Location: Sarasota , 34234
Do Not Show Listings
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,0001 Day on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
590 45TH ST, SARASOTA, FL 34234
$729,7772 Days on yellowkey MLS ID: A4691066
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1783 Built: 1960 Tax: $4,793 (2025)Community: CorwoodSingle Family
Taxes:$4,793
Elementary School: Emma E. Booker Elementary
Remarks: Located in the highly sought-after Sapphire Shores / Indian Beach neighborhood, this beautifully updated 3-bedroom, 2-bathroom block home sits on a spacious .23-acre corner lot just a short walk to the Ringling Museum and Sarasota Bay—perfect for enjoying evening sunsets. Inside, the home has been thoughtfully renovated from top to bottom with fresh updates throughout. Features include impact windows, new HVAC system, new hot water heater, tile flooring throughout, crown molding, new baseboards, and fully updated kitchen and bathrooms. The bathrooms offer a modern touch with floating double-sink vanities, along with nicely tiled showers and bath areas. Every detail has been refreshed, including fixtures and finishes, creating a clean and move-in-ready space. Bonus Florida room under air off the dining area and a large laundry room with extra cabinets, sink, and exterior/garage access. Step outside to a fully fenced backyard with a new paver patio, fresh landscaping, pavered walkway, and freshly painted exterior. The oversized corner lot provides plenty of room to add a pool or park your RV or boat—nice flexibility in this location. Conveniently located just minutes from University Parkway shopping and dining, downtown Sarasota, and the beaches of Lido Key or Siesta, this home offers the perfect combination of lifestyle, location, and modern updates.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
2418 N LINKS AVE, SARASOTA, FL 34234
$205,0002 Days on yellowkey MLS ID: C7525235
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1957 Tax: $1,671 (2024)Community: Epsteins Add To NewtownSingle Family
Taxes:$1,671
Elementary School: Alta Vista Elementary
High School: Riverview High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Located in the heart of Sarasota’s established Epsteins Add to Newtown community, this 3-bedroom, 2-bath home offers a great opportunity for those looking to create something of their own. The home features approximately 1,260 square feet of living space with a functional layout, open living area, and a mix of durable flooring throughout. This property is best suited for buyers looking to personalize a home to fit their style—whether as a primary residence, investment, or renovation project. With no HOA and a convenient Sarasota location close to schools, shopping, dining, and downtown, the potential here is all about location and opportunity.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Bobbie Leahey (941-628-1019)
5366 ROYAL PALM AVE #5366, SARASOTA, FL 34234
$250,0004 Days on yellowkey MLS ID: O6401221
REDUCED by $40,000 (13.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $630 Tax: $2,363 (2025)Community: Royal Palm VillasCondo
Taxes:$2,363
Elementary School: None
High School: None
Middle School: None
Remarks: This beautiful 2 bed, 2 bath corner villa is located just 10 minutes driving from the notorious Lido Key beach, and downtown Sarasota. The location is very valuable - walking distance from Ringling Museum, Asolo Theater, the airport, yet very secluded and private. This condo contains fresh, modern kitchen utilities, a new fireplace, an up-kept garden, and newly refurbished lanai/outdoor lounge. The monthly HOA fee includes lawn care, full exterior maintenance, cable TV, pool care, water, sewer, and trash.
Listing is courtesy of: CHEVON EATON (321-210-4633)
Listing Agent: Chevon Eaton (321-210-4633)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990283 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
3007 DIXIE AVE, SARASOTA, FL 34234
$224,70088 Days on yellowkey MLS ID: TB8469599
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $300 (0.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1947 Tax: $1,617 (2025)Community: Newtown HeightsSingle Family
Taxes:$1,617
Remarks: Seller very motivated. This spacious, single-family home has undergone a comprehensive remodel, including a new roof installed in 2024 and a brand new A/C unit installed in 2023. Step inside to discover the New Luxury Vinyl flooring throughout, complemented by fresh paint and new fixtures. The open concept kitchen showcases new cabinets, quartz countertops and beautiful stainless steel appliances. The home has been treated for termites with a transferable warranty to new buyer. This stunning 3 bed 2 bath property Is ready tor you to move in with ease. This home is currently unfurnished. Located in the heart of Sarasota this neighborhood is up and coming with new construction directly behind the property, just minutes from fine dining, the Ringling College of Art and Design, Ringling Museum, the Sarasota Opera House, Sarasota Airport and swift access to beaches like Anna Maria Island and Siesta Key. This property won’t last long, schedule your tour today!
