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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

4,369

# of Listings

2

Avg # of Bedrooms

$507

Avg. $ / Sq.Ft.

$904,973

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

943 Properties Found. Page 15 of 63.

Elegant villa in Heritage Oaks Golf & Country Club. Welcome to your refined retreat in the heart of Sarasota’s desired Heritage Oaks Golf & Country Club. This two-bedroom, two-bath, office/den two-car garage end unit is being offered furnished, combining timeless elegance with modern comforts, offering the ultimate blend of privacy, serenity and resort-style living. Set against a backdrop of lush landscaping with tranquil water views, nature all around, this residence is as picturesque as it is inviting. The home features an open, airy and bright floor plan, updated spacious kitchen with a cozy eat-in nook, granite countertops, stainless steel appliances, combination dining and living room area, and a serene screened lanai ideal for intimate mornings and elegant evening gatherings. Luxury vinyl flooring throughout the main living areas and carpeting in bedrooms, adding warmth and sophistication. The primary bedroom offers updated finishings as well as a walk-in closet, a soaking tub and separate walk-in glass enclosed shower. An in-home laundry room completes this thoughtful design. Residing in Heritage Oaks means more than just a home, it’s an exclusive lifestyle. This private, member-only golf course community offers a host of premier amenities such as five heated swimming pools, tennis courts, a state-of-the-art fitness center, and a vibrant clubhouse with casual and fine dining. With 24/7 guarded entry and an active calendar of social and cultural events, every day brings new opportunities to connect and enjoy. Ideally near Sarasota’s renowned shopping, dining, arts scene and pristine Gulf beaches, this villa offers a sophisticated escape where luxury, leisure and location converge. Air conditioner is 2017 and roof is 2022. This community is also pet-friendly.

SARASOTA

5111 PEPPERMILL COURT

2 Beds

2 Baths

1,585 Sq.Ft.

$450,000

MLS#: TB8432110

#A4647246

SARASOTA

2224 EUGENE STREET

2 Beds

2 Baths

1,048 Sq.Ft.

$450,000

MLS#: A4647246

West of the Trail – Endless Potential in a Prime Sarasota Location! Vacation Rentals Allowed!

Welcome to this charming and newly renovated 3-bedroom, 3-bath home offering nearly 2,200 sq. ft. of living space in highly desirable Whitfield Estates, where opportunity meets location. Whether you’re seeking your first home, a seasonal retreat, or a high-performing short-term rental, this property is a rare find — with no HOA or CDD fees!

Set on a large corner lot, fully fenced quarter-to-half-acre lot, the backyard is designed for entertaining, featuring a turfed gazebo area perfect for Florida sunsets, plus a cement pad prepped with water and electric—ready for your custom outdoor kitchen.

Inside, the home features a bright open-concept layout with an expansive family room, dining area, and designer kitchen. The kitchen renovation is a true showpiece, boasting shaker cabinetry, quartz countertops, and premium gold-accent fixtures. The entire living space is finished in large-format tile, providing a seamless flow throughout.

The owner’s suite offers private access to a tranquil garden patio, along with a renovated bath featuring a walk-in shower and a spacious walk-in closet. Both guest bedrooms feature new carpet and stylish updates. A newly added bar area off the hallway connects perfectly to the dining room for entertaining ease.

Enjoy peace of mind with double-pane impact windows, a new stone fireplace, and an additional family/bonus room—perfect for a game room, office, or sunroom. Major updates include a roof (2017) and dual A/C systems, with one unit replaced in 2019.

Just a 5-minute walk to Sara Bay Country Club, offering optional golf, social, and dining memberships. Conveniently located less than 10 minutes to SRQ Airport and Ringling Museum, and within 15–20 minutes to the Gulf beaches, St. Armands Circle, Downtown Sarasota, UTC Mall, and Lakewood Ranch.

Whether you’re an investor or a homeowner, this move-in ready entertainer’s paradise delivers prime Sarasota living with Airbnb flexibility (with proper registration).

Schedule your private showing today!

SARASOTA

7230 SHEPHERD STREET

2 Beds

2 Baths

1,415 Sq.Ft.

$450,000

MLS#: A4671336

Price reduced

Motived seller! Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This second-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes.

Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you’re enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind.

Ideally located, this condo is close to the famous St. Armands Circle, where you’ll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.

