Location: Sarasota
Do Not Show Listings
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,495,00043 Days on yellowkey MLS ID: A4691974
REDUCED by $100,000 (6.3%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2025)Community: SansaraSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,826
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
1990 MAIN ST #4, SARASOTA, FL 34236
$549,00075 Days on yellowkey MLS ID: A4687688
REDUCED by $26,000 (4.5%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Taxes:$6,766
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. This rare 2-bedroom, 2-bath, two-story penthouse at Cityscape at Courthouse Centre features secure entry, an efficient multi-level floor plan, potential live-work flexibility, and an unbeatable walkable setting. Residents enjoy elevator service to the top floor and a position just above Main Street. A short stroll puts you near a fitness center, popular breakfast cafés, coffee spots, a variety of dining options, and a movie theater. Everyday conveniences are all within reach, offering an ideal downtown lifestyle. Offered at an attractive price, this residence presents a great opportunity to personalize and design the interior to match your taste. The A/C is just 3 years old, and both bedrooms are equipped with Hunter Douglas motorized wireless shades. Bayfront Park, Marina Jack, the Sarasota Opera House, and other downtown attractions are only minutes away, along with quick access to Lido Beach and St. Armands Circle. A smart choice for anyone looking for a centrally located, low-maintenance condo—ideal as a full-time home or a seasonal retreat where you can lock up and enjoy everything the area has to offer. Take a look, Make an Offer.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
5240 HYLAND HILLS AVE #1421, SARASOTA, FL 34241
$264,900245 Days on yellowkey MLS ID: A4668576
INCREASED by $15,900 (6.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,146 (2024)Community: Heritage Oaks Golf & Country ClubCondo
Taxes:$4,146
Tax Year: 2024
Remarks: NEW & IMPROVED — Freshly Updated, Beautifully Furnished, and Truly Move-In Ready! Experience breathtaking panoramic views of the golf course, sparkling water, and surrounding preserve from this top-floor corner Abbey floor plan coach home in the highly sought-after Heritage Oaks Golf & Country Club. Offering 1,684 square feet of bright, open living space, this spacious 2-bedroom, 2-bathroom residence with a den and private garage has been thoughtfully refreshed and is ready for immediate enjoyment. Step inside to discover fresh interior paint, brand-new luxury vinyl plank flooring throughout, stylish new furnishings, and no carpet anywhere. The beautiful kitchen features white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar, all opening seamlessly to the dining and living areas. Soaring vaulted ceilings and abundant natural light enhance the spacious feel. As a top-floor corner unit, you'll enjoy exceptional privacy and some of the most spectacular views in the community. Relax on the screened lanai while taking in sweeping water and golf course vistas and stunning Sarasota sunsets. The split-bedroom layout offers privacy for owners and guests alike, while the versatile den is perfect for a home office or additional guest space. Heritage Oaks Golf & Country Club has recently unveiled its beautifully renovated clubhouse, complementing an impressive amenity package that includes championship golf, Har-Tru tennis courts, five heated pools, a fitness center, on-site dining, and an active social calendar—all within a lush gated community. Located just minutes from downtown Sarasota, world-famous beaches, shopping, and dining, this beautifully updated home offers the perfect blend of comfort, convenience, and resort-style living. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing Agent: Conner Ashley (941-374-1024)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00092 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
2721 HIDDEN LAKE BLVD #C, SARASOTA, FL 34237
$139,00018 Days on yellowkey MLS ID: A4695135
REDUCED by $11,000 (7.3%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1974Monthly Fee: $560 Tax: $1,817 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,817
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: You will be pleasantly surprised as you enter this super clean & updated 2nd floor, end unit. The kitchen has been recently update with new cabinets, fixtures & appliances. The bathroom was updated with new vanity and fixtures. Tile floors in the kitchen, bathroom and hall. Newer carpets in bedrooms and living area. This unit has an expansive east-facing balcony, allowing the morning sun to stream in. The complex offers a beautiful swimming pool, tennis courts and much more. Don't miss out...act quickly & become a homeowner & investor.