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Celisha Simmons (407-580-0887)
4928 DESERT INN AVE, SARASOTA, FL 34234
$75,00095 Days on yellowkey MLS ID: A4679124
REDUCED by $10,000 (11.8%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1967Monthly Fee: $137 Tax: $2,301 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,301
Remarks: Well-maintained single-wide manufactured home offering a bright and functional layout with comfortable living spaces throughout. The home features an open living and dining area with abundant natural light, neutral finishes, and durable flooring. The kitchen offers ample cabinet storage, granite style countertops, and convenient access to the main living areas. Bedrooms are generously sized with built-in closets, and the bathroom includes tiled walls, a tub/shower combination, and updated vanity. Additional features include an enclosed Florida room, covered carport, and ample storage space. The exterior offers a wide driveway and low-maintenance landscaping. Conveniently located near shopping, dining, medical facilities, and major roadways, with easy access to downtown Sarasota and surrounding areas. A great opportunity for affordable Florida living.
Listing is courtesy of: FIDATA REAL ESTATE LLC (941-705-2818)
Listing Agent: Jose Ramirez Hernandez (941-527-9290)
1622 29TH ST, SARASOTA, FL 34234
$199,990168 Days on yellowkey MLS ID: A4663461
REDUCED by $29,910 (13.0%) on 04/16/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1146 Built: 1960 Tax: $2,645 (2024)Community: Newtown Heights First Add ToSingle Family
Taxes:$2,645
Elementary School: Brentwood Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Price Improvement! New price, $199,990—this is your opportunity to own an affordable single-family home, 3-bedroom, 1-bath in The Newtown neighborhood of Sarasota. Whether you’re a first-time buyer, investor, or looking for a seasonal home, this is an incredible value in THE CITY OF SARASOTA! NO HOA! Affordable living and convenience. Move-in ready. Freshly painted inside and out, this home offers easy-care ceramic tile and vinyl plank flooring throughout—perfect for low-maintenance living. Enjoy peace of mind with a new A/C (2024) and a beautifully updated kitchen featuring granite countertops, under-cabinet lighting, and brand-new appliances (2025) including refrigerator with ice maker, range, microwave, and dishwasher. Step outside to a fully fenced backyard—ideal for gardening, grilling and pets. Location is everything! Just minutes from: Booker High School (Visual & Performing Arts program), Ringling College of Art and Design, The Bay Park, Sarasota Bradenton International Airport, UTC Mall, Siesta Beach and Lido Beach, Robert L. Taylor Community Complex and Payne Park. This home is perfectly positioned near the local bus stop, major roadways including US-301, offering quick access to downtown and surrounding areas. Ideal for first-time buyers, investors, or those looking to downsize. With strong rental potential and NO HOA restrictions, this property is a smart buy in a growing area. Priced to sell.. Schedule your showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gloria Waters (941-356-9386)
919 47TH ST, SARASOTA, FL 34234
$299,80051 Days on yellowkey MLS ID: A4684905
REDUCED by $9,100 (2.9%) on 04/16/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1352 Built: 1925 Tax: $4,150 (2025)Community: Broadway Court Of Indian BeachSingle Family
Taxes:$4,150
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. This unique Sarasota bungalow and detached studio are ideally situated on an oversized 125 x 135 lot (over 0.38 acres), offering exceptional space and privacy just under two miles from downtown Sarasota. Enjoy convenient access to Lido Beach, St. Armands Circle, Marina Jack’s, City Island, and O’Leary’s Tiki Bar, with Siesta Beach only a short 20-minute drive away. Located within walking distance to the Ringling Museum and Sarasota Bayfront—perfect for taking in breathtaking sunsets—as well as Asolo Theater, local breakfast spots, and neighborhood favorites like Riccio’s Pizzeria. Nearby conveniences include Publix, Whole Foods, Walmart, SRQ Airport, New College, USF Sarasota-Manatee, and Ringling College of Art and Design. Set on a picturesque street lined with towering, mature Washingtonia Robusta palms, the property offers a tranquil, Old Florida feel. Priced