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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

4,308

# of Listings

2

Avg # of Bedrooms

$480

Avg. $ / Sq.Ft.

$848,467

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4308 Properties Found. Page 161 of 288.

Turnkey furnished Unit with luxury vinyl throughout with neutral decor and boasting Stainless Steel Appliances. 2 bedroom, 2 bath design with lanai overlooking the 3rd fairways and lakes along both sides of the Clubsouth Complex. Great for a condo home or vacation rental property. Don't miss this lovely, super clean and sunny unit. Community Pool, tennis/pickleball court, carport and additional storage unit for the owner. A premier member-owned country club, Stoneybrook of Sarasota, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes an updated clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice. In 2024, the Golf Course went through a complete redesign, new greens, sand traps, fairways and rough and tee boxes.

SARASOTA

9630 CLUB SOUTH CIRCLE 6209

2 Beds

2 Baths

1,314 Sq.Ft.

$299,000

MLS#: A4648230

New on site 3 days ago

This is the one * PRICED TO SELL * Great price & great location * QUIET CUL DE SAC LOCATION * FIRST FLOOR COACH HOME END UNIT with GREENBELT + GARDEN VILLAS * Florida Room is Enclosed with A/C for year round enjoyment * GROUND FLOOR, END UNIT - THE BEST VALUE IN THE LANDINGS * NEW ROOF + GUTTERS 2025 * NEW EXTERIOR PAINT + OUTDOOR LIGHTING 2023 *
2 Bedrooms + 2 Baths PLUS Florida Room * 1 Car Garage * Lanai is not air conditioned but there is a vent * CONVENIENT LOCATION * CLOSE TO RESIDENT-ONLY GATE *

The Landings, a gated community West of the Trail, is renowned for its beautifully manicured, tree-lined streets and an active Racquet Club. The Racquet Club is a required fee for all Coach Homes and well worth it at $2210/year offering tennis, a large pool, meeting spaces, and a gym * Additionally, the fees cover the 24-hour guarded gate, lovely grounds throughout the community, exterior insurance, exterior maintenance, grounds maintenance, and pest control, allowing residents to enjoy a low-maintenance lifestyle. Kayakers can apply for racks that are nestled in the nature trail that ends at a pier overlooking the ICW. Nature lovers will appreciate the private walking trail leading to a scenic fishing pier and gazebo, along with a kayak launch and dedicated storage area — perfect for exploring Sarasota’s waterways. The Landings, a gated community located “West of the Trail,” is uniquely positioned just minutes from the revitalized Landings Shopping Center, Siesta Key’s world-renowned beaches, and the cultural attractions of downtown Sarasota. With mature landscaping, 24-hour security, and a strong sense of community, The Landings stands apart as one of Sarasota’s most established and desirable addresses. ONE LOOK & YOU'LL FALL IN LOVE *

SARASOTA

1641 STARLING DRIVE 103

2 Beds

2 Baths

2,017 Sq.Ft.

$299,000

MLS#: A4662100

This charming two-bedroom, two-bath Briarfield villa is tucked within one of Sarasota’s sought-after communities, The Meadows. This 1,130-square-foot residence blends comfort and potential, offering long, tranquil golf course views with southern exposure that floods the interior with natural light all day long. Enter to find all-tile flooring throughout, vaulted ceilings and easy living. The extended screened patio is a standout feature, nearly doubling the outdoor living space and providing an ideal spot to unwind or entertain while taking in meticulously manicured fairways beyond. Ideal as a year-round home or seasonal retreat, this villa also includes a private garage with an automatic door, a classic tile roof, a light-filled kitchen overlooking landscaped garden space and spacious bedrooms with generous closets. In the quiet, tree-canopied enclave of Briarfield, this villa offers low HOA fees and turnkey convenience, making it an excellent opportunity for those seeking a relaxed, maintenance-free lifestyle with plenty of room to personalize. Residents of The Meadows enjoy a 1,650-acre planned community with resort-style amenities, including a modern wellness center, miles of recreational and biking trails, three golf courses, a country club, tennis and pickleball courts, a village center with activities, off-leash dog parks, and storage for RVs and boats, all just minutes from University Town Center, Nathan Benderson Park, and less than 15 minutes to downtown Sarasota and world-renowned beaches. This is your chance to live among the peaceful meadows and vibrant lifestyle The Meadows has to offer.

SARASOTA

3627 LONGMEADOW 39

2 Beds

2 Baths

1,258 Sq.Ft.

$299,000

MLS#: A4651808

Investor Alert! this is the LOWEST PRICED 2BR/2B ground floor condo for sale in downtown Sarasota-no stairs to climb, and park outside your front door; Central Park II is a resort-style community on the banks of Hudson Bayou in downtown Sarasota; This condo has a light and bright southern exposure, close to the Bayou, pool, pickleball and fitness center; each of the bedrooms has a bathroom, and there are two screened patios; a new air conditioniing unit was installed a year ago, which is the only big expense with this condo; it is in move-in condition.
The location offers good walkability to downtown restaurants and shops, and the bay front and city yacht basin; you may launch your kayak from the dock, and go right out into Sarasota Bay; the world famous beaches and St. Armands Circle shopping are just 10 minutes away;
if you'd like to experience downtown living with lots of resort amenities please come see this first floor, corner condominium today!

