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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

3,406

# of Listings

2

Avg # of Bedrooms

$697

Avg. $ / Sq.Ft.

$1,368,689

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3406 Properties Found. Page 140 of 228.

Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it.

Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine.

Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room.

The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round.

Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.

SARASOTA

5883 WHISTLEWOOD CIRCLE

4 Beds

2 Baths

1,530 Sq.Ft.

$490,000

MLS#: A4671389

Price reduced

Price reduced by $20,000. Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in-closet and totally renovated bathroom with walk-in-shower and soaking tub, duel counter sinks with Quartz counter-tops. The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated at from 7pm to 7am. The location is perfect for getting to the beach, downtown, shopping and 5 miles to I-75.

SARASOTA

2635 MOSS OAK DRIVE 55

3 Beds

2 Baths

1,985 Sq.Ft.

$490,000

MLS#: A4668080

Wake up to exquisite, unobstructed full bay views from this exceptional condo, set within a beautifully wooded community known for its cultural, athletic, artistic, and intellectual vibrancy. Once impacted by a tornado during Hurricane Milton, the property has since been thoughtfully rebuilt with resilience and longevity in mind. Major structural upgrades include hurricane-rated sliding doors, a secure three-point roof system, and newly constructed walls—providing peace of mind and a solid foundation for years to come. Now primed for cosmetic renovation, this residence offers a rare opportunity to customize finishes to your personal taste while enjoying breathtaking water views and an inspiring, engaged community. Unit has a new AC unit, new recessed lighting, new AC filters, new hurricane sliders, etc. Photos of the unit prior to its current renovation state are available upon request.

SARASOTA

1511 PELICAN POINT DRIVE 280

2 Beds

2 Baths

1,368 Sq.Ft.

$490,000

MLS#: G5107221

Price reduced

RECENTLY RENOVATED. Welcome to your very own slice of paradise, surrounded by shady palm trees and just over a mile from the sandy shores of Crescent Beach. Nestled in a non-HOA community, this unique and versatile property offers two separate living spaces on a single lot, making it ideal for multi-generational living, long-term rental income, or the opportunity to live in one unit while renting out the other. As you walk into the main residence, there is an expansive, open-concept living room that flows seamlessly into the kitchen and dining area. This layout creates a warm and inviting atmosphere, perfect for hosting friends and family or simply enjoying the laid-back Florida lifestyle. The kitchen is spacious and functional, featuring ample wooden cabinetry, plenty of counter space for cooking lavish meals, while the dining area is bright and welcoming, overlooking the pristine backyard. Just ahead, you will find 2 generously sized bedrooms and a flexible den that could easily serve as a 3rd bedroom, home office, or guest space. There is a tastefully updated bathroom that adds to the appeal, showcasing a sleek, modern design with a massive walk-in shower. Tucked privately behind the main home is a fully updated and beautifully remodeled 1 bedroom, 1 bathroom guest or in-law suite that exudes both style and comfort. Thoughtfully designed with its own side entrance, this attached unit features a bright and open-concept living and dining area, creating a welcoming space that feels like home. The fully equipped kitchen is outfitted with warm wooden cabinetry and stunning stainless steel appliances, providing both functionality and modern appeal. Whether used as a private retreat for extended family, comfortable accommodations for guests, or a high-demand rental for added income, this secondary living space offers incredible versatility, privacy, and convenience for a variety of lifestyle needs. Outdoors, the property continues to impress with a spacious, fully fenced backyard that offers both beauty and functionality. Surrounded by lush, mature landscaping, this outdoor retreat is ideal for relaxing afternoons, dining alfresco under the Florida sun, or enjoying quiet evenings beneath the stars. The expansive yard provides plenty of room for pets to roam freely and safely, as well as abundant space for gardening, outdoor entertaining, or even the addition of a pool or play area. With no HOA restrictions, you have the freedom to make the outdoor space truly your own. The screened-in back porch is accessible to both units and includes laundry hookups, making it a practical and comfortable shared space. A one-car garage offers additional storage or protected parking. Centrally located, just minutes from the beach, and within easy reach of restaurants, grocery stores, shops, commuter routes, and everyday conveniences. For those considering an investment, Sarasota County allows monthly rentals in this area, and both units are currently tenant-occupied with month-to-month leases offering the new owner immediate income potential. Whether you’re searching for a beach-close primary home with extra space, a flexible multigenerational setup, or a turnkey rental investment with built-in tenants, this exceptional property has it all. NEW FLOORS, PAINT, SUBFLOOR AND LANDSCAPING.

