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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

2,533

# of Listings

2

Avg # of Bedrooms

$642

Avg. $ / Sq.Ft.

$1,273,355

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

738 Properties Found. Page 39 of 50.

TURNKEY SARASOTA SHORT-TERM RENTAL OPPORTUNITY IN AN EXCEPTIONAL LOCATION!

Already operating as an Airbnb, this well-maintained 2-bedroom, 1-bath property presents an excellent opportunity for investors looking to own an income-producing property in one of Sarasota's most desirable locations. With an established short-term rental setup and a location that consistently attracts visitors, this property offers the potential to continue as a vacation rental, second home, or long-term investment.

The location is a major part of the appeal. Situated within easy reach of Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, The Ringling Museum, and Marie Selby Botanical Gardens, the property puts guests close to Sarasota's beaches, dining, shopping, entertainment, and cultural attractions. It's the type of location that makes a strong base for visitors wanting to experience the best of the Gulf Coast.

Originally built in 1958, the home has been thoughtfully updated while retaining its original character. The interior features a renovated kitchen with granite countertops and stainless steel appliances, along with an updated bathroom and comfortable living spaces designed for easy guest stays.

Recent improvements add to the property's appeal and reduce near-term capital concerns, including a metal roof installed in December 2022, 2016 electrical panel upgrade, approximately three-year-old AC system with a 10-year warranty, and a water heater replaced approximately one year ago. Impact-rated doors and hurricane fabric window screens provide additional storm protection, while the well and septic systems are regularly maintained.

For investors, the combination of an existing short-term rental operation, desirable Sarasota location, established improvements, and proximity to major Gulf Coast attractions makes this a property worth a closer look.

Whether you're looking to expand your investment portfolio, acquire an established vacation rental, or secure a Sarasota property with multiple potential uses, this opportunity offers flexibility in one of the area's most sought-after locations.

Buyer to independently verify all applicable short-term rental regulations, licensing requirements, HOA restrictions, and financial performance.

SARASOTA

3035 HILLVIEW STREET

2 Beds

1 Baths

782 Sq.Ft.

$299,000

MLS#: A4700500

Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality.

Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.

**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***

SARASOTA

3360 S OSPREY AVENUE 104B

2 Beds

2 Baths

1,122 Sq.Ft.

$299,000

MLS#: A4688292

Gulf Gate area near shopping, school and Siesta Key.

SARASOTA

3314 WILLIAMSBURG STREET

3 Beds

1 Baths

1,100 Sq.Ft.

$299,000

MLS#: A4707642

#A4683215

SARASOTA

3135 GLEN ELYN BOULEVARD 13

2 Beds

2 Baths

1,236 Sq.Ft.

$299,000

MLS#: A4683215

#A4698253

SARASOTA

6470 HOLLYWOOD BOULEVARD 307

2 Beds

2 Baths

910 Sq.Ft.

$299,000

MLS#: A4698253

Short Sale. Located in the Crescent Lakes community of Sarasota (Manatee County), this 3-bedroom, 2-bath home offers approximately 1,638 square feet of living space with a two-car garage and a functional single-story layout. The home is situated on a cul-de-sac lot with a peaceful pond view, providing a quiet residential setting.

Interior features include an open living area with vaulted ceilings, a kitchen with breakfast bar, and a primary suite with walk-in closet. The property also offers outdoor living space with a screened and covered patio area, along with a storage shed for additional utility.

With a low HOA fee and no minimum lease restrictions, this property offers flexibility for both owner-occupants and investors. Conveniently located near shopping, dining, schools, and major roadways throughout the Sarasota and Bradenton areas. The property is located in Flood Zone X.

The home appears to be in need of extensive repairs inside, as well as needing a roof replacement.

Buyers should verify all information.

Agents: Please review all private remarks prior to scheduling a showing.

SARASOTA

7606 37TH STREET CIRCLE E

3 Beds

2 Baths

1,638 Sq.Ft.

$299,000

MLS#: O6397676

Rare development opportunity in Sarasota! This oversized 18,152-square-foot (.42-acre) residential property offers approximately 158 feet of frontage and 115 feet of depth, creating an exciting opportunity for a custom homesite, builder or investor.

Zoned RSF-4 and located within the Newtown Conservation Historic Overlay District, the property has been reviewed with the City of Sarasota Zoning Department regarding the potential to divide the property into three individual lots. City zoning staff provided the applicable development standards and lot-split process, which includes submission of existing and proposed surveys along with required application materials. No lot split is currently approved, and buyers should independently verify development potential and requirements with the City of Sarasota.

