Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
Beds: 2 to 2
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Sarasota - 700 properties found
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,90091 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,394
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
761 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$349,000102 Days on yellowkey MLS ID: A4679138
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $3,780 (2025)Community: Sarasota HarborCondo
Taxes:$3,780
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,000101 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing Agent: Tony Andrews (941-921-5999)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$799,000140 Days on yellowkey MLS ID: A4675101
REDUCED by $50,000 (5.9%) on 04/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Tax Year: 2024
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
5300 OCEAN BLVD #301, SARASOTA, FL 34242
$1,375,000102 Days on yellowkey MLS ID: A4679017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1446 Built: 1973 Tax: $12,324 (2025)Community: Terrace EastCondo
Taxes:$12,324
Elementary School: None
High School: None
Middle School: None
Remarks: The ultimate beach condo with sunrise and sunset and 270-degree views. Priceless. This beachy 1,446 square-foot 2-bedroom 2-bath corner residence with extra space for a den offers a unique sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, pool and Siesta Village. Priceless. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For a more lively experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Priceless!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
5430 EAGLES POINT CIR #202, SARASOTA, FL 34231
$425,000321 Days on yellowkey MLS ID: TB8398539
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1995Monthly Fee: $1,096 Tax: $5,616 (2024)Community: Eagles Point At The Landings 2Condo
Taxes:$5,616
Remarks: One or more photo(s) has been virtually staged. Discover this beautifully renovated 2-bedroom, 2-bathroom condo with a versatile office that may serve as a third bedroom. Offering 1,843 square feet of upgraded living space, located in the highly desirable community of The Landings in Sarasota—just minutes away from the world famous Siesta Key Beach, Florida. This elegant residence features brand-new appliances, modern finishes, and a thoughtful layout designed for both comfort and style. Enjoy breathtaking sunset views from the great room and the primary bedroom, both of which overlook the serene Phillippi Creek. The spacious guest bedroom, guest bathroom, and a flexible office—accessible through French doors from the entryway—provide additional space for work, relaxation, or hosting visitors. Residents of The Landings enjoy an array of resort-style amenities, including multiple swimming pools, tennis courts, outdoor grilling areas, scenic nature trails, a well-equipped fitness center, and the added security of a manned gate. Conveniently located near Sarasota’s top-rated beaches, dining, shopping, and cultural attractions, this property presents an exceptional opportunity for both primary residence and investment.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Jake Pepe (908-581-2492)
420 BEACH RD #606, SARASOTA, FL 34242
$1,685,00067 Days on yellowkey MLS ID: A4683822
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $8,066 (2025)Community: Siesta Gulf ViewSpa: NoCondo
Taxes:$8,066
Remarks: This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach with 7 acres on Gulfview Condominium Property. Property is available for same day Showings. Investor, 2nd Home, Primary Home. Excellent Investment opportunity in a High Demand area all Year. Pet friendly. Stilt Under Building Designated Parking offers protection from all weather to lobby/elevator. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Modern Art Gallery feel throughout its entirety. Enjoy your “private outdoor living” new screened 30’x8’ Beach Lanai, no houses/buildings in line of sight. Modern flooring, locking Solid Core impact Door. The unit is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows, see-through Solar Shades when down on sliders & windows have double treatment, see-through Solar Shades & Privacy Shades for the windows at front. The Front Door has Solid Core impact Door same as lanai. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire unit & closets. It highlights the Classic Modern Frosted Glass Framed Solid Wood Interior Doors and Frosted Glass Framed Solid Wood Interior Bifolds in every room continuing the clean line design with 8” Solid Wood, Mitered Baseboards. For the Art of Lighting, all LED lighting has dimmers throughout & walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. For convenience, both have Kohler Skirted Chair-Height Toilets. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche.With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size, features 5 Burner “Double Oven” with “Warming Drawer”, Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer "Double" Drawer. Stainless “Triple Storm” Dishwasher & Stainless Steel Kohler 36” Apron Sink/Kohler Pull down stainless Faucet. Matching to Suite are Full-Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in walk-in Laundry Room w/dimming LED lights, solid wood shelving w/nickel stainless rod/brackets designed for Heavy application needs. Wi-Fi Thermostat. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects are in Immaculate Condition ready for your beach living in paradise. There are no assessments. Passed structural integrity. Fully funded reserves. New replaced PVC drains in entire building. No cast-iron. New building roof. New clubhouse roof. Community Building; kitchen, 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach Gate to Expansive Boardwalk to picnic area, 2 Grills & Birdwatching benches. “Private ISLAND Style Living” A truly rare opportunity awaits you- private unobstructive beach view, sixth floor, 7 acre property, 400’ beachfront
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Constantine Stratos (941-232-5251)
381 BOBBY JONES RD #381, SARASOTA, FL 34232
$179,500193 Days on yellowkey MLS ID: A4669463
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,889 (2024)Community: Brookside 4Condo
Taxes:$2,889
Elementary School: Gocio Elementary
Remarks: ALL REASONABLE OFFERS CONSIDERED! This 2-bedroom, 2-bath condo offers private and stunning conservation views, overlooking the Bobby Jones Golf Course and Nature Reserve. Perfectly situated for maximum privacy at the end of the serene, well-maintained Hideaway Community, this home enjoys a peaceful setting on a quiet, dead-end street with no through traffic. Being offered turnkey furnished, this meticulously maintained, and beautifully cared-for second-floor condo offers a bright, spacious retreat with 1,334 square feet of comfortable living space, WITH NO DAMAGE SUSTAINED DURING HURRICANES. The open living area features cathedral ceilings and scenic views, creating an airy, welcoming atmosphere. A defined dining area with a convenient serving hatch connects seamlessly to a well-appointed kitchen offering generous storage and counter space. The primary suite includes ample closet space and a private ensuite bath, complemented by a guest bedroom and a full hall bath. Step outside to a spacious patio overlooking the picturesque golf course, the perfect spot to relax or entertain while taking in the tranquil surroundings. Recent updates include a new roof (2023) a new marine grade wood timber exterior staircase (2026) which will be painted once the wood has seasoned. The community also features two inviting pools, two assigned parking spaces close to the unit, and additional guest parking. Ideally located with easy access to Downtown Sarasota, I-75, shopping, UTC Mall, dining, golf, and the world-renowned Gulf beaches, this home offers the perfect blend of comfort, convenience, and Florida charm. Whether you’re seeking a full-time residence, an investment opportunity or a vacation getaway, this move in ready condo is sure to impress.
Listing Agent: Christine Green (941-914-2463)
1125 W PEPPERTREE DR #706, SARASOTA, FL 34242
$799,900204 Days on yellowkey MLS ID: A4668225
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1163 Built: 1974 Tax: $6,423 (2024)Community: Peppertree Bay IiiCondo
Taxes:$6,423
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: LOCATION, LOCATION, LOCATION! Discover your slice of paradise in the desirable Peppertree Bay community on Siesta Key. This fabulous, turnkey furnished 7th-floor Gulfside condo, offers direct beach access and panoramic views of Siesta Key and Downtown Sarasota. Featuring tile flooring throughout, this 2-bed, 2-bath layout includes a custom kitchen with quartz countertops, mosaic tile backsplash, center island with breakfast bar, ample cabinetry, and stainless steel appliances. The open-concept dining and living areas flow seamlessly onto the Florida room patio, perfect for entertaining or unwinding. Both bedroom suites are positioned on opposite sides of the unit for privacy and each offers patio access. Additional highlights include a custom utility room with in-unit washer & dryer, generous storage, and under-building parking. Peppertree Bay is a gulf-to-bay community offering resort-style amenities: fishing pier, BBQ grills and picnic areas, tennis and pickleball courts, fitness center, and two clubhouses with full kitchens and vibrant social events. Enjoy easy access to Siesta Key Village for live music, boutique shopping, and dining, plus convenient off-island access to all that Sarasota has to offer. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this condo will not disappoint. Bonus: current owners are open to seasonal lease-back, offering instant income potential if available.
