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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

4,335

# of Listings

2

Avg # of Bedrooms

$509

Avg. $ / Sq.Ft.

$908,838

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

925 Properties Found. Page 5 of 62.

Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence offers a bright and spacious layout featuring a versatile Florida room, perfect for relaxing, entertaining, or using as a home office. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you’re a first-time home buyer, seasonal resident, or investor, this property offers endless potential in a highly desirable area. Don’t miss the opportunity to make this wonderful home yours!

SARASOTA

4321 S LOCKWOOD RIDGE ROAD

3 Beds

2 Baths

1,602 Sq.Ft.

$499,000

MLS#: TB8448037

One or more photo(s) has been virtually staged. Welcome to this exceptional 3-bedroom, 2-bathroom residence in the highly sought-after community of Turtle Rock. Situated on one of the neighborhood’s most private and picturesque lots, this home offers a serene water and preserve view that creates a truly tranquil setting.

Enjoy daily visits from local wildlife right from your backyard, along with gorgeous Southwestern exposure that fills the lanai with warm afternoon light and stunning sunset skies. Whether you’re sipping your morning coffee, relaxing after a long day, or entertaining guests, the outdoor space provides the perfect backdrop.

This home also offers exceptional peace of mind with a new roof installed in 2023, a newer AC system, and having been fully replumbed, ensuring comfort, efficiency, and long-term reliability.

Inside, you’ll find a functional layout, spacious living areas, and an inviting atmosphere ideal for both full-time living and seasonal enjoyment.

Outdoor enthusiasts will love the home’s close proximity to the Legacy Trail, one of Sarasota’s premier recreational amenities—a scenic, paved trail stretching miles through natural preserves and parks. Perfect for biking, walking, running, or simply enjoying the outdoors, the Legacy Trail offers a safe and beautiful environment for all ages and activity levels.

Living in Savannah at Turtle Rock adds even more convenience, with grounds maintenance included in the HOA fee, allowing you to enjoy a low-maintenance lifestyle while the community stays beautifully manicured. Residents also enjoy outstanding amenities, gated security, and close proximity to top-rated schools, dining, shopping, and the world-famous beaches of Sarasota.

Don’t miss the opportunity to own this peaceful retreat in one of Sarasota’s premier communities.

SARASOTA

5098 HANGING MOSS LANE

3 Beds

2 Baths

1,650 Sq.Ft.

$499,000

MLS#: N6141857

Price reduced

Oversized, corner parcel directly across from Sarasota Bay. The location provides full bay views and also looks out over the New College athletic fields. Property is in the AE flood zone. The existing structure could be renovated but property is priced at land value. See also MLS #A4670591

SARASOTA

6240 UPLANDS BOULEVARD

None Beds

None Baths

0.42 acres

$499,000

MLS#: A4670595

Welcome to the 101 Condominium located in the heart of Sarasota. This 1 bedroom, 2 bathroom condo has spectacular views of Downtown Sarasota and views of the bay through the city skyline. Located on the 12th floor, this unit has been fully remodeled from the studs including all electrical and plumbing. As you enter the home you are greeted with ceramic tile flooring, a spacious living area, and hurricane resistant sliding glass doors that lead out to your private balcony with city views. The kitchen features granite countertops, stainless steel appliances, and elegant cabinetry. The master bedroom features engineered hardwood flooring with an updated bathroom attached. The unit comes with a private parking space that is covered underneath the building. The 101 Condominium is conveniently located in Downtown Sarasota just across the street from Marina Jack, O'Leary's Tiki Bar & Grill, and Bayfront Park along with all that Sarasota has to offer. St. Armand's Circle, Lido Key Beach, and Longboat Key are all within close proximity.

SARASOTA

101 S GULFSTREAM AVENUE 12C

1 Beds

2 Baths

985 Sq.Ft.

$499,000

MLS#: A4668919

#A4660330

SARASOTA

2170 ROBINHOOD STREET A4-407

1 Beds

1 Baths

729 Sq.Ft.

$499,000

MLS#: A4660330

THIS IS THE ONE! LOCATION, CONDITION AND PRICE SAY IT ALL! Remodeled in 2025! Just minutes from downtown Sarasota. Nestled in the highly desirable neighborhood of Southgate, this 3 bedroom, 2 bath residence offers 1,500 square feet of open and inviting living space.
The words for this home are BEAUTIFUL and REMODELED! A bright and open floor plan combines the living and dining areas with a stylish kitchen and plenty of natural light throughout. Every detail has been thoughtfully updated from top to bottom, creating a warm and modern feel that is move-in ready.
Ride your bike downtown or to the local farmer’s market, and enjoy being just a few short miles from world-famous Siesta Key Beach.
You be the judge and see for yourself!

