Location: Sarasota
Do Not Show Listings
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00035 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,241
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$312,00018 Days on yellowkey MLS ID: A4693394
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00025 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
Elementary School: Southside Elementary
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
1717 JOYCE ST, SARASOTA, FL 34231
$399,00026 Days on yellowkey MLS ID: A4691080
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Taxes:$3,784
Remarks: Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
7294 CLOISTER DR #9, SARASOTA, FL 34231
$189,50032 Days on yellowkey MLS ID: A4691156
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 941 Built: 1987 Tax: $2,077 (2025)Community: Carrington PlaceCondo
Taxes:$2,077
Remarks: Welcome home to this first floor, stylishly updated 2-bedroom, 2-bathroom condo showcasing contemporary elegance throughout! This well-maintained and functional floor plan offers a comfortable living space with a cozy dining area, all highlighted by sleek tile flooring that flows seamlessly from room to room. The modernized kitchen is truly a standout, perfect for any home chef, with updated finishes and thoughtful design. Both bathrooms have been tastefully renovated with chic features and finishes, adding to the home’s overall appeal. With its open layout and abundance of natural light, this condo feels bright, inviting, and move-in ready! Enjoy the serenity of your private screened-in back patio....an ideal spot for morning coffee or unwinding in the evening. Carrington Place is a quaint, well-kept community featuring a lovely pool for residents to enjoy. Centrally located, you’re just minutes from the world renowned Siesta Key Beach, as well as a wide variety of shopping and dining options. For those with an active lifestyle, you’re also close to Legacy Trail! Perfect for biking, running, or walking. Schedule your showing today and come see all this beautiful condo has!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
4222 65TH PL E, SARASOTA, FL 34243
$499,00039 Days on yellowkey MLS ID: A4691398
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2005Monthly Fee: $577 Tax: $5,835 (2025)Community: Cascades At Sarasota Ph ISpa: NoSingle Family
Taxes:$5,835
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free living and a resort-inspired lifestyle. The HOA delivers exceptional value, covering private roads, a 25,000-square-foot clubhouse, resort-style amenities, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more. This beautifully updated residence showcases outstanding curb appeal with a manicured lawn, tile roof, and paver driveway and walkway leading to a screened entry. Inside, the popular Aruba floor plan offers an open, functional layout enhanced by vaulted ceilings, refined architectural details, tastefully updated tile floors throughout. This spacious great room floor plan offers multiple areas for guests and family. The kitchen is thoughtfully designed and updated with rich wood cabinetry featuring soft-close drawers, granite countertops, custom tiled backsplash, roll outs, and premium KitchenAid appliances—perfect for both everyday living and entertaining. A versatile third bedroom provides flexible use as a home office or guest space, complete with granite top desk with built-ins, a Murphy bed with adjacent wardrobe cabinetry. Impact glass windows & doors along with accordion hurricane shutters. Primary bathroom completed remodeled with custom cabinetry, quartz countertops, dual vanities, frameless shower, lighting, plumbing fixtures, and more. The secondary bathroom has been tastefully updated with custom cabinetry, quartz countertops and stylish lighting, while tile flooring flows seamlessly throughout the home. The oversized screened lanai and private back yard offers the ideal setting for morning coffee or evening relaxation and entertaining. The garage offer a great space for vehicles, toys, and storage alike. Epoxy coated garage floors, with built in storage. HVAC updated in 2021 and water softener system updated 2024. Life in the Cascades at Sarasota offers an active and vibrant lifestyle centered around a 25,000-square-foot clubhouse featuring indoor and outdoor heated pools with a hot tub, a state-of-the-art fitness center, yoga and aerobics studios, six Har-Tru tennis courts with an on-site pro, bocce ball courts, arts and crafts rooms, billiards, a library, and a full calendar of activities coordinated by a dedicated lifestyle director. The HOA fee includes internet, cable, landscaping and lawn maintenance, irrigation, alarm monitoring, and lawn and landscape pest control, allowing you to fully enjoy the community’s exceptional amenities and social opportunities. Conveniently located near UTC Mall, restaurants, Sarasota-Bradenton International Airport, downtown Sarasota, and the area’s award-winning beaches, this home offers the perfect blend of elegance, convenience, and active Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
