Sarasota's Premier Homes
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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.
One of the most popular communities provided by Michael Graf
3,782
# of Listings
2
Avg # of Bedrooms
$486
Avg. $ / Sq.Ft.
$868,570
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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$250,000 - $500,000

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3782 Properties Found. Page 214 of 253.

Welcome to the gated community of the Landings and the Landings Racquet Club in Sarasota. Currently available off-season starting May 15, 2025 at 3000/mo. Association rules allow 2 rentals in a calendar year. A rare find to lease this beautiful carriage house condo at The Landings! This two bedroom, two bath +den, one story Carriage House is where you want to be! Bed sizes are King and Queen. The large living room has designer tile flooring, marble wood burning fireplace, crown molding and park like views leading to a small pond with a fountain and the community pool. The dining area overlooks the living room with new floor tile, crown molding and plenty of room for family gatherings. The sunny bonus room off the dining area is set up as an office with 2 desks and a sofa sleeper for extra company. The master suite has a King bed with newer carpeting, shutters, crown molding, walk-in closet and a remodeled bathroom. The guest bedroom has a Queen bed and the guest bathroom has a tub and shower combination. The eat in kitchen has granite counter tops, tile backsplash, refaced cabinets and all new Whirlpool appliances. There is a delightful small courtyard perfect for morning coffee or outside grilling. There also two outside sitting areas off the Living and master bedroom to enjoy the calm and peaceful views. The Landings Racquet Club membership transfers to the guests. Tennis players will love the Har-Tru tennis courts, and guests will get a good work-out in the lap pool. Relax in the hot tub to soothe sore muscles. The clubhouse has a fitness center, meeting rooms and a library. Guests pay the monthly electric bill on off-season rentals. Off-season rate in effect from May-November. Not available January 1 - April 30, 2026.
#A4500235

SARASOTA

1740 LANDINGS BOULEVARD 39

2 Beds

2 Baths

1,680 Sq.Ft.

$3,000

MLS#: A4500235

Wake up to golf course views and Florida sunshine in this beautifully updated ground-floor condo at The Terraces in Stoneybrook Golf & Country Club, Palmer Ranch. Enjoy coffee on your lanai overlooking the 8th fairway or open the sliding doors to blend indoor and outdoor living. The kitchen features granite countertops, stainless steel appliances, and a breakfast bar that opens to the dining and living areas, creating a perfect space for entertaining. The primary suite offers tranquil views along with a walk-in closet and a spa-like bath complete with dual vanities and a walk-in shower. A thoughtfully designed split floor plan provides privacy for guests, with a comfortable bedroom, updated bath, and convenient laundry. Throughout the home, tile flooring adds both charm and easy maintenance. Offered furnished—with only a few labeled exclusions—this condo is move-in ready. Just bring your suitcase and settle in. Community perks include a pool and tennis/pickleball court, plus full club membership: championship golf, Har-Tru tennis, pickleball, bocce, fitness, dining, and more. Just minutes from Legacy Trail, Siesta Key, and Nokomis Beach.
#A4668551

SARASOTA

8735 OLDE HICKORY AVENUE 8108

2 Beds

2 Baths

1,373 Sq.Ft.

$3,000

MLS#: A4668551

Charming Sarasota Rental with Private Pool Welcome to this inviting 3-bedroom, 2-bathroom home in desirable Sarasota, offering 1,416 square feet of thoughtfully designed living space. This newly listed rental property features a split floor plan that provides privacy and separation between the primary bedroom and additional bedrooms. Step inside to discover elegant tile floors throughout, creating a cohesive and easy-to-maintain living environment. The home includes practical storage solutions with two convenient linen closets to keep your household organized. Recent upgrades include a new roof, gutters, and vinyl fencing, demonstrating the property's excellent maintenance and care. One of the most appealing features is the inviting inground pool—perfect for cooling off during those warm Florida afternoons or entertaining friends on weekends. Imagine unwinding poolside after a day of exploring all that Sarasota has to offer. The location truly shines with its proximity to local amenities. You'll appreciate being near The Achievement Center, Arlington Park, and convenient shopping at Publix Super Market at Bay Street. You are also 2 blocks from Legacy Trail. The neighborhood offers a pleasant balance of residential charm and accessibility to everyday necessities. Fully updated throughout, this home offers modern comfort while maintaining its Floridian charm. Don't miss the opportunity to make this delightful Sarasota property your new home.
#A4654048

SARASOTA

2953 OAK STREET

3 Beds

2 Baths

1,416 Sq.Ft.

