Location: Sarasota
Do Not Show Listings
1903 24TH ST, SARASOTA, FL 34234
$279,000188 Days on yellowkey MLS ID: A4668435
2 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1964 Tax: $2,479 (2024)Community: Epsteins Add To NewtownSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,479
Elementary School: Alta Vista Elementary
High School: Riverview High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Experience Refined Sarasota Living in the heart of Sarasota—where timeless charm meets contemporary comfort. This beautifully appointed residence embodies the essence of the Old Florida lifestyle, offering an ideal blend of location and convenience. Perfectly situated just moments from Downtown Sarasota, this home provides effortless access to the city’s premier beaches, cultural landmarks, and vibrant dining scene. Property Highlights include Light-Filled Interiors, expansive living spaces designed to capture Sarasota’s signature sunshine. Elegant finishes with tasteful Florida-inspired details are throughout the home. A generous yard ideal for entertaining, gardening, or creating your private retreat under the palm trees. Enjoy the proximity to Sarasota’s most coveted destinations. Bask in coastal beauty at Lido Key beach or the powder-white sandy beach of world-renowned Siesta Key—each less than 20 minutes away. Immerse yourself in Sarasota’s cultural scene with The Ringling Museum, Van Wezel Performing Arts Hall, and a collection of premier galleries just minutes from your door. Explore Main Street’s boutique shopping, fine dining, and vibrant nightlife in one of Florida’s most desirable urban enclaves. Paddle through the mangroves at South Lido Nature Park, hike Myakka River State Park’s scenic trails, or unwind at picturesque Bayfront Park. Whether you seek a sophisticated full-time residence, a SMART investment opportunity, or an elegant seasonal escape, 1903 24th St delivers exceptional value and endless potential in one of Florida’s most prestigious coastal cities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: David Halligan (941-815-6690)
3534 RICHWOOD #44, SARASOTA, FL 34235
$265,000206 Days on yellowkey MLS ID: A4666973
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1588 Built: 1979Monthly Fee: $651 Tax: $3,830 (2024)Community: The MeadowsCondo
Taxes:$3,830
Elementary School: None
High School: None
Middle School: None
Remarks: Wake up to the gentle sound of birdsong as you open your floor to ceiling windows with a cup of coffee in hand, as the sun rises over the golf course (16th fairway). From this peaceful vantage point, the day feels slower, calmer—like you finally found the Florida lifestyle you’ve been searching for. Here, every glance outside is a reminder that life is meant to be enjoyed. Tucked away on a quiet cul-de-sac in The Meadows of Sarasota, this rare 3-bedroom, 1,588 sq. ft. condo combines space, style, and convenience with the kind of views that never get old. Inside, an open floor plan welcomes you with natural light and seamless flow, while the upgraded kitchen features stainless steel appliances, granite countertops, and plenty of workspace. The spacious owner’s suite includes a walk-in closet and a brand-new, fully renovated bathroom, plus an interior laundry room with a full-size washer and dryer for everyday ease. Additional features include: Assigned covered carport & private storage room, NEW AC (2023), No flood zone, NO CDD FEE, and no milestone inspection required, HOA covering exterior maintenance, grounds upkeep, water, pest control, and on-site management. Step outside your front door and enjoy the community pool within your complex, or take advantage of everything The Meadows has to offer: miles of nature trails, multiple parks, tennis and pickleball courts, a clubhouse, and The Village shopping center just steps away with restaurants, cafés, and salons. All of this just minutes from downtown Sarasota, UTC Mall, Lakewood Ranch Waterside, and world-famous Gulf Coast beaches. This is more than a condo—it’s the perfect blend of low-maintenance living, modern updates, and resort-style amenities in one of Sarasota’s most beloved communities. A tremendous value at ONLY $651 per month condo dues, plus $1295 annual HOA. One or more photos have been virtually staged.