The property is currently identified as Flood Zone X and offers a generous footprint in an established Sarasota neighborhood. Conveniently located near Downtown Sarasota, the Rosemary District, The Bay, Ringling College of Art and Design, Sarasota-Bradenton International Airport, shopping, dining, cultural destinations and Gulf Coast beaches.

An ISA Certified Arborist has also completed a tree site-condition review, providing additional information regarding the existing tree canopy and site conditions for prospective buyers evaluating future development.

Whether envisioned as one expansive homesite or evaluated for its potential multi-lot development opportunity, this property offers flexibility and possibilities in a central Sarasota location.

Buyer and buyer's agent are responsible for independently verifying zoning, overlay district requirements, lot-split eligibility and approval, permitted uses, building requirements, utilities, tree-removal requirements, lot dimensions and suitability for buyer's intended use.

SARASOTA

MYRTLE AVENUE

None Beds

None Baths

0.42 acres

$299,000

MLS#: A4706077

Rare Ground-Floor End Unit in Stoneybrook Golf & Country Club

Wake up to abundant natural light in this beautifully updated ground-floor end unit, ideally located just steps from the community pool, pickleball courts, and tennis facilities. With 1,230 square feet, this spacious two-bedroom, two-bath residence offers privacy, comfort, and effortless Florida living.

The heart of the home is the hurricane-impact glass enclosed lanai, creating a bright, versatile bonus room perfect for morning coffee, entertaining, reading, or working from home while enjoying peaceful views.

The refreshed kitchen features updated appliances, countertops, and backsplash, creating a clean, timeless style that blends beautifully with the open living and dining areas.

Whether you’re searching for a year-round residence, seasonal retreat, or lock-and-leave vacation home, this property delivers low-maintenance living in one of Sarasota’s premier bundled golf communities.

Residents enjoy:

Championship Arthur Hills golf course
Newly renovated clubhouse
Fitness center
Har-Tru tennis courts
Pickleball
Resort-style pool
Active social calendar
Minutes to Siesta Key Beach, Legacy Trail, shopping, dining, and downtown Sarasota
Move-in ready. Beautifully updated. Ideally located.

SARASOTA

9620 CLUB SOUTH CIRCLE 5108

2 Beds

2 Baths

1,230 Sq.Ft.

$299,000

MLS#: A4689505

New on site 2 days ago

Short Sale. SHORT SALE : Located within the Treetops at North Forty, this lake view, single story, detached single family residence condominium is ready for a new owner!

The home is on a corner lot, and features water views and a screened-in porch. When you enter the home, the floorplan is open and welcoming. The kitchen features stone countertops and nice cabinets. The ceilings are high and there are plenty of windows, making the home cozy and bright.

There are three bedrooms, including the master with en-suite. The closets feature built-in organization.

The home also comes with solar panels, minimizing your monthly utilities bills. Enjoy the community pool and tennis courts. The HOA includes basic internet.

The home is conveniently located near beaches, the Sarasota-Bradenton International Airport, and University Town Center.

SARASOTA

4205 SAINT CLAIR DRIVE

3 Beds

2 Baths

1,195 Sq.Ft.

$299,000

MLS#: TB8555494

Price reduced

One or more photo(s) has been virtually staged. ASSUMABLE VA LOAN with an attractive fixed interest rate! Come Home to Sunrise where you can enjoy a carefree lifestyle away from the hustle and bustle yet close enough to the interstate to make traveling easily accessible, whether traveling north toward Tampa and St Petersburg or south toward Naples and Fort Myers. Sunrise is a quaint and quiet community where you can enjoy the nearby pool with annual access, converse with fellow pickleball and tennis players, shoot some hoops, or take a quiet and peaceful stroll on the walking paths adjacent to a pond while enjoying the abundance of the natural habitat. If the sand and salt water are calling, head out to the most beautiful beach; Siesta Key which is just minutes away. Relax in Sunrise in this magnificent condominium with many recent updates, totaling nearly $35,000, in this must-see condominium to appreciate it. Some of these renovations include an updated and beautiful Primary Bathroom, upgraded stainless steel appliances, new washer and dryer 2024, an Air Conditioning system, 2024 and Water Heater, 2025. Additionally, a fresh coat of paint adorns the walls and there are also nice new ceiling fans, and another must mention is the waterproof luxury vinyl and tile floors throughout making cleaning day much easier - no carpet in the home! The new window treatments provide even more privacy in this quiet neighborhood. Even the electrical system had aesthetical updates including modern decora switches and outlets! The soaring ceilings make this condominium feel even more open and grand. This is a true split bedroom floorplan with both bedrooms featuring en suite bathrooms providing privacy for all. The primary bathroom has a nice walk-in shower with decorative tile and raindrop tinted glass shower doors. The en suite bath in the second bedroom has a tub/shower combination should you like to soak the day away. Watch the birds and other wildlife from the extensive cover screened and paneled spacious rear patio at the back of the home. There are two assigned parking spaces one is a carport covered parking and the other is uncovered. This maintenance free condominium has lawn care including the bushes providing more time to enjoy all the fun things that life brings. This condominium is ground level and has no units above it.

