Location: Sarasota, 34239
Do Not Show Listings
3424 OLD OAK DR, SARASOTA, FL 34239
$1,195,000Listed 03/31/2026 11:20AM MLS ID: A4688216
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,828
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,00046 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
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)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,745,000145 Days on yellowkey MLS ID: A4671290
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
3711 ALMERIA AVE #3N, SARASOTA, FL 34239
$295,000114 Days on yellowkey MLS ID: A4674172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,820 (2024)Community: GranadaCondo
Taxes:$2,820
Tax Year: 2024
Remarks: Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and entertaining. With an east–west exposure, the home is filled with natural light offering bright mornings and warm, colorful sunsets. Move-in ready and priced to sell, this is the perfect opportunity to enjoy Sarasota living. Bonus: New Roof in August 2025!
Listing Agent: Michelle Ward (941-920-2460)
3310 MINEOLA DR, SARASOTA, FL 34239
$675,00086 Days on yellowkey MLS ID: A4676490
REDUCED by $50,000 (6.9%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSingle Family
Taxes:$3,383
Remarks: Nature lovers will enjoy overlooking the Jaffa Canal connecting to Phillippi Creek, then Access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this Beautifully detailed Pool home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with one of the largest pools in the neighborhood, 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 3 bed, 2 bath and features an additional family room that opens up to 59’x24’ screened pool area, covered lanai and pool deck overlooking water (will be dredged four feet at 10 ft. from seawall when complete) and is excellent for observing nature, mantees and bird watching!! Use the flex room as a den, art studio/craft room, informal dining & family room. The main suite opens to spa, custom walk-in closet and updated bath with Travertine, glass-enclosed shower, vanity & cabinet w/pull-outs. Entry hall closet & 3rd BR closet also have built-in shelving/drawers. French doors afford privacy to the great room and adjacent updated kitchen with granite counters, warm wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home age 3 & 5) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00027 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 true Florida living. Completely renovated down to the studs in 2021, this move-in-ready 3 bedroom, 3 full 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 en suite) 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 just steps 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)
2227 GROVE ST, SARASOTA, FL 34239
$375,00036 Days on yellowkey MLS ID: A4683681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
1915 TULIP DR, SARASOTA, FL 34239
$2,699,999121 Days on yellowkey MLS ID: A4673707
Bed: 4 Bath: 4.0 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)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,00037 Days on yellowkey MLS ID: A4683405
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Remarks: Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
2200 MIETAW DR, SARASOTA, FL 34239
$2,075,000Listed 03/31/2026 4:03PM MLS ID: A4688295
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3055 Built: 1935 Tax: $11,454 (2025)Community: Mcclellan Park ReplatSingle Family
Taxes:$11,454
Remarks: Expansive and truly distinctive West of Trail beautifully crafted custom home showcases refined elegance paired with a well-balanced, inviting layout. The stylish, chef-inspired kitchen is outfitted with premium appliances and flows effortlessly into a comfortable living area, along with an additional lounge space that opens into the dining area—perfect for both casual living and hosting gatherings. The secluded upstairs primary suite features tailored walk-in closets and a spa-like bath with multiple bespoke vanities. A private lanai off the suite provides a tranquil retreat for morning coffee or evening relaxation. Thoughtfully designed with eco-conscious elements throughout, this home offers both comfort and efficiency. Visitors or extended family will enjoy the separate one-bedroom apartment above the two-car garage, complete with its own fully equipped kitchen. Step outside to a serene, private outdoor setting with a covered entertainment space, including a poolside cabana and full outdoor kitchen—ideal for entertaining or enjoying laid-back days at home. Conveniently located near U.S. Route 41, with easy access to dining, shopping, and everyday conveniences, and just minutes from Siesta Key and the vibrant arts and culture of Downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,00023 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSingle Family
Taxes:$15,432
High School: None
Middle School: None
Remarks: First time available in 40 years! "Tween Bridges" is a rare bayfront property located in highly sought-after Cherokee Park, West of Trail. This 4-bedroom,3.5 bath residence offers unobstructed panoramic views of Sarasota Bay. The breathtaking sunsets and stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations. "Tween Bridges" is named for its location between The Ringling Bridge and The Siesta Key north bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
3363 SHEFFIELD CIR, SARASOTA, FL 34239
$625,000136 Days on yellowkey MLS ID: A4672288
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2242 Built: 1968Monthly Fee: $17 Tax: $2,925 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$2,925
Elementary School: Wilkinson Elementary
