Location: Sarasota
Do Not Show Listings
7291 CLOISTER DR #222, SARASOTA, FL 34231
$195,00046 Days on yellowkey MLS ID: A4691248
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 914 Built: 1984Monthly Fee: $525 Tax: $2,651 (2025)Community: Gulf Gate GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,651
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover the perfect blend of simplicity and style in this charming 2-bedroom, 2-bathroom condo nestled within the sought-after Gulf Gate Gardens community. At 914 square feet, this thoughtfully designed residence proves that less truly is more. Step inside to find a split floor plan that offers privacy and functionality, complemented by an open living and dining combination that feels bright and inviting. The beautifully remodeled kitchen showcases granite countertops, cohesive cabinetry, and generous counter space with ample cabinet storage — a true cook's delight. Both bathrooms have been tastefully updated to match, creating a seamless aesthetic throughout. Wood-grained tile flooring flows through the common areas while plush carpet in the bedrooms adds warmth and comfort, all contributing to a relaxed coastal feel. Enjoy morning coffee or evening breezes on the balcony, accessible from both the living room and primary bedroom. Convenient in-unit stacked washer and dryer, separate locked storage, and a refreshing community pool round out the amenities. The neighborhood truly elevates this property's appeal. Situated in Gulf Gate Estates, you're minutes from the world-renowned Siesta Beach, Sprouts Farmers Market, Publix, and the soon-to-open Trader Joe's. Easy access to US-41 and I-75 makes commuting effortless, while local shopping and dining options abound. With strong rental income potential driven by Sarasota's thriving tourism market and unbeatable proximity to Siesta Key, this condo is an exceptional opportunity for investors and homeowners alike.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Ballantyne (941-404-7374)
9268 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$649,95070 Days on yellowkey MLS ID: A4689486
0 Days Off yellowkey (back on 5/7/2026)
REDUCED by $7,050 (1.1%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2399 Built: 2024Monthly Fee: $251 Tax: $3,598 (2025)Community: Skye RanchSingle Family
Taxes:$3,598
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to Skye Ranch and the highly sought-after Antigua floor plan—an exceptional 4 bedroom, 3 bath, single-story home nestled within Sarasota’s premier master-planned community! Offering 2,400 SF of thoughtfully designed living space, every detail of this home has been carefully curated for both comfort and style. From the moment you step through the inviting foyer, you’re drawn into the heart of the home—a stunning open-concept kitchen, dining, and living area designed for effortless entertaining. The gourmet kitchen showcases a large quartz island and countertops, bright 42” cabinetry, subway tile backsplash, gas cooktop, stainless steel appliances—including a standard-depth refrigerator—a butler’s pantry, abundant cabinetry, and an expansive walk-in pantry that truly delivers on storage and function. Pocket sliding doors extend your living space outdoors to a screened-in lanai, creating the perfect Florida indoor-outdoor lifestyle. Enjoy peaceful mornings with coffee in hand, surrounded by nature and the sounds of birds greeting the day. The primary suite is a private owner’s retreat—truly its own set of owner’s quarters. This spacious sanctuary features abundant natural light and tray ceilings, flowing seamlessly into a luxurious en-suite bath with dual quartz vanities, a large walk-in shower, separate soaking tub, upgraded tile, and a private water closet. The adjoining walk-in closet connects directly to the laundry room, creating a suite-like experience designed for both convenience and everyday luxury. A front-facing bedroom offers a private space for guests or family with access to a full bath, while two additional bedrooms are centrally located for optimal functionality. The versatile flex room with French doors can easily serve as a home office, den, study, or even a guest overflow space with a Murphy bed or sleeper sofa. Upgraded include 8-foot doorways, tray ceilings, tile flooring throughout, upgraded baseboards, recessed lighting, pocket doors, French doors, overhead garage storage racks, an expanded driveway, Ring doorbell, and a Vitex smart home ready. It is also pre-plumbed for a future pool, spa, or outdoor kitchen—ready for you to create your dream backyard oasis. Most importantly, this home features one of the lowest CDD fees in the community!!!!! This is more than a home—it’s a lifestyle. Bike, walk or drive to HUB, Skye Ranch’s amenity center, where you will find weekly food trucks and monthly "markets", along with a full social calendar for all ages; a Café, indoor basketball courts, pickleball, resort pool, toddler pool, and Jr. Olympic pool; rock-climbing, fitness