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850 S Tamiami Trail Unit 530, Downtown
$299,950
2 Beds ⋅ 3 Baths ⋅ A4707107 MLS ⋅ 5 BLDG.
Virtually Staged. Virtually Staged. Offered at an outstanding value in the epicenter of Sarasota, this two-level condo puts you just steps from downtown, the bayfront, and the adjacent Legacy Trail. This 2nd & 3rd level residence features two bedrooms, two-and-a-half bathrooms, fresh paint throughout, stainless-steel appliances, a built-in microwave, and abundant storage with eight spacious closets. Enjoy two private lanais—one on each level—offering full views of the pond, swimming pool, and tennis court. Located in one of the best-positioned and quiet sections of this sought-after development, this unit represents a rare combination of exceptional value, prime location, and strong rental history—making it an incredible opportunity for homeowners and investors alike. Living at Central Park II comes with resort-style living for an active lifestyle along the Hudson Bayou, complete with a kayak launch, fishing dock, heated pool, hot tub, pickleball and tennis courts, bike sheds, kayak storage, and a clubhouse fitness center with showers. Neighborhood events by the pool make it easy to connect and enjoy the vibrant community.

850 S Tamiami Trail Unit 530, Downtown

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

449 N Osprey Avenue, Downtown
$1,650,000
4 Beds ⋅ 4 Baths ⋅ N6145689 MLS
Under contract-accepting backup offers. Pre-Construction. To be built. An extraordinary modern masterpiece offering 2,695 sq. ft. of luxury living area (3,434 sq. ft. under roof) is coming to this prime 5,042 sq. ft. corner lot (50' x 101') in downtown Sarasota’s sought-after DTN-zoned corridor, 75% lot coverage and 3 story height limits. Designed for the discerning buyer, this home offers an exceptional luxury finishes package in an unbeatable downtown setting, just steps from the green spaces of Gillespie Park. With public water, sewer, electricity, and cable readily available, this high-end pre-construction opportunity is perfectly positioned for refined coastal living. The home features a thoughtful split floor plan with dual entrances, offering distinct front porch and side porch entries. Step inside to experience a grand open-concept layout defined by clean lines and modern elegance. Soaring 10-foot ceilings on the first level and 9-foot ceilings on the second level create an airy, light-filled atmosphere, kept comfortable year-round by multi-zone AC systems. A welcoming foyer sitting room introduces the home, seamlessly flowing into an expansive kitchen, living room, and breakfast nook combination anchored by a stylish ventless fireplace. Crisp Level 5 smooth-finish drywall runs throughout, complemented by minimalist 6-inch flat base moldings and continuous wide-plank engineered wood flooring. The gourmet kitchen serves as the heart of the home, showcase-ready with custom flat-panel cabinetry in a calm Ash Oak wood-grain finish, accented by glass display uppers and floating shelves. A dramatic 3 to 3.5-inch mitered quartz waterfall island frames a world-class, fully integrated Sub-Zero appliance package, while space is thoughtfully designed to accommodate a custom floor-to-ceiling glass wine display. Every bedroom in the home is designed as a private retreat, complete with its own walk-in closet and dedicated en-suite bathroom. The luxurious primary suite is located upstairs for ultimate privacy and features dual vanities along with a spa-inspired bathroom equipped with a freestanding tub/shower combination area and floor-to-ceiling tile. Bedroom 1 also enjoys the added convenience of dual vanities in its private en-suite. Outdoors, the property offers space for an inviting backyard retreat, featuring a private pool and potential poolside cabana designed for seamless indoor-outdoor Florida entertaining. Beyond the home, you are situated in a vibrant, established downtown neighborhood. Enjoy incredible walkability to Gillespie Park’s walking trails, tennis and basketball courts, fitness areas, and dog park. The best of Sarasota is right at your doorstep, from local cafés, fine dining, and boutique shopping to world-class arts and culture. Best of all, you are just a short drive from the sugary sands of Lido Key, Siesta Key, and the famous shopping dining district of St. Armands Circle.

449 N Osprey Avenue, Downtown

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

1675 5th Street, Downtown
$2,299,000
4 Beds ⋅ 5 Baths ⋅ A4705541 MLS
Discover modern downtown living in the heart of Gillespie Park, where this brand-new single-family home offers a rare combination of contemporary design, generous living space and exceptional walkability just moments from Downtown Sarasota and the Rosemary District. The property offers 4 bedrooms in total, including 3 bedrooms plus a dedicated office in the main residence and a private 1-bedroom, 1-bathroom attached apartment. Designed for everyday living and entertaining, the main residence features a spacious open floor plan filled with natural light. Engineered hardwood flooring, PGT impact-rated windows and doors, soaring ceilings and thoughtfully selected finishes complement the home’s clean, contemporary design. At the heart of the home, the kitchen features Thermador appliances, generous workspace and a seamless connection to the main living and dining areas. One of the home’s most distinctive features is the approximately 600-square-foot attached apartment complete with its own private entrance, bedroom, bathroom, living room and kitchen. Ideal for guests, multigenerational living, a private home office or potential rental income, this separate living space provides exceptional flexibility while preserving the privacy of the main residence. An attached 2-car garage and additional covered parking provide everyday convenience rarely found this close to downtown. Just outside your door, enjoy easy access to the Rosemary District, Downtown Sarasota’s restaurants, boutiques and arts scene, the Sarasota bayfront and the area’s renowned Gulf beaches. Whether heading out for morning coffee, dinner downtown or a day at the beach, this brand-new home places the best of the Sarasota lifestyle within easy reach.

