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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

3,345

# of Listings

2

Avg # of Bedrooms

$694

Avg. $ / Sq.Ft.

$1,384,180

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

930 Properties Found. Page 18 of 62.

Welcome to 5753 Colonial Oaks Boulevard, a well-maintained home located in the highly desirable Colonial Oaks neighborhood of Sarasota. This property offers a great combination of comfort, functionality, and outdoor living.

Inside, you’ll find an updated bathroom featuring a modern overhead shower, adding a fresh and contemporary touch to the home. The garage has been thoughtfully converted into a full at-home gym, creating a versatile space perfect for fitness enthusiasts. The gym equipment is available for purchase separately for buyers who want a ready-to-go workout space and has air condition.

The home also features HURRICANE IMPACT WINDOWS, providing added security, energy efficiency, and peace of mind.

Step outside to enjoy the private backyard, which is fully fenced with durable vinyl fencing, making it ideal for pets, entertaining, or relaxing outdoors. The screened-in back patio offers a comfortable space to enjoy the Florida lifestyle year-round, while the separate outdoor area with a hot tub creates the perfect spot to unwind at the end of the day.

Located in an established Sarasota community close to shopping, dining, parks, and just a short drive to the area’s beautiful beaches, this home is a fantastic opportunity to enjoy the best of Florida living

SARASOTA

5753 COLONIAL OAKS BOULEVARD

3 Beds

2 Baths

1,424 Sq.Ft.

$435,000

MLS#: A4686200

Price reduced

One or more photo(s) has been virtually staged. NEW PRICE!!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.

SARASOTA

445 N ORANGE AVENUE 210

1 Beds

1 Baths

494 Sq.Ft.

$435,000

MLS#: A4677633

#A4678168

SARASOTA

3871 ALAMANDA DRIVE

2 Beds

2 Baths

1,601 Sq.Ft.

$435,000

MLS#: A4678168

Price reduced

Welcome to Country Oaks, a well established community in Lakewood Ranch! Close to the Palm Aire Golf & Country Club. LOW HOA at $90/Quarter with Community Pool! This well maintained 3/2 split block-built home has over $100,000 in upgrades, including: 2021 GAF Shingle ROOF with 3rd nail to reduce insurance costs. 50 year leak proof warranty and 25 years on the shingles-fully transferable. 2021 HVAC Split System with added insulation in attic, HURRICANE rated (150+) PGT Windows and Slider doors. Upgraded duct work with allergen and dual thermostats for each side of the home. 12 Year transferable warranty Rheem Hot Water heater with remote control. Absolute Aluminum gutters. Kitchen granite countertops with upgraded cabinets with soft close drawers. New irrigation system. Master bedroom has an attached den/office, walk-in closet and full bathroom with glass shower stall. Second and Third bathroom share a hallway renovated full bathroom with walk-in rain shower. Spacious outdoor paved patio for entertaining with a 12x12 Home Depot Wood Pergola. 10x10 Tuff Shed in backyard with 3 ft down anchored posts, fully fence yard, updated exterior outdoor lighting. Two car garage with storage, drop down step ladder access and laundry units. Great established community with mature landscaping and sought after location!

SARASOTA

4811 79TH AVENUE PLAZA E

3 Beds

2 Baths

1,701 Sq.Ft.

$435,000

MLS#: A4684777

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.

$435,000

MLS#: A4652614

Discover an exceptional opportunity to own and build in one of Sarasota’s most desirable neighborhoods. Located in the quaint neighborhood of Blossom Brook, this 8,750-square-foot lot offers the perfect setting for your dream home. Ideally situated in the heart of Sarasota, the property is just minutes from downtown, Siesta Key’s world-famous beaches, and a wide array of shops, restaurants, cultural attractions and recreational activities.
This generously sized parcel provides ample space for a custom residence with room for outdoor living, a pool, or lush landscaping. The lot backs up to large single-family parcels, ensuring an added sense of privacy and tranquility rarely found in such a central location. Mature surroundings and quiet streets make this area a hidden gem within Sarasota’s vibrant core.
An added advantage — the owner offers the option to collaborate on a home build, giving you the flexibility to create a residence tailored to your lifestyle and vision. With designs already drawn up and perfectly scaled to this lot, this is an opportunity to choose custom finishes while the home is being built.
Enjoy the convenience of urban living combined with the peace of a private, established neighborhood. Don’t miss this rare chance to secure your place in Sarasota’s thriving real estate market — where location, lifestyle, and opportunity meet.

