Location: Sarasota , 34234
Do Not Show Listings
528 45TH ST, SARASOTA, FL 34234
$625,000372 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,555
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
1038 25TH ST, SARASOTA, FL 34234
$469,77758 Days on yellowkey MLS ID: A4683856
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1550 Built: 1972 Tax: $4,808 (2025)Community: GreenwoodApartment
Taxes:$4,808
Elementary School: Gocio Elementary
Tax Year: 2025
Remarks: LOCATION LOCATION! Sitting West of the Trail (US41) and directly behind Starbucks is this income-producing duplex. Each unit is a 2bedroom 1bathroom, tile in front unit 1038 and vinyl plank in back unit 1040, shaker cabinets, full size bathroom with tub/shower combo. Units are currently rented and property management in place. Annual Leases through 8/31/26 and 9/30/26, Separately metered. Hot Water Heaters are 2020 and 2021. Roof replaced 2021. Electric Panels replaced 11/2023. HVAC Units 2023 and 2010. New Duct work in rear unit. No Laundry on-site. Appointment Required. Ask about preferred lender programs that may offer qualified buyers access to rates below 5. Terms and eligibility apply.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
2481 TWIN DR #29, SARASOTA, FL 34234
$185,000155 Days on yellowkey MLS ID: A4672575
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1981 Tax: $2,567 (2024)Community: Rolling Green SouthCondo
Taxes:$2,567
Elementary School: None
Remarks: Location - Location…and great NEW PRICE this well kept 2/2 condominium in Rolling Green South is located close to shopping, restaurants, the UTC Mall, downtown Sarasota and easy access to I 75 and the beach. The open floor plan boasts a large kitchen and a dining area and a good sized living room with view of covered lanai and community pool. Both bedrooms are good sized and the primary bedroom has a ensuit bathroom with walk in shower. This is a gated community with ample parking space for owners and guests. Ground floor end unit in a 2 story building towards the front of the development.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Claudia Schwab (941-962-9453)
1386 GRANTHAM DR, SARASOTA, FL 34234
$312,00013 Days on yellowkey MLS ID: A4689609
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1575 Built: 2008Monthly Fee: $299 Tax: $3,231 (2025)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,231
High School: None
Middle School: None
Remarks: Better than NEW! Renovated and Move-in ready! NEW ROOF, HVAC, Paint, Carpeting and Appliances! LOW HOA Fee of $299/month includes- Exterior Maintenance, Community Pool, Basic Cable/Internet & Trash Removal. Gated Community of Bradford Manor is located in a PRIME location! Close to a Downtown Sarasota, University Parkway, UTC, Sarasota Airport, Beaches, Shopping, Dining, Schools & MORE! Master Suite has a HUGE Walk in closet and attached Master Bathroom. Two Secondary Bedrooms share a hallway Full Bathroom. Spacious floorpan w/ a First Floor Half Bathroom, plenty of Guest Parking and a Screened in Lanai with no rear neighbors! Washer/Dryer located on the Second Floor for easy access!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Monica Desomma (202-427-4328)
4625 SUMMERWIND DR #13, SARASOTA, FL 34234
$160,000226 Days on yellowkey MLS ID: A4661626
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1983Monthly Fee: $575 Tax: $2,026 (2024)Community: Summer WindSpa: NoCondo
Taxes:$2,026
Remarks: Live the Florida dream in this delightful renovated condo transformed in 2006 with ongoing updates. Designed for modern living with an open-concept layout, the kitchen showcases granite countertops, custom cabinets, and stainless steel appliances. Enjoy the seamless flow of laminate wood-look flooring and custom finishes throughout. The master suite is spacious. Both bathrooms offer unique designer touches, from Italian stone in the guest bath, to cottage bead board on the walls, and mosaic tile accents. The main bath has a glass bowl sink above the butcher block counter and updated vanity... The guest room is accented with cottage bead board walls. Abundant storage with a large master closet and additional storage in the laundry area.. Step out to your Mexican tiled lanai or patio and enjoy peaceful park views from this prime cul-de-sac location. The community boasts recent HOA improvements, including new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Maintenance Exterior, Maintenance Grounds, Pest Control, Water, Sewer, and Trash. With a little TLC, this diamond in the rough could become a real gem.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000154 Days on yellowkey MLS ID: A4672819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Remarks: FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
455 ACACIA DR, SARASOTA, FL 34234
$880,000271 Days on yellowkey MLS ID: A4659947
REDUCED by $65,000 (6.9%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 1925 Tax: $2,493 (2024)Community: Sapphire ShoresSingle Family
Taxes:$2,493