Listing is courtesy of: ZACHOS REALTY & DESIGN GROUP (941-500-5457)
Listing Agent: David Zachos (941-780-1909)
6012 W PEPPERTREE WAY #227B, SARASOTA, FL 34242
$699,00050 Days on yellowkey MLS ID: A4685241
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 1974Monthly Fee: $1,189 Tax: $6,132 (2025)Community: Peppertree Bay IvCondo
Taxes:$6,132
Tax Year: 2025
Remarks: Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer. Ideally located just a short walk from the pool, fitness center and the beach, this home is part of Peppertree Bay, a desirable beach-to-bay community. Residents enjoy an impressive array of amenities, including a private beach, two heated pools, two clubhouses perfect for gatherings, BBQ areas, tennis and pickleball courts, a fitness center, sauna, and a fishing pier. On-site management adds to the ease of ownership, making this an ideal full-time residence, vacation home, or investment property.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Cheryl Santelli (941-924-8305)
505 S ORANGE AVE #901, SARASOTA, FL 34236
$1,595,00029 Days on yellowkey MLS ID: A4683398
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3003 Built: 2007 Tax: $22,215 (2025)Community: KanayaCondo
Taxes:$22,215
Remarks: This spacious condominium is a hidden gem in a quiet part of Sarasota, offering breathtaking views of Sarasota Bay out to the Gulf of Mexico and overlooking the Burns Court area. It's just a short walk from Selby Gardens, the Farmers Market, shops, and cafes. The residence features an elevator that opens into your private foyer with double French doors leading into the unit. This expansive three bedrooms, three and one-half baths layout lives like a single family home. Entering the unit through the private elevator, which opens to your own foyer, you'll find a kitchen that is a chef’s dream. It features a Sub-Zero refrigerator, KitchenAid induction cooktop, double wall oven, a large walk-in butler’s pantry, an island, granite countertops, and a desk area built-in. The Impressive Great Room with a wall of windows including a Sliding Glass Door with Access to the Balcony expanding the length of the room Offering Amazing Views! The Expansive Owner’s Suite is Truly Spectacular with Large Windows Highlighting Views of the Waterfront, Along with Bringing in an Abundance of Natural Light! The Suite also features Tray Ceilings, Plantation Shutter Window Shades, a French Door To the Balcony, and a Large Custom Designed Walk In Closet. The Stunning En Suite Bathroom Dual Vanities, Water Closet, and Linen Closet. Conveniently Located Adjacent to the Owner’s Suite is a Den/Office. On the opposite end of the unit are two additional guest suites, each offering private bathrooms, walk-in closets, and access to a balcony. A Well Equipped Laundry Room, a Half Bath, and Loads of Storage which include an Air Conditioned Closet, Garage Level Storage and Bike Storage, as well as 2 Parking Spaces, all Blend Together Creating this One of A Kind Condo! The living space includes three bedrooms, three and a half baths, an office, and a laundry room. The large kitchen and walk-in pantry open to a great room, which encompasses a living and dining area complete with a built-in entertainment center and a wine bar. Additionally, there is a front glass wall of sliding impact windows and doors. The unit offers two balconies: the front provides sweeping views of the city and the Sarasota Bay bridge, while the back overlooks Laurel Park. For storage, there is a walk-in unit outside the residence in addition to large storage spaces connected to every room inside. The building is constructed of solid concrete and includes a lap pool, exercise room, kitchen, and meeting room. The fully finished and furnished roof is perfect for hosting parties or watching the sunset. For peace of mind, there are two generators to maintain power during inclement weather, and every residence includes two indoor parking spaces. Kanaya's amenities include the rooftop with 2 outdoor kitchens and a sitting area, allowing you to overlook the city or look out to the Gulf of Mexico. Enjoy the 59 foot lap pool, work out in the gym, lounge on the 4,000-square-foot deck by the pool, fire pit and barbecue, or entertain guests all on the 3rd floor common area. Kanaya is a hidden gem and consider this unit for one of the best prices with this fantastic view in all of Sarasota. Walk to the Marina, Selby Gardens, the Opera House, the movies and your favorite restaurants. The best view of fireworks and the Boat Parade from the Kanaya roof.