SARASOTA

2232 GROVE STREET

None Beds

None Baths

0.2 acres

$435,000

MLS#: A4670777

Price reduced

Welcome to this spacious 3-bedroom, 2-bathroom home in beautiful Sarasota. Step inside and you’ll find an open, inviting floor plan filled with natural light and plenty of room for both relaxation and entertaining. Each bedroom is generously sized with ample closet space, offering both comfort and functionality. The kitchen flows seamlessly into the living and dining areas, making gatherings easy and enjoyable. The large second-story loft provides a flexible space—perfect for a home office, media room, or guest retreat.
The home’s outdoor space is just as impressive, featuring a spacious backyard ideal for hosting, gardening, or adding your own personal touch. Tucked within a quiet cul-de-sac, the location offers an extra layer of privacy and peace while still being close to everything Sarasota has to offer. This property has also been successfully used as a short-term rental, making it a great option for investors or those seeking flexible ownership. With its proven rental history, it’s ready to continue generating income or become your personal retreat.
Just minutes from some of America’s best beaches, you’ll have easy access to Sarasota’s stunning coastline and turquoise waters. Nearby, you’ll also find a wide array of shopping, dining, and entertainment options to enjoy year-round. Whether you’re looking for a primary residence, vacation home, or income-producing investment, this Sarasota gem delivers comfort, convenience, and opportunity.

SARASOTA

4021 OLIVE AVENUE

3 Beds

2 Baths

1,560 Sq.Ft.

$435,000

MLS#: A4670598

Welcome to your ideal Florida retreat in the highly sought-after VillageWalk on Palmer Ranch—perfect for second-home buyers and snowbirds looking for comfort, convenience, and resort-style living. This beautifully maintained Capri III villa offers 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, all set in a peaceful, private setting. The home has been thoughtfully updated with a remodeled kitchen featuring elegant quartz countertops, newer stainless-steel appliances, and convenient pullout drawers—perfect for both everyday living and entertaining. The interior showcases luxury vinyl flooring throughout the main living areas, complemented by stylish wood-look tile in both bedrooms for durability and easy maintenance. The home’s meticulous upkeep makes it truly move-in ready. Additional features include epoxy-coated garage floor with built-in storage cabinets, central vacuum system, hurricane shutters for peace of mind, dedicated laundry room with storage cabinets and utility sink, and newer washer and dryer. Step outside to enjoy your serene lanai or private patio—ideal for morning coffee or evening relaxation. VillageWalk offers an unmatched lifestyle with outstanding amenities, including a full-service restaurant and tiki bar, six Har-Tru tennis courts, pickleball courts, and a state-of-the-art fitness center. Explore miles of scenic walking paths and charming bridges throughout this beautifully maintained community. Built by DiVosta with poured concrete reinforced construction, this home is designed for lasting quality. The community also features a 24-hour manned gate, on-site management, and a full-time activities director to keep your social calendar as full as you’d like. Located just minutes from world-renowned Siesta Key Beach, the scenic Legacy Trail, and convenient shopping like Costco, as well as dining and everyday essentials—this home truly offers the best of Florida living. Whether you're escaping the winter chill or seeking a low-maintenance second home, this villa checks every box.

SARASOTA

5566 MODENA PLACE

2 Beds

2 Baths

1,534 Sq.Ft.

$435,000

MLS#: A4686933

Price reduced

Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball courts, shuffleboard, and a fishing pier. The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest.

This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family.

The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities.

Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!

SARASOTA

8730 MIDNIGHT PASS ROAD 202A

1 Beds

1 Baths

800 Sq.Ft.

$435,000

MLS#: A4678906

Price reduced

Updated 3-Bedroom Home on Spacious ¼ Acre Lot – Minutes from Downtown Sarasota

Welcome to 2432 Aspinwall Street, a beautifully updated 3-bedroom, 2-bath home located in Sarasota’s desirable Park East neighborhood. Nestled on a generous ¼-acre lot, this property offers ample space to design your dream backyard oasis — with plenty of room to add a pool.

Inside, you’ll find fresh updates throughout, including new flooring, updated paint, and more, creating a bright and modern living environment. The flexible layout is perfect for families, seasonal residents, or investors looking for a move-in ready home with potential for future expansion.

Situated just minutes from downtown Sarasota, this location offers unbeatable convenience to shopping, dining, cultural attractions, and world-famous beaches like Siesta Key and Lido Key.

