Location: Sarasota
Do Not Show Listings
5121 GLADE FERN CT, SARASOTA, FL 34238
$859,50097 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,107
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
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
$350,000106 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
Elementary School: None
High School: None
Middle School: None
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
$4,150,000187 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
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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
$2,895,000133 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.
9489 SWAYING BRANCH RD, SARASOTA, FL 34241
$2,695,000105 Days on yellowkey MLS ID: A4675577
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4537 Built: 2015Monthly Fee: $342 Tax: $1,701 (2024)Community: Forest At The Hi Hat RanchSingle Family
Taxes:$1,701
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome to 9489 Swaying Branch Road, a beautifully designed residence located within The Forest at Hi Hat Ranch, an exclusive 270-acre gated community comprised of just 54 estate-sized homesites. This intimate Sarasota enclave is defined by its no-repeat architectural rule, ensuring every home is custom built and truly one of a kind. Surrounded by mature landscaping and preserved natural beauty, the community offers a rare balance of luxury, privacy, and tranquility. This thoughtfully crafted 4-bedroom, 4-bathroom single-family home spans over 4,500 square feet of living space and is ideally positioned on a premium homesite that is over 3 Acres with peaceful lake views from the rear, along with conservation and street views that enhance both privacy and scenery. The open, flexible floor plan is designed for effortless entertaining and everyday comfort, featuring expansive living areas, soaring ceilings, and abundant natural light throughout. At the heart of the home, the kitchen is designed for both function and gathering, showcasing quality finishes, generous cabinetry, and seamless flow into the main living spaces. Well-appointed bedrooms and bathrooms provide comfort and privacy for family and guests, while additional bonus spaces provide versatility for a home office, media room, or flex living area. Outdoor living is equally impressive, with a screened pool and spa, covered lanai, and tranquil views that create an ideal setting for year-round enjoyment. Notable upgrades include impact-rated windows for hurricane protection, a whole-home generator for uninterrupted peace of mind, a 4-car garage, irrigation system, and a private setting immersed in nature. Residents of The Forest at Hi Hat Ranch enjoy a secure, gated lifestyle just minutes from Sarasota’s top-rated schools, shopping, dining, and cultural attractions—while still feeling worlds away from it all. This is a rare opportunity to own a spacious, custom home in one of Sarasota’s most exclusive low-density communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Brian Wood (941-928-8408)
1533 OAK WAY, SARASOTA, FL 34232
$879,00091 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
Middle School: McIntosh Middle
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 is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00053 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
High School: Booker High
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)
161 S POLK DR, SARASOTA, FL 34236
$5,999,000155 Days on yellowkey MLS ID: A4672276
REDUCED by $251,000 (4.0%) on 03/31/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4617 Built: 2013 Tax: $88,251 (2024)Community: Lido BeachSingle Family
Taxes:$88,251
Remarks: In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can choose one of the many decks, from rooftop on down, canal to Gulf, to savor the sun, the breeze, the views and the peacefulness all around you. Once evening arrives, hop on the boat for a pleasant ride to your waterfront dining of choice or enjoy a glass of wine as you unwind with soothing music, the gentle movement of the water and savor the setting sun. This privately gated, coastal contemporary home encompasses over 4,600 square feet of interior living space with an open plan from living to dining to kitchen and on to the outdoor patio with a full wall of pocketing sliders. The acacia wood floor will be the first to grab your eye, but you will then be drawn to the unlimited other features of this home. From the many windows offering abundant natural light, to the built-ins, wet bars, oversized kitchen island, 3 en-suite bedrooms all with private balconies (includes first and 2nd floor owner suites), elevator, outdoors showers, sauna, ‘hidden’ oversized laundry room with 2 sets of washers and dryers, oversized boat dock with 2 lifts……. Shall I go on?? The well thought out configuration of this home rationalizes JUST ENOUGH of comfortably elegant entertaining mixed with intimate peace and privacy. Recent improvements include A/C handlers and compressors, tankless water heater and pump, flat tile roof decking, refinished exterior wood railings, pool pumps and actuators, in-ground drainage system, refreshed landscaping, exterior pressure washing, recent elevator service completed
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
2375 BAHIA VISTA ST, SARASOTA, FL 34239
$512,000242 Days on yellowkey MLS ID: A4662778
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 2022 Tax: $5,587 (2024)Community: Avon Heights 2Single Family
Taxes:$5,587
Elementary School: Alta Vista Elementary
Remarks: Elevate your lifestyle in this unique island-style home in the heart of Sarasota! An exceptional opportunity to experience the best of Florida living and an effortless move-in with all turnkey furnishings included, allowing you to settle in immediately. The interior is bright, optimized, and beautifully finished with luxury vinyl floors, shaker style cabinets, smooth finish doors, and smart TVs throughout, creating a modern and inviting atmosphere. The spacious living room and alcove with an antique bar cart and desk are adjacent to the dining area and a fully equipped kitchen, featuring elegant stone countertops and "smart" Samsung stainless steel appliances—ideal for entertaining guests or enjoying family meals. For your convenience, the interior laundry area includes a Samsung washer and dryer. This delightful home, built in 2022 to current building codes, ensures peace of mind with optimal construction features including impact windows, durable metal roof, and elevated stilt-on-concrete-piling construction with ample under-building carport style parking for two cars. With three bedrooms and two full baths, it comfortably sleeps eight, making this home perfect for families or groups. Located in a coveted area between vibrant downtown Sarasota and gorgeous Gulf Coast beaches, you can easily walk to Arlington Park and Aquatic Complex, head to Lido Key Beach or world-famous Siesta Key Beach with its quartz crystal sand, or simply relax in the serene, tree-lined backyard. This home is currently used as a part-time vacation home and for weekly vacation rentals. It's ideal as a full-time residence, a convenient part-time vacation home, or for continued weekly rentals, offering flexible ownership options. You will also love the close proximity to Sarasota's vibrant arts and culture scene, diverse dining venues, Sunday Farmers Market, the stunning Sarasota Bayfront and marina, and abundant recreational activities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Dennis Kotaska, Llc (941-815-6772)
