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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

4,303

# of Listings

2

Avg # of Bedrooms

$482

Avg. $ / Sq.Ft.

$850,262

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4303 Properties Found. Page 140 of 287.

If you're looking for a stunning home with thoughtful upgrades and a perfect blend of convenience and serenity, this Sonoma gem might be the ideal choice for you. Step into a freshly painted interior adorned with upgraded light fixtures, creating a modern and inviting atmosphere. The heart of this home is the kitchen, equipped with stainless steel appliances and ample counter space for culinary enthusiasts. The primary bathroom features a new shower glass enclosure, adding a touch of luxury to your daily routine. The first floor boasts new vertical shades, allowing you to control natural light and privacy with ease. The attached 2-car garage includes a 50-amp electric vehicle charger, catering to eco-friendly residents. The private lanai offers peaceful views of nature creates a sense of tranquility, providing a space for residents to unwind and enjoy the surrounding environment. The owner already has approval for a 12-foot lanai extension and has paid an initial deposit. All documents will be provided upon request. The private entrance to the 55-acre Conservatory Park is a fantastic perk, offering residents a direct connection to nature and recreational activities. This property offers a perfect blend of modern amenities, natural beauty, and convenient access to the many attractions Sarasota has to offer. These include the UTC Mall area, downtown Main Street, the airport and our various award-winning beaches.

SARASOTA

5508 NAPA DRIVE

3 Beds

2 Baths

2,358 Sq.Ft.

$399,000

MLS#: A4659671

#A4640535

SARASOTA

8612 MILESTONE DRIVE

3 Beds

2 Baths

1,985 Sq.Ft.

$399,000

MLS#: A4640535

Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas occupying Dedicated space inside it's own park designed as a Canopy Tree neighborhood complete with paths, gazebos, park benches, lakes, a beautiful variety of trees and plants, and it is a dog friendly community. Mr. & Mrs. Clean live here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS... on the other side of your villa is an atrium with water and electric great for an orchid garden, fountain, kitty corral, aviary...it is a great space that lets the sun light shine in! This is a split plan with the bedrooms and bathrooms positioned at opposite ends of the home. Updates include a NEW roof, NEW HVAC, NEW kitchen appliances, NEW washer & dryer, NEW hot water tank, NEW hardware in the kitchen and on all doors, NEW ceiling fans, NEW switches and electric plugs throughout, Hot and cold fresh water lines replaced throughout, NEW gutters, NEW paint inside and in the courtyard, Beautiful NEW Lighted bathroom mirrors with various ambient light settings. Great news for getting insurance...this home has the "3rd Nail", a new roof and is located in the most desirable "X" flood zone for no flooding! Whether you are looking for a full time home, seasonal home or investor purchase...this is it and it is PRICED RIGHT! Don't wait! Don't Hesitate! It's time to make that move so come on over to see this Gem of a home.

SARASOTA

3919 GLEN OAKS MANOR DRIVE

2 Beds

2 Baths

2,520 Sq.Ft.

$399,000

MLS#: A4652669

Don’t miss this spacious, TURNKEY FURNISHED unit in Pelican Cove – Sarasota’s premier 75-acre, gated community along Little Sarasota Bay. Your updated 3-bedroom home is light and bright with vaulted ceilings, three balconies and water views. With a convertible 3rd bedroom with sleeper sofa, you have plenty of space for family and friends. The main balcony sliders can be opened to enjoy the sights and sounds from this lushly landscaped property. The interior has 20” tile throughout the unit. The updated eat-in kitchen has white cabinets, solid surface countertops and sliding glass doors to the 2nd balcony where you can enjoy your morning coffee. The primary bedroom has water views and sliding glass doors to the balcony. There are dual closets in the primary bedroom– one is a cedar lined walk-in. Both bathrooms have been refreshed with new vanities and granite countertops. A large laundry room is located off the balcony. Lots of closet space and attic storage is a plus. One of the communities six pools is just around the corner. Award-winning Pelican Cove has 3 Clubhouses that host year-round activities. There is a fitness room, studio space for art, photography and woodworking. The large auditorium is used for concerts, lectures and art shows. Miles of scenic pathways lead to tennis and pickleball courts and the community-friendly dog park. Visit the marina with 85 boat slips. There are kayak and the paddleboard launches and over 100 storage racks. Visit the fishing docks or spend time at the waterside gazebo. With over 35 social clubs, you can be as busy as you want. Best of all, Pelican Cove is close to Siesta Key beaches. Great shopping and restaurants are just minutes away. Feel close to everything while living in the Sarasota’s hidden gem.

