Location: Sarasota , 34239
Do Not Show Listings
1761 SIESTA DR & 1760 WISCONSIN LN, SARASOTA, FL 34239
$2,400,000Listed 04/03/2026 12:03PM MLS ID: A4688714
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4435 Built: 1949 Tax: $9,643 (2025)Community: BayviewApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,643
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 7 Rentable Units | 10 Bed, 8 Bath Income Property – Prime Siesta Key Location! Exceptional opportunity to own a fully leased multifamily property just minutes from world-famous Siesta Key Beach. Located on Siesta Drive—the gateway to Siesta Key—this offering includes two adjacent triplexes on two separate lots, with potential to expand to 8 units. The property features a versatile mix of 1BR, 2BR, 3BR, and studio layouts, ideal for maximizing rental income. Zoned for weekly rentals (7-day minimum) within city limits, this property offers strong income potential with a blend of long-term tenants and proven short-term rental performance (Airbnb 5-star host/seasonal). Recent upgrades include newer roofs (2016–2017), new siding, updated A/C units, hot water heaters (2021+), appliances, exterior plumbing, fencing, and security lighting/cameras. Professionally landscaped grounds enhance curb appeal. On-site laundry with the ability to add laundry to every unit. Tenants pay utilities with 7 separate water and electric meters. Situated just blocks from the North Bridge and within walking distance to shopping, dining, and everyday conveniences. Located in an X flood zone – NO flood insurance required, and Level D evacuation zone. Ample parking for up to 17 vehicles, plus space for boats, kayaks, and recreational toys. Buy one or both – must be sold simultaneously: 1761 Siesta Dr & 1760 Wisconsin Ln – a rare high-income investment package on Siesta Key. Strong financials: ~7.45% cap rate, under $20K in annual expenses, and projected income of $175K–$200K+ with upside potential. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,00049 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSingle Family
Taxes:$20,697
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
2311 SUNNYSIDE PL, SARASOTA, FL 34239
$625,000Listed 04/03/2026 3:41PM MLS ID: A4688119
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2218 Built: 1957 Tax: $6,298 (2025)Community: Sunnyside ParkSingle Family
Taxes:$6,298
Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,0005 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing Agent: Keith Kleppinger (941-525-2937)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,000Listed 04/03/2026 11:26AM MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Single Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,000Listed 04/03/2026 12:00PM MLS ID: A4688614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2020 Built: 1949 Tax: $4,880 (2025)Community: BayviewApartment
Taxes:$4,880
Remarks: Siesta Key Triplex – High-Yield, Weekly Rental Zoned Investment! Concrete triplex in city limits featuring one 2BR/2BA and two 1BR/1BA units with long-term tenants in place...immediate cash flow from day one. Proven income of $65K–$85K annually with low overhead expenses (taxes, insurance, landscaping only). Tenants pay all utilities with separate electric & water meters for each unit. Weekly rental zoning in city limits is a major upside for short-term income potential. Ideal for investors looking to significantly increase returns or house-hack by living in one unit and renting the others. Recent upgrades include new A/C systems, water heaters, appliances, security cameras, exterior lighting, and tropical landscaping. Solid concrete construction in Evacuation Zone D and NO flood insurance is required. Prime location just minutes to Siesta Key Beach, walking distance to dining, shopping, and essentials. Quick access on/off the key only 2 blocks to North Bridge. Value-add opportunity: Purchase adjacent property at 1760 Wisconsin Lane to scale to a 7+ unit portfolio with potential six-figure+ income. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
1760 WISCONSIN LN, SARASOTA, FL 34239
$1,300,000Listed 04/03/2026 11:57AM MLS ID: A4688606
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2175 Built: 1948 Tax: $4,763 (2025)Community: BayviewApartment
Taxes:$4,763
Remarks: Siesta Key Triplex – Weekly Rental Zoned Investment Opportunity Concrete triplex in city limits featuring one 3BR/1BA unit with attached 1BR/1BA studio and two additional 1BR/1BA units. ALL units are tenant-occupied with immediate income potential; historical annual income reported at $80K–$100K. Zoned for weekly rentals in Siesta Key City Limits...allow short- or long-term rental flexibility. Property includes four electric and four water meters, with tenants paying utilities. Expenses are kept low and are primarily limited to taxes, insurance, and landscaping. Recent updates include A/C systems, water heaters, appliances, exterior lighting, security cameras, and landscaping. Features shared on-site laundry plus private laundry in the larger unit. Concrete construction makes this the perfect investment property close to the beach and in Evacuation Zone D. No flood insurance required! Prime location near Siesta Key Beach with easy access to shopping, dining, and public transportation. Approximately two blocks to the North Bridge. Add 1761 Siesta Dr to increase your income potential and begin your Siesta Key Portfolio or scale to a 7+ unit portfolio with a potential six-figure+ income gain. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Intended to be sold together. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,0001 Day on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
1958 MORRIS ST, SARASOTA, FL 34239
$1,195,00087 Days on yellowkey MLS ID: A4677121
REDUCED by $100,000 (7.7%) on 04/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSingle Family
Taxes:$7,088
Remarks: One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1732 CUNLIFF LN, SARASOTA, FL 34239
$2,438,000109 Days on yellowkey MLS ID: A4675475
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2714 Built: 2013 Tax: $22,315 (2024)Community: Bay View Heights AddSingle Family
Taxes:$22,315
Tax Year: 2024
