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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

3,185

# of Listings

2

Avg # of Bedrooms

$670

Avg. $ / Sq.Ft.

$1,349,515

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

895 Properties Found. Page 57 of 60.

Welcome to 3416 Montilla Court, a beautifully maintained furnished villa tucked within the desirable 55+ community of Village Plaza Condominiums in Sarasota, Florida. Offering maintenance-free living and move-in-ready convenience, this residence allows you to settle in with ease and begin enjoying the Florida lifestyle right away.

Step inside to a light-filled, thoughtfully designed floor plan that lives comfortably for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a welcoming atmosphere from the moment you enter. The kitchen is well positioned with ample cabinetry and workspace, making meal preparation both practical and efficient.

The primary suite provides a peaceful retreat with generous closet space and an en-suite bath, while the additional bedroom offers flexibility for guests, a home office, or hobbies. A private outdoor space invites you to enjoy morning coffee or unwind in the evening while embracing Sarasota’s year-round sunshine.

Residents enjoy a wide array of amenities including a clubhouse with kitchen and community meeting room, heated pool, fitness center, sauna and locker rooms with showers, billiards room, library, shuffleboard courts, community BBQ grilling area, and pickleball with a lined court and portable net. The community is conveniently located near shopping and the bus line, and is approximately one mile from the 18.5-mile Legacy Trail for walking and biking. Sarasota’s renowned beaches, dining, and cultural attractions are just a short drive away.

Whether you are seeking a seasonal retreat or a full-time residence, this furnished villa offers comfort, convenience, and an active lifestyle in one of Sarasota’s well-established 55+ communities.

SARASOTA

3416 MONTILLA COURT 8405

2 Beds

2 Baths

1,498 Sq.Ft.

$269,000

MLS#: A4684174

Welcome to 5755 Avista Drive, a stunning first floor 2-bedroom, 2-bath, 1 car garage condominium nestled in the desirable Palm-Aire Country Club community of Sarasota. This beautifully maintained home offers golf course views, open-concept living, and comfort just minutes from University Town Center, I-75, and Sarasota’s award-winning beaches.

Step inside to find a spacious great room filled with natural light, and elegant finishes. The updated kitchen features modern cabinetry, appliances, opening to the living area with a view. Enjoy your morning coffee or evening sunsets from the screened lanai overlooking lush landscaping and fairway vistas.

A spacious primary suite complete with a stylishly updated bathroom. The second bedroom offers flexibility for guests or a home office

Residents of Palm-Aire enjoy optional golf, tennis, and social memberships, a heated community pool, and beautifully maintained grounds — all within a quiet, pet-friendly neighborhood.

SARASOTA

5755 AVISTA DRIVE 5755

2 Beds

2 Baths

1,212 Sq.Ft.

$268,800

MLS#: A4671638

Welcome to the Willow Green in THE MEADOWS, Rarely available and beautifully located, this spacious 3 Bedroom 2 Bath residence offers a peaceful Sarasota lifestyle in one of the areas most sought after communities. Featuring cathedral ceilings, formal dining room area, and a large primary suite walk in closest, the home provides comfort and style. The upper loft area opens to a private rooftop patio, perfect for enjoying morning coffee of Florida Sunsets. Optional furnishing available for move in ready home or vacation getaway. Covered parking is included for connivences. The Meadows Country Club Feature new management Benderson Dev along side golf, tennis, pickleball, fitness facilities, swimming pools, and vibrant social activities. Just minutes to University Town Center Mall (UTC) Downtown Sarasota, award winning beaches, and an incredible variety of restaurants and entertainment. Enjoy the private pool exclusively for Willow Green Residences - your own slice of paradise awaits.

SARASOTA

3097 WILLOW GREEN 32

3 Beds

2 Baths

1,494 Sq.Ft.

$268,000

MLS#: A4671572

FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve.
This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility.

The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining.

The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors.

Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity.

Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home.

Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events.

A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.

SARASOTA

5231 MAHOGANY RUN AVENUE 325

2 Beds

2 Baths

1,433 Sq.Ft.

$268,000

MLS#: TB8500121

Price reduced

Positioned in one of the most desirable and private locations within Casa Del Sol, this end-unit villa stands out immediately with rare preserve views, added privacy, and a layout that offers both functionality and flexibility. Unlike many homes in the community that look onto the rear of neighboring properties, this residence enjoys a peaceful, natural backdrop overlooking the preserve—creating a far more serene and desirable setting.

