Sarasota Homes with Private Entrance Exterior Features

Sarasota Homes with Private Entrance Exterior Features

Welcome to Sarasota County, Florida, a hidden gem on the Gulf Coast that perfectly blends vibrant culture, stunning natural beauty, and a welcoming community atmosphere. Known for its pristine beaches, Sarasota offers a variety of outdoor activities, from sunbathing on the soft sands of Siesta Key to exploring the lush trails of Myakka River State Park. Art enthusiasts will find their haven here, with the renowned Ringling Museum of Art and a thriving local arts scene that includes galleries, theaters, and live performances year-round.

When it comes to real estate, Sarasota County presents an array of luxurious homes that cater to every lifestyle. Among these, properties featuring private entrance exterior features stand out as a hallmark of elegance and exclusivity. Imagine stepping into your own sanctuary where privacy reigns supreme, allowing you to unwind in your personal oasis. Homes with private entrances not only provide a sense of seclusion but also enhance the overall aesthetic appeal, often showcasing beautifully landscaped gardens and inviting pathways.

Whether you’re looking for a contemporary coastal retreat or a charming Mediterranean-style villa, Sarasota's real estate market offers something for everyone. With easy access to upscale dining, boutique shopping, and vibrant nightlife, you’ll find that living in Sarasota is as much about enjoying the community as it is about the comforts of home. Embrace the Florida lifestyle and discover the perfect property with a private entrance that allows you to enjoy both privacy and the vibrant culture Sarasota has to offer. Welcome home!

Newest Sarasota Homes with Private Entrance Exterior Features

8 Beds ⋅ 9 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

5610 Avenida Del Mare, Sarasota

2 Beds ⋅ 1 Baths ⋅ Hillsprey Villas SubDv. ⋅ 34239 Zip Code

Exceptional value in the heart of Sarasota. Perfectly positioned just moments from Downtown Sarasota, this updated turnkey-furnished villa offers an outstanding opportunity to enjoy walkable city living, a seasonal retreat, or an income-producing investment. Nestled within the intimate Hillsprey Villas community of just six residences, this charming two-bedroom residence combines privacy, affordability, and an unbeatable location directly across the street from Morton's Gourmet Market and just minutes from Sarasota's vibrant dining, shopping, and cultural attractions. The light-filled interior features an open-concept floor plan designed for comfortable everyday living. Neutral tile flooring flows throughout the residence, while the living/dining area connect seamlessly to the thoughtfully designed eat-in kitchen. Granite countertops, newer cabinetry, generous and workspace, enhance both style and functionality. The bedroom layout offers two comfortable bedrooms, an updated full bath, inside laundry, ceiling fans, and turnkey furnishings included—allowing immediate enjoyment or rental potential from day one. Recent improvements include a new HVAC system (2020), water heater (2021), and a newer community roof installed in 2012, providing added peace of mind. Hillsprey Villas is a well-maintained boutique community with reasonable quarterly condominium fees that include exterior maintenance, landscaping, building insurance, reserves, and professional management, making ownership both convenient and affordable. Leasing is permitted with a seven-month minimum, offering long-term rental potential. The location is truly the highlight. Enjoy the convenience of walking to Morton's Gourmet Market for specialty groceries, wine, and prepared meals, or venture just minutes to Southside Village, Downtown Sarasota, Marina Jack, Bayfront Park, Selby Gardens, theaters, art galleries, and acclaimed restaurants. World-famous Siesta Key Beach, Lido Beach, and St. Armands Circle are only a short drive away, offering the perfect balance of vibrant city living and Sarasota's celebrated Gulf Coast lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this move-in-ready villa delivers exceptional value in one of Sarasota's most desirable downtown locations.

