Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$325,00044 Days on yellowkey MLS ID: A4695460
REDUCED by $20,000 (5.8%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,270
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
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: Brooke Mailloux (941-538-8307)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00083 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1833 OAK VIEW DR, SARASOTA, FL 34232
$599,90022 Days on yellowkey MLS ID: A4699075
REDUCED by $60,100 (9.1%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1703 Built: 1980Monthly Fee: $19 Tax: $4,942 (2025)Community: TamaronSpa: NoSingle Family
Taxes:$4,942
Elementary School: Alta Vista Elementary
Middle School: McIntosh Middle
Remarks: Welcome to one of Sarasota’s hottest neighborhoods—Tamaron—where this beautifully updated heated pool home offers the perfect blend of comfort, style, and privacy. A newer screened front porch with custom tile accents creates a warm welcome and the ideal spot to enjoy your morning coffee or unwind at the end of the day. Inside, the expanded coastal-inspired kitchen serves as the heart of the home, featuring granite countertops, custom built-in shelving, a charming window bench, Whirlpool appliances, and ample space for casual dining. The open floor plan flows effortlessly through the spacious living and dining areas, highlighted by updated light fixtures, tile flooring throughout the main living spaces, and warm wood flooring in the bedrooms. The primary suite provides a spa-like retreat with a custom stone walk-in rain shower featuring four body jets. Designed for entertaining, the oversized Florida Room includes a beautifully remodeled wet bar and overlooks the screened lanai, heated pool, and private backyard oasis. The fully fenced backyard showcases low-maintenance, eco-friendly gravel landscaping, a striking double waterfall with a three-tier water feature, accent lighting, and an irrigation system that supports the surrounding tropical landscaping. Whether relaxing poolside or hosting friends and family, this outdoor space is designed to impress. Recent improvements provide peace of mind and modern convenience, including a new roof (2020), air conditioning system (2020), upgraded electrical panel, updated pool pump system, newer windows, exterior paint, gutters, brick paver driveway, updated kitchen backsplash, Nest thermostat, Ring doorbell, newer pool cage and patio enclosure, and paver enhancements throughout the outdoor living areas. Perfectly located just minutes from Downtown Sarasota, world-renowned Siesta Key Beach, UTC shopping and dining, and countless restaurants, parks, and cultural attractions, this move-in-ready Tamaron home offers exceptional indoor-outdoor living in one of Sarasota’s most desirable established communities.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
1100 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$550,00056 Days on yellowkey MLS ID: A4695506
0 Days Off yellowkey (back on 7/22/2026)
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 918 Built: 1976 Tax: $5,481 (2025)Community: Lido Surf & SandCondo
Taxes:$5,481
Elementary School: Pine View School
Remarks: Under contract-accepting backup offers. Rare private open-air courtyard patio with breathtaking Gulf and beach views! One of only a select handful of residences within Lido Surf & Sand to offer this highly sought-after outdoor living space, this furnished 1-bedroom, 1.5-bath beachfront condominium delivers a lifestyle opportunity rarely available on Lido Key. Whether enjoying your morning coffee while watching the waves roll in or relaxing at sunset with the sound of the Gulf in the background, the expansive patio creates an outdoor experience that few condominium residences can match. Inside, the residence features a bright and inviting floor plan with updated flooring, spacious living and dining areas, abundant natural light, and beautiful water views. Offered furnished, the condo is ready to enjoy immediately as a primary residence, seasonal retreat, or investment property. Offered furnished and with a history of seasonal rental demand, the property also presents an attractive opportunity for buyers seeking a beachside investment, seasonal residence, or personal coastal retreat. Lido Surf & Sand is a premier Gulf-front community offering residents an exceptional collection of amenities, including private beach access, a beachfront heated pool and spa overlooking the Gulf, fitness center, covered parking, private storage, bicycle storage, elevators, grilling areas, shuffleboard courts, beautifully maintained walking paths and sidewalks, multiple gathering and entertaining spaces, on-site property management, and secure building access. The location is equally impressive. Situated just moments from world-famous St. Armands Circle, residents enjoy convenient access to an incredible selection of restaurants, boutique shopping, cafes, galleries, and year-round events. Downtown Sarasota, Marina Jack, cultural attractions, and Sarasota-Bradenton International Airport are all within easy reach. Opportunities to own one of the community's rare patio residences are exceptionally limited. Combining beachfront living, spectacular Gulf views, resort-style amenities, strong rental appeal, and an unbeatable location near St. Armands Circle, this is coastal Florida living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Dillon Hegarty (443-534-1666)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00088 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000236 Days on yellowkey MLS ID: A4673215
