Location: Sarasota , 34239
Do Not Show Listings
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,139,000280 Days on yellowkey MLS ID: A4658635
REDUCED by $56,000 (2.6%) on 06/16/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,500
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: 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! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$690,00050 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: PRICE ADJUSTMENT of $25k. Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000132 Days on yellowkey MLS ID: A4682616
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Remarks: Under contract-accepting backup offers. 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)
1850 WEBBER ST, SARASOTA, FL 34239
$3,790,00091 Days on yellowkey MLS ID: A4686673
REDUCED by $100,000 (2.6%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2317 S TUTTLE AVE, SARASOTA, FL 34239
$459,00023 Days on yellowkey MLS ID: N6144307
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1960 Tax: $906 (2025)Community: South GateSingle Family
Taxes:$906
Middle School: Sarasota Middle
Remarks: Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features aluminum roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2615 SHERIDAN DR, SARASOTA, FL 34239
$375,00017 Days on yellowkey MLS ID: A4696437
0 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1307 Built: 1962 Tax: $4,696 (2025)Community: South GateSingle Family
Taxes:$4,696
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Discover this well-maintained 1962-built gem in the highly desirable South Gate neighborhood of central Sarasota. Featuring 2 bedrooms, 2.5 bathrooms, and 1,307 sq ft of air-conditioned living space, this split-plan home provides excellent flow and privacy. Enjoy generous living and family rooms perfect for everyday living and entertaining, plus abundant closets throughout for ample storage. Step inside to appreciate the elegant cove moldings and open layout that highlight the home's classic character. The oversized 2-car garage offers plenty of room for vehicles and extra storage, while the large lot comfortably accommodates boat and RV parking. Recent updates include a new roof installed just 2 years ago, and the home sits in desirable Flood Zone X (minimal flood risk, no mandatory flood insurance required). Though thoughtfully preserved with its original appeal, this home presents a fantastic opportunity for personalization—bring your vision to create a truly custom space while benefiting from a solid foundation and prime location. Conveniently located in South Gate, you're just minutes from shopping at Southgate Plaza and nearby malls, world-famous Siesta Key Beach, vibrant Downtown Sarasota with its dining, arts, and entertainment scene, and top medical facilities. This established, deed-restricted community blends mid-century charm with easy access to everything Sarasota has to provide. Ideal for first-time buyers, downsizers, or investors seeking a solid, centrally located property with strong potential. Don't miss this chance to own a piece of South Gate history!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
2447 FOSTER LN, SARASOTA, FL 34239
$315,00017 Days on yellowkey MLS ID: TB8517492
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1508 Built: 1956 Tax: $4,541 (2025)Community: South GateSingle Family
Taxes:$4,541
Remarks: Opportunity, location, and potential come together at 2447 Foster Road in Sarasota. This 3-bedroom, 2-bath home with a 1-car garage offers a flexible layout and the chance to create something truly special in an established Sarasota location. Inside, you'll find an inside utility room, enclosed porch, and living spaces ready for your personal updates and design vision. The spacious backyard provides room for outdoor entertaining, gardening, play space, or future enhancements. This property is ideal for buyers looking to customize a home to their own taste while building equity. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, the possibilities here are enormous. Conveniently located just minutes from Downtown Sarasota with its restaurants, shopping, arts, entertainment, and waterfront attractions, this home also offers easy access to world-famous Siesta Key and Gulf beaches. Enjoy nearby parks, dining, shopping centers, cultural venues, and all that Sarasota s coastal lifestyle has to offer. Approximate distances include about 5 miles to Siesta Key Beach and approximately 4 miles to Downtown Sarasota. Bring your ideas and imagination this property is ready for its next chapter. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts/information pertinent to their purchase decision. Property is in First Look - owner occupied, nonprofit buyers, and government institutions only for the first 30 days. Investor offers will be reviewed starting day 31.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,00084 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle 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)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000172 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have 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 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 31'x14' & 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 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, 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 installed 10/2022 & 8/2016) *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 & additional 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)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00064 Days on yellowkey MLS ID: O6401903
3 Days Off yellowkey (back on 6/15/2026)
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
1885 CLEMATIS ST, SARASOTA, FL 34239
$2,499,99057 Days on yellowkey MLS ID: A4691671
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (3.8%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3215 Built: 2011 Tax: $18,357 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$18,357
Remarks: Under contract-accepting backup offers. Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary and only minutes to downtown Sarasota and world-renowned Siesta Key Beach - this is the epitome of "Location. Location. Location." Built in 2011 by Paradise Homes, the home offers over 3,200 square feet of thoughtfully designed one-story living with 4 bedrooms and 3 baths. A bright, open-concept layout creates a natural flow for entertaining, while the split floor plan provides ideal privacy for guests or family. High-end finishes and custom details are found throughout—from tray ceilings and built-ins to designer closets and a warm gas fireplace anchoring the main living space. The chef’s kitchen is both functional and refined, featuring stainless Viking appliances, granite countertops, custom cabinetry with glass accents, a walk-in pantry, and a reverse osmosis system with instant hot water—perfect for everyday living and hosting alike. Step outside to your pocketing sliding doors to a shaded, private Florida retreat - where a saltwater PebbleTec pool and spa, pavered pool deck, and fire pit set the tone for relaxed coastal living. The fully equipped outdoor kitchen—complete with grill, sink, and refrigerator—makes entertaining a breeze, all complemented by a charming side garden for added privacy and ambiance. Constructed with concrete block and outfitted with all impact-rated windows and doors plus electronic shutters - the home offers exceptional peace of mind. Modern conveniences include a Control4 smart home system and a new (2025) tankless water heater. An oversized three-car garage with epoxy flooring, irrigation well, and meticulous attention to detail complete the offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,300,000114 Days on yellowkey MLS ID: A4683569