SARASOTA

850 S TAMIAMI TRAIL 301

2 Beds

2 Baths

980 Sq.Ft.

$299,000

MLS#: A4640584

#A4655366

SARASOTA

4740 GARCIA AVENUE

2 Beds

1 Baths

1,087 Sq.Ft.

$299,000

MLS#: A4655366

Enjoy the best of Sarasota living in this charming 2-bedroom, 2-bath condo near downtown and the beaches. Nestled in a quiet community with water access to Sarasota Bay, it’s perfect for kayaking, paddleboarding, or simply soaking in the coastal lifestyle. The location offers easy access to local dining, shopping, and cultural hotspots, making it ideal as a year-round home or relaxing getaway. New HVAC (2025), New Luxury Vinyl Flooring (2025), New Quartz Kitchen Countertop and Backsplash (2025), It's Ready to Move In! Don’t miss this opportunity to own a little slice of paradise! New Photos!

SARASOTA

2124 TAMIAMI TRAIL N 103

2 Beds

2 Baths

1,084 Sq.Ft.

$299,000

MLS#: A4657694

Woodland Grove remains one of The Meadows most popular garden style condominiums. Well maintained, constructed and managed with low quarterly maintenance fee. This 2nd floor unit has an expanded living area by enclosing lanai and removing interior sliding panels. The community pool is uniquely set within wooded bird sanctuary accessed by boardwalk. This unit has outstanding view of the nature preserve and pool. The Meadows is a 4-star community of over 13 miles of biking and walking trails, 80 lakes, 3 golf courses, tennis complex with 18 courts, Jr. Olympic pool, new designed fitness center, pickleball, restaurants and a multitude of special interest clubs and activities. All of this set within an oasis of oaks and greenbelts on the boundaries of all the shops, dining, entertainment and recreation within the UTC mall and Aquatic Park and Rowing facility. Come take a look.

SARASOTA

4427 LONGMEADOW 48

2 Beds

2 Baths

1,366 Sq.Ft.

$299,000

MLS#: A4616389

#A4636488

SARASOTA

5700 BENTGRASS DRIVE 16-211

3 Beds

3 Baths

1,726 Sq.Ft.

$299,000

MLS#: A4636488

#A4658018

SARASOTA

8397 38TH STREET CIR E 305

2 Beds

2 Baths

1,232 Sq.Ft.

$299,000

MLS#: A4658018

No storm damage, no water intrusion. HOA fee covers hurricane insurance. This beautifully updated two-bedroom, two-bath detached villa is located in the coveted waterfront community of Baywood Colony just 2 miles from world-famous Siesta Key Beach. This villa features new windows, luxury vinyl flooring, 2023 AC, air-conditioned lanai and a private courtyard. Bonus: the villa is being offered turnkey-furnished. Enjoy the maintenance-free lifestyle of a condominium with the privacy of a single-family home. Private laundry and storage room are located off of the carport. Baywood Colony has a waterfront park for residents to enjoy sunset strolls, fish from the seawall and enjoy activities at the community pool and clubhouse. Sellers own the villa next door and have listed both villas for sale. This is a unique opportunity to own two villas located next door to one another. Ideal for multigenerational living or ease of managing multiple income-producing properties.

SARASOTA

5936 DRIFTWOOD AVENUE 16

2 Beds

2 Baths

1,702 Sq.Ft.

$299,000

MLS#: A4635125

Totally renovated 2 bedroom 2 bath Longwater Chase condominium located within the Meadows Community. This unit has had no damage due to recent storms.This ground floor end unit has just been totally and beautifully remodeled from top to bottom with new ceilings, new lighting, freshly painted throughout, new stainless kitchen appliances, and solid countertops. All flooring has been replaced with luxury vinyl planking, both bathrooms have been totally updated, the Air conditioning and water heater have been replaced and all closets have been updated with custom inserts. This unit has an inside utility room with stacked washer/dryer and additional storage space. Sliding glass doors off of the living area and master bedroom open onto the screened lanai with golf course and nature views The community pool is conveniently located. The Meadows offers a range of amenities including over 13 miles of trails for jogging, walking or biking, and access to three 18 hole golf courses (2 public and 1 private). The Meadows is conveniently located to all the amenities that makes Sarasota so well known.

SARASOTA

4532 LONGWATER CHASE 37

2 Beds

2 Baths

1,204 Sq.Ft.

$299,000

MLS#: A4634841

Welcome to Villagio, a beautiful gated community in Sarasota! This rarely available, freshly painted 3-bedroom, 2-bathroom, second-floor condo is move-in ready and packed with upgrades. Enjoy a bright and open floor plan featuring tray ceilings, upgraded fixtures, custom window treatments, and luxury flooring throughout. The kitchen boasts quartz countertops, stainless steel appliances, and a breakfast bar, while the renovated bathrooms feature granite vanity tops and a re-glazed tub and shower with a glass door. Additional highlights include an inside laundry room with washer and dryer, a climate-controlled bonus room perfect for storage or a home office, and a private balcony accessed by sliding glass doors.

