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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

4,392

# of Listings

2

Avg # of Bedrooms

$482

Avg. $ / Sq.Ft.

$855,538

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4392 Properties Found. Page 74 of 293.

Home is located across from Rosemary & Thyme Restaurant at 500 N. Orange Av --Howard Court sign is missing due to Hurricane Milton.
Well cared for newer(2005) 2 story home with side door entrance into the main floor and/or 2nd floor. TURN KEY FURNISHED with crown molding ,bamboo and ceramic tile flooring, 2 screened covered porches one on each floor, large one car garage, two unit AC units one for
each floor. Many more features to enjoy--- upstairs has uses like mother in law suite or for a companion. Each floor has a bathroom and living room. Howard Court is 5 blocks to Main Street...... 2 blocks to Fruitville Road. This is a must see close in home in excellent
condition. Only 4 homes are located in this quiet area off Orange Avenue. SEEING IS BELIEVING !!!!!!!!!

SARASOTA

516 HOWARD COURT

3 Beds

2 Baths

2,028 Sq.Ft.

$825,000

MLS#: A4660708

#N6138692

SARASOTA

8304 SHOOTING STAR ROAD

4 Beds

3 Baths

3,743 Sq.Ft.

$824,900

MLS#: N6138692

INVESTOR ALERT! This opportunity does not come along often! Located in one of the most charming neighborhoods in DOWTOWN SARASOTA! Gillespie Park is within walking distance to all that Downtown has to offer. A plethora of shopping/dining options and a short distance to Bayfront Park, Marina Jack, Main St., Van Wezel, the Airport and much more! This parcel includes a 2/2 main home plus a studio apartment over the main home with private entrance - endless opportunities await! Both the primary home and studio offer classic charm, including a brick fireplace in the main home, front porch, original hardwood flooring, Florida landscape, and more. New Metal Roof in 2020! Outside is a tropical oasis with lush landscaping, bamboo and great character. Zoned DTN. Great corner lot with potential for redevelopment now/in the future! Keep the current structures or build new! Reach out today for more information on this incredible opportunity and schedule a time to see for yourself! **This property qualifies for a 1-Point Lender paid, full term, rate buy down if using
preferred lender. Inquire for more details.**

SARASOTA

1663 4TH STREET

4 Beds

2 Baths

2,160 Sq.Ft.

$824,900

MLS#: A4623779

***Act quickly—this rare find just got even better!*** With a significant price improvement, this is your chance to own one of Sarasota’s most flexible and spacious homes in the highly desirable Center Gate Estates neighborhood. Nestled on over one-third of an acre, the unique layout of this 5 bedroom home with 3.5-baths features an additional and very versatile 500+ sq ft lower level in-law suite/office/game room (Air B&B anyone?) with a private entrance off the pool—ideal for guests, extended family, or a work-from-home setup! The home is also located in a highly sought-after school district area. The Sarasota County school district has ranked in the TOP 5 out of 67 Counties in Florida for the last several years!

Enjoy Florida living and year-round enjoyment in the oversized screened-in pool and lanai, surrounded by lush landscaping and privacy. The expansive layout includes a beautifully renovated kitchen with KraftMaid soft-close cabinetry, quartz countertops, and a large island, perfect for entertaining. The warm and inviting family room includes a wood-burning fireplace and wet bar, and three of the upstairs bedrooms open onto screened balconies.

The upstairs primary suite is a retreat of its own, with a private office nook, dual vanities, jetted tub, and huge walk-in closet. Updates include new A/C (2024), modern lighting and fixtures, and a 2021 solar system valued at $41,000—FULLY paid off at closing for instant savings on your electric bill!

There’s so much to love about this happy family home! We’re looking forward to seeing you soon!!

SARASOTA

5340 DOMINICA CIRCLE

6 Beds

3 Baths

5,472 Sq.Ft.

$822,777

MLS#: A4649408

#A4655689

SARASOTA

6840 MIDNIGHT PASS ROAD 6840

2 Beds

2 Baths

1,897 Sq.Ft.

