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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

3,851

# of Listings

2

Avg # of Bedrooms

$489

Avg. $ / Sq.Ft.

$878,449

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3851 Properties Found. Page 203 of 257.

2BR/2BA Condo, Seasonal Rental - Heritage Oaks Golf & Country Club, OFF SEASON AVAILABILITY ONLY
This Condo is FORE you!

Our Heritage Oaks condo, located in the golf community of Heritage Oaks Golf & Country Club in Sarasota, FL is available for monthly/seasonal rental.

Minimum 30-day stays, but seeking a 3-month minimum rental for the season:

In season pricing: January- March ($4,750/mo.)

Off season pricing: May- December ($3,200/mo.)

Included in the rent: utilities, community amenities, Wi-Fi/Internet

Tenant responsible for: Rent + departure cleaning fee + security deposit + taxes AND membership transfer fee of $300.00, which provides you with access to all the community amenities, including, of course GOLF!

About this Condo:
Our home, which is furnished & turnkey, is ready to welcome you! Enjoy the Florida sunshine, golf, pool, and beach life in Sarasota we have it all!

Our spacious condo offers one of the best over-water and golf course views in Heritage Oaks and provides you with all the community amenities: golf, dining/country club, tennis, fitness center and 5 community pools.

The Space:
Step into open concept living, offering over 1,300sq ft which includes a lanai - perfect for enjoying the water views and wildlife as well as a prime spot to watch all the golf action unfold, right in front of you!

Our 2BR/2BA condo is a 2nd floor unit. Please note there is no elevator access.
Two spacious bedrooms (both have queen beds) with plenty of closet space. Primary bedroom includes an en-suite bath with dual sinks and walk-in shower.
Open concept kitchen, eating and living area. ALL provide extraordinary views of the golf course and water. Light and bright and spacious!

This home is well appointed, with all that you will need for a home-away-from home. Fully stocked and spacious kitchen for entertaining - - linens, beach towels all included. You dont have to bring a thing!

Parking plenty of unassigned parking spaces outside of your unit. No garage access.

An added benefit to this property is its prime location within the community - located across the street from one of the five heated swimming pools.

Community Amenities:
Heritage Oaks is known for its pristine 18-hole golf course, Har-Tru tennis courts, fitness center, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities and, of course, 24-hour security,

SARASOTA

5320 HYLAND HILLS AVENUE 2225

2 Beds

2 Baths

1,530 Sq.Ft.

$4,200

MLS#: A4589982

Leased January, February, March 2026. Lovely turnkey furnished 2/2 ground floor unit in the Meadows with lake and golf course view. Wood flooring throughout. The Master has a Queen bed and the Guest bedroom has a full size bed. There is a Queen sleeper sofa in the living room. Walk across the street to restaurants, bank, beauty salon and more. The Meadows offers biking, jogging and walking trails throughout the community and several different membership packages for golf, swimming and tennis. Owner is offering this unit as a monthly rental or a 6-7 month off-season rental at 2600/mo. + utilities. The New UTC Mall and Nathan Benderson Recreational Park are 1 mile away. The surrounding area offers abundant shopping, dining, entertainment and I-75 access. NO PETS. CONDO ASSOCIATION SAYS DO NOT BARBEQUE INSIDE OR OUTSIDE UNIT, INCLUDING LANAI. PROPANE GAS OR OTHER FIRE HAZARDS ARE PROHIBITED ON PREMISES PER ORDER OF FIRE MARSHALL.

SARASOTA

5179 WILLOW LINKS 27

2 Beds

2 Baths

1,241 Sq.Ft.

$4,200

MLS#: A4662355

SHORT TERM/SEASONAL - This lovely one bedroom unit is on the 4th floor with western view. There is also a den with spacious seating. The kitchen is equipped with all appliances including water and ice cube dispenser in refrigerator; new hardwood flooring throughout and new bathroom with step-in tiled shower, and balcony for watching the sunsets. Recreational amenities in this beautiful downtown building include a fitness center with all new equipment; locker rooms and sauna; hot tub at the pool; movie theatre and media room; business center; club and conference rooms; dance or yoga studio; guest suites for visitors at reasonable rates; 24 hour concierge service; community outdoor grill area with tables; secure parking. The area has extensive cultural, dining, shopping experiences all close by and the gulf beaches within a mile or two by car. 3-month minimum. $4200 for season-December thru April.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. OFF SEASON $2600/MONTH. Now available April 2025 forward. Leased October thru March 2025.

SARASOTA

750 N TAMIAMI TRAIL 405

1 Beds

1 Baths

1,060 Sq.Ft.

