Location: Sarasota
Do Not Show Listings
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$575,00097 Days on yellowkey MLS ID: A4669777
REDUCED by $20,000 (3.4%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,312
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: If you are dreaming of the ultimate condominium with jaw-dropping Gulf, Sarasota Bay, and City Views, this is the one! No detail was overlooked in the design and layout of this incredible condo. Modern luxury on prime north Siesta Key Oceanfront. Positioned on the 10th floor, with unsurpassed panoramic views of the Gulf, Sarasota Bay, the skyline of Sarasota, Lido Key, Big Pass and beyond. Watching dolphins and spectacular sunsets are some of the seller's favorite bonuses. Spacious open floor plan, which includes most of the high-end furnishings. One-bedroom, one-bathroom home in the sky that defines style. Masterfully renovated, maximizing spaces and views from every room. The modernization of the unit included a full remodel: Hurricane-resistant sliding glass doors, a completely new kitchen, including European style cabinets with soft-touch closing, convenient pullouts for storage, large porcelain wall tile, granite counters, triple filter osmosis water dispenser, and a full appliance package. Waterproof luxury wide vinyl plank flooring throughout. All new bath with dual sinks, shower with frameless shower doors, and water closet. A modern frosted glass barn door was added for additional access to the bedroom. A newer electrical box with updated GFI wiring will give a new owner peace of mind. Motorized privacy blinds on the sliding glass doors, with a touch of a remote. 4822 Ocean Blvd has had extensive updates recently, including a remodeled social/club room, fitness center, heated waterfront pool, outdoor grills within an extra-large Cabana, fishing pier, social pier, bicycle storage room, and new terraces and railings on every condominium. In 2021, a modern lobby was created with high-end furnishings, and a secured entrance, featuring a new updated security system for the community. A new sea wall has just finished being constructed, and two new piers are almost completed; Expected completion date is the end of February, 2026. Be sure to ask about the covered parking process; assigned parking, with extra parking behind gates, including guest parking. Additional amenities include a secured fishing room to store fishing equipment, and a large park. Wi-Fi, cable, water, and trash, and more are included in the HOA fee. Located within a short walk to Siesta Key Village, and Siesta Key Beach. Enjoy all the Island has to offer with its restaurants, bars, and shopping at various boutiques. There’s also a weekly farmer’s market. Be sure to check out the VIRTUAL TOURS on this property and see why you’ll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000446 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00055 Days on yellowkey MLS ID: A4684357
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1958 Tax: $5,227 (2025)Community: Sunnyside ParkSingle Family
Taxes:$5,227
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment. This is a 3-bedroom 2 bath house, plenty of windows, bright and airy. Terrazzo floor throughout. Laundry room and a screened lanai. Single car garage Unfurnished, move-in ready. Roof 2014. AC 2018. New appliances and granite counter tops in 2010. See attachment for Improvements & Updates. There is double driveway and a single car garage. Just minutes from Sarasota Memorial Hospital, the Hillview district with its restaurants and shops, including the Mortons Gourmet Market. Easy and quick access to downtown Sarasota with all its dining, shopping, theatres arts and culture it has to offer. If you do not want the hassle of monthly condo dues and restrictions, then make this house your home.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
8121 STERNWAY RD, SARASOTA, FL 34240
$579,900204 Days on yellowkey MLS ID: A4667132
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2023Monthly Fee: $375 Tax: $6,517 (2024)Community: Lakehouse Cove At Waterside Phase 5 And 6Single Family
Taxes:$6,517