$820,000

MLS#: A4655689

New on site 4 days ago

This is the one you’ve been looking for! Move-in ready with every major upgrade already done, this stunning 2,510 sq. ft. residence in the exclusive gated community of The Hamptons on Palmer Ranch blends timeless elegance with modern comfort. Major Recent Updates: New Flat Tile Roof (2025) – transferrable warranty, New HVAC (2025) – transferrable warranty, New Pool Heater (2024), New Pool Pump (2023), Gas Water Heater (2020). Perfectly positioned on a 0.32-acre corner lot with peaceful preserve views, this home welcomes you with a paver driveway, side-entry 3-car garage, and an inviting private heated pool & spa with expansive lanai and deck—ideal for entertaining or relaxing outdoors. The thoughtfully designed split floor plan features 3 spacious bedrooms, a dedicated office/den, formal dining room, and a well-appointed kitchen with breakfast nook. Inside, you’ll find 12-foot ceilings, crown molding, recessed lighting, and elegant 16-inch diagonal ceramic tile with marble accents. The chef’s kitchen boasts designer granite countertops and backsplash, gas cooking, and a generous walk-in pantry—offering style, function, and inspiration for culinary creativity. Community Perks: Residents enjoy a heated community pool, beautifully maintained streetscapes with tile roofs and brick paver driveways, and a friendly neighborhood atmosphere with regular social events like Saturday morning coffee and Friday evening get-togethers. Originally under contract in just 12 days, this home is back on the market due to the sudden passing of the buyer—after passing inspections and appraising well above the contract price. Prime Sarasota Location: Just minutes from I-75, world-famous Siesta Key Beach, top-rated schools, shopping, dining, the public library, and the Legacy Trail. This home truly offers the best of Florida living—with all the big-ticket items already taken care of.

SARASOTA

4941 BRIDGEHAMPTON BOULEVARD

3 Beds

2 Baths

3,529 Sq.Ft.

$819,000

MLS#: A4661314

Florida living at its finest! Fully renovated, turnkey 6th floor unit with views of the bay! No expense was spared: gourmet-style kitchen, sleek contemporary finishes and glazed porcelain plank tile throughout, spa inspired bathrooms, oversized closets, and new windows throughout. The enormous sun deck and pool provide resort-style amenities including a gazebo, grilling area, well equipped fitness center, and an entertainment room, which is available to rent. Covered, assigned parking. Steps from the water, and all the fine dining and entertainment that Sarasota has to offer. Schedule your showing today!

SARASOTA

707 S GULFSTREAM AVENUE 602

2 Beds

2 Baths

1,359 Sq.Ft.

$815,000

MLS#: T3544842

One or more photo(s) has been virtually staged. Step into Sarasota’s storied past with this 1925 Florida bungalow + Guest House, West of Trail, west of Osprey, in the heart of historic Southside Village. This home welcomes you with a whimsical mosaic pathway, under a canopy of trees, onto a large breezy screened front porch. Inside, refinished original heart pine floors, high ceilings, a shell-adorned wood-burning fireplace and river rock bath floor capture the charm of Old Florida. The main house features a sun-filled great room, a large eat-in kitchen and custom French doors leading to two spacious bedrooms and a full bath. Two hall closets and an attic provide ample storage. A back porch houses laundry and additional storage. Outside a colorful patio brings you to a charming guest cottage featuring original beadboard and heart pine flooring, a living area, kitchenette, full bedroom and 3/4 bath. Ideal for visitors, teen or mother-in-law suite, office, art studio or rental income. Garden lovers and beachgoers alike will appreciate the outdoor shower behind the cottage, surrounded by a backyard filled with mature trees and local flora. This home is a block from Sarasota Memorial Hospital, less than two miles from downtown, minutes from Siesta Key Beach and only steps from Southside Village, Sarasota’s oldest shopping and dining district. Increasingly rare, homes like this don’t come along often, rich in history, filled with character, and part of Sarasota’s most walkable and vibrant neighborhood. Own a piece of Sarasota’s story and be a part of it.

SARASOTA

1679 ARLINGTON STREET

3 Beds

2 Baths

1,372 Sq.Ft.

