Location: Sarasota
Do Not Show Listings
SARASOTA, FL 34233
$349,900196 Days on yellowkey MLS ID: A4668891
0 Days Off yellowkey (back on 2/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 1998Monthly Fee: $46 Tax: $3,426 (2024)Community: Three OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,426
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE: Listing price may not be sufficient to pay the total of all liens and costs of sale, and sale of property at full listing price may require approval of seller's lender(s) All room dimension are estimates. Property sold as is with right to inspect. The AC system does not work. Proof of Funds must accompany all offers. Seller has no information regarding HOMEOWNER association and documents if applicable. All information pertaining to these docs, financials, & costs associated with obtaining them shall be the responsibility of Buyer. Inspections must be done within 10 days of effective date not short sale approval date.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kay Winefordner (941-302-1707)
6961 SCRUB JAY DR, SARASOTA, FL 34241
$1,100,000106 Days on yellowkey MLS ID: A4677370
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4177 Built: 2006Monthly Fee: $142 Tax: $9,513 (2024)Community: Red Hawk ReserveSingle Family
Taxes:$9,513
Elementary School: Lakeview Elementary
High School: Sarasota High
Middle School: Riverview Middle
Remarks: Welcome to 6961 Scrub Jay Drive, where refined design meets the vibrant lifestyle that makes Lakewood Ranch one of the most sought-after communities in the country. Perfectly positioned in the heart of it all, this home offers the ideal blend of comfort, style and everyday convenience, surrounded by beautifully maintained streets, lush landscaping and the unmistakable energy of a thriving master-planned community. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully designed layout that maximizes both space and natural light. Inside, an open-concept floor plan creates seamless flow between the kitchen, living and dining areas, making it ideal for both entertaining and relaxed daily living. The kitchen serves as the centerpiece of the home, offering generous counter space, ample cabinetry and a layout that keeps everyone connected whether hosting guests or enjoying a quiet evening in. The primary suite provides a private retreat, complete with a spacious bedroom, well-appointed bath and ample closet space designed for functionality and ease. Additional bedrooms offer flexibility for family, guests or a home office, allowing the home to adapt to your lifestyle. Every space has been designed with comfort and livability in mind. Step outside to your covered lanai and take in peaceful pond views that create a calming backdrop to everyday life. The backyard setting offers a sense of openness and privacy, with tranquil water views that enhance both morning coffee and evening gatherings. Whether you’re entertaining friends or simply unwinding at the end of the day, the water view adds a special touch that makes this home stand out. Living in Lakewood Ranch means access to an unmatched array of amenities including parks, trails, golf courses, fitness centers, top-rated schools, shopping, dining and year-round community events. With easy access to I-75, UTC Mall and the Gulf Coast beaches, you’re never far from where you want to be. 6961 Scrub Jay Drive isn’t just a home, it’s an opportunity to experience the lifestyle so many are moving here to enjoy.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900373 Days on yellowkey MLS ID: A4649803
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Christine Williams (941-287-5112)
439 MADISON DR, SARASOTA, FL 34236
$5,900,000285 Days on yellowkey MLS ID: A4659293
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4036 Built: 2026 Tax: $21,020 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$21,020
Remarks: Under Construction. 439 Madison is emerging as a striking new statement in modern luxury a rare opportunity to secure a fully custom, architecturally refined residence while construction is underway, with time remaining to personalize and select finishes. Designed with intention and executed with uncompromising quality, this home blends clean, modern lines with warm, natural materials. The exterior is thoughtfully composed with sand-finished HardiPlank siding, impact-rated insulated windows, an 8-foot stained fiberglass entry door, tongue-and-groove wood ceilings, and professionally designed, fully irrigated landscaping that frames a paver-lined driveway and expansive lanai. At the heart of the home, indoor and outdoor living merge seamlessly. A private pool and spa with sunshelf and heater create a resort-style setting, ideal for entertaining or quiet retreat. Inside, wide-plank wood flooring flows through the living spaces, complemented by porcelain tile in all baths and custom-built closets throughout. The chef’s kitchen is both elevated and inviting — featuring custom cabinetry with dovetail joinery and soft-close doors, 42” uppers with under-cabinet LED lighting, quartz countertops, a farmhouse sink, bespoke tile backsplash, and a professional-grade stainless steel appliance suite. The owner’s suite is a sanctuary of calm, offering a spa-inspired bath with a frameless glass walk-in shower, rain and handheld shower heads, quartz-topped vanities, custom cabinetry, and designer tile extending to the ceiling in all wet areas. Each additional bath echoes this same level of thoughtful luxury. Built for performance as much as beauty, the home features a reinforced concrete slab foundation, spray-foam insulated roof deck, rigid block wall insulation, and true high-efficiency construction. Additional highlights include a fully appointed laundry room with custom cabinetry, quartz counters, and utility sink; dual insulated garage doors with openers; an epoxy-finished garage floor; and a 10-year structural warranty. 439 Madison is more than a home — it is a carefully crafted lifestyle offering sophistication, longevity, and effortless modern living. With construction underway and completion slated for 2026, this is a rare chance to shape a luxury residence tailored to your vision.