1749 Hillview Street Unit 1, Sarasota

2 Beds ⋅ 2 Baths ⋅ Harbor Cove SubDv. ⋅ 34287 Zip Code

Bring your boat and enjoy the Florida lifestyle in this charming turnkey home situated on a desirable corner lot in Harbor Cove, a vibrant 55+ mobile home community just off US 41. With an abundance of activities, amenities, and a welcoming atmosphere, Harbor Cove is the perfect place to call home. Inside, you'll find plenty of space for entertaining, including a bright and inviting Florida room that adds even more living space. The spacious kitchen features abundant cabinetry, a dishwasher, stove/range, refrigerator, and a charming window above the sink that fills the room with natural light. Step outside to enjoy the beautifully landscaped yard with mature tropical plantings, an oversized driveway offering plenty of parking, and a paver patio out back—the perfect spot to relax or entertain guests on warm Florida evenings. When you're not enjoying Harbor Cove's resort-style amenities, you'll love the nearby attractions. Historic downtown Venice is just 20 minutes away, offering boutique shopping, dining, and entertainment. Wellen Park, featuring the scenic 80-acre Grand Lake, nature trails, restaurants, and community events, is just a short drive away. Sports fans will appreciate being only 5 minutes from CoolToday Park, home of the Atlanta Braves Spring Training, where you can enjoy baseball and year-round events. And, of course, Florida's beautiful Gulf Coast beaches are just a short drive away. This move-in-ready home offers comfort, convenience, and an unbeatable location—everything you need to enjoy the best of Southwest Florida living!

321 Blackburn Boulevard, North Port

2 Beds ⋅ 2 Baths ⋅ Harbor Isles SubDv. ⋅ 34287 Zip Code

WELCOME TO EASY FLORIDA LIVING IN THE HIGHLY DESIRABLE HARBOR ISLES COMMUNITY! This beautifully maintained, Furnished, 2-bedroom, 2-bathroom manufactured home offers the perfect combination of thoughtful updates, spacious living, and an active lifestyle within one of North Port's premier resident-owned 55+ gated communities. Step inside to discover a bright and inviting interior featuring high ceilings and luxury vinyl plank flooring throughout most of the home, creating an open, airy feel. The spacious living and dining areas are ideal for everyday living and entertaining, while the dining room's built-in cabinetry provides both charm and convenient additional storage. The well-designed floor plan includes a generously sized primary suite complete with a spacious en-suite bathroom, offering a comfortable retreat at the end of the day. A welcoming guest bedroom and second full bathroom provide plenty of space for visiting family and friends. One of the home's standout features is the enclosed Florida room, creating valuable additional living space that's perfect for relaxing with your morning coffee, hosting guests, or enjoying Florida's beautiful weather year-round. Outside, the covered carport is complemented by a large attached storage shed that houses the washer and dryer while providing ample room for tools, hobbies, golf clubs, bicycles, and all of your seasonal storage needs. Enjoy added peace of mind knowing many of the home's major components have already been updated, including a roof that's approximately 4 years old, a 2023 A/C system, and a 2025 water heater. Beyond the home itself, Harbor Isles offers an exceptional resort-style lifestyle. This resident-owned, gated 55+ community features a heated swimming pool, spa, fitness center, tennis courts, pickleball, shuffleboard, bocce, organized social activities, and beautiful lakes throughout the neighborhood. Boating and fishing enthusiasts will appreciate the community marina with boat docks offering access to Salt Creek, the Myakka River, and the Gulf. Conveniently located in the heart of North Port, Harbor Isles places you just minutes from shopping, dining, golf courses, medical facilities, Wellen Park, and the beautiful Gulf Coast beaches, making it easy to enjoy everything Southwest Florida has to offer. Whether you're searching for a seasonal retreat or your next full-time home, this move-in-ready property offers the perfect opportunity to embrace the relaxed Florida lifestyle in a welcoming community you'll be proud to call home.

