Location: Sarasota , 34239
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3319 S OSPREY AVE, SARASOTA, FL 34239
$1,995,00039 Days on yellowkey MLS ID: A4687005
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3554 Built: 2023Community: Poinsettia Park 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2363 MILFORD CIR, SARASOTA, FL 34239
$510,000332 Days on yellowkey MLS ID: A4654562
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1402 Built: 1960Community: Pittman-Campo SubSingle Family
Remarks: Step inside this lovingly updated Sarasota gem and experience the harmonious blend of classic Florida living and crisp, contemporary design. Nestled on a lush, professionally landscaped corner lot in a highly sought-after, no-HOA neighborhood, this 3 bedroom, 2.5 bathroom home delivers the open, sun-splashed lifestyle everyone is searching for. As you walk in, you will discover a true entertainer’s dream. The open-concept layout revolves around a beautifully designed chef’s kitchen outfitted with quartz countertops, a deep farmhouse sink, upgraded stainless steel appliances, and a striking stone-and-metal backsplash that sets the tone for unforgettable gatherings. The living and dining areas are flooded with natural light thanks to the home’s southern exposure and a series of sliding glass doors that line the walls, creating an effortless transition to the screened lanai and bringing the outdoors in. Bamboo flooring adds warmth and style throughout, complementing the fresh, coastal feel. The spacious primary suite is a private sanctuary featuring custom, hand-crafted solid-wood closet doors and a wide sliding glass door that opens directly to the lanai—a picturesque spot for enjoying a quiet morning coffee or a warm evening breeze. The second bedroom continues the theme of artisan touches with more custom closet doors, while the third bedroom, with its own separate exterior entrance and en-suite half bath, offers flexibility as a guest suite, home office, fitness studio, or creative space. The screened lanai is a true extension of the living area, featuring a beautifully crafted wood-accented ceiling that adds charm and character. This fully fenced outdoor space is ideal for relaxing, dining, or entertaining year-round. Encircling the home, vibrant tropical landscaping boosts curb appeal and creates a serene, secluded atmosphere—perfect for hosting casual neighborhood barbecues, unwinding with a good book in a hammock, or letting pets play freely. Located just a half mile from Arlington Park, this home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips. From swimming laps at the aquatic center and working out at the gym to enjoying outdoor fitness stations, shooting hoops, playing tennis, or meandering along scenic walking trails, there’s no shortage of ways to stay engaged and connected. Even your four-legged friends will love the two nearby dog parks. Beyond the neighborhood, you’re only minutes from Sarasota’s world-famous beaches, its lively downtown arts and dining scene, and highly rated schools—all within one of the city’s most desirable and minimally restricted neighborhoods, and no HOA fees. Move-in ready and full of upgrades, NEW AC AND FENCE IN 2022. HOME WAS FULLY RE-PIPED IN 2023, GUTTER GUARDS AND FULL IRRIGATION SYSTEM. Don’t miss your chance, schedule your showing today and experience the lifestyle you've been dreaming of!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000115 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4989 Built: 2026Community: Harbor Acres Sec 2Single Family
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2343 PROSPECT ST, SARASOTA, FL 34239
$399,500217 Days on yellowkey MLS ID: A4666451
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1142 Built: 1954Community: Loma Linda ParkSingle Family
Remarks: 3 bedroom 1.5 baths and bonus room. Use it for a 4th Bedroom/Office or extra dining. Beautiful LVP flooring, stainless steel kitchen appliances and quartz counter tops. Large maintenance free back yard. Long carport and outside utility room with washer and dryer. Minutes from downtown, the Bay front and Hillview area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Stephen Strong (941-201-9662)
2590 FLOYD ST, SARASOTA, FL 34239
$1,675,00093 Days on yellowkey MLS ID: A4680138
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2954 Built: 2025Community: Arlington ParkSingle Family
Remarks: Brand-new luxury home in Arlington Park, located in the highly desirable Rustic Lodge enclave. This 3 bedroom plus den, 3.5 bath residence offers exceptional design, high-end finishes, and a private outdoor oasis. Step into your private backyard retreat featuring a heated saltwater pool and a fully equipped outdoor kitchen with Blaze burner grill, granite countertops, and a Zephyr beverage center. Elegant pavers surround the entertaining area, while a grassy yard provides space for pets or gardening, perfect for indoor-outdoor Florida living. Inside, the foyer showcases porcelain tile flooring, flowing seamlessly throughout the home for a clean, modern look. A private office/den is conveniently located just off the entry. The open-concept living area centers around a show-stopping kitchen with custom Studio Luxe cabinetry extending to the ceiling, quartz countertops, a full-slab quartz backsplash, and a dramatic waterfall island. Thermador appliances include an induction cooktop, 42" built-in French door refrigerator, and combination wall oven. Upstairs, all bedrooms feature en-suite bathrooms and walk-in closets with custom shelving. And a luxurious primary suite with a spa-inspired bath. One-year builder warranty. Located just minutes from Downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, the Legacy Trail, and top-rated schools. With no HOA and weekly rental eligibility within city limits, this home also presents an excellent vacation rental or investment opportunity.
