Location: Sarasota
Do Not Show Listings
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90026 Days on yellowkey MLS ID: A4695569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1993 Tax: $2,864 (2025)Community: Crestwood Village Of Sara 2Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,864
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
4735 OAK HILL DR #8, SARASOTA, FL 34232
$260,000165 Days on yellowkey MLS ID: A4678024
REDUCED by $10,000 (3.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $1,442 (2025)Community: Village Oaks Sec CVilla
Taxes:$1,442
Remarks: Lovingly well-maintained end unit! Updates include added laminate flooring, an enclosed 21 x 9 Florida Room, and inside laundry! This floorplan features walk-in closets in both bedrooms, a pass-through to dining and the "must have" 2 car garage. The dishwasher, water heater, washer/dryer and garage door have all been replaced in the last 3-4 years. The air conditioning system is around 4 years old! 4735 Oak Hill Dr is situated near the rear community near the clubhouse and pool facilities. Fantastic lake views across the street as well.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90044 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Waskom (941-266-8658)
1011 BACON AVE, SARASOTA, FL 34232
$299,900141 Days on yellowkey MLS ID: A4681625
0 Days Off yellowkey (back on 3/6/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1161 Built: 1983 Tax: $3,427 (2025)Community: Highland Crest 2Single Family
Taxes:$3,427
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Short Sale. Move-In Ready Home Near Pinecraft with Garage and Room to Grow Tucked away on a quiet dead-end street, this well-maintained 2 bedroom, 2 bathroom home offers privacy, flexibility and a central Sarasota location with no HOA fees or restrictions. From the moment you enter, the home feels open and inviting, with long sightlines and connected living spaces that create a natural sense of flow. The living and dining areas are open to one another, giving the home an airy feel while still maintaining defined spaces. Crown molding adds subtle character and ceramic tile flooring throughout provides durability and easy upkeep. The layout allows natural light to travel through the home, enhancing the sense of space and openness. The kitchen sits at the heart of the home and connects seamlessly to both the living and dining areas. Generous counter space, ample cabinetry and a long serving bar make it functional for everyday living while also working well for gatherings. Sliding glass doors bring in additional light and lead to the screened-in lanai, extending the living space outdoors. The primary suite offers a comfortable retreat with a large walk-in shower, while the second bedroom provides flexibility for guests, a home office, or additional living needs. Outside, the fully fenced backyard offers privacy and room to relax or entertain. A one-car garage and extra-wide driveway provide convenient parking and storage. Key improvements have already been completed, including a new septic tank and drain field (2019), A/C replacement (2021), and water heater (2022), along with a whole-home water filtration system. Centrally located in Sarasota, this home is just minutes from shopping, dining, beaches, public transportation, and the unique charm of Pinecraft!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
1618 STICKNEY POINT RD #1618-202, SARASOTA, FL 34231
$230,000523 Days on yellowkey MLS ID: A4636170
2 Days Off yellowkey (back on 6/5/2026)
REDUCED by $10,000 (4.2%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975Monthly Fee: $919 Tax: $2,841 (2024)Community: Castel Del MareCondo
Taxes:$2,841
