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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

3,432

# of Listings

2

Avg # of Bedrooms

$697

Avg. $ / Sq.Ft.

$1,386,916

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3432 Properties Found. Page 139 of 229.

Built in 1950, 349 Scott Avenue is a rare find — a property where original character hasn’t been replaced, but respected. Thoughtful remodels over the years have preserved the timeless feel of this classic Sarasota bungalow, allowing its architectural integrity and warmth to remain intact. Inside, original oak flooring, high ceilings, and oversized hurricane-resistant windows reflect a time when homes were built to breathe, endure, and connect naturally to their surroundings. Sunlight moves easily through the living spaces, highlighting craftsmanship that feels authentic rather than manufactured. Solar panels (owned) power this home, keeping energy costs low. Set on an exceptional .52-acre parcel, the grounds are nothing short of special. At the heart of the landscape stands a majestic oak tree estimated to be over 100 years old — a living landmark that anchors the property both visually and historically. Around it, lush, Florida-friendly plantings have been carefully curated by long-time owners who understood that true beauty matures over time. This is a setting designed for shade, serenity, and a deep sense of place. A new roof (2025) adds modern reassurance, seamlessly complementing a home that balances preservation with practicality. This home values heritage over trends, land over lot lines, and character over convenience alone, this is a meaningful opportunity to become the next steward of a truly special Sarasota home. Homes with this level of history, land, and authenticity are increasingly rare — schedule your private showing to experience it in person.

SARASOTA

349 SCOTT AVENUE

3 Beds

2 Baths

1,412 Sq.Ft.

$499,000

MLS#: A4679108

Price reduced

A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences.
Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash.
The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space.
Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.

SARASOTA

5099 FLAG STREET

2 Beds

2 Baths

1,647 Sq.Ft.

$499,000

MLS#: A4680473

Price reduced

Price Reduced! Beautifully Updated GOLF COURSE Frontage Home with the ABSOLUTE BEST LOT and BEST Panoramic PRIVATE NATURE GOLF COURSE VIEWS in all of Village Green Club Estates! This Lovely HOME FEATURES: 3 Bedrooms, 2 Baths, 3rd Bedroom makes a perfect Den/Flex Room, Master Suite w/Updated Private Bath w/Granite Counters, Walk-in Closet w/Built-ins plus Slider to Covered Lanai, Open Living Room w/Gorgeous Private Panoramic Golf Course Views, Formal Dining Area, Family Room Area, Updated Kitchen w/Granite Counters and Eating Bar, Stainless Appliances, Pantry Closet; Breakfast Nook w/Slider to Screened Lanai, Updated Hall Bath w/Tub and Granite Counters, HUGE Laundry Room Large Enough to be Used as an Office, House Re-Plumb, Updated w/Windows w/Hurricane Shutters, (2007) Roof, (2022-2023) AC and Hot-Water Heater, Porcelain Tile in all areas except the Master Suite and One Guest Bedroom, Oversized 2 Car Garage, Private Paver Patio Shaded by a Majestic Oak Tree and Designer Landscaping w/Irrigation. COMMUNITY FEATURES: Golf Clubhouse is Close-by. NO CDD Fees plus SUPER Low $100 Annual HOA Fees! This is a Fabulous Location close to Everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota Restaurants, I-75, UTC Mall and the Siesta Key Beaches!

SARASOTA

3337 SPRING MILL CIRCLE

3 Beds

2 Baths

1,989 Sq.Ft.