Listing is courtesy of: MARATHON REALTY GROUP (941-371-4454)
Listing Agent: Rick Treharne (941-371-4454)
9681 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$794,00014 Days on yellowkey MLS ID: A4695819
1 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2643 Built: 2026Monthly Fee: $357 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Remarks: Under contract-accepting backup offers. Under Construction. Welcome to luxury living in Sarasota within the highly sought-after community of Grand Park. This brand-new 2026-built residence, ready for completion at the end of July, offers an exceptional blend of modern design, high-end finishes, and thoughtful upgrades throughout the home. This stunning 4 bedroom, 3 bath home plus den/home office showcases an open-concept layout with zero wasted space as well as an integrated floor plan. Interior features like8-foot interior doors that enhance the sense of space and elegance and an upgraded gourmet kitchen. The heart of the home features upgraded cabinetry and quartz countertops, along with stylish tile backsplash, and premium gas stainless steel appliances designed for both everyday living and entertaining. The owner’s suite is a private retreat, complete with a beautifully designed tray ceiling and matching quartz finishes that elevate the spa-like atmosphere. Built for both comfort and durability, the home includes hurricane impact glass throughout, a tile roof, and energy-efficient spray foam insulation with a dehumidifier system in the attic (standard). Additional highlights include upgraded floor tile, an extended lanai with outdoor sink rough-in, and gas connections for enhanced functionality. This home is the perfect combination of luxury, efficiency, and Florida lifestyle—offering a rare opportunity to own a move-in ready, highly upgraded new construction home in one of Sarasota’s most exciting new communities. At Grand Park, you will enjoy access to exceptional amenities like the clubhouse with social space and pavilion, fitness center and wellness studio, two resort style pools with spa and cabanas, pickleball and tennis courts, walking & bike trails, scenic lake overviews, parks and a dog park. * HOME IS NOT COMPLETE, THE IMAGES ARE OF A COMPLETED HOME VERY SIMILAR TO THE HOME LISTING FOR SALE *
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Wilcher (941-932-7669)
1602 STICKNEY POINT RD #404, SARASOTA, FL 34231
$599,000468 Days on yellowkey MLS ID: A4643334
0 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1975 Tax: $4,849 (2024)Community: Castel Del MareCondo
Taxes:$4,849
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00061 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing Agent: Fred Sassen (404-408-5956)
7404 38TH CT E, SARASOTA, FL 34243
$519,00066 Days on yellowkey MLS ID: A4689667
REDUCED by $16,000 (3.0%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2086 Built: 1998Monthly Fee: $29 Tax: $3,338 (2025)Community: Matoaka HtsSingle Family
Taxes:$3,338
Remarks: PRICE REDUCTION! Very little turnover in Matoaka Heights so an opportunity to purchase only comes once in a great while. A small, well-kept community with low fees, no flood zone, and no through traffic. Sounds pleasant? Come see for yourself! If you are looking in this area, you must already know the advantages of its convenient location to the surrounding area. A split plan 3/2/2 block home with high ceilings, open areas, a den/office, and sliding glass doors from multiple areas and rooms including from the master bedroom. Spacious open living-family room area, with kitchen, bar top and dinette on one side, and dining area on the other. The master has a wing of its own, with a walk-in closet, linen closet, large bathroom with double sinks, glass shower enclosure and separate tub and water closet. The two other bedrooms are split between the hall bath on the other side of