INCREASED by $118,100 (5.4%) on 06/10/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion by the 3rd qtr of 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4.5 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck and Gunite pool is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings. Enjoy cookouts from the fully equipped summer kitchen on your pool deck featuring custom countertops, grill, and beverage center. Enjoy privacy within your fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,000119 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 ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: 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)
2138 HAWTHORNE ST, SARASOTA, FL 34239
$2,200,00019 Days on yellowkey MLS ID: A4696176
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2596 Built: 2022 Tax: $18,420 (2025)Community: La Linda TerraceSpa: NoSingle Family
Taxes:$18,420
Remarks: Experience modern luxury at its finest in this exceptional 5-bedroom, 3.5-bath residence which redefines modern luxury through innovative design, advanced technology, and uncompromising construction. Thoughtfully designed and constructed in 2022, built of concrete and protected by impact-rated hurricane windows and doors, this home offers outstanding durability, efficiency, and peace of mind. Ideally situated in a premier location, offering convenient access to highly rated hospitals, top-performing schools, exceptional dining destinations, and a vibrant cultural arts scene. Inside, nearly 2,600 square feet of thoughtfully designed living space unfolds beneath soaring two-story ceilings and dramatic glass windows creating a breathtaking sense of openness flooding the main living spaces with natural light and picturesque views of the surrounding landscape. Clean architectural lines, minimalist linear slot vents, and carefully curated finishes create a sophisticated contemporary aesthetic. The main level features three well-appointed bedrooms, while the upper floor offers two spacious bedrooms connected by a full Jack and Jill bathroom-an ideal layout for private guests' accommodations, home offices, or flexible living space. Designed for effortless living, the fully integrated smart home system provides remote access to programable lighting, surround sound, security, climate control, motorized window treatments, and a concealed drop-down projector screen that transforms the main living area into a private theater experience. Foam-insulated walls provide enhanced sound attenuation and energy efficiency, while dual-zoned HVAC systems with UV filtration ensure personalized year-round comfort and superior indoor air quality. The chef’s kitchen showcases premium Thermador appliances, a built-in island microwave, elegant white quartz countertops, and an expansive breakfast bar ideal for entertaining and everyday living. Additional practical features include generous under-stair storage, whole-house water filtration, integrated surround sound with AirPlay connectivity, and a dedicated washer and dryer within the primary suite in addition to the main laundry area. The home is also equipped with interior and exterior power infrastructure for high-voltage EV charging, providing convenience for current and future electric vehicle owners. The luxurious primary retreat is designed as a private sanctuary, complete with a built-in white noise system and spa-inspired amenities. All three full bathroom features walk in showers, heated towel rails and under-vanity air heaters, elevating everyday comfort to a resort-like experience. Outdoor living is equally impressive. A spacious covered patio overlooks a stunning screened lap pool with panoramic screening that maximizes views while maintaining comfort and privacy. The pool area includes an outdoor shower, underwater sound system and lighting, while the fully built-in outdoor kitchen creates the perfect setting for entertaining year-round. The home is fully fenced with low-maintenance landscaping, complemented by a minimalist garden design and premium artificial turf, provides beauty without the upkeep. Combining architectural excellence, cutting-edge technology, energy-efficient construction, an unbeatable location, and exceptional indoor-outdoor living, this remarkable home offers a rare opportunity to enjoy modern luxury without compromise.
Listing Agent: Wendy Leventhal (941-376-4894)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$879,00085 Days on yellowkey MLS ID: N6143339
REDUCED by $16,000 (1.8%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Remarks: Virtually Staged. Get ready to view and call your home in this pristine and immaculately kept move-in-ready. This stunning Mid-Century Modern residence is located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautiful original-quality 3-bedroom, 1 large bathroom with a tub in the house, and 1 beautifully updated Walk-in Shower Bathroom in the garage that also assists as a pool bathroom. Original terrazzo flooring, solid wood doors beautifully trimmed, real wood cabinets, and other quality designs with a history of craftsmanship and 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. Wander into the true comfort of a spacious Florida room filled with natural light and air conditioning, currently used as an artist studio and for large gathering dinners, offering many future possibilities. Open your French doors and step out to an oversize Pool and lanai enclosed with screens. Lanai is prepared to insert a “safety screen” around the water edge that is compliant with the Florida Residential Swimming Pool Safety Act. 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. The total property sits on a 0.349-acre lot and seamlessly blends timeless design with modern luxury and functionality. Step inside again to view your spacious master bedroom, plus two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including a newly installed AC unit in 6/2026, hurricane-impact windows, a new hurricane-impact garage door, and a new roof installed in 2019. A new water heater was installed in 12/24. The house was recently re-plumbed in 2026. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located near all that Sarasota offers. This home offers timeless quality, 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)
1958 MORRIS ST, SARASOTA, FL 34239
$1,099,900170 Days on yellowkey MLS ID: A4677121
REDUCED by $95,100 (8.0%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSpa: YesSingle Family
Taxes:$7,088
Remarks: 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)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000602 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 ResubSpa: NoSingle 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.
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,00076 Days on yellowkey MLS ID: A4689684
1 Days Off yellowkey (back on 6/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Taxes:$33,343
Remarks: Under contract-accepting backup offers. Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
3838 FLORES AVE, SARASOTA, FL 34239
$1,545,000313 Days on yellowkey MLS ID: A4661399
0 Days Off yellowkey (back on 6/13/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3033 Built: 1926 Tax: $16,879 (2025)Community: GranadaSingle Family
Taxes:$16,879
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)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,250115 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Remarks: Virtually Staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
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