Location: Sarasota
Do Not Show Listings
5830 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$558,00013 Days on yellowkey MLS ID: A4695273
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,659 (2025)Community: Jamaica RoyaleCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,659
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
1451 BURNING TREE ST, SARASOTA, FL 34234
$158,50013 Days on yellowkey MLS ID: A4694759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 902 Built: 1966Monthly Fee: $137 Tax: $2,981 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,981
Remarks: Offered furnished and turnkey, this nicely spaced 2-bedroom, 2-bath home welcomes you with a spacious 45x13 carport, comfortable bedrooms, textured walls and ceilings, newer plumbing, a 2022 gas water heater, laminate flooring throughout, and a TPO roof. You’ll love the bright Florida room with more than 250 square feet and newer acrylic windows, along with a large backyard (home is in the pet area) that backs up to a vacant lot for a little extra peace and privacy. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
7918 PEACEFUL PAR DR, SARASOTA, FL 34241
$675,000113 Days on yellowkey MLS ID: A4683140
REDUCED by $24,000 (3.4%) on 04/28/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 2016Monthly Fee: $220 Tax: $8,110 (2025)Community: Fairways/Bent TreeSpa: YesSingle Family
Taxes:$8,110
Elementary School: Lakeview Elementary
Remarks: One or more photo(s) has been virtually staged. This impressive 5-bedroom, 2.5-bath residence sits on a generously sized lot in the Fairways at Bent Tree in close proximity to Bent Tree Country Club. Enjoy the convenience of nearby golf without mandatory membership fees, offering flexibility and an exceptional lifestyle opportunity. Inside, the open-concept floor plan and high ceilings create a bright, expansive atmosphere ideal for both everyday living and entertaining. The thoughtfully designed kitchen—uniquely inspired by a popular Hulu series—features granite countertops, stainless steel appliances, a center island, and a spacious pantry, making it as functional as it is stylish. The home offers abundant space for every need, including a dedicated office and a large upstairs bonus room perfect for relaxation, recreation, or additional living space. This home has everything you need to move right in! A new roof, sparkling saltwater pool and spa with cage were installed in 2023. A new A/C, LG washer and dishwasher were installed in 2025. This same year, the home got new carpeting throughout the second floor and stairway, fresh interior paint upstairs, new dual sinks in the primary bathroom, and a newly painted exterior. It also has energy-efficient double-paned thermal windows throughout. Located within an excellent school district and just minutes from I-75, this home offers easy access to the airport, University Town Center Mall, and world-famous Gulf Coast beaches including Siesta Key. Experience the best of Florida living—outdoor enjoyment, beautiful sunsets, and everyday convenience! Owner Financing or Rate Buy-down an option.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Shaheen (941-315-6771)
6140 MIDNIGHT PASS RD #902, SARASOTA, FL 34242
$925,000253 Days on yellowkey MLS ID: A4666851
REDUCED by $20,000 (2.1%) on 04/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1967 Tax: $10,547 (2025)Community: Horizons WestCondo
Taxes:$10,547
Elementary School: Gulf Gate Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Your Dream Beach Escape Awaits on Siesta Key! Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day. This spacious 1-bedroom, 1-bath unit features a sleek open floorplan with panoramic views from the living, dining, and kitchen areas. Fully furnished and move-in ready, it includes impact windows and doors, 2021 AC, new glass railings for unobstructed beach views, and updated appliances. The bedroom offers custom closets and en-suite bath with a modern walk-in shower. A large walk-in pantry provides extra storage. Add a sleeper sofa or Murphy bed to easily host guests. Located in Horizons West, a 7-acre gulf-to-bay community with 300 feet of private beach, beachside pool and spa, grilling areas, clubhouse, and a bayside park with day dock—perfect for kayaking, fishing, or relaxing by the intracoastal waterway. A second pool is located next to the Community Clubhouse. Hop on the free Siesta Key trolley to explore local dining, shopping, and entertainment. This is more than a condo—it’s your gateway to paradise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
2315 RIVERWOOD PINES DR, SARASOTA, FL 34231
$595,00014 Days on yellowkey MLS ID: A4695340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 1973 Tax: $5,385 (2025)Community: Riverwood PinesSpa: NoSingle Family
Taxes:$5,385
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Nikola Zafirovski (386-898-4335)
2705 SUNNYSIDE ST, SARASOTA, FL 34239
$599,00014 Days on yellowkey MLS ID: A4695026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1958 Tax: $5,729 (2025)Community: South GateSingle Family
Taxes:$5,729
Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Jen Hendrickson (941-726-9985)
1624 STICKNEY POINT RD #101, SARASOTA, FL 34231
$450,00014 Days on yellowkey MLS ID: TB8511188
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1021 Built: 1975Monthly Fee: $992 Tax: $3,669 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,669