SARASOTA

1712 CHEYENNE STREET

3 Beds

2 Baths

1,740 Sq.Ft.

$490,000

MLS#: A4661183

Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC, medical facilities and a myriad of restaurants covering just about everyone's favorite dish. Easy access to I-75, US 41 and just minutes to Sarasota Bradenton International Airport (SRQ). Home updates worth noting include a new tile roof in 2020, kitchen cabinets & quartz countertops in 2025, primary, guest and pool baths all updated within the last 2 years and the pool was resurfaced in 2024. The generous room sizes and easy flow of this home will draw you in, but the peace and tranquility found enjoying your pool area/outdoor living with gorgeous preserve views will make you want to stay! One bedroom is currently being used as a den/office, but could easily have a closet added, if needed. Primary bedroom offers sliders to the pool area along with 2 walk-in closets (hers and hers, LOL), ensuite bathroom with quartz countertops, soaking tub and stand alone shower stall. An affordable HOA, superb location and a fabulous home. . . . what more could you ask for? Schedule your private viewing today and make this home yours - before someone else does!

SARASOTA

4494 DEL SOL BOULEVARD S

3 Beds

2 Baths

1,808 Sq.Ft.

$490,000

MLS#: N6142017

Coastal ease meets everyday convenience in this ground-floor retreat on Lido Key—just steps to the sand with beach access right across the street. Shade trees protect a private, fenced lanai paved in classic red brick; triple sliders open from the Florida room so indoor and outdoor living flow as one. Accordion shutters allow quiet separation when desired, or open wide to create an airy great room for gathering. The kitchen carries a fresh, coastal-meets-club vibe in its countertops and invites company to linger at a breakfast bar that comfortably seats three. A generous dining area, framed by floor-to-ceiling bead board, adds character rarely found today. The split plan enhances privacy: the north-facing primary suite avoids harsh morning sun and features a spacious walk-through closet to an updated bath with full shower, while the guest bedroom sits at the opposite end of the home. Live like you’re on vacation—pop over to the Lido Beach Resort, wander down to the Lido Pavilion to socialize, then head to St. Armands Circle for dinner and boutique shopping. Love the outdoors? Enjoy bike lanes along Benjamin Franklin Dr. and trails through both North and South Lido Parks. Whether you’re escaping for the season or sneaking away for the weekend, this easy, low-maintenance condo is the perfect lock-and-leave beach haven.

SARASOTA

845 BENJAMIN FRANKLIN DRIVE 104

2 Beds

2 Baths

991 Sq.Ft.

$489,900

MLS#: A4671905

One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities.

Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining.

The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living.

With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come.

Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!

SARASOTA

2529 RUSTIC OAK CT COURT

3 Beds

2 Baths

2,026 Sq.Ft.

$489,000

MLS#: A4680552

Price reduced

One or more photo(s) has been virtually staged. A significant price improvement meets a refreshed interior, with new paint enhancing the heart of the home. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a den, tucked away on an oversized cul-de-sac lot in the vibrant 55+ gated community of Lakeridge Falls. With 2,186 square feet, this inviting residence offers peaceful scenic lake views, 24-hour guard security, and true maintenance-free living. The heart of this home is its beautifully upgraded, contemporary kitchen featuring sleek, high-gloss Euro-style cabinetry that delivers a clean, modern aesthetic with exceptional storage. Every cabinet and drawer is soft-close, and the pantry is outfitted with custom pull-outs and deep storage drawers — making organization effortless and maximizing every inch of space. Integrated under-cabinet lighting enhances the polished look and illuminates the expansive quartz countertops, creating the perfect workspace for cooking and entertaining. The layout flows effortlessly, anchored by a spacious peninsula with additional storage and ideal seating options. Newer appliances, a deep modern basin sink, and thoughtfully designed cabinetry give this kitchen both style and function — making it a true showpiece within the home. The spacious living area includes a modern custom feature wall with an electric fireplace and a working surround-sound system, adding warmth and style. The primary suite is a retreat of its own, complete with a second electric fireplace and a stunning remodeled bath showcasing an oversized walk-in shower, Kohler Smart Shower system, frameless glass, dual shower heads, body sprays, navy quartz surfaces, and elegant designer lighting. Enjoy the tranquil Florida lifestyle from the enclosed and screened lanai, where sweeping water views make every day feel special. Additional perks include a newer AC (2023), a one-year home warranty, and a pre-listing inspection with completed repairs and receipts provided to the buyer for peace of mind. Residents of Lakeridge Falls enjoy resort-style amenities, including a heated pool, spa, fitness center, card room, bocce courts, a charming sand beach, and a newly renovated clubhouse. All just minutes from University Parkway shopping and dining, SRQ Airport, downtown Sarasota, and world-famous beaches. Warm and welcoming—this is the perfect place to call home.

