Location: Sarasota
Do Not Show Listings
6204 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$790,000348 Days on yellowkey MLS ID: A4652172
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979 Tax: $7,204 (2024)Community: Siesta Dunes BeachCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,204
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Nili Blaha (941-224-8363)
1505 LAKESIDE WAY #153, SARASOTA, FL 34232
$199,90015 Days on yellowkey MLS ID: A4689160
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1976 Tax: $916 (2025)Community: Glen Oaks Ridge Villas 2Villa
Taxes:$916
Tax Year: 2025
Remarks: Glen Oaks Ridge is known for large villas and for the convenient location. This Sunny Villa is a perfect fit. Offering a full living room, den and a real dining room, you'll have space for all your possessions & options for living & decorating to suit your lifestyle. The Florida Room is all windows and lets the Sunshine through all year. In addition, the Seller keeps the Villa spotless. The AC in only 8 years old & the washer is newer as well. And, then there's location. Right across Circus Blvd is Bobby Jones recreational facility. 2 golf courses & walking trails with the Sarasota Lawn Bowling group included on the grounds. The GOR association offers many & a variety of activities. Should you have an interest, you'll find nice people & fun things to do. Short rides to Downtown Sarasota and to UTC Mall, Mote & restaurants for every taste. More local is a Publix & a Bealls Department store, about a mile just down the road. Beautifully priced & ready to ready to go..
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Patricia Emmett (941-685-0343)
2332 SEWARD DR, SARASOTA, FL 34234
$345,00050 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,499,00092 Days on yellowkey MLS ID: A4679096
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
8555 HERON LAGOON CIR, SARASOTA, FL 34242
$2,725,000387 Days on yellowkey MLS ID: A4646820
INCREASED by $1,350,000 (98.2%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 1951Monthly Fee: $75 Tax: $12,703 (2024)Community: Heron Lagoon LodgesSingle Family
Taxes:$12,703
Remarks: Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
925 BEACH RD #310, SARASOTA, FL 34242
$599,000233 Days on yellowkey MLS ID: TB8422646
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972Monthly Fee: $758 Tax: $5,378 (2024)Community: La SiestaCondo
Taxes:$5,378
Remarks: Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!
Listing is courtesy of: BRICK STREET REALTY (727-512-6615)
Listing Agent: Colin Mooney (727-512-6615)
1633 BOATHOUSE CIR #232, SARASOTA, FL 34231
$475,00042 Days on yellowkey MLS ID: A4685633
REDUCED by $25,000 (5.0%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1980Monthly Fee: $907 Tax: $4,222 (2025)Community: Pelican Cove XiiSpa: YesCondo
Taxes:$4,222
Remarks: Your Pelican Cove drive begins when the front gate lifts and the beauty of Pelican Cove unfolds. The main living area overlooks the harbor, providing the sought-after Florida indoor/outdoor lifestyle. This 3 bedroom/2 bath condo has an updated A/C unit, hot water tank, electric panel. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
12028 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,349,50061 Days on yellowkey MLS ID: A4682813
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2862 Built: 2017Monthly Fee: $560 Tax: $7,835 (2025)Community: Legacy Estates On Palmer RanchSingle Family
Taxes:$7,835
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Experience Florida luxury in this exquisite fully furnished 2862 square feet, 3-bedroom, 3.5-bath with 3 car garage residence, nestled in the gated maintenance free enclave of Legacy Estates at Palmer Ranch. This meticulously designed home combines unparalleled comfort, offering complete peace of mind with a robust emergency generator, whole-house impact glass windows and roll down hurricane screens. Entertainers will delight in an open floor plan that leads to the opulent outdoor kitchen, featuring a professional 60,000 BTU gas burner—the perfect setting for creating culinary masterpieces under the Florida sun. The inviting en-suite primary bedroom features two walk-in closets. Designed for a care-free lifestyle, the open floor plan flows seamlessly, highlighting elegant finishes throughout. This home features a gourmet kitchen with an expansive quartz island, tray ceilings and extended covered outdoor lanai. Residents enjoy exclusive access to resort-style amenities, including dog parks, 8 Pickleball courts, 2 tennis courts, splash park, a stunning pool, spa, fitness center, and a dedicated lifestyle manager. This home offers the perfect blend of security, convenience, and luxury living in one of Sarasota's most sought-after communities, close to beaches and top-tier dining. Convenient Sarasota location with easy access to Pine View Gifted School, Costco, Legacy bike and walking trail. Nearby Whole Foods and Trader Joes opening soon. Make your life easy and elevate your lifestyle today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valentina Pippin (407-900-1001)
