South Sarasota Homes with Pool View

2 Beds ⋅ 2 Baths ⋅ Tregate Manor SubDv. ⋅ 34231 Zip Code

Welcome to 2260 Stickney Point Road, Unit #324, an inviting 2-bedroom, 2-bath condominium nestled in the desirable Tregate Manor 55+ community in Sarasota. Located on the second floor, this well-maintained residence offers a bright and comfortable split-bedroom floor plan with approximately 951 square feet of living space. Enjoy your morning coffee or unwind in the evening from the screened-in lanai, where you'll overlook the beautifully landscaped gardens and sparkling community pool, creating a peaceful tropical setting. The open living and dining areas provide an ideal space for entertaining or relaxing, while the spacious primary suite features a walk-in closet and private bath. Perfectly situated just minutes from the powdery sands of Siesta Key Beach, this condo also offers convenient access to Gulf Gate's popular restaurants, shopping, entertainment, and everyday conveniences. Whether you're searching for a year-round residence, seasonal retreat, or affordable slice of paradise, this home offers the ideal Florida lifestyle.

2260 Stickney Point Road Unit 324, Sarasota

$648,000

4 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code

Welcome to the highly sought-after Gulf Gate community, where coastal living meets convenience! Ideally located less than two miles from the area's world-famous beaches, this beautifully updated, turnkey furnished four-bedroom, two-bath residence offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan features a stunning, completely remodeled kitchen with shaker cabinetry, stainless steel appliances, and generous prep space overlooking the spacious living and dining areas. Sliding doors lead to a covered lanai and sparkling heated pool, creating the ideal indoor-outdoor Florida lifestyle. The private primary suite is a relaxing retreat, complete with a walk-in closet, dual vanity, and beautifully updated walk-in shower. Three additional guest bedrooms and an updated guest bath provide plenty of space for family and visitors. Step outside to enjoy your own backyard oasis featuring a brand-new fenced yard, outdoor shower, heated pool, and ample room to relax or entertain. Situated on an oversized corner lot, the home also offers a circular driveway, abundant parking, a spacious laundry room, and plenty of storage. Recent improvements include luxury vinyl plank flooring, a new roof, new fencing, repiping, and a newer A/C (2020), providing peace of mind for years to come. Located in the desirable deed-restricted Gulf Gate neighborhood with an optional HOA, this exceptional property is just minutes from award-winning beaches, restaurants, shopping, and everyday conveniences. Whether you're searching for a primary residence, seasonal getaway, or income-producing investment, this home offers outstanding rental potential in one of Sarasota's most desirable locations.

6515 Colonial Drive, Sarasota

$1,925,000

3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code

ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota

$519,000

3 Beds ⋅ 2 Baths ⋅ Jackson Highlands SubDv. ⋅ 34231 Zip Code

Location! Location! Location! NO FLOOD ZONE!SOLAR PANEL! NEW POOL CAGE!NEW FRONT FENCE PLUS SLIDING GATE! If you want total privacy, come check out this beautiful 3/2 Pool Home. This home has been almost fully updated, roof 12/2018 with transferable warranty, AC 6/2016, AC ducts 12/2018, bathrooms and flooring throughout the house 3/2017, water heater 2019, dishwasher 11/2020, full privacy fence 6/2020 and the house has been hooked up to public water 2019 and public sewer 2020. No need to worry about hurricanes. Hurricane Shutters have been installed 10/2020. You will find a tropical oasis in your totally private back yard. Pool with hot tub and large deck is surrounded by mature trees, including fruit trees, mango, Persian lime, bananas, papaya, avocado trees and pineapples. Walking distance to Riverview High School, shopping, 2 miles to the very famous and gorgeous Siesta Key Beach and just 10 minutes to beautiful downtown Sarasota. No deed restrictions.Conveniently located minutes away from I-75 and Tamiami Trail, this property offers excellent accessibility. Sarasota itself is a fantastic place to call home, with its central location providing easy access to shopping, dining, golfing, entertainment, medical facilities, award-winning beaches. Plus, you'll have effortless access to several airports, including Punta Gorda, Sarasota, Fort Myers, and Tampa.Experience the best of Florida with nearby beaches, golf courses, and outdoor recreational activities just a short drive away. Don't miss out on the chance to own this extraordinary home.