$4,200

MLS#: A4189067

This graciously appointed 3 bedroom 2 bath ground floor condo is the perfect place to your winter vacation. This property has many updates throughout which include an updated kitchen with stainless steel appliances and granite countertops. Travertine flooring, updated baths and new furnishings. Located in the "Heart of The Meadows" with stunning view of the 16th hole of the golf course from the outdoor rear patio. There is a covered carport for parking which keeps your vehicle out of the sun. This condo is located steps away from the community heated pool and walking distance to The Meadows Community Center. Located minutes away from the University Town Center Mall, Benderson Rowing Park, downtown Sarasota and the sun coasts amazing beaches. Owner prefers no pets, this is a NO smoking unit.

SARASOTA

5056 MARSH FIELD ROAD 7

3 Beds

2 Baths

1,588 Sq.Ft.

$4,200

MLS#: A4658490

This fully furnished 2 bedroom vacation rental is located in the Meadows Golf & Country Club. It is home to a 360-acre campus filled with all the excellent sport, dining and social activities that you would want to enjoy all year round. The outstanding golf, tennis, and fitness facilities are expansive and you will have endless opportunities for socializing and expanding your circle of friends from the Meadows. Close to Benderson Aquatic Park, University Town Center, Lakewood Ranch and I-75. You'll want to see the beautiful sand at Siesta Key Beach or visit many of the tourist attractions around the area. With many places to dine or shop endlessly, you'll never run out of things to do!

SARASOTA

5154 MARSH FIELD LANE 118

2 Beds

2 Baths

1,323 Sq.Ft.

$4,200

MLS#: A4417009

Beautifully and Professionally remodeled 1st Floor 2 bedroom 2 bath condo with new furnishings. Comfort at its best! Tastefully remodeled and newly furnished with your complete satisfaction in mind. Join the Heritage Oaks Country Club for a nominal membership fee and golf until your heart's desire. Driving Range, tennis courts, gym with the latest equipment, social events of the country club will satisfy your every want and need. Several community swimming pools to choose from. GARAGE INCLUDED! Gated community with 24 hour guards. Closse to beaches, hospitals, shopping, entertainment, You will probably want to rent this unit 12 months out of the year once you experience Heritage Oaks Country Club! Call now! Why buy when you can rent for the whole year! It won't last long!

SARASOTA

5280 HYLAND HILLS AVENUE 1812

2 Beds

2 Baths

1,324 Sq.Ft.

$4,200

MLS#: A4661689

#TB8400496

SARASOTA

2561 STAR APPLE WAY

4 Beds

2 Baths

6,373 Sq.Ft.

$4,200

MLS#: TB8400496

This beautiful 2nd-floor, 2 bedroom/2 bathroom condo features not 1 but 2 screened-in lanais. The 2nd-floor location allows you to view wildlife in the canal below. 1 car attached garage. Beautifully decorated and well-maintained. Enjoy the heated community pool, 14 miles of walking trails, or a round of golf at the Meadows Country Club. UTC shopping and dining within a 5-minute drive. Easy access to I-75. No pickups, motorcycles, or commercial vehicles (see rules & regs for full vehicle restrictions). Allow up to 2 weeks for association approval. Sorry no pets or smoking allowed. RENTED 1/1/26 - 3/31/26.

SARASOTA

5678 SHEFFIELD GREENE CIR 76

2 Beds

2 Baths

1,431 Sq.Ft.

$4,200

MLS#: A4650917

Welcome to Blue Dolphin! This lovely 3-bedroom, 2-bathroom single-level private pool home is located in stunning Sarasota. The location of this home is everything! You are just 3.4 miles from Crescent Beach, where you can enjoy the quartz white sand and beautiful beaches in Siesta Key. When you are ready to go out for fantastic restaurants and boutique shopping, you are only 5 miles from Siesta Key Village. Upon entering the home, you will find a large driveway with mature landscaping everywhere. The front foyer shows how unique the open floor plan is, along with the elegant wood flooring. There is a lovely sitting area, perfect for a quick read with a side table. There is a breakfast table that can accommodate up to four comfortably. The spacious living room has excellent natural light from the sliding glass doors. There is an “L” shaped couch with two adjoining day chairs and a Smart TV. Adjacent is the dining room and kitchen. The dining table can accommodate up to five with additional chairs. The kitchen has plenty of pantry space and has views of the pool. Through the sliding glass door, you will find your outdoor retreat. There is a large kidney-shaped pool, outdoor seating, and chaise lounges to soak up that Florida sunshine all day. There is also an expansive backyard that is perfect for family gatherings. The roomy primary bedroom has a king-size bed, a TV, a dresser, closet space, and sliding glass doors leading out to the pool area. Attached is the primary bathroom that was spa-inspired. There is a sizeable vanity with a giant walk-in shower. The second bedroom has a queen-size bed and plenty of space for personal belongings. The second bathroom is stunning; a large vanity with excellent masonry work and a shower/tub combo. The third bedroom has a bunk bed, a TV, and closet space. Come see why people return to Sarasota year after year. House Rule: No smoking. No burning candles inside of lodging. No parties. Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company. Pool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed.

