Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
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3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,00099 Days on yellowkey MLS ID: A4683197
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,030
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
7300 COVE TER, SARASOTA, FL 34231
$2,350,000122 Days on yellowkey MLS ID: A4680113
REDUCED by $45,000 (1.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3686 Built: 2009Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$18,405
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Looking for waterfront living and a boating lifestyle? Look no further! This grand residence, located in Coral Cove, provides direct access to the Intracoastal waterway, yet safely tucked away and situated on an elevated lot well above flood risk. With proximity to one of the top-rated beaches in the US – Siesta Key, this refined home offers flexible and open living spaces – indoor and out. A double-door entry opens to a grand foyer and a spacious great room with a two-story volume ceiling, fireplace, and a wall of sliding glass doors showcasing the saltwater pool and tranquil water views beyond. Extensively renovated in 2009 per public records, this home features four bedrooms and four baths with marble, granite, and Egyptian limestone surfaces throughout. Two of these are full en suites with water views; either can serve as a primary suite – one on the first floor, the other above. The first-floor suite overlooks the pool, spa, and waterway and includes a marble bath accented with onyx lighting. The second floor suite showcases bamboo flooring and a custom en suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. Enjoy tranquil outdoor living and beautiful sunset views from the elevated covered lanai featuring a wood plank ceiling, a summer kitchen with granite countertops, a roll-in grill, and granite tiled decking that surrounds the pool and spa. Hop on your boat from the low-maintenance composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. As an owner of this waterfront residence you will have access to the private Coral Cove intracoastal waterfront park and boat launch with a voluntary HOA. Surrounded by tropical landscaping and exterior lighting, this beautiful residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities that make Sarasota special. Come see for yourself the extraordinary value this home offers a future owner with vision!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Arme (941-266-4003)
1740 WISCONSIN LN, SARASOTA, FL 34239
$449,000312 Days on yellowkey MLS ID: N6139734
1 Days Off yellowkey (back on 5/26/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 576 Built: 1949 Tax: $4,712 (2024)Community: BayviewSingle Family
Taxes:$4,712
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Dan Heschmeyer (941-544-1222)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000221 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing Agent: Lisa Gullick (941-364-4000)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000243 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Ethel Lovelace (941-586-7390)
915 SEASIDE DR #402, Weeks 10-13, SARASOTA, FL 34242
$100,0005 Days on yellowkey MLS ID: A4694774
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $428 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$428
Tax Year: 2026
Remarks: Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$535,00037 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000127 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5880 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$1,450,000180 Days on yellowkey MLS ID: A4673074
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1982 Tax: $6,734 (2024)Community: CasarinaCondo
Taxes:$6,734
Remarks: $50,000 Seller Credit Offered for the Right Offer • Rarely Available Deeded Garage Space • Direct Private Access to Crescent Beach • Updated Interior • 7+ Acres of Lush Landscaped Grounds • Resort-Style Amenities. Welcome to an exceptional opportunity at Casarina where coastal elegance meets resort-style living. For the right offer, the seller is offering a $50,000 credit toward furnishings, customization, or closing-related expenses, creating a unique opportunity for buyers seeking both value and flexibility on Siesta Key. This updated residence also features a rarely available deeded garage space paired with direct private access to Crescent Beach, an increasingly difficult combination to find in today’s market. Positioned on 7+ acres of lush, beautifully landscaped grounds, the community offers an elevated coastal lifestyle with onsite property management, glass elevator access, tennis and pickleball courts, fitness center, beachfront deck, heated pool, spa, and outdoor gathering spaces. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity with flexible monthly rental potential, this residence offers exceptional value in one of Siesta Key’s most desirable beachfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julia Montei (941-702-3098)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501142 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Tax Year: 2022
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000267 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000145 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home age 3 & 5) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000198 Days on yellowkey MLS ID: A4671658
REDUCED by $20,000 (3.2%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90016 Days on yellowkey MLS ID: A4693286
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
819 PARADISE WAY, SARASOTA, FL 34242
$2,295,00015 Days on yellowkey MLS ID: A4693282
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2505 Built: 1996Monthly Fee: $17 Tax: $18,581 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$18,581
Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.
