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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

2,847

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,362,582

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

834 Properties Found. Page 22 of 56.

Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7751 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout with open living spaces that feel welcoming from the moment you step inside. The gathering room flows easily into the designer kitchen, creating a comfortable place for cooking, relaxing, and spending time with others. A private study sits nearby and provides a quiet spot for work or cozy moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and give comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumb for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, vinyl plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683274 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!

SARASOTA

7751 WANING MOON WAY

2 Beds

2 Baths

1,533 Sq.Ft.

$399,678

MLS#: A4683274

Price reduced

The best bargain on the beach! Building in equity for you from the begining.
11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside.

This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel.

This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential.

Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves.

You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

SARASOTA

4822 OCEAN BOULEVARD 11E

1 Beds

1 Baths

820 Sq.Ft.

$399,000

MLS#: TB8498225

Motivated Seller! Discover effortless Florida living in this beautifully designed 2-bedroom, 2-bath villa with a den and tranquil water views, located in the highly sought-after Skye Ranch community. Situated within the exclusive Esplanade section, this home offers not only stunning design and comfort but also access to an elevated, resort-inspired lifestyle. Step inside to find a bright, open-concept floor plan filled with natural light and thoughtfully upgraded finishes throughout. The modern chef’s kitchen features sleek cabinetry, stainless steel appliances, a spacious island, and ample counter space, seamlessly flowing into the expansive great room perfect for both entertaining guests and everyday living. The versatile den adds valuable flexibility, ideal for a private home office, reading retreat, or additional sleeping space for visitors.
The primary suite serves as a peaceful sanctuary, complete with picturesque water views, a generous walk-in closet, and a spa-like en-suite bath featuring dual vanities and a beautifully appointed walk-in shower. A well-appointed guest bedroom and full bath offer comfort and privacy for family and guests alike. Step outside to the extended lanai and take in breathtaking sunset views over the water an ideal setting for morning coffee or evening relaxation. With maintenance-free living, you can spend more time enjoying everything this home and community have to offer. As part of Esplanade at Skye Ranch, residents enjoy an impressive array of resort-style amenities, including a private clubhouse, fitness center, resort pool, spa, tennis and pickleball courts, walking trails, and a full calendar of social activities. Lawn care and exterior maintenance are included, making this a truly low-maintenance, lock-and-leave lifestyle. Move-in ready and thoughtfully designed, this villa offers the perfect combination of luxury, convenience, and the Florida lifestyle you’ve been looking for.

SARASOTA

8097 MOONBEAM AVENUE

2 Beds

2 Baths

1,530 Sq.Ft.

$399,000

MLS#: A4677599

Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips.
This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living

SARASOTA

1703 N TAMIAMI TRAIL 406

1 Beds

1 Baths

858 Sq.Ft.

$399,000

MLS#: A4689232

Sweeping golf course views with ideal southeastern exposure in the desirable Highlands section of The Meadows, one of Sarasota’s sought-after and ideally located neighborhoods. Chatsworth Greene is the premier villa enclave of its kind. Mature landscaping, ample rooms, natural light, high ceilings with tray in the great room, and walls of windows bring in stunning golf course views. Retreat to the primary suite, featuring a walk-in closet, separate dual sinks and soaking tub. The relaxing lanai is ideal for enjoying quiet mornings and entertaining friends. All adorned by sweeping golf course views with ideal southeastern exposure, a block to the heated pool and spa, and a short ride to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center, a favorite shopping and dining destination. A 2019 air-conditioning system, 2008 tile roof, above flood plain in zone X. Furniture optional.

SARASOTA

3864 CHATSWORTH GREENE COURT 10

3 Beds

2 Baths

1,928 Sq.Ft.

$399,000

MLS#: A4687597

Discover the ideal opportunity to build your dream home on this spacious, vacant, nearly 0.5-acre lot located at 4717 Crystal Ave. in Sarasota. In a quiet and established neighborhood, this property offers a peaceful residential setting while being conveniently close to everything Sarasota has to offer. Enjoy easy access to beautiful Gulf Coast beaches, shopping, dining, schools and major roadways. Whether you're looking to build now or invest in the future, this lot provides flexibility and potential in one of Southwest Florida’s most desirable areas. With no existing structure, you have a blank canvas to design a home that fits your vision. Don’t miss this chance to own a piece of paradise in Sarasota, where sunshine, natural beauty and a relaxed lifestyle come together.

SARASOTA

4717 CRYSTAL AVENUE

None Beds

None Baths

0.45 acres

$399,000

MLS#: A4688741

Price reduced

BAY OAKS - JUST MINUTES FROM WORLD FAMOUS SIESTA KEY BEACH.

