Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,0008 Days on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,311
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
3117 JAMAICA ST, SARASOTA, FL 34231
$399,90064 Days on yellowkey MLS ID: A4681988
REDUCED by $25,000 (5.9%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1980 Tax: $1,935 (2025)Community: The WlySpa: NoSingle Family
Taxes:$1,935
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level. Most furnishings have been removed. Home is now vacant and easy to show.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
7755 HOLIDAY DR N, SARASOTA, FL 34231
$2,290,0008 Days on yellowkey MLS ID: A4687403
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2007 Tax: $20,083 (2025)Community: Holiday HarborSingle Family
Taxes:$20,083
Elementary School: Gulf Gate Elementary
Remarks: Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
2347 BENEVA TER #2251, SARASOTA, FL 34232
$229,90070 Days on yellowkey MLS ID: A4680520
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1978Monthly Fee: $559 Tax: $2,941 (2025)Community: Terraces Of Forest LakesCondo
Taxes:$2,941
Remarks: PRICE IMPROVEMENT Seller Pays First 6 months of HOA Fee.....Move right into this UPDATED 2 BEDROOM, 2 BATH CONDO . . . FIRST FLOOR END UNIT . . . . . COVERED ASSIGNED PARKING RIGHT AT THE FRONT DOOR . . . OPEN AND BRIGHT . . . INDOOR OUTDOOR PATIO SPACE . . .SPLIT FLOOR PLAN . . . Introducing a beautifully updated 2-bedroom, 2-bath condo centrally located in Terraces of Forest Lakes off Beneva. The tasteful updates combine modern elegance with comfort and function. The newly updated contemporary kitchen with solid wood cabinets, quartz countertops, ceramic tile flooring and stainless steel appliances makes it a perfect space for cooking and entertaining. Both bathrooms have also been thoughtfully updated, enhancing the overall appeal of the home. The unit has been freshly painted, giving it a bright and inviting atmosphere throughout. Enjoy the convenience of a full-size washer and dryer right inside the home, eliminating the hassle of laundry days. Say goodbye to dated popcorn ceilings, as this condo proudly showcases updated ceilings, stylish new ceiling fans and recessed lighting, adding a fresh and airy ambiance to the living space. The enclosed lanai offers a serene spot to unwind, providing a perfect blend of indoor and outdoor living. For your convenience, covered carport parking is steps from your front door, keeping your vehicle protected from the Florida sun and ensuring easy access to your home. Located just a short distance from downtown Sarasota, the beautiful beaches of Lido and Siesta Key, and the scenic Legacy Trail, this condo is ideally situated for those who appreciate both leisure and convenience. Don’t miss the opportunity to make this exquisite condo your own! All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
1905 S JEFFERSON AVE, SARASOTA, FL 34239
$449,000181 Days on yellowkey MLS ID: A4668617
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 944 Built: 1956 Tax: $3,978 (2024)Community: Alfred ParkSingle Family
Taxes:$3,978
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Location Location Location... Buildable lot corner Lot. Located in highly Desirable Arlington Park area. Great area for building a new home. Currently on the property is a 2 bedroom 1 bath home which is currently rented for $1800 month to month tenant.Great Investment Property...
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Gary Hoskins (941-809-7709)
2107 PINE TER, SARASOTA, FL 34231
$770,0007 Days on yellowkey MLS ID: S5147369
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2016 Built: 1959 Tax: $5,021 (2025)Community: Harbor OaksSingle Family
Taxes:$5,021
Remarks: Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!
Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)
Listing Agent: Laura Ortenzio (321-512-2886)
2134 HIVELY ST, SARASOTA, FL 34231
$274,9007 Days on yellowkey MLS ID: A4689194
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1953 Tax: $776 (2025)Community: Pinehurst Park Rep Of Blk ISpa: NoSingle Family
Taxes:$776
Remarks: Charming Sarasota home offering both comfortable living and excellent investment potential just minutes from Siesta Key. This three-bedroom, one-bath residence features 780 square feet of efficiently designed space, making it an ideal option for a primary home, seasonal retreat, or income-producing property. Major updates have already been completed, including a new metal roof, new A/C system, and new water heater—providing peace of mind and reducing future maintenance costs. The home also features durable concrete board siding and low-maintenance composite decking on the front, side, and rear porches, perfect for enjoying outdoor living without the upkeep. Inside, the kitchen has been previously updated and remains in good condition, offering a functional space that can be enjoyed as-is or enhanced over time to add value. The property’s inviting backyard includes a dedicated fire pit area and a spacious back porch, creating a relaxing setting for entertaining or unwinding. These outdoor features, combined with the home’s manageable size, make it especially appealing for both owners and tenants. Ideally located less than three miles from Siesta Key and close to a variety of shopping and dining options, this home benefits from strong demand in a highly desirable area. Whether you're looking for an affordable place to call home, a seasonal getaway, or a property with solid rental potential, this Sarasota gem offers flexibility, location, and long-term value.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jesse Rutherford (941-685-7141)
1855 SHERWOOD ST, SARASOTA, FL 34231
$825,00029 Days on yellowkey MLS ID: A4685955
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2380 Built: 1953 Tax: $6,646 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$6,646
Remarks: Mid-Century Soul + Coastal Sophistication + West of the Trail. Welcome to a masterfully curated Mid-Century Modern retreat located just north of the Stickney Point Bridge in one of Sarasota's coveted zip codes. Situated on a lush 0.31-acre corner lot, this property offers a rare sense of tranquility and total privacy with no HOA or deed restrictions—all just minutes from the world-renowned quartz sands of Siesta Key or Sarasota’s vibrant Downtown. The Aesthetic: Architectural Artistry. This isn’t just a home; it’s a design statement. Every inch celebrates the iconic MCM silhouette, from the striking floor-to-ceiling stone fireplace to the authentic exposed beams and dramatic vaulted ceilings. The timeless architecture is elevated by contemporary finishes, including large-format porcelain tile, Hunter Douglas window treatments, and custom stained-glass transoms that bathe the space in natural light. The Vibe: Indoor-Outdoor Synergy. Live the Sarasota dream in a space designed for the ultimate entertainer. The family room features pocketing glass sliders that reveal your private outdoor oasis, seamlessly dissolving the line between indoors and out. Host “golden hour” gatherings on the 20’ x 14’ composite deck, dine alfresco beneath the Cypress-wood lanai, or unwind in the heated saltwater pool—all enveloped by lush, professionally designed tropical landscaping and a fully fenced yard. Inside the lanai, a tranquil pond with a pump and cascading waterfall creates the perfect setting for meditation. The private, gated west-side yard—just off the primary bedroom deck—offers an additional secluded retreat, while thoughtfully designed landscape lighting sets the stage for stunning evening vistas. Retreat & Versatility: The Primary suite is a true sanctuary, boasting a sun-drenched reading nook, a spacious walk-in closet, and private deck access perfect for your morning coffee. On the opposite wing, a secondary primary-style suite offers ultimate flexibility for high-end guest hosting or a sophisticated home office. Another spacious guest bedroom completes the floorplan. With three full baths and a thoughtful "split" floor plan, the layout is as functional as it is beautiful. Modern “Peace of Mind Checklist” features include: new roof (2024), new ductwork (2024), fresh exterior paint (2024), 3 new water heaters (2024/2023), impact rated windows & doors (2023/2020), high-efficiency A/C (2020), Honeywell Home WiFi thermostat, and updated ADT monitored security system. Parking Pro: Two separate driveways plus a one-car garage for all your toys.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
4672 PINE HARRIER DR, SARASOTA, FL 34231
$1,059,000100 Days on yellowkey MLS ID: A4676715
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2558 Built: 1985Monthly Fee: $29 Tax: $6,278 (2025)Community: The LandingsSingle Family
Taxes:$6,278
Remarks: Nestled within the sought-after, gated Landings neighborhood, this two-story residence offers an exceptional opportunity. Featuring three bedrooms and two-and-a-half baths, the home is thoughtfully designed to blend comfort, functionality, and effortless everyday living. A combined living and dining area creates an inviting atmosphere for entertaining, while the updated kitchen flows seamlessly into the family room, creating the ideal space for gathering with friends and family. The spacious primary suite is conveniently located on the first floor, providing a private retreat. Upstairs you will find two bedrooms, a shared bathroom, and a versatile den perfect for an office or additional living space. Outdoors, a screened lanai and papered pool area invite year-round Florida living, overlooking a fully fenced backyard. A paver driveway leads to a three-car garage, offering ample storage. Completing the appeal is the home?s unbeatable location, with walking trails and lush landscaping throughout the neighborhood, a fabulous shopping center just a short walk away, and minutes from the world-famous Siesta Key Beach. Seller has selected and paid for a new flat tile roof to be installed by Zoller Roofing. Roof tile is Bel Air/ Terracambra Range #4664.