the house. The same hallway leads to the dedicated interior laundry room with cabinets, wash basin and garage access. The garage has a workbench and storage cabinets, and all the storm panels stay with the home. The roof was replaced in Nov. 2022 (3.5 years old), and the house was recently painted. The water heater and AC have been replaced recently too. The pool and enclosure are in nice shape with the patio sealed in white for cool comfortable feet. The white vinyl fence keeps the whole back area private with access to the outside on both sides of the yard. I could write more for you to keep reading, but if you like what you see, please come take a look for yourself. I'm sure this home could be a great fit for you for a long time as it was for the present owner. Thanks for looking.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Eric Dammann (941-374-2665)
4521 KINGSMERE #6, SARASOTA, FL 34235
$339,000Listed 06/17/2026 6:53AM MLS ID: A4697165
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1986Monthly Fee: $557 Tax: $719 (2025)Community: KingsmereVilla
Taxes:$719
Elementary School: Gocio Elementary
Remarks: Great opportunity at the delightful KINGSMERE community, located inside the paradisiacal Meadows Country Club. Don't miss this 2/2/1 car garage Golf Course/Lake Front VILLA. A peaceful location immerse in the nature and close to everything you need and expect to enjoy the SW Florida Gulf Coast lifestyle at its best. Major improvements during the ownership: Flooring, Guest Bathroom, A/C, Hot Water Heater, Refrigerator, Stove, Microwave, Dishwasher, Washer, Dryer, Reverse Osmosis System. The HOA replaced the roof in 2024, then peace of mind for many years. This Villa also features: Eating Space in the Kitchen, Laundry Room, Secluded Front Porch ideal for grill and outdoor living, Enclosed and Screened Lanai facing the Sarasota Sunset and the Golf Course. The MEADOWS COUNTRY CLUB has a very active Community Center offering miles and miles of Trails in the Preserve Nature with about 80 fishing Lakes, a Playground Area, Pickleball Courts and a Dog Park. Also available different optional Country Club Memberships for joining the 3 Golf Courses, the Tennis Club, the new Jr. Olympic Swimming Pool, the new Fitness and Recreational Center. The MEADOWS COUNTRY CLUB is also adjacent to the Nathan Benderson Park, a FREE lovely and safe place, ideal for walking, skating, running, bicycling, fishing, rowing and many more fun activities. The UTC SHOPPING MALL, the Interstate I-75, the NEW MOTE MARINE AQUARIUM, several Grocery Stores, a lot of great Restaurants, the Sarasota Downtown and our Nationwide famous beautiful Beaches are at a convenient driving distance. Book your showing today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Massimiliano Marra (941-284-8891)
5404 LAURELWOOD PL, SARASOTA, FL 34232
$329,000Listed 06/16/2026 9:37PM MLS ID: A4697242
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1970 Tax: $3,964 (2025)Community: Ridgewood Estates 14Th AddSingle Family
Taxes:$3,964
Remarks: Location, location, location! This charming three-bedroom, two-bath home is a fantastic opportunity for first-time homebuyers, seasonal residents, or investors seeking a great rental property. Featuring beautiful quartz countertops, luxury vinyl flooring, and updated bathrooms, this home offers modern touches with comfortable living spaces throughout. Enjoy a spacious backyard perfect for pets, play, entertaining, or creating your own outdoor oasis. Conveniently located just minutes from restaurants, shopping, and everyday amenities, this home is only 10 minutes from Waterside Place, The Mall at University Town Center, and Mote Marine Laboratory & Aquarium. Plus, you’re just 15 minutes from the world-renowned beaches of Sarasota. A wonderful blend of comfort, convenience, and location—this home is ready to welcome its next owner!