Remarks: Step into timeless elegance with this stunning 3-bedroom, 2-bath Spanish Eclectic bungalow nestled in the heart of sought after Sapphire Shores. Rich in character and historic detail, this residence showcases dramatic architectural elements including beamed and coffered ceilings, gleaming oak floors throughout, and expansive windows that bathe every room in natural light. The spacious “sunken” living room centers around a show-stopping, decoratively carved mantelpiece, perfectly blending artistry with old-world charm. Each space offers a unique sense of craftmanship, from graceful arches to finely detailed trim, evoking romance and warmth of classic Mediterranean design. The current owner has elevated this home with a seamless addition: a stunning primary suite with a vaulted ceiling, French doors leading to a private back yard and a walk-in closet. Other “modern” updates include a spacious kitchen with and island and adjacent dinette, interior laundry and a 2-car garage accessed by a covered walkway; a loggia in keeping with the traditional nature of this architecture. Located just steps away from Sun Circle Park, Sarasota Bay, the Ringling Museum and the vibrant arts scene, this home is ideal for those seeking history, charm and convenience in one of Sarasota’s most beloved neighborhoods. Sapphire Shores in an eclectic waterfront neighborhood dating back to the Ringling Era and is now a combination of historic Mediterranean mansions, classic ranches and new construction. Live here amidst Sarasota's most significant cultural & educational institutions and you're only 2 miles north of downtown Sarasota, a 12-minute drive to St. Armands Circle and the beaches of Lido and Longboat Key and an equal distance to University Parkway anchored on the west by SRQ International Airport and UTC Mall and I75 on the east.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
1137 40TH ST, SARASOTA, FL 34234
$310,00066 Days on yellowkey MLS ID: TB8476870
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1237 Built: 1957 Tax: $3,871 (2025)Community: BraeburnSingle Family
Taxes:$3,871
Remarks: Located just 10 minutes from Downtown Sarasota and 10 minutes to SRQ Airport, this beautifully updated 2-bedroom, 1-bath home offers comfort, style, and convenience in one ideal package. Remodeled in 2022, the home features luxury vinyl plank flooring throughout and a neutral interior that still shows beautifully. The kitchen and bathroom were upgraded with quartz countertops and modern finishes, complemented by updated appliances. Major improvements include impact windows throughout, a 2022 A/C system, and a 2018 roof — giving buyers added confidence in the home’s key components. A versatile bonus room provides flexible space for a home office, den, or guest area. The utility room includes a water heater and washer/dryer hookup for everyday convenience. Move-in ready and thoughtfully updated, this Sarasota home is perfectly positioned near shopping, dining, and the vibrant downtown scene. Schedule your showing today.
Listing is courtesy of: JULIAO REAL ESTATE, LLC (954-459-0147)
Listing Agent: Olivia Costa (585-727-5428)
355 S SHORE DR, SARASOTA, FL 34234
$2,295,000162 Days on yellowkey MLS ID: A4671767
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 3276 Built: 1954 Tax: $9,362 (2024)Community: Sapphire Shores Resub Blk MSpa: NoSingle Family
Taxes:$9,362
Remarks: Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.
Listing Agent: Roger Pettingell (941-387-1840)
4946 BRYWILL CIR, SARASOTA, FL 34234
$1,595,000166 Days on yellowkey MLS ID: A4670935
REDUCED by $54,000 (3.3%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2004 Tax: $10,069 (2023)Community: Sapphire ShoresSingle Family
Taxes:$10,069
Tax Year: 2023
Remarks: Discover an exquisite blend of Old-World charm and modern luxury in this custom Mediterranean jewel located in Sapphire Shores, the heart of Sarasota’s Historic Museum Area. This property is NOT IN A FLOOD ZONE but just a short walk to Sun Circle, a scenic bayfront park on Sarasota Bay. The neighborhood is surrounded by the city’s most renowned cultural institutions, including The John and Mabel Ringling Museum of Art, Sarasota Ballet, and Florida Studio Theater. Spanning 2,534 square feet under air, this elegant residence features three bedrooms and three baths, with two luxurious en-suites for ultimate privacy and comfort. High-end finishes such as travertine floors, granite countertops, and tray ceilings elevate the home’s timeless sophistication. The open floor plan beautifully balances both leisure and formal areas. A gracious foyer flows seamlessly into the living room and open-concept kitchen creating an ideal setting for entertaining. You will also find both a casual dining area and a formal dining room for those special occasions. Designed for Florida’s indoor-outdoor lifestyle, the home’s salt water pool and exotic sunken fire pit make the backyard a true retreat. When hosting gatherings, you'll find plenty of room for parking in the unique motor court framed by a decorative block wall accented with Frank Lloyd Wright styled vases. Whether you're drawn to the rich history of Sapphire Shores, the vibrant arts scene, or simply desire a refined retreat near the water, this home offers a rare opportunity to own a piece of Sarasota’s finest. 2 miles north of downtown Sarasota and a short drive to St. Armands Circle and the beaches of Lido and Longboat Key. Conveniently located near University Parkway anchored by Sarasota Bradenton Airport on the west and University Town Square shopping and dining district on the east.
