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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

3,366

# of Listings

2

Avg # of Bedrooms

$694

Avg. $ / Sq.Ft.

$1,374,190

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3366 Properties Found. Page 50 of 225.

#A4683822

SARASOTA

420 BEACH ROAD 606

2 Beds

2 Baths

1,316 Sq.Ft.

$1,685,000

MLS#: A4683822

NEW 3-Day RENTAL APPROVED INVESTOR ALERT! SELLER MOTIVATED RECENT BUILDING IMPROVEMENTS!
Experience refined Gulf-front living in this exquisitely renovated and fully furnished 3-bedroom, 2-bath coastal residence just steps from the powdery-quartz sand of world-renowned Siesta Key Beach. With deeded beach access and sweeping Gulf panoramas, this boutique retreat captures the essence of cosmopolitan island living.
Professionally managed with flexible weekly rentals and proven year-round income potential, this property offers both lifestyle and investment appeal. A short stroll leads to the vibrant dining, live music, and charming boutiques of Siesta Key Village, while a peaceful path through the coastal preserve brings you directly to the shoreline and its mesmerizing turquoise waters.
Located within an intimate five-residence enclave, the condominium has been thoughtfully renovated to reflect effortless coastal elegance. The open-concept interior showcases warm wood finishes, stainless steel appliances, and a beautifully designed kitchen that flows seamlessly into the living and dining spaces. Gulf views from the kitchen and a private balcony for sunset evenings elevate the experience even further. This charming boutique building, perfectly located for convenience, has been fully upgraded with major safety and community improvements! A new grill and lounge area are underway, alongside exciting game and entertainment spaces making it the ultimate spot to relax, socialize, and have fun.
Additional features include an enclosed one-car garage, an assigned open parking space, and access to a beautifully maintained community pool and outdoor entertainment area complete with grilling space, lawn games, and a convenient private storage unit.
Whether as a private seaside sanctuary, legacy family retreat, or high-performing investment, this exceptional property blends prestige, privacy, and prime location on coveted Siesta Key. An extraordinary coastal jewel exclusively presented.

SARASOTA

450 BEACH ROAD 3

3 Beds

2 Baths

1,386 Sq.Ft.

$1,685,000

MLS#: A4682792

Price reduced

A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.

SARASOTA

4939 PEREGRINE POINT WAY

4 Beds

4 Baths

3,828 Sq.Ft.

$1,685,000

MLS#: A4680225

Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the outdoors. Step outside to your private pool and spacious patio overlooking the peaceful canal, perfect for relaxing, entertaining, or watching the sunset. Boaters will love the private dock and lift leading right out to the Bay with no bridge Gulf access as well. The thoughtfully designed layout blends indoor and outdoor living, making the most of the Florida lifestyle. Whether you’re looking for a full-time residence, winter getaway, or investment property, this home offers comfort, convenience, and charm in one package. Located just minutes from Siesta Key Village, award-winning beaches, shopping, and dining, this canal-front retreat has it all

SARASOTA

1649 STANFORD LANE

3 Beds

2 Baths

1,995 Sq.Ft.

$1,675,000

MLS#: A4671051

Discover the rare opportunity to own a penthouse-level residence in the iconic Tower at the Palm Bay Club on Siesta Key—where panoramic Gulf views and effortless island living come together in one exceptional offering. This spacious 2-bedroom, 2-bath condominium sits high above the shoreline, capturing sweeping vistas of the turquoise waters and legendary Siesta Key sunsets from its exclusive Gulf-facing position. Offered turnkey furnished, the residence provides immediate enjoyment and comfortable living. One step inside and the jaw-dropping view will immediately command your attention and admiration. A cozy space, the kitchen is bright and white and offers updated recessed lighting, stainless appliances and a convenient bar of buffet complete with glass front cabinets for the display of your beloved treasures. The smart tile flooring throughout means easy maintenance from your sandy adventures. Generously sized bedrooms, an open living area, and large windows framing the Gulf create a bright, airy environment ideal for both personal retreats and vacation guests.
With Palm Bay Club’s desirable three-day minimum rental policy, owners have the flexibility to maximize income while still reserving time for personal use. Onsite rental management options make ownership remarkably simple, providing a seamless, hands-off experience for those seeking convenience. Residents and guests of the Palm Bay Club enjoy access true beach to bay living with an array of resort-style amenities, including private beach access with powdery quartz sand, two heated pools, a bayside fishing pier, tennis and pickleball courts, a fitness center, boat docks available and more. Whether you envision it as your personal island escape, a high-performing rental investment or an ideal balance of the two, this penthouse condo offers an exceptional chance to experience the best of Siesta Key’s Gulf-front lifestyle. Combined with the community’s prime location nested ideally between Siesta Key’s north village and south village at Captain Curt’s Plaza, this property delivers the ideal blend of exclusivity, income opportunity, and easygoing coastal living.