$3,000

MLS#: A4654048

Looking for a spacious and stylish living space that offers the perfect blend of historic charm and modern convenience? Look no further than this newly renovated 2 bedroom, 1 bath townhome nestled in the heart of the iconic Laurel Park neighborhood in downtown Sarasota. Boasting 1000 square feet of beautifully appointed living space, this townhome offers ample room for relaxation and entertainment. The master bedroom features a luxurious queen-size bed, while the guest bedroom offers two full-size beds, ensuring plenty of space for family and guests. Need more sleeping options? The living room features two cozy sofa-beds (Full size) to accommodate additional guests. Whether you're a seasoned home chef or simply love to cook, you'll appreciate the fully equipped kitchen, complete with everything you need to whip up delicious meals and snacks. Catch up on your favorite shows on the 50" LED TV or stay connected with high-speed WiFi internet. And with a convenient washer/dryer combo right in the unit, laundry day has never been easier. Located just steps from Sarasota's vibrant downtown scene, this townhome puts you in the center of it all. Don't miss out on this rare opportunity to enjoy the very best of Sarasota living in one of its most coveted neighborhoods
#A4662367

SARASOTA

618 S OSPREY AVENUE

2 Beds

1 Baths

1,000 Sq.Ft.

$3,000

MLS#: A4662367

AVAILABLE FOR LEASE OR LEASE PURCHASE! BEAUTIFULLY UPDATED, WITH A PRIVATE POOL, AND FULLY FURNISHED!!! Envision your life in a paradise where your own private pool awaits you every day. This Capri III villa in Villagewalk is fully furnished, including brand new primary bedroom furniture, all set for you to start your Florida adventure. Right from the entrance, the great room stands out with its crown molding and a unique hardwood floor, while the rest of the home offers the practicality and cleanliness of tile throughout—no carpet to worry about. But, it's the allure of your private pool that truly defines this villa, complete with a rescreened lanai, retractable awning, and custom lighting for those perfect evenings. The kitchen is where you'll refine your culinary skills, featuring Corian countertops, a subway tile backsplash, and modern touches like pull-out drawers, glass-front cabinets, and a wine fridge. Your primary suite is a haven of tranquility with crown molding, plantation shutters, and a spacious custom walk-in closet. The perfectly updated bathroom features granite counters and updated shower doors to elevate your daily routine. Your guests will enjoy their own updated and well-appointed bedroom with their very own custom walk-in-closet, as well as their own tastefully updated bathroom. For storm protection, the home includes clear hurricane shutters for the main living area as well as the glass front door. Villagewalk isn't just about your home; it's about embracing a lifestyle where every amenity is at your fingertips. Dive into the community with • A large clubhouse, complete with a fitness center, meeting rooms, and event space for social gatherings. • Two geothermal-heated pools - one for laps and a resort-style lagoon for relaxation. • Six Har-Tru tennis courts, pickleball, and bocce ball courts for the sports enthusiasts. • An on-site restaurant and bar for convenient dining. • A vibrant Town Center that includes a hair salon, boutique shopping, and even a gas station for everyday needs. • A brand-new Tiki Bar for poolside enjoyment. • Miles of walking and biking trails to explore the natural beauty of the area. • A staffed gate, providing 24-hour security for peace of mind. • An HOA management office on-site to handle community affairs effortlessly. • The community benefits from underground power lines, significantly reducing power outage risks, with the Sarasota Fire Department nearby for swift emergency response. Villagewalk is minutes from Publix, Costco, the Legacy Bike Trail, and the world-famous white sands of Siesta Key Beach, with downtown Sarasota's cultural attractions just 20 minutes away. Despite its coastal allure, this villa provides a sanctuary of safety and resilience, making it an ideal retreat for those seeking both peace of mind and the joys of Florida living. This villa offers you not just a home but a gateway to a life filled with convenience, activity, and relaxation. Contact us to see how this can be your new beginning in Sarasota, where every day feels like a vacation.
#A4661620

SARASOTA

7575 QUINTO DRIVE

2 Beds

2 Baths

2,121 Sq.Ft.

