Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5572 SHADOW LAWN DR, SARASOTA, FL 34242
$4,795,00041 Days on yellowkey MLS ID: A4695248
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3523 Built: 2027Monthly Fee: $17 Tax: $5,171 (2026)Community: Siesta IslesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,171
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
3135 ALTA VISTA ST, SARASOTA, FL 34237
$419,900308 Days on yellowkey MLS ID: A4664729
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1502 Built: 1956 Tax: $310 (2025)Community: Bellevue TerraceSingle Family
Taxes:$310
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brett Decklever (248-766-7571)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,000100 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Elementary School: Southside Elementary
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
8335 BARTON FARMS BLVD, SARASOTA, FL 34240
$799,900117 Days on yellowkey MLS ID: A4686596
REDUCED by $40,099 (4.8%) on 05/06/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2001Monthly Fee: $225 Tax: $4,452 (2025)Community: Barton Farms, Laurel LakesSingle Family
Taxes:$4,452
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) was virtually staged. Rare. Refined. Ready. This is the home Sarasota buyers have been waiting for a meticulously maintained, one-owner estate in the coveted gated enclave of Laurel Lakes, where properties of this caliber almost never come to market. Set on an oversized lot approaching a third of an acre, the panoramic lake views are nothing short of breathtaking morning coffee on the lanai, sunset dinners al fresco, every day feels like a retreat What Makes This Home Exceptional. A brand-new barrel tile roof (an $65,000 improvement, completed August 2025) means the next owner inherits zero deferred maintenance and maximum peace of mind a rare gift in today's market. Inside, the thoughtfully renovated chef's kitchen is the heart of the home: natural gas cooktop, gleaming new quartz countertops, an expansive center island, and an open flow into the spacious family room that makes entertaining effortless. The layout is uncommonly versatile 6 bedrooms plus a 17×15 bonus room (ideal as a 6th bedroom, home office, or media suite), 4 full baths, formal living and dining rooms, and a spa-inspired primary suite featuring dual vanities, a walk-in shower, jetted soaking tub, and a walk-in closet that will impress even the most selective buyer. Live Like Every Day Is a Vacation Step through the oversized screened lanai into your private outdoor oasis — a summer kitchen, extended cage, and sweeping lake views that never get old. The circular driveway and 2.5-car garage ensure there's room for every vehicle and every guest. A Community That Completes the Lifestyle Laurel Lakes delivers resort-style amenities at a fraction of the cost: heated pool & spa, fitness center, pickleball courts, and a clubhouse — all with low HOA fees and no CDD. This is the sweet spot buyers rarely find. And the location? Minutes from Siesta Key Beach (consistently ranked among the nation's best), A-rated Tatum Elementary School, Rothenbach Park, upscale dining, and a brand-new Publix just five minutes away. The Bottom Line At $237/SF for a move-in ready, upgraded, gated-community home in one of Sarasota's most sought-after corridors — this is exceptional value that is difficult to replicate. The home is vacant, immaculate, and priced to move. Design Services are complilmentary. All items in mood boards may be purchased Don't wait. Opportunities like this don't linger.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
1021 CRESCENT ST #1, SARASOTA, FL 34242
$1,699,000201 Days on yellowkey MLS ID: A4676253
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $46,000 (2.6%) on 05/12/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksCondo
Taxes:$17,389
Remarks: Under contract-accepting backup offers. Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000190 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4989 Built: 2026 Tax: $11,550 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$11,550
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000212 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Tax Year: 2024
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,000110 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Middle School: Booker Middle
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
3269 BENEVA RD #102, SARASOTA, FL 34232
$135,000216 Days on yellowkey MLS ID: A4674580
REDUCED by $20,000 (12.9%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Elementary School: Wilkinson Elementary
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
704 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$515,00083 Days on yellowkey MLS ID: A4690645
REDUCED by $60,000 (10.4%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2346 Built: 1976 Tax: $6,120 (2025)Community: Bellevue TerraceSingle Family
Taxes:$6,120
Remarks: PRICED TO SELL! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jennifer Mcclendon (720-839-2131)
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000352 Days on yellowkey MLS ID: A4660166
2 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
1100 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$550,00044 Days on yellowkey MLS ID: A4695506
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 918 Built: 1976 Tax: $5,481 (2025)Community: Lido Surf & SandCondo
Taxes:$5,481
Elementary School: Pine View School