Listing Agent: Judie Berger (941-928-3424)
6285 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$643,000387 Days on yellowkey MLS ID: A4651246
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1981 Tax: $6,349 (2024)Community: Excelsior Beach To Bay 5Spa: YesCondo
Taxes:$6,349
Remarks: Tremendous value for this 4th floor condo for sale at the Excelsior Beach to Bay Complex! Coveted for its soaring ceilings and the opportunity to add a bona fide 3rd bedroom, you can redesign this bayside penthouse into a luxurious home/home away from home. Take your time as there have been updates, it's in great condition and quite lovely as is. This particular unit faces south and is filled with lots of natural light plus the added benefit of clerestory windows. AC and water heater replaced in 2025. A pre-listing home inspection was conducted for your peace of mind and is available for review. There have been some compelling upgrades over the years including granite countertops, stainless appliances flooring, carpeting and so forth. The condo has not only been owned by the same family since construction if is also smoke free, pet free, never rented, and has been extremely well maintained. The screened in lanai overlooks the grounds however could be enclosed if you like. Each condo comes with assigned underbuilding parking as well as an additional parking for one other car under the carports. There is also a locked storage locker for your toys and seasonals. Absolutely the best value and opportunity at the Excelsior and perhaps on Siesta Key itself. The Excelsior is rich with amenities: Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Two Hot tubs, Tennis Courts, Pickle Ball Courts, Fitness Center, Gulf side Sun Deck, Beach Lounge Chairs, Outdoor Grills, Intercoastal Fishing Pier, Community Room and monthly community events, Library, and catering kitchen. Walk to Shopping, Dining, Bike & Boat Rentals This ideal location has direct and deeded beach access to Siesta Beach, renowned for its quartz sand known for staying cool in the summer and feeling like talcum underfoot. Easy on and off the key access at the south Stickney Point Bridge. The increasingly popular Gulf Gate neighborhood is just over the bridge offering a wide variety of eclectic restaurants, grocers, pubs, and shops. A remarkable opportunity with these features and at this price which doesn't come around very often.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Joan Winters (941-536-1714)
915 SEASIDE DR #312, Weeks 16-17, SARASOTA, FL 34242
$48,00027 Days on yellowkey MLS ID: A4692319
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Remarks: Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000292 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
2010 HYDE PARK CIR, SARASOTA, FL 34239
$2,199,00064 Days on yellowkey MLS ID: A4687471
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3515 Built: 2026 Tax: $4,305 (2025)Community: Purtz SubSpa: YesSingle Family
Taxes:$4,305
Elementary School: Alta Vista Elementary
Remarks: A statement of modern luxury and elevated Florida living, this newly constructed residence blends sophisticated design, expansive indoor-outdoor spaces, and an exceptional location, Situated on a prominent corner lot in Arlington Park, this stunning two-level home was thoughtfully designed to deliver comfort, functionality, and a true resort-style lifestyle experience. Featuring 5 bedrooms, 5 full bathrooms, and 1 half bath, this residence offers approximately 3,515 square feet of interior living space and over 5,834 total square feet including expansive outdoor living areas, balcony spaces, pool area, and garage. The first level features approximately 1,825 square feet thoughtfully distributed across the luxurious primary suite, an additional guest bedroom and full guest bath, spacious open-concept living areas, and a beautifully designed chef's kitchen with premium finishes, custom cabinetry, oversized island, and seamless connection to the outdoor entertaining spaces. An elevator provides convenient access between both levels, adding comfort and sophistication to the home. Step outside into your private backyard oasis featuring a resort-style pool, lush landscaping, and multiple outdoor areas designed to embrace the Florida lifestyle. One side of the property showcases a beautiful oak tree and garden setting, creating a peaceful natural atmosphere ideal for relaxing with family, friends, and pets. The second level offers approximately 1,690 square feet and includes an additional primary suite, two spacious guest bedrooms, and access to an incredible balcony designed to enjoy Sarasota's year-round sunshine and indoor-outdoor living experience. Situated on an oversized 10,200 square foot corner lot, this property offers the perfect balance between luxury, privacy, and outdoor enjoyment. Ideally located just steps from Arlington Park, minutes from Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, and the world-renowned beaches of Siesta Key, this home combines luxury, location, and lifestyle in one of Sarasota's fastest-growing and most desirable neighborhoods. Schedule your private showing today and experience one of Arlington Park's most exciting new luxury offerings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jason Coy Turner (205-612-4353)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,399,000493 Days on yellowkey MLS ID: A4636955
REDUCED by $100,000 (6.7%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$8,052
Remarks: One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
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