Location: Sarasota
Do Not Show Listings
2202 HYDE PARK ST, SARASOTA, FL 34239
$529,50046 Days on yellowkey MLS ID: A4684803
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1952 Tax: $6,720 (2025)Community: GreenwichSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,720
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Charming Southside Sarasota home in the highly desirable hospital district. This adorable bungalow style three-bedroom, two-bath residence offers bright living spaces, an open floor plan, and the convenience of an indoor laundry room. The home opens to a private backyard retreat perfect for relaxing or entertaining while enjoying Florida’s year-round sunshine. Located within Sarasota city limits and with no HOA, this property offers flexibility for full-time living, a seasonal getaway, or potential short-term rental income when not in use. Just minutes from Arlington Park, featuring a community pool, tennis and basketball courts, playground, and walking paths. Enjoy the convenience of being close to Southside Village shops and restaurants, Sarasota Memorial Hospital, downtown Sarasota, St. Armands Circle, and the world-famous beaches of Siesta Key. A rare opportunity to own in one of Sarasota’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
4250 PLAYERS PL #2612, SARASOTA, FL 34238
$279,000138 Days on yellowkey MLS ID: A4672882
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $3,406 (2024)Community: Pinestone At Palmer RanchCondo
Taxes:$3,406
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to Pinestone at Palmer Ranch! This beautifully updated 2-bed, 2-bath first-floor condo offers comfort and style in the heart of Sarasota. Featuring granite counters, stainless steel appliances, plank tile flooring, and new lighting, it feels brand new. The open floor plan includes a bright kitchen with center island, spacious living/dining area, and sliding doors to a private screened lanai overlooking lush landscaping. The owner’s suite boasts a walk-in closet and ensuite bath, while the guest bedroom and bath sit at the front for privacy. Extras include a laundry with new washer/dryer, covered carport, exterior storage, and ample guest parking. Pinestone is a vibrant community with resort-style amenities: Olympic-size heated pool, hot tub, fitness center, theater, clubhouse, tennis, pickleball, and countless social activities. Just minutes from Siesta Key, beaches, shopping, and Legacy Trail, this condo offers the best of Florida living. New AC in 2025 — schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Frank Zeckel (941-284-4732)
8335 BARTON FARMS BLVD, SARASOTA, FL 34240
$839,99930 Days on yellowkey MLS ID: A4686596
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3474 Built: 2001Monthly Fee: $225 Tax: $4,452 (2025)Community: Barton Farms, Laurel LakesSingle Family
Taxes:$4,452
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Rare. Refined. Ready. This is the home Sarasota buyers have been waiting for — a meticulously maintained, one-owner estate in the coveted gated enclave of Laurel Lakes, where properties of this caliber almost never come to market. Set on an oversized lot approaching a third of an acre, the panoramic lake views are nothing short of breathtaking — morning coffee on the lanai, sunset dinners al fresco, every day feels like a retreat. What Makes This Home Exceptional A brand-new barrel tile roof (an $65,000 improvement, completed August 2025) means the next owner inherits zero deferred maintenance and maximum peace of mind — a rare gift in today's market. Inside, the thoughtfully renovated chef's kitchen is the heart of the home: natural gas cooktop, gleaming new quartz countertops, an expansive center island, and an open flow into the spacious family room that makes entertaining effortless. The layout is uncommonly versatile — 6 bedrooms plus a 17×15 bonus room (ideal as a 6th bedroom, home office, or media suite), 4 full baths, formal living and dining rooms, and a spa-inspired primary suite featuring dual vanities, a walk-in shower, jetted soaking tub, and a walk-in closet that will impress even the most selective buyer. Live