SARASOTA

4160 MACKAY FALLS TERRACE

3 Beds

2 Baths

2,186 Sq.Ft.

$489,000

MLS#: A4672916

This is the one * 'A' RATED SCHOOL DISTRICT * NEW ROOF IN 2020 * NEW A/C IN 2020 * LOVINGLY REMODELED FAMILY HOME * A TRUE 4 BEDROOM SPLIT PLAN with 2 BATHS * This comfortable, generously-sized open floor plan features a Living Room + Dining Room + Family Room * SPACIOUS Kitchen features a breakfast bar and has newer appliances, fixtures and GORGEOUS GRANITE counters * Screened lanai with door to 2nd Bath * Private fenced yard for privacy * THE BACKYARD IS A BEAUTIFULLY LANDSCAPED OASIS * This home is perfect for entertaining or simply relaxing in your slice of paradise * You'll love living on this quiet street in the newer section of Lake Sarasota * 'A' RATED SCHOOL DISTRICT * Fantastic location - you're just minutes to parks, I-75, shopping, restaurants, Doctor's Hospital, and so much more * It's a short drive to Siesta Key Beach, downtown and even UTC Mall * One look & you'll fall in love *

SARASOTA

4140 MALDEN DRIVE

4 Beds

2 Baths

1,964 Sq.Ft.

$489,000

MLS#: A4668055

Price reduced

***STUNNING END UNIT IN A PREMIER ENCLAVE AT FOREST LAKES LOCATION***
Experience exceptional Sarasota living in this highly sought-after 2-bedroom, 2-bath end unit, ideally positioned on the largest and most desirable lot in The Enclave at Forest Lakes. Set directly across from the community pool and dog park, this residence offers a rare combination of privacy, convenience, and lifestyle—arguably the best location within the subdivision.
The home is filled with natural light and enhanced by its end-unit setting. Recent updates include fresh interior paint throughout and tasteful upgrades in the primary bathroom, creating a clean, modern, and truly move-in-ready feel.
The kitchen showcases modern elegance with stainless steel appliances, quartz countertops, and solid wood cabinetry, ideal for everyday living and entertaining. The primary suite serves as a private retreat, featuring updated finishes, dual sinks, a spacious walk-in shower, and a generous walk-in closet, blending comfort with refined style. Roof is only 3 years old! Located within a gated community with no CDD fees, the HOA includes access to the resort-style pool, dog park, and grilling area—all just steps from your front door. Perfectly situated in the heart of Sarasota, this home offers easy access to award-winning beaches, downtown dining and cultural attractions, and top-rated schools. This is a rare opportunity to own an end unit in the subdivision’s most coveted location, where thoughtful upgrades, convenience, and the Sarasota lifestyle come together beautifully.

SARASOTA

3664 TIN CUP BOULEVARD

2 Beds

2 Baths

1,578 Sq.Ft.

$487,000

MLS#: A4679323

New on site 3 days ago

Welcome to this beautifully updated 2 bedroom, 2 bath residence with a spacious den, located in the highly sought-after maintenance-free community of The Hamptons in Palmer Ranch. Perfectly positioned to capture sweeping views of the beautiful lake, this impeccably maintained home offers refined comfort and effortless Florida living.

From the moment you enter, crown molding throughout and tile flooring in every room create a polished, sophisticated look. The updated kitchen features abundant cabinetry, stainless steel appliances, designer backsplash, and ample space for casual dining. The open-concept living and dining areas are light and inviting, framed by tranquil water views that immediately draw the eye outdoors. Step outside to the extended lanai, an ideal space for relaxing, entertaining, or simply enjoying serene sunsets over the water. The generously sized den provides flexibility for a home office or additional bedroom. The primary suite enjoys peaceful lake views and offers a large custom-fitted walk-in closet. The en suite bath includes dual vanities, a soaking tub, and a separate walk-in shower. The primary suite and guest bedroom are separated by a full guest bathroom with a tub/shower combination, ideal for visitors and everyday convenience. The interior laundry room is located just off the kitchen and provides direct access to the oversized 2-car garage. Hurricane accordion shutters, a water softening system, point-of-use filtration, and meticulous upkeep further enhance the home’s appeal and peace of mind.