2445 Apache Street, Sarasota

$1,915,000

4 Beds ⋅ 4 Baths ⋅ Pine Bay SubDv. ⋅ 34231 Zip Code

A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.

1428 Pine Bay Drive, Sarasota

$595,000

4 Beds ⋅ 2 Baths ⋅ Riverwood Pines SubDv. ⋅ 34231 Zip Code

Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!

2315 Riverwood Pines Drive, Sarasota

$305,000

2 Beds ⋅ 2 Baths ⋅ Oak Forest Villas SubDv. ⋅ 34231 Zip Code

One or more photo(s) has been virtually staged. Just minutes from world-famous Siesta Key, this beautifully updated maintenance-free villa offers the perfect blend of comfort, convenience, and Florida lifestyle living. Nestled in a peaceful, tree-lined community with lush mature landscaping, you’ll enjoy being close to shopping, dining, entertainment, and everything you could want in Sarasota. This spacious 2-bedroom, 2-bath residence is thoughtfully designed for both everyday living and entertaining. The bright and inviting enclosed lanai and additional living room provides flexible bonus space ideal for a home office, hobby room, formal dining area, or simply relaxing while taking in tranquil wooded views. Inside, you’ll find numerous upgrades and features, including all new flooring, an updated kitchen and new appliances in (2024) enhanced with skylights for abundant natural light, updated bathrooms, and generous walk-in closets in both the primary and guest bedrooms. Major improvements include a new paver driveway and front walkway (2024), and a new roof (2021). Additional highlights include an oversized laundry room complete with cabinetry, folding station, and utility sink, plus a 2-car attached garage. Whether you’re seeking a year-round residence or seasonal retreat, this charming villa offers low-maintenance living in an exceptional location. This fantastic community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Schedule your private showing today and discover why this delightful community is such a wonderful place to call home. Located NOT in a flood zone and NO CDD fees.

4793 Oak Forest Drive W Unit 46, Sarasota

$1,450,000

10 Beds ⋅ 5 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code

LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

4001 Groveland Avenue, Sarasota

$339,000

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Enjoy the coastal Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Located in the waterfront community of Castel Del Mare, this turnkey furnished 2-bedroom, 2-bath condo combines comfort, convenience, and scenic surroundings in one of Sarasota’s most desirable locations. Inside, the condo features over 1,000 sqft of space with an open living and dining area, laminate flooring, and direct access to the spacious glass-enclosed lanai overlooking lush greenery and the community tennis court. The updated kitchen is designed for both function and style, with solid surface counters, stainless steel appliances, generous cabinet storage, and tiled backsplash. The primary suite offers a spacious walk-in closet and private en-suite bath, while the secondary bedroom includes simple closet space and easy access to the second full bathroom. This residence is ready for immediate enjoyment as a full-time home, seasonal retreat, or investment opportunity. Castel Del Mare is a beautifully maintained intracoastal waterfront community featuring resort-style amenities including two heated pools, tennis courts, kayak storage and launch access, a club house, grilling areas, walking paths, and scenic waterfront seating areas perfect for watching sunsets over Sarasota Bay. Residents also enjoy elevator access, assigned parking, and easy access to a variety of shopping, dining, and boating opportunities. Positioned just over the south bridge to Siesta Key, this location places you moments from powder-soft Gulf beaches, waterfront restaurants, marinas, and vibrant entertainment options. Whether enjoying a day at the beach, exploring nearby nature preserves, or dining along the water, this property delivers the ideal blend of relaxation and access!

1624 Stickney Point Road Unit 1624-208, Sarasota

$3,499,000

4 Beds ⋅ 4 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.

7689 Cove Terrace, Sarasota

$149,900

2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code

You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.

2609 Woodgate Lane Unit K4, Sarasota

$534,000

2 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code

THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”

1732 Kestral Park Way S Unit 43, Sarasota

South Sarasota Homes with Pool View

Newest South Sarasota Homes with Pool View