SARASOTA

1637 BROOKHOUSE COURT 244

3 Beds

2 Baths

1,565 Sq.Ft.

$399,000

MLS#: A4660845

Welcome to effortless living in the highly coveted Chanteclaire enclave within The Meadows. This beautifully maintained villa offers timeless style, thoughtful upgrades, and a prime location just minutes from University Town Center, Lakewood Ranch, Benderson Park, and downtown Sarasota. Positioned along the fourteenth tee, the home provides tranquil golf course views and is only steps away from the community pool. A bright and open kitchen features stainless appliances, ample cabinetry, and a serving window that opens to the dining room, making it perfect for both casual meals and entertaining. Recent improvements include an HVAC system (2022), water heater (2023), and complete overhead home repiping (2018) for added peace of mind. Elegant touches such as crown molding, plantation shutters, luxury vinyl flooring, recessed lighting with dimmers, and smooth ceilings bring refinement to the interior. The spacious garage includes shelving for extra storage, and the screened lanai is equipped with a motorized hurricane shutter for added protection and convenience. Residents of The Meadows enjoy access to a wide variety of recreational amenities and activities, including the golf club that is targeting a November 2025 re-opening with Benderson Management, as well as more than 1,600 acres of open space, 85 picturesque lakes, and over 14 miles of walking and biking trails woven through a canopy of mature trees. Whether you are searching for a seasonal getaway or a permanent residence, this villa presents a rare opportunity to enjoy a carefree lifestyle in one of Sarasota’s most established communities.

SARASOTA

5406 CHANTECLAIRE 91

2 Beds

2 Baths

2,031 Sq.Ft.

$399,000

MLS#: A4658365

Welcome to Bay Oaks Condominiums on world-famous Siesta Key, Florida—an island paradise on the Gulf of Mexico, home to the award-winning, sugar-white quartz sands of America’s #1 Beach. This beautifully maintained first-floor, 2-bedroom, 1-bath condo offers the perfect combination of bayside waterfront living, prime island location, and exceptional rental potential. Whether you’re seeking a vacation home, seasonal retreat, or income-producing property, this residence delivers the sought-after Siesta Key lifestyle.

WEEKLY rentals allowed | INSIDE unit laundry | TURNKEY furnished | WALK to beach | HEATED pool | FREE fun trolley pickup | KEEP reading.

Ideally situated on the bayside of the island, Bay Oaks is just a short stroll to the beach and centrally located between Siesta Key Village and Crescent Beach Village, with their variety of restaurants, boutique shops, and entertainment. The community is surrounded by lush tropical landscaping with towering Live Oak and palm trees, and offers direct access to Sarasota Bay for fishing or simply enjoying breathtaking sunrise views. The free Siesta Key trolley stops right outside, making car-free island living easy and convenient.

Bay Oaks is rich with resort-style amenities, including a private fishing pier, heated swimming pool with sundeck, waterfront picnic and BBQ grilling areas, tennis and pickleball court, clubhouse with kitchen, pool table, and lending library, assigned covered parking, guest parking, covered bicycle storage, laundry facilities, onsite management, and 24-hour video surveillance. With low monthly maintenance fees, the value here is exceptional—particularly for those seeking a short-term rental investment.