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4775 Built: 1962 Tax: $18,005 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$18,005
Tax Year: 2024
Remarks: Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Walls are up, roof is on, time to make your selections!!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
1700 BENJAMIN FRANKLIN DR #10F, SARASOTA, FL 34236
$585,00032 Days on yellowkey MLS ID: A4697846
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1968 Tax: $5,651 (2025)Community: Lido RegencySpa: NoCondo
Taxes:$5,651
Middle School: Sarasota Middle
Remarks: Spectacular Waterfront Living with Panoramic Views! Experience the best of Sarasota's coastal lifestyle in this beautiful, fully furnished, move-in-ready 10th-floor condominium, offering breathtaking, unobstructed views of the nature preserve, Sarasota Bay, and the city skyline. Thoughtfully designed, this spacious 1-bedroom, 1½-bath residence features an open floor plan that maximizes natural light and showcases the stunning scenery from nearly every angle. The inviting living area offers ample space for relaxation and entertaining, while a dedicated home office provides the ideal setting for remote work, complete with a wall of built-in cabinets for ample storage. An elegant dining area flows seamlessly into the fully equipped kitchen, which features electric appliances and a generous kitchen island. Designed for comfort and peace of mind, the residence features hurricane-impact windows, a new HVAC system, and a new water heater. The building has undergone numerous recent upgrades, further enhancing its value and appeal. Located on a premier private beachfront on Lido Key, the community offers residents resort-style amenities, on-site management, secure building access, and assigned covered parking. It is just minutes from the renowned shops and restaurants of Saint Armands Circle and the vibrant cultural and entertainment district of downtown Sarasota. Whether you're seeking a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condominium offers stunning views, modern updates, and an unbeatable location within one of Sarasota's most desirable beachfront communities.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$630,000264 Days on yellowkey MLS ID: A4670371
REDUCED by $60,000 (8.7%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
105 TUCKER AVE, SARASOTA, FL 34232
$599,995181 Days on yellowkey MLS ID: A4680183
REDUCED by $25,005 (4.0%) on 05/26/2026
Bed: 3 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1562 Built: 1940 Tax: $4,798 (2025)Community: Tuckers SubSpa: YesSingle Family
Taxes:$4,798
Elementary School: Fruitville Elementary
Remarks: A rare opportunity to acquire a beautifully restored 1940 coastal-inspired Key West style Florida bungalow positioned on an oversized 0.38-acre parcel offering future subdivision potential. Following closing, the property may be split into three separate lots, creating one residence lot with the existing home, and two additional buildable parcels—an exceptional value-add opportunity in a highly desirable Sarasota location. The 3-bedroom, 1.5-bath residence blends architectural character with curated modern upgrades. Interior highlights include refinished bamboo and wood flooring, exposed wood ceiling beams, and custom cedar built-ins that enhance the home’s refined coastal Key West bungalow aesthetic. The chef’s kitchen is thoughtfully designed with solid wood cabinetry, quartz countertops, an imported Italian tile backsplash, and updated stainless steel appliances. An adjacent addition provides expanded pantry storage and a laundry area, leading to a spa-inspired primary bathroom featuring dual vanities, a freestanding soaking tub, and a walk-in rain shower. The upper level hosts a private primary suite with a generous walk-in closet with built-ins, a second bedroom, and an updated half bath, while the third bedroom is conveniently located on the main level—ideal for guest accommodations or flexible use. Outdoor living has been elevated to an almost resort-style experience, featuring a 12-foot above-ground pool/spa with custom wood decking, multiple patios finished with imported Italian crystal tile, and a lush botanical setting with over 200 plantings and mature fruit trees including banana, mango, avocado, peach, and guava. Additional amenities include a pavilion, private outdoor shower, and a firepit designed for elevated entertaining and relaxation. Significant capital improvements include a 2023 metal roof, hurricane-rated windows, 2021 HVAC system, 2022 water heater, recent connection to public water, and a 2024 well pump with filtration system also on property. The home offers insulated and drywalled interiors, newly installed wheelchair-accessible outdoor walkway paths, an extended 6+ vehicle driveway, and a 12x14 detached workshop or garage, further enhancing functional versatility. With no HOA, no deed restrictions, and no flood insurance required, this property presents an exceptional combination of lifestyle appeal and long-term investment flexibility. Ideally located just minutes from downtown Sarasota’s premier dining, shopping, and cultural attractions, this offering is well-suited for private ownership, redevelopment, or strategic portfolio expansion.