$499,000

MLS#: A4660789

“Turnkey Furnished” vacation get-away, second home, investment property, or permanent residence on Palmer Ranch! This is a beautifully maintained open floor plan, second floor unit (includes garage) in the Garden Homes at Esplanade on Palmer Ranch. A great location within the community and offers a Kitchen with granite countertops, stainless steel appliances, crown molding and tile floors throughout and plush carpet in the two bedrooms. Building ten is located close to the amazing, premier Amenity Campus, clubhouse, catering kitchen, which features a resort style pool, signature “Bahama Bar” for food and beverages, state of the art fitness center with cardio and strength rooms, free weight and movement studio. (Classes and personal training also available.) Continuing on, the community also features poolside cabanas and poolside drink and towel service, Indoor Table Tennis, Coquina Sands spa, bocce, tennis, resistance pool, splash pad, hot tub/spa, playground and Pickleball courts, and let's not forget the dog park... Esplanade provides easy access to the Legacy Trail via either of the two entrances from the community and is not only GATED, but also maintenance free! This is truly resort-style living with a full-time on-site Lifestyle Manager & Director, making it easy to make new friends and enjoy special events, activities, & parties! Perfect location not far from downtown Sarasota, several Gulf beaches (SIESTA KEY white sand beach!), boat docks, marina's & kayak launches. A perfect lifestyle which makes Palmer Ranch a go-to destination for visitors and residents. Constructed by one of Florida's most reputable builders, this community features some of the best amenities offered in Sarasota County! LOCATION & LIFESTYLE!

SARASOTA

12410 OSORIO COURT 203

2 Beds

2 Baths

1,526 Sq.Ft.

$499,000

MLS#: A4681289

This is the One!*This spacious and affordable 5-bedroom, 2-bath home is ideally located directly on the highly sought-after Legacy Trail, offering both convenience and outdoor lifestyle appeal*Recent updates include a new roof and new AC system, providing added value and peace of mind. The flexible floor plan features an additional bonus room that can function as a home office, playroom, den, or potential fifth bedroom, depending on your needs*The property is well-suited for a primary residence, seasonal home, rental property, or investment opportunity*Enjoy a central Sarasota location with quick access to Siesta Key Beach, St. Armands Circle, marinas, waterfront dining, shopping, and the area’s vibrant arts and cultural venues*Convenient access to major roadways, Sarasota-Bradenton International Airport, and everyday amenities makes commuting and daily living simple and efficient*

This property offers a rare combination of space, location, and value.

SARASOTA

701 S LOCKWOOD RIDGE ROAD

5 Beds

2 Baths

1,719 Sq.Ft.

$499,000

MLS#: A4682555

Price reduced

A home that welcomes you with timeless charm and modern comfort!

Tucked at the end of a quiet cul-de-sac and surrounded by beautifully landscaped grounds, this 3-bedroom, 2-bath residence offers 1,894 sq. ft. of inviting living space. Built in 1994, it blends classic architectural details—columns, arched windows, and soaring ceilings—with tasteful updates, including beautiful flooring that seamlessly flows throughout.

As you enter, your eyes are immediately drawn to the sparkling pool framed by large glass sliding doors that fill the home with natural light. The split floor plan ensures privacy, with a spacious master suite featuring direct access to the lanai and pool, plus an ensuite bath complete with dual vanities and a separate soaking tub and shower.

The kitchen comes fully equipped with a complete appliance package, ample cabinetry, and a breakfast bar peninsula overlooking the family room that perfect for everyday living or entertaining. Formal and informal spaces alike enjoy tranquil pool views, creating an effortless connection between indoor and outdoor living.

Step outside to your own tropical retreat: an enclosed, screen-protected lanai with a sparkling inground pool surrounded by lush landscaping. Whether relaxing in the sun or hosting friends, this is the perfect space to unwind.

Located in The Trails, one of Sarasota’s most desirable communities near Lockwood Ridge and University Parkway, you’ll enjoy low HOA fees, no CDD, and an unbeatable location just minutes from UTC Mall, dining, and the beaches. Visit today!

SARASOTA

7111 41ST LANE E

3 Beds

2 Baths

1,894 Sq.Ft.