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Discover the perfect blend of modern design, refined comfort, and Florida lifestyle at 8121 Sternway Road, an immaculate residence located within the sought-after Lakehouse Cove at Waterside community. Built in 2023, this maintenance free home with a whole house generator, combines contemporary craftsmanship with timeless sophistication, offering both style and practicality in equal measure. From the moment you arrive, you’re greeted by clean architectural lines, lush landscaping, and an inviting front entry that sets the tone for what lies beyond. Step inside to an open, sun-filled floor plan that feels both expansive and intimate. The living area flows effortlessly into the dining space and gourmet kitchen, creating a perfect environment for entertaining or quiet evenings at home. The kitchen is the heart of the residence — featuring premium cabinetry, quartz countertops, stainless-steel appliances, incredible backsplash a spacious island with seating that invites casual gatherings. The adjoining great room boasts large windows and sliding glass doors that open to the covered lanai, blending indoor and outdoor living in true Florida fashion. The primary suite is a serene retreat with a generous walk-in closet and an elegant ensuite bath complete with dual vanities, a glass-enclosed shower, and upscale fixtures. The additional two bedrooms provide for flexible space for family, guests, or a home office — each designed with comfort and natural light in mind. A second full bath and a thoughtfully located near the second bedroom and the office/den for easy access. Outdoors, the covered lanai overlooks a beautifully maintained yard that’s ideal for relaxation, morning coffee, or evening gatherings. The two-car garage offers ample storage, and the home’s low-maintenance design allows more time to enjoy the community’s amenities and nearby attractions. Residents of Lakehouse Cove at Waterside enjoy access to a wealth of resort-style features — including a lakeside clubhouse, fitness center, resort-style pool, kayak launch, and scenic walking trails. The community’s thoughtfully designed spaces encourage both connection and tranquility, making it one of Sarasota’s most desirable addresses. Located just minutes from downtown Sarasota, Lakewood Ranch, and the beautiful sand beaches of Siesta Key, this property offers convenient access to fine dining, boutique shopping, golf, and world-class cultural venues. Every element of 8121 Sternway Road reflects the area’s signature blend of comfort, sophistication, and relaxed coastal living. Whether you’re seeking a full-time residence or a seasonal retreat, this home presents a rare opportunity to own a nearly new property in one of Sarasota’s premier master-planned communities. Experience effortless elegance and modern living at 8121 Sternway Road — where every detail has been crafted with care and style.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$550,0008 Days on yellowkey MLS ID: A4689910
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $261 Tax: $5,635 (2025)Community: Luna BaySingle Family
Taxes:$5,635
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac charm, coastal vibes, and low maintenance living – this one feels like home! Perfectly positioned in the heart of Sarasota, this thoughtfully refreshed 3 bedroom, two and a half bath, plus office residence offers versatility for comfortable modern living. Delivering a light-filled, open concept layout - the kitchen takes center stage with extended quartz countertops, a stunning oversized island, a sleek glass-tile backsplash and built-in beverage bar – perfect for gathering and entertaining. The den, complete with French doors, provides a private retreat suited for a fourth bedroom, an office, or playroom. The bedrooms have been outfitted with custom closets, and the bathrooms have been elevated with a light, refined aesthetic. Enjoy time outdoors on your private screened-in lanai overlooking a fully fenced backyard – ideal for relaxing, outdoor activities and a place for your furry family members to roam and play. Located in THE top-rated school district of Ashton Elementary, Sarasota Middle and Riverview High and just a short drive from world-renowned Siesta Key Beach, Downtown Sarasota, I-75, Legacy Trail and Urfer Family Park- this home offers an elevated blend of convenience and lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
843 MOLLY CIR, SARASOTA, FL 34232
$784,99967 Days on yellowkey MLS ID: A4680444
REDUCED by $4,001 (0.5%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015Monthly Fee: $240 Tax: $6,666 (2025)Community: Whitaker ParkSingle Family
Taxes:$6,666
