Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2215 HIBISCUS ST, SARASOTA, FL 34239
$1,575,00027 Days on yellowkey MLS ID: A4692327
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2757 Built: 1952 Tax: $8,894 (2025)Community: GreenwichSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,894
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Old Florida charm in the heart of Arlington! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - Entire plumbing system replaced in January 2026. NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
4120 MARSEILLES AVE #3268, SARASOTA, FL 34233
$250,000218 Days on yellowkey MLS ID: A4669250
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $5,000 (2.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1993 Tax: $2,226 (2024)Community: Casa Del Sol Sec ViVilla
Taxes:$2,226
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Brand new interior photos with professional staging are now available, giving you the perfect opportunity to envision life in this inviting space. Welcome to Casa Del Sol, a gated and beautifully maintained community in the heart of Sarasota, where comfort and convenience come together effortlessly. This spacious 2-bedroom, 2-bathroom villa with a den and 2-car garage offers an open, airy layout with vaulted ceilings and tile flooring throughout. Natural light fills the main living areas, creating a bright and welcoming atmosphere from the moment you step inside. The living and dining spaces flow seamlessly into a sunny Florida room, an ideal spot to unwind while enjoying peaceful landscaped views. The kitchen is well-equipped with stainless steel appliances, ample cabinet storage, and generous counter space, making it both functional and ready for everyday living or entertaining. While the home is move-in ready, it also presents a great opportunity to add your own style with modern updates over time. The primary suite feels like a private retreat, featuring a bay window that brings in soft natural light, a walk-in closet, and an ensuite bathroom with dual sinks. A thoughtfully positioned second bedroom and full bath provide comfort and privacy for guests. The versatile den adds flexibility for a home office, reading room, or hobby space. Residents of Casa Del Sol enjoy a true lifestyle community with a resort-style clubhouse, fitness center, heated pool, tennis and pickleball courts, shuffleboard, and scenic walking paths along the lakes. Located just minutes from I-75, UTC shopping and dining, downtown Sarasota, and Siesta Key Beach, this home places you close to everything that makes the area so desirable. This is a wonderful opportunity to enjoy easy, low-maintenance living in one of Sarasota’s most convenient and welcoming communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000552 Days on yellowkey MLS ID: A4630299
REDUCED by $35,000 (5.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1373 Built: 1955 Tax: $6,363 (2025)Community: Siesta BeachSingle Family
Taxes:$6,363
Elementary School: Phillippi Shores Elementary
Remarks: PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$125,000173 Days on yellowkey MLS ID: A4674589
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Elementary School: Wilkinson Elementary
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
6632 DEERING CIR, SARASOTA, FL 34240
$464,90053 Days on yellowkey MLS ID: A4687399
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,100 (2.1%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,660
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
6356 MIGHTY EAGLE WAY, SARASOTA, FL 34241
$607,5009 Days on yellowkey MLS ID: C7526445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3255 Built: 2017Monthly Fee: $220 Tax: $7,198 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$7,198
Elementary School: Lakeview Elementary
Remarks: This exceptional four-bedroom, three-bathroom residence sits on a golf course, offering a serene setting. Fresh updates throughout create an inviting atmosphere ready for immediate occupancy. Upon entering you'll discover freshly painted interior walls that brighten every room. The main level flows smoothly, featuring a butler's pantry for elegant entertaining and convenient service. New carpet t adds in bedrooms and loft offer warmth and comfort underfoot. Upon arriving to the second floor to find a large bonus loft—versatile space perfect for an office, recreation area, or guest retreat. Two additional bedrooms and two full bathrooms complete the upper level, with a 4th bedroom on the first floor providing ample accommodation for all occupants. This combination of updated interiors, thoughtful layout, and premium location makes this residence an outstanding choice. Call today to schedule your private showing and experience this golf course property firsthand.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
643 CALLE DE PERU, SARASOTA, FL 34242
$1,996,000302 Days on yellowkey MLS ID: A4658846
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1982 Built: 1980 Tax: $8,733 (2024)Community: Sarasota BeachSingle Family
Taxes:$8,733
Remarks: Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00079 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$32,419
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Steve Hagan (941-900-4126)
2313 LOMA LINDA ST, SARASOTA, FL 34239
$499,000199 Days on yellowkey MLS ID: A4671821
5 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1952 Tax: $3,139 (2024)Community: Loma Linda ParkSingle Family
Taxes:$3,139
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to your Sarasota sanctuary—where timeless character meets modern comfort in one of the city’s most desirable locations. Nestled just off Bahia Vista and minutes from downtown, this beautifully maintained 3-bedroom, 2-bath home offers an open-concept design and a relaxed coastal feel that perfectly captures the Sarasota lifestyle. From the moment you arrive, you’ll appreciate the inviting curb appeal and fully fenced backyard complete with multiple seating areas—ideal for entertaining or enjoying quiet evenings outdoors. Step inside to discover a bright, spacious living area featuring beautiful tile floors, a cozy fireplace, and a skylight that fills the home with natural light. The updated kitchen showcases stylish finishes, wood cabinetry, and modern appliances that make everyday cooking a pleasure. The open layout flows seamlessly into the dining and living spaces, creating an easy, welcoming vibe. Each bedroom is generously sized, with the primary suite offering a walk-in closet and private ensuite bathroom for ultimate comfort. This home’s location is truly unbeatable—walking distance to Sarasota Memorial Hospital, Arlington Park, and Bahia Vista, and just minutes to downtown Sarasota’s dining, arts, and shopping scene. Families will love being within the A-rated school district, including Alta Vista Elementary, Brookside Middle, and Sarasota High. With a combination of classic charm, thoughtful updates, and an outstanding central location, this home delivers the best of Sarasota living—whether as a primary residence, seasonal escape, or investment opportunity. Schedule your private showing today and experience the perfect blend of character, comfort, and convenience in the heart of Sarasota.