Listing is courtesy of: SARASOTA REALTY CENTER LLC (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
8055 SLIPWAY DR, SARASOTA, FL 34240
$885,00091 Days on yellowkey MLS ID: A4680223
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $393 Tax: $11,404 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$11,404
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to the popular Halyard floor plan, thoughtfully designed with 2 bedrooms, a den, 2 bathrooms, and a 3-car tandem garage. Rich in custom detail, the home features shiplap accents, tray ceilings, and walk-in closets in both bedrooms, blending coastal elegance with everyday functionality. Bathed in natural light, the open-concept layout creates a bright and inviting atmosphere ideal for both daily living and entertaining. The spacious kitchen anchors the main living area with a large center island, abundant cabinetry, and a walk-in pantry, flowing seamlessly into the living and dining spaces. Enjoy effortless indoor-outdoor living with a south-facing pool and spa, expansive covered lanai, and peaceful water views that provide stunning sunset backdrops. The owner’s suite serves as a private retreat, highlighted by tranquil water views that offer a serene setting to begin and end each day. The outdoor living area is thoughtfully appointed with a built-in refrigerator, prep sink and counter space, and is plumbed for a gas grill, making it perfect for hosting or unwinding at home. Additional upgrades include custom shiplap detail, a water softener, and impact windows, enhancing safety and comfort throughout the residence. Located in Lakehouse Cove at Waterside, residents enjoy resort-style amenities including pickleball courts, dog parks, boathouse, clubhouse, resort pool, fitness center, and event lawn. All just a short stroll to Waterside Place, the hub of Lakewood Ranch, known for its dining, shopping, and vibrant community atmosphere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3939 HIGEL AVE, SARASOTA, FL 34242
$3,675,000125 Days on yellowkey MLS ID: A4675610
Bed: 4 Bath: 4.0 Gar: 8 Liv Area Sq Ft: 3788 Built: 2022 Tax: $33,340 (2025)Community: Siesta Rev OfSingle Family
Taxes:$33,340
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
4751 CARRINGTON CIR, SARASOTA, FL 34243
$685,00065 Days on yellowkey MLS ID: A4683772
REDUCED by $35,000 (4.9%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2000Monthly Fee: $96 Tax: $5,300 (2024)Community: Treymore At The Villages Of Palm-Aire 1Single Family
Taxes:$5,300
Remarks: Located behind the gates of Treymore at the Villages of Palm Aire, this Arthur Rutenberg-designed residence is positioned on an oversized 0.37-acre homesite, offering privacy, elegance, and timeless design. A 2023 paver driveway and brick walkway lead to glass double entry doors, welcoming you into an open, light-filled floor plan designed for effortless living and gracious entertaining. Luxury vinyl plank flooring (2023) flows throughout the main living areas, creating a cohesive and updated aesthetic. The spacious great room opens through expansive sliding glass doors to a screened lanai featuring a solar-heated pool (2022) and retractable awning — a private outdoor retreat perfect for evening gatherings or quiet mornings by the water. The kitchen is both stylish and functional, appointed with staggered cabinetry, gas range, double ovens, tile backsplash, pendant lighting, and thoughtfully integrated roll-out shelving that enhances organization while maintaining clean design lines. The primary suite offers a serene retreat with dual walk-in closets and a well-appointed bath featuring dual vanities, a walk-in shower, soaking tub, and private water closet. A split-bedroom floor plan ensures comfort and privacy, with two guest bedrooms positioned opposite the primary suite. Recent improvements include washer, dryer, and refrigerator (2025), gas water heater (2025), tile roof (2021), updated A/C system (2019) with ducts cleaned and UV light added (2025), Mylar window and slider film, and a portable gas generator — reflecting consistent pride of ownership. Treymore residents enjoy the security of a gated enclave just moments from optional membership at Palm Aire Golf & Country Club. Offering two championship golf courses, Har-Tru tennis courts, pickleball, fitness facilities, dining, and a vibrant social calendar, Palm Aire delivers a true country club lifestyle without mandatory membership. Conveniently located near UTC Mall, SRQ Airport, downtown Sarasota and Bradenton, and approximately 14 miles to Siesta Key, Lido Key, and Bradenton Beach.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Lisa Kartz (941-587-3602)
5121 GLADE FERN CT, SARASOTA, FL 34238
$859,500108 Days on yellowkey MLS ID: A4677978
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3900 Built: 1999Monthly Fee: $275 Tax: $8,107 (2025)Community: Turtle RockSingle Family
Taxes:$8,107
Remarks: Spacious 5 bedroom in sought after Turtle Rock Community. New kitchen and upgraded laundry room and bathrooms. New flooring throughout. New upstairs AC. Large eat-in kitchen with island and adjoining family room. Primary suite has separate sitting room. This home features a 2nd floor bonus room 30 x 30. Lake views and on a private cul-de-sac location. Great family neighborhood, with nature trails, lighted tennis courts, basketball court, clubhouse, community pool, playground and canoeing trails