Priced for immediate sale and ready to move! Now is the time to make this 2-bedroom, 2-bath condo your island paradise.

With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready.
Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay.

Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

SARASOTA

6157 MIDNIGHT PASS ROAD E63

2 Beds

2 Baths

1,101 Sq.Ft.

$399,000

MLS#: A4662792

Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access.
Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.

SARASOTA

115 PASS KEY ROAD 115

1 Beds

1 Baths

656 Sq.Ft.

$399,000

MLS#: A4685793

Prime Office Space – Midtown Medical Park. Potential Owner Leaseback Opportunity! Great investment opportunity! This beautifully maintained office building is in the heart of Sarasota, just minutes from Sarasota Memorial Hospital and downtown.
Updated interior featuring luxury vinyl flooring and fresh paint. Plenty of free parking is available outside the building.
5 offices and conference room. Main office suite includes a private shower – perfect for long workdays or executive use. 1 Guest bathroom.
Kitchenette with sink, mini fridge, ample cabinetry, and a private entry door
Flexible layout suitable for medical, professional, or creative office use

SARASOTA

1219 S EAST AVENUE 3-304

None Beds

None Baths

1,024 Sq.Ft.

$399,000

MLS#: A4665649

Nestled within the desirable Gulf Gate Glen community, this location offers the perfect blend of convenience, recreation, and the laid-back Florida lifestyle that makes Sarasota so sought after. Residents enjoy being just minutes from the powder-soft sands of Siesta Key Beach, consistently ranked among the best beaches in the country. Whether you're spending the day boating on Sarasota Bay, exploring nearby waterfront parks, or taking in a breathtaking Gulf Coast sunset, this location places the very best of Sarasota right at your fingertips while remaining outside of a flood zone.

Stepping inside, you'll immediately notice the soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring that flows throughout the home. This well-designed floorplan offers 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, creating the perfect balance of comfort and functionality.

The kitchen features stainless steel appliances and overlooks a dining area, making everyday living and entertaining effortless. The owner's suite serves as a private retreat with a walk-in closet and an ensuite bathroom complete with dual sinks and a walk-in shower. French doors lead to the screened-in lanai, providing the ideal space to enjoy your morning coffee, unwind in the evenings, or entertain guests while enjoying Florida's year-round sunshine.

One of the biggest advantages of living here is the everyday convenience. Gulf Gate Village is just around the corner, offering an eclectic mix of locally owned restaurants, coffee shops, bakeries, live music venues, and neighborhood bars that create a true sense of community. For shopping, dining, and entertainment, you're only a short drive from Downtown Sarasota, St. Armands Circle, and the countless cultural attractions that make Sarasota one of Florida's premier destinations.

Outdoor enthusiasts will appreciate easy access to Legacy Trail, one of the area's most popular biking and walking trails stretching for miles throughout Sarasota County. Nearby parks, marinas, fishing spots, kayak launches, golf courses, tennis facilities, pickleball courts, and fitness centers provide endless opportunities to enjoy an active Florida lifestyle.

Families will appreciate the proximity to highly regarded schools, while commuters benefit from quick access to US-41, making travel throughout Sarasota, Venice, and Lakewood Ranch simple and convenient. Sarasota Memorial Hospital, medical offices, grocery stores, and everyday necessities are all just minutes away.

Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional Sarasota location delivers the coastal lifestyle buyers dream about. Close to world-famous beaches, vibrant dining and entertainment, outdoor recreation, and everything that makes Florida's Gulf Coast so special, schedule your showing today!

SARASOTA

3225 GULF WATCH COURT

2 Beds

2 Baths

1,216 Sq.Ft.

$399,000

MLS#: TB8519650

#A4697869

SARASOTA

3415 E CHELMSFORD COURT 35

2 Beds

2 Baths

1,653 Sq.Ft.

$399,000

MLS#: A4697869

Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops.

Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene.
Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.

SARASOTA

170 ROOSEVELT DRIVE 5

1 Beds

1 Baths

294 Sq.Ft.

$399,000

MLS#: A4651143

Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025!
One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play.
Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views.
The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living.
Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties.
Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.

SARASOTA

6581 APPROACH ROAD 63

3 Beds

2 Baths

1,841 Sq.Ft.

$399,000

MLS#: A4693540

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

Large rare lot in close proximity to the downtown area. It can be utilized as a single family or multi family residence. Nice corner lot in newly developing area. Many potential uses possible with this property.

SARASOTA

1406 15TH STREET

None Beds

None Baths

0.33 acres

$399,000

MLS#: A4697258

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