7130 FAIRWAY BEND LN #291, SARASOTA, FL 34243
$215,00016 Days on yellowkey MLS ID: A4689051
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1979 Tax: $3,149 (2025)Community: Palm-Aire At Sarasota 11-BCondo
Taxes:$3,149
Remarks: This spacious 2BD/2BA 2ND floor unit, Boasts an eat-in kitchen area, plenty of cabinet and storage space, stacked washer/dryer laundry closet, serene views from the covered lanai to enjoy evening sunsets. Whether you are an investor or looking for a place to call home, you can't miss the opportunity to purchase in this community. Residents can enjoy access to a heated pool, clubhouse and shuffleboard courts. For those seeking more adventure, there are optional full-time or seasonal memberships to purchase at Palm Aire Country Club which offers two championship golf courses, tennis, pickleball, paddle courts, a fitness and aquatic center, and dining options. Shopping, dining, Mote Aquarium and the UTC Mall located in close proximity. A tenant is currently in place and the sale will be subject to the lease terms.
Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)
Listing Agent: Tara Bolesta (941-232-8587)
7663 PESARO DR, SARASOTA, FL 34238
$419,50034 Days on yellowkey MLS ID: A4686649
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2003Monthly Fee: $476 Tax: $4,953 (2025)Community: VillagewalkVilla
Taxes:$4,953
Remarks: Under contract-accepting backup offers. Stunning Renovated Lakefront Villa in VillageWalk – Palmer Ranch Welcome to this beautifully renovated villa located in the highly sought-after community of VillageWalk, offering serene lake views and a great location. This thoughtfully redesigned home features an open-concept layout, seamlessly connecting the kitchen, living, and dining areas to create a bright and inviting living space. The upgraded kitchen showcases granite countertops, solid wood cabinetry soft closed drawers and all newer stainless-steel appliances. Laminate flooring runs throughout, providing both style and durability. Master bedroom has 2 closets for extra storage with lots of storage in laundry room as well. Updates include newer washer, dryer, refrigerator, dishwasher and disposal. Facia and Soffit replaced in 2025. Step outside to the extended screened lanai, where you can relax and enjoy peaceful lake views framed by a beautiful mature landscape—creating the perfect private outdoor retreat. VillageWalk offers an exceptional lifestyle in the heart of Palmer Ranch, with resort-style amenities including a 24-hour guard gate, a large clubhouse, fitness center, café, library, six Har-Tru tennis courts, pickleball courts, basketball court, bocce ball, and miles of scenic walking trails surrounded by lush, mature landscaping.
Listing is courtesy of: GULF SANDS REALTY, LLC (941-343-7275)
Listing Agent: Cynthia Brock (941-400-6237)
1655 SPRINGWELL LN, SARASOTA, FL 34240
$499,99015 Days on yellowkey MLS ID: TB8494816
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1740 Built: 2026Monthly Fee: $283 Tax: $2,402 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$2,402
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under Construction. Explore the Waterway floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned near the dog park, and within 2 blocks of the amenity center, this homesite offers added convenience rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The Gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive Hurricane Impact windows fill the home with natural light. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom + Super Shower and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful Waterway townhome in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$929,900205 Days on yellowkey MLS ID: A4664546
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
5619 NEW YORK AVE, SARASOTA, FL 34231
$399,000195 Days on yellowkey MLS ID: A4664577
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1959 Tax: $3,645 (2025)Community: Sun HavenSingle Family
Taxes:$3,645
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gatherings, while large sliding doors invite you to step outside and experience the home’s centerpiece, your private backyard oasis. Out back, the sparkling pool is surrounded by lush greenery, offering a peaceful escape where you can unwind, host weekend barbecues, or simply soak up the Florida sun. The fenced yard provides privacy and room for pets or gardening, creating a perfect blend of relaxation and functionality. Whether you are looking for a full time residence, a seasonal getaway, or an investment opportunity, this home captures what makes Sarasota living so desirable. You are close to the area’s top beaches, shopping, dining, and cultural attractions, yet tucked away in a neighborhood that feels like your own personal retreat. This is your chance to own a pool home in Sarasota that combines character, comfort, and location while giving you the freedom of no HOA restrictions. Experience the lifestyle you have been dreaming of at 5619 New York Avenue.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00014 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