Listing Agent: Laurie Minear (717-824-5703)
1917 BAHIA VISTA ST, SARASOTA, FL 34239
$1,100,000115 Days on yellowkey MLS ID: A4676931
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2160 Built: 1941Community: Avondale RepSingle Family
Remarks: A rare and soulful architectural treasure tucked within Avondale, one of Sarasota’s most enduring and affluent neighborhoods since the early 1900s. Located at 1917 Bahia Vista Street, this mid-20th-century residence offers a once-in-a-lifetime opportunity to own a home where timeless design, authentic character, and lush tropical privacy converge. Set on a supremely private, verdant lot, the main residence features three bedrooms, three bathrooms, and a sun-drenched Florida room that seamlessly blends indoor living with the surrounding gardens. Original hardwood floors, crown molding, and a classic fireplace anchor the home with warmth and historic charm, while expansive windows and plantation shutters bathe each space in natural light. Thoughtfully proportioned living and dining areas create an elegant yet inviting atmosphere—perfect for both intimate gatherings and relaxed everyday living. The kitchen embraces vintage appeal with crisp white cabinetry, contrasting black-and-white tile flooring, and an arched doorway that nods to the home’s architectural heritage. Beyond the interior, the property unfolds into a lush tropical oasis, where a sparkling pool and elevated wood decking are enveloped by mature palms and greenery, offering complete privacy and a true resort-like setting. Adding to the home’s versatility is a detached guesthouse with a kitchen, ideal for hosting family and friends, creating a private home office or studio, or accommodating multigenerational living. The casita mirrors the property’s charm while providing valuable flexibility rarely found in this coveted location. This is more than a home—it’s a special moment. A chance to secure a distinctive Sarasota gem for the buyer who values character, craftsmanship, and mid-century architecture, all just minutes from downtown Sarasota, Southside Village, and world-class beaches. Properties like this rarely come to market—1917 Bahia Vista Street is an invitation to own something truly unforgettable.
1856 HYDE PARK ST, SARASOTA, FL 34239
$1,550,00078 Days on yellowkey MLS ID: A4679473
0 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2674 Built: 2015Community: Desota ParkSingle Family
Remarks: Welcome to 1856 Hyde Park Street, a delightful haven nestled in the heart of Sarasota’s Southside. This meticulously maintained three-bedroom, two + 1/2 bath home, complete with a dedicated office and an expansive flex space on the upper level, harmoniously blends comfort and convenience within one of the city's most coveted neighborhoods. On the main floor, you will discover a spacious primary bedroom adorned with tray ceilings, thoughtfully designed and an en-suite bathroom featuring both a tub and shower. The home is set on a generous 0.21-acre homesite, which includes a serene backyard oasis with a saltwater pool, perfect for relaxation and entertaining. Step inside to explore bright, airy living spaces enhanced by an open-concept design and a practical indoor laundry room. This low-maintenance property caters to those who appreciate elegance and ease of living. Located in the desirable Southside district, it’s mere moments from Arlington Park, which boasts a community pool, basketball and tennis courts, and recreational facilities. Take a short one-block stroll to Southside Village to grab a bite, indulge in shopping, or enjoy neighbors' night out events. Within city limits, this residence offers the option for a part-time stay, allowing for potential short-term rental income. Charming shops and top-rated restaurants in Southside Village are only minutes away, as is Sarasota Memorial Hospital, making it ideal for professionals and families alike. With its inviting walkable charm, swift access to downtown Sarasota, Siesta Key, St. Armands Circle, and highly-rated schools, this home represents a unique opportunity in an exceptional location. Whether you seek a full-time residence or a seasonal retreat, Hyde Park Street embodies the finest of Sarasota living. Schedule your private showing today!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Terri Harrington (941-527-7244)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$125,000144 Days on yellowkey MLS ID: A4674589
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963Community: South Gate EastCondo
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)
2596 FLOYD ST, SARASOTA, FL 34239
$2,075,00093 Days on yellowkey MLS ID: A4680149