Highlights:
3 bedrooms | 2 bathrooms
Approx. ¼-acre lot with space for pool
Recently updated flooring and interior paint
Solid block construction
No HOA or deed restrictions
Easy access to downtown, I-75, and the beaches

Whether you're looking to settle in Sarasota or add to your investment portfolio, 2432 Aspinwall St delivers value, location, and opportunity.

SARASOTA

2432 ASPINWALL STREET

3 Beds

2 Baths

1,049 Sq.Ft.

$432,000

MLS#: A4657397

Secure This Siesta Key Condo Before the Peak of Spring Selling Season!

Don’t wait - own a turnkey 2-bedroom, 2-bath condo in the highly desirable Bay Oaks community.

Just minutes from the world-famous white sands of Siesta Key Beach. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready.
Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay.

Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley. Seller says bring offers. Act now - Make this Siesta Key condo your island paradise this spring!

SARASOTA

6157 MIDNIGHT PASS ROAD E63

2 Beds

2 Baths

1,101 Sq.Ft.

$430,000

MLS#: A4662792

New on site 4 days ago

This beautiful home is located in the deed-restricted community of Gulf Gate on a well-maintained and attractive street. The property features a desirable split-bedroom floor plan, a spacious eat-in kitchen, and a lanai that offers an exceptional place to enjoy the changing seasons while providing plenty of room for entertaining. Tile and engineered hardwood flooring throughout create a warm and inviting living environment. The home offers wonderful curb appeal in both the front and back, highlighted by attractive landscaping and a vinyl-fenced backyard. Conveniently located near shopping, churches, top-rated schools, Gulf Gate Library, highly acclaimed beaches, and countless restaurants, the home also provides easy access to major highways in and around Sarasota. This property is a must-see for buyers who appreciate comfort, convenience, and a welcoming neighborhood.

SARASOTA

3016 CHASE CIRCLE

2 Beds

2 Baths

1,502 Sq.Ft.

$430,000

MLS#: A4685782

One of the larger homes currently available in Colonial Oaks. New roof in 2024 and new AC in March 2026. This 3 bedroom PLUS OFFICE OR 4th BEDROOM home has 2 bathrooms and 2 car garage, a large living room with a fireplace and sliders to the back lanai, a spacious dining room, a kitchen overlooking the living room with stainless steel appliances, and a dinette area framed by windows. The primary bedroom has more than enough space and hosts an en-suite bathroom equipped with dual sinks, shower, walk-in closet and linen closet, and a separate water closet. Truly a family home with 2 additional bedrooms and an office provide flexible space for a 4th bedroom. The 2nd bathroom has a tub/shower combo and access to the expansive lanai for convenient entertaining. The shaded and quiet yard adds comfort to an already welcoming place to call home. Colonial Oaks is a dog friendly community with a 23-acre park offering courts for pickleball, tennis and basketball. Indoor rooms allow for classes and recreation programs and a half court gymnasium, a playground and picnic area is perfect to have in your neighborhood along with the indoor space available for rent. The location is ideal with entrance and exits via Cattlemen Road and Honore Ave. Close to shopping, dining, schools, I-75 and everywhere else you want to go. Close enough to enjoy the best of Siesta Key Beach and downtown Sarasota whenever you wish. This well-maintained property is ready for new owners to add their special touches, with a newer roof and AC already in place. According to the county, a FENCE IS PERMITTED on this property.

SARASOTA

2158 CORK OAK STREET

3 Beds

2 Baths

1,861 Sq.Ft.

$430,000

MLS#: A4686101

Price reduced

Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence offers a bright and spacious layout featuring a versatile Florida room, perfect for relaxing, entertaining, or using as a home office. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you’re a first-time home buyer, seasonal resident, or investor, this property offers endless potential in a highly desirable area. Don’t miss the opportunity to make this wonderful home yours! THIS PROPERTY IS BEING SOLD AS IS

SARASOTA

4321 S LOCKWOOD RIDGE ROAD

3 Beds

2 Baths

1,602 Sq.Ft.

$430,000

MLS#: TB8448037

West of the Trail lot overlooking scenic 60-acre Phillippi Estate Park which is a County Park located on the banks of Phillippi Creek. 50’x 167’ lot with central water and sewer. Established neighborhood that offers easy access to shopping, schools and Siesta Key.

SARASOTA

SOUTHWOOD STREET

None Beds

None Baths

0.19 acres

$429,900

MLS#: A4675599

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