Listing is courtesy of: TAMARA M BERRYMAN LLC (941-954-0900)
Listing Agent: Tammy Berryman (941-954-0900)
1268 11TH ST #2403, SARASOTA, FL 34236
$410,00076 Days on yellowkey MLS ID: A4681291
REDUCED by $15,000 (3.5%) on 03/31/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 867 Built: 2007 Tax: $2,629 (2026)Community: Broadway PromenadeCondo
Taxes:$2,629
Elementary School: Gocio Elementary
Tax Year: 2026
Middle School: Booker Middle
Remarks: Welcome home to this top-floor end-unit residence offering a private, treehouse-style setting in a desirable low-rise condominium in the heart of downtown Sarasota. This stylish mid-century modern home features a partial bay view, abundant natural light, and a completely remodeled kitchen and utility room. Thoughtfully updated with a new HVAC system, water heater, stainless steel appliances, ceiling fans and custom window treatments, the property is move-in ready and includes tasteful, turnkey furnishings. Ideally just near Pioneer Park with open green space, recreational paths and tennis courts, and within a short distance to Bay Park, downtown dining, shopping, arts and the waterfront. An exceptional opportunity for full-time living, a seasonal retreat or investment ownership.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Brandi Fano (941-718-1723)
5651 GARDENS DR #5651, SARASOTA, FL 34243
$243,00070 Days on yellowkey MLS ID: A4681138
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1985Monthly Fee: $448 Tax: $3,430 (2024)Community: Gardens At Palm-Aire Country Club IiCondo
Taxes:$3,430
Remarks: Don’t miss this value-priced opportunity in The Gardens at Palm Aire Country Club. Move-in ready 2 Bedroom 2 Bath Condo with 1,080 sq ft featuring new flooring, popcorn ceilings removed, remodeled kitchen with new cabinets and appliances, and updated bathrooms. Private balcony overlooks the tennis courts for a peaceful, scenic setting. Enjoy resort-style amenities including pools, clubhouse, tennis, pickle ball, walking paths, and mature landscaping. Prime Sarasota location near The Mall at University Town Center, Sarasota-Bradenton International Airport, and minutes to Downtown Sarasota. Ideal primary residence, seasonal escape, or investment property.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Giselle Lyman, Pa (941-202-5444)
4299 OAKHURST CIR E #3052, SARASOTA, FL 34233
$165,000138 Days on yellowkey MLS ID: A4674419
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1981 Tax: $1,534 (2025)Community: Oakhurst Ph ICondo
Taxes:$1,534
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Find maintenance free living in this right sized paired villa in the well-situated, over 55 community of Oakhurst. Two bedrooms and two baths with a generous living area make a great floor plan. A formal dining area, along with a breakfast nook and finished lanai means there is plenty of room to enjoy this space. A full two car garage is another plus. The HVAC system was replaced a couple of years ago. The roof, exterior landscape and building maintenance are included as is Cable TV. A convenient location near the back gate means easy access in and out of the community. The home is around the corner from the community’s clubhouse and pool area. Oakhurst is an over 55 community in the heart of Sarasota. Doctor’s Hospital and Detwilers are just down the street. Siesta Key is a short drive away and the cultural district in Downtown Sarasota is nearby. A little TLC makes this the perfect Florida home. Seller requests offers only from buyers that have toured the property.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
4801 SARASOTA AVE, SARASOTA, FL 34234
$560,000394 Days on yellowkey MLS ID: A4646529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1959 Tax: $6,465 (2023)Community: Sapphire HeightsSingle Family
Taxes:$6,465
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2023
Remarks: AS SEEN IN THE WEEK MAGAZINE! Live the best that the Florida lifestyle has to offer with this remodeled mid-century modern pool home located in the desirable Indian Beach Sapphire Shores neighborhood. This midcentury gem has been completely updated including the kitchen and baths, roof, plumbing, electric, and the pool. The 2-ply polyglass roof was replaced in 2020, the AC system in 2021, and the minisplit AC system in 2020. All of the original cast iron plumbing has been replaced with PVC pipes and fittings. The copper water pipes have been replaced with modern PEX pipes and fittings. The electrical panel was updated in 2021 and the heated pool has been rebuilt. All you need to do is move-in and begin enjoying the sunshine in your fully fenced backyard. Adding to the backyard oasis vibes is an oversized screened patio which has enough space to create an outdoor living room and dining area. Inside the home is clean and bright with renovated kitchen and bathrooms and clever built-in storage solutions. The kitchen features a wall length built-in pantry as well as stainless appliances and ample cabinet storage. The large and flexible living space features two walls of windows and a beautiful living room built-in with storage space, display space, and integrated seating.The primary suite features an en-suite renovated bathroom as well as a private entrance to the backyard. While located outside the flood plain you still have easy access to multiple neighborhood parks along Sarasota Bay; they are a fantastic place to watch the sunset, fish, or launch your paddleboards and kayaks into Sarasota Bay. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Driving, walking, or biking along the neighborhood's shaded streets and sidewalks you'll be treated to a tour of Sarasota architecture from the 1920s through today. Within the neighborhood you will also find cultural amenities including the Ringling Museum which features frequent community event programming and the Asolo Theatre which houses Asolo Rep as well as the Sarasota Ballet. Both Downtown Sarasota and Sarasota Bradenton Airport are a 5 minute drive from the home. Shopping and dining on St Armands Circle and the crystal quartz sand of Lido Beach is just a 10 minute drive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,00056 Days on yellowkey MLS ID: A4683877
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: Salt Water Canal Front - West of the Trail - Walk or Bike to Siesta Key Beach... Experience the best of coastal living in this sun-filled, spacious 2-bedroom, 2-bath residence nestled within the highly sought-after, gated boating community of Schooner Bay—just minutes from Siesta Key. Gentle coastal breezes flow through the home, while the expansive screened lanai offers an inviting setting for morning coffee or evening cocktails at sunset. This exceptional waterfront property includes a rare deeded boat slip.. with water and electric, providing direct access to the bay with no bridges—an ideal arrangement for boating enthusiasts. A private 1-car garage adds convenience and security. Inside, the thoughtfully designed split floor plan offers generous living spaces, in-unit laundry, and outstanding flexibility for comfortable everyday living or seasonal use. The primary suite features a spacious en-suite bath and private access to the lanai, creating a serene retreat. Notably, the residence remained unaffected by the 2024 storms, with no water intrusion or damage, offering additional peace of mind. Residents of Schooner Bay enjoy access to a heated community pool and clubhouse, all in a prime location near world-renowned beaches, shopping, dining, healthcare, and downtown Sarasota. The HOA provides a truly maintenance-free lifestyle, covering roof, sidewalks, gutters, flood insurance, and landscaping. An exceptional opportunity to personalize and enhance a waterfront property in a premier location—this is coastal living at its finest.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
5647 SHEFFIELD GREENE CIR #29, SARASOTA, FL 34235
$299,99978 Days on yellowkey MLS ID: A4681514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1992 Tax: $2,053 (2025)Community: The MeadowsCondo
Taxes:$2,053
High School: Booker High
Remarks: First Floor Unit! Get ready for the ultimate Sarasota Lifestyle without the hassle. Enjoy peace and tranquility central to beaches, Nathan Benderson park, downtown, golf, shopping, restaurants, entertainment and more. This immaculate (first floor) well appointed 2 bedroom 2 Bath condominium is updated and ready for you complete with a new roof. This Abode offers an open spacious floor plan with dual open air patios, views and close proximity to the community pool. A work-in kitchen with a view lends itself to a dinning and living area perfect for you and your guest. You will love the spacious master bedroom with a walk-in closet and a convenient ensuite. A large guest room makes a great space for visitors or an office. Upgrades include a new community maintained roof, garage, tile, carpet, barn door, flooring, vanities, paint, kitchen and more. Plenty of storage with interior linen closets, laundry and a garage. Sheffield Greene is an active community with all the amenities on could desire. Enjoy included cable television golf, pickleball, swimming, tennis, community center, dinning, trails a state of the art exercise facility and more. Call today for a private showing.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Zachary Kaplan (941-321-6796)
2343 EUGENE ST, SARASOTA, FL 34231
$449,90041 Days on yellowkey MLS ID: A4686269
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 1984 Tax: $3,729 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,729
Remarks: Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3878 ROYAL HAMMOCK BLVD, SARASOTA, FL 34240
$849,90090 Days on yellowkey MLS ID: D6145789