Like Every Day Is a Vacation Step through the oversized screened lanai into your private outdoor oasis — a summer kitchen, extended cage, and sweeping lake views that never get old. The circular driveway and 2.5-car garage ensure there's room for every vehicle and every guest. A Community That Completes the Lifestyle Laurel Lakes delivers resort-style amenities at a fraction of the cost: heated pool & spa, fitness center, pickleball courts, and a clubhouse — all with low HOA fees and no CDD. This is the sweet spot buyers rarely find. And the location? Minutes from Siesta Key Beach (consistently ranked among the nation's best), A-rated Tatum Elementary School, Rothenbach Park, upscale dining, and a brand-new Publix just five minutes away. The Bottom Line At $237/SF for a move-in ready, upgraded, gated-community home in one of Sarasota's most sought-after corridors — this is exceptional value that is difficult to replicate. The home is vacant, immaculate, and priced to move. Don't wait. Opportunities like this don't linger.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
1192 HORIZON VIEW DR, SARASOTA, FL 34242
$13,900,000338 Days on yellowkey MLS ID: A4652708
Bed: 6 Bath: 7.0 Liv Area Sq Ft: 8358 Built: 1980Monthly Fee: $33 Tax: $30,303 (2024)Community: Tortoise EstatesSingle Family
Taxes:$30,303
Remarks: Exclusive Gulf Coast Luxury Beachfront Estate with Private Gulf Access and Endless Ocean Views Welcome to one of the Gulf Coast’s most private and luxurious beachfront estates—an extraordinary opportunity to own a rare stretch of direct Gulf frontage in Florida. Tucked away at the end of a quiet cul-de-sac and secured behind dual gated entrances, this expansive oceanfront property is enveloped in lush tropical landscaping and designed for those who value seclusion, sophistication, and long-term legacy. Boasting 233 feet of pristine beachfront along the Gulf of Mexico, this remarkable estate spans over 8,000 square feet under air and has been completely reimagined through a meticulous, high-end renovation. It artfully blends timeless elegance with resort-style comfort, offering panoramic water views from nearly every room. Here, no neighbors interrupt the horizon—only serene coastal breezes and iconic Florida sunsets that feel like they belong to you alone. Designed for multi-generational living or grand-scale entertaining, this coastal residence features five private bedroom suites—including a separate in-law or nanny suite—as well as a dedicated home office that can serve as a sixth bedroom. Two full gourmet kitchens, five expansive balconies, and an elevator servicing all three levels ensure exceptional comfort and convenience throughout. The main living areas showcase open-concept design, natural light, and breathtaking vistas that define luxury Gulf Coast living. Resort-level amenities abound, including a heated, saltwater pool that reaches 10 feet deep, a hot tub with massage jets, a full steam room, and an infrared sauna for ultimate relaxation. A whole-home Sonos audio system, a 12-camera security network, and a powerful 60 kW natural gas generator provide modern convenience and peace of mind. Water quality is managed by an advanced reverse osmosis filtration system and whole-house conditioner, while a 70-foot private well supplies multi-zone irrigation for the manicured grounds. The property also features a unique drive-through two-car garage with an air-conditioned storage loft, three HVAC zones plus a mini-split system, LED color-changing lighting throughout, and outdoor enhancements such as a built-in gas grill, a fire pit, and an illuminated waterfall feature—ideal for entertaining under the stars. An adjacent buildable lot expands your opportunity for growth, allowing space for a future guest house, expanded estate grounds, or added privacy. This is more than a home—it's a one-of-a-kind legacy property offering privacy, luxury, and an irreplaceable position along Florida’s Gulf Coast. Now available exclusively by private appointment, this luxury beachfront retreat is the ultimate in coastal real estate. Don’t miss your chance to own a slice of Gulf-front paradise.
