Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
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Sarasota - 1144 properties found
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,333
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
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)
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000172 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
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)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$2,249,000107 Days on yellowkey MLS ID: A4678825
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
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)
915 SEASIDE DR #606, Weeks 12-13, SARASOTA, FL 34242
$59,000201 Days on yellowkey MLS ID: A4668668
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
915 SEASIDE DR #607, Weeks 14-15, SARASOTA, FL 34242
$59,000201 Days on yellowkey MLS ID: A4668669
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2255 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
5235 PARISIENNE PL #101B28, SARASOTA, FL 34238
$450,00067 Days on yellowkey MLS ID: A4684148
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1621 Built: 2005 Tax: $4,277 (2025)Community: Botanica Parisienne GardensCondo
Taxes:$4,277
High School: Riverview High
Remarks: Move right into this freshly renovated first-floor condominium in the heart of Palmer Ranch! Featuring luxury vinyl flooring throughout, new stainless steel appliances, upgraded light fixtures and freshly painted walls, this home is ready to enjoy! With a light, airy palette and peaceful views of the lake, you will enjoy relaxing on the screened-in lanai. The bright kitchen is fully updated with classic white cabinetry, quartz countertops, undermount sink and recessed lighting. The oversized primary bedroom suite, boaters’ view of the lake and plantation shutters for privacy. With a large walk-in closet, a soaker tub, shower and dual vanities in the primary bath, this suite has everything you need. Just bring your clothes! Two additional spacious bedrooms, a second bath and an inside laundry complete this home. The attached one-car garage provides additional storage and has an oversized driveway that parks two vehicles. The roof was replaced in 2023. Botanica is a gated condominium community in Palmer Ranch. Community amenities include two pools, a clubhouse and fitness room and lush, well-maintained landscaping.
Listing Agent: John Odorzynski (608-770-7589)
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)
1243 SIESTA BAYSIDE DR #D, SARASOTA, FL 34242
$559,000173 Days on yellowkey MLS ID: A4671901
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,076 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,076
Remarks: LOCATION, LOCATION, LOCATION! Nestled in the desirable and picturesque beach community of Gulf & Bay Club Bayside. This delightful 1 bed plus den, 2 bath condo with a single garage is being sold turnkey furnished all you need is your toothbrush! This delightful ground floor unit provides peace and tranquility to escape our busy day to day lives. Relax on the patio and enjoy the water view and the Florida wildlife or take a stroll to the community pool and join in the social lifestyle this community is renowned for. This unit has a great layout offering a spacious well-equipped kitchen which has been totally opened up with granite counters, title backsplash, ample storage and work surface, stainless steel appliances and a dining counter. The open plan living area opens onto the patio extending the living space for al fresco dining. The spacious master bedroom has a walk-in closet and an updated ensuite bathroom offering plenty of storage. With an additional guest bath and a den with a sliding partition for privacy, making a perfect space for an office, dinette or a guest bed for visiting friends and family. The community offers two heated pool, tennis and pickleball courts, a clubhouse with a full kitchen, a fitness room, BBQ, picnic areas, a fishing pier and deeded beach access! The beach access is on your doorstep and of course you have the wonderful Siesta Key Village for entertainment and restaurants. Saunter to the village or take the free Siesta Key Trolley which connects the two sides of the Key. Whether you’re seeking a vacation home or an investment property, the weekly rental policy makes this an exceptional opportunity. And best of all, this unit sustained no hurricane damage.
Listing Agent: Christine Green (941-914-2463)
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
High School: Booker High
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.
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
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)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$1,200,000309 Days on yellowkey MLS ID: A4656944
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997 Tax: $12,009 (2025)Community: Hamilton ClubCondo
Taxes:$12,009
Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.
Listing Agent: Judie Berger (941-928-3424)
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)
6275 MIDNIGHT PASS RD #6275, SARASOTA, FL 34242
$1,195,00080 Days on yellowkey MLS ID: A4682650
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1981 Tax: $6,153 (2025)Community: Excelsior Beach To Bay 3Spa: YesCondo
Taxes:$6,153
Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.
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 is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
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