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: NOW ONLY $230,000!! This is officially the lowest-priced condo in the area, and the seller is ready to make a deal. Opportunities at this price do not come along often, especially this close to Siesta Key! Completely updated and turnkey furnished, this bright one-bedroom retreat was remodeled in 2021 with a redesigned kitchen featuring a tiled backsplash and granite countertops. The bathroom has also been upgraded with stylish tile and fixtures. The master closet was thoughtfully upgraded with custom shelving and storage drawers. There's fresh paint throughout and best of all, not a popcorn ceiling to be seen! And for added peace of mind, the A/C was replaced in 2024. Castel Del Mare is loved for its unbeatable location at the gateway to Siesta Key and its resort-style amenities: two pools (including a waterfront pool overlooking the Intracoastal Waterway), tennis courts, pickleball, a fishing gazebo, kayak racks with launch area, and a scenic boardwalk along the bay. Watch sunsets by the water, relax by the pool of your choice, or launch your kayak for a morning paddle — this is Sarasota living at an incredible price…JUST $230,00. Seller is motivated so call now to schedule a private showing. Come see why Castel Del Mare is called the Hidden Jewel on the Bay! Parking in front of the building #172.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Linda Ren (941-928-1393)
2127 LEE LN, SARASOTA, FL 34231
$424,900179 Days on yellowkey MLS ID: A4676387
REDUCED by $10,100 (2.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1955 Tax: $3,671 (2025)Community: Las Lomas De SarasotaSingle Family
Taxes:$3,671
Elementary School: Phillippi Shores Elementary
Remarks: Location Location Location - Discover this beautifully refreshed mid century Ranch where classic Florida charm meets modern comfort, perfectly situated in the heart of Sarasota. Sold TURNKEY and FULLY FURNISHED, this home is truly move in ready and ideal for a full time residence, seasonal retreat, or income producing opportunity. Just 10 minutes from the world renowned Siesta Key Beach, you will enjoy easy access to powder soft quartz sand and stunning turquoise waters. With NO HOA, NO CDD, and NO FLOOD ZONE, you can appreciate both freedom and peace of mind. Step inside to find a welcoming interior enhanced with thoughtful updates, comfortable furnishings, and a bright layout that complements the home’s character. Inside, you'll find a spacious and stylish interior with trendy vibes. The open layout seamlessly connects the living, dining, and kitchen areas, making it ideal for socializing and relaxation. The kitchen has a sleek island/bar, perfect for whipping up delicious meals or enjoying a morning coffee. The AC was replaced in 2023, creating added value and comfort for the new owner. A fully fenced backyard that provides privacy for relaxing or entertaining, a storage shed for additional convenience, and a large driveway with ample space for multiple vehicles. Topping it all off is a durable metal roof, offering long lasting protection and low maintenance benefits. Located in thriving Sarasota, this home places you close to everything that makes the area so desirable. Explore Myakka River State Park, stroll through Marie Selby Botanical Gardens, visit The Ringling Museum, or enjoy the shops and restaurants of St. Armands Circle and downtown Sarasota. Festivals, arts, dining, and recreation are all within easy reach. This move in ready gem delivers modern upgrades and a premier location in one of Florida’s most sought after coastal cities. Do not miss your chance to see it. Schedule your private showing today.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Steven Ditusa (516-639-0766)
2100 9TH ST, SARASOTA, FL 34237
$525,000165 Days on yellowkey MLS ID: A4677334
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1456 Built: 1977 Tax: $3,516 (2025)Community: Walpole Frank AApartment
Taxes:$3,516
Remarks: Investment opportunity, a corner lot duplex, located between downtown and Ringling College. Each unit has 725 sq ft with 2 bedrooms, 1 bath and the convenience of an attached carport. New Roof in 2025, Re-pipe, roof 2011. Each unit has a fenced in yard, Mango and Avocado trees in one side. Tenants are currently in place on a month to month. Being sold As Is. Please do not disturb tenants. A great investment in an unbeatable location, with all of the amenities of downtown Sarasota, local colleges, St Armands Circle, and beaches near by.
