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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

3,341

# of Listings

2

Avg # of Bedrooms

$703

Avg. $ / Sq.Ft.

$1,393,112

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

909 Properties Found. Page 8 of 61.

Price reduced $24,000.00 Welcome to the hidden gem of Woodbridge Estates, centrally located, close to shopping, downtown and beaches. This beautiful villa/condo is an end unit, maintenance free, including the exterior and roof, yet feels like a single-family home. Vaulted ceilings throughout the main living area and primary bedroom. A large, screened lanai looks out over a serene private greenery and is accessed from the main living area as well as the primary bedroom. A second private screened lanai shared with the second bedroom and office/den or third bedroom. Kitchen is bright, open and has an eat-in area, pantry and cabinets with lots of workspace, overlooking the front courtyard. The inside laundry room has storage and hanging area. The oversized two-car garage with storage, workspace and outside entry. Woodbridge Estates has 60 units on 13 acres, with heated pool, manor/club house, tennis and pickleball courts.

SARASOTA

2644 MOSS OAK DRIVE 47

3 Beds

2 Baths

1,985 Sq.Ft.

$475,000

MLS#: A4667304

One or more photo(s) has been virtually staged. 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.

$475,000

MLS#: A4677633

MOTIVATED SELLER! Spacious 3BR/2BA Home + In-Law Suite | RV/Boat Parking | Prime Location
Well-maintained 3-bedroom, 2-bathroom home with flexible 4th bedroom/studio apartment featuring a private entrance, full bath, walk-in closet, kitchenette, and mini-split A/C—ideal for multigenerational living or rental income.
Interior features include a galley-style kitchen with granite countertops, a spacious front living and dining area, and an oversized family room at the rear of the home—perfect for entertaining. The primary suite offers ample space for a king bed, double closets, and an en-suite bath with walk-in shower.
Ample paved side parking allows room for RVs, boats, or trailers. Major updates include:
Roof (2016)
HVAC systems (2019 & 2023)
Located in Ridgewood Estates, just minutes from I-75, shopping, dining, and medical facilities. Convenient, flexible, and move-in ready—this home offers endless possibilities.
Schedule your showing today!

SARASOTA

5337 COLEWOOD PLACE

4 Beds

3 Baths

2,362 Sq.Ft.

$475,000

MLS#: A4664958

Price reduced

Welcome to this thoughtfully updated and meticulously maintained home in the highly desirable Cedar Creek subdivision—where comfort, style, and convenience meet. Every detail has been lovingly attended to, creating a move-in-ready sanctuary with modern upgrades throughout. As you enter, you’ll immediately notice the beautifully refreshed furnishings most of which are negotiable for a seamless move-in experience. Major system upgrades offer peace of mind, including newer electrical outlets (2016), fully cleaned and serviced ductwork, air handler, and exterior AC unit (2017), AC motor replacement and full service (2018), capacitor replacement during 2023 maintenance, a new water heater (2021), and a 30-year roof installed in 2010. All upstairs carpets were replaced in 2024.

The spacious living room features laminate flooring and updated curtains and rods, creating a warm and inviting atmosphere. The kitchen and dining areas have been tastefully remodeled with shiplap accents, open shelving, an island, a custom oven hood, and updated lighting. Built-in window seats provide both dining space and convenient extra storage. The downstairs bathroom was refreshed in August 2023 with new paint, updated lighting, and a new faucet. The AIR CONDITIONED garage was treated to textured walls and fresh paint in August 2023, and the garage door was also serviced in 2023.

Upstairs, the primary suite offers a peaceful retreat with fresh paint and a new ceiling fan. The primary bathroom was fully gutted and completely remodeled in August 2023, featuring new tile, flooring, fixtures, and a fully updated shower. The guest bathroom received the same level of attention with a new tub, tile, fixtures, toilet, flooring, and paint. Its one-of-a-kind vanity—sourced from a boathouse near the Ringling Museum and beautifully refurbished—adds a unique nautical charm. The third bedroom, features fresh paint and a newer ceiling fan. The additional guest room offers comfort for visitors. The stairs, hallway, and all doors have been freshly painted, tying the entire upstairs together with a polished finish.

The home’s exterior is just as impressive, featuring a welcoming fountain, updated front door hardware, Ring security cameras, full pressure washing, fresh landscaping, trimmed trees, updated lighting, and soffit and trim repairs—creating exceptional curb appeal. Living in Cedar Creek means enjoying one of Sarasota’s most convenient and centrally located communities. You’re just minutes from University Town Center that includes world-class dining, shopping, and the vibrant arts scene of downtown Sarasota, while the tranquil Gulf beaches are only a short drive away—perfect for weekend relaxation and waterfront adventures. Don’t miss this opportunity to own a beautifully updated, truly turn-key home in Cedar Creek. Schedule your private showing today and experience for yourself the comfort, beauty, and care this exceptional property offers.