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Michael Grant (941-800-8585)
3731 PAPAI DR, SARASOTA, FL 34232
$449,77742 Days on yellowkey MLS ID: A4697057
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1818 Built: 1960 Tax: $3,818 (2025)Community: Ridgewood Estates Add 01 ResubSpa: NoApartment
Taxes:$3,818
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Rare investment opportunity in Sarasota! Multi-family properties are seldom available in this predominantly single-family neighborhood, making this duplex a unique addition to any real estate portfolio. This income-producing property offers two separately leased units with a combined living area of approximately 1,818 square feet on a 7,800-square-foot lot. The front unit features 3 bedrooms, 1 bathroom, & a dedicated laundry room while the second (Back) unit offers 2 bedrooms, 1 bathroom, and backyard access. Both units are currently occupied through 3/31/2026, providing immediate rental income and minimizing vacancy risk for investors seeking stable cash flow. Electric/Water are not separately metered and Landlord pays these two utilities. Several major improvements have already been completed, including a new roof in 2019, updated HVAC in 2023 (back unit uses window units), and an updated electrical panel in 2023. The property is in the central Sarasota area with easy access to shopping, dining, schools, employment centers, downtown Sarasota, and the area's world-famous Gulf Coast beaches. Gross rents of $4,010. Annual Leases. Seller will consider owner financing. Showings require advanced notice. Call today!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
5830 MIDNIGHT PASS RD #61, SARASOTA, FL 34242
$575,000244 Days on yellowkey MLS ID: A4672481
REDUCED by $23,000 (3.8%) on 07/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,746 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,746
Remarks: At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1340 HARBOR DR, SARASOTA, FL 34239
$10,995,000180 Days on yellowkey MLS ID: A4680096
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5157 Built: 1950 Tax: $23,499 (2024)Community: Harbor AcresSpa: YesSingle Family
Taxes:$23,499
Remarks: Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The floor plan is amazing and the home is available for purchase during the construction phase, which makes it easy for future owners to modify the interior plans to their desires and choose their finishes. Harbor Acres is considered one of the best neighborhoods in Sarasota— and speaking of BEST, it has it all….location, waterfront, appreciation, neighbors. A close-knit community that is close to Downtown Sarasota and in-town amenities yet a half mile to Sarasota Memorial Hospital and Southside Village shops and restaurants. Call for floor plans or to walk the property.