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: WELCOME TO YOUR FLORIDA PARADISE, THE LARGEST LAYOUT IN WHITAKER PARK!! ***BRING ON THE OFFERS, AS LONG AS THEY ARE FAIR, THEY WILL BE CONSIDERED*** Situated in a prime Sarasota location, this beautifully maintained lakefront residence is nestled within the intimate and highly desirable Whitaker Park community, comprised of just 80 homes. Offering 4 bedrooms and 3.5 bathrooms, this home features a stunning pool and a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just minutes from UTC shopping, dining, and countless attractions, as well as Downtown Sarasota, the location is truly exceptional. Nearby Bay Park provides unlimited free activities, while the Van Wezel Performing Arts Hall is only minutes away, making this home ideal for those who value both convenience and culture. The Ringling Museum, Opera House, and Ballet are also just moments away. The main living level features a primary suite on the first floor, creating a private and convenient retreat. The first-floor primary suite offers a spa-like bathroom complete with a Jacuzzi tub, walk-in shower, and an expansive walk-in closet, providing a peaceful escape from the rest of the home. Upstairs, a spacious loft and bonus area deliver flexible living space, ideal for a media room, home office, or additional family area. Three additional bedrooms are located on the second level, two with walk-in closets, along with two full bathrooms—one shared and one en suite—making the layout perfect for guests or multi-generational living. Ample storage throughout the home is an added bonus. Upon entry, an open foyer welcomes you and flows seamlessly into the heart of the home—an expansive kitchen and great room designed for both everyday living and entertaining. Soaring ceilings, quality finishes, generous counter space, and a large center island make this space ideal for hosting gatherings or enjoying relaxed family meals. Glass sliders extend the living space outdoors to a screened lanai featuring a perfectly sized swimming pool with night lighting and a tranquil fountain, all overlooking a serene lake and pond setting. The lanai is well-lit and equipped with a ceiling fan for added evening comfort. The home’s west-facing orientation allows the sun to rise over the lanai in the morning and move away by the afternoon, creating comfortable, shaded outdoor living during the warmer parts of the day—perfect for dining, lounging, or unwinding poolside. Mature tropical landscaping enhances privacy while complementing the peaceful lakefront backdrop. Residents enjoy a well-maintained community with HOA-provided lawn care, including weekly mowing and monthly edging, allowing for truly low-maintenance living, along with top-tier pest control and an integrated sprinkler system. Certain furniture pieces and decorative items may be available for additional cost with a qualified buyer. Centrally located near world-class white quartz sand beaches such as Siesta Key and Lido Beach, along with premier shopping, dining, cultural attractions, and SRQ Airport, this lakefront home delivers exceptional convenience and lifestyle appeal in one of Sarasota’s most desirable communities. Ideally situated just minutes from I-75, this home offers exceptional convenience for commuting and travel while still providing a quiet, comfortable setting without the noise or disruptions often associated with highway living.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Gerry Tomchinsky (941-577-5184)
770 S PALM AVE #2, SARASOTA, FL 34236
$979,00068 Days on yellowkey MLS ID: A4682673
REDUCED by $10,989 (1.1%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1284 Built: 1975 Tax: $15,829 (2025)Community: Embassy HouseSpa: YesCondo
Taxes:$15,829
Remarks: One or more photo(s) has been virtually staged. Welcome to Penthouse #2. Now offered with many recent upgrades, this rarely available top-floor penthouse at the iconic Embassy House delivers elevated downtown living with breathtaking waterfront views. Located on the 18th floor, one of four penthouses in the building, this two-bedroom, two-bath residence showcases sweeping, unobstructed views of Sarasota Bay, the John Ringling Bridge, and the Gulf of America and beyond. With no neighbors above, you’ll enjoy exceptional privacy and a daily front-row seat to Sarasota’s world-famous sunsets and vibrant coastal skies. Natural light pours into the open living and dining areas, creating a bright, welcoming atmosphere. The enclosed sunroom is ideal for relaxing or entertaining while taking in panoramic bay views. Both bedrooms open to a private terrace, offering peaceful morning sunrises and sparkling downtown city views. Embassy House is celebrated for its premier bayfront location and strong sense of community. Amenities include a heated saltwater pool, fitness center overlooking the bay, electric vehicle charging station, guest parking, outdoor grilling area, catering kitchen, and a recently updated modern lobby. Residents also benefit from concierge service, an on-site manager, and semi-private elevator access serving just two residences per floor. A shared laundry room for PH1 and PH2 is maintained by the HOA, including service and replacement of washers, dryers, and A/C units. Rent includes cable, internet, water, sewer, and trash for a truly effortless lifestyle. Just steps from Selby Gardens, Bayfront Park, Marina Jack, and downtown Sarasota’s renowned dining, arts, and cultural attractions, this penthouse offers the perfect blend of vibrant city energy and serene waterfront beauty. ********************Also Available for lease at $5,900 a month******************Owner financing Available*******************