Inside, this light, bright, and cheerful condo features a split bedroom floor plan for privacy, all-tile flooring throughout for easy care, and an open living area with direct access to a private covered balcony—perfect for morning coffee or evening cocktails. The open galley kitchen includes a cozy eat-in space for two. The primary suite offers a shared vanity area with sink and a private glass walk-in tiled shower, plus a private washer/dryer combo unit in the side closet. The guest bedroom has a large window and sits privately away from the master bedroom.

Additional features include an assigned covered carport (#59) immediately off your front door, an approximately 2’ x 5’ storage closet for beach gear, and ceiling fans in every room. The condo is sold turnkey furnished, including linens, towels, kitchenware, and décor—ready for Airbnb, VRBO, or seasonal rental use. With flexible weekly rental options, this property has the potential for strong cash flow and impressive ROI, particularly during Siesta Key’s high-demand winter and spring seasons.

Built of masonry stucco and concrete on an elevated gradient, this property has had zero flooding or storm damage. Experience the best of Siesta Key real estate with this bayside condominium that’s close to world-class beaches, vibrant island life, and the cultural attractions of downtown Sarasota. This is more than a home—it’s a lifestyle and a smart investment opportunity you won’t want to miss.

SARASOTA

6157 MIDNIGHT PASS ROAD G21

2 Beds

1 Baths

788 Sq.Ft.

$399,000

MLS#: A4661125

Buyers Financing Fell Through so back on the market! - POOL HOME – Move-In Ready & Perfectly Located! - Discover this charming 3-bedroom, 2-bathroom home offering the perfect blend of comfort and convenience. Enjoy Florida living with a screened-in pool and a private backyard featuring two types of mango trees, a star fruit tree, and a lemon tree—your own tropical oasis! Inside, the open floor plan makes entertaining a breeze. Recent upgrades include a NEW ROOF (2023), NEWER AC system, NEW Impact Garage Door, and a NEW Water Heater. Fresh paint in the common areas adds a modern touch. Centrally located with easy access to UTC Mall, shopping, dining, entertainment, and world-famous beaches like Siesta Key and Anna Maria Island. One of the lowest-priced pool homes in Sarasota—don’t miss this opportunity! Schedule your showing today!

SARASOTA

4410 70TH DRIVE E

3 Beds

2 Baths

1,762 Sq.Ft.

$399,000

MLS#: A4638529

Welcome to 7094 Fairway Bend Circle. This beautifully renovated 3-bedroom, 2-bath villa with a versatile den is tucked away on a peaceful cul-de-sac in the highly desirable Palm Aire community. High and dry, this home has experienced no water intrusion from recent hurricanes, offering peace of mind for years to come. The roof was replaced in 2004, and the AC was updated in 2000.

Inside, you’ll find a spacious living room perfect for both relaxing and entertaining, featuring a generous open layout and effortless flow. The split floor plan offers privacy, with the guest bedroom and full bath situated at the front of the home and the serene primary suite positioned at the rear.

The primary suite includes a walk-in closet, two additional closets, a walk-in shower, and a single-sink vanity, all complemented by charming pocket doors. Sliding doors lead from the primary bedroom to a cozy den, which opens to an enclosed, air-conditioned lanai with elegant porcelain tile flooring—ideal for year-round enjoyment. Off the lanai, a large office area provides the perfect space for remote work or hobbies and could easily be converted into a third bedroom if desired.

Residents of Palm Aire enjoy access to a heated community pool, clubhouse, and shuffleboard courts, with optional golf memberships available. The location is unbeatable—just minutes from SRQ Airport, University Town Center, downtown Sarasota, and the beautiful Gulf Coast beaches.

Don’t miss your chance to own this move-in-ready gem in one of Sarasota’s most sought-after communities.

SARASOTA

7094 FAIRWAY BEND CIRCLE 7094

2 Beds

2 Baths

2,556 Sq.Ft.