Inside, the home offers a bright and open floor plan with multiple living spaces, including an additional sitting room featuring wood flooring and a skylight that fills the space with natural light. From here, step directly out to your patio and take in the preserve views, seamlessly blending indoor and outdoor living. The layout includes an open living and dining area, kitchen with breakfast bar, and a primary suite conveniently located on the main level, complete with a walk-in closet and en-suite bath.

This particular unit also benefits from additional green space compared to many neighboring properties, further enhancing both privacy and outdoor enjoyment. The property features a true 2-car garage—an upgrade not commonly found in all units within the community—along with an oversized private courtyard that is both functional and inviting, with no A/C equipment taking up valuable outdoor space. This area creates the perfect setting for outdoor living, entertaining, or simply enjoying the Florida lifestyle. Situated at the opposite end of the main road, the home benefits from minimal traffic and a noticeably quieter environment. As an end unit with only one shared wall, it provides additional privacy along with extra natural light and an overall more open feel compared to interior units.

From a long-term ownership perspective, the value here is clear. At a time when many communities are increasing fees, Casa Del Sol has actually lowered HOA dues for certain sections in 2026, including this one—an uncommon advantage that speaks to strong community management. The A/C system is still under the balance of a 10-year warranty, and the roofs were proactively replaced by the HOA approximately 10 years ago, offering added peace of mind.

The community itself offers a well-rounded lifestyle with amenities including a clubhouse, fitness center, pool, and tennis courts, all within a well-maintained setting with a consistent aesthetic.

Location matters, and this home delivers with convenient access to some of Sarasota’s most sought-after amenities. Colonial Oaks Park is just minutes away for outdoor recreation, while Sarasota Christian School is nearby for quality education. Ideally situated off Cattlemen Road between US-41 and I-75, you are just minutes to downtown Sarasota and in close proximity to the #1 beach in the United States, Siesta Key, along with local favorites including Lido Beach, Legacy Trail, Payne Park, Sarasota High School, and the Sarasota Art Museum. Enjoy easy access to Sarasota’s renowned cultural venues, sun-drenched beaches, and everyday conveniences like Big Olaf Ice Cream, Yoder’s Fresh Market, the YMCA, and Locklear Park—all just a short drive away.

This is a rare opportunity to secure a private, well-positioned end unit with preserve views, additional outdoor space, and key upgrades in one of the most sought-after sections of Casa Del Sol.

SARASOTA

5721 CASA DEL SOL BOULEVARD 3223

2 Beds

2 Baths

1,313 Sq.Ft.

$267,500

MLS#: A4686344

Price reduction - motivated sellers, bring offers. Come take a look at this outstanding, second floor "Barrington" veranda in Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. This property features some of the best over water and golf course views in the entire neighborhood and is located next door to one of the community swimming pools! With 2 bedrooms, 2 bathrooms, a converted den/study that can double as a third bedroom, and a detached 1 car garage, this property features more than enough space for full time owners or seasonal residents. The owners have taken exceptional care of this property and it shows! As soon as you walk through the front door, you're greeted with soaring vaulted ceilings, many desirable updates, gorgeous furnishings and an abundance of natural light making the home feel bright and open. The kitchen is a chef's dream complete with lovely quartz countertops, stainless steel appliances, and more than enough room for entertaining friends and family. The split layout is perfect for guests as it gives them their own private area of the home complete with a renovated bathroom that features a gorgeous vanity, new countertop and sink, faucet, and mirror. In addition, the previously open concept den has been walled in and a door added providing a more private area for use as a den/study or even as a third bedroom - this is a great feature that is extremely usable! The owners have updated the A/C system with a Carrier unit and a smart Ecobee thermostat allowing remote access and control while away. The water heater was also replaced in 2020 so enjoy peace of mind for years to come. The primary suite is great place to wind down for the evening as it provides enough space for a king bed, night stands, and dressers, and a private ensuite bathroom with dual sinks, new countertops and a sizable shower. As you make your way to the rear lanai, the magic unfolds - the view from this property is simply amazing. With over water views of bridges and the 14th Signature Hole of the golf course, its easy to enjoy a spectacular sunrise over the golf course or even catch one of Florida's best sunsets from the front lanai. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive fully renovated clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities.

SARASOTA

5320 HYLAND HILLS AVENUE 2222

2 Beds

2 Baths

1,433 Sq.Ft.

$267,000

MLS#: A4667444

#A4689212

SARASOTA

4623 LONGWATER CHASE 112 Bldg J

2 Beds

2 Baths

1,256 Sq.Ft.