REDUCED by $30,000 (3.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2497 Built: 2003Monthly Fee: $138 Tax: $7,519 (2025)Community: HammocksSingle Family
Taxes:$7,519
Remarks: What a gorgeous home featuring.. 4 bedrooms/3 bathrooms/3 car garage and pool with spa located in The Hammocks (A Gated Community). As you walk though this double entry door a freshly painted home awaits you and you are greeted with views of the Living Room/Dining Room overlooking the newly rennovated pool area with Storm shade for extra protection. If you love to cook then this kitchen is for you! This kitchen was totally rennovated with all new appliances, center island, beautiful wood cabinets, gorgeous quartz counter tops, new fixtures, large pantry and Luxury vinyl tile. The kitchen has a nice eating area with large window overlooking the pool area and open to the Family room that has sliders out to the pool area. On one side of the home, you will find 3 nice size guest bedrooms with 2 guest bathrooms one of which leads out to pool & lanai area and one that has been totally rennovated. On the opposite side of the home you will find the luxurious primary suite that features sliders out to pool & lanai area with an absolutely stunning En Suite that was completely redone with dual sinks, large soaking tub and beautiful walk in shower. The outside of this home is just as lovely as it features a large corner lot with luscious landscaping and Fresh paint. Also adding to this beautiful home is a newly installed rainsoft water treatment for the whole house. The location of this home is perfect as it is only 10 miles to the gulf if you're seeking a beach day! This home truly is one of a kind that has been loved and meticulously maintained. You won't be disappointed. Please see 3D tour and the list of total updates that is attached to this listing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-429-3506)
Listing Agent: Debbie Jones (941-228-2849)
2022 29TH ST, SARASOTA, FL 34234
$250,000116 Days on yellowkey MLS ID: A4676565
0 Days Off yellowkey (back on 2/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 2000 Tax: $1,403 (2025)Community: Newtown TerraceSingle Family
Taxes:$1,403
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. INVESTOR ALERT!!! Major Price Adjustment!!! 3BR/2BA single-family home built in 2000 on a .28-acre lot, located near downtown Sarasota with convenient access to major roadways. Well-suited for fix-and-flip or long-term buy-and-hold strategies. Detached structure/ADU on site is a tear-down, with utilities already in place.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jacob Wessels (941-999-1179)
1064 N TAMIAMI TRL #1406, SARASOTA, FL 34236
$419,90027 Days on yellowkey MLS ID: A4687760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 2007 Tax: $4,835 (2025)Community: Broadway PromenadeCondo
Taxes:$4,835
Remarks: One or more photo(s) has been virtually staged. Morning light filters in as you step outside and feel the breeze coming off the bay. Just across the street, the glistening waterfront and the 10th Street Boat Ramp invite you for a refreshing walk with coffee in hand, while the iconic Van Wezel Performing Arts Hall stands ready for evenings filled with culture and entertainment. Welcome to Unit 1406 at 1064 N Tamiami Trail—where everyday living feels effortlessly connected to the best of Sarasota. This 2-bedroom, 2-bath residence offers a smart split floor plan designed for both comfort and privacy, whether you're hosting guests or enjoying a quiet night in. Life here is designed to be easy. Start your day with a workout in the fitness center, unwind in the sauna, or spend afternoons by the heated pool and spa. Evenings can be as social or relaxed as you choose, with outdoor dining areas perfect for gathering and a billiards room and library for quieter moments. A 24-hour concierge ensures everything runs seamlessly, while guest suites make hosting effortless.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
2121 WOOD ST #201, SARASOTA, FL 34237
$229,00029 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$275,00039 Days on yellowkey MLS ID: A4686344
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: Positioned in one of the most desirable and private locations within Casa Del Sol, this end-unit villa stands out immediately with rare preserve views, added privacy, and a layout that offers both functionality and flexibility. Unlike many homes in the community that look onto the rear of neighboring properties, this residence enjoys a peaceful, natural backdrop overlooking the preserve—creating a far more serene and desirable setting. Inside, the home offers a bright and open floor plan with multiple living spaces, including an additional sitting room featuring wood flooring and a skylight that fills the space with natural light. From here, step directly out to your patio and take