Listing is courtesy of: ILENE MIRMAN REALTY INC (941-349-8987)
Listing Agent: Ilene Mirman (941-544-4900)
2877 MICHIGAN ST, SARASOTA, FL 34237
$350,000117 Days on yellowkey MLS ID: A4676851
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1955 Tax: $2,949 (2025)Community: Patricia ManorSingle Family
Taxes:$2,949
Remarks: Unlock the potential of this Sarasota gem! Located close to downtown Sarasota, this home offers a fantastic canvas to bring your vision to life. With 3 bedrooms and 2bathrooms, the property provides ample space for your finishing touches. Conveniently located close to the Sarasota Legacy Trail for biking and walking enthusiasts and just minutes from vibrant downtown Sarasota, this home is perfectly positioned to enjoy everything the area has to offer, from world-class beaches to shopping and dining.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
234 GRANT DR, SARASOTA, FL 34236
$4,150,000198 Days on yellowkey MLS ID: A4668250
REDUCED by $300,000 (6.7%) on 03/31/2026
Bed: 6 Bath: 7.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $43,952 (2024)Community: Lido Beach Div BSingle Family
Taxes:$43,952
Elementary School: Southside Elementary
Remarks: There is only one – Endless Summer. They say some homes are built, and others are dreamt into existence. More than a residence, this is a coastal heirloom designed as a reverie on Lido Key, where days stretch long and golden nights are spent under twinkling stars. Here, morning begins with salt-kissed air drifting through balconies that open like quiet invitations to the sea. Crafted with designer precision, nearly 3,300 square feet of refined interiors unfold in soft whites and warm golds. Quartz catches the light like sun on shallow water, balanced by warm woods and soft textures that echo the shore just beyond the walls. A perfect complement to the chef’s kitchen, the great room offers dining and living spaces where laughter and long meals linger. A second lounge area, the club space feels like a hidden chapter—where stories unfold over amber drinks, rain-softened afternoons, and the kind of company that never watches the clock. Each of the six suites offer a private retreat – like personal chapters in a story meant to be shared across generations. Outside, time slows. The saltwater pool shimmers like a private lagoon, complete with spa, sun shelf, and lush greenery that wraps the grounds in quiet seclusion. Covered terraces whisper of morning coffee and midnight talks, and above it all, a rooftop deck offers a front-row seat to the Gulf’s ever-changing poetry. A love letter to your legacy, this luxe sanctuary sits just moments from powder-soft white sands and the romantic St. Armands Circle, blending tranquility with world-class dining, boutique shopping, and the cultural intrigue of nearby Sarasota. For those who collect memories the way others collect assets, this is where the story is written and passed down through generations. More than a home, Endless Summer is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
6910 MIDNIGHT PASS RD #A, SARASOTA, FL 34242
$2,895,000144 Days on yellowkey MLS ID: A4674217
REDUCED by $80,000 (2.7%) on 03/31/2026
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSingle Family
Taxes:$24,633
Remarks: There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
1533 OAK WAY, SARASOTA, FL 34232
$879,000102 Days on yellowkey MLS ID: A4678901
3 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3231 Built: 1988Monthly Fee: $172 Tax: $8,039 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$8,039
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Set on nearly half an acre in the heart of The Lakes Estates, a sought after community with mature trees and winding roads, 1533 Oak Way offers a rare combination of space, serenity and central Sarasota convenience. Surrounded by mature trees and positioned on higher ground, this five-bedroom residence feels private and elevated, literally and figuratively. A welcoming front porch sets the tone, inviting you into a thoughtfully laid-out home with five bedrooms, three full baths and an additional half bath on the first floor, ideal for everyday living and hosting. Natural light fills the interior, while the home’s screened back porch provides a peaceful place to unwind and enjoy the lush, tree-filled surroundings. The expansive lot offers ample room to add a pool, creating opportunity to design your private outdoor oasis, an increasingly rare feature in such a centrally located neighborhood. Peace of mind comes standard with a roof replaced just two years ago, allowing you to focus on enjoying the home rather than future maintenance. The Lakes Estates is beloved for its resort-style amenities, including two community pools, a clubhouse, recreation center, playground and tennis courts, offering something for every age and lifestyle. Just minutes from downtown Sarasota, shopping, dining, beaches and top schools, this location puts all things Sarasota within easy reach. Opportunities like this, large lots, established neighborhoods and central proximity, are increasingly hard to find. Don’t miss your chance to own a standout home in one of Sarasota’s sought-after communities.