$499,000

MLS#: A4671341

Price reduced

Welcome to your dream home! Get ready to be captivated by the stunning 4-bedroom, 3-bathroom residence. Nestled in a convenient location with a short driving distance to IMG Academy, UTC Mall, grocery stores, Downtown Sarasota, and beautiful beaches, this property offers the perfect blend of serenity and accessibility. From the moment you approach this home, you'll be greeted by its charming curb appeal. The lush landscaping and well-maintained exterior set the stage for the remarkable experience that awaits inside. As you enter, prepare to be amazed by the spacious and inviting atmosphere that flows throughout the entire property. The heart of this home is undoubtedly the living area, where large windows perfectly frame the picturesque outdoor area. The abundance of natural light creates an airy and vibrant ambiance, making it an ideal space for both relaxation and entertainment. Whether you're hosting a lively gathering with friends or enjoying a cozy evening with loved ones, this living area will effortlessly accommodate your every need. The adjacent kitchen is a culinary enthusiast's paradise. Equipped with modern appliances, ample counter space, and a convenient breakfast bar, it's a haven for creating delicious meals and memories. The spacious bedrooms offer a peaceful retreat for everyone in the household. The master suite is a true oasis, a walk-in closet, and a luxurious en-suite bathroom. Three additional bedrooms provide flexibility and comfort, whether you envision them as guest rooms, a home office, or a personal gym. The outdoor space is equally impressive, as it invites you to soak in the beauty of nature. Picture yourself hosting barbecues on the patio, basking in the Florida sunshine, or simply unwinding with a good book while being serenaded by the sounds of nature. With its enviable location, this home allows you to take full advantage of the vibrant Sarasota lifestyle. Explore the renowned IMG Academy, indulge in retail therapy at the UTC Mall, or discover the culinary delights of downtown Sarasota. And when you're in the mood for sand between your toes and salty breezes, the pristine beaches are just a short drive away. Don't miss the opportunity to make this exceptional home your own. Contact us today to schedule a private tour and experience the magic for yourself. Your dream of living in a picturesque paradise awaits!

SARASOTA

3567 74TH AVENUE CIRCLE E

4 Beds

3 Baths

2,328 Sq.Ft.

$499,000

MLS#: A4660983

Price reduced

Welcome to your Sarasota sanctuary—where timeless character meets modern comfort in one of the city’s most desirable locations. Nestled just off Bahia Vista and minutes from downtown, this beautifully maintained 3-bedroom, 2-bath home offers an open-concept design and a relaxed coastal feel that perfectly captures the Sarasota lifestyle.

From the moment you arrive, you’ll appreciate the inviting curb appeal and fully fenced backyard complete with multiple seating areas—ideal for entertaining or enjoying quiet evenings outdoors. Step inside to discover a bright, spacious living area featuring beautiful tile floors, a cozy fireplace, and a skylight that fills the home with natural light.

The updated kitchen showcases stylish finishes, wood cabinetry, and modern appliances that make everyday cooking a pleasure. The open layout flows seamlessly into the dining and living spaces, creating an easy, welcoming vibe. Each bedroom is generously sized, with the primary suite offering a walk-in closet and private ensuite bathroom for ultimate comfort.

This home’s location is truly unbeatable—walking distance to Sarasota Memorial Hospital, Arlington Park, and Bahia Vista, and just minutes to downtown Sarasota’s dining, arts, and shopping scene. Families will love being within the A-rated school district, including Alta Vista Elementary, Brookside Middle, and Sarasota High.

With a combination of classic charm, thoughtful updates, and an outstanding central location, this home delivers the best of Sarasota living—whether as a primary residence, seasonal escape, or investment opportunity.

Schedule your private showing today and experience the perfect blend of character, comfort, and convenience in the heart of Sarasota.

SARASOTA

2313 LOMA LINDA STREET

3 Beds

2 Baths

1,606 Sq.Ft.

$499,000

MLS#: A4671821

Welcome to Botanica at Palmer Ranch, a charming and exclusive gated enclave of just 172 private residences, where refined design meets a truly maintenance-free lifestyle. This residence features the highly sought-after Jasmine floorplan, the most desirable layout in the community, offering 1798 heated square feet and the comfort and functionality of a single-family home.
Ideally positioned on the ground floor for effortless living, this spacious condo is complemented by a coveted two-car garage, a rare and valuable feature. Inside, fresh paint enhances the bright, open feel, while wood flooring and crisp porcelain tile add warmth and timeless appeal throughout the living spaces. The thoughtfully designed layout flows seamlessly for both everyday living and entertaining, and the charming terrace overlooking a serene lake provides a peaceful outdoor retreat—perfect for morning coffee or unwinding at the end of the day.
Botanica is designed to enrich both lifestyle and wellness, offering residents an exceptional collection of amenities. Enjoy two heated resort-style pools, a nicely equipped fitness center, and a beautifully appointed social hall complete with a catering kitchen and serving bar—ideal for gatherings and community events. Outdoor sun decks feature grilling stations and inviting seating areas for entertaining or relaxed conversation, all set amid lush, tropical landscaping.
This completely maintenance-free community includes manicured grounds, building maintenance, pest control, building insurance, and cable TV, allowing residents to focus on enjoying life rather than managing it. Conveniently located in Palmer Ranch near shopping, dining, trails, and world-famous beaches, this exceptional residence offers space, ease, and a true sense of community—an outstanding opportunity to enjoy the best of Sarasota living.