Listing Agent: Judi Taulbee (941-544-6227)
1005 GREYSTONE LN, SARASOTA, FL 34232
$548,000Listed 06/16/2026 7:59PM MLS ID: A4697312
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1988Monthly Fee: $75 Tax: $2,361 (2025)Community: GreystoneSingle Family
Taxes:$2,361
Remarks: 1005 Greystone Lane in Sarasota, A completely remodeled pool home that perfectly combines modern updates with timeless architectural character. Featuring a newer roof and newer A/C with warranty, this move-in-ready residence offers both style and peace of mind. As you enter the home, you're greeted by soaring 13-foot ceilings in the main living area, creating an impressive sense of space and openness. The thoughtfully designed open-concept floor plan is ideal for entertaining, seamlessly connecting the living, dining, and kitchen areas. One of the home's most distinctive features is the abundance of natural light streaming through the beautiful half-dome transom windows above, adding warmth, charm, and character that many newer homes simply don't offer. These architectural details create a bright and inviting atmosphere throughout the home. The spacious primary suite serves as a private retreat, featuring French doors that open directly to the pool patio, allowing for seamless indoor-outdoor living. The home's convenient pool bath provides easy access from the outdoor entertaining area, making pool days and gatherings effortless for family and guests alike. Step outside to your own backyard oasis with a sparkling swimming pool and covered patio space, perfect for relaxing, entertaining, and enjoying Sarasota's year-round sunshine. Located within a quaint and well-maintained community of just 21 homes, residents enjoy the benefits of a small neighborhood atmosphere along with low HOA fees. Ideally situated near I-75, University Town Center (UTC), Nathan Benderson Park, Mote SEA Aquarium, premier shopping and dining, playgrounds, golf courses, baseball fields, soccer fields, and numerous recreational amenities. Sarasota's renowned Gulf Coast beaches, including Siesta Key Beach, are only a short drive away. This beautifully remodeled home offers the rare combination of modern upgrades, architectural character, resort-style outdoor living, and an exceptional Sarasota location.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Eleanor Pojer (941-441-8210)
5621 BIDWELL PKWY #202, SARASOTA, FL 34233
$270,000Listed 06/16/2026 5:49PM MLS ID: A4697287
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1499 Built: 2002 Tax: $3,078 (2025)Community: Admirals WalkTownhouse
Taxes:$3,078
Remarks: Welcome to Admirals Walk, one of Sarasota's most desirable gated communities, ideally located just minutes from Siesta Key Beach, the Legacy Trail, shopping, dining, and everyday conveniences. This spacious 3-bedroom, 2-bath condominium offers 1,499 square feet of living space with an open floor plan and soaring cathedral ceilings that create a bright and airy atmosphere throughout. All bedrooms are conveniently located on the main level, while the upstairs loft/den provides the perfect flex space for a home office, study, media room, or guest retreat. Residents enjoy an exceptional array of amenities, including a resort-style heated pool and spa, clubhouse, fitness center, library, game room with billiards, and beautifully maintained grounds. Admirals Walk has undergone significant community-wide improvements, including newer roofs, windows, and exterior siding, providing added value and peace of mind. The monthly condominium fee includes water, sewer, trash, pest control, exterior maintenance, and professional on-site management, making ownership both convenient and worry-free. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this home offers the perfect combination of location, lifestyle, and value in the heart of Sarasota.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
5830 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$549,0001 Day on yellowkey MLS ID: A4697244
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other recreactional activites, there is something for everyone. Enjoy the pool views from your ground level unit with no stairs to navigate! With a weekly rental restriction, this unit could generate excellent rental income, especialy with current bookings already in the pipeline. Don't miss this great villa at this exceptional price. Schedule your showing today.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Steve Cavanaugh (941-587-1669)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,000Listed 06/16/2026 4:18PM MLS ID: A4697224
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Elementary School: Phillippi Shores Elementary
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7715 WESTMORELAND DR, SARASOTA, FL 34243
$2,150,000Listed 06/16/2026 2:43PM MLS ID: A4697116
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4782 Built: 1918 Tax: $12,663 (2024)Community: Whitfield Estates Unit 1Spa: YesSingle Family
Taxes:$12,663
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