near land value, this is a rare opportunity for developers, preservationists, or homeowners seeking a private retreat with room to expand. The fully fenced lot is lushly landscaped with mature palms, oaks, and bamboo, attracting a variety of birdlife. An outdoor shower and deck provide the perfect space to unwind after a day at the beach. Inside, the home features a spacious foyer—ideal for an office, yoga, or music space—a Florida room with its own AC unit, and two vintage ceramic tile bathrooms. Additional highlights include seven Hunter ceiling fans, a 2013 Trane AC heat pump, and a 2019 roof by Singleton Roofing with a transferable warranty. Original architectural charm shines through with true plaster walls, knotty pine paneling, built-ins, solid five-panel wood doors, crystal doorknobs, picture rails, and wood flooring beneath Berber carpeting. An oversized carport adds convenience. The detached studio, under its own roof, offers a full bath with pedestal sink, cathedral ceilings with exposed wood beams, a private deck, and outdoor shower—ideal for guests, rental income, or a creative workspace. This non-deed restricted property provides ample room for a boat, RV, pool, hot tub, or future expansion. The home is equipped with GE and Whirlpool appliances, and Kohler and Moen fixtures. Stove can be converted to gas, line is present. Easy to show with notice. Motivated seller—unlock immediate equity and more value with your personal updates
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,00017 Days on yellowkey MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Remarks: This is the lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space per the builder's floorplan. This is one of the largest units in The Strand. Experience waterfront luxury and a boating lifestyle in this modern, turnkey, furnished residence completed in 2022, offering exceptional value, views and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony, ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property. Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity. Schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00093 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000164 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
1150 52ND ST, SARASOTA, FL 34234
$355,0003 Days on yellowkey MLS ID: O6400956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1959 Tax: $3,097 (2025)Community: Armstrong Acres Surv Lt 1 RSingle Family
Taxes:$3,097
Remarks: Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
1335 40TH ST, SARASOTA, FL 34234
$949,0009 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Elementary School: Tuttle Elementary
Remarks: Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
3931 BAY SHORE RD, SARASOTA, FL 34234
$3,000,000360 Days on yellowkey MLS ID: A4649616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Remarks: One or more photo(s) has been virtually staged. • Welcome to Beyond the Gates, where timeless elegance meets coastal serenity in the heart of the historic Indian Beach-Sapphire Shores neighborhood. Perfectly nestled between Sarasota College of Art & Design and the iconic Ringling Museum, this bayfront estate offers an unmatched blend of privacy, architectural distinction, and location. Reimagined in 2010 by renowned architect Terry Green and meticulously updated in 2025, this single level 4-bedroom, 3-bathroom modern Coastal retreat highlights clean lines, warm textures, and panoramic water views that will take your breath away. By day, watch sailboats drift across the turquoise bay; by night, the lights of Longboat Key dance across the water, creating a magical ambiance that soothes the soul. Whether you are entertaining guests or enjoying a quiet evening at home, the views alone are a masterpiece—providing a daily dose of peace and inspiration. Inside, an eclectic blend of historic charm and modern design welcomes you into spacious living areas filled with natural light, seamlessly blending indoor comfort with outdoor beauty. Each room is thoughtfully designed to encompass views of Sarasota Bay and the surrounding landscape and provide a sense of effortless luxury. This exceptional residence is not just a home, it is a private sanctuary where luxury, location, and lifestyle converge just 3.5 miles to Downtown Sarasota and approximately 5 miles to St. Armands Circle & Lido Beach.