This condo is a great opportunity for seasonal rentals or as your perfect winter getaway. Don’t miss out on the chance to own this incredible property in one of Sarasota’s most desirable locations!

SARASOTA

115 TYLER DRIVE 203

1 Beds

1 Baths

766 Sq.Ft.

$450,000

MLS#: A4630025

Golfers, your dream lifestyle is here! FOR JUST $1,300 PER MONTH, you’ll enjoy unlimited golf and HOA fees included at the luxurious Heritage Oaks Golf & Country Club. Play daily on a championship-style 18-hole course designed by Ron Garl, then relax and socialize in a vibrant, resort-style community. This is luxury country club living without breaking the bank—affordable, private, and designed for the golfer’s lifestyle.
Welcome to Heritage Oaks Golf & Country Club, one of Sarasota’s premier luxury golf course communities. Nestled within lush, meticulously landscaped grounds, Heritage Oaks offers an exceptional country club lifestyle with resort-style amenities designed for comfort, recreation, and elegance. Residents enjoy access to a Ron Garl–designed 18-hole championship golf course, a professional-grade Pro Shop, a putting green, and a stately clubhouse featuring two refined dining venues. The community also boasts five heated swimming pools, four lighted Har-Tru tennis courts, a state-of-the-art fitness center, and a vibrant calendar of social events and activities. With 24-hour guarded gate access, Heritage Oaks embodies the perfect balance of security, sophistication, and the quintessential Florida golf lifestyle.
This beautifully decorated Club Home features the desirable Arlington floor plan and is a private end unit, offering enhanced tranquility and abundant natural light. As you enter, your eyes are immediately drawn to stunning views of the lake and the golf course. The property is move-in ready, with most furnishings available as an optional inclusion. The upgraded kitchen showcases quartz countertops, newer appliances, and a charming eat-in nook with a buffet server—perfect for extra storage and entertaining. A versatile den/office with built-in desk provides flexible space that can be closed off for privacy. From the comfort of your screened lanai, enjoy breathtaking water views and a front-row seat to the 16th fairway—an ideal setting to relax and watch the game unfold. Heritage Oaks Golf & Country Club combines luxury, community, and value, making it the ultimate choice for golfers and those seeking the best of Florida living.

MANY UPDATES: PRIMARY SUITE HURRICANE-RESISTANT WINDOWS, LANAI HURRICANE PROTECTIVE SHIELD AND AWNING WHICH PROVIDES WONDERFUL AFTERNOON SHADE, UPDATED KITCHEN, FLOORING, APPLIANCES AND MORE

SARASOTA

5217 CHASE OAKS DRIVE

2 Beds

2 Baths

1,585 Sq.Ft.

$450,000

MLS#: A4651148

Welcome home to University Grove Estates, a beautifully maintained community ideally in one of Sarasota’s convenient lifestyle corridors. This light-filled three-bedroom, two-bath residence offers comfortable living, a thoughtful floor plan and quick access to everything that makes University Parkway area so desirable. Go inside to an inviting open layout with high ceilings, abundant natural light, and spacious living and dining areas ideal for everyday living or entertaining. The kitchen features ample cabinetry, a breakfast bar and views overlooking the main living space. The primary suite provides a peaceful retreat with a large en-suite bath and walk-in closet, while two additional bedrooms offer flexibility for guests or a home office with a Murphy bed for convenience. A screened paver-extended lanai overlooks a private backyard setting, ideal for morning coffee or quiet stunning sunset evenings. Residents of University Grove Estates enjoy a tranquil environment with freedom to join nearby clubs if desired. Golf, tennis, fitness and social memberships are available at University Park Country Club and Palm Aire Country Club just minutes away, allowing you to tailor your lifestyle to your interests. A lifestyle of convenience, this prime location places everything within easy reach including shopping and dining, minutes to the mall at University Town Center (UTC), Benderson Row food options, and upscale boutiques and restaurants of St. Armands Circle, plus the vibrant dining scene of downtown Sarasota. Beaches such as world-famous Siesta Key Beach and Lido Beach are a short drive for sun, sand and turquoise water. Arts and culture, close to Sarasota’s renowned arts district with theaters, galleries, museums and year-round cultural events. Outdoor recreation, enjoy Nathan Benderson Park, golf courses, local parks, nature trails, and endless opportunities for outdoor activities and annual events. Transportation with ideal access to University Parkway, Interstate 75 and Sarasota-Bradenton International Airport (SRQ) for seamless travel. Whether you’re seeking a full-time residence or seasonal getaway, this home offers the ideal blend of comfort, convenience and Sarasota lifestyle living. Some furniture is available.