Listing Agent: Jack Medford (856-275-7704)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00011 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,275,00022 Days on yellowkey MLS ID: A4693046
REDUCED by $150,000 (4.4%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Middle School: Booker Middle
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1541 BAY POINT DR, SARASOTA, FL 34236
$7,199,999498 Days on yellowkey MLS ID: A4634377
Bed: 4 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 6368 Built: 1996 Tax: $52,260 (2023)Community: Bay Point Park 2Spa: YesSingle Family
Taxes:$52,260
Tax Year: 2023
Remarks: Waterfront Luxury Home in Sarasota’s Prestigious Bay Point! This waterfront luxury home on coveted Bay Point Drive offers the perfect blend of timeless Georgian Colonial architecture and modern, high-end upgrades. With over 6,300 sq. ft. of high-and-dry living space, this move-in ready residence remained untouched by recent hurricanes—an exceptional advantage in a prime coastal location. Inside, the home showcases high ceilings, an open floor plan, and multiple living spaces designed for both comfort and sophistication. The grand foyer leads to a formal dining room ideal for entertaining and a classic living room perfect for quiet gatherings. The expansive great room flows seamlessly into the chef’s kitchen, featuring premium appliances, abundant counter space, and a true gourmet layout designed for everyday living and hosting. The home offers four bedrooms, all with en-suite bathrooms, each recently updated with luxury finishes, and upgraded fixtures. A private home theater/media room provides an immersive retreat for movie nights and entertaining. The oversized primary suite is a standout, boasting a spa-like bathroom and an extraordinary walk-in closet with room for even the most extensive wardrobe. Every detail throughout the home reflects thoughtful design and elevated comfort. Car enthusiasts will appreciate the eight-car garage, offering extensive room for collectors, storage, or creative hobbies. Outdoors, the property embraces its waterfront setting along the picturesque Hudson Bayou. Enjoy breathtaking water views, enhanced by lush, refreshed landscaping and the iconic Selby Gardens as your backdrop. This is truly a boater’s paradise, offering direct deep-water access to Sarasota Bay in under two minutes via a private dock with a 27,000 lb lift (removable for a 70’ shallow-draft boat), 4’ depth at mean low water, and approximately 6' in the channel. The manicured landscape, shaded seating areas, and expansive terraces create a resort-style outdoor living experience perfect for both everyday relaxation and unforgettable events. This enchanting property has hosted weddings, milestone celebrations, and family gatherings—all framed by the natural beauty of the bayou. Situated between Harbor Acres and Downtown Sarasota, the home offers unmatched convenience—just minutes from world-class beaches, dining, shopping, marinas, parks, and cultural attractions. More than a home, this is a legacy waterfront estate where luxury, lifestyle, and location come together in the most extraordinary way. Welcome to Bay Point!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
410 GARFIELD DR, SARASOTA, FL 34236
$1,795,000148 Days on yellowkey MLS ID: A4672001
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1937 Tax: $20,840 (2024)Community: Derringers ResubSpa: NoSingle Family
Taxes:$20,840
Elementary School: Pine View School
Remarks: Coastal Charm Steps from the Sand — Your Lido Key Oasis Awaits! Location, luxury, and timeless Florida charm come together at this beautiful beachside bungalow, just one block from the sparkling shores of Lido Key Beach. Nestled in the prestigious St. Armands Circle neighborhood, this turnkey-furnished coastal home offers a rare opportunity to own a piece of paradise in one of Sarasota’s most desirable and vibrant communities. Whether you’re searching for a full-time retreat, a seasonal getaway, or an income-producing investment property, this timeless treasure delivers on every level. From the moment you arrive, the lush coastal landscaping welcome you into a hidden oasis, opening onto a generous lawn, private driveway, and elevated front deck — the perfect setting to savor your morning coffee or unwind with a glass of wine as you watch the sunset over the beach. Inside, the home seamlessly blends historic character with modern comfort. Original heart-of-pine floors, a cozy fireplace, and authentic wood paneling preserve its character, while bright, open living and dining spaces offer a light, airy atmosphere that instantly feels like home. The open-concept kitchen, complete with a charming breakfast bar, invites easy gatherings and effortless entertaining. The privately tucked-away primary suite features an updated ensuite bath with a walk-in shower, offering a quiet escape at the