sarasota Bay, Marina Jack, Bayfront Park and O'Leary's Tiki Bar provide endless opportunities to enjoy waterfront dining, boating and spectacular Gulf Coast sunsets. Inside, the residence showcases sophisticated contemporary design with an open-concept floor plan highlighted by a stunning chef's kitchen featuring quartz countertops, a waterfall island and seamless flow into the dining and living areas. Floor-to-ceiling windows and the private terrace capture beautiful city views along with a picturesque peek of Sarasota Bay. A custom-built entertainment wall and elegant dry bar with wine refrigeration create the perfect setting for entertaining, while porcelain tile flooring, designer lighting and premium finishes elevate every space. The spacious primary suite offers a custom walk-in closet and a beautifully appointed spa-inspired bath. Residents of The DeMarcay enjoy an exceptional luxury lifestyle with concierge service, valet parking, the secure Butterfly entry system, a state-of-the-art fitness center, owner's storage and a spectacular rooftop amenity level featuring a resort-style pool, outdoor kitchen, club room and panoramic views of Sarasota's skyline and bay. This is a rare opportunity to enjoy sophisticated, maintenance-free living with the very best of downtown Sarasota just moments from your front door.

33 S Palm Avenue Unit 1503, Sarasota

$1,395,000
3 Beds 3 Baths Granada SubDv. 34239 Zip Code
Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and independence of a private single-family residence. Inside, timeless finishes and thoughtful updates create a warm, inviting atmosphere. Engineered wood flooring, crown molding, plantation shutters, custom millwork, and built-in cabinetry enhance the home's sophisticated design, while fresh interior paint (May 2026), updated living room built-ins and trim (2025), and exterior landscape lighting add to its exceptional appeal. The stunning kitchen, remodeled in 2023, is designed for both everyday living and entertaining. Featuring quartz countertops, an oversized island with seating for six, and premium Sub-Zero, Thermador, and Bosch appliances—including a new cooktop (2025) and dishwasher (2024)—it flows seamlessly into the separate dining room and spacious great room with tray ceiling and custom built-ins. French doors from both living spaces open to the private pool and patio, creating the ideal indoor-outdoor lifestyle. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and guests. On the main level, a versatile den and beautifully remodeled powder bath (2023) offer the perfect space for a home office, media room, or flex living area. Step outside to your own private backyard oasis featuring a sparkling pool, mature landscaping, and multiple areas for relaxing or entertaining in complete privacy. Whether hosting friends or enjoying a quiet evening at home, this outdoor retreat is designed to embrace Florida's year-round sunshine. This home has been meticulously maintained with significant recent improvements, including two newer HVAC systems (both replaced within the last three years), a tankless water heater (2020), washer and dryer (2023), hurricane-impact windows and doors with additional hurricane shutters, a DeHart security system, and wiring and plumbing already in place for a future generator. Perfectly located just minutes from Red Rock Park, Southside Village's boutique shopping and dining, Sarasota Bay, downtown Sarasota, and the world-famous beaches of Siesta Key, this exceptional property offers the rare combination of privacy, luxury, and convenience in one of Sarasota's most desirable neighborhoods. Experience the best of Sarasota living in a home where timeless style, modern updates, and an unbeatable location come together beautifully.

1704 Fortuna Street, Sarasota

$1,395,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Sarasota

$1,375,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

5740 Midnight Pass Road Unit 104F, Sarasota

$1,370,000
4 Beds 2 Baths Lakewood Tract C Unit 1 SubDv. 34241 Zip Code
Tucked away off Clark Road in Sarasota, this extraordinary property is more than a home, it’s a private sanctuary for those who value space, serenity, and possibility. Set on just over six lush acres with a winding, tree-lined driveway, the experience begins the moment you arrive. With over 400 mature trees, this one-of-a-kind place feels like your own botanical retreat. A rich variety of avocado, mango, eucalyptus, jacaranda, macadamia, lychee, starfruit, jackfruit, and Thai jujube trees create a vibrant, ever-changing landscape filled with color, texture, and life. This setting is both inspiring and rare. In the southwest corner of the property lies a picturesque one-acre private lake, offering tranquil water views and a sense of calm that’s hard to find. The expansive grounds provide incredible flexibility for those seeking a private retreat, a multi-use property, or simply room to breathe and grow. The two-story residence is light and bright, blending indoor and outdoor living seamlessly. Strategically placed windows invite natural light to pour in while capturing beautiful views of the surrounding landscape from nearly every room. The result is a home that feels open, airy, and deeply connected to its environment. Every corner of this property has been designed to embrace the outdoors and enhance the sense of privacy and escape. One of the most compelling aspects of this offering is the freedom it provides. With no deed restrictions, NO CDD fees, and NO HOA, you have the flexibility to truly make this property your own. Bring your RV, boat, trailers, and toys—there’s ample space and no limitations holding you back. Properties like this are exceptionally rare in Sarasota—a peaceful, private oasis with acreage, natural beauty, and unlimited potential, all within reach of the area’s renowned amenities, beaches, and lifestyle. Located 7 short minutes away from I-75 and just 25 minutes from the sugar soft sands of Siesta Key. This is not just a place to live—it’s a place to create, to unwind, and to experience Florida in its most authentic and inspiring form. As Mark Twain once said, “Buy land, they're not making it anymore.”

7336 Curlew Street, Sarasota

$1,369,000
2 Beds 2 Baths Sarasota Bay Park SubDv. 34236 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Introducing Saravela, a transformative new luxury residential community rising in the heart of downtown Sarasota at 430 N. Tamiami Trail. This striking mixed-use development features 271 luxury condominiums and 11 elegant town homes within an iconic architectural composition, crafted to maximize the Sarasota lifestyle, amenity access and downtown connectivity. Saravela represents a new vision of urban coastal living, strategically between Sarasota’s vibrant arts district and the scenic Bayfront, offering ease of access to world-class dining, boutiques, cultural venues and waterfront recreation. Designed by Kimmich Smith Architecture with interiors by ID & Design International and a comprehensive lifestyle program, Saravela offers more than 47,000 square feet of resort-style amenities spread across six indoor and outdoor levels, including multiple rooftop pools, fitness and wellness studios, spa and yoga rooms, social lounges, golf simulator, game and kids’ club spaces, putting green, outdoor grilling stations, dog run and wash, co-working space and concierge services. A signature feature of Saravela is its owner-flexible rental program, the first of its kind in downtown Sarasota. With a short term rental option and on-site professional rental management, our innovative rental program can help you offset costs and let your residence work for you while you are away. Residences are crafted for modern urban living, offering thoughtfully designed interiors, expansive views and direct access to the best of Sarasota’s lifestyle. Enjoy the Bayfront park, performance venues, upscale restaurants, cafés, galleries and boating, beach, and golf destinations are just minutes away. This two-bedroom, one-bath residence of 1,106 square feet features 11-foot ceilings, quality finishes including high-end appliances and fixtures, floor-to-ceiling windows and a spacious balcony. For a carefree, turnkey experience, the residence is fully furnished with custom selections by acclaimed Steven G. Interiors. Saravela’s prime downtown address, sophisticated design, unique rental flexibility, and industry leading amenity program position it as a defining residence for owners seeking a full-time lifestyle or seasonal getaway in one of Florida’s dynamic coastal cities.

430 N Tamiami Trail Unit 709, Sarasota

$1,350,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!

5920 Midnight Pass Road Unit 1003, Sarasota

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