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Clayton (631-335-5325)
5251 ASHTON RD, SARASOTA, FL 34233
$699,00042 Days on yellowkey MLS ID: A4685402
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1973 Tax: $5,350 (2025)Community: Sarasota Venice Co 11 37 18Spa: YesSingle Family
Taxes:$5,350
Remarks: Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Erica Thomas, Llc (941-799-9365)
8096 GLENBROOKE LN, SARASOTA, FL 34243
$624,9001 Day on yellowkey MLS ID: A4690084
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2487 Built: 1985Monthly Fee: $25 Tax: $333 (2025)Community: GlenbrookeSpa: NoSingle Family
Taxes:$333
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: A rare two-in-one opportunity, this fully renovated Sarasota home offers two distinct living spaces under one roof, well suited for extended family living, private guest or in-law quarters, long-term comfort, or the flexibility to generate additional income. This 5-bedroom, 3-bathroom property is thoughtfully designed with separate entrances and a dividing door, allowing each level to live independently while still feeling connected. The first level features a light, coastal-inspired living space with a full kitchen, two bedrooms, one bathroom, and its own full-size laundry room, creating a comfortable and functional retreat for extended family, guests, or flexible use. Upstairs, the main living area opens with warmth and style, highlighted by vaulted ceilings, an electric fireplace, spacious living and dining areas, and a balcony overlooking the backyard. The upper kitchen is appointed with solid cherry wood cabinetry, granite countertops, and stainless steel appliances, and this level includes three bedrooms and two full bathrooms, including a primary suite. The lower level also features a beautifully renovated kitchen with shaker soft-close cabinetry, quartz countertops, stainless steel appliances, and a walk-in pantry, creating a fully self-sufficient living space. Both levels offer dedicated laundry, and storage is abundant throughout. Renovated down to the studs, the home features hurricane impact windows (2017), newer AC systems with UV air purifying lights (2017). The exterior has been completely refreshed with new stucco, vinyl siding, and PVC trim (2023), along with a new roof featuring a 50-year transferable warranty, plus updated fascia and soffit (2022). Situated on one of the largest lots in the Glenbrooke community, the fully fenced backyard is a private tropical setting with mango, banana, and avocado trees, room for a pool, and two vinyl storage sheds that convey. Located in a serene community with extremely low HOA (just $300/year) and no CDD fees, this home offers convenient access to University Town Center, dining, shopping, I-75, Sarasota-Bradenton International Airport, and the Gulf beaches. This isn’t just a home… it’s a smart investment, a flexible lifestyle, and a rare opportunity all in one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: George Dustman, Iii (941-212-0042)
7653 MOONBEAM AVE, SARASOTA, FL 34241
$793,019108 Days on yellowkey MLS ID: A4677159
INCREASED by $49,555 (6.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2025Monthly Fee: $390Community: Esplanade At Skye RanchSpa: NoSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | West Facing Patio. New Construction – June Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Sereno at 7653 Moonbeam Avenue in Esplanade at Skye Ranch! Sun-soaked spaces and effortless living. Step through the inviting porch and airy foyer into an open-concept design where the great room flows into the kitchen, dining area, and a lanai—perfect for savoring Florida’s natural beauty. Tucked away, the private primary suite offers a spa-inspired bath and a generous walk-in closet, creating a serene retreat. Toward the front of the home, you’ll find two welcoming bedrooms, a full bath, a convenient powder room, and a laundry space to keep life organized. Additional Highlights Include: Gourmet kitchen, waterfall edge island, powder bath in place of storage, 8' interior doors, covered extended lanai, pool, and outdoor kitchen rough-in. MLS#A4677159 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$694,000197 Days on yellowkey MLS ID: A4667640