7753 BERGAMO AVE, SARASOTA, FL 34238
$474,50046 Days on yellowkey MLS ID: A4685117
REDUCED by $5,000 (1.0%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2004Monthly Fee: $164 Tax: $4,095 (2025)Community: VillagewalkSpa: NoTownhouse
Taxes:$4,095
Remarks: Rarely available 4/3 oversized corner lot with a master front porch water view, storage galore, 2-car custom cabinet lined garage, 5 miles from front door to the #1 beach, Siesta Key. Built with rebar-reinforced poured concrete including floors. On the same power grid as the fire department with buried utilities. Too many upgrades that most home don't have: extra widened and sealed driveway & sidewalk. The attic is custom lit, with carpeted storage and custom pull-down steps. Freshly painted throughout, updated flooring throughout, updated bathrooms, updated appliances, custom staircase, railings and chandelier. Updated exterior lighting, screened in lanai with new awning. VillageWalk is luxurious living in a resort with no work & all play! The Town Center is the only one in the area that features a clubhouse, library, poolside tiki bar & grill. VillageWalk even has its own restaurant and gas station, hair salon, and boutique! Schedule a tour today, the beach is calling..........
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
1300 BENJAMIN FRANKLIN DR #701, SARASOTA, FL 34236
$4,998,00021 Days on yellowkey MLS ID: A4688362
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4196 Built: 2005 Tax: $51,039 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$51,039
Remarks: Under contract-accepting backup offers. Unparalleled luxury in this 4,196 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY. Arrival is via a private elevator opening into an exclusive foyer, leading to a massive living area with floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown, and one facing West for spectacular Gulf sunsets. INVESTOR ALERT: Property is sold with an active 2-month lease, providing immediate income. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready property on Lido Key. luxury in this 4,198 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY for immediate enjoyment. Arrival is via a private elevator opening into your exclusive foyer, leading to a massive living area framed by floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown Sarasota, and one facing West for spectacular Gulf of Mexico sunsets. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool/spa, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready legacy property on Lido Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Napoli (917-723-7816)
769 JOHN RINGLING BLVD #3, SARASOTA, FL 34236
$439,000174 Days on yellowkey MLS ID: A4664887
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 641 Built: 1965Monthly Fee: $862 Tax: $1,807 (2024)Community: Sarasota Harbor EastCondo
Taxes:$1,807
Remarks: PRIME LOCATION: Sarasota Harbor East is a charming waterfront community exclusively designed for residents aged 55 and above. It boasts an exceptional location with breathtaking views of Sarasota Bay from this first-floor condominium. Historically, Sarasota Harbor has been celebrated as the premier bayfront condominium in Sarasota. This unit features a spacious one-bedroom with a full bathroom and has undergone a complete remodel. High-impact windows, sliding glass doors, and a new front door enhance the unit’s ambiance. Bosch appliances, quartz countertops and solid wood cabinets, and a clubhouse amenities package, including a fully equipped kitchen, library, and restrooms, contribute to the comfort and convenience of residents. Additionally, a large lap pool with bayfront views provides ample recreational opportunities. Residents enjoy a range of amenities, including boat slips, elevators, shuffleboard courts, kayak and bike storage, and a covered parking space. A generous number of guest parking spaces are also available. The homeowners’ association (HOA) fees cover various expenses, such as dock maintenance, exterior building repairs, cable and direct TV, heated community pool, internet, exterior maintenance, ground maintenance, exterior pest control, pool maintenance, water, sewer, and trash. Residents have easy access to popular attractions like St. Armand’s Circle, Lido Beach, and downtown Sarasota. Boat slips are available and can accommodate a 30’ powerboat or sailboat, they are available on a first-come, first-served basis.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