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4000 Built: 2025Community: Arlington ParkSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully designed living space in the coveted Rustic Lodge section of Arlington Park. This light-filled, open-concept floor plan blends indoor and outdoor living seamlessly for enhanced living and entertaining. The centerpiece of the home is the chef's kitchen with floor to ceiling custom cabinetry by Studio Luxe, quartz countertops, a full-slab backsplash, and a dramatic waterfall island. Premium Thermador appliances include a 42-inch French door refrigerator, induction cooktop, wall-oven combination, and range hood. Additional bonus cabinetry just off the kitchen and an oversized pantry provides ample storage. Large porcelain tile flooring throughout enhances the clean, modern aesthetic. The primary suite is located on the main level, featuring a spa-inspired bathroom with dual vanities, an oversized zero entry shower, and a freestanding soaking tub. Upstairs, you'll find a bonus room that could be used as a den, reading room or fitness area and generous loft perfect for movie or game nights as well as a large laundry room. There are three well positioned and private bedrooms with en-suite bathrooms and custom closet systems; each with access to a balcony. Outside, you will find a large paver patio with outdoor kitchen equipped with a Blaze grill, granite countertops, and Zephyr beverage center. The heated saltwater pool and spa and fenced yard extend the tranquility this home offers. Additional features include Kohler plumbing fixtures, Daltile porcelain tile, Franklin lighting, titanium pavers, premium PGT windows, PVC vinyl fencing and a 5V crimp metal roof. A 21-foot driveway, two-car garage, irrigation system, exterior lighting, decorative shutters and a two-car garage add to the thoughtful design and effortless living this home offers. This home is located just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota memorial Hospital, SRQ airport, Legacy Trail, Arlington Park and in a top-rated school district offering convenience and lifestyle.
3838 FLORES AVE, SARASOTA, FL 34239
$1,545,000 MLS ID: A4661399
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3033 Built: 1926Community: GranadaSingle Family
Remarks: A premier West of Trail address in Granada. A property rarely duplicated in Sarasota. Casa de Flores is a 1920s Spanish Revival compound designed for modern flexibility — multi-generational living, private guest quarters, and exceptional indoor-outdoor entertaining — all set within one of Sarasota’s most coveted neighborhoods of Granada. The main residence offers two bedrooms and two baths, anchored by a charming, well-appointed kitchen that blends character and functionality. Equipped with a 6-burner Dacor gas range, double ovens, a Sub-Zero refrigerator, and artisan tile accents, the space is intimate yet efficient — perfectly suited for everyday living or hosting close friends. Formal and informal living areas provide architectural depth, while the spacious primary suite includes a walk-in closet and a dedicated sitting area, a rare feature for a home of this era. What truly distinguishes the property are the two detached guest residences, creating a private compound atmosphere. The two-story pool house features a balcony overlooking the courtyard, with a bedroom/office and 2nd laundry access on the first level, and an additional bedroom, full kitchen, and dining area upstairs — ideal for extended family, separated living, or income potential. A separate guest casita includes a bedroom, full bath, kitchenette, and offering flexibility for in-laws, visiting guests, a private office, or creative studio. The layout allows connection when desired and privacy when needed — a rare offering West of the Trail. Original architectural details — hand-carved wood doors, arched passageways, textured plaster walls, a clawfoot tub, parquet and tile floors, and built-in bookcases — preserve the romance of Spanish Mediterranean design while thoughtful updates support modern comfort. Outdoors, the walled courtyard creates a true retreat centered around a heated pool and spa, framed by lush tropical landscaping and a trellis-covered dining area. The front patio adds another inviting gathering space, and ample parking ensures effortless hosting. Other important features are new roofs in 2021, a whole-house generator, and hurricane shutters, offering confidence for year-round or seasonal use. Minutes to Siesta Key Beach and close to Southside Village, this is a rare opportunity to own a versatile Sarasota estate property in one of the city’s most enduring and desirable neighborhoods.
Listing Agent: Pam Charron (941-993-3388)
2695 S EAST AVE, SARASOTA, FL 34239
$499,999 MLS ID: O6391028
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2100 Built: 1957Community: South Side ParkSingle Family
Remarks: 4/2 with addt'l wetbar or easily converts into 2x2/1 duplex. Close to beaches and everything, restaurants, shops within walking. fenced yards, with serene shaded private backyard. Corner yard can add pool.
