Location: Sarasota
Do Not Show Listings
8132 SANDERLING RD, SARASOTA, FL 34242
$15,900,00039 Days on yellowkey MLS ID: A4694017
Bed: 4 Bath: 4.5 Gar: 5 Liv Area Sq Ft: 8209 Built: 2009Monthly Fee: $467 Tax: $68,597 (2025)Community: Sanderling Club / Siesta KeySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$68,597
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3681 STOKES DR DR, SARASOTA, FL 34232
$449,00050 Days on yellowkey MLS ID: A4696293
REDUCED by $10,000 (2.2%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1228 Built: 1961 Tax: $1,978 (2025)Community: Ridgewood Estates Add 04Spa: YesSingle Family
Taxes:$1,978
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Slash Your Utility Bills and Live More Efficiently! Imagine enjoying a total annual electric bill of less than $600 while still heating and cooling your home, warming your pool and spa, and powering your everyday lifestyle. This meticulously maintained 3-bedroom, 2-bath home is packed with energy-saving upgrades designed to keep monthly expenses low without sacrificing comfort. The impressive solar system powers the home, pool, and spa, complemented by an energy-efficient hybrid AO Smith water heater, additional attic insulation, and numerous improvements that reflect years of thoughtful ownership. Major updates include a new roof (2018), whole-house repipe (2018), AC replacement (2017), newer windows, and a hurricane-rated garage door for added peace of mind. Inside, the inviting living room features custom built-in cabinetry and a 4K TV, creating the perfect space to relax and entertain. The remodeled kitchen offers soft-close drawers, LED under-cabinet and ceiling lighting, plus beautiful granite countertops and breakfast bar for easy living and effortless cleanup. Step outside to your private Florida retreat featuring a sparkling solar-heated pool with sun shelf, relaxing spa, kiddie safety fence, and an energy-efficient pool pump installed in 2021. Whether hosting friends or enjoying a quiet afternoon, this backyard is designed for year-round enjoyment. A Vivint security system with window and door sensors provides additional comfort and convenience at a low monthly cost. Best of all, there are NO HOA fees and NO CDD fees, helping keep ownership affordable. Conveniently located near I-75, shopping, dining, everyday conveniences, and just a short drive to the world-famous beaches of Siesta Beach, this home offers the perfect combination of efficiency, comfort, and location. Some furniture and the Shed are negotiable. Low bills, major updates, and a resort-style pool—this is Florida living made affordable.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
7817 PASSIONFLOWER DR, SARASOTA, FL 34241
$845,000146 Days on yellowkey MLS ID: A4684911
0 Days Off yellowkey (back on 7/9/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2560 Built: 2015Monthly Fee: $289 Tax: $9,373 (2025)Community: WildgrassSpa: NoSingle Family
Taxes:$9,373
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. SAY HELLO TO A GOOD BUY! QUALITY BUILT BY NEAL SIGNATURE HOMES, THIS ESTATE MONTEREY MODEL IS BEAUTIFUL * Positioned on an almost 1/2 ACRE lot and behind the GATED neighborhood of Wildgrass * IMPACT GLASS & SHUTTERS FOR FULL HURRICANE PROTECTION * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3 Full Baths * The 4th Bedroom is a FLEX-SPACE (no closet but there is room to add one) * EXPANSIVE Primary Suite showcasing a Spa-style Bath boasting a Soaking Tub, Walk-in Shower, Dual Vanities as well as a 2 Walk-in Closets * The Chef's Kitchen is a true masterpiece with Custom Wood Cabinets, Granite Countertops, Stainless Steel Appliances, NATURAL GAS 5 Burner Cook-top with Vented Hood & a LARGE Kitchen Island with ample seating for family meals * The Kitchen is open to the SPACIOUS Great Room * Private Guest Wing with additional Bedrooms & Bath * All of this wraps your OUTDOOR OASIS with 2 Covered Lanais * One Lanai features your Outdoor Grill and Separate Burner with Built-in Bar, Sink & Refrigerator built in 2021 with Granite Countertops * OVERSIZED Travertine Pool Deck with a Custom Waterscape Heated Pool * This is a VERY PRIVATE SETTING * This home is perfect for entertaining family & friends or for just relaxing in your slice of paradise * Paver Brick Driveway leads to your 3 Car Garage * SOME RECENT IMPROVEMENTS INCLUDE: NEW HVAC SYSTEM 2025; NEW WATER HEATER 2025, INTERIOR & EXTERIOR PAINTING 2025; EXTERIOR TRAVERTINE PAVERS SEALED 2025; ALL TILE FLOORS REGROUTED & SEALED 2025; ALL BATHS RECAULKED/REGROUTED & SEALED 2025; NEW CARPETS 2021; GUTTERS & DOWNSPOUTS 2021; NEW DC INDOOR & OUTDOOR FANS 2022 * NATURAL GAS NEIGHBORHOOD * 'A' RATED SCHOOL DISTRICT * Your slice of paradise awaits * Minutes to I-75, shopping, dining on Clark Rd * Publix is 4 minutes away on Bee Ridge Rd & Lorraine Rd * Short drive to Siesta Key Beach or UTC Mall as well as downtown Sarasota * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$210,000103 Days on yellowkey MLS ID: A4690473
