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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

3,239

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,352,452

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

906 Properties Found. Page 39 of 61.

Introducing a charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets.

This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location.

Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand.

SARASOTA

22 SANDY COVE ROAD APT 203

1 Beds

1 Baths

532 Sq.Ft.

$639,000

MLS#: A4691011

Price reduced

Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines.
Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico.
Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program.
At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!

SARASOTA

901 BEACH ROAD 205

2 Beds

1 Baths

753 Sq.Ft.

$639,000

MLS#: A4686468

Wake up to sweeping golf course and lake views in this move-in ready 3BR/2BA plus den pool home. Start your morning with coffee in the screened front entry or soak in the Florida sun by the heated saltwater pool and spa. Enjoy lunch in the bright kitchen’s bay window dining nook with built-in banquette seating, then retreat to the cozy den—perfect for a home office, TV room, or game room. The spacious primary suite is your private sanctuary, complete with a custom designer closet, updated flooring, and a beautifully renovated bath. Travertine tile, plantation shutters, and thoughtfully updated lighting flow throughout, creating an inviting and light-filled interior. Recent upgrades, including a new roof (2020), impact windows, updated A/C, and pool equipment, provide modern comfort and peace of mind. Step outside to the covered patio and imagine evenings spent entertaining or relaxing while taking in the tranquil views. Located in The Meadows, a tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes from UTC, Nathan Benderson Park, and a short drive to Sarasota’s beaches, arts, and culture, this home combines serene living with effortless access to all the best of Florida.

SARASOTA

4831 GREENCROFT ROAD

3 Beds

2 Baths

1,736 Sq.Ft.

$636,500

MLS#: A4687508

Enjoy exceptional golf course living overlooking the 15th hole at Sara Bay Country Club, designed in the 1920s by renowned golf course architect Donald Ross. Ideally positioned on a premium 18,750 sq. ft. lot with sweeping fairway views, this 3-bedroom, 2.5-bath residence offers exceptional space and flexibility rarely found at this price point. The open great room floor plan is ideal for entertaining, with seamless flow to the patio where you can relax, watch play unfold, or refine your own short game on the private putting green. Cool off in the above-ground pool, or have it removed to create a more expansive outdoor retreat tailored to your vision. The kitchen features granite countertops, solid wood cabinetry with soft-close drawers, and convenient roll-out shelving, combining style and functionality. The oversized primary suite is a true retreat, offering a spacious sitting area, walk-in closet, and private bath. The second bedroom features a large walk-in cedar closet, while the third bedroom—currently serving as a home office—offers flexibility to suit your needs as a guest room, den, or workspace. A workshop area in the garage adds versatility for hobbies, projects, or additional storage. Conveniently located just minutes from downtown Sarasota, you will enjoy easy access to dining, shopping, cultural venues, and Gulf beaches. A distinctive opportunity to own along one of Sarasota’s most storied fairways—combining historic golf course prestige, generous lot size, and everyday livability.

SARASOTA

836 MAGELLAN DRIVE

3 Beds

2 Baths

2,425 Sq.Ft.

$635,000

MLS#: A4683886

One or more photo(s) has been virtually staged. A NEW TILE ROOF - JUST INSTALLED! - Beautiful Large Tiled Lanai with waterview and two elevated plant boxes and fountain, with eastern sunrises. This home has been thoroughly cleaned with updates including Whirlpool Stainless Steel appliances, crown molding throughout, Plantation shutters and built in bookcases in den, plantation shutters in 2nd & 3rd bedrooms, bright white tile throughout living area, pull out shelving in kitchen, raised Commodes, Samsung Washer & Dryer, Hot Water Heater (2018), cabinets in garage, central vacuum, super clean and move in ready. Accordion Shutters for the best hurricane protection. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have a very low chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone X, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore, rarely losing power. Amenities include 24 hr guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' Ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Tiki Hut with bar service at the pool, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Great Place to call home!

SARASOTA

7775 ULIVA WAY

3 Beds

2 Baths

2,008 Sq.Ft.