SARASOTA

2949 BOUGAINVILLEA STREET

3 Beds

2 Baths

1,574 Sq.Ft.

$499,000

MLS#: A4667837

Price reduced

Welcome to your new beautifully landscaped, private saltwater pool home - 1117 Angela Maria Rd; conveniently located in unincorporated Manatee County in a quiet Sarasota neighborhood. This spacious 3-bedroom, 2-bathroom home offers 1,782 square feet of living space on an oversized .32-acre lot. The open floorplan includes a living room/dining room combo, a large family room, and a master bedroom suite with an ensuite bath. The master bedroom features a private sliding glass door entrance out to the patio/pool. A recent renovation also features an additional bonus room that can be used as a bedroom or office, offering additional space. Beautiful tile floors throughout the home, vaulted ceilings, and recent updates have made this home move in ready! The kitchen features new appliances and granite countertops and has recently been remodeled. The outdoor amenities include a beautiful saltwater pool, situated underneath a screened in patio, and lead to a private fenced in backyard and a private garden. This home has many upgrades and updates that make it move in ready including storm windows/high impact windows, upgraded appliances, and with no HOA or deed restrictions, you can enjoy the property as you like! Located in the Winter Gardens subdivision, this home is minutes from the Sarasota Bradenton International Airport, beaches, shopping, and dining! This is a one in a lifetime find!

SARASOTA

1117 ANGELA MARIA ROAD

3 Beds

2 Baths

1,782 Sq.Ft.

$499,000

MLS#: A4670431

Discover a rare 5-acre estate opportunity in the sought-after Oak Ford community — a quiet, nature-filled escape that still keeps you within easy reach of Sarasota, Lakewood Ranch, UTC, and the Gulf Coast beaches. Properties of this size and setting are few and far between, and this one offers a unique advantage. The land itself is truly the star — five beautiful acres with the perfect blend of cleared, usable space, a large pond and natural wooded privacy. Whether you envision pastures, gardens, recreation space, a workshop, or simply more elbow room, this lot provides the freedom and flexibility to create your ideal Florida lifestyle.
Oak Ford has become one of Sarasota’s best-kept secrets: winding roads, sprawling estate lots, mature trees, wildlife, and a peaceful rural feel, all without sacrificing convenience. You’re close enough to enjoy daily access to Sarasota’s top dining, shopping, and beaches, yet far enough removed to feel a world away from the hustle of city life.
This is an exceptional chance to secure acreage in a beloved community — with the added bonus of existing infrastructure, utilities in place, and a structure that may be salvageable depending on your vision. Whether you choose to renovate or rebuild, the value here is in the land, the location, and the lifestyle. Bring your imagination, your builder, and your plans. Opportunities like this do not come around often. (Buyers may walk the property, but not enter or walk on any portion of the existing home, pool deck, porch or other structure without signing a property showing release.) The lower level of the existing home is structurally unsafe.

SARASOTA

13060 N BRANCH ROAD

None Beds

None Baths

5.01 acres

$499,000

MLS#: A4674887

Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities.

SARASOTA

8911 MIDNIGHT PASS ROAD 410

2 Beds

2 Baths

1,093 Sq.Ft.

$499,000

MLS#: A4674935

New on site 2 days ago

Welcome to a home where sunshine, space, and opportunity come together in the sought-after gated community of Marbella at Palmer Ranch. This two-bedroom, two-bath residence with a den offers soaring 12-foot ceilings and an open, light-filled layout that invites creativity and personal expression.

From the moment you enter, natural light pours in, highlighting the generous living areas and framing views of the private screened-in pool and outdoor kitchen—a true entertainer’s backdrop. Two sets of sliding glass doors, one from the main living area and another from the primary suite, seamlessly connect indoor and outdoor living, letting Florida sunshine shine year-round.

Adding peace of mind and longterm savings are both a 2-year old tile roof and solar panels, offering significant monthly electric costs - a rare and valuable bonus. This home was re-piped in 2005, a new pool pump installed in 2020, a new garage door opener in 2019, and a recent fresh coat of exterior paint. The house is wired for a generator through the main electrical box.