1675 5th Street, Downtown

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

850 S Tamiami Trail Unit 309, Downtown
$260,000
1 Beds ⋅ 1 Baths ⋅ O6440169 MLS ⋅ Building 3 BLDG.
LOCATION, LOCATION, LOCATION! Welcome to Central Park II, where downtown Sarasota living meets a relaxed waterfront lifestyle. This charming 1 bedroom, 1 bath ground floor condo offers a peaceful interior setting overlooking the community pond, complete with a screened lanai perfect for enjoying your morning coffee or unwinding at the end of the day. ** Potential to also get a car included in the sale that is being kept at the property with an acceptable offer, gray 2019 honda civic sedan EX CVT engine with 58000 miles in perfect condition** Inside, you'll find an efficient, easy to maintain layout with a spacious bedroom, walk in closet, in unit washer and dryer, central A/C and plenty of natural light. The real showstopper is the location and incredible array of community amenities. Central Park II sits along Hudson Bayou and offers residents access to a kayak launch and storage, fishing/day dock, heated swimming pool and spa, tennis and pickleball courts, fitness center, clubhouse with kitchen and library, BBQ area, bike storage and beautifully landscaped grounds. Publix is conveniently located directly across the street, while Marie Selby Botanical Gardens, Sarasota's Bayfront, Marina Jack, downtown shopping, dining, entertainment and cultural attractions are all nearby. Sarasota Memorial Hospital is less than a mile away. And when it's time for the beach, you're approximately 4 miles from Lido Beach and St. Armands Circle and about 6 miles from world-famous Siesta Key Beach. Whether you're looking for a primary residence, seasonal Sarasota retreat or investment opportunity, this condo puts you minutes from some of the very best Sarasota has to offer downtown, beaches, boating, kayaking, dining, shopping and entertainment all from one incredibly convenient location. Come experience the Sarasota lifestyle at Central Park II!

850 S Tamiami Trail Unit 309, Downtown

Listing courtesy of I HOMES REAL ESTATE. 407-489-9324

850 S Tamiami Trail Unit 325, Downtown
$290,000
2 Beds ⋅ 3 Baths ⋅ A4702360 MLS ⋅ 3 BLDG.
Central Park ll is located close to the downtown area of Sarasota and also just minutes to a large hospital when emergency or hospital care is needed. You could walk or ride a bicycle to the downtown area in minutes. The unit is located in the back of the complex. It is a two bedroom, two and half bath townhouse. The kitchen has been updated with cabinets, counter tops, stove and microwave. The flooring is laminate and carpet. Both bedrooms are upstairs, each having a bathroom. The half bath is downstairs. A stackable washer and dryer are also located in the unit. There is a small storage area under the stairs in the living room. There are two storage rooms located on the side of each patio. This community offers a community pool, fitness center and clubhouse. There is also a kayak launch and storage that residents may use. Buyers to verify all room sizes.

850 S Tamiami Trail Unit 325, Downtown

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

449 N Osprey Avenue, Downtown
$390,000
N6145316 MLS
Under contract-accepting backup offers. INQUIRE ABOUT SELLER FINANCING OPTIONS. Prime 5,042 sq. ft. corner lot in downtown Sarasota, zoned DTN (Downtown Neighborhood), offering an excellent opportunity to build in one of Sarasota’s established downtown neighborhoods. The 50' x 101' lot has public water and sewer available, along with electricity and cable, making it well positioned for future development. DTN zoning supports residential development and other neighborhood-compatible uses, with the specific building type, density, setbacks, height, parking, and other development requirements subject to current City of Sarasota regulations and site-specific review. The location puts you close to the best of downtown Sarasota, with a vibrant mix of restaurants, cafés, boutique shopping, galleries, entertainment, and cultural venues nearby. Gillespie Park is just a short distance away, offering walking trails, tennis and basketball courts, a playground, fitness areas, a pond, and a dog park, providing convenient outdoor recreation in an established downtown neighborhood. The property also offers convenient access to Sarasota’s renowned Gulf Coast beaches, including Lido Key and Siesta Key, as well as St. Armands Circle for shopping and dining. With downtown amenities, parks, waterfront recreation, arts and culture, restaurants, and beaches all within easy reach, this corner lot presents an attractive opportunity to create a new residence or investment property in a highly desirable Sarasota location.

449 N Osprey Avenue, Downtown

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

503 N Osprey Avenue, Downtown
$1,159,999
6 Beds ⋅ 5 Baths ⋅ A4674885 MLS
FIVE UNIT APARTMENT COMPLEX. DTN zoned corner lot in downtown Sarasota. Fully rented month to month annual agreements paying below market value, 3 are month to month and 2 have a 1 year lease. City zoning allows weekly rentals. Purchase and earn rental income OR develop in DTN zoning. Common area laundry as an amenity for tenants. Bldg #1 has 2 units, each are 1 bedroom/1 bath. Bldg 2 has 2 units, each are 2 bedroom/1 bath. Bldg #3 is the cottage/studio. This property is in fast growing downtown Sarasota a few blocks to Main Street with downtown restaurants, shops and bars. 2 blocks from Sarasota City park with tennis courts, playground and dog park all situated around a lake! Many multimillion dollar homes and deluxe condo developments in and surrounding Gillespie Park. Close to beaches and beautiful Sarasota Bay. Investment property with huge income potential and huge future DTN development. Seller is offering owner/seller financing to prospective buyers in the amount of 40% of purchase price. All financing terms are extremely attractive. Minimum balloon options will be considered. Seller will not go into 2nd position as lender.

503 N Osprey Avenue, Downtown

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Coldwell Banker Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

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