Listing is courtesy of: REALTY SOLUTIONS SRQ (941-492-0784)
Listing Agent: Luis Canaveral, Pa (941-492-0784)
3018 ARLINGTON ST, SARASOTA, FL 34239
$399,90079 Days on yellowkey MLS ID: A4689348
REDUCED by $14,100 (3.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Storybook Charm Meets Modern Luxury in Highly Desirable Arlington Park! Nestled in the unique, tree-lined "Cottage in the Pines" section of south downtown Sarasota, this beautifully updated 1952 residence perfectly blends timeless mid-century character with smart, modern improvements. From the moment you arrive, the brand-new vinyl siding and welcoming farmer’s porch create undeniable curb appeal, while the wide stone driveway offers plenty of extra parking. Step inside to discover a bright and spacious 3-bedroom, 2-bathroom, 1,626-sqft floor plan designed for effortless living. Durable tile flooring sweeps through the main living areas, leading to a charming kitchen complete with a closet pantry, custom tile backsplash, and a convenient pass-through window to the dining area. Safety and efficiency are already taken care of with hurricane-impact windows installed across the front and bedrooms. The expansive primary suite is a true private retreat, boasting an extended sitting area, a large walk-in closet, a remodeled spa-like bath, and private sliding door access to the backyard. Outside, your personal Florida oasis awaits. The fully fenced, oversized 0.21-acre lot features a relaxing hot tub, a handy utility shed, and endless space to design a future pool or gardening paradise. Located just minutes from downtown Sarasota, the world-class sands of Siesta Key, Sarasota Memorial Hospital, and the vibrant recreation at Arlington Park, this home offers unparalleled central convenience. Schedule your private tour today and fall in love!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
2974 CAPTIVA GARDENS DR #17, SARASOTA, FL 34231
$269,90083 Days on yellowkey MLS ID: A4688730
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975 Tax: $1,511 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$1,511
Remarks: It's time for you to start enjoy living in Captiva Gardens, a small community located on 7 plus acres in the popular Gulf Gate area of Sarasota. This 2b/2b villa is a great unit and no noise from street traffic currently available in the community. The 1206 SF under air provides spacious living space with the fully applianced kitchen has ample storage with a pass through to the screened lanai and views of the private rear garden area. From the kitchen, you enter a "Extra" room. Visualize a formal dining room, a room for crafts or watching TV or maybe a home office. It's up to you! The living room allows for various furniture arrangements. You will be comfortable in the large ensuite master bedroom which has both a walk-in and double-door closet. Guests will enjoy the light and bright second bedroom and its easy access to the guest bath. The one car attached garage provides quick access to your home and conveniently includes the laundry with separate washer and dryer. This is a wonderful opportunity! Don't miss out. Call today for a personal tour of your new home.
Listing is courtesy of: SHORE TO SHORE R.E. (941-357-7076)
Listing Agent: Jim Claydon (941-504-3398)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000207 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Elementary School: Emma E. Booker Elementary
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
4489 LONGMEADOW #74, SARASOTA, FL 34235
$275,00023 Days on yellowkey MLS ID: A4695783
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 1984 Tax: $2,792 (2025)Community: Woodland Grove - The MeadowsCondo
Taxes:$2,792
Remarks: One or more photo(s) has been virtually staged. Yes, you can have it all, phenomenal location, enchanting views, quality upgrades and the peace of mind only hurricane windows can provide. In a park-like setting near UTC Mall and just 15 minutes from downtown, you will be pampered every day by soul-nurturing views of trees with a manicured golf course beyond, and $100,000 in upgrades including premium solid bamboo floors, 5-inch baseboards, crown molding, troweled ceilings without popcorn, custom storage and closet systems, soaking tub, a gorgeous kitchen with off-white cabinetry, Linen Cream quartz countertops, and stainless steel appliances including a slide-in stove and cabinet-depth refrigerator. Plus, you’ll enjoy the silence of no one above you, and the peace of mind knowing you’ll be secure with hurricane-impact windows and sliders. Imagine starting your morning on the private lanai, coffee in hand, immersed in the serene view, or ending the day curled up with a book or entertaining friends in effortless Florida style. All with ideal southern exposure, and just 400 feet to the community pool and one mile to all the fun The Meadows has to offer. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and available fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A 2022 air-conditioning system, 2019 water heater, 2013 tile roof which is the condominium’s responsibility, one assigned parking spot plus ample guest parking, and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