**Taxes and fees not included.

SARASOTA

3223 ROWENA STREET

4 Beds

3 Baths

2,054 Sq.Ft.

$4,170

MLS#: A4552338

Beautiful 2nd floor Abbey condo 1684 sq. ft., in Heritage Oaks Golf and Country Club. Heritage Oaks is a Private, gated community on a pristine golf course, close to downtown Sarasota and beaches. This condo has 2 bedrooms, 2 baths and a Den, has lots of space, upgrades and a fabulous view! Heritage Oaks Golf and Country Club offers numerous amenities including 5 heated pools, fitness center, tennis courts. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00(November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.

SARASOTA

5330 HYLAND HILLS AVENUE 2321

2 Beds

2 Baths

1,684 Sq.Ft.

$4,140

MLS#: A4474451

The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom cabinetry, gourmet kitchens with executive chef undermount sinks, energy efficient and stainless appliances and full-sized washer and dryers. The townhouses have their own attached 2-car garages. These are just a few of the many features you will have in your apartment or townhouse. The Row Waterside also allows up to two pets per apartment. You will have full access to all the amenities this community has to offer, a resort-inspired swimming pool, full-size grilling options with lounging areas by the pool, poolside gaming area with cornhole, state-of-the-art fitness center, movie theater, cyber café, pet spa, gourmet coffee bar, private conference rooms, the amenities list is endless at The Row. Located within walking distance of Main Street in Waterside, you will find endless shopping, restaurants, and entertainment. (Minimum 7-month leases are available (Pricing varies on shorter terms). Up to 6 WEEKS FREE on select units AND $99 "Look and Lease" with reduced admin and application fee at move in!!!

SARASOTA

1420 LAKEFRONT DRIVE TH-104

3 Beds

2 Baths

1,696 Sq.Ft.

$4,110

MLS#: A4638393

Welcome to your dream retreat in the exclusive, gated community of Misty Creek! This beautiful 4-bedroom, 3-bath home offers comfort, space, and serenity, all nestled within one of Sarasota’s most sought-after golf course communities. Enjoy sweeping views of the lush fairways and tranquil lakes from your private lanai and screened-in pool.

Inside, you'll find a bright, open floor plan with high ceilings, a spacious kitchen, ideal for entertaining or relaxing in style. The master suite features a spa-like bathroom and generous walk-in closet. Additional highlights a cozy family room, and attached 3-car garage.

Located minutes from I-75, and world-famous Siesta Key Beach, Misty Creek offers 24-hour guard-gated security.

Don't miss this rare opportunity to live in one of Sarasota’s hidden gems!

SARASOTA

8493 EAGLE PRESERVE WAY

4 Beds

3 Baths

4,773 Sq.Ft.

$4,100

MLS#: A4665710

Second floor, great view of the 14th hole. Well appointed, Wifi computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.

SARASOTA

5270 HYLAND HILLS AVENUE 1722

2 Beds

2 Baths

1,433 Sq.Ft.

$4,095

MLS#: A4474473

Second floor, great view of the 14th hole. Well appointed, Wi-Fi, computer, printer, 2 TV's including 50" flat screen in living room. Gated, private golf course community. Five heated pools, fitness center, tennis, restaurants. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00 (November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.

SARASOTA

5270 HYLAND HILLS AVENUE 1722

2 Beds

2 Baths

1,433 Sq.Ft.

$4,080

MLS#: A4475334

Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful location offering close proximity to Downtown Sarasota, dining, nightlife, shopping, museums, arts and theatre. St Armand’s Circle is a short drive over the John Ringling Causeway, which is a crown jewel in terms of elegant shopping, dining and entertainment. This 1,694 square foot home has a Great room, Family Room and is a split bedroom plan ensuring maximum privacy. The Great Room is open and spacious with a large flat screen TV, and has plush seating for your ultimate comfort. There is a Family Room for even more gathering and seating space. The Gourmet Kitchen is open and well appointed. Lots of workspace and cabinetry, quartz countertops and room for more than one cook! There is a beautiful quartz top island with seating in the Kitchen. Master Suite is oh so comfortable, which you will need after your long days of touring Sarasota destinations! The Master Suite has an en-suite bathroom and walk in shower. Bedrooms 2 and 3 are delightfully comfortable as well. Furnishings and overall colors are very pleasing and so Florida! Beautiful tile flooring. There is a patio/deck off the Family allowing for outdoor seating and some serious BBQ’ing. The Deck/Patio overlooks a shady backyard that has privacy fencing. You’ll have everything with this beauty: Location, which is in the heart of one of the most popular cities in Florida, close proximity to Airports (Sarasota Bradenton and Tampa International), beaches, shopping, dining, arts and wonderful entertainment. All for your vacation pleasure! Current price point is for off season months, please call for all seasonal rates.

SARASOTA

161 SUNTAN AVENUE

4 Beds

2 Baths

1,735 Sq.Ft.

$4,000

MLS#: N6123947

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