Listing Agent: Katy Mcbrayer (941-400-2406)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00064 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing Agent: Evan Weber (941-287-9700)
1903 24TH ST, SARASOTA, FL 34234
$279,000193 Days on yellowkey MLS ID: A4668435
2 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1964 Tax: $2,479 (2024)Community: Epsteins Add To NewtownSingle Family
Taxes:$2,479
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Experience Refined Sarasota Living in the heart of Sarasota—where timeless charm meets contemporary comfort. This beautifully appointed residence embodies the essence of the Old Florida lifestyle, offering an ideal blend of location and convenience. Perfectly situated just moments from Downtown Sarasota, this home provides effortless access to the city’s premier beaches, cultural landmarks, and vibrant dining scene. Property Highlights include Light-Filled Interiors, expansive living spaces designed to capture Sarasota’s signature sunshine. Elegant finishes with tasteful Florida-inspired details are throughout the home. A generous yard ideal for entertaining, gardening, or creating your private retreat under the palm trees. Enjoy the proximity to Sarasota’s most coveted destinations. Bask in coastal beauty at Lido Key beach or the powder-white sandy beach of world-renowned Siesta Key—each less than 20 minutes away. Immerse yourself in Sarasota’s cultural scene with The Ringling Museum, Van Wezel Performing Arts Hall, and a collection of premier galleries just minutes from your door. Explore Main Street’s boutique shopping, fine dining, and vibrant nightlife in one of Florida’s most desirable urban enclaves. Paddle through the mangroves at South Lido Nature Park, hike Myakka River State Park’s scenic trails, or unwind at picturesque Bayfront Park. Whether you seek a sophisticated full-time residence, a SMART investment opportunity, or an elegant seasonal escape, 1903 24th St delivers exceptional value and endless potential in one of Florida’s most prestigious coastal cities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: David Halligan (941-815-6690)
4801 SARASOTA AVE, SARASOTA, FL 34234
$560,000399 Days on yellowkey MLS ID: A4646529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1959 Tax: $6,465 (2023)Community: Sapphire HeightsSingle Family
Taxes:$6,465
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2023
Remarks: AS SEEN IN THE WEEK MAGAZINE! Live the best that the Florida lifestyle has to offer with this remodeled mid-century modern pool home located in the desirable Indian Beach Sapphire Shores neighborhood. This midcentury gem has been completely updated including the kitchen and baths, roof, plumbing, electric, and the pool. The 2-ply polyglass roof was replaced in 2020, the AC system in 2021, and the minisplit AC system in 2020. All of the original cast iron plumbing has been replaced with PVC pipes and fittings. The copper water pipes have been replaced with modern PEX pipes and fittings. The electrical panel was updated in 2021 and the heated pool has been rebuilt. All you need to do is move-in and begin enjoying the sunshine in your fully fenced backyard. Adding to the backyard oasis vibes is an oversized screened patio which has enough space to create an outdoor living room and dining area. Inside the home is clean and bright with renovated kitchen and bathrooms and clever built-in storage solutions. The kitchen features a wall length built-in pantry as well as stainless appliances and ample cabinet storage. The large and flexible living space features two walls of windows and a beautiful living room built-in with storage space, display space, and integrated seating.The primary suite features an en-suite renovated bathroom as well as a private entrance to the backyard. While located outside the flood plain you still have easy access to multiple neighborhood parks along Sarasota Bay; they are a fantastic place to watch the sunset, fish, or launch your paddleboards and kayaks into Sarasota Bay. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Driving, walking, or biking along the neighborhood's shaded streets and sidewalks you'll be treated to a tour of Sarasota architecture from the 1920s through today. Within the neighborhood you will also find cultural amenities including the Ringling Museum which features frequent community event programming and the Asolo Theatre which houses Asolo Rep as well as the Sarasota Ballet. Both Downtown Sarasota and Sarasota Bradenton Airport are a 5 minute drive from the home. Shopping and dining on St Armands Circle and the crystal quartz sand of Lido Beach is just a 10 minute drive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
2343 EUGENE ST, SARASOTA, FL 34231
$449,90046 Days on yellowkey MLS ID: A4686269
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 1984 Tax: $3,729 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,729
Elementary School: Gulf Gate Elementary
Remarks: Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.