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$474,900118 Days on yellowkey MLS ID: A4675147
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whipporwill Cirle, offers 2,300 square feet of thoughtfully designed living space, this home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. Pre-listing inspections have been completed and are available upon request, including General Inspection, 4-Point, Wind Mitigation, Sewer Inspection, and WDO Inspection. This home is priced to sell, make a private appointment today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$124,999170 Days on yellowkey MLS ID: A4670178
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,874 (2025)Community: Sunland AptsCondo
Taxes:$1,874
Remarks: Recently updated with a new roof in August and no assessments! Prime location! Welcome to Sunland Garden Apartments, a charming 55+ condo community nestled behind The Crossings at Siesta Key Mall, which is currently undergoing redevelopment into a vibrant mixed-use development featuring retail shops, restaurants, and offices. Notably, Connors Steak & Seafood and Cinebistro are expected to remain! Ideally situated in central Sarasota, just a short drive to our stunning beaches. This third-floor unit offers two bedrooms with en-suite baths, walk-in closets, and the largest screened porch in the community equipped with hurricane roll shutters. Enjoy peaceful courtyard views, along with access to the community pool, BBQ area, and shuffleboard court. Being on the top floor means there are no neighbors above. Both bedrooms and the living room have sliding glass door access to the spacious, covered porch. The unit features a new front storm door, replaced A/C and hot water heater (both in 2019) with biannual maintenance, and a brand-new garbage disposal. The laundry room and a large storage cage are just steps from your front door, near the elevator and stairs for easy access. Your assigned parking spot and adjacent guest parking are conveniently located right in front of the unit. Enjoy proximity to Sarasota’s vibrant downtown scene, less than 3 miles away, with numerous entertainment venues, dining, theaters, and art galleries. Numerous parks and golf courses are also just minutes from the community. This property is perfect as a part-time escape or full-time residence!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Angie Unzicker (941-809-9119)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,00089 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
7363 OAK MOSS DR #33, SARASOTA, FL 34241
$395,00022 Days on yellowkey MLS ID: A4687824
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2177 Built: 1986Monthly Fee: $52 Tax: $3,640 (2025)Community: Hammocks IvVilla
Taxes:$3,640
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Pride of ownership is evident throughout this beautifully maintained lakefront home in the Hammocks IV subdivision (55+) of Bent Tree. Offering one of the most sought-after homesites in the community, with expansive water views and a peaceful natural setting, this property delivers an opportunity to own a special piece of Florida living. This 3 bedroom, 2.5 bath home features 2,177 SqFt of living space with an inviting layout. Major updates include 2 NEW A/C units (2024), providing peace of mind and energy efficiency for years to come. The home is also equipped with newer kitchen appliances, reverse osmosis system, and a whole-house water purification system. Hurricane shutters provide added protection and convenience. Notably, the property is not located in a flood zone and has not experienced any hurricane damage, offering an added layer of confidence for the new owners. Peaceful lake views become the backdrop to everyday life, whether enjoying your morning coffee or simply enjoying front row seats to stunning sunset skies. Nature lovers will appreciate the frequent visits from birds and deer roaming the backyard, creating a picturesque setting. This is truly a backyard view most could only wish they had. Homes with this kind of wide lakefront exposure are among the most desirable in Hammocks IV, making it one of the community’s premier homesites. Ideally located minutes from shopping and conveniences including Publix, Walmart, Home Depot, UTC Mall, easy access to I-75, and a short drive from Sarasota’s renowned beaches, best restaurants, and entertainment. Opportunities to capitalize on lakefront homesites like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love it here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
850 S TAMIAMI TRL #831, SARASOTA, FL 34236
$319,90024 Days on yellowkey MLS ID: A4687444
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $4,340 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,340