center, water aerobics, yoga, Pilatesl; meeting and event space and a game hang out room. Lazy River in process!!! Don't forget Turner Park baseball fields & sports courts, & pond for fishing. Skye Ranch was designed with preserving the natural setting, including our own pair of nesting bald eagles, and it really is a nature lovers paradise. The brand-new "Skye Ranch K-8 School" just opened which means one commute, same start and finish times for elementary and middle schoolers! Just beyond this tranquil setting, you’ll find Siesta Key directly west, all the conveniences Sarasota is known for like restaurants, medical facilities, shopping, dining, art and cultural attractions, near by airports. Whether relaxing at home or exploring the community, Skye Ranch offers a lifestyle unmatched in Sarasota!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Elizabeth Smith (941-228-2012)
1558 4TH ST #212, SARASOTA, FL 34236
$845,000134 Days on yellowkey MLS ID: A4681618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 2024 Tax: $8,596 (2025)Community: Zahrada 2Spa: NoCondo
Taxes:$8,596
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: Ideally positioned in the vibrant heart of downtown, this refined residence at 1558 4th Street, Unit 212 offers a wonderful 2 bedroom and 2 bath condo with an exceptional opportunity to enjoy upscale urban living in one of Sarasota’s most desirable neighborhoods. Thoughtfully designed and impeccably maintained, the condominium blends modern comfort with timeless style. The interior showcases an open-concept layout that maximizes both natural light and functionality. A well-appointed kitchen features quality cabinetry, solid surface countertops, and a convenient breakfast bar that flows seamlessly into the main living and dining areas—perfect for everyday living or hosting guests. Expansive windows and glass doors enhance the sense of space while inviting in abundant Florida sunshine. The primary suite provides a peaceful retreat, complete with generous closet space and a private bath designed with clean lines and tasteful finishes. Additional living space offers flexibility for guests, a home office, or creative pursuits. Every detail has been considered to support a low-maintenance lifestyle without compromising comfort. Residents enjoy secure building access, elevator service, and designated parking, along with the convenience of being moments from acclaimed dining, boutique shopping, galleries, theaters, and the waterfront. Sidewalk-lined streets and nearby parks create an engaging setting for morning walks or evening strolls. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity, this property represents a compelling blend of location, quality, and lifestyle. Buyers are encouraged to verify all measurements, association information, and rental policies. This offering presents a rare chance to experience downtown living with ease and distinction.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
1715 PELICAN COVE RD #GL438, SARASOTA, FL 34231
$329,000107 Days on yellowkey MLS ID: A4684687
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1979Monthly Fee: $771 Tax: $3,585 (2025)Community: Pelican Cove XivCondo
Taxes:$3,585
Remarks: Sarasota's best kept secret, Pelican Cove. An artistic and socially active community located on 75 acres with 731 condos, 3 clubhouses, 6 pools, tennis and pickle ball courts, an exercise facility, 85-slip marina and stunning tropical grounds. Look no further, your completely renovated 2/2 Glenhouse condo awaits. Upgrades galore, all new hurricane windows throughout complimented with Hunter Douglas motorized window treatments, beautiful Faus laminate floors, custom kitchen cabinets, granite counter tops, new A/C unit 2024 (handler & ductwork) New electrical panel 2022, 6-panel doors throughout, large dining room skylight, and an attic that is retrofitted for storage with a double insulated staircase for access. An opportunity to live in paradise minutes from downtown Sarasota and beaches. Don't miss out on this move-in ready condo, schedule a showing today!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
990 BOULEVARD OF THE ARTS #604, SARASOTA, FL 34236
$2,750,00065 Days on yellowkey MLS ID: A4689810
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3135 Built: 2003 Tax: $18,459 (2025)Community: Beau CielSpa: YesCondo
Taxes:$18,459
