Sarasota County Homes with Garden View

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

$1,150,000

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry, and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring ensuite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center, and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping, and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends, or spending the afternoon at the beach, this inviting residence captures the comfort, versatility, and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Sarasota

$2,495,000

4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code

Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Located within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its own heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village just steps away, with Siesta Beach an easy stroll from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's most desirable locations.

304 Calle Miramar Unit 304S, Sarasota

$975,000

3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code

Virtually Staged. Welcome to Cleary Cottage, a charming 1935 bungalow nestled in the highly sought-after Hudson Bayou neighborhood, West of Trail in the heart of Sarasota. Blending timeless character with thoughtful modern updates, this beautifully maintained 3-bedroom, 2-bath residence offers an inviting retreat just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Selby Gardens, the bayfront, and the area's renowned beaches. From the moment you arrive, the lush tropical landscaping, circular driveway, and welcoming screened front porch set the tone for this distinctive home. Inside, original hardwood floors, plaster walls, crown molding, and a classic brick fireplace celebrate the home's historic charm, while an updated kitchen featuring white cabinetry, stone-look countertops, stainless steel appliances, and tasteful finishes provides modern convenience. The comfortable floor plan offers inviting living and dining spaces, three bedrooms, and two updated bathrooms, including a primary bath with a beautifully tiled walk-in shower. A metal roof installed in 2018, an updated HVAC system, and hurricane protection improvements add to the home's appeal. Step outside to discover a private tropical oasis with mature landscaping, a backyard deck, and inviting outdoor spaces ideal for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. The spacious screened front porch, complete with a charming porch swing, offers yet another place to unwind and enjoy the neighborhood. Located in FEMA Flood Zone X, this property offers the added advantage of being outside the designated high-risk flood area. Its location and zoning also create an attractive short-term rental opportunity, offering flexibility for buyers considering seasonal use, part-time occupancy, or income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or a Sarasota property with flexible rental potential, Cleary Cottage delivers a special combination of character, comfort, and location. Experience the charm of Old Florida living with the conveniences of Sarasota's vibrant downtown, shopping, dining, cultural attractions, and world-famous Gulf Coast beaches close by. Schedule your private showing and discover what makes Cleary Cottage so special!

1777 Alta Vista Street, Sarasota

$899,900

3 Beds ⋅ 3 Baths ⋅ Vineyards Of Silver Oak SubDv. ⋅ 34238 Zip Code

This unique and finely appointed lakefront pool home located in the gated community of the Vineyards at Silver Oak is without rival. From the moment you step foot through the threshold of the front door you are treated to view a chic and highly updated maintenance-free home set in the heart of Palmer Ranch. Looking for an established community, a tasteful layout, and modern conveniences such impact glass windows and sliding doors, a newer tile roof (2023), and newer HVAC system (2023)- Look no further! The main living area of this home is trimmed with engineered hardwood, crown molding, plantation shutters, tray ceilings, enhanced architectural trim, custom built-ins and much more. The recently renovated kitchen area features quartzite countertops, 36 inch natural gas range, incredible custom wood built-in with SubZero wine refrigeration, stainless steel appliances, quartzite backsplash, and custom island. The main living area features a generously sized great room, built-in gas fireplace, formal dining room with skylight, family room with views of the pool and many more fine details. The primary suite is well adorned with dual walk-in closets with built-ins, bay windows sliding glass door access to the pool, and a spa-like bath with dual vanities, Jacuzzi tub, and walk-in shower. The second bedroom area converts into a guest suite with closing door, en-suite bathroom and spacious closet. The third bedroom also features and ensuite bathroom and ample storage. Moving to the backyard makes this home shine even more- the long eastern lake views overlooks trees, a fountain, and your own heated pool. There is a large, covered lanai for sitting and listening to music through the built-in speakers. The Vineyards features a generous amenity area complete with heated pool, fitness room, meeting area, and kitchen. Silver Oak, one of the finest communities in Palmer Ranch features a 24 hour a day manned gate, private roads, and a maintenance-free lifestyle in the Vineyards. The comforts of shopping at Costco, Publix and other retailers are just a short drive away, and the community boasts easy access the Legacy Trail and Gulf Beaches. This is a true standout property- schedule your private showing today !