Villagio offers fantastic amenities: a clubhouse, 24-hour fitness center, resort-style pool, tennis courts, putting green, basketball and volleyball courts, BBQ/picnic area, dog park, and playground. Perfectly located just minutes from downtown Sarasota, beaches, schools, and walking distance to Ed Smith Stadium, with easy access to the airport, UTC Mall, and area attractions. Don’t miss this incredible opportunity—schedule your showing today!

SARASOTA

1195 VILLAGIO CIRCLE 201

3 Beds

2 Baths

1,310 Sq.Ft.

$299,000

MLS#: A4630026

Experience the best of Sarasota living in one of its premier 55+ communities. This charming 2-bedroom, 2-bath villa-style condo is nestled on a quiet street and is truly move-in ready. Insulated hurricane impact windows (installed in 2012) fill the home with natural light. The open-concept living and dining area offers ample space for entertaining, seamlessly connecting to the family room and adjoining Florida room. Sliding glass doors (Hurricane Insulted) provide tranquil views of the private rear garden. The spacious primary suite includes an ensuite bath and walk-in closet, while the second bedroom and adjacent bath offer guests privacy and comfort. Top-of-the-line vinyl plank flooring and ceramic tile throughout and the primary suite ensure easy maintenance. Recent updates include a replaced roof and a new electric panel (2018). The utility room is equipped with a washer, dryer, and generous storage. Strathmore Riverside fosters a friendly, active lifestyle and is conveniently located near Sarasota’s renowned cultural venues, beaches, shopping, and dining. Don’t miss this exceptional opportunity!

SARASOTA

5457 RIVERBLUFF CIRCLE V48

2 Beds

2 Baths

1,480 Sq.Ft.

$298,500

MLS#: A4661814

Carefree Living with Gorgeous Water & Golf Views in Hammocks II—A 55+ Gated Oasis!
Welcome to easy, maintenance-free living in the highly sought-after 55+ gated community of Hammocks II at Bent Tree. This beautifully updated, single-story villa offers the perfect blend of tranquility, nature, and comfort—all nestled among moss-draped oaks, peaceful mirror lakes, and the lush fairways of Bent Tree Country Club.
From the moment you arrive, you’ll fall in love with the breathtaking views of the lake, creek, and the 9th hole of the golf course—a picture-perfect backdrop that invites you to relax, unwind, and soak in the Florida lifestyle. Nature lovers will delight in the daily show: otters at play, wading birds, and other native wildlife putting on a “festival of water life” right outside your windows.
Inside, the villa features warm maple wood flooring throughout (no sunken living room here—it’s been raised and refinished!), 42-inch solid wood kitchen cabinets with granite countertops, and updated baseboards for a polished finish. The guest bathroom also includes a stylish tall vanity with granite counters.
The flexible third bedroom has been thoughtfully converted into a cozy TV room—ideal for movie nights or simply kicking back with a good book.
Whether you're teeing off at the country club, enjoying morning coffee with lake views, or heading out in your golf cart to explore the neighborhood, this villa delivers the relaxed, resort-style lifestyle you deserve.

SARASOTA

4547 FOREST WOOD TRAIL 31

3 Beds

2 Baths

2,232 Sq.Ft.

$298,000

MLS#: A4660581

Bring your vision to life in this generously sized 2 bedroom plus a den villa in one of Sarasota’s most sought-after 55+ communities. Located on a quiet cul-de-sac off the main road, this home enjoys added privacy and no drive-by traffic. Featuring a well-designed floor plan, this villa offers vaulted ceilings in the living room with multiple skylights that bathe the interior in natural light. A long foyer is ideal for showcasing art or photography and leads into the living space. The galley-style kitchen includes a cozy breakfast nook with built-in cabinetry for extra storage and a large window that overlooks the lush, tropical backyard…your own private retreat. The spacious Primary suite features a large bathroom, walk-in closet, and a picture window looking outside framed by built-in closets on both sides for additional storage. The guest bedroom is situated on the opposite side of the villa providing privacy and comfort for visitors. The den, perfect for a home office or hobby room, is off the main living area and leads to a laundry room and attached garage, offering both functionality and convenience. The A/C unit was replaced in ’18, the interior re-plumbed in ’09 and the roof replaced in ’07. While the home is ready for your personal touch and updates, the potential is undeniable. With solid bones and a great layout, it’s a rare opportunity to create your dream home in a vibrant, amenity rich community that includes a heated saltwater pool, large clubhouse, 2 tennis and pickleball courts, along with a host of individual and group activities, all in a pet free environment. The maintenance fee covers the exterior of the villa and the lush grounds, allowing for truly easy living. Lakeshore Village is centrally located and offers easy access to shopping, dining, and the world renown Siesta Key Beach.

SARASOTA

4042 WILSHIRE CIRCLE E 151

2 Beds

2 Baths

2,424 Sq.Ft.

$296,000

MLS#: A4659506

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