Remarks: Welcome to a residence where the architecture is as iconic as the vistas it frames. Within the architecturally renowned Beau Ciel, this 3,135-square-foot condominium offers a rare dual-aspect living experience, capturing the full spectrum of Sarasota’s waterfront beauty from sunrise to sunset. Designed with an emphasis on scale and flow, this residence features two bedrooms, three full baths and a versatile family room which could be a third bedroom. The second bedroom has an elegant built-in office with a queen-size Murphy bed. Due to its size, every room is complemented by ample proportions and generous closet space along with access to balconies. The heart of the home, the eat-in kitchen, has been refreshed with all-new appliances. The positioning of this unit allows you to curate your backdrop based on the time of day. Enjoy the daytime views of the Bay and The Bay Park from the kitchen, family room and second bedroom/office, and by night the city lights surrounding the marina from the dining room, living room and primary bedroom. In addition, an air-conditioned storage locker and garage parking for two cars are included. Beau Ciel is celebrated not just for its sweeping curves and artistic silhouette, but for its robust, high-quality construction and 24/7 concierge service that ensures a peaceful, private sanctuary on a cul-de-sac. You are directly across from The Bay Park, Sarasota’s signature 53-acre waterfront destination featuring manicured trails, kayak launches, playground and The Nest snack bar. The Van Wezel Performing Arts Center and Sarasota Symphony Center are a short distance away, making it a central cultural arts destination. Experience the height of luxury where the Bay meets the marina.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Barbara Mei, Pa (941-893-7417)
4644 HAMLETS GROVE DR, SARASOTA, FL 34235
$420,00093 Days on yellowkey MLS ID: A4686910
1 Days Off yellowkey (back on 5/6/2026)
REDUCED by $4,000 (0.9%) on 04/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1990Monthly Fee: $88 Tax: $4,141 (2025)Community: Hamlets GroveSingle Family
Taxes:$4,141
Remarks: Under contract-accepting backup offers. Discover this beautifully maintained 4-bedroom, 2-bath home offering the perfect blend of comfort and functionality, all with a low HOA and no CDD fees. The spacious kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, granite countertops, a breakfast bar, a large pantry, and a full appliance package. Enjoy a thoughtfully designed split floor plan that provides privacy, along with both a formal living room and a separate family room ideal for gatherings and flexible living space. The primary suite is a true retreat, complete with a spa like bathroom featuring, a soaking tub, and a separate walk in shower. Step outside to a huge screened lanai, perfect for relaxing or entertaining, with ample room to add your dream pool. The patio screen was replaced in 2025 for added peace of mind. Major updates include: Roof (2024) Exterior paint (2025) HVAC (2020) Water filtration system (2024) Water heater (2023) Select windows replaced (2019) Conveniently located near shopping, dining, and everyday amenities, this home truly has it all.
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: Raina Williams (941-518-5170)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,650,000194 Days on yellowkey MLS ID: A4674289
REDUCED by $149,000 (5.3%) on 05/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
128 GOLDEN GATE PT #301B, SARASOTA, FL 34236
$1,695,000229 Days on yellowkey MLS ID: A4662515
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2004 Tax: $19,933 (2024)Community: Vista Bay PointCondo
Taxes:$19,933
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. A rare full-floor waterfront residence on prestigious Golden Gate Point, offering the privacy of a single-family home with the ease of luxury condo living in Sarasota. Located on the entire third floor of Vista Bay Point, this expansive 3,000 sq. ft. 4-bedroom, 3.5-bath residence delivers uninterrupted panoramic views of Sarasota Bay and the downtown skyline. With no shared walls or hallways, you’ll enjoy true exclusivity—access your home directly from your private 2-car garage via a private elevator. Inside, floor-to-ceiling glass fills the space with natural light, framing stunning water views from nearly every room. The open-concept design is ideal for both relaxed living and entertaining, anchored by a chef’s kitchen featuring custom cabinetry, granite countertops, an oversized island, premium appliances, and a gas range. The owner’s suite is a private retreat, complete with a spacious walk-in closet, spa-inspired bath, and a flexible adjoining space perfect for a home office, sitting room, or additional bedroom. Two well-appointed guest suites with en-suite baths provide comfort and privacy for visitors. Residents enjoy resort-style amenities including a heated pool and spa, fitness center, theater room, billiards lounge, club room, and guest suite. The building has been recently refreshed with a new exterior, updated windows, and a redesigned lobby—offering peace of mind and modern appeal. Perfectly positioned just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach, this is a rare opportunity to own a full-floor waterfront residence in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
121 HOLLY AVE, SARASOTA, FL 34243
$1,295,00092 Days on yellowkey MLS ID: A4686397
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1883 Built: 1970 Tax: $12,872 (2025)Community: North IslesSpa: YesSingle Family
Taxes:$12,872
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.