Remarks: AS PROMISED! Townhome so close to downtown, but priced considerably less! This 2BR/2.5BA second floor "Fiji" model condo has newer laminate flooring throughout except for the staris and hallway, and is offered totally turnkey furnished with a couple of exceptions. Air Conditioner, Water Heater & Washer/Dryer stack unit replaced in 2023. 2 screened lanais (1 downstairs and 1 upstairs) and 2 separate master suites each with an ensuite bath. Great room downstairs, in-unit laundry and a powder room. kitchen with breatfast bar, plus a large closet under the stairs which could be used as a small office if needed. Each lanai has a small storage room too. Unit overlooks the tennis court (which is mainly used now for pickleball) and is just a short distance to the heated pool and spa, and clubhouse with small fitness center. Active friendly community with kayak launch available to residents. Property is currently leased until September 30, 2025, so could be ready for you to spend the next winter season here. Monthly fee includes cable, internet, water, sewer, trash removal, use of the community recreational facilities, professional management along with exterior maintenance and insurance. Right across the street is a Publix supermarket for your convenience. Close to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and just minutes away from St. Armand's Circle shopping and world-famous Siesta Key Public Beach. Sarasota'a active and cultural downtown is less than a mile away, offering fine dining and the best of the arts with the Sarasota Ballet, Van Wezel Performing Arts Center, the Sarasota Orchestra and much more live entertainment, along with a welcoming night life with something for everyone. Easy access to Sarasota International Airport. Perfect for year-round living, rental, or just for seasonal use. Pet friendly for owners.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
9499 MILLBANK DR #2713, SARASOTA, FL 34238
$439,00033 Days on yellowkey MLS ID: A4686441
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1414 Built: 1997Monthly Fee: $571 Tax: $3,773 (2025)Community: Stoneybrook Veranda Greens North 02Condo
Taxes:$3,773
Remarks: Under contract-accepting backup offers. A Barrington possessing every great upgrade a Buyer could want! A must see to fully appreciate the fine details this ground floor unit offers. As you enter the open kitchen featuring quartz counters and full quartz backsplash, Café appliances including a wine fridge and separate beverage cooler, Coffee bar, built-in pantry, 2-tone cabinet set, exquisite handle sets, quiet close drawers along with cookware drawers, RO drinking water system. Matching tile throughout the residence! Crown Molding and updated baseboards, high quality lighting and ceiling fans. Living room boasts a built-in fireplace. A must-see walk-in shower with waterfall head and separate hand wand, floor to ceiling decorator tile, twin sinks. Twin walk-in customized closets to keep everything well organized. Bay window over-looking the preserves. Back Lanai is great for entertaining. Remote control blinds on the sliders and decorator blinds on the windows. The twin pocket-doors to the Den with a built-in cabinetry and closet for additional hanging area for visitors. The Guest Bath has a matching shower stall with its own Waterfall head, organized closet in the 2nd bedroom. The laundry is equally impressive with its barn door style bi-fold doors, detailed built-in cabinetry for every detail. Even the garage has an epoxy floor. Community Pool and Tennis Court nearby. 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)
3993 HINA DR, SARASOTA, FL 34241
$415,000125 Days on yellowkey MLS ID: O6367407
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1792 Built: 1984 Tax: $3,312 (2024)Community: Lake SarasotaSingle Family
Taxes:$3,312
Remarks: Welcome home to the perfect blend of location, style, and functionality! Ideally situated in the desirable Lake Sarasota area, this beautifully maintained residence offers quick access to I 75, premier shopping, and the world-famous white sands of Siesta Key Beach—making everyday living and weekend getaways effortless. Step inside and fall in love with the open-concept floor plan, designed for both entertaining and comfortable daily living. The show-stopping kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances and French doors that open seamlessly to a spacious lanai—perfect for indoor-outdoor living. Outside, enjoy your oversized, fully fenced backyard, offering exceptional privacy and plenty of room to relax, play, or entertain. A convenient utility building adds valuable storage and functionality. This home offers three spacious bedrooms and two full bathrooms, plus a versatile bonus room off the primary suite that can easily serve as a fourth bedroom, home office, nursery, or creative space. The primary retreat is complete with a spa-inspired en-suite bath, showcasing dual vanities and an oversized walk-in shower. With its desirable location, flexible layout, stylish finishes, and private outdoor space, this home truly checks all the boxes. Don’t miss your opportunity to own this exceptional Florida retreat—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
3651 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$829,000156 Days on yellowkey MLS ID: A4672158
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2228 Built: 1981Monthly Fee: $42 Tax: $5,384 (2024)Community: Country PlaceSingle Family
Taxes:$5,384
Elementary School: Wilkinson Elementary