$265,000

MLS#: A4689212

***Amazing and Rare opportunity to own a FIRST FLOOR End Unit with NO STAIRS, 1295 sqft, 3 Bedroom/2 Bathroom condo at Admirals Walk, a desirable pet friendly community located in the Best Sarasota School District, at a few minutes driving from the gorgeous and nationwide famous Siesta Key Beach, close to Shopping, Restaurants, Legacy Trail access, Golf Courses, and Exit 205 of I-75 for your commutes. During the last few years the HOA replaced Roof, Windows, Siding, Front Door in the WHOLE community! Admiral Walk is a fully gated community with secured entrances. HOA has Reasonable Fees that include also Water & Sewer Utility, it has no debts and there are no special assessments at this moment. You will love the charming Clubhouse with a Lake View Resort Style Heated Pool and Spa, Fitness Room, Bathrooms, Game Room with Billiard and Card table, Kitchenette for your parties, Manager onsite. Call today for a showing and make it YOURS. Unit is currently tenant occupied; the tenant WILL VACATE the property at the closing. Photos reflect the status when the unit was vacant.

SARASOTA

5701 SOLDIER CIRCLE 104

3 Beds

2 Baths

1,295 Sq.Ft.

$265,000

MLS#: A4627872

Stylishly renovated 2-bedroom, 2-bath villa in The Meadows, one of Sarasota’s most established and centrally located communities. This light-filled, move-in ready home features vaulted ceilings, an open-concept layout, and updated laminate wood flooring throughout. The kitchen has been refreshed with updated cabinetry, ample counter space, a double sink, and stainless steel appliances. A raised dining area adds flexibility to the living space.
The property offers three distinct outdoor areas, including a screened lanai with wood-beam ceiling and ceiling fan, as well as a wraparound garden patio with multiple access points from the living room and both bedrooms—ideal for outdoor living and relaxation.
The split-bedroom floor plan provides privacy, and both bathrooms have been updated. The primary suite includes dual vanities, a walk-in shower, and generous closet space.
Located in a well-maintained, amenity-rich community with convenient access to shopping, dining, golf, parks, and Sarasota’s Gulf beaches. Priced at $265,000, this property represents one of the best values in The Meadows.

SARASOTA

5387 HUNTINGWOOD COURT 4

2 Beds

2 Baths

1,263 Sq.Ft.

$265,000

MLS#: A4658975

Welcome to this beautifully maintained 3-bedroom, 3-bath condo ideally located in the heart of Sarasota. Nestled in the sought-after Las Palmas community, this home offers the perfect balance of convenience and comfort. Enjoy easy access to University Parkway, I-75, and all that Sarasota has to showcase — from vibrant dining and shopping at UTC Mall to the pristine beaches just a short drive away. The open-concept layout provides a bright, inviting living space with a private screened balcony, ideal for relaxing after a day in the Florida sunshine. Residents of Las Palmas enjoy resort-style amenities including gated entry, two community pools, a clubhouse, fitness center, tennis courts, and scenic walking trails. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this condo delivers a prime location and desirable Sarasota lifestyle all in one.

SARASOTA

5001 BARALDI CIRCLE 22-211

3 Beds

3 Baths

1,359 Sq.Ft.

$265,000

MLS#: A4669587

Reduced Price! Lakefront Villa with two nicely-sized bedrooms, two-bathrooms featuring an open floor plan and vaulted ceilings give great dimensional space. This home offers a front porch with two screened porches, providing ample outdoor living spaces and opportunities to enjoy the lovely landscaping as well as the sought-after, serene lakefront setting and fitness trails. The property includes a garage and carport, offering convenient parking options. All the rooms are generously sized and you will enjoy the spacious eat-in kitchen with indoor laundry access. Most rooms have outdoor connectivity to enclosed porches, which lends this home to live much larger than it appears.

Residents of this maintenance-free community have access to a host of amenities, including two community pools, clubhouse, fitness center, tennis courts, spa and more park amenities. The mature trees throughout the surrounding area contribute to a peaceful, natural ambiance. If you are looking for an affordable and tranquil environment, closeness to The Legacy Trail System, connecting Downtown Sarasota to Downtown Venice, you owe it to yourself to explore the vast potential of this wonderful opportunity.

This villa's location on the lakefront allows residents to immerse themselves in the tranquil waterfront environment. The open floor plan and vaulted ceilings create a bright, airy atmosphere, while the screened porches extend the living space and facilitate indoor-outdoor experiences. The A/C and condenser were new in April of 2025, the Hot water heater was installed in June of 2025 and very importantly, the Barrel Tiled Roof was replaced in 2009.

If you are looking for year-round tranquility, for a Winter Get-Away or possibly for an Investment Opportunity, this home could be sold mostly furnished. Please note that All Room sizes are approximate and potential Buyers should verify the information provided.