Remarks: Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering effortless coastal living with a partial view of Little Sarasota Bay and just a short walk to the beach! This fully furnished, turn-key unit was completely gutted and redesigned in 2025, featuring high-end finishes and modern upgrades throughout. From the moment you walk in, you’ll notice the attention to detail as everything is brand new! Interior Highlights: Luxury LVP flooring throughout Brand new kitchen cabinets & stone countertops Brand new appliances Stylish modern light fixtures Spacious master bedroom with walk-in closet and door to screened in porch Master bath with stand-up shower & glass surround New vanities and toilets in both bathrooms New water heater Beautiful screened-in patio with new tile flooring Brand new hurricane proof sliding glass door to patio and windows throughout the unit Step outside your door and enjoy the convenience of ground-floor living in building 3, with tennis and pickle-ball courts just steps away. Community Amenities Include: 2 swimming pools Tennis & pickle-ball courts Shuffleboard court Fishing pier/gazebo on the Intracoastal waterway Sidewalks throughout community Clubhouse On-site property management Community laundry facilities Located directly on the Intracoastal Waterway and only a few blocks from the beach, this condo offers the perfect blend of relaxation, recreation, and convenience. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this one checks all the boxes. Don’t miss your chance to own a brand-new coastal condo in one of Sarasota’s most desirable locations!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
3719 PAPAI DR, SARASOTA, FL 34232
$349,00014 Days on yellowkey MLS ID: A4693599
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1403 Built: 1960 Tax: $3,143 (2025)Community: Ridgewood Estates Add 01Single Family
Taxes:$3,143
Remarks: Step into this charmingly refreshed 4-bedroom, 2-bath house that features a huge 200 sq ft - 27 ft long primary bedroom! The kitchen is equipped with all new stainless steel updated appliances (fridge, stove, dishwasher and microwave). The property has NO HOA fees! Located in central Sarasota, the home is positioned for access to I-75, beaches, dining, and shopping districts. Feel the award winning Siesta Key Beach, Golf, University Town Center Mall and Downtown! Hurry! This won't last.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
3410 SPANISH OAK TER, SARASOTA, FL 34237
$155,000638 Days on yellowkey MLS ID: A4622186
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1973Monthly Fee: $210 Tax: $1,696 (2023)Community: Oakwood ManorMobile Home
Taxes:$1,696
Tax Year: 2023
Remarks: Welcome to this beautifully maintained two bedroom, two bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of plenty of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $210, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Toni Westerfield (941-809-7100)
10109 CANAVERAL CIR, SARASOTA, FL 34241
$545,000246 Days on yellowkey MLS ID: A4667859
REDUCED by $5,000 (0.9%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2188 Built: 2023Monthly Fee: $312 Tax: $7,654 (2024)Community: Grand Park Ph 1Single Family
Taxes:$7,654
Tax Year: 2024
Remarks: Built in 2023 and located in the highly sought-after Grand Park community, this beautifully designed home offers the perfect blend of modern comfort, functionality, and Florida lifestyle. With 2,188 square feet of thoughtfully designed living space, the open-concept floor plan creates a seamless connection between the kitchen, dining, and living areas, making everyday living and entertaining effortless. The spacious kitchen serves as the heart of the home, featuring a large center island, abundant cabinetry, and direct access to the covered lanai—ideal for morning coffee, outdoor dining, or relaxing after a day at the beach. Natural light fills the home, enhancing its bright and welcoming atmosphere. Upstairs, the private primary suite provides a comfortable retreat, while generously sized secondary bedrooms offer flexibility for family, guests, or a home office. Additional conveniences include an upstairs laundry room, hurricane shutters, and a two-car attached garage. Residents of Grand Park enjoy an exceptional amenity package, including two resort-style pools, fitness and aerobics centers, tennis and pickleball courts, dog parks, playgrounds, and miles of scenic walking and biking trails. Conveniently located near UTC shopping and dining, championship golf, downtown Sarasota, and the area's world-famous Gulf Coast beaches, this home offers easy access to everything that makes Sarasota one of Florida's most desirable places to live. Buyer to verify all measurements, information, and community amenities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amr Karar (478-787-2606)
7742 EAGLE CREEK DR #7524, SARASOTA, FL 34243
$224,000127 Days on yellowkey MLS ID: TB8471897
REDUCED by $4,500 (2.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 983 Built: 1987 Tax: $3,004 (2024)Community: Eagle Creek IvSpa: NoCondo
Taxes:$3,004
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Freshly Updated, Price Reduced, and Ready for Its Next Owner! Enjoy peaceful golf course views and effortless Florida living in this beautifully updated first-floor condo in Eagle Creek at Palm Aire. Featuring 2 bedrooms, 2 baths, a renovated kitchen, brand-new flooring, and a freshly professionally painted primary suite, this home is truly move-in ready. Situated on the 7th fairway of Palm Aire Golf & Country Club, a premier 54-hole championship golf community with three 18-hole courses, this condo offers stunning fairway views from both the primary bedroom and the screened lanai. Golf enthusiasts can take advantage of optional membership opportunities, while non-golfers can simply enjoy the beautiful surroundings with no mandatory club membership required. The community pool is conveniently located just steps away, and major improvements have already been completed, including a new HVAC system (2020), new roof (2021), and exterior building painting (2022), offering added value and peace of mind. HOA fees cover water, sewer, trash, lawn care, exterior pest control, and basic cable, making ownership both convenient and affordable. Ideally located near shopping and dining at UTC, I-75, downtown Sarasota, and the area's renowned Gulf Coast beaches. Now offered at $224,000, this is an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota's most desirable golf course communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: John Nowicki (727-793-5150)