SARASOTA

5264 BOUCHARD CIRCLE 102

3 Beds

2 Baths

1,798 Sq.Ft.

$499,000

MLS#: A4680309

Price reduced

#TB8463933

SARASOTA

5855 MIDNIGHT PASS ROAD 227

2 Beds

2 Baths

1,056 Sq.Ft.

$499,000

MLS#: TB8463933

Welcome to your private coastal retreat in Whitfield Estates of Sarasota. This beautifully updated 3-bedroom, 2-bath pool home sits on an expansive over one-third acre lot, fully fenced for privacy with no rear neighbors, creating a peaceful oasis perfect for relaxing or entertaining.

Inside, the home blends coastal charm with thoughtful upgrades. The stunning updated kitchen features a one-of-a-kind tree trunk countertop, shiplap accents, and a large picture window overlooking the backyard, bringing in natural light and tranquil views of the pool and lush outdoor space.

The versatile floor plan offers both a formal living room and a spacious family room with cathedral ceilings and beautiful wood beams, creating an inviting atmosphere for everyday living and gatherings. Pocket sliding glass doors open fully to the screened patio, seamlessly blending indoor and outdoor living.

The primary suite is generously sized and features private sliding door access to the pool, a walk-in closet, and an updated en-suite bath with walk-in shower. The guest bedrooms are also spacious, including one with its own walk-in closet, and the guest bathroom offers a dual vanity for added convenience.

Step outside to enjoy the screened patio and sparkling pool, surrounded by an oversized backyard perfect for entertaining, gardening, or simply enjoying the serene setting. With the backyard facing west, you’ll enjoy breathtaking Florida sunsets from your own private oasis.

Additional highlights include irrigation, ample outdoor space, outdoor shower and the flexibility of nightly rentals, making this property an exceptional opportunity for investors, vacation homeowners, or full-time residents alike.

Whitfield Estates also offers a voluntary neighborhood association for only $30/year, providing culinary access to the Sara Bay Country Club. Perfectly positioned near Sarasota Airport, IMG Academy, Downtown Sarasota, Downtown Bradenton, St. Armands Circle, Lido Key, and Anna Maria Island, this home offers the best of Florida living. Boaters will also appreciate the close proximity to SaraBay Marina with boat slips and dry storage.

Whether you’re searching for a full-time residence, vacation getaway, or income-producing investment, this coastal paradise delivers the perfect combination of location, lifestyle, and opportunity.

SARASOTA

7320 MEADOWBROOK DRIVE

3 Beds

2 Baths

1,649 Sq.Ft.

$499,000

MLS#: A4686069

Price reduced

One or more photo(s) has been virtually staged. Welcome home to Ashton Enclave, where serene views can be enjoyed from the main living areas, primary suite, and outdoor living spaces. Located just minutes from Siesta Key Beach, shopping, and dining, this beautifully maintained home offers a spacious 4-bedroom, 3-bath open-concept floor plan with numerous recent upgrades.

The first floor features tile flooring throughout, crown molding, and multiple inviting living spaces—including a large great room/dining room combination and a sunny breakfast area—perfect for everyday living and entertaining. Step outside to the spacious screened and covered lanai, plus a 20x20 deck, providing ample room to relax, host gatherings, or enjoy peaceful outdoor living.

The primary suite on the first floor offers walk-in closets and an ensuite bath with granite countertops, dual sinks, a soaking tub, and a walk-in shower. Additional first-floor guest suites also include walk-in closets. Upstairs, a private bedroom with newer laminate flooring and an ensuite bath featuring granite countertops and a decorative picture-frame mirror can serve as a second primary suite or ideal guest retreat.

