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5400 Ocean Boulevard Unit 17-04, Sarasota
$1,559,000
2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

8625 Midnight Pass Road Unit 208B, Sarasota
$474,700
2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Spacious END UNIT in the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Sarasota

1310 Glen Oaks Drive E Unit 385E, Sarasota
$100,000
1 Beds ⋅ 1 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Great Condo, Great Location, Great Neighbors. This 1 bedroom, 1 bath condo is waiting for you. Reasonably priced 55+ in Glen Oaks Garden...located close to the Downtown Arts District, marina, eateries, shopping, banks, hospitals, I-75, UTC Mall, Benderson Park, Airport and best of all our beautiful beaches - always rated among top beaches in the U.S. The complex has a great pool area, lots of activities and an ideal place to be for either a year-round resident or a home away from home. Bobby Jones Public Golf Course recently renovated with beautiful walking paths is right next door. Association says 55+, rentals allowed after 18 months residency and your pet is welcome. Welcome home to Glen Oaks Garden!

1310 Glen Oaks Drive E Unit 385E, Sarasota

2763 Woodgate Lane Unit 211, Sarasota
$180,000
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
Virtually Staged. Delightful 2-bedroom, 2-bath condo in an unbeatable Sarasota location! Beautifully maintained and move-in ready, this spacious home is just 15 minutes from the world-famous Siesta Key Beach and the vibrant dining, shopping, and cultural attractions of Downtown Sarasota. The recently renovated kitchen offers a fresh, modern feel, while the generous floor plan provides comfort, convenience, and easy Florida living. Additional updates include a new A/C (2023) for added peace of mind. The current tenant is scheduled to move out in September 2026, making this an excellent opportunity for a first-time homebuyer looking to move right in, while also offering investors immediate rental income until then. To provide even greater peace of mind, the seller is including a one-year home warranty, paid at closing. Whether you're searching for your first home, a seasonal retreat, or a smart investment, this Sarasota gem is one you won't want to miss.

2763 Woodgate Lane Unit 211, Sarasota

8911 Midnight Pass Road Unit 409, Sarasota
$519,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Move-in ready, turnkey furnished, and perfect for your winter retreat or next investment! Ideally located on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residence offers 1,093 square feet of living space with panoramic Sarasota Bay views and glimpses of the Gulf. The open-concept great room is designed to maximize the water views and features luxury vinyl tile flooring, built-in surround sound and direct access to the screened lanai. Motorized blinds enhance the lanai, creating a comfortable space to enjoy the serene bayfront scenery. The kitchen is open to the living area and offers granite countertops, stainless steel appliances, creamy white cabinetry, a spacious pantry, and views of the Gulf and Sarasota Bay. Water views continue into the primary suite, where owners can wake to spectacular sunrises from the comfort of their bedroom. The primary suite also features a custom walk-in closet system and en-suite bath. The guest bedroom offers Gulf views and a large walk-in closet. Additional conveniences include a dedicated storage space, communal laundry facilities on the same floor adjacent to the elevator, an assigned covered carport space near the elevator and abundant guest parking. Recent improvements include a new electrical panel in 2021 and a new water heater in 2026. Sunrise Cove offers an array of amenities, including a renovated clubhouse with social spaces and kitchen, fitness center, library, billiards and table tennis, two heated swimming pools, tennis courts, pickleball courts, grilling areas and boat slips available for lease. Residents can also take advantage of the kayak, canoe and paddleboard storage available for lease, along with convenient marina access nearby. Enjoy easy access to Turtle Beach, boating, waterfront recreation and all the shopping, dining and entertainment of Siesta Village. Experience the best of Siesta Key living with bayfront views, beach access and resort-style amenities in one exceptional location.

8911 Midnight Pass Road Unit 409, Sarasota

1001 Point Of Rocks Road Unit 208, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code
Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.

1001 Point Of Rocks Road Unit 208, Sarasota

1717 Palm Springs Street, Sarasota
$125,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Opportunity is knocking with this charming 2-bedroom, 1.5-bath home, priced to attract buyers who can see its true potential. With 940 square feet of living space, plus an additional 259 square feet under the carport and an 88-square-foot laundry room, there is plenty of room to create the perfect seasonal retreat or comfortable full-time residence. With a little TLC and vision, this property could quickly become a standout value in Tri-Par. While a small portion of the lot is located in a flood zone, the home itself and its structures are not, offering added reassurance and peace of mind. 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.