$399,000

MLS#: TB8368701

Step into serenity at this meticulously kept 3-bedroom, 2-bath home in the sought-after Treetops at North 40—where peaceful pond views, mature trees, and quiet streets create a true Florida retreat.
Inside, you'll find an open, sun-filled layout with vaulted ceilings and neutral tile flooring that flows effortlessly through the main living areas. The kitchen offers timeless charm with light cabinetry, stainless steel appliances, and an inviting breakfast nook that opens to a private courtyard—perfect for morning coffee beside a tranquil fountain.
The enclosed Florida Room provides year-round enjoyment with picture-perfect water views, while the covered patio invites you to relax and unwind outdoors. The spacious primary suite offers plenty of room to spread out and unwind, complete with a generous walk-in closet and a well-appointed en-suite bath.
From the lush, low-maintenance landscaping to the peaceful pond just beyond your backyard, every detail of this home is designed for ease, comfort, and beauty.
Enjoy access to community amenities including a pool, cabana, and tennis courts—with cable and internet included in the low HOA. Ideally located minutes from University Parkway, UTC, downtown Sarasota, and the Gulf beaches—this is the lifestyle you’ve been dreaming of.

SARASOTA

4227 PLACID DRIVE

3 Beds

2 Baths

2,132 Sq.Ft.

$399,000

MLS#: A4654976

This 3 Bedroom, 2 1/2 bathroom 2019 townhome is in exceptional condition, but what truly makes it stand out from other Townhomes is its prime location within the community. Tucked away at the end of a quiet cul-de-sac, minutes to access the Legacy Trail, backing onto a beautiful CONSERVATION AREA, it offers one of the most private and tranquil settings available. Whether you're starting your day with a warm cup of coffee or unwinding in the evening with a glass of wine, the peaceful, unobstructed preserve views from your enclosed lanai create the perfect backdrop for relaxation at any time of day. Additional features sure to impress any new homeowner include granite countertops throughout, energy-efficient stainless-steel appliances, and a private backyard. Upstairs, you’ll find a spacious primary suite, two additional bedrooms, two full bathrooms, and a convenient laundry room. The first floor offers a bright, open-concept layout where the kitchen seamlessly connects to the dining and living areas. The large kitchen island provides ample space for cooking, entertaining, or simply enjoying a casual meal. Storage is abundant throughout the home, making it as practical as it is beautiful. Don’t wait—this one won’t last! While there are many townhomes to choose from, the combination of its ideal location and meticulous care makes this one truly special.

SARASOTA

8711 PALMER PARK CIRCLE

3 Beds

2 Baths

2,188 Sq.Ft.

$399,000

MLS#: A4647991

#A4648664

SARASOTA

4243 MACEACHEN BOULEVARD

3 Beds

2 Baths

2,244 Sq.Ft.

$399,000

MLS#: A4648664

Stunning fully renovated property in Pinecraft area. This house has received a full makeover including updated electrical with new light fixtures, switches and outlets throughout. Open kitchen features new cabinets, new quartz counters, new stainless steel appliances, new wine fridge and new tile backsplash. Bathrooms updated with new tile, new vanities, new toilets, new tub, new shower door, new hardware. Large fenced in backyard. New flooring, baseboards, hardware and fixtures throughout. New washer and dryer. Roof 2023, AC 2021, Plumbing lines 2024, newer windows. Conveniently located to Pinecraft shopping and restaurants and just a short drive to downtown Sarasota and Siesta Key. For investors looking for a turn key rental short term rentals are allowed!

SARASOTA

3153 IRVING STREET

3 Beds

2 Baths

1,356 Sq.Ft.