REDUCED by $9,000 (4.1%) on 07/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Argelia Vidal (734-218-4536)
3721 COLLINS ST #812, SARASOTA, FL 34232
$300,000253 Days on yellowkey MLS ID: A4672044
REDUCED by $19,900 (6.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1584 Built: 1972Monthly Fee: $460 Tax: $1,271 (2024)Community: Forest Pines 08Villa
Taxes:$1,271
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Virtually Staged. This Forest Pines condo can be your slice of Sarasota paradise in a highly sought-after 55+ community.! This beautifully updated Villa combines comfort, convenience, and that easy coastal lifestyle you’ve been dreaming about. The seller has just recently reduced the asking price again. It's located just minutes from Siesta Key Beach, downtown Sarasota, and the popular Der Dutchmen Restaurant, this location puts you right in the heart of it all. Love to golf or bike? You’ll be half a mile from the nearest golf course, and the Legacy Trail—perfect for long, scenic rides—starts only 1.5 miles away. Inside 3721 Collins St, you’ll find bright, welcoming spaces designed for relaxation. The home features newer upgrades including solid surface and granite countertops, modern kitchen cabinets, a walk-in shower in the primary suite, and luxury vinyl plank flooring in all main areas. This home has a living room and a family room where the original porch was properly permitted and enclosed for additional living space under air. Earth-toned colors and plantation shutters throughout add warmth and timeless charm. A new roof was installed in 2022. Forest Pines takes care of exterior maintenance so you can spend your days lounging by the community pool, meeting neighbors at the clubhouse, or enjoying a friendly game on the shuffleboard courts. Move-in ready, this condominium - villa style home invites you to settle in and start your next chapter in sunny Sarasota.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
3130 RINGWOOD MDW #44, SARASOTA, FL 34235
$319,90021 Days on yellowkey MLS ID: A4699130
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1540 Built: 1981 Tax: $3,821 (2025)Community: Villas Of PapillionSpa: NoVilla
Taxes:$3,821
Remarks: Beautiful 2-bedroom 2 bath, Villa in The Villas of Papillion IN the Meadows! The Lake View You've coveted! Close to everything, Downtown Sarasota, 7 miles, St. Armands Bridge 8 miles, AND the #1 rated beach in the world, Siesta Key beach only 10 miles. Enjoy the tranquil water views, walk the bridge to the most unique pool setting within The Meadows. Set on an island this pool beckons you to escape and enjoy the peace and privacy. Located just steps away from your back door makes it almost your very own. Read a book, watch the birds wade the shoreline and stalk their prey, or simply capture the picture-perfect reflection of clouds cast upon the calm waters. The Meadows, an oasis set in the best location in Sarasota. Take advantage of UTC if you want convenience to 5-star dining, shopping, entertainment and recreation, yet seek the ability to retreat in just minutes to the comfort and seclusion of The Meadows community. You may choose to never leave The Meadows with 1,650 park like acres. 14 miles of biking and hiking trails that wind through lush trees, gardens and shimmering lakes.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
3619 PEMBROOK DR, SARASOTA, FL 34239
$575,000173 Days on yellowkey MLS ID: A4681591
0 Days Off yellowkey (back on 7/3/2026)
REDUCED by $10,000 (1.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1970Monthly Fee: $8 Tax: $3,937 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,937
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Must see this special home! You'll want to move in immediately! Clean, neat, meticulously maintained home in desirable South Gate area, and golfing community, under $600,000. Freshly painted exterior August 2025 with new exterior light fixtures. Barrel tile roof maintenance in 2024, new flat roof over lanai, valleys redone, all roof penetration reflashed, attic solar fan installed. New AC in 2020 with whole house duct cleaning and ultraviolet light installed for mold control, extra insulation added in attic at the same time. Annual AC maintenance just performed 6/26. New hurricane impact/energy efficient windows installed 2023 with lifetime warranty that is transferable. Hurricane garage door with Lift Master remote. Relax and breathe easy in the security of this block