Remarks: Experience quintessential Florida living in this spacious, light-filled pool home with a beautiful golf course backdrop—one of the largest pool homes in the highly sought-after Village Green Club Estates at Southgate. Offering over 2,240 sq. ft. of living space, this residence combines comfort, privacy, and classic Sarasota charm. Freshly painted exterior, New AC, The heart of the home is the inviting kitchen, showcasing granite countertops and a full wall of windows overlooking the lanai, sparkling pool, backyard, and golf course beyond. The kitchen flows seamlessly into the dining area/breakfast nook and spacious family room, anchored by a stunning fireplace with mantle. This open-concept layout feels both expansive and cozy—perfect for everyday living or hosting family and friends. A traditional living room and dining room extend from the other side of the kitchen, featuring an oversized sliding glass door that opens directly to the pool area. The split floorplan places the primary suite privately on this side of the home, offering separation from guests or grandchildren. The ensuite bathroom has been recently refreshed, and both bathrooms—as well as all tiled flooring—have been professionally cleaned for a pristine finish. Each bedroom enjoys direct access to the screened lanai and pool through sliding doors, and the second bathroom doubles as a dedicated pool bath for added convenience. The outdoor living area is where this home truly shines. The expansive lanai offers excellent privacy and is ideal for relaxing, entertaining, or simply enjoying the tranquil views. Take a dip in the cage-free 15,000-gallon pool, featuring a new pump and filter. The surrounding deck boasts a no-slip Chattahoochee Stone surface, recently resealed for durability and beauty. A true two-car garage provides ample space for two vehicles, a golf cart, and even extra storage. Residents of Village Green Club Estates enjoy a low HOA fee, **NO CDD fees**, and peace of mind in **Flood Zone X**, outside the 100- and 500-year flood plains. This prime location is just minutes to Downtown Sarasota, world-class beaches, SRQ Airport, and I-75—placing the best of the Suncoast right at your fingertips. Come see why this exceptional home stands out in one of Sarasota’s most established and beloved communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
1747 WALDEMERE ST, SARASOTA, FL 34239
$1,479,00020 Days on yellowkey MLS ID: A4600664
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1950Monthly Fee: $2 Tax: $8,139 (2025)Community: Midwood ManorSingle Family
Taxes:$8,139
Middle School: Riverview Middle
Remarks: This charming Southside bungalow has been lovingly restored with fresh paint, new gutters, new trim inside and outside, new lighting, renovated bathrooms, completely renovated kitchen, new impact windows, new HVAC , new hot water heater, camera security, owned secuirty system, and new landscaping. You will be met by a beautiful walled courtyard with paver bricks and tropical landscaping. The interior of the home has refinished oak floors and new oak floors in the kitchen. You will be charmed by the Venetian plaster walls and crown molding. The kitchen was taken down to the studs and completed with white shaker cabinets, high end appliances and designer hardware and fixtures. New impact windows were installed in the bedrooms and main bath as well as beautiful linen shades. The residence offers an abundance of light and an open airy floorplan. Walking distance to downtown Sarasota and charming Southside Village. Plenty of room for a pool in the 75 by 143 lot. This property is an excellent investment opportunity. The land itself is worth close to 1,300,000. The pristine condition of the property and it's proximity to downtown Sarasota as well as Southside Market lends itself to being an excellent short term rental property. Estimates from Siesta Key Property Manaagement are 34.5K to 40.5K. A long term rental would also be ideal for hospital personnel as it is walking distance to Sarasota Memorial Hospital.
Listing is courtesy of: MAUREEN D CURTIN LIC RE BROKER (941-228-5121)
Listing Agent: Maureen Curtin (941-228-5121)
2411 VALENCIA DR, SARASOTA, FL 34239
$895,00037 Days on yellowkey MLS ID: A4683111
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1927 Built: 1958 Tax: $6,459 (2025)Community: South GateSingle Family
Taxes:$6,459
Remarks: Welcome to this beautiful redux in the desirable South Gate community of Sarasota. Originally constructed more than 60 years ago by exceptional craftsmen, this mid-century home has been meticulously updated with a modern interpretation of the classic South Gate style. Updated electric, completely re-piped, new HVAC, and new hurricane-rated impact windows and doors are the most important updates offered here. Three new baths and a completely reimagined kitchen and dining area bring everything and everyone together. Even the landscaping has been optimized for resilience and maintenance simplicity. With a generous two-bay garage, extra parking for entertaining, privacy fencing, and an oversized lot, this home will satisfy the needs and vision of many discerning buyers, and certainly its next fortunate owner. Positioned on an elevated lot well above any flood zone, owners will rest easily, no matter what the weather brings. This extraordinary home provides all this, quality, style, modernity and safety, while being only a few minutes from everything people desire in this area. Siesta Key and downtown Sarasota, wonderful beaches and vibrant lifestyle will be the daily experience for the next owner of this fine home. Find out what life could be like for you in this special place!