SARASOTA

5766 FORESTER PINE COURT

3 Beds

2 Baths

1,866 Sq.Ft.

$475,000

MLS#: A4673990

Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special.

SARASOTA

9200 MIDNIGHT PASS ROAD 28

2 Beds

2 Baths

922 Sq.Ft.

$475,000

MLS#: A4674722

Price reduced

Short Sale. SHORT SALE!!! Modern Luxury Meets Urban Oasis Living. Enjoy refined living in this custom-built townhome overlooking Gillespie Park. Featuring 2 bedrooms, 2 baths, and a spacious open-concept layout. This townhome offers exceptional craftsmanship and thoughtful design throughout. Dramatic 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Interior highlights include 8-foot solid wood doors, oversized ceramic tile flooring, LED lighting, and automated window treatments. Stylish kitchen complemented by soft-close cabinetry, stainless steel appliances, vent hood and gorgeous granite counter tops. Upstairs, the loft-style primary suite provides a peaceful retreat with a spa-like bathroom featuring custom tiled walls, LED mirrors, and high-end fixtures. A large walk-in closet with built-in organizers adds to the home’s functional luxury. Additional features include WiFi-enabled thermostats, Ring video doorbell. Home equipped with hurricane-impact windows and doors, two assigned parking spaces, and a dedicated EV charger. Located directly across from Gillespie Park with its fenced dog area, playground, and sports courts, and just minutes to downtown Sarasota’s dining, shopping, and cultural attractions. Come and See!!! Sale contingent on Lender's approval.

SARASOTA

941 N OSPREY AVENUE

2 Beds

2 Baths

1,550 Sq.Ft.

$475,000

MLS#: A4647524

Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere.

White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.

SARASOTA

5661 MIDNIGHT PASS ROAD 401

2 Beds

2 Baths

1,012 Sq.Ft.

$475,000

MLS#: A4678954

This showstopper CARRIAGE HOME is truly one of a kind, featuring stunning contemporary renovations and breathtaking views of the golf course and lake There is plenty of room with 3 updated Bedrooms and 3 updated bathrooms and large open living space. The condo boasts cathedral ceilings and skylights that fill the space with natural light. Elegant Porcelain tile floors flow throughout for easy cleaning. 3 bathrooms showcase custom tiles and designs. The gourmet kitchen includes gorgeous Quartz countertops, contemporary cabinets, and an island bar perfect for entertaining. 2 Ensuite Bedrooms with their own private bathrooms and walk-in closets offer private rooms for family or friends. A one-car garage with tons of Storage and custom built in attic storage adds convenience. The location is ideal, just minutes from shopping, restaurants, and some of the world's most beautiful beaches. Amenities include 2 community pools. A great way to meet your neighbors and friends and to join the parties. This Unique condo is a must-see! Golf and other Amenities are optional. Lots to choose from. Live your best life !!!

SARASOTA

5588 GOLF POINTE DRIVE 1

3 Beds

3 Baths

1,796 Sq.Ft.

$475,000

MLS#: A4672310

OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood Note this vacant land listing is also a residential listing in the MLS; N6139734. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS PROPERTY IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living.
No question here, this property is being offered for it's tremendous location and potential to rebuild or to build new on this quaint tree-lined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime office and storage area. Adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, or contractor and imagine the possibilities.

SARASOTA

1740 WISCONSIN LANE

None Beds

None Baths

0.12 acres

$475,000

MLS#: N6139744

Price reduced

Beautiful 3-bedroom, 2-bath POOL home featuring HURRICANE WINDOWS, a spacious open floor plan, and a screened-in lanai with attractive paver flooring. Enjoy year-round swimming with NEWLY UPDATED POOL EQUIPMENT, including a heater, filter basket, and lighting. The home offers generously sized bedrooms plus a versatile BONUS ROOM that can easily be converted into a fourth bedroom, office, or flex space. A 2-car attached garage adds convenience, and the fully fenced yard provides excellent privacy.

Perfectly located, this home is an easy bicycle ride to PINECRAFT, known for its Amish restaurants, ice cream shop, and local coffee spot, or enjoy a scenic ride along the LEGACY TRAIL. Just a short drive takes you to the stunning beaches of LIDO and SIESTA KEY. DOWNTOWN SARASOTA is also nearby, offering a walkable Main Street filled with restaurants, coffee shops, bakeries, and a vibrant theater district. This home combines comfort, convenience, and an unbeatable location—truly a must-see!

