Location: Sarasota , 34236
Do Not Show Listings
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00013 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,633
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
253 GOLDEN GATE PT #401, SARASOTA, FL 34236
$3,850,00027 Days on yellowkey MLS ID: A4694319
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2831 Built: 2025Community: Peninsula SarasotaCondo
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful residence in Golden Gate Point featuring 3 bedrooms, 3 full bathrooms, and a powder room, with a spacious great room and breathtaking views of Sarasota Bay. This exceptional residence showcases European cabinetry, gas cooktops, quartz countertops, Wolf and Sub-Zero appliances, hardwood flooring, floor-to-ceiling windows with electric shades, custom-designed closets scheduled for installation in June, outdoor grill on your private terrace. The residence also includes two dedicated parking spaces in the garage with a storage unit. Residents enjoy an impressive collection of amenities, including a resort-style swimming pool, fitness center, private wine storage, and an incomparable rooftop gathering space — perfect for entertaining friends and family or simply admiring the stunning Sarasota sunsets. Nestled on a beautiful peninsula, this exclusive property offers the perfect balance of privacy and convenience, just steps from the vibrant heart of downtown Sarasota.This residence includes the convenience of a smart home system. Featuring an upgraded private den with glass doors for your convenience of a home office, wine room or anything that suits your lifestyle. Come experience it in person and claim your own piece of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500166 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
High School: Sarasota High
Remarks: Virtually Staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
988 BLVD OF THE ARTS #1011, SARASOTA, FL 34236
$849,000223 Days on yellowkey MLS ID: A4669131
REDUCED by $88,000 (9.4%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $12,775 (2024)Community: Condo On The Bay Tower IiSpa: NoCondo
Taxes:$12,775
Tax Year: 2024
Remarks: New price! New look! Indulge in premier bayfront living in this 10th-floor residence offering direct, unobstructed water and sunset views that will never be blocked. Boat slips are currently available for lease. Situated on a private, gated peninsula with 24-hour security, Condo on the Bay delivers an exclusive waterfront lifestyle walkable to downtown Sarasota and the Bay Park next door. From the extra-wide screened balcony, enjoy sweeping views of the bridge, boats, and coastal wildlife. Boat and kayak slips, a fishing pier, and immediate water access place the bay at your doorstep. Inside, the residence features a refined KitchenAid kitchen with granite countertops, a wine bar with cooler, full-size washer and dryer, and modern mechanical upgrades. The primary ensuite boasts endless water views and many custom closets. The spacious guest room, with a queen size murphy bed, also doubles as office space. The HOA fee covers all utilities except for electricity. Resort-style amenities include two heated pools, two new state-of-the-art fitness centers, tennis and pickleball courts, concierge service from 8–6 daily, and a full calendar of organized social activities. Next door is the Bay Park, a 52 acre paradise with walking trails, a beach, Performing Arts Center, a marina, concerts, kayak launch, snack bar, yoga, zumba and more. Downtown is down the street where you can choose from many restaurants, art galleries and events. Condo on the Bay offers a rare combination of unobstructed bay views, luxury amenities, walkable downtown access, and timeless waterfront elegance, this is an exceptional opportunity no buyer should pass up.