in the preserve views, seamlessly blending indoor and outdoor living. The layout includes an open living and dining area, kitchen with breakfast bar, and a primary suite conveniently located on the main level, complete with a walk-in closet and en-suite bath. This particular unit also benefits from additional green space compared to many neighboring properties, further enhancing both privacy and outdoor enjoyment. The property features a true 2-car garage—an upgrade not commonly found in all units within the community—along with an oversized private courtyard that is both functional and inviting, with no A/C equipment taking up valuable outdoor space. This area creates the perfect setting for outdoor living, entertaining, or simply enjoying the Florida lifestyle. Situated at the opposite end of the main road, the home benefits from minimal traffic and a noticeably quieter environment. As an end unit with only one shared wall, it provides additional privacy along with extra natural light and an overall more open feel compared to interior units. From a long-term ownership perspective, the value here is clear. At a time when many communities are increasing fees, Casa Del Sol has actually lowered HOA dues for certain sections in 2026, including this one—an uncommon advantage that speaks to strong community management. The A/C system is still under the balance of a 10-year warranty, and the roofs were proactively replaced by the HOA approximately 10 years ago, offering added peace of mind. The community itself offers a well-rounded lifestyle with amenities including a clubhouse, fitness center, pool, and tennis courts, all within a well-maintained setting with a consistent aesthetic. Location matters, and this home delivers with convenient access to some of Sarasota’s most sought-after amenities. Colonial Oaks Park is just minutes away for outdoor recreation, while Sarasota Christian School is nearby for quality education. Ideally situated off Cattlemen Road between US-41 and I-75, you are just minutes to downtown Sarasota and in close proximity to the #1 beach in the United States, Siesta Key, along with local favorites including Lido Beach, Legacy Trail, Payne Park, Sarasota High School, and the Sarasota Art Museum. Enjoy easy access to Sarasota’s renowned cultural venues, sun-drenched beaches, and everyday conveniences like Big Olaf Ice Cream, Yoder’s Fresh Market, the YMCA, and Locklear Park—all just a short drive away. This is a rare opportunity to secure a private, well-positioned end unit with preserve views, additional outdoor space, and key upgrades in one of the most sought-after sections of Casa Del Sol.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
611 TREMONT ST, SARASOTA, FL 34242
$3,399,000101 Days on yellowkey MLS ID: A4678455
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4194 Built: 2005 Tax: $21,457 (2025)Community: Siestas BaysideSingle Family
Taxes:$21,457
Elementary School: Phillippi Shores Elementary
Remarks: A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage with a lift and a short, easy boat ride to the Intracoastal Waterway, all just minutes from Siesta Village and the world-renowned white sands of Siesta Beach. Homes of this caliber and setting are seldom available and must be experienced in person to be fully appreciated. Offering 4,194 square feet under air, the thoughtfully designed floor plan is both impressive and highly livable, ideal for full time residents and seasonal owners alike. Soaring ceilings, abundant natural light, and quality craftsmanship define the interior. The main floor primary suite is complemented by additional bedrooms on the main level, providing the ease of one level living, while the second floor offers a spacious guest suite and bonus room with peaceful views of the pool and canal. Exceptional indoor-outdoor living is at the heart of the home. Multiple pocketing sliding glass doors open wide to an expansive covered and fully screened lanai, creating a seamless connection between interior and exterior spaces. The outdoor living area is generous in scale and designed for entertaining, featuring a heated pool and spa, summer kitchen, gas fireplace, and multiple areas for dining and relaxation. The large screened layout allows you to comfortably enjoy outdoor living year round, regardless of the weather. Lush tropical landscaping enhances privacy and creates a tranquil island setting, while boating enthusiasts will appreciate the private lift and convenient access to open water. Impact-rated windows and doors, a generator, and a three-car garage provide peace of mind and everyday practicality. 611 Tremont Street combines location, boating, and lifestyle in a way few homes can. If you have been waiting for an exceptional Siesta Key property in one of the island’s most desirable neighborhoods, this is one you should see in person before it sells.