5109 Cantabria Crest, Sarasota

$420,000

3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Virtually Staged – Some Photos Have Been Virtually Staged. Bring your vision to The Meadows, one of Sarasota’s most established golf communities! Set on a quarter-acre homesite with a serene pond along the side, this 1 story, 3-bedroom, 2-bath home offers privacy and a peaceful water view. The biggest investments are already done: New Roof in 2023 and new HVAC in 2023, giving you peace of mind as you plan your updates. The home is in largely original condition, an ideal canvas for buyers ready to renovate and build equity in a premier location. Inside, approximately 1,944 square feet of living space includes a living and dining area, a family room open to the kitchen with a long breakfast bar, and a split floor plan that places the primary suite apart from the guest bedrooms. Walls of sliding glass doors open to an expansive screened lanai overlooking the pond, a wonderful space for relaxing and entertaining. A 2 car garage, circular driveway, and mature shade trees complete the setting. Flood Zone X. The Meadows offers canopied streets, walking and biking paths, golf, and a picturesque landscape of ponds and green space, all just minutes from University Town Center, I-75, downtown Sarasota, and the Gulf beaches, and close to the airport.

3065 Ringwood Meadow, Sarasota

$1,850,000

3 Beds ⋅ 3 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code

Set among substantial estates on storied South Washington Drive, this 3-bedroom, 2.5-bath St. Armands residence offers the appealing combination of an exceptional island address and the ease of a turnkey, bungalow-style home. Thoughtfully arranged across 1,792 sq. ft., the light-filled interior features an open kitchen and living area that flows naturally to the outdoors. Guest bedrooms occupy one side of the home, while the privately situated primary suite offers a walk-in closet and spacious bath and direct access to the private backyard sanctuary. **BRAND-NEW tile roof and updated skylights, completed in October 2026**, represent significant recent improvements. A 200 sq. ft. front porch and a private 750 sq. ft. rear pool and patio area, complete with swimming pool, spa, and tropical landscaping, create inviting spaces for entertaining or unwinding after a day at the beach. Equally appealing is the location, just a short stroll from the boutiques, galleries, and sidewalk cafés of St. Armands Circle, minutes from the white sands of Lido Beach, and approximately 3 miles from downtown Sarasota's acclaimed arts, dining, and cultural attractions.

128 S Washington Drive, Sarasota

$415,000

3 Beds ⋅ 2 Baths ⋅ Meadow Run At Jacaranda SubDv. ⋅ 34293 Zip Code

FULLY UPDATED 3 BEDROOM, 2 BATHROOM HOME! This home is completely renovated and is in Meadow Run at Jacaranda’s desirable East Village community in Venice. Situated on a PREMIUM corner lot, this TURN-KEY property offers an inviting open floor plan, stylish finishes, and an impressive list of MAJOR improvements. This is an opportunity for full-time residents, seasonal homeowners, or buyers seeking a potential vacation rental property. Updates include a NEW ROOF (2023), NEW GARAGE DOOR (2025), NEW PLUMBING (2024), and NEW impact-rated WINDOWS and SLIDING GLASS DOORS installed in 2025. The home also features NEW AC and insulation, a NEW HOT WATER TANK, fresh interior paint, updated ceiling fans and lighting, NEW interior doors, and taller baseboards. Wood-plank flooring enhances the main living areas. The vaulted ceiling creates a bright atmosphere, with sliding glass doors leading to the screened lanai—perfect for enjoying morning coffee, relaxing evenings, and the laid-back Florida lifestyle. The fully renovated kitchen, completed in 2023, combines style and functionality with wood-toned cabinetry, glass-front accents, modern hardware, granite countertops, a subway-tile backsplash, and under-cabinet lighting. Stainless steel appliances include double wall ovens, a cooktop with vent, a dishwasher, and a refrigerator. A conveniently located laundry area just off the kitchen features matching cabinetry and additional storage. The spacious primary suite offers abundant natural light and a walk-in closet. Its beautifully renovated en-suite bathroom, completed in 2025, features updated floor and shower tile and a new glass shower enclosure. A split-bedroom floor plan provides added privacy for guests, with two additional bedrooms featuring generous closets. The updated guest bathroom showcases cabinetry, subway tile, and contemporary fixtures. Curb appeal is enhanced by an updated front door with a decorative glass insert. The home is offered partially FURNISHED and TURN-KEY; certain décor items are excluded. Enjoy the amenities of Meadow Run at Jacaranda, including a community pool, clubhouse, tennis courts, and fitness center, all with an attractive monthly HOA fee. Ideally located near the intersection of Jacaranda Boulevard and Center Road, the community offers convenient access to historic downtown Venice, shopping, restaurants, golf, and 11 beautiful Gulf Coast beaches. Whether you’re searching for a year-round residence, a winter escape, or a property to explore for potential vacation-rental use, this extensively updated home offers an outstanding combination of comfort, convenience, and Florida appeal. Schedule your private showing today and discover the possibilities!