9610 CLUB SOUTH CIR #4203, SARASOTA, FL 34238
$249,0001 Day on yellowkey MLS ID: A4697143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1995Monthly Fee: $605 Tax: $3,102 (2025)Community: Stoneybrook Clubside South 1Condo
Taxes:$3,102
Remarks: Corner unit turnkey with endless views of the 3rd hole to the Green from this Clubsouth 2 bedroom, 2 bath Condo Home. Neutral colors and tile floors throughout the living space. Updated kitchen with Granite Counters, Stainless Steel Appliances. Living Room/Dining Room combination with a additional corner unit window. Primary has its own slider out to the lanai, walk-in closet. Condo has installed brand new carports and storage sheds along with great community pool and pickleball/tennis court. Many gathering areas to enjoy your neighbors and comradery. The Golf Modernization plan in 2024 is paid in full. Stoneybrook of Sarasota a premier member-owned country club is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing Agent: Kenneth Ipox (941-993-7279)
2120 LA SALLE ST, SARASOTA, FL 34231
$360,0001 Day on yellowkey MLS ID: A4697106
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1956 Tax: $2,087 (2025)Community: Las Lomas De SarasotaSingle Family
Taxes:$2,087
Middle School: Sarasota Middle
Remarks: Updated, move-in ready, and ideally located just minutes from Siesta Key—this 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and peace of mind. Major updates provide exceptional value and peace of mind, including a NEW roof (2026) with transferable warranty, NEW central A/C installed in February 2026, NEW attic insulation, NEW garbage disposal, NEW washer just 2 months old, and even a NEW mailbox. The screened patio also features a NEW roof, while the driveway was replaced and expanded just two years ago, enhancing both functionality and curb appeal. Enjoy Florida living with NO HOA and the added benefit of Flood Zone X. The large, fully fenced backyard offers plenty of room for pets, play, entertaining—or even your dream pool. Nestled in a desirable family-friendly neighborhood with top-rated schools, this home is zoned for Phillippi Shores Elementary, Sarasota Middle School, and Riverview High School. Conveniently located near shopping, restaurants, and recreation, you'll be just minutes from Phillippi Estate Park's walking trails, kayaking, and community events, as well as approximately 10 minutes from Siesta Key. With major improvements already completed and an unbeatable location, this home is ready for its next owner to move right in and enjoy all thing Sarasota.
Listing Agent: Marcia Nelson (941-321-6691)
5326 LAKE ARROWHEAD TRL #7, SARASOTA, FL 34231
$289,9001 Day on yellowkey MLS ID: A4697122
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1214 Built: 1981 Tax: $1,644 (2025)Community: Lake ArrowheadCondo
Taxes:$1,644
Remarks: Discover the perfect blend of comfort, convenience, and Florida lifestyle in this spacious 1,214 sq. ft. first-floor 2-bedroom, 2-bath condominium in the highly desirable Lake Arrowhead community. This main-floor residence features a covered entryway, assigned carport, updated interior. The large-screened lanai overlooking the pond and fountain provides the perfect setting for morning coffee or evening relaxation while enjoying peaceful water views and the soothing sounds of native Florida birds. The thoughtfully designed floor plan offers generous living spaces, while the kitchen is equipped with appliances updated within the last 2–5 years. The ground-floor location provides easy access and carefree living with no stairs to navigate. Just a short walk away, enjoy the community's charming Key West-style clubhouse and heated lakeside pool. Lake Arrowhead is known for its lush landscaping, mature shade trees, cypress, willows, water lilies, fishing pier, and picturesque lake views. The clubhouse serves as a vibrant social hub for gatherings, events, and recreational activities. Outdoor enthusiasts will love the direct access to nearby Red Bug Slough Preserve, a 72-acre natural sanctuary offering scenic trails for walking, jogging, biking, birdwatching, fishing, and enjoying Florida's natural beauty. Best of all, you're only about 4 miles from world-famous Siesta Key Beach, consistently ranked among America's top beaches. Enjoy easy access to Sarasota's vibrant coastal lifestyle, including charming neighborhoods, local eateries, boutique shopping, waterfront dining, arts and entertainment, and countless opportunities to enjoy the Gulf Coast lifestyle. Whether you're seeking a full-time residence or seasonal retreat, this beautifully situated condo offers exceptional value in one of Sarasota's most desirable locations.
Listing Agent: Peter Lasalle (941-350-0651)
2820 MARRAKESH LN, SARASOTA, FL 34234
$464,9901 Day on yellowkey MLS ID: TB8519403
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $4,207 (2025)Community: GracewaterVilla
Taxes:$4,207
Elementary School: Emma E. Booker Elementary
Remarks: Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
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