Listing Agent: Mike Warm, Llc (941-525-2740)
2244 PALM TER, SARASOTA, FL 34231
$595,00045 Days on yellowkey MLS ID: A4684326
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1680 Built: 1961 Tax: $5,135 (2025)Community: RidgewoodSingle Family
Taxes:$5,135
Remarks: Under contract-accepting backup offers. DOUBLE LOT. SEE ATTACHED LETTER FROM COUNTY STATING 2 HOMES CAN BE BUILT ON PROPERTY. HOME IS RENTED UNTIL JUNE OF 2026. Will consider sale if interested but lease will need to be honored. View Matterport Virtual Tour LINK 2 . Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage for the warmth and comfort found within. This 3-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020, ensuring every detail contributes to a welcoming atmosphere. Everything from the new roof, windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. The heart of the home, the kitchen, is a chef's delight with high-end appliances, granite countertops, glass tile backsplash, soft-closing cabinetry and remote controlled custom lighting. The primary bedroom offers a retreat of tranquility with a walk-in closet and a spa-like bathroom featuring an oversized tub, shower, and double sinks. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. An open concept layout allows for seamless transitions between spaces while French door in the family room draws your eyes outside and connects you with nature. As you step into the backyard, you're greeted by a true Floridian retreat. An in ground heated pool, jacuzzi, and ample space for play and relaxation create an ideal outdoor haven. The smart irrigation system, butterfly, herb garden, and fruit trees contribute to the vibrant landscape.. Both front and back yards feature automated lights, creating a magical ambiance as they illuminate at dusk. Convenience is key with this home's proximity to downtown Sarasota and 10 minutes to #1 Siesta Key beach. Great dining near-by including; Geckos, Tripletail, Walt's Fish Market, Brine, Ruth's Chris and much more. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. All Measurements approximate. Buyer should review all room sizes. PROPERTY CURRENTLY LEASED UNTIL 6/1/2026 AT $3,800/MO. + UTILITIES, OCCUPANCY NEGOTIABLE.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
5855 MIDNIGHT PASS RD #327, SARASOTA, FL 34242
$659,000107 Days on yellowkey MLS ID: A4677414
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1165 Built: 1976Monthly Fee: $735 Tax: $4,570 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,570
Remarks: Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
5110 ADMIRAL PL, SARASOTA, FL 34231
$559,90039 Days on yellowkey MLS ID: A4686260
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1816 Built: 1971 Tax: $3,544 (2025)Community: Phillippi ShoresSingle Family
Taxes:$3,544
Remarks: Under contract-accepting backup offers. Waterfront living on Phillippi Creek with direct access to Sarasota Bay and the Gulf. This lovely 2-story home offers 3 bedrooms, 3 bathrooms, and 1,816 square feet of living space in a prime Sarasota location with no HOA. The kitchen was renovated in 2017 and features quartz countertops, a pantry, and a sleek touchless faucet, while new tile flooring enhances the lower level. Upstairs, both bedrooms include walk-in closets, and the living area opens to an expansive wraparound deck—an ideal space to unwind, enjoy the coastal breeze, and take in the peaceful water views. Whether you're starting your morning with coffee or winding down at sunset, the setting is truly special. Major updates include impact windows installed in 2022, a new HVAC system and water heater in 2026, and a 15-year roof sealant added in 2025. Foam insulation in the lower level adds comfort and efficiency, and a new utility sink was added to the laundry room in 2026 for everyday convenience. Step outside and enjoy a front-row seat to nature, where manatees are often seen, creating a serene and memorable backdrop. The Phillippi Creek fixed bridge is located less than 0.75 miles from the home—Enjoy kayaking or from your backyard with access to Sarasota Bay and the Intracoastal Waterway—ideal for flat boats and smaller vessels. . Perfectly positioned, this home is just minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, and the world-famous Siesta Key Beach. Located within an A+ rated school district, this property offers not only an exceptional lifestyle, but lasting value. 3D tour of the home by clicking on the virtual tour link #2.
Listing Agent: Tessa Robbins, Pa (941-374-1345)
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