Location: Sarasota , 34236
Do Not Show Listings
1903 OAK ST, SARASOTA, FL 34236
$720,00034 Days on yellowkey MLS ID: A4693794
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1626 Built: 1950 Tax: $8,464 (2025)Community: Laurel ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,464
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Located in the coveted Laurel Park neighborhood in downtown Sarasota, this exceptional property captures the charm and character of true “Laurel Park Living.” Positioned in Flood Zone X with one of the highest elevations in the neighborhood, the home offers an outstanding combination of location, flexibility, and peace of mind. The meticulously maintained residence features a 2-bedroom, 1 full bath and 1 half bath main home, along with a separate fully equipped 1-bedroom apartment complete with its own kitchen and full bath. Ideal as a private guest suite or income-producing opportunity, the property allows for short-term or long-term rentals if desired. Optionally offered turnkey furnished, the home is move-in ready and enhanced by two inviting paver patio areas and upgraded walkways designed for relaxed outdoor living. Just moments from downtown Sarasota’s acclaimed dining, shopping, entertainment, bayfront parks, and world-renowned beaches, Laurel Park is one of the city’s most sought-after historic neighborhoods known for its vibrant atmosphere and timeless appeal. Opportunities to own properties like this are rare.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Michael Grady (941-366-8070)
540 N TAMIAMI TRL #804, SARASOTA, FL 34236
$2,500,00023 Days on yellowkey MLS ID: A4691950
REDUCED by $400,000 (13.8%) on 06/08/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3676 Built: 2020Monthly Fee: $4,332 Tax: $40,630 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$40,630
Remarks: Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00033 Days on yellowkey MLS ID: A4693884
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,0005 Days on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000112 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000465 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Virtually Staged. One of the few opportunities to own on St. Armands under $2M! Walk to St. Armands Circle and Lido Beach from this beautifully renovated coastal retreat situated on a rare oversized corner lot. Designed for effortless island living with exceptional luxury rental potential, this move-in ready home offers the lifestyle and investment opportunity today’s buyers are searching for. Positioned in one of Sarasota’s most desirable beach markets, the property is ideally suited for short-term rental demand, seasonal income, or long-term luxury resale value. Inside, the bright open floor plan showcases custom carpentry, detailed moldings, and upscale coastal finishes throughout. The remodeled kitchen, baths, and laundry room combine style with functionality, while recent updates including newer HVAC, doors, pool pump, and water heater provide peace of mind and low-maintenance ownership. Outdoor living is equally impressive with a screened-in pool, private patio, and multiple entertaining spaces that deliver the resort-style atmosphere vacation renters and second-home buyers expect. Walk, bike, jump on the trolley or golf-cart to renowned dining, boutique shopping, waterfront parks, and beach access. Rare opportunities this close to St. Armands Circle continue to attract strong buyer and rental interest. Whether you are expanding an investment portfolio, completing a 1031 exchange, or securing your own island getaway, this property represents a high-demand asset in an exceptional coastal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000227 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00034 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing Agent: Marilyn Kneafsey (941-373-0999)
1743 8TH STREET, SARASOTA, FL 34236
$750,00014 Days on yellowkey MLS ID: A4695550
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1925 Tax: $7,391 (2025)Community: SchindlersSingle Family
Taxes:$7,391
Remarks: Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2020, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00030 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
627 OWL WAY, SARASOTA, FL 34236
$2,995,00042 Days on yellowkey MLS ID: A4692769
REDUCED by $100,000 (3.2%) on 06/13/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2923 Built: 1977Monthly Fee: $110 Tax: $25,497 (2025)Community: Bird KeySingle Family
Taxes:$25,497
Remarks: Discover timeless architectural elegance at Bird Key in this exceptional mid-century modern home. Originally designed by renowned Sarasota School of Architecture architect Tim Seibert, this extensively renovated home blends iconic design with modern luxury across more than 3,000 square feet of living space. Set on a lushly landscaped corner lot in one of Sarasota’s most prestigious communities, this abode features soaring ceilings, pecky cypress beams, Brazilian cherry hardwood floors, marble finishes, and expansive folding glass doors that create seamless indoor-outdoor living. The open-concept floor plan offers spacious living and entertaining areas, including a beautifully updated kitchen with solid wood cabinetry, marble countertops, premium appliances, and a cozy fireplace. The private courtyard and tranquil gardens, complete with a lovely swimming pool, provide a serene outdoor retreat, while the oversized primary suite serves as a private indoor retreat, complete with a walk-through closet and two separate his and hers bathrooms, offering the most exceptional comfort and functionality. An oversized guest ensuite provides luxurious accommodations for family and visitors alike. Additional highlights include a two-car oversized garage with a gorgeous new glass enclosure, wraparound porch, outdoor grill area, new metal roof, new hurricane impact windows, new paver driveway and abundant natural light throughout. Located just minutes from downtown Sarasota, St. Armands Circle, marinas, beaches, and the Bird Key Yacht Club, residents enjoy the perfect combination of privacy, security, and convenience in a 24-hour guard-gated community. This is a rare opportunity to own a true architectural gem in the heart of Sarasota’s waterfront lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Frank Pachinger (941-993-4778)
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,00010 Days on yellowkey MLS ID: A4696174