3244 RINGWOOD MDW #77, SARASOTA, FL 34235
$309,000285 Days on yellowkey MLS ID: A4663917
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981Monthly Fee: $564 Tax: $3,971 (2024)Community: Villas Of PapillonVilla
Taxes:$3,971
Remarks: Price Reduced! Lovely location on a cul-de-sac of swaying palms, Papillon consists of private enclaves of maintenance-free villas in The Meadows. You will be greeted by a paver sidewalk leading to the front entry with sidelight. Upon entry, wood flooring from the living room and dining room flow to form a cohesive foundation. The kitchen has a breakfast nook or space for cozy family dining. The living room with high ceilings leads to a wall of sliders opening onto a spacious glassed-in lanai offering you gorgeous water views framed by mossy Live Oak trees. The lanai floor was raised to allow flow from the living room and expands the living space and peaceful views. A fireplace with convenient electric insert provides ambiance on those cooler evenings. The spacious primary bedroom features an ensuite bathroom featuring split dual sinks, shower/tub combo, and ample walk-in closet. The guest bedroom is large and just steps away from the guest bathroom with shower/tub combo. A laundry closet houses the full-size washer and dryer and extra storage. Two car garage with extra depth for storage or workbench space and water heater 2017. Peace of mind with block construction and new tile roof 2012, exterior painted, new downspouts and window shutters, HVAC 2017. Above flood plain in zone x. Enjoy the most delightful resort-style heated community pool just steps away on its own private island for a quick dip or meet neighbors for an outdoor happy hour. Walk to The Meadows Shopping Village for restaurants, new neighborhood bar and restaurants , hair salon, massage therapist, and other convenient services. Papillon HOA has fully-funded reserves and takes pride in a well-managed neighborhood. Live in a friendly and very active community with 24 hour safety patrol and enjoy the carefree Florida lifestyle! The Meadows offers pay-to-play golf, a highly regarded tennis complex with 15 lighted Har-Tru courts, Jr. Olympic swimming pool with spa, private dog park, basketball, new fitness center, and 10 new pickleball courts. All located within 1,650 acres of tropical mature landscaping with miles of trails, wildlife preserves and over 80 lakes and ponds, while convenient to all that Sarasota offers! Minutes to luxury shopping and dining at UTC Mall, Mote SEA, Nathan Benderson Park for water sports and miles of recreational opportunities, downtown Sarasota for art and cultural activities and world class Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Terry Hayes (941-302-3100)
639 OAKFORD RD, SARASOTA, FL 34240
$3,635,00023 Days on yellowkey MLS ID: A4695890
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4555 Built: 2026 Tax: $5,115 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$5,115
Elementary School: Tatum Ridge Elementary
Remarks: Under Construction. Escape the constraints of master-planned communities without sacrificing proximity or luxury. Masterfully curated by Camlin Custom Homes and JKing Designs, this bespoke 5-acre estate offers the rare luxury of true breathing room with absolutely no HOA restrictions. Zoned OUE1, this private acreage canvas is located just minutes from the premier dining, shopping, and convenience of the Lakewood Ranch area. Spanning over 4,500 SF under air, the architectural design features a soaring two-story great room, a lavish main-level owner’s sanctuary, and a resort-style pool/spa oasis with a custom outdoor kitchen. Skip the typical multi-year custom build stress: completion is approx. 7 months from contract. To save the discerning buyer invaluable time and effort, a flawless, high-end finish palette has already been pre-selected by a professional design team, with select opportunities to customize remaining. Uncompromising quality, space, and convenience.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Ashley Guttridge-Sanders (941-685-1704)
5572 SHADOW LAWN DR, SARASOTA, FL 34242
$4,795,00023 Days on yellowkey MLS ID: A4695248
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3523 Built: 2027Monthly Fee: $17 Tax: $5,171 (2026)Community: Siesta IslesSpa: YesSingle Family
Taxes:$5,171
Tax Year: 2026
Remarks: Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
3603 PINE POINT CT #120, SARASOTA, FL 34238
$225,00023 Days on yellowkey MLS ID: A4695869