This amazing property is ready for a buyer’s personal touch—an ideal opportunity to refresh, reimagine your year-round or seasonal Florida home. Whether you envision modern coastal elegance or timeless Florida charm, the great ceiling height with flexible living spaces you'll create something truly special.

SARASOTA

6723 PASEO CASTILLE

2 Beds

2 Baths

1,784 Sq.Ft.

$499,000

MLS#: A4675135

Lovely 3-bedroom, 2-bathroom residence with a pool and hot tub, just moments away from the stunning Siesta Key beach and boating. This home boasts numerous additional features, such as a well-equipped irrigation system, a convenient outdoor storage building, garage cabinets for ample storage space, an electrically operated awning, a spacious pool deck, a fenced backyard perfect for pets, Hurricane windows for added safety, and much more. Enjoy the convenience of being close to a variety of restaurants and shopping destinations including Detwiler's Farm Market. Great schools nearby too. Phillippi Estate Park is very close with 60 acres to roam, and you can enjoy their seasonal Farmer's Market between October and May. NO HOA – NO DEED RESTRICTIONS – NO CDD FEES, NO FLOOD INSURANCE REQUIRED! A wonderful opportunity to purchase a great home, just waiting for you.

SARASOTA

2425 CONSTITUTION BOULEVARD

3 Beds

2 Baths

1,564 Sq.Ft.

$498,000

MLS#: A4672500

Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it.

Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine.

Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room.

The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round.

Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.

SARASOTA

5883 WHISTLEWOOD CIRCLE

4 Beds

2 Baths

1,530 Sq.Ft.

$495,000

MLS#: A4671389

One or more photo(s) has been virtually staged. Enjoy all the beauty and ambiance of living in the premier community of The Meadows, with 85 lakes and waterways, 14 miles of walking and bike trails, majestic oak trees, and the convenience to everything Sarasota offers in close range! An unsurpassed lifestyle that includes golf, 15 har-tru tennis courts, eight new pickleball courts (completed this year), lifestyle center, and a Junior Olympic size pool! The Meadows takes great pride in preserving its grand open spaces, and commitment to wildlife and ecology -- which is truly exceptional! With eight foot sliding glass doors and high ceilings, this home is drenched in sunshine and beautiful views. The floor plan flows exceptionally well, with the feel of spaciousness and privacy, and is located in the charming small enclave of Highland Park; this villa style home is free standing with no adjoining walls and a generously large two-car garage. The large kitchen offers plenty of space for preparing those special evenings with family and friends. Situated between the mall at UTC and downtown Sarasota, it provides an opportunity to take advantage of the abundance of amenities, including sparkling beaches, a vibrant downtown, world renowned restaurants, exclusive shopping, the newly opened Mote Marine Aquarium, and the esteemed Nathan Benderson Park!

SARASOTA

4412 HIGHLAND PARK 3

3 Beds

2 Baths

2,373 Sq.Ft.

$495,000

MLS#: A4668227

Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without the hassle of upkeep. Enjoy modern updates throughout, designed for comfort and style with natural light all throughout. Located in a highly desirable area near University Town Center that offers shopping, dining, and entertainment. Whether you're downsizing, retiring, or seeking a hassle-free lifestyle, this home is must-see. Don't miss this exceptional opportunity!

SARASOTA

4316 CALLISTA LANE

2 Beds

2 Baths

1,930 Sq.Ft.

$495,000

MLS#: A4674352

Price reduced

Welcome to the newly remodeled home nestled in Sarasota, where modern elegance meets coastal charm. This stunning residence features a spacious open floor plan with abundant natural light, ideal for entertaining or simply relaxing. The kitchen boasts sleek appliances and a stylish island perfect for casual dining. Step outside to your private oasis - a sparkling pool surrounded by ample space for lounging or alfresco dining. Whether you're enjoying a quiet morning coffee on the patio or hosting a barbecue with friends, this outdoor area is designed for year-round enjoyment. Don't be surprised with un-planned spendy renovations rest assured the Roof, AC, and Plumbing amongst other updates have all been done in 2022. Home offers convenience and tranquility, with easy access to local amenities including UTC Mall, Siesta Key Beach, Lido Key Beach, Benderson Park, etc. Experience the epitome of Florida living in this beautifully remodeled Sarasota pool home! Fully stocked kitchen and furniture could be negotiated outside of sale.

SARASOTA

1921 FERN AVENUE

4 Beds

2 Baths

1,735 Sq.Ft.

$495,000

MLS#: A4648582

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