Listing Agent: Kelly Quigley (941-356-9954)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$259,90051 Days on yellowkey MLS ID: A4683312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing Agent: Jo James, Llc (941-928-3175)
2852 CAPTIVA DR, SARASOTA, FL 34231
$559,000246 Days on yellowkey MLS ID: A4661671
REDUCED by $16,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2033 Built: 1975Monthly Fee: $4 Tax: $5,128 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$5,128
Remarks: NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.
Listing Agent: Lenore Treiman (941-356-9642)
6010 NUTMEG AVE, SARASOTA, FL 34231
$330,000147 Days on yellowkey MLS ID: A4672372
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1967 Tax: $3,319 (2024)Community: Golden Acres 2Nd AddSpa: NoSingle Family
Taxes:$3,319
Remarks: OPPORTUNITY IS KNOCKING! NO STORM DAMAGE and ONLY 2 MILES TO SIESTA KEY! Used as a rental for the last 20 years, this property is READY FOR A FRESH START. This is a TRUE THREE-BEDROOM, TWO-BATH home—no funky garage or patio conversions, which means no insane markup on a sketchy weekend warrior remodel. Here, you can update to YOUR OWN LIKING and at your own pace. INVESTORS, TAKE NOTE: This home has FANTASTIC BONES thanks to ALL BLOCK CONSTRUCTION (aside from the second carport)—from back when homes were built to last. And with a NEWER ROOF and HOT WATER TANK, that’s two less expenses you have to worry about. Inside, you’ll find ROOMS LARGER THAN YOU’D THINK, including an EAT-IN KITCHEN and a BONUS ROOM (NOT an enclosed lanai) that could be a formal dining room, playroom, office, or combine it with the primary bedroom to create a glorious owner's retreat. The laundry room under the carport is at house level, not ground level, and adjacent to the primary bath, which could allow for an owner's bathroom expansion. Reopen the few windows that were previously enclosed and revive the vibe—Florida sunshine transforms everything. A-RATED SCHOOLS across the board—elementary, middle, and high! Perfect for families. And yes, you can BRING ALL YOUR TOYS because this property is NOT DEED RESTRICTED and has plenty of space for your boat, RV, or whatever else you’ve got. LOCATION-WISE, IT CAN’T BE BEAT: You’re in the HEART OF SARASOTA, with every shopping and dining convenience imaginable nearby. The Legacy Trail is just down the road—12+ paved and pretty miles of walking, biking, rollerblading, etc. And the glorious beaches of Siesta Key are less than 10 minutes away. If you’re looking for a GREAT DEAL on a GREAT HOUSE, this is it. HURRY OVER BEFORE IT’S GONE. This MOTIVATED SELLER IS READY TO CLOSE!