SARASOTA

3953 LINWOOD STREET

3 Beds

2 Baths

1,442 Sq.Ft.

$475,000

MLS#: A4672026

Price reduced

This is it! Build that new home of your dreams on this amazing 10 Acre Lot! Have that growing family, extended family or simply want space well here you are! Located in Sarasota Ranch Club Community. Horses optional, but some great riding trails nearby! The front of the property is mowed and the back is wooded, left in its natural state, connecting you with nature. It is an easy drive to Sarasota and Bradenton area beaches, Lakewood Ranch, UTC Mall, and I-75, for a quick trip to St. Pete, Tampa and Clearwater. The current owner has been working with a custom builder in the Tampa area to create a unique custom home, and they would be delighted to put you in touch with the builder, to help make your dream come true.

SARASOTA

15945 PAINTED POST LANE

None Beds

None Baths

10.0 acres

$475,000

MLS#: A4672665

Price reduced

Stunning sunsets and carefree living in this maintenance-free home in The Meadows, a park-like oasis in one of Sarasota’s best locations. A canopied street, stamped-concrete driveway and tropical landscaping create a warm welcome. Inside, high ceilings, abundant natural light and an open layout set the stage for everyday comfort and cheerful living. At the heart of the home, the kitchen features white cabinetry, Steel Grey granite countertops, stainless steel appliances and a casual dinette. Relax daily in the Florida room or on the outdoor patio, ideal for quiet mornings enjoying golf and pond views, and evenings spent watching spectacular sunsets. All just 250 feet to the heated community pool and minutes to all the fun amenities The Meadows has to offer. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities and, for a reasonable rate, a fitness center, Junior Olympic pool, 10 pickleball courts, 18-hole golf courses and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! With 2021 air-conditioning system, 2015 tile roof and above flood plain in flood zone X.

SARASOTA

5683 DOWNHAM MEADOWS

3 Beds

2 Baths

2,122 Sq.Ft.

$475,000

MLS#: A4663510

Price reduced

#A4679978

SARASOTA

1808 FENDER LANE

3 Beds

2 Baths

1,776 Sq.Ft.

$475,000

MLS#: A4679978

Perfectly positioned in Nautique at Waterside, just a short stroll from the vibrant shops, restaurants, and events of Waterside Place, life here captures the essence of effortless living. This townhome offers 3 bedrooms, 2.5 baths, 1,776 square feet, and a 2-car garage. The sun-splashed first floor showcases an open-concept kitchen, living, and dining area with 9-foot ceilings and large accent wall, along with a laundry room, powder bath, and large walk-in pantry. Upstairs, the expansive primary suite captures sunset and pond views, while two additional bedrooms share a full bath. Outdoors, a secluded courtyard serves as a peaceful extension of the home, perfect for morning coffee, evening relaxation, catching some sunshine or tending to your favorite plants. Impact windows and doors throughout provide peace of mind, and the HOA covers lawn care for true, low-maintenance living. Just a short walk away, you'll enjoy the community amenities including a pool overlooking Kingfisher Lake, pickleball courts, a playground, and a dog park, all connected by miles of scenic walking trails. Situated in the southernmost part of Lakewood Ranch, Nautique offers excellent accessibility to downtown Sarasota and the area’s beaches, while still providing walkable access to waterfront dining, boutique shopping, and the popular Farmers Market & Ranch Nites. Living here feels like vacation everyday! Furniture & decor available for purchase.

SARASOTA

1741 CLEAT LANE

3 Beds

2 Baths

1,776 Sq.Ft.

$475,000

MLS#: A4683232

Hard to find combination: no HOA, no deed restrictions, and just minutes to Siesta Key's world-famous beaches. This 3BR/2BA home is a proven Airbnb performer, turnkey furnished and ready for continued STR income or owner occupancy.
Walk to Gulf Gate's popular dining and coffee spots, including Tralia and Clever Cup. Major updates include hurricane impact windows (2020), roof (2017), and whole-home water filtration system (2024). Oversized 25x20 screened lanai features an insulated roof for year-round comfort. Fully fenced backyard with complete privacy, 20x10 storage building, and space for boat or RV parking.
Updated kitchen offers granite countertops, wood cabinetry, Whirlpool appliances, and large breakfast bar. Spacious bonus room ideal for dining or entertaining. Third bedroom features two large closets. Inside laundry.
Whether you're looking for a cash-flowing investment or a well-maintained home in a walkable neighborhood this close to the beach, this property delivers on both.

SARASOTA

6215 RODGERS AVENUE

3 Beds

2 Baths

1,548 Sq.Ft.

$475,000

MLS#: A4676446

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