$3,000

MLS#: A4661620

Annual Furnished Rental – Landings Villa. This beautifully furnished, pet friendly, free standing Villa is available for annual lease and ready for immediate move-in. Featuring 2 bedrooms, a den, and 2 full bathrooms, this spacious residence offers both comfort and style. Enjoy the brand new appliances in the eat-in kitchen perfect for cooking and entertaining. A generous living/ dining area, and two enclosed lanais offer flexible indoor/outdoor living space. The home also includes a one-car garage for your convenience. Located in The Landings, a gated community ideally situated close to shopping, dining, Downtown Sarasota, and the world-renowned Siesta Key Beach. Racquet Club membership is included with the rent and provides access to: Fitness Center, Tennis Courts, Heated Community Pool, and Clubhouse. Terms: First month’s rent, last month’s rent, and security deposit required. Contact us today to schedule a private showing and experience the Florida lifestyle at its finest.
#A4655463

SARASOTA

4870 KESTRAL PARK CIRCLE 14

2 Beds

2 Baths

2,410 Sq.Ft.

$3,000

MLS#: A4655463

Available 7/1/25 Welcome to your perfect Florida getaway! Nestled in a peaceful residential neighborhood, this home offers the ideal combination of comfort and convenience, just minutes away from the pristine beaches, shopping, and restaurants of Siesta Key. This charming rental property features three spacious bedrooms and two well-appointed bathrooms, ensuring plenty of space for you and your guests to relax and unwind. The master suite is a true sanctuary, complete with a walk-in closet and an ensuite bath for added privacy and convenience. The thoughtful split floorplan enhances the sense of space and privacy, making it perfect for families or groups of friends traveling together. With off-street parking available, you'll have no trouble finding a spot for your vehicle, adding an extra layer of convenience to your stay. The heart of this lovely home is the updated kitchen, which is sure to delight any aspiring chef. Here, you'll find modern amenities and plenty of space to prepare meals, whether you're whipping up a quick breakfast before heading to the beach or hosting a dinner party for friends. As you step outside, you'll be greeted by Florida's temperate weather, which you can enjoy in your own private outdoor space. Whether it's morning coffee on the patio or an evening barbecue, this property provides the perfect backdrop for outdoor relaxation. But the real allure of this rental property lies in its proximity to Siesta Key's world-famous beaches, vibrant shopping districts, and delectable dining options. Spend your days lounging on the powdery sands, swimming in the turquoise waters, or exploring the charming streets of Siesta Key Village. Whether you're seeking a peaceful retreat or an adventure-filled vacation, this is the perfect home base. Don't miss the opportunity to experience the sunny, well-kept classic Florida ranch-style charm of this delightful rental property. Book your stay today and make memories that will last a lifetime! Room Feature: Linen Closet In Bath (Bedroom 1)
#A4645213

SARASOTA

5911 OLIVE AVENUE

3 Beds

2 Baths

1,324 Sq.Ft.

$3,000

MLS#: A4645213

Available October 1st, this beautiful 3BR/2BA home in Sarasota’s Colonial Oaks community features an updated kitchen and bathrooms, spacious layout, new windows and sliders, and a fenced backyard with a private pool. Located within walking distance to Colonial Oaks Park with playgrounds, tennis, and pickleball courts, and set in a safe, family-friendly neighborhood just minutes to I-75, UTC Mall, and top schools—ideal for convenient Sarasota living. Tenant Pays for Utilities, lawncare, and pool maintenance.
#A4663361

SARASOTA

2547 WOOD OAK DRIVE

3 Beds

2 Baths

2,146 Sq.Ft.

$3,000

MLS#: A4663361

Luxury 3BR / 2BA now available for rent in Laurel Meadows community! Includes: 3-Car Garage, Bonus Room, Lawn Care, Outdoor Kitchen & Fireplace! This home features a master bedroom with dual walk-in closets, dual vanity sinks, a tile shower/tub combo, and a versatile bonus room ideal for an office or guest space. BRAND NEW kitchen including stone countertops, new floors, new blinds, new baseboards, toilets vanities and paint. The expansive kitchen is equipped with a modern cooktop, large fridge, built-in oven, dual dishwashers, and a massive island for serving dinner. Enjoy additional perks like the fireplace, outdoor kitchen, and the spacious ¼-acre yard that overlooks beautiful trees. There is a laundry room with a washer & dryer included. First month's rent and a security deposit are required to secure the lease. 12 month minimum ideally.
#TB8419323

SARASOTA

8951 PROVINCE STREET

3 Beds

2 Baths

2,116 Sq.Ft.

$3,000

MLS#: TB8419323

New on site 4 days ago
This Move In Ready 3bed/2bath home is located in a desired Woodbrook Community of Sarasota, FL. This Blue Sky 2 Plan by Neal Communities features very spacious and cozy 3 bed PLUS Office/Den Room with 2 Bath. Owner has extended Screen In Lanai where you can have that Florida Sunshine Relaxation with perfect water view. This Home is located very close to UTC Mall, all major shopping, dining, grocery shopping and beaches. This Gated Community featuring Community Pool. Home is also available for Sale. Call Listing Agent to learn more.
#A4668697

SARASOTA

6516 PALM LEAF COURT

3 Beds

2 Baths

2,787 Sq.Ft.