1717 Palm Springs Street, Sarasota

4660 Ocean Boulevard Unit Q2, Sarasota
$610,000
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
Wake up to breathtaking uninterrupted Gulf views, watch as dolphins swim and boats pass, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in Sea Village, a small community located exactly 1 mile north of Siesta Key Village and 1 mile from the #1 Beach in America Unobstructed GULF VIEWS are forever YOURS! Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This unit has a new A/C (2025), brand new Washer/Dryer (2026), is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. The complex is PET FRIENDLY and offers two heated Gulf Front pools and a brand-new fishing dock. All assessments have been paid. This exceptional unit has had just one owner and has been in the family since the complex was built. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops, and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, Downtown Sarasota, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. This is the BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA.

4660 Ocean Boulevard Unit Q2, Sarasota

5066 Pebble Beach Avenue, Sarasota
$136,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Discover the possibilities of this distinctive 2-bedroom, 2-bath property, where you own the land with no lot lease. The home also offers the potential for a third bedroom or den, along with a spacious laundry room and an expansive living area. Conveniently located just minutes from the airport and the bay (approximately 1.5 miles and 2.5 miles away, respectively), this property offers both accessibility and charm. Encompassing approximately 1,100 square feet, the home is situated on a generous corner lot accented by attractive river rock landscaping. Whether you choose to renovate the existing residence or build anew, this property presents an inviting opportunity to create something truly your own. 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.

5066 Pebble Beach Avenue, Sarasota

2223 Beneva Terrace Unit 2222, Sarasota
$159,000
2 Beds ⋅ 2 Baths ⋅ Terraces Of Forest Lakes SubDv. ⋅ 34232 Zip Code
Renovated, Turn-Key Furnished Ground-Floor Condo - Rare Find in the Heart of Sarasota Welcome to 2223 Beneva Ter #2222, a beautifully renovated 2-bedroom, 2-bath ground-floor end unit in the sought-after Terraces of Forest Lakes. With no steps to climb and just under 1,000 square feet of easy, single-level living, this one checks the boxes for comfort and convenience alike. Best of all, it's being sold turn-key furnished, so you can move right in and start enjoying it from day one. A major 2025 renovation means there's nothing left to do but unpack. The kitchen shines with new soft-close shaker-style cabinetry, countertops, a tile backsplash, and a stainless-steel sink. Luxury vinyl flooring runs throughout, complemented by the fresh coastal light grey walls and glossy white baseboards, crown molding, and all new interior panel doors and sliding closet doors. Both bathrooms feature new vanities, and behind the scenes, new water supply lines and stack vents add lasting peace of mind. Additional updates include a new front exterior door in 2018 and HVAC in 2015. From your screened, covered lanai, step out into the large backyard with lush green views where you can enjoy nature at its best – squirrels, rabbits, Sand Hill cranes, ducks and even parrots – your own private, peaceful bird sanctuary! Golfers will appreciate the proximity to The Palms Golf Club at Forest Lakes and sharpening your game at the aquatic driving range. The Palms has several flexible membership options. The Terraces of Forest Lakes is a delightful, no age restricted community with 53 units, block construction and “garage-like” carports with covered roof from the carport to your front door. With Siesta Key under 4 miles away, you’ll appreciate the spacious storage closet for beach chairs, bikes, golf clubs or whatever you need to store. The location is hard to beat. You're truly in the center of it all, within 5-20 minutes of Siesta Key and Lido Key beaches, Downtown Sarasota, the UTC Mall, the Legacy Trail, The Palms Golf Club at Forest Lakes, and quick I-75 access. Available units in Terraces of Forest Lakes are few and far between - don't miss your chance to make this one yours.

2223 Beneva Terrace Unit 2222, Sarasota

435 S Gulfstream Avenue Unit 206, Sarasota
$399,999
2 Beds ⋅ 2 Baths ⋅ Regent Place SubDv. ⋅ 34236 Zip Code
The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

435 S Gulfstream Avenue Unit 206, Sarasota

1792 Midlothian Street, Sarasota
$69,900
Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Tri Par Estates - poplular land owner(deeded lots) community! This site is out of the flood zone(code X zone) and is 50 X 73 Lot Size. Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,932.00 a year is part of the property taxes paid once a year when property taxes are paid; it includes includes Frontier internet, cable also trash pick up.. Tri Par offers a host of opportunity that includes; large pool, hot tub, mini golf, horse shoes, mini golf, sewing clubs, laundry facilities, fitness room, clubhouse, games of all kind and many other activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates(navigation easement). Contact Tri Par Estates office regarding building requirements & approvals! Tri Par is a state park & recreation development.

1792 Midlothian Street, Sarasota

5221 Beechmont Avenue, Sarasota
$159,500
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Charming 2BR/2BA home with the rare benefit of private ensuite bedrooms. Freshly painted inside and out, this move-in-ready property features new luxury vinyl flooring, a new carport, and an 8x10 shed with washer, dryer, and water heater (12/25). The kitchen offers a movable island for flexible prep and entertaining space, while additional improvements include A/C replaced 7/25, newer plumbing, some newer windows, awnings, gutters, and blinds throughout. Enjoy fresh air year-round from the enclosed 9 x 14 porch. A wonderful opportunity to experience comfort, function, and value in one inviting home. 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.