$635,000

MLS#: A4686569

Price reduced

Live each day surrounded by blue skies, turquoise Gulf waters and Sarasota’s celebrated sunsets. Tucked at the south end of Lido Key, this beautifully remodeled residence offers a relaxed beachfront setting just moments from St. Armands Circle and downtown Sarasota. The open floor plan is bright and welcoming, with contemporary finishes and a layout designed to make the most of natural light. The remodeled kitchen features sleek white cabinetry, quartz countertops and a clean, coastal-modern style. The spacious bedroom opens to the covered balcony, and includes a walk-in closet and en-suite bath, creating a comfortable private retreat. Gulf views from the balcony bring added beauty to daily living and enduring appeal to this beachside home. Climate-controlled storage and one covered parking space add convenience. Lido Beach Club is a professionally managed community with amenities that enhance the beachfront experience, including a heated pool with tiki seating areas, gated beach access, serenity garden, fitness room and social room for private gatherings. Excellent location with the beach at your backyard, South Lido Park nature preserve across the road, the Ritz Tiki Beach Bar next door, one mile to world-famous St. Armands Circle, and only four miles to downtown Sarasota. Ride the complimentary Lido Shuttle to and from St. Armands Circle, or the Sarasota Bay Runner trolley to downtown destinations. Life is good at the beach!

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 305

1 Beds

1 Baths

1,116 Sq.Ft.

$635,000

MLS#: A4666764

Price reduced

PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot. Key!

SARASOTA

5019 COMMONWEALTH DRIVE

None Beds

None Baths

0.26 acres

$635,000

MLS#: A4648656

Price reduced

PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.

SARASOTA

5019 COMMONWEALTH DRIVE

2 Beds

1 Baths

1,373 Sq.Ft.

$635,000

MLS#: A4630299

#A4677015

SARASOTA

8911 MIDNIGHT PASS ROAD 208

3 Beds

2 Baths

1,415 Sq.Ft.

$635,000

MLS#: A4677015

Price reduced

NEW PRICE on this stunning Forest Hills POOL HOME on the 5th Hole! Featuring a screened-in panoramic pool/patio cage-enclosure! This beautiful home is located in Stoneybrook Golf and Country Club, a premier gated golf community situated on Sarasota’s highly sought-after Palmer Ranch. This residence exemplifies exceptional style and quality, boasting 2 bedrooms, 2 bathrooms, and a versatile den/media room. The recently updated open floor plan highlights newer engineered hardwood floors throughout. The home also features high ceilings, and a beautifully designed kitchen and dining area. The expansive primary suite features a large walk-in closet, a dual-sink vanity, and a Roman tub. Step outside to discover your own private oasis—an extended lanai with an outdoor area featuring a sparkling private (buried) propane heated pool, all overlooking the 5th hole of the golf course. Stoneybrook offers exceptional resort-style amenities, including a clubhouse, fitness center, resort-style and a heated community pool, spa, tennis courts, and bocce ball facilities. Enjoy convenient walking access to the Legacy Trail, and a short drive to various restaurants, shopping destinations, and the renowned Siesta Key Beach. Experience the epitome of Sarasota living.

SARASOTA

9448 FOREST HILLS CIRCLE

2 Beds

2 Baths

1,815 Sq.Ft.