3221 BENEVA RD #102, SARASOTA, FL 34232
$153,90039 Days on yellowkey MLS ID: A4690828
REDUCED by $6,000 (3.8%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,093 (2025)Community: Village Brooke Sec 2Condo
Taxes:$2,093
Remarks: ***PRICE REDUCTION***This well-maintained ground floor condo is located in the heart of Sarasota. Village Brooke is known for its lush landscaping, beautifully maintained grounds, and low condo dues. Association amenities include TWO heated pools, tennis/pickelball courts, shuffleboard, serene ponds with shaded gazebos, BBQ grills, picnic areas, laundry facilities and ample exterior locked storage area. There is a well-equipped club house complete with a full kitchen, pool & ping pong tables, and spacious lounge area with large screen TV. Village Brooke is close to shops, dining, public transportation and is just 1 mile to the Legacy Trail, less than 2 miles to Pinecraft, Sarasota's unique Amish Village and less than 4 miles to Siesta Key, voted Number 1 beach in America in 2026!! The low monthly condo fee includes water, sewer, trash, basic CABLE TV, basic INTERNET, PEST CONTROL, grounds and pool maintenance, exterior insurance and more! Don't let this amazing opportunity get away!!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$535,00040 Days on yellowkey MLS ID: A4690680
REDUCED by $14,000 (2.6%) on 05/26/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1965Monthly Fee: $962 Tax: $1,373 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,373
High School: Booker High
Remarks: Completely renovated condominium in a unique, prime, waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are high-impact glass. The clubhouse has undergone a complete remodel and includes a fully equipped kitchen and new metal roof. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats (sailboats or powerboats) up to 30 feet are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly HOA fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets permitted with valid service or support animal documentation. Turnkey furnished is negotiable.
2545 BROWNING ST, SARASOTA, FL 34237
$725,00048 Days on yellowkey MLS ID: A4687679
REDUCED by $25,000 (3.3%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1726 Built: 1958 Tax: $8,379 (2025)Community: Hudson ParkSingle Family
Taxes:$8,379
Elementary School: Alta Vista Elementary
Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$520,00063 Days on yellowkey MLS ID: A4688048
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,00078 Days on yellowkey MLS ID: A4686336
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $9,583 (2025)Community: Sunset TowersCondo
Taxes:$9,583
Remarks: UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished. Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-key unit delivers flexibility and value. Step inside to a light-filled layout that maximizes views from nearly every room. The spacious living and dining area flows seamlessly to a private balcony—perfect for enjoying coastal breezes and front-row sunset shows. Both bedrooms are generously sized. The home is ready to enjoy as-is, or primed for your personal updates and design vision. Sunset Towers is a pet-friendly, well-maintained community located directly on Sarasota Bay. Residents enjoy resort-style amenities including a heated saltwater pool, private beachfront area, kayak launch and storage, elevated sun deck, fitness center, and covered parking. The building has passed its milestone inspection and is managed with care and attention to detail. From this ideal location, you're just steps from downtown Sarasota’s vibrant arts, dining, shopping, and cultural scene—including Marina Jack, the Farmer’s Market, theaters, museums, and more. The John Ringling Bridge leads directly to Lido Beach and St. Armands Circle, with a free trolley stop right out front for added convenience. Don’t miss this rare opportunity to own a high-floor, west-facing waterfront unit in one of Sarasota’s most sought-after buildings.
Listing Agent: Vincent Vizzaccaro, Pa (941-900-7060)
1703 N TAMIAMI TRL #511, SARASOTA, FL 34234
$660,00084 Days on yellowkey MLS ID: A4685576
REDUCED by $60,000 (8.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2022 Tax: $7,148 (2025)Community: The Strand Of SarasotaCondo
Taxes:$7,148
Remarks: One or more photo(s) has been virtually staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.