SARASOTA

6535 DRAW LANE 85

2 Beds

2 Baths

1,374 Sq.Ft.

$298,500

MLS#: TB8484206

Virtually Staged. Discover the appeal of Las Palmas, a gated community offering a vibrant, resort-style lifestyle. A scenic drive through lush native landscaping, tranquil ponds, and soothing fountains welcomes you to an impressive array of amenities. Enjoy two swimming pools, a spa, two fitness centers, a sauna, and courts for tennis and pickleball. Additional features include a billiards and game room, library, outdoor grilling area, playground, dog park, and secure storage for RVs, boats, and trailers.

Picturesque walking and biking trails connect to Nathan Benderson Park, where water activities, a farmers market, and community events unfold against a beautiful waterfront backdrop.

This is a three bedrooms, three bathrooms, with attached garage, room for your vehicle, bicycles, golf clubs, and beach gear. The main living level offers low-maintenance flooring and an open-concept living and dining area ideal for entertaining. A private screened lanai provides additional storage and peaceful preserve views - the perfect setting to begin your day surrounded by nature.

The bright, functional kitchen offers a pantry, and a convenient pass-through to the dining area. The third bedroom provides exceptional flexibility as a home office, guest suite, or creative space.

Upstairs, the third floor features a conveniently located washer and dryer. The spacious primary suite includes a generous walk-in closet and an en-suite bathroom with a dual-sink vanity. The second bedroom also offers an en-suite bathroom and double closets.

Beyond the community, you'll enjoy easy access to the University Town Center corridor, UTC Mall, Mote Science Education Aquarium, Lakewood Ranch Main Street, Waterside Place, downtown Sarasota, St. Armand's Circle, and the area's renowned beaches. Experience an exceptional combination of location, lifestyle, and value at Las Palmas.

SARASOTA

5711 BENTGRASS DRIVE 19-211

3 Beds

3 Baths

1,359 Sq.Ft.

$298,000

MLS#: A4701551

Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of the upgrades for a stress-free living. You will love the skylight-filled living space with cathedral ceilings, which cuts down the electricity bill. A sliding door leads to the Florida room in the rear. Both bedrooms have wood-looking laminate floors. Granite counters and an eating space in the kitchen add to the ease of living. Other features include new ceiling fans and modern lighting. The all-ages Riviera Club Village is a highly sought-after community with low HOA fees and NO CDD. Trash charges are part of the property tax. The monthly HOA fee ($331.67) is comparatively low considering that it covers the maintenance and repairs of the roof, driveway, sidewalks, gutters, exterior painting, landscaping, tree trimming and street lights. This area was not affected by any of the recent hurricanes. The Longwood Park Community Center, owned and maintained by Sarasota County, is just around the corner and offers plenty of recreation facilities and amenities for all ages. Therein are playgrounds and rides, a gymnasium, indoor rooms for meetings and celebrations, Pickleball courts, Tennis courts, a Basketball court, a Baseball field, and dog-walks. For a healthier lifestyle, you can become a member of Sarasota's well-known Palm-Aire Country Club across the University Pkwy, which has one of the best swimming pools, spa, and recreation facilities like tennis, pickleball, 18-hole Golf Club, etc. For beach-lovers, the world-famous Siesta Key Beach is about 13 miles away, and it is only 10 miles to the idyllic Lido Key Beach. Living near several breathtaking blue keys, busy marinas, and extensive waterways of Sarasota is a dream come true. Think of yet another attraction, the European-styled St. Armands Circle, famous for high-end outdoor shopping, galleries, restaurants and a central park with circus-themed statues. Just behind the Riviera Club Village sits the reputed Foundations Montessori Academy for K-12 graders. It takes barely 5-8 minutes to the sprawling University Town Center (UTC) Mall, Sarasota's upscale shopping and dining destination. Located close to the Sarasota-Bradenton International Airport, downtown Sarasota, the University of South Florida, New Florida State College, Ringling College of Art, and the Ringling Museum of Art, this place is one of the best locations to enjoy Florida's endless summer. Come and make it yours, and don’t miss this rare opportunity!

