Homes in 34231 under $500,000

PRICEW REDUCED AGAIN! Now is the time to BUY! For a complete REAL walk-through find the Video or Virtual Tour button on this page (it may be hard to find) A great home in a closed loop quiet neighborhood, off the beaten path, but close to the best Sarasota has to enjoy. Clean and ready to occupy. Newly painted on exterior by professional painter. Roof replaced after Hurricane Irma in 2017. AC

David Consbruck PREMIER PLUS REALTY

Welcome to 2531 Portland Street in sunny Sarasota! This isn’t just a duplex—it’s a double dose of opportunity. Two stories, two bedrooms and one bathroom in each unit, PLUS each space comes with its own AC and water heater (because nobody likes sharing those).Updates? Check. Both units have been refreshed. The upstairs unit at 2531 Portland Street is fresh, bright, and totally move-in

Carolyn Sproehnle KELLER WILLIAMS ON THE WATER S

One or more photo(s) has been virtually staged. Modern Architecture! Discover your very private, not in a flood zone, Sarasota oasis—tucked away at the end of a quiet street, surrounded by mature pine trees and lush greenery. This hidden gem offers a peaceful lifestyle on an expansive over 1/4 acre lot that backs to a greenbelt, ensuring privacy. Step through a gated courtyard garden and into a

Csaba olah REDFIN CORPORATION

One or more photo(s) has been virtually staged. Welcome to your piece of paradise at Castel Del Mare, just a short walk or bike ride across the bridge to the white quartz sand beaches of Siesta Key! This beautifully maintained ground-floor, 2-bedroom, 2-bathroom waterfront condo offers the ultimate coastal lifestyle.The home features brand-new hurricane-rated windows (2022) and doors (2024),

Carolyn Sproehnle KELLER WILLIAMS ON THE WATER S

Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage.

Linda Votrubova ENVISION REALTY PARTNERS LLC

Fabulous single-family home located in lovely PINE SHORES ESTATES just a quick bike ride to beautiful SIESTA KEY BEACH & CRESENT BEACH & TURTLE BEACH. West of Tamiami Trail just a few blocks from Stickney Point Road and the ICW waterway. Spend your days living the beach life and walk across the bridge and hop on the SIESTA KEY TROLLEY to explore this world-renowned beach with its exceptionally

Michelle Hennessy PREFERRED SHORE LLC

Great performing asset at 9% CAP RATE. Welcome to your very own slice of paradise, surrounded by shady palm trees and just over a mile from the sandy shores of Crescent Beach. Nestled in a non-HOA community, this unique and versatile property offers two separate living spaces on a single lot, making it ideal for multi-generational living, long-term rental income, or the opportunity to live in

Joey Lamielle RE/MAX ALLIANCE GROUP

This WEST OF THE TRAIL HOME is a well maintained 3 bedroom, 2 bath single family home is located in a NON-FLOOD ZONE, in the highly sought-after area WEST OF THE TRAIL. Located in walking distance to Walt's Fish Market and Red Rock Park and is within 5 miles of the world-famous Siesta Key Beach! Connors Steak House, Morton's Market, vibrant downtown Sarasota and St. Armand's Circle are less

Jill Barbic FLORIDA BAY REALTY INC

A great opportunity to be part of the Florida lifestyle with this spacious 3 bedroom, 2 bathroom, 2 car garage single family home in very close proximity to the IntraCoastal waterway, Siesta Key barrier island, and Siesta Key beaches. This light and bright home features a larger driveway, recent exterior paint and a glass door enclosed front porch entryway, perfect for keeping visitors and

Thomas Coppola COPPOLA REALTY GROUP

Welcome to this beautifully remodeled 4-bedroom, 3-bath home located in the desirable Restful Pines neighborhood in South Sarasota’s 34231 zip code. Offering nearly 2,000 square feet of modern living space, this home features two spacious living areas, generously sized bedrooms, and a flexible layout perfect for families or entertaining.Enjoy peace of mind with a brand-new roof and air

Roni-Marie Gold, PA COLDWELL BANKER REALTY

Live Life on Your Terms in Sarasota!Welcome to 2728 Trinidad Street—a charming single-family home on a spacious double lot just minutes from Siesta Key Beach. With a huge fenced yard and countless modern upgrades, this property is the perfect mix of coastal charm and contemporary comfort. No HOA.Property Highlights:• Stylish Interior: Open, breezy layout connecting living,