5958 ANISE DR, SARASOTA, FL 34238
$535,00092 Days on yellowkey MLS ID: A4684465
REDUCED by $15,000 (2.7%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2017Monthly Fee: $192 Tax: $3,797 (2025)Community: Arbor Lakes On Palmer RanchSpa: NoSingle Family
Taxes:$3,797
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Meticulous home on Best Location on Lake with fully fenced back yard and sweeping views of the lake and the native water birds. The three-panel sliding glass doors open completely to the tiled Lanai. The Rotunda of the home offers something special in the home and is a great place for holiday tree decorating. Home Connect wi-fi. Easy-to-clean upgraded porcelain tile floor throughout the house. Enjoy all of the kitchen granite counter space with seating room for 4. BOSCH dishwasher is UNHEARD when running and cleans dishes completely.. High ceiling architectural designs give a pleasant open-air feeling throughout the house. Updated LED light fixtures and ceiling fans. Accent colors walls and subtly on ceilings create a dynamic, luxurious space. Gas tankless hot water heater for low utility bills (gas connection is available to support a gas range.) Primary Bedroom with tray ceiling and en-suite Bath walk-in shower, two walk-in closets. The location within Palmer Ranch makes for great accessibility to shopping, medical facilities, restaurants, and the #1 voted Best Beach in USA!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00095 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,000103 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Remarks: Downtown Sarasota Investment Opportunity! Updated Gillespie Park property with rare 7-day minimum rental flexibility, ADU potential, and strong investment appeal just minutes from downtown Sarasota, The Bay Park, St. Armands Circle, and Lido Beach. This updated home blends classic mid-century character with modern upgrades including terrazzo floors, renovated kitchen with granite countertops, newer appliances, flexible living spaces, and a newer primary suite addition with walk-in closet and private bath. The private backyard offers room for a future pool and possible accessory dwelling unit (ADU), subject to City approval, creating additional long-term value and rental potential. Recent updates include windows, HVAC, hot water heater, washer, and dryer for added move-in-ready convenience. Ideal as a primary residence, seasonal retreat, or income-producing Sarasota investment property in one of downtown’s most desirable neighborhoods. Buyer to verify all measurements, rental restrictions, zoning, ADU potential, and all property information. Property may have audio and/or video surveillance.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
800 N TAMIAMI TRL #321, SARASOTA, FL 34236
$699,000172 Days on yellowkey MLS ID: A4675025
REDUCED by $30,000 (4.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1734 Built: 2007 Tax: $10,554 (2024)Community: AlinariSpa: YesCondo
Taxes:$10,554
Tax Year: 2024
Remarks: AMAZING VALUE: Unit was appraised at $850,000. Welcome to an exciting blend of privacy, space and style in this unique multilevel end-unit townhome with your own private entrance, set within the coveted Alinari at Rosemary Place in downtown Sarasota. Enjoy 1,734 sq. ft. of remodeled interior living space & your very own private 942 sq. ft. Rooftop Deck with sweeping views of Sarasota Bay, Sarasota city skyline, resort-style pool & spa deck, & unforgettable sunsets. 1 of only 6, private townhomes located just off the pool—& the only one currently available—this residence is truly a rare offering. Upon entering at your very own private entrance, cross the threshold & enjoy soaring 18-foot ceilings showcasing ample windows that create an expansive, light-filled interior that seamlessly blends w/the outdoor scenery with high-end finishes, including custom Venetian plaster walls, designer lighting, custom plantation shutters & freshly painted interior. The kitchen is well-appointed w/quartz countertops, large bar counter, stainless steel appliances, custom designer soft close cabinetry with ample storage space & an oversized pantry. The adjacent spacious dining area has ample room for 6-8 and flows seamlessly into the living room creating the perfect open-concept floor plan for relaxing & entertaining with friends. The versatile 2nd bedroom/den with an adjacent full bath was previously used as both by the current owner. See images of the custom Murphy Bed with storage. Town records classify unit as a 1BR, but it lives comfortably as a 2BR thanks to the sleek sliding partition door. Open the French doors to a spacious oversized terrace (approx. 