Listing Agent: Christopher Bush (941-404-9504)
3318 VILLAGE GREEN DR #823, SARASOTA, FL 34239
$190,00055 Days on yellowkey MLS ID: N6142788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1969Monthly Fee: $340 Tax: $1,192 (2025)Community: South Gate Village Green 8Villa
Taxes:$1,192
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the highly sought-after Village Green community, featuring a new roof. This two bedroom, two bath villa is located in a peaceful 55+ community known for its mature landscaping, friendly atmosphere, and convenient Sarasota location. Just steps to the pool and set within a great walking area with charming vistas, the home offers a welcoming foyer entry, eat-in kitchen, inside laundry, den, and a screened lanai ideal for relaxing. With a little TLC, this villa could become the perfect place to call home. The community features a swimming pool perfect for socializing or unwinding, along with beautifully maintained common areas that reflect pride of ownership throughout. Village Green is centrally located just minutes from world-class Sarasota beaches including Siesta Key, premier shopping and dining, and medical facilities. This villa is an excellent opportunity for a full-time residence or seasonal retreat, offering low-maintenance living in an established community. Enjoy the best of the Sarasota lifestyle with sun, convenience, and community in one desirable address.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,000Listed 03/31/2026 1:47PM MLS ID: A4684901
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSingle Family
Taxes:$17,778
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. 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)
2375 BAHIA VISTA ST, SARASOTA, FL 34239
$512,000223 Days on yellowkey MLS ID: A4662778
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 2022 Tax: $5,587 (2024)Community: Avon Heights 2Single Family
Taxes:$5,587
Remarks: Elevate your lifestyle in this unique island-style home in the heart of Sarasota! An exceptional opportunity to experience the best of Florida living and an effortless move-in with all turnkey furnishings included, allowing you to settle in immediately. The interior is bright, optimized, and beautifully finished with luxury vinyl floors, shaker style cabinets, smooth finish doors, and smart TVs throughout, creating a modern and inviting atmosphere. The spacious living room and alcove with an antique bar cart and desk are adjacent to the dining area and a fully equipped kitchen, featuring elegant stone countertops and "smart" Samsung stainless steel appliances—ideal for entertaining guests or enjoying family meals. For your convenience, the interior laundry area includes a Samsung washer and dryer. This delightful home, built in 2022 to current building codes, ensures peace of mind with optimal construction features including impact windows, durable metal roof, and elevated stilt-on-concrete-piling construction with ample under-building carport style parking for two cars. With three bedrooms and two full baths, it comfortably sleeps eight, making this home perfect for families or groups. Located in a coveted area between vibrant downtown Sarasota and gorgeous Gulf Coast beaches, you can easily walk to Arlington Park and Aquatic Complex, head to Lido Key Beach or world-famous Siesta Key Beach with its quartz crystal sand, or simply relax in the serene, tree-lined backyard. This home is currently used as a part-time vacation home and for weekly vacation rentals. It's ideal as a full-time residence, a convenient part-time vacation home, or for continued weekly rentals, offering flexible ownership options. You will also love the close proximity to Sarasota's vibrant arts and culture scene, diverse dining venues, Sunday Farmers Market, the stunning Sarasota Bayfront and marina, and abundant recreational activities.
Listing Agent: Dennis Kotaska, Llc (941-815-6772)
2714 ORCHID OAKS DR #101, SARASOTA, FL 34239
$175,000127 Days on yellowkey MLS ID: A4673251
1 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1981 Tax: $1,060 (2024)Community: Orchid Oaks IiCondo
Taxes:$1,060
Elementary School: None
Remarks: Under contract-accepting backup offers. Enjoy relaxed Sarasota living in this spacious two-bedroom, two-bath condominium at Orchid Oaks. Central Sarasota's best-kept secret! City convenience with peaceful setting among nature and trees. This first-floor residence offers approximately 1,376 square feet of single-level living with an enclosed lanai overlooking scenic Phillippi Creek. Inside, an open dining and living area connects to the Florida room, creating a flexible space. A dedicated laundry area, assigned carport and private storage closet provide everyday convenience. The community’s park-like setting of five acres features mature oak trees, a picnic gazebo, fishing dock and direct access to Phillippi Creek with a kayak launch and storage racks, ideal for paddling or relaxing by the water. Additional amenities include a heated pool, clubhouse, barbecue area and pet-friendly policy allowing two pets under 20 pounds. The condominium has a ramp up to the first-floor level. The association maintains and provides private access to the shopping center next door, and the HOA dues include water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. This is must-see. Do not miss out!
Listing Agent: Ziad Sleit (941-928-5493)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00033 Days on yellowkey MLS ID: A4683653
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,195,000194 Days on yellowkey MLS ID: A4658635
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSingle Family
Taxes:$4,500
Remarks: One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
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