SARASOTA

8168 36TH STREET E

3 Beds

2 Baths

1,844 Sq.Ft.

$450,000

MLS#: A4674203

Unlock the possibilities with this 3-bedroom, 2-bath fixer-upper in Sarasota’s sought-after Southgate neighborhood. Featuring a new roof (2020) and new AC (2021), the big-ticket updates are already done — leaving plenty of room to customize the rest to your taste or investment goals. With a circle driveway, 1-car garage, and spacious lot, this property is ready for a fresh vision. Just minutes from Siesta Key Beach, downtown Sarasota, and top schools, this is an excellent opportunity for investors or buyers looking to create instant equity. Sight-unseen and wholesale offers will not be entertained by the sellers.

SARASOTA

2340 VALENCIA DRIVE

3 Beds

2 Baths

1,574 Sq.Ft.

$450,000

MLS#: A4665584

Proven coastal rental business with 4+ years of success. 2024 sales exceeded $531K, and 2025 YTD NOI is already at $125K+. Turnkey operation with fleet, equipment, website, and systems included ($104K+ in assets). The business recently relocated to a Class A warehouse just 10 minutes from the previous location. Ideal for an owner-operator seeking immediate cash flow and growth potential through franchising, new rental lines (kayaks, paddleboards, e-bikes), and streamlined operations. Profitable, scalable, and lifestyle-friendly opportunity in a prime Florida market.

SARASOTA

2239 15TH STREET D

None Beds

None Baths

9,882 Sq.Ft.

$450,000

MLS#: A4659067

Price reduced

Welcome to 4715 Tivoli Avenue — a beautifully updated, move-in ready home tucked away in the peaceful, maintenance-free community of Tivoli Village in Longwood Run. This 3-bedroom, 2-bath residence offers nearly 2,000 sq ft of stylish living space and sits along a serene, spring-fed 12-acre lake surrounded by lush Florida landscape.

Step inside to find an open, airy layout with all-new flooring, fresh interior and exterior paint, and a thoughtfully designed floorplan featuring a formal living and dining area, plus a spacious family room. The chef’s kitchen boasts wood cabinetry, quartz countertops, and a cozy breakfast nook — all overlooking your private, wooded backyard.

The oversized primary suite features a custom walk-in closet and direct access to the screened lanai. The en-suite bathroom has been updated with dual vanities, elegant trim work, and a large walk-in shower. Two additional guest rooms offer flexibility for visitors, a home office, or creative space.

Step outside to your private, screened patio with a tranquil view of mature oaks and natural greenbelt — perfect for morning coffee or unwinding at sunset. Enjoy peaceful nature trails, bird watching, and community fishing or kayaking from the private lake and walking bridge just steps away.

Located minutes from University Town Center, Benderson Park, downtown Sarasota, and world-class beaches — this home blends privacy, nature, and convenience in one exceptional package. Seller open to seller financing!

SARASOTA

4715 TIVOLI AVENUE

3 Beds

2 Baths

1,933 Sq.Ft.

$450,000

MLS#: A4661296

Welcome to 5626 Pipers Waite – Where Low-Maintenance Living Feels Like Home! Priced below appraisal! Nestled in a lush, park-like enclave within The Meadows, in Sarasota, FL, this thoughtfully designed residence offers all the comfort of single-family living with the ease of a low maintenance lifestyle. This impeccably maintained community makes a welcoming first impression with uniformly cared-for homes, crisp paver driveways, fresh contemporary paint tones, and lush green landscaping accented by vibrant pops of color. You’ll appreciate the additional guest parking space next door, a private front courtyard, and a welcoming entrance that sets the tone for what’s inside.

Step into a forward-thinking floor plan with soaring ceilings and expansive glass sliders open to a spacious lanai overlooking a maturely landscaped lake. The open great room concept seamlessly connects the living and dining areas, in addition to a stylish fireplace and classic wet bar—perfect for entertaining friends and family. Enjoy newer laminate flooring throughout most common areas, generously sized rooms, and a layout that offers space to stretch out and truly live your best life. This home is clean, well-maintained, and move-in ready—so you can start personalizing it as your own. Additional highlights include: New A/C (2024) and a Newer roof (2017). There are two community pools on either side of you to go enjoy and soak up the Florida sunshine.