INCREASED by $5,000 (0.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: WE HEARD YOUR FEEDBACK. UPDATES ARE COMPLETE. THIS CONDO NOW SHOWS LIKE A MODEL. Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
4035 S SCHOOL AVE #B3, SARASOTA, FL 34231
$92,900105 Days on yellowkey MLS ID: A4677524
REDUCED by $1,000 (1.1%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 561 Built: 1972 Tax: $1,909 (2025)Community: Oakwood GardensCondo
Taxes:$1,909
Remarks: Discover the perfect blend of convenience, comfort, and investment potential in the heart of one of Sarasota's best areas – just minutes from everything you love about this vibrant coastal city, with highly rated schools nearby! This charming first-floor 1-bedroom, 1-bath condo features easy-care tile flooring throughout, a relaxing pool view, and is clean, freshly updated, and truly move-in ready. Centrally located for the ultimate Sarasota lifestyle - Less than 2 miles to world-famous Siesta Key Beach and a quick drive to Sarasota Memorial Hospital and downtown Sarasota, Enjoy community perks like a sparkling community pool, assigned parking plus ample guest spaces. Low-maintenance living with HOA fees covering: common area maintenance and taxes, community pool, reserve fund, cable, water/sewer, and internet – plus more essentials for worry-free ownership! All ages welcome – no restrictions! Fantastic rental opportunity: No waiting period to lease – immediate rental approval with a 6-month minimum lease Don't miss this rare chance under $100K in such a prime spot.
Listing Agent: Heidi Scholten (502-802-2949)
7717 BLUE MOON RUN, SARASOTA, FL 34241
$640,18411 Days on yellowkey MLS ID: A4689890
INCREASED by $20,000 (3.2%) on 04/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Flex Room. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 7717 Blue Moon Run in Esplanade at Skye Ranch! This thoughtfully designed floor plan offers a bright, open layout that’s ideal for both everyday living and entertaining. From the welcoming foyer, the home opens into a spacious great room that connects seamlessly to the dining area and kitchen, creating an inviting central gathering space. Sliding glass doors extend the living area outdoors to a covered extended lanai, perfect for relaxing or hosting friends. The primary suite provides a comfortable retreat, while secondary bedrooms offer flexibility for guests or hobbies. With intentional design touches throughout, the Monte delivers both style and functionality in a sought-after community setting. Additional Highlights Include: tray ceiling package, powder bath in place of storage closet, 8' interior doors throughout, covered extended lanai, impact windows. Photos are for representative purposes only. MLS#A4689890 Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$1,295,000172 Days on yellowkey MLS ID: A4669686
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Monthly Fee: $1,599 Tax: $10,150 (2025)Community: Beach TerraceCondo
Taxes:$10,150
Remarks: New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000209 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1350 MAIN ST #502, SARASOTA, FL 34236
$495,00053 Days on yellowkey MLS ID: A4684303
REDUCED by $19,000 (3.7%) on 04/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Price improved. This never-rented one-bedroom residence at 1350 Main is the quintessential urban pied-à-terre in downtown Sarasota. Offering a "lock-and-leave" lifestyle with 24/7 concierge, the 5th-floor unit is defined by its premier address and impeccable maintenance. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun shades provide effortless control over the home’s atmosphere. The kitchen features stainless steel appliances, including a KitchenAid range and dishwasher and a newer refrigerator, opening into a living area. In the bedroom with ample light, custom built-in shelving provides an organized lifestyle, and for those seeking a transition of total ease, the furnishings are available by separate offer. Ownership includes the "gold standard" of downtown living, featuring an assigned parking space in the private garage and a storage locker located on the same floor. Step outside the lobby to explore the galleries of Palm Avenue or take a scenic stroll to Marina Jack’s and the Sarasota bayfront. With Whole Foods, First Watch, the Opera House and many theaters just steps away, this is a rare invitation to inhabit a ready-for-you residence above all your dining and cultural needs. 1350 Main is celebrated for its 24-hour concierge service, meticulous cleanliness, and resort-style amenities including a fitness center, heated lap pool, spa, fire pit, BBQ grill, steam rooms, library, conference rooms, guest suite and stylish clubroom. The reserves are fully funded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