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999128 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
3473 CLARK RD #171, SARASOTA, FL 34231
$198,00024 Days on yellowkey MLS ID: A4689544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1974Monthly Fee: $577 Tax: $2,193 (2025)Community: SiennaCondo
Taxes:$2,193
Remarks: Enjoy Florida living in this affordable community only minutes from the famous Siesta Beach. This 2 bedroom 2 bathroom ground floor unit comes with a private fully fenced backyard. Windows are 6 years old, AC 2021, Roof 2022, the whole unit has tile flooring and granite counter tops. Furnishing is optional. Enjoy access to amenities such as swimming pool, tennis courts, fenced doggie park, BBQ grill and fitness center. The monthly fee includes: water, sewer, building insurance and outside maintenance including the roof and grounds . Minutes from the famous Siesta Beach, and minutes from shopping, dining, entertainment and the highway.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
8767 MIDNIGHT PASS RD #101F, SARASOTA, FL 34242
$535,00096 Days on yellowkey MLS ID: A4680015
0 Days Off yellowkey (back on 4/11/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1768 Built: 1979 Tax: $9,388 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$9,388
Remarks: Under contract-accepting backup offers. $50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mike Payne, Pa (941-928-8145)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$260,00057 Days on yellowkey MLS ID: A4685445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $3,014 (2025)Community: Orchid Oaks ICondo
Taxes:$3,014
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
1632 STICKNEY POINT RD #201, SARASOTA, FL 34231
$349,90075 Days on yellowkey MLS ID: A4682953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,179 (2025)Community: Castel Del MareCondo
Taxes:$3,179
Remarks: Renovated, turnkey 2-bedroom condo overlooking the heated garden pool in the quiet interior of Castel Del Mare, an 8-acre waterfront community along Little Sarasota Bay just minutes to Siesta Key Beach without barrier-island pricing. Positioned away from the road and facing southwest for warm afternoon light and sunset tones, this second-floor residence offers elevation, airflow, and privacy in one of the community’s most desirable interior garden-pool locations. Major capital updates have already been completed, including Miami-Dade hurricane impact windows and sliding glass doors (2020), updated electrical panel (2016), hot water heater (2023), and newer washer and dishwasher (2024). These improvements reduce future expense exposure and provide confidence in ownership. Interior features include ceramic tile flooring throughout, an open-concept kitchen with wood cabinetry and granite countertops, in-unit laundry plumbed into the lanai (an advantageous feature many units do not have), a dedicated owner’s closet, and rare attic storage with drop-down access, uncommon for a condo this close to the beach. One assigned parking space adds further value in a high-demand coastal corridor. Castel Del Mare spans eight waterfront acres along Little Sarasota Bay and the Intracoastal Waterway. Located at the base of the Stickney Point Bridge, residents enjoy walk and bike access to Crescent Beach in minutes while benefiting from mainland convenience and typically lower insurance exposure than barrier-island properties. Community amenities include two heated pools (including a bayside sunset pool), scenic waterfront boardwalk, fishing pier and gazebo, kayak launch, tennis and pickleball courts, shuffleboard, clubhouse, grilling areas, bicycle storage, and on-site management. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, landscaping, and building insurance, simplifying ownership whether full-time, seasonal, or investment. Rental flexibility (30-day minimum, up to three times annually) allows seasonal income potential while preserving community stability. Renovated 2-bedroom residences in this interior heated garden-pool position rarely become available. In today’s condo market, opportunities this close to Siesta Key, with major updates completed and a financially healthy, well-managed association, stand out for both lifestyle and long-term logic.
Listing Agent: David Heron (941-323-9780)
5300 HYLAND HILLS AVE #U2016, SARASOTA, FL 34241
$320,000159 Days on yellowkey MLS ID: A4673371
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2003Monthly Fee: $901 Tax: $3,405 (2024)Community: Heritage Oaks GccCondo
Taxes:$3,405
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.
Listing Agent: R Glen Ridgeway (941-302-2376)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90048 Days on yellowkey MLS ID: A4686070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Elementary School: Alta Vista Elementary
Remarks: URBAN chic blends a refined, minimalist aesthetic to project confidence, authority, and timeless style. It emphasizes a uniform of neutral tones. Pristine 2-Bedroom, 2-Bath condominium CITRUS SQUARE located in the vibrant ROSEMARY DISTRICT just minutes from Downtown Sarasota. This Danby Model boasts a huge private balcony that runs the entire length of the unit and is accessible from both the Living Room and the Primary Bedroom via full length French Doors - This impeccably maintained residence offers an open, light filled layout with spacious living and dining areas, a well appointed kitchen, SOLID WOOD CABINETS with crown molding. NEW WASHER & DRYER 2026 and NEW REFRIGERATOR 2025 and IMPACT WINDOWS. It welcomes you with freshly painted neutral SOFT GREY AND BEIGE designer tones throughout. OVERSIZED PATIO and LEVOLOR Custom Banded Zebra Roller Shades- Rechargeable. The generously planned bedrooms and bathrooms are designed for comfort and privacy. The Primary Bath has a walk in shower and the GUEST BATH has a Tub/Shower combination. Enjoy the ultimate city lifestyle with an abundance of restaurants, cafes, boutiques and the vibrant downtown attractions just steps from your door. The Rosemary District is one of Sarasota's most dynamic walkable neighborhoods!