5221 Beechmont Avenue, Sarasota

116 Vista Hermosa Circle Unit 204C, Sarasota
$575,000
2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code
Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.

116 Vista Hermosa Circle Unit 204C, Sarasota

4822 Ocean Boulevard Unit 3D, Sarasota
$825,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning sunsets. Includes gym, fishing pier, BBQ, club house, and bike storage. Located on Siesta Key on the water, close to public beach access and Siesta Key Village. Many local beaches, parks, nature preserves, and bird sanctuary's close by. This turnkey fully furnished condo offers serene personal space, ample storage, walk in closet, lots of natural light, brand-new hurricane doors, eat in kitchen, dining room, living room, and office area. Designated parking space.

4822 Ocean Boulevard Unit 3D, Sarasota

1257 S Portofino Drive Unit 104, Sarasota
$429,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.

1257 S Portofino Drive Unit 104, Sarasota

1215 S Portofino Drive Unit 406, Sarasota
$410,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
AMAZING NEW PRICE! Escape the winter chill and claim your endless summer in the lowest-priced 2-bedroom, 2-bathroom condo in Siesta Harbor — a meticulously maintained, fully turn-key furnished gem perfect for anyone ready to embrace the relaxed Siesta Key lifestyle. This charming 4th-floor residence offers a peaceful harbor view with direct canal frontage, ideal for morning coffee on the balcony with a gentle waterfront breeze or quiet sunset dinners. Enjoy the convenience of a very inexpensive boat slip right here in the community — a rare and affordable perk for those who love leisurely days on the water. Step into a home that’s truly move-in ready. Lovingly cared for by the current owners, this turn-key furnished condo means you can leave the hassle of packing and decorating behind. Simply arrive with your suitcase and start living the Florida dream. Low HOA fees, worry-free maintenance, and the peace of mind that makes this an easy, low-stress choice. Siesta Harbor is an active 55+ community designed for the lifestyle you deserve. Enjoy deeded beach access via Crescent Arms, a fishing pier on the Intracoastal, a heated community pool, onsite management, and a full calendar of social activities with friendly neighbors. You’re just minutes from downtown Sarasota’s excellent restaurants, shops, medical facilities, and cultural attractions — everything you need is close at hand.This is more than a condo. It’s your opportunity to own an affordable slice of the laid-back tropical paradise on Siesta Key. Don’t miss this chance to lock in the lowest-priced 2/2 in the community at an amazing new price. Your endless summer is waiting.

1215 S Portofino Drive Unit 406, Sarasota

1650 Pine Tree Lane Unit 103, Sarasota
$299,900
2 Beds ⋅ 2 Baths ⋅ Bayou House Apts SubDv. ⋅ 34236 Zip Code
BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!

1650 Pine Tree Lane Unit 103, Sarasota

9200 Midnight Pass Road Unit 25, Sarasota
$424,000
1 Beds ⋅ 1 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code
Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.

9200 Midnight Pass Road Unit 25, Sarasota

4833 Boca Raton Avenue, Sarasota
$74,900
2 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
This property features two bedrooms and one bathroom, encompassing 672 square feet, with an additional 136-square-foot air-conditioned bonus room. The home presents an excellent opportunity for renovation to suit personal preferences or as a potential income-generating investment. While the interior is dated, it offers considerable creative possibilities. Key upgrades include a TPO roof and several updated windows. There is also an extra-long carport for added convenience. 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.

4833 Boca Raton Avenue, Sarasota

4819 Sea Island Avenue, Sarasota
$139,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Enjoy comfortable living in this sought-after 55+ community! This inviting home offers 2 bedrooms, 1.5 baths, and approximately 915 square feet of living space, plus a versatile bonus room—perfect as a third bedroom, home office, or cozy den. Recent updates include a new carport, screened-in porch, and gas stove, adding everyday convenience and extra appeal while helping reduce the need for near-term upgrades. 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.