$815,000

MLS#: A4645254

One or more photo(s) has been virtually staged. A rare jewel on Sarasota Bay—where dream views, timeless design, and walkable downtown living converge in one unforgettable residence.

174 Golden Gate Point #21 is the kind of home that stops people mid-sentence. Uniquely set apart by its private open-air verandah entrance—a spacious landing large enough for outdoor furniture—it offers a rare touch of charm and outdoor living rarely found in condo life. Whether it's morning coffee or sunset cocktails, this front porch-style entry makes every arrival feel personal and elevated.

Perched on the second floor of an intimate waterfront building, this fully renovated 2-bedroom, 2-bath residence offers cinematic, west-facing views of the bay, the John Ringling Bridge, and the skyline of St. Armands and Lido Key. Golden sunsets pour into the living room and kitchen nook, creating a daily backdrop that feels straight out of a dream.

Step inside and experience a space that balances warmth and sophistication. Wide-plank luxury vinyl floors run throughout, paired with crown molding, impact-rated bay windows, and recessed LED lighting. The primary suite is a serene retreat, complete with a spa-style soaking tub and elegantly updated bathroom. The second bedroom and bath are equally refined, ideal for guests or a home office with a view.

The kitchen offers everyday dining beside the water and features smart design choices that maximize both storage and light. Every room feels intentional, every detail elevated.

Behind the scenes, the home is equipped with a 2021 HVAC system featuring UV air purification and a 2021 water heater with booster—covering key mechanical upgrades for comfort and efficiency. The building itself has been thoughtfully updated with a fresh modern look, including new exterior paint, lush landscaping, and repaved parking—all part of a fully paid $800,000 enhancement. For added peace of mind, the property successfully completed its Milestone Inspection in 2023.

Golden Gate Point is one of Sarasota’s most distinctive waterfront neighborhoods—steeped in charm and undergoing a transformative city-led beautification. With walkability to downtown, the marina, Bayfront Park, world-class dining, and the cultural heart of Sarasota, this location offers a lifestyle that’s as dynamic as it is exclusive.

And yes—this residence is now offered below $600 per square foot, making it one of the most compelling values in Sarasota Bayfront living today.

SARASOTA

174 GOLDEN GATE POINT 21

2 Beds

2 Baths

1,367 Sq.Ft.

$813,500

MLS#: A4652175

Experience coastal living at its finest in this beautifully updated 2-bedroom, 2-bath condo located in the sought-after Tortuga community on Siesta Key. Offering 1,232 square feet of stylish living space, this residence features luxury vinyl plank flooring, hurricane-impact windows, and a fully renovated kitchen and baths with sleek quartz countertops and modern finishes throughout. Enjoy partial ocean views from your private lanai—perfect for morning coffee or evening sunsets. Tortuga offers resort-style amenities including a heated indoor-outdoor pool, pickleball and tennis courts, shuffleboard, clubhouse, and private beach access in your backyard. The building includes a secured parking garage underneath for added convenience. This property also presents strong rental income potential, with rates of approximately $8,500/month in season and $4,900/month off-season. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this turn-key-ready condo delivers exceptional value in one of Siesta Key’s most desirable Gulf-side communities.

SARASOTA

8750 MIDNIGHT PASS ROAD 501

2 Beds

2 Baths

1,232 Sq.Ft.

$809,800

MLS#: A4656372

Under Construction. This popular Triumph floorplan offers 4 bedrooms, 3 bathrooms, a den + 2 car garage. This corner-lot, pool home's backyard faces east, allowing for Florida's gorgeous morning sun to shine through the lanai's tri-pocket door sliders and into the open concept home. The Coastal inspired exterior works seemlessly with the light and bright, almost 8000 gallon pool with bubbler features. It's perfect for entertaining, roughed in for the addition of an outdoor kitchen. Enjoy full access to resort style amenities and all that gorgeous Sarasota has to offer.

SARASOTA

10158 CRYSTAL ISLES CIRCLE

4 Beds

3 Baths

3,035 Sq.Ft.