Remarks: Rare private open-air courtyard patio with breathtaking Gulf and beach views! One of only a select handful of residences within Lido Surf & Sand to offer this highly sought-after outdoor living space, this furnished 1-bedroom, 1.5-bath beachfront condominium delivers a lifestyle opportunity rarely available on Lido Key. Whether enjoying your morning coffee while watching the waves roll in or relaxing at sunset with the sound of the Gulf in the background, the expansive patio creates an outdoor experience that few condominium residences can match. Inside, the residence features a bright and inviting floor plan with updated flooring, spacious living and dining areas, abundant natural light, and beautiful water views. Offered furnished, the condo is ready to enjoy immediately as a primary residence, seasonal retreat, or investment property. Offered furnished and with a history of seasonal rental demand, the property also presents an attractive opportunity for buyers seeking a beachside investment, seasonal residence, or personal coastal retreat. Lido Surf & Sand is a premier Gulf-front community offering residents an exceptional collection of amenities, including private beach access, a beachfront heated pool and spa overlooking the Gulf, fitness center, covered parking, private storage, bicycle storage, elevators, grilling areas, shuffleboard courts, beautifully maintained walking paths and sidewalks, multiple gathering and entertaining spaces, on-site property management, and secure building access. The location is equally impressive. Situated just moments from world-famous St. Armands Circle, residents enjoy convenient access to an incredible selection of restaurants, boutique shopping, cafes, galleries, and year-round events. Downtown Sarasota, Marina Jack, cultural attractions, and Sarasota-Bradenton International Airport are all within easy reach. Opportunities to own one of the community's rare patio residences are exceptionally limited. Combining beachfront living, spectacular Gulf views, resort-style amenities, strong rental appeal, and an unbeatable location near St. Armands Circle, this is coastal Florida living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Dillon Hegarty (443-534-1666)
5608 EASTWIND DR, SARASOTA, FL 34233
$810,000288 Days on yellowkey MLS ID: A4666767
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2637 Built: 2001Monthly Fee: $46 Tax: $4,230 (2024)Community: Three OaksSingle Family
Taxes:$4,230
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
4527 PIKE AVE, SARASOTA, FL 34233
$324,900163 Days on yellowkey MLS ID: A4680146
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $8,100 (2.4%) on 05/14/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1334 Built: 1979 Tax: $1,047 (2025)Community: Sarasota Highlands 2Single Family
Taxes:$1,047
Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready three-bedroom home, ideally located just 10 minutes from the world-class beaches of Siesta Key, yet set on higher ground for peace of mind and freedom from tidal concerns. Tucked into a quiet, established neighborhood, this home offers comfort, privacy, and thoughtful updates throughout. The home features a total footprint of 1,560 square feet, with 1,344 square feet under air, and has been meticulously maintained. Major systems are already upgraded in place, including a new architectural shingle roof (February 2025), a new 150-AMP Electrical Service Panel, a new AC system (2021), and a water heater (2021). Submersible well pumps (2013 & 2019) are relatively recent, and the septic system has been consistently cleaned and maintained every 2–3 years since 2005. The stucco-finished concrete block exterior has been freshly painted in a soft Ivory, complemented by Danube Blue hinged shutters on every window for protection and timeless curb appeal. Inside, the home has been recently refreshed with Light Pewter Gray walls, while all trim, baseboards, and crown molding—featured in every room—are finished in crisp, bright high-gloss, adding cohesion throughout. The bathroom walls are tiled from bottom to top. The shower has a river pebble shower base for good footing. The main living areas have recessed ceiling LED downlights, and bathroom lighting is wall-mounted LED. The super-quiet Ceiling Vent-fan is also a bright LED light, with two shades of Night-light and a Bluetooth Speaker to jam your tunes. Situated on quiet Pike Avenue, a non-through street with no turnaround, the home enjoys minimal traffic and a peaceful setting. The 5,356-square-foot lot includes a gated, fully fenced backyard that feels like a private botanical retreat. Designed with Florida-friendly landscaping, the yard features an Aqua garden Pond, Papaya, palms, pineapple plants, Banana trees, and Bamboo trees, abundant birdlife, and a hammock-ready atmosphere—with no grass to mow and virtually no yard maintenance required, except for occasional hand watering. This is a rare opportunity to enjoy a serene, well-maintained home close to beaches, dining, and culture—without the usual coastal worries. Schedule a private showing and see for yourself what a great location this place is in. There is no HOA, and there is no HOA Fee. The buyer's agent/ Realtor and Buyer must verify all of the room measurements and square feet of living space. Seller will accept only AS-IS offers for Offers to Purchase Agreements. The Listing Agent is the Owner.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Steve Ivan (941-726-0386)
6609 PALADIN CT, SARASOTA, FL 34241
$1,849,000167 Days on yellowkey MLS ID: A4679386