$399,000

MLS#: A4655105

VACANT LAND READY FOR DUPLESES, 3 HOMES, OR MULTI-FAMILY DWELLINGS. OR HOMEOWNER MAY WANT TO DESIGN THEIR THIER PERFECT RESIDENCE. THE SALE OF .79 ACRES INCLUDES 2 LOTS AND THE PROPERTY HAS ACCESS FROM AVANT AVE. ON THE WEST SIDE AND RICHARDSON WAY ON THE EAST SIDE. ON COUNTY WATER AND SEWER, AND THERE MAY BE AN IRRIGATION WELL. THE 739sf HOUSE ON THE PROPERTY HAS ALREADY BEEN GUTTED SO IS NOT LIVEABLE. SARASOTA COUNTY RC ZONING (RESIDENTIAL COMBINATION) MAY ALLOW FOR AN OFFICE AND A RESIDENCE.
LOTS ARE AN ODD SHAPE SO DEMINSIONS ARE NOT ACCURATE. SEE PHOTOS. AND THERE IS A LARGE PARK ONLY ONE BLOCK AWAY.

ALL REMARKS NEED TO BE VERIFIED BY GOVERNMENT AGENCIES REGULATING THE PROPERTY AND ZONING.

SARASOTA

519 RICHARDSON WAY

None Beds

None Baths

0.79 acres

$399,000

MLS#: A4619239

Amazing value in sought-after Arielle on Palmer Ranch, a gated, maintenance-free community surrounded by peaceful preserves, greenspace, and lily ponds. This pristinely maintained ground-floor 2-bedroom, 2-bathroom home with a den offers high ceilings, abundant natural light, and a smart split-bedroom layout that ensures comfort and privacy.

Enjoy beautiful lake views from the kitchen, living room, and screened-in lanai, creating a calming backdrop throughout your day. The kitchen features a charming breakfast nook and opens to a spacious living area, while a separate dining room provides space for more formal gatherings.

The primary suite is a true retreat with two walk-in closets, a generous ensuite bathroom, and sliding glass doors that open to the lanai and tranquil lake view. A laundry room and 1-car garage add everyday convenience.

Coastal furnishings are included, and residents enjoy access to a resort-style heated community pool and spa. Ideally located near the Legacy Trail and world-famous Siesta Key Beach, this move-in-ready home offers effortless Florida living in a highly desirable location.

SARASOTA

4487 CINNAMON DRIVE 2604

2 Beds

2 Baths

1,987 Sq.Ft.

$399,000

MLS#: A4655021

Preferred Lender is offering 1% of the loan amount as a lender credit towards buyers closing costs or interest rate buydowns on this specific home! This charming house offers approximately 1,289 square feet of living space and sits on a lot of approximately 0.23 acres. The home features two bedrooms and two bathrooms, providing a spacious and comfortable living environment.

The exterior of the home is well-maintained, showcasing a NEW ROOF 2025 and an inviting landscaping that creates a welcoming atmosphere. The spacious layout of the interior allows for abundant natural light, enhancing the overall brightness and airy feel of the home. The primary bedroom offers a cozy and comfortable space along with a walk-in closet, while the secondary bedroom provides ample room for guests or additional living needs and a walk-in closet.

The bathrooms are designed with spacious layouts, offering ample countertop space and organized storage solutions. The kitchen features a neutral color palette and a generous amount of solid wood cabinetry, providing plenty of storage and preparation space.

The home's mid-century modern design elements contribute to a timeless aesthetic, with the spacious patio and lush landscaping in the backyard creating a serene oasis for outdoor enjoyment. The well-maintained lawn and yard offer opportunities for gardening, relaxation, recreational activities and plenty of room to add a pool.

Overall, this property presents a unique and desirable living opportunity, with its thoughtful design, ample living spaces, and well-appointed features. This home is also in close proximity to Sarasota #1 beaches, active downtown area, restaurants and much more! This is the hidden gem you have been looking for.

SARASOTA

3423 WEBBER STREET

2 Beds

2 Baths

2,328 Sq.Ft.

$399,000

MLS#: A4659705

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