Downtown Sarasota Homes under $500,000

***** Complete renovation was completed in 2017**** Generating $40,000 annually. Perfect investment or primary home with plenty of room for a pool.This nicely updated and FULLY furnished charmer in the heart of Poms Park puts you right where you want to be—just minutes from Payne Park, Sarasota Memorial, downtown, Sarasota High, the Bayfront, Marina Jack’s, beaches, shopping, dining, and

Steven Weiss REDFIN CORPORATION

**** $50,000 PRICE REDDUCTION******* Already generating BIG $$$$ ($80,00 in 2024 alone) income through Airbnb and remotely managed, this property holds even greater potential when listed on platforms like VRBO and Booking. com—an excellent opportunity for investors looking to maximize returns.Experience the charm of Old Florida in this beautifully maintained, turnkey, Key

Steven Weiss REDFIN CORPORATION

Live in the Heart of Downtown Sarasota with Stunning Views and Modern ComfortsStep into effortless downtown living from this beautiful sixth-floor residence at The 101 Condominium. Offering sweeping city views and a refined, move-in-ready interior, this spacious one-bedroom, two-bath home perfectly balances style, comfort, and convenience. Thoughtfully renovated, the residence features a light

Marcia Van Ginhoven REDFIN CORPORATION

Welcome to the 101 Condominium located in the heart of Sarasota. This 1 bedroom, 2 bathroomcondo has spectacular views of Downtown Sarasota and views of the bay through the cityskyline. Located on the 12th floor, this unit has been fully remodeled from the studs including allelectrical and plumbing. As you enter the home you are greeted with ceramic tile flooring, aspacious living

Laura Rode KELLER WILLIAMS ON THE WATER S

Updated 3-Bedroom Home on Spacious 1⁄4 Acre Lot – Minutes from Downtown SarasotaWelcome to 2432 Aspinwall Street, a beautifully updated 3-bedroom, 2-bath home located in Sarasota’s desirable Park East neighborhood. Nestled on a generous 1⁄4-acre lot, this property offers ample space to design your dream backyard oasis — with plenty of room to add a pool.Inside, you’ll find fresh

Sophia Kramedas-Ghanayem KW SUNCOAST

DOWNTOWN SARASOTA 3 BEDROOM CONDO WITH AMAZING OCEAN VIEWS FROM EVERY ROOM! MAY BE SOLD FURNISHED OR UNFURNISHED. COMPLEX IS SCHEDULED FOR NEW CARPET AND PAINT IN COMMON AREAS EARLY 2025This 3 bedroom 2 bath unit with updated baths and kitchen is turnkey ready. Fully furnished, this open floor plan is bright and airy. Third bedroom is furnished as an office with breathtaking views of the park

Nikola Couri COMPASS FLORIDA LLC

Experience upscale living in Downtown Sarasota at The Alinari.Step into elevated downtown living with this beautifully updated 6th-floor residence at Alinari at Rosemary Place. This spacious 1-bedroom, 1.5-bath condo offers expansive city views and an abundance of natural light, with floor-to-ceiling sliding glass doors that open to a private balcony—perfect for morning coffee or evening

Brett Keyser, Jr RE/MAX ALLIANCE GROUP

Welcome to your dream home in the heart of Sarasota!This stunning 4-bedroom, 3-bathroom residence has been fully renovated from top to bottom and comes turnkey, fully furnished, making it truly worry-free and move-in ready. Everything is brand new—from the roof, appliances, floors, landscaping, hot water heaters, to fresh interior and exterior paint—giving the home a modern feel while nestled in

Stephen Hachey FLAT FEE MLS REALTY

Welcome to Broadway Promenade! This stunningly renovated 2 bedroom 2 bath unit blends the luxury of downtown living with an unbeatable price. Step inside & you'll enjoy the peaceful courtyard & discover a spacious open plan, thoughtfully remodeled with modern flooring throughout. The kitchen stands out as one of the most uniquely designed & expansive in all of Broadway Promenade, boasting an

Nancie Kalin MICHAEL SAUNDERS & COMPANY

One or more photo(s) has been virtually staged. Welcome to Renaissance Unit 314, a blend of charm and modern luxury in this fully renovated condominium offering over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom.

Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

Well-maintained and income-producing Sarasota duplex featuring two spacious 3BD/1.5BA units, each with its own private entry. Less than 10 minutes from Downtown Sarasota! Market rents of $2.2k+ a unit are well above current rents, providing tremendous upside for new investors. Recent upgrades include full property re-piping in 2024, tankless water heaters, and a newer roof installed in 2017. Each

Owen Cascio REAL PROPERTY MANAGEMENT SUNSHINE CITY

This gorgeous, renovated, updated Light and Bright condo will surely catch your attention! Located in the heart of downtown, this beautiful 2-bedroom, 2-bath condo overlooks Marina Jacks and offers the most amazing views of Sarasota Bay. All Bathrooms and Kitchen have been Beautifully updated and Magnificently decorated, featuring stunning quartz countertops, newer appliances, and a coordinating

Judi Taulbee FINE PROPERTIES

Charming 3-bedroom, 2-bathroom single-family, fully updated and built in 2017. Features include wood plank-style tile flooring, renovated bathrooms and kitchen, granite countertops, and hardwood cabinetry. The home has a split family floor plan with an open-concept kitchen, three bedrooms, plus a flex room that can serve as an office, den area, or formal dining space. This property also features

Jennifer Kenna EXP REALTY LLC

Step into a piece of Sarasota’s history with this beautifully updated 1-bedroom, 1-bath residence in the iconic Frances Carlton, a 1920s Mediterranean Revival landmark in the heart of downtown Sarasota. As the only unit currently available, this rare offering combines timeless character with modern elegance in a walkable, vibrant location.Inside, you’ll find a space that radiates both

Curtis Ware KW COASTAL LIVING III

THE BEST CONDOMINIUM VALUE IN THE HEART OF DOWNTOWN SARASOTA, THIS FULL BAY VIEW UNIT IS PRICED TO SELL! Soak in the sweeping views of the Sarasota Bayfront from this beautifully situated 5th floor, 1-bedroom, 2-full bath residence at The 101 Condominium featuring a great floor plan and spacious bayfront terrace perfect for savoring balmy breezes, breathtaking sunsets, and the lively cityscape.

Lenore Treiman MICHAEL SAUNDERS & COMPANY

Income-Producing Property in Prime Sarasota Location. Rare chance to own a leased and updated 3BR/2BA ranch home within Sarasota city limits—just minutes from downtown, Lido Beach, St. Armands Circle, and Payne Park. This light-filled, move-in-ready property features: Modern kitchen with granite countertops & newer appliances. Open living/dining areas with access to a private 300 sq. ft. patio.

Seth Westerberg EXP REALTY LLC

One or more photo(s) has been virtually staged. Welcome to Central Park! This pet-friendly community is located on a 6 acre park-like setting along the Hudson Bayou, where natural beauty meets urban convenience! This rarely available, 2 bedroom, 2 bath, South-facing condo boasts a bright, airy, and inviting open floor plan, perfect for modern living and entertaining. Enjoy a serene and private

Melissa Perrigoue COLDWELL BANKER REALTY

ANOTHER SIGNIFICANT PRICE REDUCTION DUE TO MUST SELL. WELCOME TO THE 101 CONDOMINIUMS OVERLOOKING SARASOTA BAYFRONT. THIS MAGNIFICANT UNIT HAS BEEN COMPLETELY AND SMARTLY RENOVATED ($137,000+) TO BECOME A SHOW STOPPER AMOUNG IT'S CONTEMPORARIES. FEATURED ON SARASOTA MAGAZINE NOV-DEC 20022, THIS ONE BEDROOM 2 BATHE HOME OFFERS THE EPITOME OF ELEGANCE, LUXURY, COMFORT, AND URBAN LIVING. THE KITCHEN