611 TREMONT ST, SARASOTA, FL 34242
$3,399,000106 Days on yellowkey MLS ID: A4678455
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4194 Built: 2005 Tax: $21,457 (2025)Community: Siestas BaysideSingle Family
Taxes:$21,457
Remarks: A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage with a lift and a short, easy boat ride to the Intracoastal Waterway, all just minutes from Siesta Village and the world-renowned white sands of Siesta Beach. Homes of this caliber and setting are seldom available and must be experienced in person to be fully appreciated. Offering 4,194 square feet under air, the thoughtfully designed floor plan is both impressive and highly livable, ideal for full time residents and seasonal owners alike. Soaring ceilings, abundant natural light, and quality craftsmanship define the interior. The main floor primary suite is complemented by additional bedrooms on the main level, providing the ease of one level living, while the second floor offers a spacious guest suite and bonus room with peaceful views of the pool and canal. Exceptional indoor-outdoor living is at the heart of the home. Multiple pocketing sliding glass doors open wide to an expansive covered and fully screened lanai, creating a seamless connection between interior and exterior spaces. The outdoor living area is generous in scale and designed for entertaining, featuring a heated pool and spa, summer kitchen, gas fireplace, and multiple areas for dining and relaxation. The large screened layout allows you to comfortably enjoy outdoor living year round, regardless of the weather. Lush tropical landscaping enhances privacy and creates a tranquil island setting, while boating enthusiasts will appreciate the private lift and convenient access to open water. Impact-rated windows and doors, a generator, and a three-car garage provide peace of mind and everyday practicality. 611 Tremont Street combines location, boating, and lifestyle in a way few homes can. If you have been waiting for an exceptional Siesta Key property in one of the island’s most desirable neighborhoods, this is one you should see in person before it sells.
Listing Agent: Mike Warm, Llc (941-525-2740)
5110 ADMIRAL PL, SARASOTA, FL 34231
$559,90044 Days on yellowkey MLS ID: A4686260
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1816 Built: 1971 Tax: $3,544 (2025)Community: Phillippi ShoresSingle Family
Taxes:$3,544
Remarks: Under contract-accepting backup offers. Waterfront living on Phillippi Creek with direct access to Sarasota Bay and the Gulf. This lovely 2-story home offers 3 bedrooms, 3 bathrooms, and 1,816 square feet of living space in a prime Sarasota location with no HOA. The kitchen was renovated in 2017 and features quartz countertops, a pantry, and a sleek touchless faucet, while new tile flooring enhances the lower level. Upstairs, both bedrooms include walk-in closets, and the living area opens to an expansive wraparound deck—an ideal space to unwind, enjoy the coastal breeze, and take in the peaceful water views. Whether you're starting your morning with coffee or winding down at sunset, the setting is truly special. Major updates include impact windows installed in 2022, a new HVAC system and water heater in 2026, and a 15-year roof sealant added in 2025. Foam insulation in the lower level adds comfort and efficiency, and a new utility sink was added to the laundry room in 2026 for everyday convenience. Step outside and enjoy a front-row seat to nature, where manatees are often seen, creating a serene and memorable backdrop. The Phillippi Creek fixed bridge is located less than 0.75 miles from the home—Enjoy kayaking or from your backyard with access to Sarasota Bay and the Intracoastal Waterway—ideal for flat boats and smaller vessels. . Perfectly positioned, this home is just minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, and the world-famous Siesta Key Beach. Located within an A+ rated school district, this property offers not only an exceptional lifestyle, but lasting value. 3D tour of the home by clicking on the virtual tour link #2.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tessa Robbins, Pa (941-374-1345)
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00032 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Taxes:$2,171
Elementary School: Wilkinson Elementary
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing Agent: Ivey Shelley (941-544-1129)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00032 Days on yellowkey MLS ID: A4687951
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $194 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Remarks: Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
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