642 sq. ft.) which is one of 3 private outdoor spaces. Upstairs, the expansive Primary Suite features its own private balcony, walk-in closet & large en-suite bath with dual sinks, soaking tub, large separate walk-in shower and linen closet. Continue to your very own Private Rooftop Terrace Retreat, which spans the full length of the residence and sets the stage for true luxury overlooking the city skyline and Sarasota Bay making it an inviting space for relaxation, al fresco dining or entertaining. Additional highlights include an oversized laundry room w/built-in cabinetry, retractable screens for airflow throughout, generous storage, 2 AC units, custom window treatments, upgraded ceiling fans, custom stainless stair railing, beautiful tile floors and two elevators adjacent to the unit. Alinari residents enjoy 24-hour concierge & security with onsite management staff, an 80’ heated lap pool & spa, fitness center, private cinema, outdoor grilling, business center, club room with bar and entertaining kitchen, social and tea rooms, wine cellar with personal locker (a favorite spot for casual wine gatherings), billiards, three guest suites to accommodate additional overnight guests, a large dog park, designated garage parking, a climate controlled storage unit, indoor bicycle storage and an active social committee that plans engaging events throughout the year Alinari residents can rest assured as the building was built at 16’ feet above sea level and is located in an X flood zone and has passed its structural survey with no assessments coming up. Total indoor & outdoor living space: 3,389 sq. ft. all just minutes from Sarasota Bay, Van Wezel, St. Armands Circle, Lido Beach, Sarasota’s vibrant downtown shopping, fine dining, marinas, and expansive arts & cultural offerings. *Furnishings are negotiable
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Tracey Stetler (941-266-9001)
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,195,000256 Days on yellowkey MLS ID: A4658635
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$4,500
Remarks: One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
7605 RICHARDSON RD, SARASOTA, FL 34240
$769,00043 Days on yellowkey MLS ID: A4690788
REDUCED by $30,000 (3.8%) on 05/23/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 1983 Tax: $5,334 (2025)Community: Racimo RanchesSingle Family
Taxes:$5,334
Remarks: Welcome to a rare opportunity to own a 2 acre property located in the highly desirable East Sarasota community of Racimo Ranches. The main residence and attached 2 bedroom mother-in-law apartment sit on large picturesque lot, no HOA or deed restrictions and not located in a flood zone—offering the quiet privacy and freedom of country living with the convenience of Sarasota’s continued growth just moments away from I-75. Brand new shopping & dining amenities abound just moments away from this property’s doorstep. This versatile residence features a well-appointed 3-bedroom, 3 full bathroom main home with a 2-car garage, thoughtfully designed for comfort and functionality. Inside, you’ll find a beautifully remodeled gourmet kitchen (2022) showcasing solid wood, soft-close white Shaker cabinetry, creating a bright and timeless space perfect for gathering. The welcoming, open living room features a large bay window with views of the front yard adding to the overall farmhouse charm. Major updates provide peace of mind, including a new roof (2025) and a newer AC system with replaced ductwork (2022). The home has newer luxury vinyl plank flooring throughout. Attached to the main residence is a private 2-bedroom, 1-bathroom mother-in-law suite complete with its own full kitchen, living room and carport—ideal for multi-generational living, hosting guests, or generating rental income. This additional residence can either be accessed via a private entrance off the carport or via the main residence. The apartment also features a newer AC system (2024), making it move-in ready and comfortable year-round for guests. Step outside and experience the true beauty of the land. The expansive 2-acre lot includes a charming chicken coop, several large oak trees, a peaceful small creek running along the back of the property, a cozy fire pit area, and a separate workshop/storage outbuilding—perfect for hobbies, equipment, or extra storage. With no HOA or deed restrictions, you have the freedom to truly make this property your own. This is a unique opportunity to enjoy the feel of country living in a location that has grown in demand—offering space, flexibility, and endless potential for homeowners and investors alike.