$3,000

MLS#: A4668697

Annual turnkey furnished This wonderfully renovated and updated condo is flooded with natural light from abundant large windows and sliding glass door. The flooring is all wood looking tile for a clean and sophisticated vibe. The kitchen now boasts solid wooden cabinetry topped with black slab granite counters and large closet pantry. The furnishings are comfortable and stylish. The rooms are spacious with high ceiling topped with crown molding. The master bedroom has a king bed, dual walk in closets, and an en-suite bathroom. The Renaissance is a luxury condo building consisting of 244 individual residences, downtown Sarasota, just across the street from Sarasota Bay. Here you will be close to shopping, fine and casual dining, the opera, theater, farmers market, museums, and just over the bridge is Lido Beach. Available starting September 2025. This condo could also be rented for high season (Dec thru April) at $5000/month + 13% tax. This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details. Call today for your next place in the sun!
#A4546496

SARASOTA

750 N TAMIAMI TRAIL 418

2 Beds

2 Baths

1,220 Sq.Ft.

$3,000

MLS#: A4546496

TALK ABOUT LOCATION!! Lovely Sarasota condo for rent in the desired community of the Renaissance. This neat as a pin one bedroom, one bathroom unit has a living room/dining room combination, extra wide galley kitchen, lots of storage space and a full sized washer/dryer. The kitchen has stainless appliances, quartz countertops, closet pantry, a pass through to the dining room and plenty of counter and cabinet space. The primary bedroom has a queen sized bed, walk in closet and an on suite bathroom with a garden tub/shower combination. The condo has carpet in the bedroom and tile through the rest. Three Juliet balconies allow for exterior views of a fountain and lake. One assigned spot in the parking garage. Building amenities include: heated pool, hot tub, fitness center with saunas in the locker rooms, theater, barbeque area and community rooms for use including a large room with card tables and fully equipped kitchen. Private exercise room and massage rooms also available for use. The Renaissance is located close to downtown Sarasota, St. Armand's Circle, Lido Key, restaurants, shopping, coffee shops, grocery stores and much more.
#A4525005

SARASOTA

750 N TAMIAMI TRAIL 205

1 Beds

1 Baths

1,015 Sq.Ft.

$3,000

MLS#: A4525005

Seasonal rental. Charming 1 bedroom with 1 1/2 bath condo located in the desirable community of Palm Aire! Enjoy the beautiful water view and the golf course beyond, while relaxing on the patio. Palm Aire is close to shopping, restaurants and just minutes from beautiful downtown Sarasota and gulf coast beaches. Enjoy spending time at the community pool,playing a round of golf, Enjoying time by the pool or taking a walk around the beautiful golf course! What are you waiting for? Don't let this one slip away!
#A4443854

SARASOTA

7153 W COUNTRY CLUB DRIVE N 146

1 Beds

1 Baths

878 Sq.Ft.

$3,000

MLS#: A4443854

AVAILABLEL FOR 2026 SEASON! CENTER GATE AREA CONDO! Second floor 2/2 condo overlooking a pond with a screened lanai. Vaulted ceiling give this condo a bright spacious feeling. Eat in Kitchen and a dinning room, washer and dryer included. Walking distance to the pool, tennis, shuffle board and clubhouse with fitness room. This is not available annually. THREE MONTH MINIMUM. Off season will pay electric and water. Season rate is $3200, cleaning fee is $300, and 13% sales tax.
#A4446120

SARASOTA

4378 MADERIA COURT COURT n/a

2 Beds

2 Baths

1,003 Sq.Ft.

$3,000

MLS#: A4446120

This beautiful single family home located in the heart of Sarasota is ready for an annual tenant. The home contains two bedrooms, and two bathrooms. The primary bedroom has an attached bathroom with a walk in closet, whilst the guest bedroom has a built in closet. The kitchen is beautifully modeled, with stainless steel appliances throughout. The home has a two car garage, with shelving. A laundry room contains both a washer and a dryer. A screened in lanai is present with a fantastic non-fenced backyard area It is located in the beautiful community of Stonebridge, and has a lovely community pool. Pets are allowed with a weight limit and fee. Call today as this property will not last long!
#A4667970

SARASOTA

7463 RIDGE ROAD

2 Beds

2 Baths

2,266 Sq.Ft.

$3,000

MLS#: A4667970

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