The Meadows is one of Sarasota’s most desirable communities, known for its natural beauty, recreational amenities, and prime location. With 14 miles of scenic walking and biking paths, mature trees, canopied roads, and abundant wildlife, outdoor living here is both peaceful and inspiring. The setting feels tucked away, yet you’re minutes from: University Town Center Mall & Nathan Benderson Park, Whole Foods, Trader Joe’s, and top-rated dining, Downtown Sarasota, Lakewood Ranch, and major cultural institutions, World-class beaches like Siesta Key and Lido Key.

If you're looking for a home that balances comfort, convenience, and a connection to nature, 5626 Pipers Waite delivers it all—with style, space, and serenity.

SARASOTA

5626 PIPERS WAITE 22

3 Beds

2 Baths

2,122 Sq.Ft.

$450,000

MLS#: A4652614

Welcome to 4755 Ringwood Meadow, nestled in the highly sought-after Meadows Golf Course Community—one of Sarasota’s most established and scenic neighborhoods. This three-bedroom, two-bath home spans over 2,100 square feet and captures expansive views of the lush golf course from multiple rooms. The split-bedroom floor plan offers ideal privacy for guests or everyday living, while the open-concept design enhances flow and functionality. A spacious living room anchors the home, complemented by a formal dining area and a bright kitchen with breakfast nook or sitting space. The primary suite features a large walk-in closet and an en-suite bath with dual sinks and a walk-in shower. Two additional bedrooms share a full bath, perfect for guests or family. The enclosed Florida room extends the living area, complete with a built-in bar and bookcase, ideal for entertaining or relaxing while enjoying the peaceful golf course backdrop. Additional highlights include an oversized two-car garage with laundry area, a new A/C (2025), replumbed system (2012), and a new roof (2013)—providing peace of mind. Located within The Meadows, residents enjoy miles of walking and biking trails, mature tree-lined streets, and access to a community pool and restaurant, with optional golf and tennis memberships available. This home offers timeless charm, a serene setting, and the opportunity to add your personal touch with cosmetic updates—making it an incredible value in one of Sarasota’s most desirable golf course communities.

SARASOTA

4755 RINGWOOD MEADOW

3 Beds

2 Baths

2,108 Sq.Ft.

$450,000

MLS#: A4669818

Pre-Construction. To be built. Introducing Orange One! Downtown Sarasota and the Rosemary District’s newest and brightest shining star, Orange One is a 30-unit mixed-use development in the red-hot Rosemary District. Ten three-story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three-story townhouses meander along 4th St. Why lease when you can own your own retail unit for under $400,000? These spacious, 799-square-foot retail spaces are lining the sidewalks of North Orange Ave. Three different floor plans are available. These are "gray boxes," meaning you get to finish them to your specific needs at your expense. Developers supply floor, wall, and ceiling systems, electric panels, fire sprinklers, and alarm systems, and we also rough in half-baths in each unit. Of course, all exterior glass and door systems are complete and maintained by HOA. Come take advantage and see why the Rosemary district is the place for your retail enterprise. Great traffic is to be expected in a great downtown location. Take a look around the location to see 65 restaurants within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works, and plays in Sarasota. Call today for your private showing.

SARASOTA

410 N ORANGE AVENUE 118

None Beds

None Baths

799 Sq.Ft.

$450,000

MLS#: A4603657

Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and an undated guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet inset. An adjacent room overlooking the golf course, used as an office, can serve as a peaceful retreat for the owner. An oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The club has many membership options. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.

SARASOTA

6103 CLUBSIDE DRIVE 6103

3 Beds

2 Baths

1,775 Sq.Ft.

$450,000

MLS#: A4664991

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

$449,900

MLS#: A4606208

Price reduced

EARLY Holiday QUICK Sale!!!!!! New Price!!!! SELLER AGGRESSIVE with a Price DECREASE .... WONT LAST!!!!!Coastal charm meets convenience in this beautifully kept Sarasota home—just moments from sun-drenched beaches and top-tier golf. Relaxed elegance and prime location make this a true Florida gem. Don't miss this opportunity it wont last. Newer Roof 2019. Granite counter tops throughout. Well maintained home ready for you to move in!

SARASOTA

4924 CREEKSIDE TRAIL

3 Beds

2 Baths

1,873 Sq.Ft.

$449,900

MLS#: O6322501

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