Listing Agent: Andrew Tanner (941-539-0998)
3827 PARKRIDGE CIR #1-102, SARASOTA, FL 34243
$348,900220 Days on yellowkey MLS ID: A4671306
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2005 Tax: $3,622 (2024)Community: Parkridge Ph 33 & 19Condo
Taxes:$3,622
Remarks: Price reduction, Exceptional 3-bedroom, 2.5 bath condo with one car garage, just underwent an intensive remodeling: All new laminate flooring installed on both levels, new paint, new wider baseboards, all 3 bathrooms totally remodeled with new vanities, sinks, toilets and glass shower doors. 2 new custom barn doors, new ceiling fans, and new recess lighting. Once you enter the home you will notice how spacious the great room is. Beyond that room is the dining/kitchen area with a sitting nook that can also be a dinette area. Kitchen has all new appliances and beautiful new glass door to walk in pantry closet. Take a walk out to the lanai and enjoy the greenery and peace and quiet. As you go up to the 3 bedrooms, please note the updated cable stair rails. Laundry closet is at the top of the stairs. Large master bedroom with high ceilings, spacious walk-in closet. Slide the barn doors to enter the remodeled master bath. At the end of hallway are the 2 other bedrooms with a shared full bathroom. This is an end unit, so you will get extra lighting. Gated community with community pool. Complex is right off of University Parkway with quick access to the UTC mall, Benderson Park, Sarasota/Bradenton Airport, Downtown Sarasota and Downtown Lakewood Ranch. Just miles away from beaches. Wonderful year round living, winter getaway or investment rental. Call for an appointment to see this beautiful home. ***Pictures of the front of the unit and pool area will be up and running tomorrow**
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lois Seropian (941-356-4195)
1349 GRAND BLVD #1006, SARASOTA, FL 34232
$299,000227 Days on yellowkey MLS ID: A4670997
REDUCED by $26,000 (8.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1308 Built: 1972 Tax: $849 (2024)Community: Forest Pines 10Villa
Taxes:$849
Remarks: Welcome to Forest Pines, a friendly 55+ community in the heart of Sarasota’s Pinecraft area. This light-filled villa offers a comfortable, open layout with tile flooring throughout and spacious bedrooms for easy living. The floor plan includes a dedicated laundry room with utility sink, covered entry and carport with extra storage, and a paver patio out back for relaxing outdoors. The primary suite features a makeup vanity and generous closet space. Added peace of mind: this property is not in a flood zone and has had no flooding during recent storms. Residents enjoy a low-maintenance lifestyle with access to community amenities and a welcoming neighborhood atmosphere. Association fees include cable TV, common area taxes, community pool, escrow reserves, lawn and grounds care, management, pool maintenance, and private road upkeep. Conveniently located just minutes from restaurants, shopping, parks, downtown Sarasota, beaches, and The Legacy Trail, this villa offers comfort, value, and an easy Florida lifestyle in one of Sarasota’s most walkable and social locations.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000136 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Elementary School: Phillippi Shores Elementary
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
4420 GREENWOOD STABLES RD, SARASOTA, FL 34235
$1,250,00057 Days on yellowkey MLS ID: A4691005
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 1976 Tax: $7,339 (2025)Community: Not Part Of A SubdivisionSingle Family
Taxes:$7,339
Elementary School: Gocio Elementary