end of each day. Two additional guest bedrooms are comfortably designed for family and friends, and a beautifully updated second bath showcases a freestanding clawfoot tub and pedestal vanity — a perfect nod to the home’s timeless charm. Outside, a private heated pool and generous patio are surrounded by lush tropical landscaping, creating a secluded paradise to relax and rejuvenate. This is truly an unbeatable location, just a short stroll to the white sands of Lido Key Beach and the world-famous St. Armands Circle, known for its upscale dining, boutique shopping, art galleries, and vibrant nightlife. Downtown Sarasota’s lively arts and cultural scene is only minutes away, offering even more ways to enjoy this extraordinary area. Whether you’re basking in the sun, enjoying fine dining, or exploring endless outdoor activities, life on Lido Key feels like an everyday vacation. Home is currently a successful vacation rental! Don’t miss this rare opportunity to own a coastal bungalow in one of Sarasota’s most walkable, beautiful beach communities. Start living your dream — your beachside oasis is waiting.
3625 JACINTO CT, SARASOTA, FL 34239
$590,00079 Days on yellowkey MLS ID: A4686033
REDUCED by $10,000 (1.7%) on 05/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $707 (2025)Community: GranadaSingle Family
Taxes:$707
Remarks: A rare West-of-Trail opportunity for the right cash buyer. 3625 Jacinto Court sits on a quiet residential street in one of Sarasota's most sought-after mainland neighborhoods, where new construction and luxury homes continue to reshape the streetscape. The existing single-family home features an open-concept floor plan with exposed beam ceilings, Saltillo tile flooring, all new windows, multiple living areas, and a kitchen with stainless appliances and a breakfast peninsula. French doors open to a private side patio surrounded by mature landscaping, and a separate primary bedroom offers privacy from the main living space. The home is livable as-is for the buyer who appreciates character and wants to renovate over time, or it can serve as a holding asset on a prime West-of-Trail lot while plans take shape for a future custom build. The location is the headline. Tucked between Sarasota Bay and Tamiami Trail, the neighborhood is defined by tree-lined streets, historic charm, and walkability to Southside Village's restaurants, cafés, and boutiques. Downtown Sarasota's theaters, galleries, and waterfront are a short drive away, and the world-famous quartz sands of Siesta Key are just minutes from your door. Southside Elementary serves the area as part of the highly regarded local school district. The home needs updating and is being sold strictly as-is. Cash buyers only — likely not financeable in current condition. Bring your contractor, your architect, or your vision and capitalize on a West-of-Trail address at an entry-level price point.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
4594 TRAILS DR, SARASOTA, FL 34232
$699,000173 Days on yellowkey MLS ID: A4674156
REDUCED by $21,000 (2.9%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 1988Monthly Fee: $172 Tax: $6,889 (2025)Community: TimberlakesSpa: YesSingle Family
Taxes:$6,889
Elementary School: Brentwood Elementary
Remarks: Welcome to your own private tropical oasis, perfectly situated in the heart of Sarasota. Set on an expansive 0.39-acre corner lot, this beautifully renovated pool home offers the ideal blend of serenity, space, and modern coastal living. Surrounded by lush landscaping and designed for both relaxation and recreation, the property presents a peaceful retreat while remaining just minutes from Sarasota’s most coveted destinations including Lido Beach, Siesta Key, Downtown Sarasota, premier restaurants, shopping, the UTC mall, and Benderson Rowing Park. Stepping inside, you’re greeted by an open, airy layout filled with natural light and timeless coastal charm. Newly installed bamboo flooring flows throughout the home, complemented by fresh coastal-hued paint, updated doors, and crisp base trim. The designer kitchen is a showpiece of style and function, featuring Thomasville cabinetry, Cambria quartz countertops, and LG stainless-steel appliances, perfectly suited for everyday cooking or hosting gatherings with ease. With generous indoor and outdoor entertaining spaces, this home truly embraces the Florida lifestyle. Fully pocketing sliders lead to a beautifully updated, completely screened-in lanai overlooking the solar-heated waterfall pool. The refinished pool deck (2022), new pool tile and covered outdoor living area create an inviting setting for year-round enjoyment. Outside, the expansive yard offers multiple spaces for play, relaxation, or entertaining - all accented by mature landscaping, low-water plant selections, and evening-ready outdoor lighting. The home’s thoughtful updates ensure peace of mind, including a newer