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2026Monthly Fee: $83Community: Paladin EstatesSpa: YesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Under Construction. Now introducing a signature modern farmhouse in Paladin Estates, Sarasota’s newest private enclave designed for boat, RV, and collector car enthusiasts who value space, privacy, and high-performance living. Positioned on a premier half-acre homesite within this newly developed community, this custom residence pairs timeless farmhouse architecture with advanced durability and energy efficiency. Built as a true performance home, it features a standing seam 5V crimp metal roof, impact and insulated windows and doors, and open-cell spray foam insulation for superior structural strength, storm protection, and year-round climate control. Wide-plank European Oak flooring, architectural millwork, and custom built-ins add warmth and character throughout, while every closet is appointed with premium wood shelving. The chef’s kitchen anchors the home, crafted in partnership with Amish artisans and equipped with professional-grade Thor appliances, a Rohl Allia fireclay sink, custom cabinetry, and designer finishes for elevated everyday living and effortless entertaining. A detached 45-foot-deep toy garage with a 14-foot door delivers exceptional flexibility, accommodating an impressive classic car collection while the main residence provides two additional attached garage spaces. Alternatively, the structure is equally suited to house a large boat or RV with remaining capacity for stacked vehicles, creating a rare multi-purpose compound for serious collectors and outdoor enthusiasts alike. Outdoors, travertine surrounds a saltwater pool and spa, creating a resort-style retreat ideal for year-round Florida living, with additional backyard space offering the opportunity to add a private pickleball court or expanded recreational amenities. Just minutes from downtown Sarasota, the Cultural Coast, fine dining, championship golf, marinas, and the quartz-sand beaches of Siesta Key, this home by Yoder Built Properties stands as a statement of craftsmanship, integrity, and enduring quality. This property qualifies for a 1% lender incentive when using the preferred lender; inquire for details. Your Sarasota legacy starts here.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00074 Days on yellowkey MLS ID: A4691115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Remarks: Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
6100 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$6,499,000212 Days on yellowkey MLS ID: A4672432
2 Days Off yellowkey (back on 3/13/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3882 Built: 2019 Tax: $55,984 (2024)Community: Halcyon Siesta KeySpa: NoCondo
Taxes:$55,984
Remarks: Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
1249 S BASIN LN, SARASOTA, FL 34242
$8,950,00084 Days on yellowkey MLS ID: A4690355
Bed: 6 Bath: 7.0 Gar: 8 Liv Area Sq Ft: 10642 Built: 1951Monthly Fee: $933 Tax: $40,641 (2025)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$40,641
Remarks: Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. Additionally, the property can be split into 3 separate waterfront parcels with the smallest water frontage being 99 ft. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.
Listing Agent: Kim Ogilvie (941-951-6660)
4650 10TH ST, SARASOTA, FL 34232
$1,875,00092 Days on yellowkey MLS ID: A4689601
3 Days Off yellowkey (back on 6/1/2026)
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2915 Built: 2017 Tax: $11,533 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$11,533
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Welcome to your dream oasis in the heart of Sarasota, close to I-75 just North of Fruitville. This stunning, newer build boasts a prime location that perfectly couples lifestyle with tranquility. Situated on just under 1 acre, this coastal contemporary offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the property, you'll be greeted by a private setting that instantly puts you at ease; providing a retreat-like atmosphere that's hard to find West of I-75.The main residence showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of elegance and comfort. The open layout with polished concrete floors allow for seamless flow between living spaces, making it ideal for both entertaining and everyday living. At the heart of the home is the beautifully appointed kitchen, featuring top-of-the-line Thermador appliances that cater to the needs of any chef or baker. The fine craftsman styling with transom windows and custom millwork are a real treat. As you step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with outdoor kitchen perfect for al fresco dining or simply enjoying the Florida sunshine in the gorgeous pool. With a nod to versatility, this property also includes a secondary building that offers endless opportunity. Compete with a rare and highly desirable upstairs guest apartment boasting 266 sqft of space. This brand new, never lived in studio, comes complete with a full bath and washer/dryer. Whether you envision a home office, a personal gym, or an art studio this space can adapt to your desires with ease. The 28’ x 48’ garage is large enough to house your offshore boat, RV, car collection or equipment. Don't miss the chance to own this exceptional property, where newer construction, prime location, and coastal contemporary design come together in perfect harmony. Experience the best of Sarasota living in your own private sanctuary. Schedule your private showing!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
642 OHIO PL, SARASOTA, FL 34236
$815,00061 Days on yellowkey MLS ID: A4693770
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 850 Built: 1925 Tax: $10,496 (2025)Community: Osprey Ave SubSingle Family
Taxes:$10,496
Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.
Listing Agent: Doug Parks (941-400-9087)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.