4819 Sea Island Avenue, Sarasota

225 Hourglass Way Unit 106, Sarasota
$500,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Sarasota

5855 Midnight Pass Road Unit 333, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
$24,900 PRICE IMPROVEMENT!!! MOTIVATED SELLER!!! OWNER WANTS OFFERS!! Siesta Key Waterfront Living with Two-Week Rental Potential Enjoy the best of Siesta Key—peaceful Intracoastal waterfront living just a short walk from the world-renowned Siesta Key Beach. Located in the gated Harbor Towers Yacht & Racquet Club, this beautifully updated, turnkey-furnished third-floor one-bedroom, one-bath condo offers a rare combination of resort-style amenities, stunning water views, and flexible rental potential. From the impressive waterfall entry and spacious foyer to the beautifully renovated interior, this residence is designed for effortless coastal living. The open-concept living and dining area is filled with natural light and overlooks the heated pool and Intracoastal Waterway. Hurricane-rated windows, luxury vinyl plank flooring, a quartz kitchen, and an elegantly updated bathroom with gold accents create a luxury yet comfortable coastal retreat. The home is offered fully furnished and ready to enjoy as a full-time residence, seasonal getaway, or income-producing vacation property. A private washer and dryer are included, with additional laundry facilities on each floor and convenient storage directly across the hall. One of the property's standout features is its two-week minimum rental policy, providing flexibility for owners who want to enjoy the condo themselves while also having the opportunity to generate rental income. The on-site rental office can assist with property management, or owners may choose to manage rentals independently. Harbor Towers offers an exceptional waterfront lifestyle with an extensive list of amenities, including: Large marina with boat slips available through the Association, subject to availability, Gulf access, Heated swimming pool and shallow wading pool, Three tennis courts, Fitness center with showers and saunas, Clubhouse with social areas and full kitchen, Outdoor BBQ and kitchen area under a covered awning, Kayak storage. Whether you're looking for a Siesta Key vacation retreat, a low-maintenance coastal residence, or a property with vacation-rental potential, this condo offers an appealing combination of location, waterfront views, resort amenities, and turnkey convenience. And with the recent $24,900 price improvement, this is an opportunity worth seeing in person.

5855 Midnight Pass Road Unit 333, Sarasota

1770 Benjamin Franklin Drive Unit 206, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Lido Harbour Towers SubDv. ⋅ 34236 Zip Code
Virtually Staged. Experience the ultimate in coastal living at Lido Harbor Towers—your beachfront escape directly on the Gulf of Mexico. Enjoy South Lido’s powdery sands, laid-back luxury, and a tranquil atmosphere with immediate access to the shoreline. Plus, you’re just moments from the vibrant shops and restaurants of St. Armands Circle, making premier dining and shopping always within easy reach. This spacious 2-bedroom, 2-bath, 1,280-square-foot residence is offered turnkey furnished in relaxed island style. Hand-painted artisan touches infuse every space with authentic character, while tranquil surroundings set the tone for effortless beachside living, and impact-rated windows and sliding glass doors provide peace of mind—delivering durability, comfort, and style. Relax on your fully enclosed balcony, where the sunrise colors the sky over South Lido Park and Preserve, and gentle breezes complete peaceful sunsets over subtle Gulf views. Thoughtful touches enhance every corner of this residence, from ceramic tile flooring and classic plantation shutters to mirrored walls, space-saving pocket doors, and abundant closet space, including a cedar-lined option. The eat-in kitchen blends function and style, featuring crisp white raised-panel cabinetry with glass display shelving and a coordinating tiled backsplash. A custom ceiling and modern stainless-steel appliances bring a fresh update to the space, while a closet pantry adds valuable storage. Bright walls infuse a lively atmosphere, and a convenient pass-through seamlessly connects the kitchen to the main living area for easy entertaining. The great room has dedicated living and dining spaces that open effortlessly to the balcony, adding nearly 100 square feet of indoor-outdoor living for relaxed gatherings or quiet moments by the coast. The Gulf-side primary bedroom is a bright retreat, featuring an ensuite bath, dual double closets, and custom tilework inspired by the colors of a beach sunset. Designer ceiling fan, sun-kissed walls in cheerful tones, and direct balcony access through sliding glass doors complete this inviting sanctuary. Completing the interior is a comfortable secondary bedroom with a walk-in closet and a guest bath adorned in the same uplifting finishes found throughout the home. Generous closet space offers versatility to meet your needs, with the option to incorporate a private laundry for added comfort and convenience. The residence also includes deeded storage and assigned one-car garage parking. Lido Harbor Towers is nestled directly on the sands of Lido Key, just south of the Ritz Carlton Beach Club. Wake each day to the fresh scent of sea air and enjoy sun-soaked moments by the seaside pool, expansive sun deck, and direct beach access. This charming high-rise features inviting amenities, including a club room with a full kitchen for gatherings, a beautifully renovated lobby, common fourth-floor laundry, BBQ area, bike and kayak storage, guest parking, and lush tropical landscaping with paver brick pathways. Ideally situated at the coveted south end of Lido Key, you’re moments from both the Gulf of Mexico and the tranquil bay waters of Ted Sperling Park—a 100-acre haven cherished by boaters, kayakers, and fishing enthusiasts alike. Lido Beach awaits with its white sugar sands and azure tides, while the energy of downtown Sarasota is only minutes away. At Lido Harbor Towers, every day feels like a vacation getaway.

1770 Benjamin Franklin Drive Unit 206, Sarasota

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