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1353 Built: 1984 Tax: $3,571 (2025)Community: Village Des Pins IVilla
Taxes:$3,571
Remarks: Welcome to Village Des Pins! This unit is priced to sell. Weekly rentals allowed in this Beautiful Resort Community that is only 6 miles from Siesta Key Beach. This Maintenance-Free 2-bedroom 2-bathroom villa has soaring ceilings and a great floor plan. Kitchen has been updated. Refrigerator, microwave, dishwasher in 2021, Brand new AC system. Situated on a very quiet cul-de-sac with a large screened in lanai for privacy. This home was used as a private residence and well cared for. Come relax on one of the abundant loungers by the heated pool or spa, Play pool at the clubhouse, shuffleboard, tennis, pickleball and practice your golf putts at the utting green. BBQ by the duck pond. Village Des Pins is a well-maintained, pet-friendly community with shady walking paths. Fantastic South Sarasota Location! Short drive to multiple beaches. Easy access to downtown Sarasota, Sarasota Barrier Islands and shopping. Perfect opportunity for a fulltime home in sunny paradise or use as an investment property.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Laurine Gauthier (941-586-3929)
5855 MIDNIGHT PASS RD #108, SARASOTA, FL 34242
$799,00023 Days on yellowkey MLS ID: O6413896
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $572 Tax: $5,002 (2025)Community: Harbor Towers Y & RCondo
Taxes:$5,002
Remarks: Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,00023 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$8,003
Elementary School: Southside Elementary
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore Traditional” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
129 TYLER DR #101, SARASOTA, FL 34236
$425,00023 Days on yellowkey MLS ID: A4695729
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979Monthly Fee: $1,000 Tax: $4,533 (2025)Community: Lido RoyaleCondo
Taxes:$4,533
Remarks: Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This first-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you're enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you'll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Mirjana Spurnic (973-234-8065)
3645 CALLIANDRA DR, SARASOTA, FL 34232
$649,800224 Days on yellowkey MLS ID: A4670101
1 Days Off yellowkey (back on 6/5/2026)
REDUCED by $19,100 (2.9%) on 04/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1904 Built: 1976Monthly Fee: $18 Tax: $2,257 (2024)Community: Glen Oaks Country Club EstatesSingle Family
Taxes:$2,257
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A Golden Opportunity awaits for those looking for the ideal Florida Lifestyle Vacation Home or Rental, this remodeled 3 Bedroom/3 Bath Pool Home has NO HOA rental restrictions! Home is perfect for entertaining, boasting a 420SF in-ground Pool, Expansive Screened Lanai with Kitchen Pass-through Window Bar, & the advantage of a direct access Pool Bathroom! Additionally, it is Centrally located in the Highly Sought after Glen Oaks Country Club Estates, the neighborhood is adjacent to the Renowned Bobby Jones Golf Club (Public Course) as well as a short drive to downtown Sarasota, the Bayfront, St. Armands Circle, beautiful Gulf beaches, restaurants, shopping, & nightlife, making this the ideal Vacation Getaway or Residence. With over $150K in recent improvements, this home features an updated Kitchen with New Cabinets, Granite Countertops, Eat Bar, & New SS Appliances as well as a Primary Suite with Private Bathroom, Dual Sinks & Walk-in Closet. Bathrooms are updated with New Vanities, Custom Shower Doors, New Toilets, New Faucets & Shower Fixtures. All New Luxury Vinyl Plank flooring throughout! Offering peace of mind, additional highlights include: Newer Roof (2023), New A/C & Handler, New High Impact Windows, New High Impact Pocket Sliding Doors, New High Impact Front Door, New Vinyl Gates, Fresh Paint (Inside& Out), Newly Resurfaced Pool, Newly Painted & Rescreened Cage, New Pool Pump & Equipment, New Water Heater, , New Window Coverings, New Fixtures & Fans. NOT in a Flood Zone (Flood Zone X/no flood insurance required), this home stayed high & dry sustaining no flood damage in previous storms. Very low yearly HOA fees ($210 a year)! Make your dream a reality and make this charming Sarasota retreat your new home, schedule your viewing today!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Melanie Kuzmanich (503-810-3080)
750 N TAMIAMI TRL #1007, SARASOTA, FL 34236
$525,00027 Days on yellowkey MLS ID: A4695449
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 815 Built: 2001 Tax: $5,845 (2025)Community: Renaissance 1Condo
Taxes:$5,845
Elementary School: Alta Vista Elementary
Remarks: Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
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