SARASOTA

4382 TRAILS DRIVE 25-1

2 Beds

2 Baths

1,196 Sq.Ft.

$265,000

MLS#: A4677497

Welcome to your slice of paradise in Sarasota—one of Florida’s most desirable places to live! This Palm Harbor top-of-the-line model is located in the highly sought-after Venetian Park Estates, a vibrant and active 55+ manufactured home community, this beautifully furnished residence is a double-wide, 3 bedroom, 2 full bathroom home offers the perfect blend of comfort, style, and convenience.

Step inside to discover a spacious, thoughtfully designed interior boasting charming country flair. The split-floor plan, open concept layout home is being sold turn-key furnished and features an eat-in kitchen (a dinette room) custom cabinetry and a pantry! The primary bedroom has a walk-in closet, en-suite bathroom with a soaking tub and separate shower. Bedroom #2 also offers a walk-in closet. An additional highlight includes convenient indoor laundry.
There is a screened lanai with Florida glass (a vinyl material) off of the kitchen, and large storage area and covered car port parking. Located just a short drive to the world-renowned Siesta Key Beach voted #1 in USA again, and only minutes from everyday essentials including Target, Walmart, and Costco, downtown Sarasota this location truly has it all.
Whether you're seeking a seasonal getaway or a full-time residence, this move-in-ready home is equipped with everything you need to enjoy the Florida lifestyle you've always dreamed of. This home backs to green space for privacy and tranquility when desired. Two parking spaces.

Boats and RVs have special parking areas. The community offers a Pool, Hot Tub, Club House and activities! Don’t miss this opportunity to own in one of Sarasota’s most welcoming and active communities with pool, Clubhouse and more where residents have water, sewer, trash, and internet included in association fees.

SARASOTA

2165 GONDOLA DRIVE

3 Beds

2 Baths

1,568 Sq.Ft.

$265,000

MLS#: A4690100

Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today

SARASOTA

3405 TALLYWOOD LANE 7130

2 Beds

2 Baths

1,470 Sq.Ft.

$265,000

MLS#: A4686425

GREAT LOCATION, BEAUTIFUL VIEW, REFRESHED WITH NEW FLOORS, LIGHTING, PAINT, KITCHEN CEILING/LIGHTING, SMOKE ALARMS, RANGE, MICROWAVE AND DISHWASHER. Here's your opportunity to live the resort lifestyle in The Meadows, a wonderful golf course community offering 1650 acres of open space, over 85 ponds and lakes, and 14 miles of walking and bike trails. Whether you're looking for a full-time residence, seasonal escape from the harsh northern weather, or an investment for the future, this first floor unit is move-in ready and being offered furnished or unfurnished for the buyer's convenience. The living/dining area is open to the sliding doors and a screened-in patio with roll-down storm shutters and a peaceful view overlooking the pond and golf course. The primary bedroom is spacious, light and bright with windows to the pond and golf course and access to the screened-in patio by sliding doors. Easy access to the unit from your parking space right outside your door. Plus, the community has its own heated community pool/gathering area that overlooks the pond and golf course. Now's the time to make the move to this great community - close to I-75 and downtown Sarasota, Gulf beaches, University Town Center, the new Mote Marine Aquarium and Benderson Park. The condo is also available for an annual lease. Don't just take a vacation - live every day like you're on vacation!

SARASOTA

2989 TAYWOOD MEADOW 19

2 Beds

2 Baths

1,069 Sq.Ft.

$265,000

MLS#: A4684414

JUST REDUCED...Tastefully TURN-KEY FURNISHED First Floor 2BR/2BA Avista Condo located Directly on Golf Course in Palm Aire Country Club!!! Updated Kitchen; Open Concept Living & Dining Area equipped with a Wet Bar; Primary en-Suite with King Bed and Updated Master Bath; Guest Bedroom; Updated Guest Bath; Washer/Dryer; Lanai; and an Over-sized 1 Car Garage with room for a golf cart! You’ll love the beautiful golf course view from your lanai as well as the short walk to the Pool, Spa and Clubhouse area. Located right around the corner from Palm Aire Country Club - home to Two Beautiful Championship Golf Courses. The bustling University Parkway Corridor is close by with a Multitude of Shopping and Dining Choices. Downtown Sarasota and its Beautiful Beaches are just a short drive away. Enjoy all that beautiful Sarasota has to offer!!!

SARASOTA

5767 AVISTA DRIVE 5767

2 Beds

2 Baths

1,212 Sq.Ft.

$265,000

MLS#: A4663787

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