roof (2018), HVAC (2020), guest bath renovation (2020), and a stunning primary bath remodel (2022). An updated concrete driveway (2019) adds to the home’s polished exterior appearance. Furnishings are negotiable, allowing for an easy and seamless transition. The community itself enhances the lifestyle with two recreational areas: one featuring a large pool and spa, tennis and pickleball courts, a basketball court, and a fitness room; the other offering a heated pool, spa, and a newly remodeled clubhouse ideal for family gatherings and neighborhood events. Come discover why The Lakes is one of Sarasota’s most desirable communities. With its harmonious blend of comfort, elegance, and location, this home offers a rare opportunity to experience the best of Florida living. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,499,000387 Days on yellowkey MLS ID: A4646061
REDUCED by $300,000 (16.7%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
Remarks: Pre-Construction. To be built. Incredible option to build new on this corner lot facing Belvoir -OR- Jefferson Blvd. Beautiful design offering the perfect blend of modern and coastal feel. PERMIT READY...price includes LOT & NEW BUILD. (see attachments) THREE BEDROOM/ 2.1 BATH...1814 sf, ONE-LEVEL living. Pull your car up the pavered driveway into the TWO-CAR - SIDE ENTRY GARAGE. Lots of natural light and seamless flow to the outdoors. Once outside, you will enjoy your heated, salt-water POOL. IMPACT WINDOWS & DOORS, and METAL ROOF. This design is READY TO GO VERTICAL.. building can start right away. Be a part of the new builds happening within Ringling Park! Incredible location just minutes from downtown, restaurants, area beaches, and the Marina. Great combination of convenience and coastal lifestyle. (Other Home Designs Available, Larger design plan in attachments & a few photos)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2200 BAHIA VISTA ST #B3, SARASOTA, FL 34239
$220,000165 Days on yellowkey MLS ID: A4675118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,483 (2025)Community: Cordova GardensCondo
Taxes:$2,483
Remarks: EXCEPTIONAL VALUE AND LOCATION. Newly renovated & minutes to downtown Sarasota, this condo is located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This first-floor entry unfurnished condominium has two bedrooms and two full baths (one en suite) and three outdoor patios. There is an all-new kitchen with new appliances, new ceramic tile and renovated bathrooms, new washer/dryer, new central A/C, new window treatments, new light fixtures and freshly painted. READY TO MOVE IN. The condo includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$649,500233 Days on yellowkey MLS ID: A4667640
REDUCED by $500 (0.1%) on 05/21/2026
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 — AND THE SELLER IS READY TO MAKE A MOVE. Now offered at an exceptional value for downtown Sarasota Bayfront living, this beautifully updated 2-bedroom, 2-bath residence at Regency House delivers what buyers are truly searching for: breathtaking Sarasota Bay views, natural light, walkability, and lifestyle. Located on the 4th floor, this 1,424 sq. ft. condo features a wall of floor-to-ceiling windows that immediately draw your eyes to the sparkling water views beyond. The open-concept living and dining areas feel bright, inviting, and designed for effortless waterfront living. The updated kitchen includes stone countertops, custom cabinetry, and stainless-steel appliances, while the spacious primary suite offers panoramic bay views, generous closet space, and an updated ensuite bath. The second bedroom is ideal for guests, a home office, or flexible additional living space. Recent updates and staging enhancements have transformed this residence, and it now shows beautifully. Seller is motivated and welcomes serious offers. Residents enjoy 24-hour concierge service, heated pool, fitness center, updated clubroom, secure covered parking, and one of the most walkable downtown Sarasota locations available — just moments from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, theaters, live music, and Sarasota’s vibrant arts scene. Finding Sarasota Bay views, this location, this amount of space, and this value point in downtown Sarasota is becoming increasingly rare. Easy to schedule private showings. Come experience the view for yourself
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
3641 STOKES DR, SARASOTA, FL 34232
$489,49749 Days on yellowkey MLS ID: A4689591
REDUCED by $10,402 (2.1%) on 05/06/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Remarks: One or more photo(s) has been virtually staged. Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
5603 AARON CT, SARASOTA, FL 34232
$699,90058 Days on yellowkey MLS ID: A4688260
REDUCED by $20,100 (2.8%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
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