Mehasti Behbahani YOUR SUNCOAST REALTY

Welcome to 835 South Osprey Avenue, Unit 101—your peaceful retreat in the heart of Sarasota. This charming 2-bedroom, 2-bathroom, 1,260 sq. ft. corner unit condo is nestled within the serene, 6-acre community of Central Park.As you enter, you're welcomed by a bright and spacious living area with tile floors that flow effortlessly through the unit along with recently removed popcorn ceiling and a

Darrin Campbell COMPASS FLORIDA LLC

Rare Opportunity in Sarasota, Florida. Beautiful Home Year Built 2022 with NO HOA. 4 bedrooms and 2 bathrooms. Spacious living room, nice kitchen, Spacious Primary bedroom. NO CCD FEES, NO HOA FEES and No Restrictions. Can Commute easy to the Beach and also from I-75 to go to Naples, Miami, Tampa and Orlando if so desire. Do not miss out on this great opportunity to own this beautiful

Elvida Masson REALTY ONE GROUP MVP

Rare Two-Unit Property Near Downtown Sarasota!This unique property offers a versatile living arrangement just minutes from downtown Sarasota and the Legacy Trail. Whether you're looking for an income-producing rental, a multi-generational home, or a private guest retreat, this property is a fantastic opportunity.The main home (Unit 1) features two bedrooms and one bathroom, along with a spacious

Ellen Wilson BERKSHIRE HATHAWAY HOMESERVICE

Experience the enchanting lifestyle of downtown living, your gateway to cosmopolitan convenience. Spanning an intelligently designed 810 sq ft, this residence maximizes every nook, offering generous storage solutions, an in-unit washer and dryer, and delightful views of Sarasota Bay and the iconic Van Wezel Performing Arts Hall. Elevate your living experience at The Renaissance, where

Jana Lyons PREFERRED SHORE LLC

Charming cottage style home located on the edge of downtown in a neighborhood of multimillion dollar new construction, fourteen minutes to St. Armands Circle and Lido Beach, walking distance to beautiful Payne Park, Publix, Legacy Trail Alta Vista School & Sarasota High School. House has lots of green space just under a quarter acre with a completely fenced in backyard that offers endless

DiAnna Owens-Trayers MACHADO PROPERTY PROS

Welcome to 33 Gulfstream Towers, Unit 307, a beautifully updated one-bedroom, one-bath condo on the third floor that perfectly harmonizes modern city living and is located across the street from the famous Maria Jacks marina, restaurant, and city park. Whether you’re a first-time buyer, a savvy investor, or seeking a stylish second home, this condo/location is the ultimate Sarasota retreat.The

Bruce Famiglio PREMIER PROPERTIES OF SRQ LLC

Great Value in Burns Court! Come enjoy this beautiful private home nestled in the downtown Historic Burns Court. Walking distance to all of the amenities Burns Court has to offer in addition to a short walk to Downtown and Sarasota Bay. The owner has freshened up with paint throughout and new carpet. The beautiful kitchen has Granite countertops, maple cabinets, and Stainless steel appliances.

Jennifer Siciliano JT PROPERTIES OF SARASOTA INC

Amazing New Construction property/s in Sarasota’s thriving historic Central Cocoanut neighborhood! This brand-new home offers the perfect fusion of modern design, comfort, and convenience, just 3-4 minutes from downtown Sarasota and the city’s top attractions. Step inside the spacious 1,380 sq. ft. of beautifully designed living space, featuring high ceilings, canned lighting, three large

Mark Klecka COLDWELL BANKER REALTY

Amazing New Construction property/s in Sarasota’s thriving historic Central Cocoanut neighborhood! This brand-new home offers the perfect fusion of modern design, comfort, and convenience, just 3-4 minutes from downtown Sarasota and the city’s top attractions. Step inside the spacious 1,380 sq. ft. of beautifully designed living space, featuring high ceilings, canned lighting, three large

Mark Klecka COLDWELL BANKER REALTY