Listing Agent: Heather Gehan (941-893-0213)
2304 RINGLING BLVD #103, SARASOTA, FL 34237
$155,00085 Days on yellowkey MLS ID: A4685401
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965 Tax: $2,063 (2025)Community: Garden AptsCondo
Taxes:$2,063
Remarks: Welcome to this inviting ground-floor 1-bedroom, 1-bath condo ideally located within walking distance of all that downtown Sarasota has to offer. This well-maintained unit features tile flooring throughout, creating a clean, low-maintenance living space ready for immediate enjoyment. The community has recently upgraded the laundry facilities with brand-new washers and dryers, and the unit includes its own assigned parking space, along with guest parking on-site for added convenience. Whether you're looking for a weekend getaway, full-time residence, or investment opportunity, this condo checks all the boxes with a strong long-term rental history and move-in-ready condition. Can be sold furnished or unfurnished. Cable and Water already included in the HOA. Designed by Ruth Richmond, these unique residences maximize space and charm, featuring arched architectural details, a sliding glass door, and walk-in closets, making the home feel larger than its footprint. Location truly sets this property apart. Situated at the corner of Ringling Blvd. and Shade Ave, you're just 0.1 miles from Payne Park, where you'll find tennis courts, the Legacy Trail, disc golf, café, and scenic green space. Plus, you're within one mile of downtown Sarasota and the bayfront, offering incredible dining, shopping, entertainment, and nightlife. Local favorites like Shamrock Pub and many other restaurants are just minutes away. Perfect for investors, seasonal residents, or anyone looking to enjoy the Sarasota lifestyle.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
4750 TIVOLI AVE, SARASOTA, FL 34235
$473,00067 Days on yellowkey MLS ID: A4687861
REDUCED by $22,000 (4.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1989Monthly Fee: $894 Tax: $5,542 (2025)Community: Longwood VillasSpa: YesSingle Family
Taxes:$5,542
Remarks: Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this home apart. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil setting. The HOA is responsible for landscaping, roof repair & replacement and painting of all exterior walls. HOA fees include: property insurance, landscaping, mowing, irrigation, admin fees, roof replacement & repairs, and exterior painting. Step inside to a warm, inviting entry that opens into a bright, airy open-concept floor plan featuring soaring vaulted ceilings. Stunning Spanish-inspired tile flooring flows throughout most of the home, creating a cohesive and elegant feel. The recently updated kitchen is a true centerpiece, featuring sleek modern cabinetry, matching appliances, unique concrete countertops, a chic tile backsplash, and a stainless refrigerator—perfect for both everyday living and entertaining. A top of the line reverse osmosis in the kitchen, adds an extra layer of comfort and quality. The thoughtfully designed split floor plan offers privacy for guests, with two guest bedrooms and a conveniently located bathroom. One bedroom features French doors, making it ideal as a home office, den, or art studio. The home features vaulted ceilings throughout creating an open, airy feel. The spacious primary suite is a true sanctuary, complete with laminate flooring, a large walk-in closet, and sliding glass doors that lead directly to the pool patio. The en suite bathroom offers dual sinks, solid surface countertops, and a large soaking tub perfectly positioned to take in peaceful lake views. In addition, 2 skylights infuse the primary bathroom with soft, natural light. Indoor-outdoor living is seamless, with multiple sliding doors from the main living area opening to the expansive screened pool patio. This inviting space is ideal for relaxing, entertaining, or working from home in a tranquil setting. Enjoy the sparkling pool, shaded awnings for cool comfort, and picturesque surroundings that make alfresco dining a daily pleasure. Ideally located near UTC shopping and dining, with easy access to Lakewood Ranch, world-renowned Gulf beaches, and Sarasota-Bradenton International Airport, this home offers both convenience and a coveted Florida lifestyle. Don’t miss the opportunity to own this move-in ready gem in one of the area’s most desirable communities.
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