1903 24TH ST, SARASOTA, FL 34234
$279,000182 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
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
$560,000388 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 Agent: Amanda Gilliland (941-320-1132)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,250,00027 Days on yellowkey MLS ID: A4686192
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSingle Family
Taxes:$24,862
Elementary School: Phillippi Shores Elementary
Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2343 EUGENE ST, SARASOTA, FL 34231
$449,90035 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3878 ROYAL HAMMOCK BLVD, SARASOTA, FL 34240
$849,90084 Days on yellowkey MLS ID: D6145789
REDUCED by $30,000 (3.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2497 Built: 2003Monthly Fee: $138 Tax: $7,519 (2025)Community: HammocksSingle Family
Taxes:$7,519
Remarks: What a gorgeous home featuring.. 4 bedrooms/3 bathrooms/3 car garage and pool with spa located in The Hammocks (A Gated Community). As you walk though this double entry door a freshly painted home awaits you and you are greeted with views of the Living Room/Dining Room overlooking the newly rennovated pool area with Storm shade for extra protection. If you love to cook then this kitchen is for you! This kitchen was totally rennovated with all new appliances, center island, beautiful wood cabinets, gorgeous quartz counter tops, new fixtures, large pantry and Luxury vinyl tile. The kitchen has a nice eating area with large window overlooking the pool area and open to the Family room that has sliders out to the pool area. On one side of the home, you will find 3 nice size guest bedrooms with 2 guest bathrooms one of which leads out to pool & lanai area and one that has been totally rennovated. On the opposite side of the home you will find the luxurious primary suite that features sliders out to pool & lanai area with an absolutely stunning En Suite that was completely redone with dual sinks, large soaking tub and beautiful walk in shower. The outside of this home is just as lovely as it features a large corner lot with luscious landscaping and Fresh paint. Also adding to this beautiful home is a newly installed rainsoft water treatment for the whole house. The location of this home is perfect as it is only 10 miles to the gulf if you're seeking a beach day! This home truly is one of a kind that has been loved and meticulously maintained. You won't be disappointed. Please see 3D tour and the list of total updates that is attached to this listing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-429-3506)
Listing Agent: Debbie Jones (941-228-2849)
2022 29TH ST, SARASOTA, FL 34234
$250,000110 Days on yellowkey MLS ID: A4676565
0 Days Off yellowkey (back on 2/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 2000 Tax: $1,403 (2025)Community: Newtown TerraceSingle Family
Taxes:$1,403
Remarks: Under contract-accepting backup offers. INVESTOR ALERT!!! Major Price Adjustment!!! 3BR/2BA single-family home built in 2000 on a .28-acre lot, located near downtown Sarasota with convenient access to major roadways. Well-suited for fix-and-flip or long-term buy-and-hold strategies. Detached structure/ADU on site is a tear-down, with utilities already in place.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jacob Wessels (941-999-1179)
611 TREMONT ST, SARASOTA, FL 34242
$3,399,00095 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)
2244 PALM TER, SARASOTA, FL 34231
$595,00039 Days on yellowkey MLS ID: A4684326
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1680 Built: 1961 Tax: $5,135 (2025)Community: RidgewoodSingle Family
Taxes:$5,135
Remarks: Under contract-accepting backup offers. DOUBLE LOT. SEE ATTACHED LETTER FROM COUNTY STATING 2 HOMES CAN BE BUILT ON PROPERTY. HOME IS RENTED UNTIL JUNE OF 2026. Will consider sale if interested but lease will need to be honored. View Matterport Virtual Tour LINK 2 . Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage for the warmth and comfort found within. This 3-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020, ensuring every detail contributes to a welcoming atmosphere. Everything from the new roof, windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. The heart of the home, the kitchen, is a chef's delight with high-end appliances, granite countertops, glass tile backsplash, soft-closing cabinetry and remote controlled custom lighting. The primary bedroom offers a retreat of tranquility with a walk-in closet and a spa-like bathroom featuring an oversized tub, shower, and double sinks. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. An open concept layout allows for seamless transitions between spaces while French door in the family room draws your eyes outside and connects you with nature. As you step into the backyard, you're greeted by a true Floridian retreat. An in ground heated pool, jacuzzi, and ample space for play and relaxation create an ideal outdoor haven. The smart irrigation system, butterfly, herb garden, and fruit trees contribute to the vibrant landscape.. Both front and back yards feature automated lights, creating a magical ambiance as they illuminate at dusk. Convenience is key with this home's proximity to downtown Sarasota and 10 minutes to #1 Siesta Key beach. Great dining near-by including; Geckos, Tripletail, Walt's Fish Market, Brine, Ruth's Chris and much more. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. All Measurements approximate. Buyer should review all room sizes. PROPERTY CURRENTLY LEASED UNTIL 6/1/2026 AT $3,800/MO. + UTILITIES, OCCUPANCY NEGOTIABLE.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
5110 ADMIRAL PL, SARASOTA, FL 34231
$559,90033 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
$255,00021 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 is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00021 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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