$803,990

MLS#: A4660316

One or more photo(s) has been virtually staged. This price makes this the lowest list price per square ft. in several years this side of Bent Tree Village! Welcome to the wonderful grand community of Bent Tree. This large home rests on .70 acres with picturesque lake views from the rear yard and home. As you enter, you are greeted by a trickling fountain and pond surrounded by floor to ceiling windows adding abundant light to the inside foyer, dining, and living rooms. The central kitchen features stainless appliances, white cabinets, and sparkled grey/blue granite countertops that are just stunning. The 21' x 27' family room offers cathedral ceilings with central fireplace and neutral laminate flooring. It steps out to the oversized covered and screened lanai with sparkling and resurfaced swimming pool and a newly-painted pool cage. The primary bedroom is oversized and has dual walk-in closets and a bathroom with jetted tub, bidet, and a fenced outside area perfect for an outside shower. Upstairs features two more oversized bedrooms, a bathroom, and an outside deck from the guest bedroom overlooking the pool and beautiful lake. This home has an inside laundry room and a 3-car garage with large work area to the side. Bent Tree is a super sought-after gated neighborhood of grand homes with larger lots, manicured grounds, and abundant lakes. Bent Tree Golf Course is just through the community. It was originally designed in 1975 hosting many US Open Qualifiers and was redesigned in 2015. Enjoy this beautifully tree-lined community in eastern Sarasota.

SARASOTA

5131 WILLOW LEAF DRIVE

4 Beds

3 Baths

4,885 Sq.Ft.

$800,000

MLS#: A4633039

Nestled in The Country Club of Sarasota, this home offers an exceptional lifestyle in one of Palmer Ranch’s most desirable golf communities.

As you enter the house, you are immediately struck by the stunning living room with a high vaulted ceiling and windows that overlook the pool and golf course. This thoughtfully designed residence is ideal for both everyday family living and hosting gatherings with friends and family. The heart of the home is a generous kitchen that opens to a large island and family room. A separate formal dining area and living room provide additional space to spread out. In addition to the large living space, you will find a bonus room/den that is ideal for a home office or library; alternatively, it can be turned into a 4th bedroom. With three bedrooms and two and a half baths, there's room for everyone to enjoy their own space. The split-bedroom layout ensures privacy, while the spacious primary suite features ample closet space and a spa-like bath for ultimate relaxation. Step outside to a large screened lanai with a sparkling pool —your private retreat for year-round outdoor living.

The home is situated on the TPC Players Golf Course. Residence can become a member of the Sarasota Sports Club and get access to the gym, 19 tennis courts, and an Olympic-size pool. The area provides easy access to all that Sarasota has to offer. You’ll be minutes from the world-renowned beaches of Siesta Key, Nokomis, and Venice. Nearby, enjoy the convenience of Gulf Gate Library, Costco, and a wide array of shopping, dining, fitness centers, and healthcare facilities. Downtown Sarasota’s vibrant arts and theater district is also just a short drive away.

SARASOTA

3658 TORREY PINES WAY

3 Beds

2 Baths

3,843 Sq.Ft.

$800,000

MLS#: A4656355

This charming and versatile 4-bedroom, 3-bathroom home offers a spacious layout and unique potential for customization or expansion. The interior flows seamlessly to a private screened-in in-ground pool—ideal for entertaining or relaxing under the Florida sun. With access to a shared community boat dock, this property is perfect as a primary residence, seasonal getaway, or income-producing rental.

1848 Southpointe Dr may be purchased individually or as part of a rare assemblage opportunity totaling 38,301 SF across three parcels. In addition to this single-family home, the assemblage includes a 1,933 SF duplex and an adjacent vacant lot—providing unmatched flexibility for redevelopment, investment, or multi-generational living.

SARASOTA

1848 SOUTHPOINTE DRIVE

4 Beds

3 Baths

2,631 Sq.Ft.

$800,000

MLS#: A4660320

Magnificent water views! It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

SARASOTA

1255 E PEPPERTREE DRIVE 507

2 Beds

2 Baths

1,460 Sq.Ft.

$800,000

MLS#: A4653306

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