Listing is courtesy of: BLUE LIGHTHOUSE REALTY INC (855-550-0528)
Listing Agent: Jorge Zea (855-550-0528)
3428 MINEOLA DR, SARASOTA, FL 34239
$695,000 MLS ID: A4677869
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1770 Built: 1968Community: South GateSingle Family
Remarks: Discover this mid-century gem nestled on a charming, well-kept secret "island," surrounded by the serene waters of Phillippi Creek on the Jaffa Canal. The creek offers a direct route to the bay and the Gulf of Mexico. This rare, non-flood-zone waterfront home has been meticulously maintained and remained untouched by any of last year's hurricanes, all for under a million dollars. A true testament to timeless appeal, this ranch-style home features two primary bedrooms with en-suite baths and has been in the same family since its purchase from the builder in 1971. Solidly constructed with block, the home exudes vintage charm and character while offering modern comforts. It sits on a generous corner lot adorned with stunning, mature oak trees. Enjoy abundant natural light from PGT impact-resistant hurricane windows (installed in 2001), and benefit from a brand-new roof (2024), along with a new electrical service 200-volt line (2024), and new underground power in the neighborhood ensuring peace of mind for years to come. Inside, you'll find multiple rooms with water views, while the screened patio provides the perfect spot to enjoy the outdoors, rain or shine. For a closer connection to the water, unwind on the open wooden deck on the Jaffa Canal, where manatees are occasional visitors. You can add a dock and have your boat ready outside your back door to explore the waters of Sarasota Bay,
Listing is courtesy of: RELAX REALTY GROUP INC (941-724-0625)
Listing Agent: Jill Lyons (941-724-0625)
2132 HYDE PARK CIR, SARASOTA, FL 34239
$699,500 MLS ID: N6141841
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1887 Built: 1969Community: Purtz SubSingle Family
Remarks: Under contract-accepting backup offers. Welcome to this truly one of a kind residence tucked away on a quiet cul de sac in the highly sought-after Arlington Park community. Thoughtfully renovated with high-end finishes throughout, this home offers the perfect blend of style, comfort, and indoor/outdoor living. The open-concept layout features dual living areas that seamlessly flow into a fully renovated kitchen with quartz countertops, upgraded two tone cabinetry, updated appliances, and modern lighting ideal for both everyday living and entertaining. The main living room is anchored by a beautiful fireplace, adding warmth and character to the space, while a built-in multi-television entertainment area opens directly to a private outdoor patio surrounded by lush landscaping and rear cedar privacy fencing, creating a serene retreat. Recent upgrades include hurricane rated PGT windows with dark-out shades, updated AC, hardwood flooring, luxury vinyl plank, tile, new carpet in the bedrooms, refreshed trim and fixtures, stone veneer and stucco accents, a privacy doorbell entry, and a whole-home water filtration system. The single car garage features newly installed epoxy flooring and includes a washer and dryer for added convenience. Enhancing the outdoor living experience, all palm trees and custom landscape lighting were added in June 2023, elevating both curb appeal and evening ambiance. The spacious backyard offers excellent potential for future enhancements, including the option to install a pool further increasing enjoyment and long term value. With the addition of a pool, this property has the potential to generate up to $84,000 every year in gross rental revenue, making it an attractive opportunity for investors as well. Centrally located just minutes from downtown Sarasota, this home is close to Arlington Neighborhood Park, public tennis courts, and the Arlington Park Recreation Center with swimming pool. Enjoy easy access to Sarasota’s top dining, shopping, arts, and entertainment, with world famous Siesta Key Beach just 12–14 minutes away. With its prime location, modern upgrades, and flexible outdoor space, this property presents an exceptional opportunity whether as a primary residence, second home, or high-performing investment in the heart of Sarasota.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2313 LOMA LINDA ST, SARASOTA, FL 34239
$499,000 MLS ID: A4671821
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1606 Built: 1952Community: Loma Linda ParkSingle Family
Remarks: 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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jack Medford (856-275-7704)
1740 WISCONSIN LN, SARASOTA, FL 34239
$449,000 MLS ID: N6139734
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1949Community: BayviewSingle Family
Remarks: OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Dan Heschmeyer (941-544-1222)
1603 BAY RD, SARASOTA, FL 34239
$2,799,000 MLS ID: A4685828
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3165 Built: 2026Community: GranadaSingle Family
Remarks: Under Construction. Owner/Agent. Custom luxury home under construction in Sarasota's highly desired "west of trail" Granada location. 3,165 SQFT, 3 bedrooms, 3.5 baths. First floor includes master bedroom, office, eat-in kitchen, family room with fireplace, & laundry. Second floor consists of 2 bedrooms, 2 bathrooms, and a loft area. Thermador built in appliances, engineered hardwood floors, custom cabinets, pool with spa, fenced yard, 2 car garage, impact windows and doors, open floor plan. End of 2026 for completion. Less than a mile to the north Siesta Key bridge. Close to shopping, gas station, Siesta Key, and under 2 miles to downtown Sarasota.