644 Schooner Street, North Port

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

339 Treasure Boat Way, Sarasota

3 Beds ⋅ 3 Baths ⋅ Heathers Two SubDv. ⋅ 34293 Zip Code

Perfectly positioned overlooking the first green of the renowned Bobcat Course at Plantation Golf & Country Club, this beautifully renovated home captures peaceful golf and water views from many of its principal living spaces. Extensive updates completed in 2023 combine the confidence of modern improvements with the timeless appeal of one of Plantation's most intimate enclaves. Nestled on an oak-canopied street of just fifteen custom homes, a winding walkway leads to the entrance where soaring 16-foot cathedral ceilings and a dramatic wall of windows and French doors frame the sparkling pool and spa, canal, and golf course views beyond. Natural light fills the home, creating an extraordinary sense of space and seamless indoor-outdoor living. The spacious main-floor primary suite enjoys water and golf course views, direct lanai access, dual closets and a beautifully renovated spa-inspired bathroom. A split floor plan offers two additional bedrooms, two full bathrooms and a generous second-floor loft that serves as a second living area, home office or potential fourth bedroom. The updated gourmet kitchen features abundant cabinetry, stone countertops and casual dining overlooking the private front courtyard—the perfect setting for morning coffee. A new roof, new flooring, fresh interior and exterior paint, whole-house replumbing and updated electrical provide peace of mind for the new owner. Beyond the lanai, the peaceful waterway attracts an ever-changing parade of Florida wildlife, from wading birds and sandhill cranes to the occasional turtle, creating a backdrop that's uniquely Florida. Optional membership at Plantation Golf & Country Club offers championship golf, tennis, pickleball, bocce, fitness facilities, swimming, dining and an active social calendar just moments away. With Venice beaches, Historic Downtown Venice, Wellen Park and everyday conveniences nearby, this is a home where light, views and thoughtful design come together to celebrate the very best of Florida living.

404 Cardiff Road Unit 17, Venice

4 Beds ⋅ 5 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code

The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, Sarasota

3 Beds ⋅ 3 Baths ⋅ Lake Sarasota SubDv. ⋅ 34241 Zip Code

Looking for a property in Sarasota with acreage and serious investment potential? The existing home is over 2,700 sq ft on just over 1.5 acres, with OUE zoning, a large barn with stables, detached garage space, and an attached studio dwelling. This property needs to be renovated and offers a compelling canvas for transformation. This 1954 property features 3 bedrooms, 3 full baths, a fireplace, open porch, and no HOA. The attached studio dwelling has its own private entrance, kitchen, and bathroom, creating flexibility for a future multigenerational living concept after renovation. Outside, the acreage includes a large barn with horse stables, a detached garage, and additional oversized garage space. For buyers searching for a 3-bed home in Sarasota with land, this property stands apart for its combination of acreage, existing structures, and potential. The home is dated and requires significant TLC and renovation, making it best suited for a builder, developer, investor, equestrian buyer, or someone ready to take on a substantial project. Reimagine the property as an updated acreage residence, explore an equestrian-focused renovation, or create a multigenerational family compound tailored to your needs. Bring your contractor, plans, and vision to 6709 Proctor Rd and explore the possibilities offered by this Sarasota acreage property.

6709 Proctor Road, Sarasota

3 Beds ⋅ 2 Baths ⋅ Las Palmas SubDv. ⋅ 34235 Zip Code

Resort-style living awaits in the sought-after gated community of Las Palmas of Sarasota! This beautifully maintained 3-bedroom, 2-bath coach-style condominium offers nearly 1,400 square feet of thoughtfully designed living space, complete with a private attached one-car garage on the ground level and all living areas conveniently located upstairs on one floor. The open-concept floor plan features an updated kitchen with granite countertops, modern cabinetry, stainless steel appliances, and abundant workspace. The spacious living and dining areas open to a screened lanai overlooking serene water views—the perfect spot to enjoy your morning coffee or unwind at the end of the day. The split-bedroom layout provides privacy, with a generous primary suite featuring a walk-in closet and ensuite bath with dual vanities. Two additional bedrooms offer flexible space for guests, a home office, or hobbies, while the private interior laundry room adds everyday convenience. Residents enjoy beautifully landscaped grounds and exceptional amenities, including two resort-style swimming pools, fitness center, tennis court, a playground, scenic walking paths, and the security of a gated entrance. Ideally located just minutes from University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, world-famous Gulf beaches, golf courses, and I-75, this move-in-ready home offers the perfect combination of comfort, convenience, and the Sarasota lifestyle. PROPERTY ALSO LISTED FOR LONG TERM LEASE. SEE MLS #TB8518714