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967 Tax: $5,712 (2025)Community: Lido HarbourVilla
Taxes:$5,712
Remarks: Beachside living awaits in this beautifully renovated, turnkey-furnished villa just steps from the sugar-white sands of Lido Beach. This two-bedroom, two-bath residence offers a relaxed island lifestyle in an unbeatable location. The thoughtfully redesigned interior features an open floor plan centered around a spacious great room. The kitchen is beautifully appointed with contemporary cabinetry, quartz countertops, stylish backsplash, and premium KitchenAid appliances, including an induction cooktop and beverage refrigerator. Stylish finishes throughout include large-format porcelain tile flooring, crown molding, recessed LED lighting with dimmer switches, and custom remote-controlled window treatments. The primary suite features a walk-in closet and ensuite bath, while both bathrooms offer floor-to-ceiling porcelain tiled walk-in showers with frameless glass enclosures, built-in niches, and LED lighted mirrors. Additional upgrades include updated plumbing and water lines, underground sewer drains, an updated electrical panel and wiring, and a newer A/C system. A large laundry room with built-in cabinetry, counterspace, Maytag washer and dryer, and direct access to the attached carport adds convenience and functionality. Located on the quiet southern end of Lido Key, this ground-level villa offers the privacy of a single-family home with the ease of maintenance-free living. Enjoy direct beach access and a heated Gulf-front pool with clubhouse just moments from your door. Ideally located near South Lido Park, St. Armands Circle, and downtown Sarasota, you'll enjoy easy access to dining, shopping, nature trails, kayaking, cultural attractions, and breathtaking Gulf sunsets. Move right in and start enjoying the best of Sarasota's beach lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00055 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000191 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing Agent: Midge Mccarthy (941-809-3800)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000136 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
200 COCOANUT AVE #7, SARASOTA, FL 34236
$975,000163 Days on yellowkey MLS ID: A4676689
REDUCED by $175,000 (15.2%) on 06/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 1999Monthly Fee: $950 Tax: $11,146 (2025)Community: Library MewsSpa: NoTownhouse
Taxes:$11,146
Remarks: A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.
Listing Agent: Stacy Hanan (941-266-0529)
290 COCOANUT AVE #601, SARASOTA, FL 34236
$3,270,000367 Days on yellowkey MLS ID: A4655024
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3270 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Taxes:$0
Remarks: Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.
Listing Agent: Steven Moore (401-767-7180)
119 MCKINLEY DR, SARASOTA, FL 34236
$6,195,00070 Days on yellowkey MLS ID: A4688706
REDUCED by $100,000 (1.6%) on 06/12/2026
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Elementary School: Fruitville Elementary
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
161 GOLDEN GATE PT, SARASOTA, FL 34236
$3,995,0007 Days on yellowkey MLS ID: A4696009
Bed: 4 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 2752 Built: 1949Monthly Fee: $2 Tax: $21,915 (2025)Community: Golden Gate PointSpa: YesApartment
Taxes:$21,915
Remarks: One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves. With no true single-family homes currently remaining on Golden Gate Point and only a small handful of original legacy properties left, 161 Golden Gate Point represents one of the final opportunities to control a meaningful piece of “old Golden Gate” before the peninsula is fully transformed. Positioned in the heart of downtown Sarasota, across from the Ritz-Carlton and adjacent to Marina Jack, the property currently consists of a fully updated Four-unit building featuring newer central A/Cs, five-piece stainless kitchens, quartz countertops, new roof (2025), separate electrical meters, gated courtyards, hot tub, and gazebo — offering immediate usability and meaningful interim income while future plans are explored. Located within the City of Sarasota weekly vacation rental zone, this creates a rare opportunity not commonly found in downtown Sarasota — operate the property similarly to a boutique hotel. For the visionary buyer, this may represent a once-in-a-generation opportunity to create what could become Golden Gate Point’s only true single-family estate — a one-of-one trophy residence in the heart of downtown Sarasota. The property also presents compelling redevelopment potential. Golden Gate Point benefits from alternative development standards intended to support a more urban, pedestrian-friendly environment, including reduced setbacks, increased building coverage allowances, and flexible dimensional standards — enhancing redevelopment possibilities in this highly sought-after peninsula location. Similar RMF-5 sites on Golden Gate Point have supported boutique luxury residential concepts, while the adjacent rear assemblage totaling approximately 21,600 SF is also available, creating a rare opportunity for a larger strategic assemblage in one of Sarasota’s most supply-constrained luxury micro-markets. 161 also represents a compelling long-term hold opportunity. As Golden Gate Point continues its luxury transformation — and remaining legacy properties disappear — the opportunity to control irreplaceable downtown Sarasota land becomes increasingly rare. Just moments to Marina Jack, downtown Sarasota dining, St. Armands Circle, Lido Beach, and Sarasota’s transformative bayfront destination, The Bay. Whether envisioned as: • Rare short-term rental building where you control the entire property • One of Golden Gate Point’s final legacy holdings • A future one-of-one single-family estate • A boutique luxury redevelopment site • A strategic assemblage opportunity • A family office or long-term scarcity hold • Or a rare downtown Sarasota land play with meaningful interim income potential …opportunities of this nature are becoming increasingly difficult to replicate.
Listing is courtesy of: AMY ROBINSON REAL ESTATE LLC (941-346-7000)
Listing Agent: Amy Robinson (941-928-2044)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,00068 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing Agent: Roger Pettingell (941-387-1840)
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