$633,000

MLS#: TB8484374

Price reduced

Welcome to the highly desirable GATED COMMUNITY of SILVER OAK. An impeccable community featuring MAINTENANCE FREE LIVING developed by the QUALITY BUILDER- GIBRALTAR. Why settle for unknown quality? Gibraltar is considered one of the best in Southwest Florida when this community was developed. This home was a seasonal residence, like new interior. Enjoy beautiful lakefront views from the minute you enter the home. Notice the custom features including IMPACT WINDOWS, volume trayed ceilings, wood floors, and custom mill work. The current homeowner has lovingly updated every room in the house including the chef’s kitchen with beautiful granite counters, glass tile backsplash and stainless-steel appliances. The breakfast area features lake views where you can enjoy your morning coffee watching the heron fish for breakfast outside your door. The star of the show is the view of the lake through the large 27-foot screened lanai where you can enjoy your favorite beverage as the Florida sunset paints the clouds. A separate formal dining area has plenty of room for family or neighbors to have an elegant meal or simply play cards. A built-in wine bar can be used as butler’s pantry or center for entertaining. The primary bedroom provides more lake views, custom millwork, and an upgraded ensuite spa-like bath where a dip in the garden tub can wash your cares away. Two closets provide plenty of storage. The split bedroom has lots of space for guests. The 3rd bedroom/office has double doors to easily become additional living/entertainment area. The garage is air conditioned and has a spotless polyaspartic (epoxy) floor. Silver Oak is located in the highly popular Palmer Ranch. The Legacy Bike Trail is adjacent to the community and allows you to ride, walk or jog to downtown Sarasota or Caspersen Beach in Venice. Plans are to ultimately link this to trails along the entire west coast of Florida. The home is few minutes from Costco, Target, Lowes and a plethora of other shopping.

SARASOTA

5175 CANTABRIA CREST

3 Beds

2 Baths

2,377 Sq.Ft.

$630,000

MLS#: A4669843

Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location.

Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport.

The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round.

Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light.

The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, and maintained HVAC.

The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space.

The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office.

A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.

SARASOTA

2121 PALM TERRACE

3 Beds

3 Baths

1,681 Sq.Ft.

$630,000

MLS#: A4684433

Price reduced

Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space.

Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind.

Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75.

This charming property is ready for its next chapter—schedule your showing today.

SARASOTA

5723 EASTWIND DRIVE

3 Beds

2 Baths

2,206 Sq.Ft.

$630,000

MLS#: A4675503

Under Construction. Welcome to the White Star by Neal Communities, a beautifully designed 3-bedroom home that blends privacy, luxury, and functionality. This spacious floor plan spans 40 feet wide and features an oversized den, a long, trayed-ceiling foyer, and a true butler’s kitchen—perfect for both everyday living and entertaining.

The extra-long living room separates the primary suite from the guest bedrooms, offering a thoughtful sense of privacy. The on-trend kitchen showcases a dark-stained wood island paired with bright white linen cabinetry and white quartz countertops, creating a perfect balance of warmth and sophistication.

Enjoy south-facing backyard views that capture full Florida sun throughout the day while overlooking a unique littoral shelf and nature preserve—a truly serene and environmentally distinctive setting.

Just a short stroll to the community amenity center, you’ll have access to two resort-style pools, a stunning clubhouse, and more.

Experience refined Florida living in the White Star—where modern design meets natural beauty.

SARASOTA

6563 BIG BAYOU DRIVE

3 Beds

2 Baths

2,064 Sq.Ft.

$629,990

MLS#: A4671778

Price reduced

Set within one of the few 55+ private Gulf-front communities on Siesta Key, this beautifully updated two-bedroom, two-bath villa blends refined comfort with a relaxed coastal lifestyle. COMES FULLY FURNISHED. Every corner of this residence has been carefully renewed to create a light-filled, contemporary retreat just moments from the famous white powder sand and Siesta Village. Inside, the open-concept design showcases clean modern lines, soft natural tones, and upgraded finishes throughout. The kitchen and baths were completely reimagined with stylish surfaces and fixtures, while new flooring and recessed lighting enhance the sense of space and flow. An inviting Florida room extends the main living area, featuring impact-rated windows and its own climate control, making it perfect for enjoying serene garden views year-round. Additional features include upgraded electrical, automatic window treatments, and an attached garage with laundry connections for a full-size washer and dryer. The villa has also been fully restored following minor storm-related water intrusion, including professional mold remediation, selective drywall replacement, and a freshly painted interior. The HVAC system (2022) and electrical system were inspected and certified in excellent working order. Whispering Sands offers a private beach, two pools, a fitness center, and a scenic lagoon surrounded by lush tropical landscaping, and more. Offering the perfect balance of luxury, location, and peace of mind, this villa embodies the best of Siesta Key living. Schedule your private showing today and experience it for yourself. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

SARASOTA

111 WHISPERING SANDS CIRCLE V38

2 Beds

2 Baths

1,160 Sq.Ft.

$629,900

MLS#: A4670303

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