Remarks: Welcome to Country Place! Tucked away in one of Sarasota’s most established and desirable neighborhoods, this stunning 4-bedroom, 3-bath pool home has been completely reimagined inside and out, offering 2,288 square feet of modern design and effortless functionality. Every detail has been thoughtfully curated to create a residence that feels both stylish and timeless. Step inside to an open, light-filled layout featuring new wood-look porcelain tile flooring and base trim throughout. The chef’s kitchen is a showpiece equipped with soft-close cabinetry, white glass appliances, quartz countertops, and an expansive island perfect for gathering and entertaining. The adjoining living and dining spaces flow seamlessly to the screened pool area, where a resurfaced pool with new tile and fresh landscaping provide the perfect backdrop for relaxation and outdoor living. The private owner’s suite is a serene retreat, showcasing a solid wood double vanity, designer fixtures, and a spa-like shower with elegant champagne bronze and matte black finishes. Two additional fully renovated bathrooms feature the same high-end details, including Kohler cast iron bathtub, Delta faucets, and soft-close double vanities. Major system upgrades include a new shingle roof, 5-ton HVAC system, new sewer and water supply lines, new skylight, and fresh interior and exterior paint - ensuring peace of mind and true move-in readiness. With a spacious two-car garage, thoughtful layout, and refined finishes throughout, this home perfectly balances sophistication and everyday comfort. Country Place offers a quiet, convenient Sarasota location close to Siesta Key Beach, shopping, dining, and top-rated schools - a true hidden gem for those seeking space, privacy, and modern luxury. Don’t miss the opportunity to experience this remarkable home where craftsmanship, comfort, and contemporary Florida design come together flawlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000201 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSingle Family
Taxes:$17,701
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing Agent: Fred Sassen (404-408-5956)
5109 PALM AIRE DR, SARASOTA, FL 34243
$499,90031 Days on yellowkey MLS ID: A4686695
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2178 Built: 1979 Tax: $3,017 (2025)Community: Desoto Lakes Country Club Colony 4Single Family
Taxes:$3,017
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. ***MUILTIPLE OFFERS HIGHEST AND BEST BY 2pm 3/28***** Oversized lot (nearly ½ acre) with stunning views of the lake and golf course fairway! This home offers incredible potential and is being sold AS IS, with major updates already completed—including a new roof (2025), A/C (2024), and impact windows (2019).Inside, you’ll find a desirable split floor plan with soaring cathedral ceilings and spacious living areas. All bedrooms feature walk-in closets, and newer luxury vinyl plank flooring enhances the dining room, living room, and family room. Four sliding glass doors open to the lanai—three of which pocket—creating a seamless indoor-outdoor living experience. Enjoy the expansive covered lanai area and free-form in-ground pool, perfect for relaxing or entertaining. The oversized kitchen offers abundant space, including room for a dining table, plus two pantries for extra storage. A separate laundry room adds convenience. The oversized 610 sq ft garage includes a dedicated golf cart space with a side entry door—ideal for larger vehicles and extra storage. A circular driveway provides ample parking and curb appeal. Kitchen and bathrooms are ready for your personal updates, making this a fantastic opportunity to customize and add value in a prime setting. Discover the ultimate in unrestricted living. Walk or ride your golf cart to Conservatory Park, ideal for kayaking, fishing, and hiking. Minutes from UTC, Benderson Park, SRQ Airport, and Sarasota’s pristine beaches, shopping, and dining, this home embodies the best of Florida living. Don’t wait—schedule your private tour today! Optional membership in the Palm Aire Country Club offers amenities including two championship golf courses, tennis, pickleball, fitness center, dining and more. This exceptional property comes with NO HOA NO CDD and NO DEED RESTRICTIONS
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Kerry Hegarty (941-932-1761)
814 PARADISE WAY, SARASOTA, FL 34242
$1,995,00044 Days on yellowkey MLS ID: TB8483961
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
3745 ALMERIA AVE #6S, SARASOTA, FL 34239
$285,000278 Days on yellowkey MLS ID: A4658904
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,999 (2024)Community: AlmeriaCondo
Taxes:$2,999
Remarks: One or more photo(s) has been virtually staged. Welcome to your peaceful retreat in the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condo is perfectly situated on the second floor, offering enhanced privacy, with serene views and filtered natural light throughout this West-facing unit. Enter through a spacious, oversized screened front porch—ideal for enjoying your morning coffee or relaxing with a glass of wine as the sun sets. Inside, you'll find a bright and airy split-bedroom floor plan featuring new luxury vinyl flooring, fresh paint, and updated stainless steel appliances in a move-in ready space just waiting for your personal touch. The large open concept living and dining area provides a comfortable layout for entertaining, while the inside utility closet adds everyday convenience. Surrounded by mature oak trees and nestled on a tree-lined residential street, this condo offers a peaceful, park-like setting in a highly desirable neighborhood. Located just minutes from the world-famous Siesta Key beaches, Southside Village, shopping, dining, and vibrant downtown Sarasota, you’ll love the blend of quiet comfort and close-to-everything convenience. Don’t miss this opportunity to own your slice of Sarasota paradise in this prime Sarasota location—schedule your showing today!