Tess Bockes MARCUS & COMPANY REALTY

Welcome to 2635 Arnold Street, a versatile and fully remodeled 2 unit home in the heart of Sarasota. This property offers a fantastic investment opportunity or the perfect setup for multi-generational living. The home features a brand new roof and went under a total transformation over the last couple months blending the charm of an old Florida home and the luxuries of modern upgrades together

Johnny Hopper PREFERRED SHORE LLC

Investor Special two bedroom, three bath home in Phillippi Gardens neighborhood. This charming home offers a fantastic investment opportunity in the desirable Phillippi Gardens neighborhood. Featuring two spacious bedrooms and three bathrooms, this property includes a mother-in-law suite complete with a kitchenette, bathroom, outdoor shower, refrigerator, and a private entrance. Key Features

Stephen Weeks MICHAEL SAUNDERS & COMPANY

One or more photo(s) has been virtually staged. Adorable 2-Bed, 2-Bath Home Near Siesta Beach!Location, charm, and potential all come together in this immaculately maintained Sarasota gem. Just minutes from world-famous Siesta Beach and vibrant downtown Sarasota, this delightful home offers the perfect mix of comfort and convenience.Step inside to find a bright and welcoming floor plan

Bobbi Marchbank A PARADISE INC REALTOR

This is the One! *Stunning Fully Upgraded 3-Bedroom, 2-Bath Home Near Riverview High & Siesta Key*Located within walking distance to Riverview High School and just minutes from world-famous Siesta Key, this fully renovated 3-bedroom, 2-bath home is a rare gem with top-of-the-line upgrades and luxurious finishes throughout*Step inside to discover a completely remodeled kitchen and bathrooms, with

Dave Beachy BEACHY PROPERTIES

Welcome to Key Pointe Village – where location, style, and value meet! This spacious unit offers two bedrooms and one and one-half bathrooms. It is professionally decorated and turnkey furnished, ready for immediate occupancy or use as a seasonal retreat. Located just minutes from Siesta Key Beach and vibrant downtown Sarasota, this beautifully maintained unit features an updated kitchen with

Maureen Creagh Weatherford Realty Group LLC

Welcome to your dream home!. Experience modern living in this exquisite three-bedroom, two-bathroom home, meticulously designed with contemporary finishes and energy efficiency in mind. Constructed from solid concrete blocks, this residence features hurricane impact-rated windows and doors, ensuring safety and durability.The home is equipped with advanced Icynene spray foam insulation for

Shawn Bowman EXP REALTY LLC

Welcome to your Florida dream home—just minutes from the bay and bursting with charm! Tucked away on the west side of US-41, this 3-bedroom, 2-bathroom + bonus Florida room gem offers unbeatable value in one of Sarasota’s most desirable locations. With updates including a new shingle roof in 2021 and impact rated windows and doors in 2022, this concrete block home already has the most difficult

Jonathan Abrams MICHAEL SAUNDERS & COMPANY

Very quiet neighborhood, completely fenced backyard. 3/2 + den/office space which can be easily converted into a 4th (bed-)room. Great open kitchen/dining/living area with high ceilings and bay window. Huge master bedroom with walk in closet, bay window, plantation shutters, door to the yard and bath with walk in shower. Bathroom off the hallway with tub. Carpet in all bedrooms. Two A/C Systems

Mark Baumgarten PREFERRED SHORE LLC

One or more photo(s) has been virtually staged. **This property qualifies for a lender CREDIT toward buyer’s closing costs if using our preferred lender.** Nestled on a peaceful, private street, this 3-bedroom, 2-bath home sits on over 1⁄4 acre—giving you the space and flexibility that’s hard to find in Sarasota. Want a pool? Room for outdoor entertaining? Space for pets, a garden, or even your

Ariela Carmona KELLER WILLIAMS ON THE WATER S

PRICE REDUCTION. Seller will consider all reasonable offers. Step into this beautifully updated Mid Century pool home, perfectly positioned just minutes from schools, shopping and Siesta Key Beaches on a rare double lot. This block construction residence has a brand new roof including new soffit, fascia and gutters, two completely new bathrooms, luxury vinyl plank flooring throughout. Impact

Fred Sassen MICHAEL SAUNDERS & COMPANY

Perched on the third floor with views of Intracoastal Waterway, this turnkey furnished, two-bedroom, two-bath residence captures the essence of coastal living. Just east of the Siesta Key south bridge, Castel del Mare offers convenient access to the boatyard’s waterfront dining and shops, along with easy access to the sugar-white sands of Siesta Key. Inside, the residence lives large with an open

Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

METICULOUS, stylish 3 bedroom, 2 bathroom home in A-rated school district and the maintenance-free Boutique community of ASHLEY OAKS. Situated down an Oak-canopied street to this Cul-de-Sac location the landscaping of this home strikes one immediately with its sumptuous greenery, flowering trees and mature shrubbery. Inside, the gourmet kitchen footprint incorporates snow toned wooden cabinetry,

Claudia Meyer RE/MAX ALLIANCE GROUP

One or more photo(s) has been virtually staged. Beautifully updated in 2025, this second-floor end-unit retreat perfectly combines modern comfort with the unmatched natural beauty of Pelican Cove. Step inside to find new flooring, interior doors, fixtures, and freshly textured and painted walls throughout—including halls and closets. Both bathrooms feature new cabinets and fixtures, while the

Camille Buck MICHAEL SAUNDERS & COMPANY

One or more photo(s) has been virtually staged. LOCATION, LOCATION! Situated in the Landings, this spacious villa offers maintenance free living in one of Sarasota's favorite communities! 2 bedrooms with an additional den that can be used as a third bedroom or a perfect office. Two enclosed lanais, one on the rear and one on the side, present unlimited opportunities for extra space. Huge living

Kim Sheridan WATERSIDE REALTY LLC

Welcome to this beautifully updated, mid-century bungalow, where vintage Florida charm meets modern convenience in the heart of Sarasota, Florida! This meticulously maintained home features stunning original terrazzo floors—recently cleaned and polished to showcase their timeless appeal. The fully renovated kitchen is a true highlight, offering crisp shaker cabinets, gleaming granite countertops,

Julie Willett NEXTHOME BEACH TO BAY

RARELY AVAILABLE 3 BEDROOM, 2.5 BATH FIRST FLOOR END UNIT LAKEFRONT CONDOMINIUM IN THE LANDINGS. This exceptional unit has a beautiful open floor plan and offers a spectacular lake view. It features larger format porcelain tile flooring throughout, solid wood custom cabinetry topped with quartz countertops, and stainless-steel appliances. The large open kitchen has a dinette area providing a

George Miller COLDWELL BANKER REALTY

Seller is offering 5k towards buyer’s closing costs and pre-pairs. Welcome to this charming 3-bedroom, 2-bathroom home that is ideally located in the heart of Sarasota, just 15 minutes away from the world-renowned Siesta Key Beach. Perfect for those who enjoy the sun, sand, and surf, this property offers both comfort and convenience. The open-concept living area features bright, airy spaces with

Sara Hamdar FUTURE HOME REALTY INC

Nestled in an ideal, quiet location on a large, private corner lot, this beautifully maintained Carriagehouse II offers maintenance-free living with an expanded footprint and a host of exceptional features. Enjoy the luxury of two lanais: a fully enclosed, air-conditioned lanai spanning the full width of the home, perfect for year-round use, and a second large, screened outdoor lanai ideal for

Dan Ivanov PREFERRED SHORE LLC

One or more photo(s) has been virtually staged. Buyer Incentive! OWNER FINANCING AVAILABLE.. Welcome to this enchanting historic cottage, thoughtfully on a generous .42-acre lot in the heart of town with a Brand New Roof (2025) and foundation work completed (2025). Full of character and warmth, this delightful home seamlessly blends timeless vintage charm with modern updates. Recent enhancements

Kevin Milner PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover serenity in this 2-bedroom, 2-bathroom second-floor condo with beautiful views of Clower Creek. Watch vessels gracefully navigate to and from the Pelican Cove Marina, creating a picturesque backdrop for your daily living. Enjoy the beauty of nature with views of the canal, making every day a visual delight. Immerse yourself in the local wildlife with frequent visits from pelicans, white

Christy Neff MICHAEL SAUNDERS & COMPANY

GULF GATE WOODS!

Debbie Hering DEBBIE HERING REALTY & ASSOC.

Pre-Construction. To be built. Step into a realm where heritage meets modern luxury at the reimagined Bath & Racquet Residences and Club in Sarasota, Florida. This iconic redevelopment pays homage to the storied past of the original Bath & Racquet Club, established in 1969, while introducing a new era of sophisticated living and active lifestyle amenities the rebirth of Sarasota’s iconic Bath &

Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE