Location: Sarasota
Do Not Show Listings
7291 CLOISTER DR #222, SARASOTA, FL 34231
$195,00040 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
$649,95064 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)
1760 WISCONSIN LN, SARASOTA, FL 34239
$1,300,00072 Days on yellowkey MLS ID: A4688606
0 Days Off yellowkey (back on 5/6/2026)
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2175 Built: 1948 Tax: $4,763 (2025)Community: BayviewApartment
Taxes:$4,763
Remarks: Under contract-accepting backup offers. Siesta Key Triplex – Weekly Rental Zoned Investment Opportunity Concrete triplex in city limits featuring one 3BR/1BA unit with attached 1BR/1BA studio and two additional 1BR/1BA units. ALL units are tenant-occupied with immediate income potential; historical annual income reported at $80K–$100K. Zoned for weekly rentals in Siesta Key City Limits...allow short- or long-term rental flexibility. Property includes four electric and four water meters, with tenants paying utilities. Expenses are kept low and are primarily limited to taxes, insurance, and landscaping. Recent updates include A/C systems, water heaters, appliances, exterior lighting, security cameras, and landscaping. Features shared on-site laundry plus private laundry in the larger unit. Concrete construction makes this the perfect investment property close to the beach and in Evacuation Zone D. No flood insurance required! Prime location near Siesta Key Beach with easy access to shopping, dining, and public transportation. Approximately two blocks to the North Bridge. Add 1761 Siesta Dr to increase your income potential and begin your Siesta Key Portfolio or scale to a 7+ unit portfolio with a potential six-figure+ income gain. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Intended to be sold together. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,00072 Days on yellowkey MLS ID: A4688614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2020 Built: 1949 Tax: $4,880 (2025)Community: BayviewApartment
Taxes:$4,880
Remarks: Under contract-accepting backup offers. Siesta Key Triplex – High-Yield, Weekly Rental Zoned Investment! Concrete triplex in city limits featuring one 2BR/2BA and two 1BR/1BA units with long-term tenants in place...immediate cash flow from day one. Proven income of $65K–$85K annually with low overhead expenses (taxes, insurance, landscaping only). Tenants pay all utilities with separate electric & water meters for each unit. Weekly rental zoning in city limits is a major upside for short-term income potential. Ideal for investors looking to significantly increase returns or house-hack by living in one unit and renting the others. Recent upgrades include new A/C systems, water heaters, appliances, security cameras, exterior lighting, and tropical landscaping. Solid concrete construction in Evacuation Zone D and NO flood insurance is required. Prime location just minutes to Siesta Key Beach, walking distance to dining, shopping, and essentials. Quick access on/off the key only 2 blocks to North Bridge. Value-add opportunity: Purchase adjacent property at 1760 Wisconsin Lane to scale to a 7+ unit portfolio with potential six-figure+ income. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
1558 4TH ST #212, SARASOTA, FL 34236
$845,000128 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)
3851 VIRGA BLVD, SARASOTA, FL 34233
$280,000207 Days on yellowkey MLS ID: A4672280
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1487 Built: 2003Monthly Fee: $375 Tax: $3,498 (2024)Community: ParkstoneTownhouse
Taxes:$3,498
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to 3851 Virga Boulevard, a beautifully refreshed 3-bedroom, 2.5-bath townhome in the gated community of Parkstone in Sarasota. Offering 1,489 sq. ft. of comfortable living space, this bright and inviting home features a freshly painted interior that provides a clean, move-in-ready feel from the moment you step inside. The open main floor layout is perfect for everyday living and entertaining, with natural light flowing throughout. All three bedrooms are located upstairs, offering privacy and separation from the main living area. A convenient half bath is located on the first floor, with two full baths upstairs. Parkstone is a well-maintained community known for its low HOA fees and no CDD—a rare and valuable benefit in Sarasota. Residents also enjoy access to a sparkling community pool, perfect for relaxing or cooling off year-round. With a fantastic location near shopping, dining, parks, and Sarasota’s beautiful beaches, this townhome offers both comfort and convenience. This home can be leased from day one providing an added benefit to potential investors. It is also Ideal for full-time residents or seasonal living—don’t miss the opportunity to make this Parkstone gem your own! **Some photo's are virtually staged.
Listing Agent: Niall Phelan (941-914-8589)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90088 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
1715 PELICAN COVE RD #GL438, SARASOTA, FL 34231
$329,000101 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
$2,750,00059 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
$420,00087 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
$2,650,000188 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
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
$1,695,000223 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
$1,295,00086 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)
3005 CHIANTI CT #101, SARASOTA, FL 34237
$225,000109 Days on yellowkey MLS ID: A4683079
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,190 (2025)Community: VillagioCondo
Taxes:$3,190
Elementary School: Tuttle Elementary
Remarks: Charming and easy to enjoy, this ground-level condo is ideally located just minutes to downtown Sarasota. Thoughtfully designed with two bedrooms and two full baths, the split-bedroom layout provides comfort and privacy. The open great room and kitchen flow together seamlessly, creating a bright and welcoming area that is both cozy and functional. Enjoy the added convenience of single-level living with no stairs to climb. New HVAC (2025), newer carpet, light fixtures and ceiling fans (2021). Community roofs replaced (2021) and all buildings painted (2024). The primary suite includes an en-suite bathroom and very large walk-in closet, while the second bedroom offers two built-in closets and convenient access to the second full bathroom. An additional bonus room offers flexibility as a small office with built-in desk or generous storage space. In-unit washer and dryer add convenience. Enjoy your morning coffee or unwind in the evening on the covered lanai. One assigned covered carport plus ample guest parking. Located in the gated community of Villagio, residents enjoy resort-style amenities including a heated pool, fitness center, tennis and pickleball courts, clubhouse, playground, and on-site management. No CDD fees and low maintenance fees, this property is ideal for full-time residents, seasonal living, or as an investment opportunity. Just minutes to downtown Sarasota, St. Armands Circle, Siesta Key and Lido Key beaches, marinas, shopping, dining, I-75, Sarasota/Bradenton International Airport, and walkable to Ed Smith Stadium, spring training home of the Baltimore Orioles. A location that truly delivers the best of the Sarasota lifestyle. Don’t miss it!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
3827 PARKRIDGE CIR #1-102, SARASOTA, FL 34243
$348,900214 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
$299,000221 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
$1,500,000130 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
$1,250,00051 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 Agent: Fred Sassen (404-408-5956)
3842 TORREY PINES WAY, SARASOTA, FL 34238
$775,00059 Days on yellowkey MLS ID: A4690361
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
$249,00076 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)
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