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
7151 WOOD CREEK DR #205, SARASOTA, FL 34231
$249,900420 Days on yellowkey MLS ID: A4644169
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1281 Built: 1981 Tax: $2,676 (2024)Community: Woodside Terrace Ph 1Condo
Taxes:$2,676
Remarks: INCREDIBLE OWNER FINANCING BEING OFFERED!!!! PLEASE CALL FOR DETAILS! Welcome to this meticulous and beautifully updated 2 bedroom 2 bathroom 2nd floor condominium which features a beautiful new neutral porcelain tile floor throughout, all new lighting, all new ceiling fans, and new receptacles. The upgraded kitchen includes new granite countertops and all newer stainless-steel appliances. This light and bright condo has impact windows throughout. The primary bathroom was completely remodeled and includes 2 separate vanities and walk in shower and gigantic walk-in closet. The second bathroom has a beautiful new granite countertop. The new pocket door makes the second bedroom and bath a guest suite when needed. This condo even has a large laundry room allowing for extra inside storage. Take in the private natural view from the incorporated lanai providing more living space. Woodside Terrace, a community of 56 condo units, located in Gulf Gate is a 55+community. It is meticulously maintained with strong financials. Residents enjoy a beautiful community pool and clubhouse creating a wonderful place to socialize or just relax and take in the peaceful surroundings. This furnished condo has it all: upgrades, serene surroundings and a convenient location in Sarasota. This is only 1.75 miles to Siesta Key and walkable to shopping, restaurants, library and so much more! Don’t miss this opportunity to make this exceptional property your new home. Call today to schedule a private showing and start living the lifestyle you deserve.
Listing Agent: Joe Cleary (941-650-8485)
4388 RAYFIELD DR #4388, SARASOTA, FL 34243
$1,00027 Days on yellowkey MLS ID: A4689302
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1203 Built: 1974Monthly Fee: $506 Tax: $2,422 (2025)Community: Hidden Hollow CondoCondo
Taxes:$2,422
Remarks: Auction Property. Live Auction with Simulcast Online Bidding - 4/27/2026 6:00 PM - A great and affordable opportunity to buy a home in Sarasota with plenty of amenities! This condo has been kept in great condition, with the main floor featuring a spacious living area, half bath, kitchen, and dining room. Upstairs there are two bedrooms, both with ensuite bathrooms, balcony, as well as a large, open multi-use laundry room. The home is closely located to all of the Hidden Hollow amenities which include screened pool, tennis courts, lounge area, wet bar, fireplace, and more. Don’t miss out on a great opportunity in a prime area, join us live or online and bid!
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
2200 BAHIA VISTA ST #B8, SARASOTA, FL 34239
$210,00027 Days on yellowkey MLS ID: TB8491429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,699 (2025)Community: Cordova Gardens IvCondo
Taxes:$2,699
Remarks: Location, charm, and opportunity come together in this truly one-of-a-kind condominium in Cordova Gardens. Tucked among lush greenery just minutes from downtown Sarasota and the world-famous beaches of Siesta Key, this cozy “treehouse” residence offers the perfect blend of privacy, character, and potential—ideal as a personal retreat or an income-producing property. Set on the second level, this 2-bedroom condo welcomes you with warm wood accents, including beautiful cedar stairs that add to its inviting, natural feel. The standout feature is the unique upstairs loft—one of the few in the community—complete with two large storage closets, making it perfect for a home office, creative space, or additional lounge area. Natural light pours in from every angle, with sliding glass doors and windows framing tranquil treetop views that give the home its signature treehouse ambiance. Multiple screened balconies off the bedrooms, living room, and kitchen create a seamless indoor-outdoor flow, allowing you to enjoy gentle breezes and peaceful surroundings throughout the day. The kitchen features newer stainless steel appliances, offering a modern head start for your own design vision. With a little creativity, this space can easily be transformed into a stylish, photo-worthy retreat with a downtown loft vibe. Cordova Gardens is a small, quiet, and friendly community ideally located just about a mile from downtown Sarasota and the North Bridge to Siesta Key. Enjoy convenient access to shopping, dining, arts, and entertainment—while still coming home to a peaceful, tucked-away setting.
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
2232 BAHIA VISTA ST #A1, SARASOTA, FL 34239
$210,00027 Days on yellowkey MLS ID: TB8491201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,734 (2025)Community: Cordova Gardens ICondo
Taxes:$2,734
Remarks: Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.
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