Additional highlights include an indoor laundry room with a laundry sink, new cabinet doors, and newer washer and dryer. Recent updates include new kitchen cabinets and stainless steel appliances (2025), laundry cabinet doors (2025), interior paint (2025), HVAC and water heater (2024), and roof (2017).

Outside, a fenced area with a concrete pad offers space for RV parking. Ashton Enclave is a quiet community of only six homes and features a low HOA fee that includes water, sewer, irrigation, and lawn care, making for easy, low-maintenance living.

SARASOTA

2898 ASHTON ROAD

4 Beds

3 Baths

1,848 Sq.Ft.

$499,000

MLS#: A4681338

Experience the ultimate Florida lifestyle in this fully furnished, beautifully renovated Club Home located in the highly sought-after Heritage Oaks Golf & Country Club. This popular Arlington model offers two bedrooms, two bathrooms, a versatile study/den, and 1,585 square feet of thoughtfully designed living space, complete with an attached two-car garage featuring new epoxy floors.

Completely renovated with exceptional attention to detail, the home boasts an open, light-filled layout ideal for both everyday living and entertaining. The stunning kitchen features quartz countertops, stainless steel appliances, and a charming shiplap accent wall at the coffee bar within the eat-in kitchen. The kitchen flows seamlessly into the living area, creating a warm and inviting space.

The primary suite is a private retreat, offering a spacious layout with abundant natural light, lanai access, a walk-in closet, and a spa-inspired bathroom showcasing new cabinetry, dual sinks, quartz countertops, updated toilets, and a beautiful marble walk-in shower accented by a stylish barn door.
The second bedroom includes a Murphy bed, providing flexibility for guests, while the study/den easily adapts as a home office, guest space, or cozy reading nook.

Every detail has been carefully considered, including neutral finishes, fresh interior paint, updated lighting, luxury vinyl flooring, ceiling fans, new cabinetry and fixtures in the kitchen and baths, upgraded appliances, window shades, panoramic lanai screening, and a new garage door.

Step outside to your private panoramic screened lanai overlooking the 10th tee box, the perfect setting for morning coffee or relaxing evenings while enjoying tranquil golf course views.

Heritage Oaks is an Audubon-certified, gated community renowned for its newly renovated 18-hole championship golf course, five heated swimming pools, active tennis program, state-of-the-art fitness center, and fine dining. Ideally located within walking distance to the community pool, golf clubhouse, 19th Hole Bar & Grill, tennis courts, and fitness center, this home offers exceptional convenience and a truly resort-style lifestyle.

This home is more than a residence—it’s an invitation to a vibrant, active, and carefree way of life.
Schedule your private showing today and experience it for yourself.

SARASOTA

4924 MAHOGANY RUN AVENUE

2 Beds

2 Baths

1,572 Sq.Ft.

$499,000

MLS#: A4679597

Price reduced

One or more photo(s) has been virtually staged. Located just minutes from the world-famous Siesta Key Beach (less then 6 miles) This newer 3-bed, 2-bath home (built 1998) sits quietly at the end of a dead-end street with no HOA and no CDD fees. The fully fenced yard is ready for pets, gardening, or future outdoor upgrades, while the location keeps you close to everything Sarasota offers—without the restrictions. Minutes from Bee Ridge Park, offering playgrounds, sports fields, shaded picnic areas, and year-round community activities for those who love to be outside.
The sellers have already taken care of the big upgrades for peace of mind, including a roof replaced in 2020, a new AC in 2021, updated flooring, with no carpet, a hot water heater installed in 2024, and a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Lovingly maintained and move-in ready, this home blends comfort with convenience.
And for those who want a little extra charm, the chicken coop is negotiable.

SARASOTA

4557 WORCESTER ROAD

3 Beds

2 Baths

1,423 Sq.Ft.

$499,000

MLS#: A4675974

Price reduced

#A4668849

SARASOTA

2544 ORSOVA WAY

3 Beds

2 Baths

1,545 Sq.Ft.

$499,000

MLS#: A4668849

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