1063 40TH ST, SARASOTA, FL 34234
$260,00018 Days on yellowkey MLS ID: A4688949
REDUCED by $20,000 (7.1%) on 04/14/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1030 Built: 1959 Tax: $3,023 (2025)Community: BraeburnSingle Family
Taxes:$3,023
Remarks: Cute 2br-1 bath on double lot.
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
1339 22ND ST, SARASOTA, FL 34234
$480,00011 Days on yellowkey MLS ID: TB8497340
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1681 Built: 1959 Tax: $3,260 (2025)Community: Cocoanut HeightsSingle Family
Taxes:$3,260
High School: Riverview High
Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Guillermo Gomez (407-497-9846)
5001 OAKLAND HILLS AVE, SARASOTA, FL 34234
$172,40016 Days on yellowkey MLS ID: A4687593
0 Days Off yellowkey (back on 4/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1961Monthly Fee: $137 Tax: $2,143 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,143
Remarks: This extensively renovated two-bedroom, two-bath residence offers a range of recent upgrades, including newer windows with faux blinds, a TPO roof completed in December 2025, an upgraded AC system (2023), vapor barrier (2024) and a newly constructed carport (2025). The modernized kitchen is equipped with stainless steel appliances less than three years old, soft-close all wood cabinetry featuring a lazy Susan, granite countertops, and garbage disposal. Most walls have been drywalled, complemented by textured finishes on both walls and ceiling. Ceiling fans are installed throughout the home, while both bathrooms have undergone comprehensive remodeling. Additional enhancements include updated PEX plumbing, a washer and dryer positioned in an interior shed, and meticulously maintained landscaping. This move-in-ready home boasts high-quality upgrades and stands prepared for its next owner. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1363 23RD ST, SARASOTA, FL 34234
$284,90025 Days on yellowkey MLS ID: A4687997
REDUCED by $15,000 (5.0%) on 04/13/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1956 Tax: $2,253 (2025)Community: Central HeightsSingle Family
Taxes:$2,253
Remarks: Located in Central Heights within Sarasota city limits, this 1,100 sq ft single-family home sits on a spacious .19 acre lot and offers a great central location. You’re just minutes to downtown Sarasota, Sarasota Airport, shopping, restaurants, and about 10 minutes to Lido Beach. Inside features tile flooring throughout for easy maintenance, along with fresh interior and exterior paint. The kitchen offers shaker-style cabinets and stainless steel appliances with plenty of space to work with. The home includes 3 bedrooms all split, one full bathroom with a shower/tub combo and ceiling fans in the bedrooms and main living areas. Major updates include a 2021 A/C system and a new hot water heater, with a 2013 roof already in place. The large yard provides room to expand, entertain, or store toys—lots of potential depending on your needs. Solid option for a primary residence, rental, or a simple Florida getaway in a convenient location. Property is vacant and easy to show!
1621 DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$525,00022 Days on yellowkey MLS ID: O6395721
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2009 Tax: $1,424 (2026)Community: Newtown Heights First Add ToSingle Family
Taxes:$1,424
Tax Year: 2026
Remarks: This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00052 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
320 S SHORE DR, SARASOTA, FL 34234
$4,149,00080 Days on yellowkey MLS ID: A4680700
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2978 Built: 1966 Tax: $48,104 (2025)Community: Sapphire ShoresSingle Family
Taxes:$48,104
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
5308 TRI PAR DR, SARASOTA, FL 34234
$179,00016 Days on yellowkey MLS ID: A4689063
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 800 Built: 1969Monthly Fee: $137 Tax: $3,385 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$3,385
Remarks: This residence showcases high-quality craftsmanship and includes multiple recent upgrades. Key replacements within the past few years feature a gas water heater (2022), air conditioning unit (2022), and TPO roof. Interior enhancements comprise barn doors, freshly installed drywall, modernized bathrooms and kitchen with new cabinetry, stainless steel appliances, and granite countertops. The property is fitted with single-hung, double-pane windows incorporating a tilt-in design for convenient maintenance. Exterior features include palm trees and vinyl siding. A generous 9x8 wood-framed shed equipped with electrical service offers additional storage space and houses the washer and dryer. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
4925 REMINGTON DR, SARASOTA, FL 34234
$675,00072 Days on yellowkey MLS ID: A4682036
REDUCED by $10,000 (1.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Taxes:$5,532
Remarks: Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
2731 17TH ST, SARASOTA, FL 34234
$225,00018 Days on yellowkey MLS ID: A4688863
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Remarks: Under contract-accepting backup offers. Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.
Listing Agent: Larisa Trexler (941-928-1347)
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