Listing Agent: Deborah Huffman (570-419-1116)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000149 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,495,000197 Days on yellowkey MLS ID: A4673505
REDUCED by $100,000 (3.9%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Remarks: Virtually Staged. Welcome to Downtown Sarasota luxury living at its finest. Perfectly positioned in the sought-after Laurel Park neighborhood, just steps from Historic Burns Court, Marie Selby Botanical Gardens, Bayfront Park, Marina Jack, and only minutes to Lido Beach and St. Armands Circle, this custom-built 2024 coastal modern residence offers an exceptional blend of sophistication, comfort, and walkable downtown convenience. Designed for those who value effortless entertaining and an active Sarasota lifestyle, this meticulously constructed two-story residence spans 2,754 square feet and features four bedrooms, three and a half baths, a heated saltwater pool, outdoor kitchen, and thoughtfully curated designer finishes throughout. The heart of the home showcases an expansive open-concept living space centered around a chef's kitchen appointed with premium Thermador stainless appliances, gas cooking, built-in coffee and beverage center, oversized island seating for seven, walk-in pantry, dedicated ice maker, dual wine refrigeration accommodating over 200 bottles, and seamless indoor-outdoor flow ideal for entertaining. Step outside into a private resort-inspired setting where textured stucco privacy walls frame a heated saltwater pool with waterfall feature, fountains, ambient lighting, covered entertaining spaces, outdoor kitchen, pool bath, and outdoor shower. Constructed entirely of concrete block and engineered for peace of mind with CAT 5 hurricane windows, metal roof construction, whole-house Generac generator, water filtration systems, and exceptional finish quality throughout. The second level owner's retreat creates a private sanctuary with spacious walk-in closet and spa-inspired bath, while two guest suites share a beautifully appointed Jack-and-Jill bath. A first-floor bedroom with adjacent full bath offers flexibility for guests, office, fitness, or multigenerational living. Additional features include marble exterior decking, porcelain tile balconies, epoxy garage flooring, irrigation system, quartz surfaces throughout, and premium construction rarely found in downtown Sarasota. Leave the car behind and experience Sarasota the way it was meant to be lived — morning walks to Selby Gardens, evenings in Burns Court, waterfront sunsets along Bayfront Park, and effortless access to world-renowned beaches. Luxury. Lifestyle. Location. 1659 Devonshire Lane delivers all three. Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
1717 ALTA VISTA ST, SARASOTA, FL 34236
$3,295,00069 Days on yellowkey MLS ID: A4689355
REDUCED by $205,000 (5.9%) on 06/12/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2023 Tax: $33,109 (2025)Community: Prime SubSpa: YesSingle Family
Taxes:$33,109
Middle School: Sarasota Middle
Remarks: Prime Location in the Hudson Bayou neighborhood. Built in 2023 this home offers 5 Bedrooms, 4.5 bathrooms and designer finishes. The interior features an open floor plan with wide plank wood flooring throughout and impact-rated windows and doors. The great room is anchored by a tray ceiling, custom built-ins, and a marble fireplace feature wall. The kitchen is designed for both everyday living and entertaining, offering Viking appliances, a dual fuel range, built-in refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. A dedicated wine room is located just off the kitchen. The primary suite is positioned on the first floor with direct access to the lanai, two custom walk-in closets, and a well-appointed bathroom with dual vanities, soaking tub, and frameless glass shower. The main level also includes a flexible office or guest suite with a full bath, along with a spacious laundry room. Outdoor living is fully integrated with a covered lanai featuring a complete outdoor kitchen with gas grill, vent hood, sink, and refrigerator, along with electric screens. The heated saltwater pool and spa are finished in PebbleTec and complemented by a gas fire feature, updated landscaping for privacy, and an outdoor shower. Upstairs includes three additional bedrooms, all with walk-in closets, two full bathrooms, and a loft space. Additional features include Sonos audio on the main level and natural gas generator. Located within the Southside Elementary school district, with a neighborhood park nearby. Downtown Sarasota, the Bayfront, Marie Selby Botanical Gardens, and Southside Village are all just minutes away, with convenient access to the Lido Key and Siesta beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
1903 OAK ST, SARASOTA, FL 34236
$720,00032 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
Taxes:$8,464
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 Agent: Michael Grady (941-366-8070)
540 N TAMIAMI TRL #804, SARASOTA, FL 34236
$2,500,00021 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
$425,00031 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
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
$375,0003 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
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
$2,350,000110 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
$1,900,000463 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
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
$895,000225 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
$569,00032 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.
1743 8TH STREET, SARASOTA, FL 34236
$750,00012 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
$695,00028 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
$2,995,00040 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
$799,0008 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 Agent: Judy Nimz (941-374-0196)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00053 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)
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