3200 Meadow Run Drive, Venice

$219,900

2 Beds ⋅ 2 Baths ⋅ Harpers Croft SubDv. ⋅ 34235 Zip Code

This 2/2 condo end unit offers you the best combination of privacy, a peaceful view of lush greenery and proximity to all the best Sarasota has to offer. You will appreciate the split bedroom plan for the privacy it affords you and your guests. The master bedroom suite features a dressing area, walk-in closet, and an ensuite bath with a therapeutic walk-in tub that comes with a lifetime guarantee. Sliding doors open to the screened lanai where you can appreciate the tranquility with a cup of coffee. Throughout the condo, the vinyl plank flooring runs uninterrupted, enlarging the feel of the living space. All appliances and mechanicals have been recently installed to make your new home worry free. Couple that with a very affordable price and one of the lowest condo fees in the area. The Meadows offers numerous recreational activities, including 16 miles of walking/biking trails, 3 Golf courses, tennis and pickleball courts, a fitness center and even a dog park. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. THIS is the Sarasota lifestyle!

5146 Harpers Croft Unit 13, Sarasota

6287 Midnight Pass Road Unit 103, Sarasota

$619,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Priced to sell. Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look, ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or taking advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

6287 Midnight Pass Road Unit 103, Sarasota

$1,595,000

Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Discover the ultimate West-of-Trail canvas at 1605 N Lake Shore Drive, an extraordinary opportunity to design a custom architectural masterpiece in Sarasota’s prestigious Oyster Bay. This generous, estate-sized lot is enveloped by mature tropical landscaping and stately homes, offering rare privacy for an owner, investor, or elite custom builder. Whether your vision favors a sophisticated contemporary estate or a timeless coastal retreat, this premium property serves as a blank slate. Offered strictly for land value, it allows you to skip the compromise of a renovation and curate an iconic private sanctuary from the ground up. Experience the premier Oyster Bay lifestyle, where peaceful residential tranquility meets immediate access to Sarasota’s finest amenities. From this exceptional location, you are just a short walk to The Field Club and a few minutes' drive to the quartz sands of Siesta Key Beach, the boutique shopping and dining of Southside Village, and the vibrant arts and culture of downtown Sarasota.

1605 N Lake Shore Drive, Sarasota

$1,595,000

4 Beds ⋅ 2 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Discover the ultimate West-of-Trail canvas at 1605 N Lake Shore Drive, an extraordinary opportunity to design a custom architectural masterpiece in Sarasota’s prestigious Oyster Bay. This generous, estate-sized lot is enveloped by mature tropical landscaping and stately homes, offering rare privacy for an owner, investor, or elite custom builder. Whether your vision favors a sophisticated contemporary estate or a timeless coastal retreat, this premium property serves as a blank slate. Offered strictly for land value, it allows you to skip the compromise of a renovation and curate an iconic private sanctuary from the ground up. Experience the premier Oyster Bay lifestyle, where peaceful residential tranquility meets immediate access to Sarasota’s finest amenities. From this exceptional location, you are just a short walk to The Field Club and a few minutes' drive to the quartz sands of Siesta Key Beach, the boutique shopping and dining of Southside Village, and the vibrant arts and culture of downtown Sarasota.

1605 N Lake Shore Drive, Sarasota

Sarasota County Homes with Garden View

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