SARASOTA

5647 MONTE ROSSO ROAD

2 Beds

2 Baths

1,115 Sq.Ft.

$295,900

MLS#: A4692218

Here is an incredible opportunity to build your dream home in a picturesque setting at Cassia Skye Ranch! Preserving the natural beauty of Florida with grand old oaks, lush palms, and pristine lakes creates an ideal backdrop for anyone looking to connect with nature and enjoy the outdoors. The planned amenities, including miles of trails and parks, add even more appeal, promising a lifestyle that blends tranquility with recreation. Whether it's enjoying the serenity of the forested wetlands or exploring the diverse wildlife, this lot offers a chance to create a home that perfectly complements the surrounding environment while catering to your individual tastes and preferences.

SARASOTA

9268 STARRY NIGHT AVENUE

None Beds

None Baths

0.31 acres

$295,000

MLS#: A4606208

Looking for a tastefully updated and lovingly cared-for ground-floor condo in desirable Stoneybrook Golf & Country Club. Meticulously maintained and move-in ready - this bright and cheerful residence offers an inviting open floor plan, high ceilings, and an exceptional combination of comfort, style, and resort-style living. The condo features new luxury vinyl flooring throughout, installed in August 2026, creating a fresh, cohesive flow. The spacious living area opens to a tiled and screened, glass-enclosed lanai, providing a wonderful year-round space to relax and enjoy the expansive views across the golf course. The updated kitchen is sure to impress, featuring all-new stainless-steel appliances, including a BOSCH dishwasher and an LG range, refrigerator, and microwave, installed in August 2026, granite countertops, and an impressive array of white shaker-style cabinetry extending wall-to-wall, making this kitchen both attractive and highly functional. The primary bedroom offers two walk-in closets and sliding glass doors out to the lanai. The ensuite primary bath has been updated with a granite-topped vanity and a tiled and glassed walk-in shower. The guest bath also features an updated vanity, and both bathrooms have new fixtures. The approximately 8-year-old air conditioning system has been meticulously cared for and receives regular scheduled service, offering peace of mind for the new owner. There is one covered parking space and a storage locker just outside the door. The Terraces association has strong leadership, as shown by the meticulous grounds, the installation of a new roof in 2022, an elevator modernization completed in 2024, and keeping up with the required Milestone Inspections and Structural Integrity Reserve Studies. The association also offers a private heated community pool, tennis courts, and a pickleball court. And that's just the beginning: the Stoneybrook Golf & Country Club lifestyle offers an impressive array of additional amenities and opportunities to enjoy, including a newly modernized 18-hole Kipp Schultes designed golf course, a state-of-the-art clubhouse and restaurant, a fitness center, walking trails, a resort-style heated pool, and the community borders the Legacy walking andd biking trail, is less than 15 minutes from the fammed Siesta Key beach, shops, and restaurants. Don't miss the opportunity to purchase not only a residence but a lifestyle to be enjoyed for years to come.

SARASOTA

8735 OLDE HICKORY AVENUE 8105

2 Beds

2 Baths

1,238 Sq.Ft.

$295,000

MLS#: A4704447

Resort-style, maintenance-free living in The Meadows—complete with HOA-covered landscaping and tile-roof maintenance. Welcome to The Vivienda, a desirable enclave in one of Sarasota’s most sought-after golfing communities. This affordable spacious 2-bedroom, 2-bath home with an attached garage offers a flexible layout featuring a welcoming living room plus an open-concept kitchen, family, and dining area. Unwind on the lanai overlooking a tranquil greenbelt, while the generous front yard and setting without direct-facing neighbors provide added privacy. Major updates include an HVAC system (2021), refrigerator (2022), water heater (2023), and washing machine (2024). HOA reserves are in place for future landscaping and tile-roof care, adding confidence to the ease of ownership. The Meadows lifestyle puts you close to golf, racquet sports, fitness, swimming, dining, social activities, and 14 miles of scenic walking and biking trails, with downtown Sarasota, UTC Mall, and I-75 just minutes away. Come experience the comfort, privacy, convenience, and carefree Sarasota lifestyle this home offers—schedule your showing today.

SARASOTA

5103 GREENCROFT ROAD

2 Beds

2 Baths

1,487 Sq.Ft.

$295,000

MLS#: N6134516

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