home. Water heater 2yrs. old. New electrical panel 2015. New stove top 12/25. Plenty of room to entertain friends and family on large 1600ft lanai area with extra large pool that looks like a lagoon of beautiful blue water. Pool cage screens replaced 2019, pool motor replaced 2022 and upgraded to variable speed motor. Pool and lanai decking resurfaced 2023. A piece of paradise as your backyard oasis is landscaped for privacy. Huge hass avocado tree grown from seed on side of house with banana trees, and pineapple plants in front that are the sweetest. Wood plantation shutters at all windows. Updated master bath, new tile in kitchen. Herringbone patterned floor tile. Updated ceiling fans add to great atmosphere. Inside laundry room, don't have to go into garage. Freshly cleaned roof and pool cage 11/25/25. 20 minute drive to famous Siesta Beach. Can't find a home in Sarasota in this excellent shape at this price.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Debra Kelly (941-993-9129)
2360 LOMA LINDA ST, SARASOTA, FL 34239
$1,999,000128 Days on yellowkey MLS ID: A4687174
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3277 Built: 2027 Tax: $4,971 (2025)Community: Loma Linda ParkSingle Family
Taxes:$4,971
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Under Construction. Welcome to 2360 Loma Linda Street, a professionally designed new construction home in one of Sarasota’s most desirable locations. Spanning nearly 3,300 square feet with 4 bedrooms, 4 full bathrooms, and 2 half baths, the home combines clean architectural design with a layout that lives well, opening seamlessly to a private pool and outdoor space. Located just minutes from Downtown Sarasota, along with the area’s dining, shopping, and beaches, the setting offers both convenience and a strong sense of place. With construction in its early stages, buyers have the ability to be involved in selecting finishes and tailoring certain elements, creating a more personalized final product. At just over $600 per square foot, the pricing reflects strong value for new construction of this size and quality, especially from a builder known for delivering well-executed homes in this market. Inside, the entry foyer opens into a spacious great room that connects naturally to the kitchen and dining areas, all overlooking an oversized lanai and pool deck, creating an easy indoor-outdoor flow. The main level also includes a large walk-in pantry, laundry room, and powder bath, along with a first-floor primary suite featuring dual walk-in closets, double vanities with a makeup station, and a generously sized walk-in shower. Upstairs, there are three additional bedroom suites, each with walk-in closets and private en suite bathrooms, along with an additional powder room. A large bonus room completes the second level, offering flexible space for a media room, game room, or additional living area. Beyond its design, the home is being built with a focus on long-term durability, including placement outside of a flood zone, impact-rated windows and doors, and a metal roof designed for longevity, features that are becoming increasingly important for buyers in coastal markets. Overall, it’s a combination of design, location, and build quality that continues to stand out in today’s market. Reach out to learn more about the possibilities this beautiful Perkins & Powers Builders home has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
345 MADISON DR, SARASOTA, FL 34236
$3,675,000229 Days on yellowkey MLS ID: A4675129
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4645 Built: 2014 Tax: $44,372 (2024)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$44,372
Elementary School: Southside Elementary
Remarks: Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
311 MAGELLAN DR, SARASOTA, FL 34243
$699,00037 Days on yellowkey MLS ID: A4696859
0 Days Off yellowkey (back on 6/26/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2702 Built: 1961Monthly Fee: $3 Tax: $4,437 (2025)Community: Magellan ParkSpa: NoSingle Family
Taxes:$4,437