Listing is courtesy of: ROBERT SLACK LLC (352-229-1187)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4915 WINGED FOOT AVE, SARASOTA, FL 34234
$89,900449 Days on yellowkey MLS ID: A4638178
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 860 Built: 1966Monthly Fee: $137 Tax: $2,749 (2024)Community: Tri-Par EstatesSpa: NoMobile Home
Taxes:$2,749
Remarks: Very affordable home in popluar Tri Par Estates & no lot rent - you own the land - fee simple(deed), in the dog allowed area. Brand new carport summer 2025! "Potential" seller finacing available! Everything in the home stays! 2022 updates; water heater,dishwasher, some ceiling fans & lights, some new flooring & paint. Tri Par Estates is a 55+ community in which you own your home and the land. Park fee of $1,648.00 a year as part of the property taxes paid once a year, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
4925 REMINGTON DR, SARASOTA, FL 34234
$675,00018 Days on yellowkey MLS ID: A4685614
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsApartment
Taxes:$5,532
Remarks: Excellent investment opportunity or perfect personal retreat in beautiful Sarasota! This single family home well-maintained property at 4925 Remington Dr is currently operating as a successful short-term rental/Airbnb, offering immediate income potential for investors or flexibility for part-time use. The home features a bright and comfortable layout with inviting living spaces, making it ideal for both guests and full-time residents. The property offers a relaxed Florida lifestyle with outdoor areas perfect for entertaining or enjoying the warm Sarasota weather. Conveniently located near world-class beaches, shopping, dining, and entertainment, this property attracts vacationers year-round. Its desirable location and established rental use make it a rare opportunity for buyers seeking income-producing real estate in Sarasota. Whether you’re looking for a turnkey investment, seasonal getaway, or full-time residence, this property offers versatility, location, and excellent potential.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
5313 BOCA RATON AVE, SARASOTA, FL 34234
$169,900157 Days on yellowkey MLS ID: A4672720
REDUCED by $9,100 (5.1%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1958Monthly Fee: $137 Tax: $3,242 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$3,242
Remarks: Very unique & well cared for home offering festive Floridian colors throughout! Most of the home is drywalled walls! Indoor laundry room! 2 mini splits heat & cool the home. Located out of the flood (Zone X)zone & backs up to the fence with view. Several updates in recent years include; flooring & windows within last 3 years. Roof had repairs after 2025 hurricanes. Vinyl siding painted summer 2024. All furnishings in the home now stays with the home! Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,648.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Please do not disturb resident. Airplanes & jets do fly over Tri Par Estates - Navigation Easement. Tri Par is a state park & recreation development.
2767 17TH ST, SARASOTA, FL 34234
$279,90025 Days on yellowkey MLS ID: A4688191
0 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1098 Built: 1984 Tax: $847 (2025)Community: Lenray HeightsSingle Family
Taxes:$847
Remarks: Under contract-accepting backup offers. Come see this great starter/investment home with a great location near all of the great amenities Sarasota has to offer including downtown Sarasota, Ed Smith Stadium, SRQ airport and UTC. Newer roof (2023), new hot water heater (2026) and HVAC (2020), help to keep carrying costs low along with no HOA, no CDD and NO FLOOD ZONE! Owners renovated kitchen with granite and solid wood cabinetry offering tons of counter space. Battery back-up system installed that can power your 110V items if power ever goes out. Beautiful backyard with cozy sitting area on a spacious elevated deck. Ready for your personal touches, come see this home today!
Listing Agent: Anthony Rudolph (702-286-5251)
3723 NORWOOD CT, SARASOTA, FL 34234
$1,245,0009 Days on yellowkey MLS ID: O6392929
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3098 Built: 2024 Tax: $11,337 (2025)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$11,337
Remarks: Welcome to this stunning 2024-built two-story home, where modern design meets the best of Florida living. Featuring 5 spacious bedrooms and 4 full bathrooms—including a convenient pool bath with direct outdoor access—this home is thoughtfully designed for both comfort and functionality. The open-concept layout flows seamlessly into a beautiful outdoor space complete with a private pool and heated spa, creating the perfect setting for relaxing or entertaining year-round. A 2-car garage provides ample storage, while upstairs you’ll find a versatile loft area alongside a conveniently located laundry room. Ideally situated in a prime Sarasota location, this home is just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and only 10 miles from the world-renowned Siesta Key Beach. Enjoy quick access to top-tier dining, shopping, and cultural attractions, or take a short 5-minute stroll to the Bayfront for breathtaking sunset views. Sarasota-Bradenton International Airport is also just a short drive away, making travel simple and convenient. Blending contemporary style, an unbeatable location, and seamless indoor-outdoor living, this exceptional property is perfect as a primary residence, vacation getaway, or investment opportunity.
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
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