Listing Agent: Jennifer Linehan (941-266-7555)
700 TROPICAL CIR, SARASOTA, FL 34242
$1,699,00047 Days on yellowkey MLS ID: A4684757
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2341 Built: 1977Monthly Fee: $54 Tax: $5,315 (2025)Community: Siesta BeachSingle Family
Taxes:$5,315
Remarks: Welcome to your private waterfront oasis, a meticulously renovated home set on a super private .41-acre lot defined by lush, mature greenery in one of Siesta Key’s most sought-after neighborhoods. The residence sits at a 9 foot elevation!! The interior features two primary bedroom suites, including a main retreat with a custom-built in closet. The open-concept layout has wide-plank light oak flooring and a kitchen with Italian cabinetry, waterfall quartz countertops, and a custom floor-to-ceiling built in cabinet pantry. Extensive structural and functional UPGRADES include a NEW ROOF, NEW STORM RATED WINDOWS AND SLIDERS, NEW DRAIN PIPES, and NEW PVC water lines. Transition through impact-rated glass sliders to a sun-drenched lanai and a new paver deck featuring a pool with all-new pool equipment. The backyard is a secluded tropical retreat bordered by a thick mangrove canopy for total privacy, offering direct water access for kayaking. Beyond the property, you are just minutes from the world-famous white sands of Siesta Key Beach, the vibrant dining and boutique shopping of Siesta Key Village, and a short drive to the cultural heart of Downtown Sarasota. From the designer finishes to the total structural renewal, this home offers security and luxury in a premier, verdant location. Call to set up a showing ~
Listing is courtesy of: CHIC PROPERTIES II LLC (941-302-0134)
Listing Agent: Ilona Davidovich (941-302-0134)
5313 BOCA RATON AVE, SARASOTA, FL 34234
$179,000151 Days on yellowkey MLS ID: A4672720
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1958Monthly Fee: $137 Tax: $3,242 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$3,242
Remarks: Very unique & well cared for home offering festive Floridian colors throughout! Most of the home is drywalled walls! Indoor laundry room! 2 mini splits heat & cool the home. Located out of the flood (Zone X)zone & backs up to the fence with view. Several updates in recent years include; flooring & windows within last 3 years. Roof had repairs after 2025 hurricanes. Vinyl siding painted summer 2024. Only items staying with this home is the stove, refrigerator, window coverings, washer & dryer!Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,648.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Please do not disturb resident. Airplanes & jets do fly over Tri Par Estates - Navigation Easement. Tri Par is a state park & recreation development.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
103 FILLMORE DR, SARASOTA, FL 34236
$2,499,00034 Days on yellowkey MLS ID: A4686381
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2908 Built: 1951 Tax: $20,246 (2025)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$20,246
Remarks: Welcome to 103 Fillmore Drive, a beautifully renovated 4-bedroom (or 3 bedroom plus den/office), 3-bath pool home located in the heart of world-famous St. Armands Circle. Just a few blocks from the white sands of Lido Beach, this exceptional property offers the perfect opportunity as a primary residence, vacation home, or income-producing investment. The home has been completely renovated and features an open, inviting layout designed for comfortable Florida living. The living area includes a cozy fireplace and flows seamlessly to the outdoor entertaining spaces. Step outside to your private backyard oasis with a sparkling pool, tropical landscaping, bar with grill,and a firepit lounge area—perfect for relaxing or entertaining under the Florida sunshine. Major improvements include a new roof installed in 2025, kitchen and baths updated and whole home beautifully remodeled. Located just moments from the renowned restaurants, boutiques, and vibrant atmosphere of St. Armands Circle and minutes to downtown Sarasota, the home offers an unbeatable island lifestyle. With estimated rental income potential of approximately $100,000 annually, this property presents a rare opportunity in one of Sarasota’s most desirable coastal communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,00067 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
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