Remarks: Located West of the Trail and close to downtown, this warm and welcoming home sits on an oversized corner lot along a quiet, tree-lined street just a short walk to Morton’s Gourmet Market and the dining and shopping of Southside Village. It’s also an easy stroll to Southside Elementary School, making school drop-offs simple and convenient. This custom-built residence showcases exceptional craftsmanship and thoughtful attention to detail throughout, including solid-core doors, soaring 12-foot ceilings, custom closet systems, paneled kitchen appliances, abundant storage, a whole-house water filtration system, and hurricane-impact doors and windows. Designed for effortless single-level living, the home features an open, flowing floor plan with three spacious bedrooms—each with its own en-suite bath—plus a beautifully appointed powder room. A private study just off the living area includes a built-in bar with sink and ice maker, creating the perfect space for work or relaxed entertaining. The gourmet kitchen is a true centerpiece, offering extensive cabinetry, a large center island, gas cooktop, double ovens, a full-size wine refrigerator, and an oversized walk-in pantry. Expansive sliding glass doors open to a screened patio and pool area, seamlessly blending indoor and outdoor living. The outdoor retreat is equally impressive, featuring a built-in gas grill and refrigerator, a cozy gas fireplace, and a heated pool and spa designed for year-round enjoyment. An oversized side-load garage and additional guest parking provide convenience and functionality. With an impressive 26-foot elevation—among the highest in the area—this exceptional property offers both beauty and peace of mind. More than just a house, it is a place to call home and cherish for years to come.
Listing Agent: Georgia Salaverri (954-661-8968)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00030 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00018 Days on yellowkey MLS ID: A4684897
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSingle Family
Taxes:$20,326
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00036 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,00092 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1915 TULIP DR, SARASOTA, FL 34239
$2,649,999124 Days on yellowkey MLS ID: A4673707
REDUCED by $50,000 (1.9%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2935 Built: 2025 Tax: $6,145 (2025)Community: Hartland ParkSingle Family
Taxes:$6,145
Remarks: Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends architectural elegance with energy efficiency and storm-ready construction. From the moment you enter through the grand 9-foot doors, you’re greeted by soaring ceilings, expansive glass, and a seamless indoor-outdoor flow that captures Florida living at its finest. The open floor plan centers around a designer great room, a chef’s kitchen outfitted with premium Thermador gas appliances and a dining room that is perfect for intimate dinners and larger gatherings. Designed with both performance and sustainability in mind, this home features energy-efficient lighting, appliances, and insulation systems that reduce consumption without sacrificing comfort. With 2 efficient air conditioning units and a tankless gas water heating system you will enjoy energy efficient heating and cooling year-round. Built with an emphasis on strength and safety, this residence offers peace of mind with a finished floor height of 26’ above sea level and materials selected to withstand Florida’s toughest storms. Every detail—from the block construction to the impact-rated windows—has been thoughtfully engineered to provide long-lasting security and a safe haven for your family. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show – you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000519 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSingle Family
Taxes:$14,382
Tax Year: 2023
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00035 Days on yellowkey MLS ID: A4684357
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1958 Tax: $5,227 (2025)Community: Sunnyside ParkSingle Family
Taxes:$5,227
Remarks: Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment. This is a 3-bedroom 2 bath house, plenty of windows, bright and airy. Terrazzo floor throughout. Laundry room and a screened lanai. Single car garage Unfurnished, move-in ready. Roof 2014. AC 2018. New appliances and granite counter tops in 2010. See attachment for Improvements & Updates. There is double driveway and a single car garage. Just minutes from Sarasota Memorial Hospital, the Hillview district with its restaurants and shops, including the Mortons Gourmet Market. Easy and quick access to downtown Sarasota with all its dining, shopping, theatres arts and culture it has to offer. If you do not want the hassle of monthly condo dues and restrictions, then make this house your home.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$480,00071 Days on yellowkey MLS ID: A4679367
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1944 JASMINE DR, SARASOTA, FL 34239
$2,750,00040 Days on yellowkey MLS ID: A4683674
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1754 Built: 1954 Tax: $3,747 (2025)Community: Hartland ParkSingle Family
Taxes:$3,747
Remarks: In Sarasota, certain neighborhoods consistently outperform the market. West of the Trail is one of them. Defined by its proximity to Siesta Key and Downtown, and distinguished by its established residential character, this enclave has long represented one of the city’s most enduring and sought-after addresses. 1944 Jasmine Drive is positioned within this highly regarded corridor, where location, access, and long-term desirability converge. Just minutes to the beaches of Siesta Key, Southside Village, Sarasota Memorial, Downtown, the cultural waterfront, and the marina, this address places you at the center of everything that defines Sarasota living. The residence offers refined indoor and outdoor living, complemented by a private pool designed for year-round enjoyment and effortless entertaining. For buyers who understand the geography of this market, West of the Trail requires no introduction. It simply remains where many choose to be, and where values continue to hold their ground. Professional photography and additional images to be uploaded shortly.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ralf Michael Guensch (941-350-3450)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,0001 Day on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Single Family
Taxes:$2,984
Remarks: Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
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