4549 MCINTOSH LN, SARASOTA, FL 34232
$440,00036 Days on yellowkey MLS ID: A4685856
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1286 Built: 1974 Tax: $3,861 (2024)Community: Sarasota SpgsSingle Family
Taxes:$3,861
Remarks: Under contract-accepting backup offers. Step into a world of comfort and outdoor living designed for those who love a private pool for personal use and entertaining! Added to the fun is a fully fenced backyard, mini golf in the outdoor game area, an appointed game room in the garage, and the modern comforts of home. Inside, this home offers three spacious bedrooms and two bathrooms; This home is fully stocked & furnished with both tasteful indoor & outdoor furniture, home goods, & games for a turn-key ready option (furnishings are negotiable). 2021: NEW ROOF, REPIPE, NEW CABINETS, MASTER BATH REMODELED, RESURFACED POOL, POOL EQUIPTMENT. Located in one of Sarasota's easy accessed neighborhoods, you'll have easy travel to the world-renowned Siesta Key beach and vibrant Downtown Sarasota. Enjoy all that this beautiful city has to boast about—from its rich cultural scene to exciting outdoor adventures. Don’t miss out on this exceptional opportunity! Short term rental records are available upon request. All rules & regulations concerning short term rentals need to be verified with Sarasota County. Schedule your private tour now and discover how this remarkable property can be the backdrop for your next chapter!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Rochelle Paquin (941-348-9474)
5786 INKBERRY CIR, SARASOTA, FL 34238
$669,00021 Days on yellowkey MLS ID: A4688510
0 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2676 Built: 2025Monthly Fee: $193 Tax: $3,469 (2025)Community: Arbor Lakes On Palmer RanchSpa: YesSingle Family
Taxes:$3,469
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this stunning newer construction home located in the neighborhood of Arbor Lakes. Built in 2025, this 4-bedroom, 3.5-bathroom residence offers 2,676 square feet of modern, thoughtfully designed living space—perfect for both everyday living and entertaining. Step inside to discover a bright, open-concept floor plan featuring contemporary finishes, spacious living areas, and seamless indoor-outdoor flow. The heart of the home opens to a lanai and pool area, creating a private backyard oasis ideal for relaxing or hosting guests year-round. Enjoy the luxury of a pool and spa combination. The kitchen and main living spaces are designed with both style and functionality in mind, offering ample room for gathering and connection. Each bedroom is generously sized, and with four full bathrooms, the layout provides flexibility and convenience for family and guests alike. Upstairs features a versatile bonus/flex room - perfect for a home office, play room, media space. Situated on a 7,056sq ft lot, this home offers low-maintenance living with just the right amount of outdoor space to enjoy Florida living at its finest. Located on a quiet dead end street offering added privacy and a safe, low traffic setting. Conveniently located near top-rated schools, shopping, dining, and the Gulf Coast’s world-renowned beaches, this home delivers the perfect blend of luxury, comfort, and location.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Niva Hirshfeld (508-561-2026)
2380 LOCKWOOD MEADOWS WAY, SARASOTA, FL 34234
$399,90022 Days on yellowkey MLS ID: A4688274
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1994 Built: 1983 Tax: $3,721 (2025)Community: Lockwood MeadowsSingle Family
Taxes:$3,721
Remarks: Under contract-accepting backup offers. Completely updated 3-bedroom, 2-bath home with an extra 4th room, offering nearly 2,000 sq ft of living space in the desirable Lockwood Meadows community. This move in ready property features a bright open floor plan with spacious living and dining areas, perfect for both everyday living and entertaining. The fully renovated kitchen showcases modern cabinetry, granite countertops, stainless steel appliances, tile backsplash, and ample counter space. Luxury vinyl plank flooring runs throughout the home, complemented by fresh paint, updated lighting, and contemporary finishes. The oversized living areas provide flexibility for a variety of layouts, while the updated bathrooms feature a clean, modern feel. Enjoy abundant natural light and a seamless flow between living spaces. Conveniently located just minutes from I-75 University Parkway, shopping, dining, and a short drive to Sarasota’s world famous beaches. This home is truly move in ready and offers exceptional value in a prime Sarasota location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Theresa Chestnut (941-374-3714)
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