This is a rare opportunity to own a move-in ready lakefront home in one of Sarasota’s most desirable communities, offering privacy, convenience, and an exceptional lifestyle.

SARASOTA

5260 HIGHBURY CIRCLE

2 Beds

2 Baths

1,723 Sq.Ft.

$487,000

MLS#: A4683186

New on site 4 days ago

Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ibis at 7751 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout with open living spaces that feel welcoming from the moment you step inside. The gathering room flows easily into the designer kitchen, creating a comfortable place for cooking, relaxing, and spending time with others. A private study sits nearby and provides a quiet spot for work or cozy moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and offer comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumb for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, vinyl plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! MLS#A4683274

SARASOTA

7751 WANING MOON WAY

2 Beds

2 Baths

1,533 Sq.Ft.

$485,678

MLS#: A4683274

Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings, natural light streaming through the sliding glass doors and multiple windows, a large storage closet, and timeless terrazzo flooring throughout. The cozy kitchen with solid surface counters opens seamlessly to the living space and located just off the lanai—perfect for enjoying morning coffee with a tropical view. The spacious bedroom provides ample storage, and the bathroom features a walk-in shower with clean finishes. Recent updates include a new A/C (2025), new building roof (2024), partial impact windows, and a new water heater in 2021. You’ll love the convenience of the assigned covered carport, located directly outside the entrance—no stairs, no hassle! Casa Mar features 200 feet of private deeded beach frontage with two covered pavilions, 2 community pools, a tennis & pickleball court, basketball hoop, and a clubhouse, 4 BBQ grilling areas with picnic tables, and laundry facilities. Amenities included in your condo fee: cable TV, internet, water/sewer, building insurance, and grounds maintenance. Short-term rentals (1-week minimum) are permitted—ideal for investment or personal use! And don't forget the Siesta Key Trolley stop right at the community entrance for convenient free rides on Siesta Key! Whether you’re seeking a personal getaway, seasonal escape, or income-producing vacation rental, this cozy Casa Mar condo offers endless possibilities—just steps from the Gulf of Mexico!

SARASOTA

6006 MIDNIGHT PASS ROAD 11

1 Beds

1 Baths

600 Sq.Ft.

$485,000

MLS#: A4673426

Come take a look at this wonderful "Dover" model Paired Villa in Heritage Oaks Golf & Country Club. Featuring 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom, and a 2 car garage, this gorgeous property has over 1,700 square feet of living area and is perfect for seasonal residents or full time owners! Upon walking through the front door, you're greeted with an abundance of natural light and many spectacular updates that have been completed recently. Beautiful luxury vinyl plank flooring has been installed in the living and dining spaces as well as the primary bathroom creating a seamless and welcoming warmth to the home. The open floor plan is wonderful as it provides open sight lines to the back yard and is perfect for entertaining. The double tray ceiling in the living room gives a lot more volume to the space and is a wonderful detail that adds additional character to the home. In addition, the split bedroom layout allows guests and owners to have their own privacy when needed. The primary suite is a luxurious place to wind down for the evening. The owners have spared no expense updating this space and revamping the bathroom to what it is today. There is a large tiled shower, new vanities, additional cabinetry have been added, and an enclosed water closet room for added privacy. This update has been thoughtfully executed and really makes the space much more usable than before. New light fixtures and fans have been installed and the interior of the home has recently been repainted giving the home a bright and cheerful feel. Step onto the rear lanai and enjoy the pristine views of nature, preserves, and the golf course. The oversized screened lanai is a wonderful place to enjoy a cup of coffee in the morning or relaxing with friends after a day on the course. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive updated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?

SARASOTA

4629 SAMOSET DRIVE

2 Beds

2 Baths

1,779 Sq.Ft.

$485,000

MLS#: A4666937

Price reduced

NO CDD OR HOA!!! This home has had a MAJOR OVERHAUL!!! Purchasing this home should give you great peace of mind. New ROOF and New AC, both with full, transferable warranty, NEW vinyl fence, NEW luxury vinyl flooring, freshly renovated main bathroom! This mid century modern had fun and fresh modern touches all the way through. Also has a TANKLESS water heater for continually hot water in the home! HUGE lot with a large lanai and room to roam! Lots of mature trees and a very quiet neighborhood. Minutes from the beach and St Armands Key. No HOA or CDD!! Come take a look and make this beauty yours today!

SARASOTA

4147 AUGUSTINE AVENUE

3 Beds

2 Baths

1,500 Sq.Ft.

$485,000

MLS#: TB8433902

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