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2555 Constitution Boulevard, Sarasota
$935,000
3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Exceptional waterfront opportunity offering direct access to the Gulf and endless potential. This rare Sarasota property features 3 bedrooms, 2 bathrooms, and a spacious great room ideal for entertaining or easily converted into a 4th bedroom or flex space. Enjoy outdoor living with a large yard, private pool, and ample space for gatherings, relaxation, or future enhancements. Major updates include a new metal roof (2025) and HVAC system (2021), providing peace of mind for years to come. Perfectly situated just over 2 miles from Siesta Key’s world-renowned beaches, with shopping, dining, and entertainment just minutes away. Whether you're looking to renovate, invest, or create your dream waterfront retreat, this property offers unmatched value and location.

2555 Constitution Boulevard, Sarasota

2233 Michele Drive, Sarasota
$590,000
4 Beds ⋅ 4 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Fully remodeled Sarasota duplex for sale in highly desirable Phillippi Gardens—NO HOA and NO CDD fees—offering exceptional income potential and investment opportunity just minutes from world-famous Siesta Key Beach, consistently ranked among America's top white-sand beaches. This turnkey multifamily investment property features two spacious 2-bedroom, 1.5-bathroom units, each with an attached 1-car garage, private patio, screened lanai, and fully fenced backyard, delivering ideal privacy and separation for long-term tenants, short-term rental guests, or multigenerational family living. Both units have been thoughtfully and completely upgraded with brand-new luxury vinyl flooring, beautifully renovated kitchens featuring modern cabinetry and countertops, updated bathrooms, new stainless steel appliances including in-unit washers and dryers, all-new hurricane-impact windows and impact-rated garage doors, plus updated plumbing and electrical systems for true peace of mind. In a significant advantage for this market, the property experienced no interior flooding during the 2024 storms—a rare and valuable feature for Gulf Coast buyers. This Sarasota income-producing duplex is perfect for investors seeking strong long-term rental income, mid-term rental opportunities (buyer to verify local regulations), or a smart house-hacking strategy by living in one unit while renting the other to offset the mortgage. Ideally situated approximately 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, under 20 minutes to University Town Center (UTC), and conveniently close to US-41, Downtown Sarasota, waterfront dining, marinas, nightlife, championship golf, and premier shopping, this fully upgraded Phillippi Gardens duplex presents a rare opportunity to own a high-demand Sarasota multifamily investment property in one of the Gulf Coast's strongest rental markets, known for both consistent cash flow and long-term appreciation. Whether you're a seasoned investor expanding your portfolio, a first-time house-hacker, or a buyer seeking a flexible multigenerational property near the beach, this move-in-ready Sarasota duplex delivers location, upgrades, and income potential in one rare package—schedule your private showing today and secure your piece of the Siesta Key Gulf Coast lifestyle.

2233 Michele Drive, Sarasota

2544 Orsova Way, Sarasota
$492,500
3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Tucked away in one of South Sarasota's most coveted neighborhoods, this exceptional property offers the rare combination of tranquil privacy and unbeatable convenience. Nestled just off Constitution Boulevard south of Phillippi Creek, the setting feels like a retreat — yet world-class dining, boutique shopping, and the pristine shores of Siesta Key's award-winning beach are all within a mile from your front door. Inside, every detail has been thoughtfully curated for effortless, modern living. Sleek wall-to-wall ceramic tile flows throughout the home, while a fully upgraded second bathroom showcases premium finishes with no detail overlooked. The master bath has also been beautifully refreshed with new tile and cabinetry, delivering a spa-like feel you'll love coming home to. Step outside to your own private oasis — a spacious heated pool, recently resurfaced and encased in a brand-new screen enclosure, perfect for year-round entertaining. Host effortlessly, unwind completely, and create lasting memories in a backyard built for both. Peace of mind comes standard here. A brand-new roof (Fall 2025) backed by a 15-year warranty, new hurricane-impact windows (Fall 2025), fresh exterior paint, and manicured landscaping mean this home is truly move-in ready from day one. An oversized two-car garage rounds out the package with the storage and functionality today's buyers demand. BEST OF ALL— NO HOA, NO DEED RESTICTIONS, and NO CDD. This is the freedom to live on your terms, in a home that has it all.

2544 Orsova Way, Sarasota

5726 Waneta Place, Sarasota
$470,000
3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Exceptional location, extensive updates, and a private pool combine to make this Phillippi Gardens home a standout opportunity. Just minutes from Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, and everyday conveniences, this property offers the ideal balance of accessibility and comfort. The costly improvements have already been completed, providing years of peace of mind. Triple-pane PGT impact-rated windows and a sliding glass door installed in 2018 deliver storm protection, energy efficiency, and potential insurance savings. The home's plumbing system was fully re-piped with PVC in 2018, and the septic system was replaced and connected to city sewer the same year—a rare and valuable upgrade. Additional improvements include a newer A/C system (2023), new water heater (2026), fresh interior and exterior paint (2026), updated flooring, and a newer screened pool enclosure. Inside, the thoughtfully designed three-bedroom, two-bath floor plan offers open living spaces that flow seamlessly from room to room, creating an inviting environment for both daily living and entertaining. Large windows and sliding glass doors bring in natural light while providing views of the outdoor living area. Step outside to a spacious screened lanai and pool area that serves as a private retreat for relaxing, dining, or gathering with family and friends. The generously sized backyard provides additional outdoor space with room to enjoy Florida's year-round sunshine. With no deed restrictions, a desirable school district, and major system upgrades already completed, this move-in-ready home offers exceptional value in one of Sarasota's most convenient locations.

5726 Waneta Place, Sarasota

2539 Orsova Way, Sarasota
$367,000
3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Opportunity awaits in this well-maintained home located less than 15 minutes to Siesta Key Beach and downtown Sarasota. This home features a functional layout and inviting living spaces great for the entire family. This property offers a solid foundation for both homeowners with a vision and investors seeking value-add potential. The interior is ready for updates, presenting a blank canvas to reimagine and bring your personal style to life. Whether you're looking to create your dream home or maximize returns, the possibilities here are endless. Step outside to a welcoming backyard with space to relax and entertain or design your own outdoor retreat. With a desirable location close to shopping, dining, and everything Sarasota has to offer, this is a rare opportunity to transform a home into something truly special.

2539 Orsova Way, Sarasota