Remarks: A RARE find in Sarasota or Manatee County! This property has an Open Use zoning classification, which allows for a variety of uses beyond residential, and has no deed restrictions. This 2,129 sq ft pool home sits on some of the most private acreage in the area. The fenced property also includes a separate concrete building with power and water, ready to be finished to your specifications. The property backs up to a 77-acre protected preserve, ensuring privacy for years to come. Ideally situated West of I-75 and just a short distance to both downtown Sarasota and the shops and restaurants of University Town Center.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
3842 TORREY PINES WAY, SARASOTA, FL 34238
$775,00065 Days on yellowkey MLS ID: A4690361
0 Days Off yellowkey (back on 5/6/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2553 Built: 1978Monthly Fee: $137 Tax: $4,230 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$4,230
Remarks: Welcome to this exceptional single-family pool home located in the highly sought-after Country Club of Sarasota Community. Situated behind a 24-hour guard-gated entrance, this residence offers privacy, security, and a premier golf course lifestyle. Featuring 4 spacious bedrooms, 2.5 bathrooms, and a desirable split floor plan, this home is designed for both comfortable living and entertaining. The expansive 3-car garage provides ample space for vehicles, storage, or a golf cart. Step outside to your private outdoor oasis—an oversized heated, screened-in pool with a separate heated spa, perfect for year-round enjoyment. The lanai showcases breathtaking, golf course views, creating a serene backdrop for relaxing or hosting guests. Inside, the home offers generous living spaces filled with natural light and a seamless indoor-outdoor flow. The well-appointed kitchen opens to the family room, making it ideal for gatherings. Recent updates include a new roof (2025), providing peace of mind and long-term value. Conveniently located near Siesta Key Beach, top-rated schools, shopping, dining, and Sarasota’s vibrant cultural attractions, this home delivers the perfect blend of luxury, location, and Florida lifestyle.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
4275 CASTLEBRIDGE LN #1312, SARASOTA, FL 34238
$249,00082 Days on yellowkey MLS ID: A4687640
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $4,421 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$4,421
Elementary School: Gulf Gate Elementary
Remarks: The Lowest-Priced 2-Bedroom in All of Pinestone at Palmer Ranch. Welcome to Pinestone at Palmer Ranch — one of South Sarasota's best-kept secrets. This beautifully appointed first-floor condo offers 2 bedrooms and 2 bathrooms in a spacious, open floor plan designed for easy living. Brand new LVT flooring flows through the living room, dining room, and primary bedroom, complemented by newer stainless steel appliances and a newer AC. A sunny kitchen window and a serene lanai with a private patio backing to green space complete the picture. Pinestone is a gated community rich with amenities — an Olympic-sized pool, grilling stations, shuffleboard, and lighted tennis/pickleball courts. The clubhouse features a fitness facility, 32-seat movie theater, library, billiards room, and more. The location is simply unmatched. Directly across from TPC Prestancia — Sarasota's prestigious private golf and social club — featuring two 18-hole championship courses sprawling across 565 acres of lush landscape, your daily backdrop doesn't get much better. Legacy Trail is right outside your door for biking and walking, with Publix, Target, and Costco moments away — and Siesta Key just five minutes down the road. Even more exciting for buyers: the former Sarasota Square Mall is currently being redeveloped into a 96-acre open-air lifestyle center anchored by Whole Foods Market, with additional anticipated tenants including Homesense, Chipotle, CAVA, and more — with the first phase of construction expected in 2026. Whether you're a full-time resident or seasonal buyer, this is Palmer Ranch living at its finest.