Listing is courtesy of: REAL ESTATE MATCH USA (941-224-2344)
Listing Agent: Cheryl Edwards (941-224-2344)
2240 STICKNEY POINT RD #238, SARASOTA, FL 34231
$180,000176 Days on yellowkey MLS ID: A4669110
REDUCED by $4,900 (2.7%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 951 Built: 1973Monthly Fee: $529 Tax: $2,061 (2024)Community: Tregate ManorCondo
Taxes:$2,061
Remarks: HOA FEES REDUCED TO $529 . . . EVERY BIG-TICKET ITEM IS NEW . . . 2025 NEW SCREENED LANAI . . . 2024 COMPLETE REMODELED KITCHEN . . . 2022 AC, HOT WATER HEATER, IMPACT WINDOWS . . . NEW COVERED CARPORT . . . REMAINING FURNITURE INCLUDED IF WANTED (not the same as the MLS photos) . . . over $60,000 in recent improvements. All-inclusive HOA includes basic cable, water, sewer, trash, heated pool maintenance, exterior grounds, small fitness center. All you pay is electricity and content insurance, nearly all in one living cost. This beautiful, updated penthouse condo, which shows larger in person, is a premium worth the difference overlooking the pool and courtyard and only minutes to Siesta Key, literally walk across the bridge. Every major system has been taken care of for comfort and peace of mind. The stunning 2024 kitchen remodel features quartz countertops, quality stainless steel appliances, plenty of storage and wrap around island with seating. Don't miss the details like shiplap ceilings, hunter ceiling fans, solid wood doors and diagonal laid tile, a true designer feature. This 55+ community offers a newly updated carport close to your door, a heated pool, fitness area, social activities and all this just a little over a mile to Siesta Key beaches and minutes to shopping, dining and nightlife in Gulf Gate. On paper, this is a solid deal under $200,000, a true worry-free, updated condo near the beach where almost everything is included in one HOA payment. This condo deserves to be at the top of your list. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Kroshus (941-303-3429)
2898 ASHTON RD, SARASOTA, FL 34231
$475,00069 Days on yellowkey MLS ID: A4681338
REDUCED by $24,000 (4.8%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2006Monthly Fee: $245 Tax: $4,610 (2025)Community: The Enclave Of Webberlin PlaceSpa: NoSingle Family
Taxes:$4,610
Remarks: One or more photo(s) has been virtually staged. Welcome home to Ashton Enclave, where serene views can be enjoyed from the main living areas, primary suite, and outdoor living spaces. Located just minutes from Siesta Key Beach, shopping, and dining, this beautifully maintained home offers a spacious 4-bedroom, 3-bath open-concept floor plan with numerous recent upgrades. The first floor features tile flooring throughout, crown molding, and multiple inviting living spaces—including a large great room/dining room combination and a sunny breakfast area—perfect for everyday living and entertaining. Step outside to the spacious screened and covered lanai, plus a 20x20 deck, providing ample room to relax, host gatherings, or enjoy peaceful outdoor living. The primary suite on the first floor offers walk-in closets and an ensuite bath with granite countertops, dual sinks, a soaking tub, and a walk-in shower. Additional first-floor guest suites also include walk-in closets. Upstairs, a private bedroom with newer laminate flooring and an ensuite bath featuring granite countertops and a decorative picture-frame mirror can serve as a second primary suite or ideal guest retreat. Additional highlights include an indoor laundry room with a laundry sink, new cabinet doors, and newer washer and dryer. Recent updates include new kitchen cabinets and stainless steel appliances (2025), laundry cabinet doors (2025), interior paint (2025), HVAC and water heater (2024), and roof (2017). Outside, a fenced area with a concrete pad offers space for RV parking. Ashton Enclave is a quiet community of only six homes and features a low HOA fee that includes water, sewer, irrigation, and lawn care, making for easy, low-maintenance living.
Listing Agent: Matt Cannon Llc (941-228-2030)
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000175 Days on yellowkey MLS ID: A4667963
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5712 Built: 1951 Tax: $12,985 (2024)Community: Indian Beach Sapphire ShoresSpa: NoSingle Family
Taxes:$12,985
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,00064 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Elementary School: Southside Elementary
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
915 BEACH RD #216, SARASOTA, FL 34242
$575,00083 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing Agent: Sheryl Vanduren (720-384-4884)
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,0007 Days on yellowkey MLS ID: P4938368
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Taxes:$3,999
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000155 Days on yellowkey MLS ID: A4671792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
3182 HATTON ST, SARASOTA, FL 34237
$575,00042 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
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