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000 MLS ID: A4671493
Bed: 5 Bath: 6.5 Liv Area Sq Ft: 7110 Built: 2024Community: Cherokee LodgeSingle Family
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3149 HOMASASSA RD, SARASOTA, FL 34239
$579,000 MLS ID: A4677645
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1438 Built: 1962Community: South GateSingle Family
Remarks: Mid-century inspired architecture paired with a complete modern renovation, set along a tranquil creek that offers a peaceful waterfront backdrop with a unique elevated setting. Positioned high above the water, the home enjoys serene views, with frequent wildlife sightings from both inside and out. Recent improvements include a new roof, hurricane-rated windows, designer lighting, and all new large-format tile flooring throughout. A dramatic step-down living area adds architectural character, while the custom kitchen remodel features high-end KitchenAid appliances and bar seating ideal for entertaining. Two spacious bedrooms include walk-in closets, and the expansive Florida room—finished with upgraded window tint—serves as a versatile flex space that could easily accommodate a Murphy bed. The home offers two beautifully updated bathrooms, including a hall bath with a separate tub and walk-in shower, and a well-appointed primary bath with a large walk in shower and bench. Situated on a 10,000+ sq ft oversized corner lot, the property features a new paver driveway, extended patio, and a generous side yard that could accommodate a future pool or expanded outdoor living space. Mature trees create a natural backdrop behind the home, enhancing the peaceful water setting. Despite its waterfront location, the home sits high above sea level, has never flooded, and has withstood hurricanes. The garage is enhanced with a newly installed Shark Floor coating, providing a durable, sleek, and easy-to-maintain finish. Enjoy tranquil outdoor living with water behind the home, where you’ll regularly spot fish, turtles, and a variety of birds in your own private nature retreat. Not located in a flood zone, and with no HOA or CDD fees, this move-in-ready property offers freedom, flexibility, and peace of mind. Located in the highly desired Southgate Neighborhood. Conveniently located minutes to downtown Sarasota, approximately 10 minutes to Siesta Key Beach, and between two top-rated hospitals. Turn-key, move-in ready, and truly one of a kind.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2715 VALENCIA DR, SARASOTA, FL 34239
$690,000 MLS ID: A4681941
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2252 Built: 1957Community: South GateSingle Family
Remarks: Under contract-accepting backup offers. An exceptional opportunity to own a striking example of Sarasota’s celebrated midcentury-modern architecture. Originally designed in 1957 for the Stottlemyer family, this thoughtfully preserved residence is one of the few larger homes of its kind, offering timeless design, architectural integrity, and modern livability. Vaulted ceilings, exposed beams, and exquisite terrazzo floors define a wide-open, gallery-like floor plan—ideal for showcasing art and design collections. Walls of sliding glass doors accented by transom windows and soaring 10-foot ceilings flood the interior with natural light, creating a seamless connection between indoor and outdoor living. Lovingly maintained and sensitively updated over the years, the home now offers four bedrooms and two baths with approximately 2,252 square feet under air. The open eat-in kitchen features trendy, era-complementary concrete countertops, while the bathrooms retain their original tile, honoring the home’s midcentury roots. Bedrooms include cedar-lined closets, adding warmth and functionality. Additional features include a one-car garage and a one-car carport, along with hurricane shutters and a newer metal roof for added peace of mind. Outside, a low-maintenance, Florida-friendly landscape with mature fruit trees creates a serene setting, while the backyard offers a tranquil, Zen-like retreat with ample space for outdoor entertaining. Ideally located in the highly sought-after Southside School District, just blocks from Siesta Drive, this home enjoys exceptional convenience to Southside Village, world-renowned Siesta Key beaches, and Sarasota’s vibrant downtown cultural scene. A rare architectural offering—rich in history, light, and livability—this is midcentury Sarasota at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
1330 RHODES AVE, SARASOTA, FL 34239
$389,000276 Days on yellowkey MLS ID: A4660123
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1388 Built: 1950 Tax: $1,176 (2024)Community: Wildwood GardensSingle Family
Taxes:$1,176
Tax Year: 2024
Remarks: This is the One! *Rarely available opportunity just a short walk or bike ride to World Famous Pinecraft*This well-maintained 3 bedroom, 2 bath home features a durable metal roof and a sparkling inground pool with a screened-in lanai—perfect for relaxing or entertaining year-round*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
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