SARASOTA

5966 MIDNIGHT PASS ROAD G113

2 Beds

2 Baths

1,300 Sq.Ft.

$1,675,000

MLS#: A4673331

Discover the perfect blend of coastal charm and everyday convenience with this beautiful canal-front lot in Aqualane Estates, right in the heart of Sarasota. Set on over a quarter-acre of land, this property offers an incredible opportunity to move in, renovate, or build your dream waterfront home. You can relax knowing the home had no damage from Hurricanes Helene or Milton, and boating is a breeze with your own private boat lift and direct access to the canal, leading you to Sarasota Bay and the Gulf. The location truly can’t be beat. You’re just minutes from Siesta Key Village and its world-famous beaches, plus Gulf Gate shops, Publix, Costco, great restaurants, and more. It’s the perfect mix of peaceful waterfront living and easy access to everything Sarasota has to offer. Whether you’re dreaming of a relaxed getaway, a family home by the water, an investment property or a custom new build, this parcel gives you endless possibilities

SARASOTA

1649 STANFORD LANE

None Beds

None Baths

0.28 acres

$1,675,000

MLS#: A4671072

Completely renovated in 2025, this beach bungalow offers a rare blend of privacy, style, and modern coastal living. Its private heated saltwater pool and fully enclosed tropical courtyard create a secluded coastal retreat with a character all its own. The interior has a bright, updated design with modern coastal finishes throughout, and the home’s seamless indoor–outdoor flow makes it an ideal retreat for spending time by the beach. With an established rental history and a location close to parks, dining, and entertainment, it’s a turnkey opportunity for both personal enjoyment and income potential. Inside, the home features an open kitchen with custom wood cabinetry, quartz countertops, stainless appliances, a gas range, and an oversized island designed for gathering and entertaining. The living area extends naturally to the screened pool deck through hurricane-impact sliding glass doors, creating effortless indoor–outdoor living. Impact windows throughout provide peace of mind and year-round comfort. Both bedrooms are well proportioned, and the bathrooms offer walk-in showers and elevated coastal finishes. Thoughtful updates across the interior make the home comfortable for both short stays and extended visits.
Outdoor living is exceptional. The fully enclosed tropical courtyard surrounds a resurfaced heated saltwater pool, a 600-square-foot screened lanai, and multiple patio areas designed for lounging, dining, and relaxing in complete privacy. Low-maintenance landscaping, privacy walls, and parking for 3+ vehicles further enhance the sense of ease. Additional storage for bikes, beach chairs, and grilling essentials is included, and the home is offered turnkey furnished for a seamless transition or continued rental success.
All of this sits just moments from the beach, the mangrove tunnels of nearby parks, and vibrant shopping and dining districts, with downtown easily accessed by the Bay Runner trolley. With its unique outdoor setting, complete renovation, established rental performance, and beach-close location, this bungalow stands out as a rare coastal opportunity. Properties offering this level of privacy, modern design, and turnkey convenience are seldom available—making this an exceptional chance to secure a true beach retreat and begin enjoying the coastal lifestyle from day one.

SARASOTA

160 HARRISON DRIVE 7

2 Beds

2 Baths

1,094 Sq.Ft.

$1,675,000

MLS#: A4671985

#A4680138

SARASOTA

2590 FLOYD STREET

3 Beds

3 Baths

2,954 Sq.Ft.