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. WATERFRONT POOL HOME ON BOWLEES CREEK – NOT IN A FLOOD ZONE – PRICED FOR IMMEDIATE SALE! Rarely does an opportunity like this come available in such a desirable location. Nestled along picturesque Bowlees Creek and adjacent to Sara Bay Country Club, this 2 bedroom, 2 bathroom waterfront pool home offers over 2,700 sqft of living space and the perfect chance for buyers seeking waterfront living, a private pool, and boating access at a price that leaves room for future improvements and personal touches. From the moment you arrive, the home welcomes you with a spacious circular driveway, mature tropical landscaping, and a private courtyard style entrance that creates a unique sense of character and privacy. The bright exterior and Mid Century design elements provide great curb appeal while setting the stage for a property that is both inviting and full of potential. Inside, the home offers a spacious layout with multiple living and gathering areas. The main living room features vaulted wood plank ceilings, large windows, and sliding glass doors that bring in natural light and connect seamlessly to the outdoor living spaces. The updated kitchen is one of the highlights of the home and has already undergone a stylish renovation with contemporary cabinetry, solid surface countertops, stainless steel appliances, double wall ovens, a gas cooktop, abundant storage, and generous workspace for cooking and entertaining. Beyond the main living areas, additional flexible space provides endless possibilities for a family room, game room, office, hobby room, or guest retreat. Large windows and sliding doors throughout the home help blur the line between indoor and outdoor living while showcasing views of the pool and waterfront setting. The primary suite offers direct access to outdoor living areas and features ample closet space along with an ensuite bath. The guest bedroom is generously sized and positioned near the second full bathroom. While the kitchen has been updated, many of the flooring surfaces and bathrooms remain largely original, providing an excellent opportunity for a new owner to renovate and build additional equity while customizing the home to their own taste and style. Outdoor living is where this property truly shines. A large screened pool enclosure surrounds the sparkling pool and expansive deck areas, creating a private retreat for year round enjoyment. Multiple covered and screened outdoor spaces provide room for dining, entertaining, relaxing, or simply enjoying the peaceful waterfront setting. The backyard offers direct frontage on Bowlees Creek with a seawall, DOCK, and covered BOAT LIFT already in place. Launch your boat, kayak, or paddleboard right from your backyard and enjoy easy access to the surrounding waterways. The creek setting provides a tranquil backdrop with mature trees and natural scenery while still being conveniently located near shopping, dining, beaches, downtown Sarasota, SRQ Airport, and all that the area has to offer. Whether you are searching for a primary residence, seasonal retreat, investment opportunity, or waterfront property to update and make your own, this home presents exceptional value. With an updated kitchen, waterfront location, pool, boat lift, desirable setting next to Sara Bay Country Club, and pricing below current market value for a quick sale, this is an opportunity that savvy buyers will not want to miss. Bring your vision and unlock the full potential of this waterfront gem.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jay Travis, Pa (941-812-7277)
2946 CLARK RD #2946, SARASOTA, FL 34231
$150,000110 Days on yellowkey MLS ID: A4689366
REDUCED by $25,000 (14.3%) on 06/23/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 985 Built: 1973Monthly Fee: $588 Tax: $2,252 (2025)Community: Trinity VillageTownhouse
Taxes:$2,252
Elementary School: Gulf Gate Elementary
Remarks: LOCATION, LIFESTYLE, AND VALUE! Just under two miles from the world-famous quartz sand of Siesta Key Beach, this beautifully maintained 2-bedroom, 1.5-bath townhome in Trinity Village Condominiums delivers the ideal Florida lifestyle. Offered TURNKEY furnished, this light and bright home features granite countertops, ceramic tile, and engineered wood flooring throughout. The open living area flows seamlessly to a screened lanai with peaceful courtyard and pool views, creating the perfect space to relax or entertain. Upstairs, the primary bedroom boasts its own private screened lanai overlooking the same lush courtyard setting, your own quiet retreat. Located across the street from Detwiler’s Farm Market and just blocks from the shops, dining, and nightlife of Gulf Gate, and with quick access to Interstate 75, convenience is at your doorstep. Walk or bike to everything you need, including the beach. Perfect as a full-time residence, seasonal getaway, or income-producing rental, this property checks all the boxes for location, comfort, and opportunity.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$354,900187 Days on yellowkey MLS ID: N6142540
REDUCED by $5,000 (1.4%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Seller will put on a New Tile Roof prior to closing!Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
139 TALL TREES CT, SARASOTA, FL 34232
$625,00036 Days on yellowkey MLS ID: A4696795
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1999Monthly Fee: $199 Tax: $4,048 (2025)Community: Oak Court Ph 2-A & 2-BSpa: NoSingle Family
Taxes:$4,048
Elementary School: Fruitville Elementary
Remarks: Behind the gates of Oak Court, this beautifully appointed three-bedroom, two-bath residence offers a rare combination of thoughtful design, quality craftsmanship, and modern convenience. Situated on a .17-acre homesite, the home enjoys a peaceful setting surrounded by mature trees and quiet streets, while remaining just minutes from downtown Sarasota, St. Armands Circle, and Sarasota's renowned Gulf beaches. Inside, soaring ceilings and porcelain plank flooring extending throughout the home create an open, light-filled atmosphere. Over $250,000 in carefully selected improvements and custom finishes have transformed the residence into a home of exceptional comfort and style. While custom remote-controlled shades and window treatments provide effortless privacy and ambiance. At the heart of the home is a stunning kitchen designed to balance beauty and functionality. An oversized quartz island serves as the centerpiece, surrounded by floor to ceiling custom cabinetry, designer hardware, and a striking glass, marble, and diamond-chip backsplash. The fully integrated smart appliance package includes a touch-control cooktop, double wall ovens, and an advanced smart refrigerator with voice capabilities, recipe assistance, shopping list functionality, music integration, and Wi-Fi connectivity. Throughout the home, custom designer lighting and upscale finishes create a warm and gracious atmosphere. The primary suite offers a relaxing retreat with quartz countertops, a freestanding soaking tub, and a spacious walk-in shower featuring opalescent tile and distinctive wave-pattern walls. The guest bath is equally impressive, highlighted by a custom marble vanity. Outside, the paver lanai extends the living space, providing a comfortable setting for entertaining or simply enjoying Sarasota's year-round sunshine. Every element of the home reflects pride of ownership and a commitment to quality, combining timeless finishes with modern technology in a residence that is both elegant and exceptionally livable. Surrounded by mature canopy trees and peaceful streets, yet conveniently located near downtown Sarasota, St. Armands Circle, and the area's world-class beaches, 139 Tall Trees Court represents an exceptional opportunity to enjoy refined living in one of Sarasota's most desirable settings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
6157 MIDNIGHT PASS RD #E12, SARASOTA, FL 34242
$499,00028 Days on yellowkey MLS ID: A4698724
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1974 Tax: $5,071 (2025)Community: Bay OaksCondo
Taxes:$5,071
Remarks: New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Jason Wood (941-993-6565)
6005 MIDNIGHT PASS RD #N4, SARASOTA, FL 34242
$799,999198 Days on yellowkey MLS ID: A4677763
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1966 Tax: $7,741 (2025)Community: Provincial GardensVilla
Taxes:$7,741
Remarks: DEEDED SIESTA BEACH ACCESS! Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Maintenance Free condo lifestyle that feels like a single family home. Situated in Provincial Gardens on a lushly landscaped and tree canopied street of only 26 units offering old Florida charm. This updated, Turnkey Furnished 2 bedroom + Den, 2 bath offers 1400sf. Spacious owner’s suite features a private patio; wall of closets; and ensuite bath. The updated kitchen offers abundance of cabinets and counterspace & newer appliances. The open floor plan offers tile floors throughout; abundance of sliding glass doors opening to your surrounding private courtyard; Florida room; updated baths; Full Size washer/dryer utility closet; new hot water heater 2023; New roof 2023; & Storage Shed 10x6. The crown jewel of this community is the enormous Bay front park with spacious paver patio where owners and their guests enjoy exquisite sunrises and picturesque sunsets while watching the dolphins, manatees, birds and boaters play in the intracoastal waterway. In addition, there is a new seawall, day dock with canoe/kayak launch, and plenty of room to try your luck at fishing. In addition, owners enjoy Deeded Beach Access; beach chair usage; and jr. Olympic heated pool across the street at the Aloha Kai Community. It is also comforting to note that this community sustained no water damage from any recent hurricanes. This Beach to Bay Retreat is ready as a rental or personal winter getaway for you, your family and friends. This mid-key location is an easy Breeze Bus or Froggy Hop ride to Siesta Key Village; Tennis Courts; Public Beach; Grocery; and abundance of restaurants. Don't delay; these units are rarely available and sell fast.