5655 Bentgrass Drive Unit 9-117, Sarasota

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Welcome to maintenance-free, resort-style living in the heart of Sarasota! Move-In Ready completely furnished 3 bedroom/2BA Condo located on the first floor in the beautiful Villagio community. From the moment you step inside, you’ll appreciate the bright, open-concept living and dining area, with stylish tile flooring throughout the home. This home features an outdoor covered lanai with sliding doors from both the primary bedroom and dining area that brings in lots of natural light where you will capture the fresh Florida breeze with your morning coffee or evening cocktail. The open living, dining and kitchen areas are perfect for everyday comfort or entertaining. The well designed kitchen offers wood cabinetry, every appliance you will need and a tall pantry next to the refrigerator. Retreat to the spacious primary suite, your own private haven featuring an ensuite bathroom with shower and tub combo, a generous walk-in closet, and a versatile office or additional storage nook. Two additional bedrooms provide ample closet space, and the guest bathroom has a bathtub and shower combo. An in-unit laundry room with washer and dryer adds everyday convenience. This unit has a covered parking included. The community is gated, and all the buildings painted in 2024 and all the roofs replaced in 2021. Residents enjoy outstanding amenities, including a clubhouse with fitness center, heated resort-style pool, tennis and pickleball court, putting green, picnic area and a fenced dog park. Ideally situated near downtown Sarasota, marinas, and the Baltimore Orioles’ spring training facility at Ed Smith Stadium. You’ll also be just a short drive away from the stunning beaches of Lido Key and Siesta Key. Travel is effortless with close proximity to Sarasota/Bradenton International Airport and I75 and US301 close by. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity this exceptional condo offers it all.

1025 Villagio Circle Unit 101, Sarasota

5 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

4 Beds ⋅ 2 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code

FULLY REMODELED | 2026 ROOF | POOL HOME | NO FLOOD ZONE | NO HOA/CDD | 4 BEDROOMS | 12,000+ SQ FT LOT Welcome to 1317 Ringtail Rd, where modern luxury meets peace of mind. Situated on an oversized 12,000+ sq ft lot on a quiet street in one of Venice's most desirable locations, this fully renovated 4-bedroom, 2-bathroom POOL HOME offers nearly 1,800 square feet of beautifully designed living space with upgrades rarely found at this price point. From the moment you arrive, you'll appreciate the quality and craftsmanship throughout. The home features a brand-new 2026 roof, 2020 A/C, updated IMPACT windows, luxury flooring throughout, completely remodeled bathrooms with designer tile, a stunning open-concept layout, and a spacious split-bedroom floor plan that provides the perfect balance of privacy and functionality. The gorgeous kitchen is finished with premium cabinetry, elegant countertops, and all brand-new stainless steel appliances, making it truly move-in ready. Step outside to your private backyard retreat where the screened-in pool is surrounded by a newly finished pool deck, creating the perfect space for entertaining family and friends or simply relaxing year-round in the Florida sunshine. The oversized lot provides plenty of room for pets, outdoor activities, and future additions while still maintaining exceptional privacy. Even better, this home checks all the boxes buyers are looking for: NO FLOOD ZONE, NO HOA, NO CDD, solid concrete block construction, and located within an excellent school district. With beaches, shopping, dining, golf courses, parks, and everything Venice has to offer just minutes away, this home delivers the perfect combination of luxury, location, and long-term value. Homes with this level of renovation, on a lot this size, with a pool, and all of these major-ticket updates are incredibly hard to find. Schedule your private showing today before this exceptional property is gone.

1317 Ringtail Road, Venice

Start Your Search