3007 DIXIE AVE, SARASOTA, FL 34234
$224,70087 Days on yellowkey MLS ID: TB8469599
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $300 (0.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1947 Tax: $1,617 (2025)Community: Newtown HeightsSingle Family
Taxes:$1,617
Remarks: Seller very motivated. This spacious, single-family home has undergone a comprehensive remodel, including a new roof installed in 2024 and a brand new A/C unit installed in 2023. Step inside to discover the New Luxury Vinyl flooring throughout, complemented by fresh paint and new fixtures. The open concept kitchen showcases new cabinets, quartz countertops and beautiful stainless steel appliances. The home has been treated for termites with a transferable warranty to new buyer. This stunning 3 bed 2 bath property Is ready tor you to move in with ease. This home is currently unfurnished. Located in the heart of Sarasota this neighborhood is up and coming with new construction directly behind the property, just minutes from fine dining, the Ringling College of Art and Design, Ringling Museum, the Sarasota Opera House, Sarasota Airport and swift access to beaches like Anna Maria Island and Siesta Key. This property won’t last long, schedule your tour today!
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Celisha Simmons (407-580-0887)
1269 DOCKSIDE PL #115, SARASOTA, FL 34242
$825,000207 Days on yellowkey MLS ID: A4656792
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $6,667 (2024)Community: Harbour TowneSpa: YesCondo
Taxes:$6,667
Remarks: This spacious condo has easy access to Siesta Key Beach and a DEEDED 25-FOOT BOAT SLIP WITH A LIFT!! There is water and electric to the slip (#38). Yes, this is a rare opportunity to have both your boat and a nearby world-famous beach in a nicely laid out two-bedroom, two-bath turnkey furnished condo. The master bedroom has views of the harbor while the guest room has a peaceful garden view. This condo features tile flooring throughout with both HVAC and appliances that are only a couple of years old. The roof was replaced in November 2021, and the unit has a one-car garage with storage above as well as a dedicated parking space in front. In addition, this unit has one of the few private outdoor decks in the community. Harbour Towne offers fantastic amenities, including a clubhouse, heated pool, spa, and tennis/pickleball courts. Enjoy the village by day or evening for great dining, shopping and live music. A complimentary trolley runs by the complex on a regular schedule in season. This is a great place to live and play! Look no further, this is where your fun-filled life begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
2756 CLUBHOUSE DR #101, SARASOTA, FL 34232
$190,00018 Days on yellowkey MLS ID: N6143766
REDUCED by $20,000 (9.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1047 Built: 1973Monthly Fee: $525 Tax: $907 (2025)Community: Forest Lakes Village 2Condo
Taxes:$907
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!! Welcome to your perfect tropical oasis in the heart of Sarasota! This prime first-floor, two-bedroom, two-bath condo offers a seamless blend of comfort, convenience, and community. Ideally located just minutes from downtown Sarasota, world-class beaches, and the Sarasota International Airport, you’ll enjoy effortless access to Lakewood Ranch, University Town Center, and a vast array of dining and shopping options. The unit comes FULLY FURNISHED and meticulously updated, with functional bathrooms and a modern kitchen featuring hurricane impact windows recently installed for peace of mind. This active 55+ community is designed for those who love to stay engaged and social. Enjoy the refreshing pool, a fully renovated clubhouse, shuffleboard, and a well-equipped fitness center, along with inviting outdoor grilling areas and a lively calendar of social activities. Whether you’re looking for a serene weekend retreat or a vibrant, year-round living experience, this condo delivers. Don’t miss the chance to own a stylish, low-maintenance home in a coveted Sarasota locale that truly has it all.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$260,000163 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
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