Listing Agent: Barbara May (404-822-9264)
5908 BRIAR ROSE WAY, SARASOTA, FL 34232
$419,99969 Days on yellowkey MLS ID: A4693050
REDUCED by $15,001 (3.4%) on 07/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2019Monthly Fee: $81 Tax: $2,999 (2025)Community: Garden Village Ph 1Single Family
Taxes:$2,999
Remarks: Welcome home! This beautifully updated 3-bedroom, 2-bath home with a 2-car garage checks all the boxes. It is located in one of the most affordable gated communities in the area. The main living area flows effortlessly from room to room, perfect for everyday living and entertaining. You will find thoughtful upgrades throughout including crown moulding in the common areas, electrical upgrades and fresh interior paint. The kitchen has been upgraded for you with granite countertops, all appliances and even a new kitchen sink. Step into the master suite with an ensuite bathroom with granite countertops, upgraded toilet and new shower enclosure. The guest bathroom also features the same granite countertops, upgraded toilet and new shower enclosure as well. Comfort is covered with a whole-home water softener. Continue through the home and step outside to your private backyard retreat featuring stunning paver and stonework — low maintenance with a drip irrigation system in the backyard keeping things lush without the work yet designed to impress. Located 2 mins away from I75 for easy commuting and 15 min to Siesta Key Beaches and 10 min from downtown, so conveniently located to everything! This home is truly a move-in ready gem. Come see it before it's gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Gary Turner (941-914-2500)
6020 MIDNIGHT PASS RD #49, SARASOTA, FL 34242
$625,00025 Days on yellowkey MLS ID: A4698693
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 834 Built: 1964 Tax: $3,492 (2025)Community: Aloha Kai AptsCondo
Taxes:$3,492
Remarks: Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Welcome to your island retreat just steps from world-famous Siesta Key Beach. This beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, investment potential, and resort-style amenities. Whether you're searching for a seasonal getaway, full-time residence, or income-producing property, this exceptional opportunity checks every box. Thoughtfully updated, the home features a newer metal roof (2020), impact-rated windows and front door, upgraded 200-amp electrical service, a 2023 water heater, and an updated kitchen with modern cabinetry, quality countertops, and newer appliances. Offered turn-key furnished, it's ready for immediate enjoyment or rental. The first floor experienced water intrusion during Hurricane Milton. Following the storm, the owners completed professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available, providing confidence in the quality of the restoration. Nestled within the lush, tropical grounds of Aloha Kai, residents enjoy private deeded beach access to Siesta Key Beach, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, beautifully maintained landscaping, and on-site management. The community permits short-term rentals, making this an attractive opportunity for both personal enjoyment and investment income. Ideally located near Siesta Key Village, waterfront dining, shopping, boating, and all that Sarasota has to offer, this is your opportunity to own a move-in-ready beach villa in one of Florida's most desirable coastal communities. Buyer should verify all room dimensions, rental policies, and community regulations with the co-op association and management.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,000143 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
6300 MIDNIGHT PASS RD #702, SARASOTA, FL 34242
$1,749,00087 Days on yellowkey MLS ID: A4692155
1 Days Off yellowkey (back on 7/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1970 Tax: $9,386 (2025)Community: Crystal Sands 2Condo
Taxes:$9,386
Remarks: Under contract-accepting backup offers. Set on the 7th floor of Crystal Sands, this fully updated residence offers a front-row position to the Gulf, with sweeping views stretching south along Crescent Beach toward Point of Rocks. Located in the sought-after “2” stack, the building sits just steps from the sand, creating a rare level of proximity to the shoreline with water views from every room. The 2-bedroom, 2-bath split floor plan is both functional and well-balanced, offering privacy between suites while keeping the main living space open and connected. Wide-plank flooring runs throughout, leading into a light-filled living and dining area that opens seamlessly to the Gulf beyond. A 30+ foot lanai spans the width of the residence and is accessible from both bedrooms and the main living area, creating an easy indoor-outdoor flow and a natural extension of the living space for everyday use. The kitchen is finished with shaker-style cabinetry, quartz countertops, a center island with bar seating, and stainless appliances, designed to feel clean, current, and easy to live in. Both bedrooms are well-proportioned with direct lanai access and calming water views, while the bathrooms have been thoughtfully updated with refined finishes, frameless glass showers, and cohesive tilework that carries the modern coastal aesthetic throughout the home. Residents of Crystal Sands enjoy direct beach access, a Gulf-front pool, and a prime location just minutes from Siesta Key Village’s dining and shops. With its combination of view, proximity to the sand, and updated interiors, this is one of those residences that simply works the moment you walk in.