$1,675,000

MLS#: A4680138

Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers six distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. UNDER CONSTRUCTION with limited availability, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, and more! The best way to discover everything this exceptional property has to offer is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).

SARASOTA

1305 4TH STREET 401B

2 Beds

2 Baths

1,734 Sq.Ft.

$1,659,000

MLS#: A4637420

Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

SARASOTA

2069 BOUGAINVILLEA STREET

6 Beds

5 Baths

3,249 Sq.Ft.

$1,650,000

MLS#: A4681866

Private compound ~ House & Guest House on almost 5 acres tucked at the end of a quiet country lane. Not in flood zone ! This serene oasis includes beautiful pond and 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. All buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.

SARASOTA

5645 CHURCHILL DOWNS ROAD

5 Beds

3 Baths

2,541 Sq.Ft.

$1,650,000

MLS#: A4634600

Price reduced

PRICE IMPROVEMENT! Perfectly situated in Sarasota’s vibrant Downtown just minutes from restaurants and boutiques within the coveted Gillespie Park neighborhood, this beautifully renovated 2,938 sf, 4-bedroom, two-story Key West–inspired pool home blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, framing the home’s welcoming façade, while a historic brick driveway—crafted from original Sarasota street bricks—sets the stage for the artistry and attention to detail found throughout. Remodeled and expanded, the interior showcases solid wood floors, designer lighting, and refined finishes which create a warm yet elegant ambiance. The gourmet kitchen impresses with custom cabinetry with soft-close drawers, quartz countertops, and top-tier appliances including a professional Forno gas range. Open-concept living and dining spaces are enhanced by an electric fireplace and abundant natural light streaming through windows and doors, many of which are impact-rated. Upstairs, rich hardwood flooring continues through the private quarters, including the serene primary suite featuring a custom-built walk-in closet and a spa-inspired bath adorned with porcelain tile, and designer fixtures. A downstairs bonus area—currently used as a Pilates studio with private entry—is zoned for business or rental use and could easily serve as a large luxurious primary suite, family room, media room, or fitness space. A beautifully designed 600 sf apartment provides fully independent or multi-generational living with its own contemporary kitchen, induction cooktop, full-size washer and dryer, and private balcony. Perfect for hosting guests, mother-in-law suite, extended family, or generating income, this versatile space has a separate entrance, parking spot and its own address, and qualifies for one-week rentals. Additional highlights include a temperature-controlled wine room, an oversized laundry room, three zoned AC, and a security system. Outside, a lush courtyard with screened lanai and heated pool creates a tranquil retreat for relaxing or entertaining amid tropical landscaping. Set on a spacious, fenced corner lot, the property offers abundant privacy along with an expanded 2½-car garage featuring an impact-rated door and generous storage. Residents of Gillespie Park enjoy one of downtown Sarasota’s most walkable locations—just moments from Main Street and the new Bayfront Park where you can catch sunset, take in water views while enjoying a concert, yoga or lounging with your feet in the sand. Enjoy nearby fine dining, boutique shopping, arts and cultural venues, and easy access to SRQ International airport. The neighborhood’s namesake park offers tennis and pickleball courts, dog areas, and a lively community spirit that captures the essence of urban Sarasota living. Blending the character of Sarasota’s historic past with the ease of modern luxury, this exceptional residence delivers rare flexibility, craftsmanship, and an enviable location in the heart of it all.

SARASOTA

1685 6TH STREET

4 Beds

3 Baths

2,938 Sq.Ft.

$1,650,000

MLS#: A4667628

This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75. Don't miss the opportunity to make this exceptional residence your own.

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

3,936 Sq.Ft.

$1,650,000

MLS#: A4668962

One or more photo(s) has been virtually staged. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.

SARASOTA

1730 WISCONSIN LANE

4 Beds

4 Baths

2,910 Sq.Ft.

$1,650,000

MLS#: A4687426

New on site 2 days ago

Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living.
Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose.
This is more than a home. It is a retreat, a statement, and a community.

SARASOTA

4891 PEREGRINE POINT E

4 Beds

3 Baths

3,843 Sq.Ft.

$1,650,000

MLS#: A4688143

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