Listing Agent: Linda Starcher, Pa (941-780-2396)
130 N ADAMS DR, SARASOTA, FL 34236
$1,500,000426 Days on yellowkey MLS ID: A4654087
1 Days Off yellowkey (back on 7/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1957Monthly Fee: $4 Tax: $10,652 (2024)Community: Saint Armands DivSingle Family
Taxes:$10,652
Remarks: Under contract-accepting backup offers. Virtually Staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
9670 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$699,999113 Days on yellowkey MLS ID: A4689123
1 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2190 Built: 2026Monthly Fee: $357 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Remarks: Under contract-accepting backup offers. Welcome to luxury living in Sarasota within the highly sought-after community of Grand Park. This brand-new 2026-built residence, ready for completion at the end of April, offers an exceptional blend of modern design, high-end finishes, and thoughtful upgrades totaling over $139,000. This stunning three-bedroom, three-bath home showcases an open-concept layout with zero wasted space and highlighted by tray ceilings in both the great room and foyer, along with 8-foot interior doors that enhance the sense of space and elegance. The upgraded gourmet kitchen is a true centerpiece, featuring upgraded cabinetry and quartz countertops, along with stylish tile backsplash, and premium gas stainless steel appliances designed for both everyday living and entertaining. The owner’s suite is a private retreat, complete with a beautifully designed tray ceiling, luxurious freestanding Paloma soaking tub, and matching quartz finishes that elevate the spa-like atmosphere. Built for both comfort and durability, the home includes hurricane impact glass throughout, a tile roof, and energy-efficient spray foam insulation with a dehumidifier system in the attic (standard). Additional highlights include upgraded floor tile, an extended lanai with outdoor sink rough-in, and gas connections for enhanced functionality. This home is the perfect combination of luxury, efficiency, and Florida lifestyle—offering a rare opportunity to own a move-in ready, highly upgraded new construction home in one of Sarasota’s most exciting new communities. At Grand Park, you will enjoy access to exceptional amenities like the clubhouse with social space and pavilion, fitness center and wellness studio, two resort style pools with spa and cabanas, pickleball and tennis courts, walking & bike trails, scenic lake overviews, parks and a dog park. *
Listing Agent: John Wilcher (941-932-7669)
5800 HOLLYWOOD BLVD #112, SARASOTA, FL 34231
$159,00061 Days on yellowkey MLS ID: A4695217
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $1,728 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$1,728
Remarks: Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.
Listing Agent: Maryana Zilinskiy (941-744-6065)
1569 7TH ST, SARASOTA, FL 34236
$2,516,000662 Days on yellowkey MLS ID: A4625551
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 860 Built: 1925 Tax: $5,080 (2023)Community: Halls Sub James SSpa: NoSingle Family
Taxes:$5,080
Tax Year: 2023
Remarks: SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.
Listing Agent: Robert T Anderson (941-350-8671)
3372 MAYFLOWER ST, SARASOTA, FL 34231
$314,000126 Days on yellowkey MLS ID: A4687594
REDUCED by $5,000 (1.6%) on 07/09/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1260 Built: 1963 Tax: $3,561 (2025)Community: Shadow LakesSingle Family
Taxes:$3,561
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Custom designed and designed and built in 1963, this concrete block home has stood the test of time and durability. The beach on Siesta Key is only 15 minutes away.. This is the lowest priced home listed in Shadow Lakes during the last two years. Shadow lakes is a neighborhood of upscale homes on oversize lots in the north end of Gulf Gate. Most of the homes in the neighborhood, including this one, are on the series of ponds/preserves separating backyards of the homes. Adding to peace of mind for the new owner is a new roof that was completed March 2026. The kitchen was recently remodeled to a high standard. The separate laundry room off the carport includes a half bath. The well-built storage shed measures approximately 10ft x 10ft. Among the pictures you can view the large fenced patio area that encompasses the shed as well as an outdoor shower area concealed between the laundry room and shed.
Listing is courtesy of: BAY VISION REALTY INC (813-598-7744)
Listing Agent: Brad Hodge (941-724-7744)
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