Listing Agent: Curt Ware (941-587-9122)
2442 NOVUS ST, SARASOTA, FL 34237
$349,00012 Days on yellowkey MLS ID: A4700064
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 913 Built: 1925 Tax: $1,366 (2025)Community: Hudson ParkSingle Family
Taxes:$1,366
Remarks: Under contract-accepting backup offers. SAY HELLO TO A GOOD BUY * ADORABLE 2 BEDROOM & 2 BATH HOME * Spacious Living Room with Crown Molding * Solid Wood Cabinets in Kitchen * NEWER HOT WATER HEATER * ROOF & A/C ARE 11 YEARS OLD * FENCED YARD * Beautiful Lot with Oak Tree * Quiet dead-end street - no through traffic * Location, location, location * 2 blocks from The Legacy Trail * This area is the next hot neighborhood with million dollar homes being built, highlighting the rapid growth & investment potential * BUY NOW AS AN INVESTMENT TO LIVE IN OR RENT * WHETHER YOU'RE CONSIDERING RENOVATIONS OR DREAMING OF BUILDING YOUR OWN MILLION DOLLAR DREAM HOME, THE POSSIBILITIES ARE ENDLESS * Close to Payne Park , Downtown, Sarasota Memorial Hospital * Short drive to Siesta Key or St Armand's Circle & Lido Beach * You are in the center of all the fabulous amenities that Sarasota has to offer * Don't miss out on the potential of this property *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
6480 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$1,149,00075 Days on yellowkey MLS ID: N6144252
REDUCED by $50,000 (4.2%) on 07/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979 Tax: $9,073 (2025)Community: Siesta BreakersCondo
Taxes:$9,073
Remarks: Turnkey-furnished and move-in ready, experience the ultimate coastal lifestyle in this beautifully maintained beachfront condo located on the beautiful, world-famous Siesta Key. Enjoy the soft, white sand of Crescent beach, with a Beach Attendant managing a 200 ft section of private beach. Whether you’re searching for a full-time residence, seasonal getaway, or income-producing investment property, this luxury condo offers the perfect blend of comfort, convenience, and breathtaking Gulf views. Enjoy relaxing mornings and stunning sunsets from your private screened balcony overlooking the sparkling heated pool, tropical courtyard, and turquoise waters of the Gulf of Mexico. Inside, the condo features an open and airy floor plan filled with natural light, tile flooring throughout the main living areas, and tasteful coastal finishes. The kitchen offers ample cabinetry, stainless steel appliances, recessed lighting, tray ceiling detail, and space for entertaining guests with a breakfast bar & dining area. The spacious primary suite provides a peaceful retreat with pool view, plantation shutters and sliding doors that open to the balcony. The ensuite has been updated with dual granite vanities, large walk-in shower and abundant storage. Open the sliders to the balcony for a seamless indoor-outdoor living experience. Residents and guests enjoy resort-style amenities including a beachfront heated pool, direct private beach access with free beach lounge chairs, option to rent an umbrella or cabana, beautifully maintained grounds, covered parking, grills and lighted tennis / pickleball courts. This condo also offers excellent rental potential, making it a fantastic opportunity for investors seeking vacation rental income in one of Florida’s most desirable beach destinations. Ideally located, walk to restaurants, bars, grocery, boat/bike/kayak/jet ski rentals, gift shops and more! Wake up to the beautiful beach & ocean views, where every day feels like a vacation!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Heather Lakeman (941-412-6083)
201 HONORE AVE, SARASOTA, FL 34232
$515,00062 Days on yellowkey MLS ID: A4694437
REDUCED by $5,000 (1.0%) on 07/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1979 Tax: $2,957 (2025)Community: Green AcresSpa: NoSingle Family
Taxes:$2,957
Remarks: Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.
Listing Agent: Amy Chapman (941-225-1500)
1527 STEWART DR #115, SARASOTA, FL 34232
$274,50024 Days on yellowkey MLS ID: A4698913
0 Days Off yellowkey (back on 7/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1635 Built: 1972Monthly Fee: $460 Tax: $3,383 (2025)Community: Forest Pines 01Villa
Taxes:$3,383
Remarks: Ready to move in! This 2/2 villa offers a fresh look and plenty of space to spread out! The expanded Florida room under air opens up the living area to a large 1,635 square feet of interior living space. The kitchen features shaker cabinets, quartz countertops and stainless steel appliances. Luxury vinyl flooring throughout. Bathrooms have been updated. Covered carport with extra storage. The villa is steps to community heated pool and recreational center. Centrally located and walking distance to Pinecraft.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
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