8438 WEBBER RD, SARASOTA, FL 34240
$1,275,00052 Days on yellowkey MLS ID: A4688777
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $20,000 (1.5%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Back on the market - Buyer was unable to secure financing. Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing Agent: Sherry Johnson (941-730-0897)
7327 38TH COURT EAST, SARASOTA, FL 34243
$599,00029 Days on yellowkey MLS ID: A4693655
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2239 Built: 2001Monthly Fee: $21 Tax: $5,406 (2024)Community: Matoaka HgtsSingle Family
Taxes:$5,406
Remarks: This beautifully updated, move-in-ready home offers a bright and spacious 3-bedroom, 2-bath split floor plan with a versatile den. Thoughtfully renovated from top to bottom, the home features a completely updated kitchen and both bathrooms, brand-new flooring throughout, fresh interior and exterior paint, and a new sprinkler system. The oversized kitchen is a true entertainer’s dream, flowing seamlessly into the formal dining room. Cathedral ceilings add volume and elegance, while the living room showcases a stunning new fireplace and TV feature wall as its centerpiece. The generous master suite includes a luxurious bath with separate shower and soaking tub, plus a large walk-in closet. Outside, relax on the expansive screened lanai overlooking peaceful lake views. Additional highlights include a 2-car garage and an unbeatable location just minutes from UTC, with easy access to Lakewood Ranch’s top shops, dining, and amenities. Perfect blend of modern updates, comfortable living, and prime location — schedule your showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Danica Konatar (941-928-6729)
4429 OAKLEY GREENE #6, SARASOTA, FL 34235
$349,00021 Days on yellowkey MLS ID: A4694535
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 1986 Tax: $2,604 (2025)Community: Oakley Greene - The Highlands - The MeadowsVilla
Taxes:$2,604
Remarks: Serene, easy-living villa with lush views in the prestigious Highlands section of The Meadows, one of Sarasota’s desirable neighborhoods just 15 minutes from downtown. A canopied street, a paver driveway and a charming courtyard welcome you home. Inside, you will love the comfortable floor plan with natural light, oak flooring and tray ceilings in the living areas with walls of sliders showcasing a tropical setting; truly serene. The kitchen features Kona Beige quartz countertops, white appliances and a convenient grilling patio. The spacious primary en suite features dual counter-height vanities, a walk-in shower and an ample closet. All within 100 feet of the heated community pool, near the nature trails and a short ride to all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features a 2020 16 SEER air-conditioning system, a 2015 hurricane garage door, a 2004 tile roof, which is the condominium’s responsibility, fully funded reserves, and is above the floodplain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,900,00058 Days on yellowkey MLS ID: TB8497342
REDUCED by $300,000 (13.6%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Elementary School: Southside Elementary
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00035 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$2,373
Middle School: Sarasota Middle
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,43456 Days on yellowkey MLS ID: A4690449
1 Days Off yellowkey (back on 5/30/2026)
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Conservation View | Dedicated Study | Game Room | No Rear Neighbors. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10863 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room, leading into an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, making it easy to enjoy indoor and outdoor gatherings. Tucked privately at the back of the home, the primary suite features an attached bath with a dual sink vanity, soaking tub, separate shower, and an oversized walk-in closet, while a conveniently located laundry room sits just off the garage entry to simplify daily routines. Upstairs, four secondary bedrooms share two full baths and gather around a spacious game room that adds even more room to relax or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, impact window throughout the home, a soaking tub with a separate shower in the primary bathroom, outdoor kitchen rough-in, and a shower in bathroom 2 upstairs. MLS#A4690449
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$305,00099 Days on yellowkey MLS ID: A4684964
REDUCED by $10,000 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Elementary School: Ashton Elementary
Remarks: Competitively Priced and Move-in ready, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00045 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
Taxes:$7,241
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)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00035 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
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 Agent: Worth Fiers Iii (941-812-3380)
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