Listing Agent: Mickey Kiernan (941-402-9115)
3300 BENEVA #214, SARASOTA, FL 34232
$199,999141 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Elementary School: Wilkinson Elementary
Remarks: ROI OPPORTUNITY – INCOME-PRODUCING PROPERTY WITH TENANT IN PLACE. Exceptional opportunity to own a 2-BEDROOM, 2-BATH condominium in the highly sought-after Fairways & Greens Condo community in Sarasota. This FIRST-FLOOR UNIT offers a bright and functional open-concept layout designed for comfortable living and effortless entertaining. The well-appointed kitchen features STAINLESS STEEL APPLIANCES and flows seamlessly into the dining and living areas, creating an inviting atmosphere filled with natural light. The spacious primary suite offers direct access to a PRIVATE ENCLOSED PATIO overlooking the COMMUNITY POOL and beautifully landscaped grounds. The second bedroom is generously sized and ideal for guests, a home office, or flexible living space. Additional highlights include a SECOND FULL BATHROOM, in-unit laundry closet with WASHER & DRYER, one ASSIGNED COVERED PARKING SPACE, and ample guest parking. TENANT-OCCUPIED WITH AN ACTIVE ONE-YEAR LEASE IN PLACE, making this a TURNKEY INVESTMENT with IMMEDIATE RENTAL INCOME from day one. Ideally located in CENTRAL SARASOTA, just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and only 5.5 miles from the world-famous SIESTA KEY BEACH. Conveniently close to Arlington Park, Downtown Sarasota, Legacy Trail, premier shopping, dining, and major highways including US-41 and I-75. Perfect for investors seeking a WELL-LOCATED, INCOME-PRODUCING PROPERTY in one of Sarasota’s most desirable areas.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
191 VISTA HERMOSA CIR, SARASOTA, FL 34242
$570,000135 Days on yellowkey MLS ID: A4680721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 993 Built: 1971Monthly Fee: $1,104 Tax: $4,566 (2025)Community: Vista HermosaVilla
Taxes:$4,566
Remarks: One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Denise Barbato (941-400-8773)
157 VISTA HERMOSA CIR, SARASOTA, FL 34242
$569,000145 Days on yellowkey MLS ID: A4677280
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $3,568 (2025)Community: Vista HermosaVilla
Taxes:$3,568
Remarks: Completely renovated in 2025, this 2 bedroom/2 bath, maintenance free villa is walking distance to the powdery sands of beautiful Crescent beach on Siesta Key. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy. All kitchen upgrades include new cabinets, quartz countertop, sink and all new stainless steel appliances including, microwave, refrigerator, stovetop and dishwasher. Convenient all new washer and dryer in unit! New tile flooring throughout. Amenities include a renovated clubhouse with full kitchen, heated swimming pool and outdoor grilling areas. This well-managed island retreat is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the stress free, beach lifestyle of Siesta Key!
1035 SIRUS TRL, SARASOTA, FL 34232
$799,000136 Days on yellowkey MLS ID: A4680284
REDUCED by $33,000 (4.0%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2535 Built: 1986Monthly Fee: $48 Tax: $3,832 (2025)Community: Hidden Oaks NorthSingle Family
Taxes:$3,832
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. **Private Estate Living in Hidden Oaks North** Welcome to Hidden Oaks North, a highly sought-after deed-restricted community known for its low HOA fees, custom-built homes, and expansive wooded homesites. Situated on Lot 5, this beautifully landscaped half-acre property showcases Florida foliage at its finest. Surrounded by mature orchids, citrus and fruit trees (Mango Trees, Star Fruit Tree, 2 Brazilian Cherry Trees, Torch Ginger, Galangal Tree, Mayan Tree Spinach, Yuzu Japanese Tree, Sweet Lemon Tree and many more) towering palms, and lush tropical landscaping (too many varieties to list), this home offers exceptional privacy in a serene, natural setting. The well-updated custom residence features 4 bedrooms and 3 full baths, highlighted by soaring ceilings throughout and abundant natural light. Quality upgrades include a commercial-grade metal roof, hurricane-rated sliding doors, high-impact storm windows, and generous storage space. Upstairs, you’ll find beautiful flooring and fully renovated bathrooms designed with both style and function in mind. Step outside to truly appreciate the lifestyle this home offers. Enjoy morning coffee from your private primary bedroom balcony as hummingbirds gather around the dramatic Traveler’s Palms. Or unwind on the expansive composite-decked lanai that spans the entire rear of the home—ideal for entertaining or simply relaxing in peaceful seclusion. If privacy, space, and quality craftsmanship are what you’re looking for, you’ll find it here in Hidden Oaks North. SELLER FINANCING IS AVAILABLE.... Schedule your private showing today and experience everything this exceptional property has to provide.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
4183 ROBERTS POINT CIR #LOT 18, SARASOTA, FL 34242
$3,400,000238 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$11,511
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
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