Location: Sarasota
Do Not Show Listings
SARASOTA, FL 34233
$349,900188 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
$1,100,00098 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
$474,900365 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
$5,900,000277 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
$885,00083 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
$3,675,000117 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)
4353 INDIAN POINT TRL, SARASOTA, FL 34238
$635,000309 Days on yellowkey MLS ID: A4655468
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1990Monthly Fee: $205 Tax: $5,420 (2024)Community: Deer CreekSingle Family
Taxes:$5,420
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Welcome to this impeccably maintained home located in the highly sought-after community of Deer Creek in Sarasota’s Palmer Ranch. This Beautifully remodeled home features 3 bedrooms, 2 bathrooms, and a versatile open-concept floor plan that seamlessly blends indoor and outdoor living. Enjoy a relaxing pool while overlooking serene lake views from the screened lanai, perfect for morning coffee or evening relaxation. The modern kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Vaulted ceilings and large windows fill the home with natural light, creating an inviting and airy atmosphere. Ideally situated close to top-rated schools, world-class golf courses, 8 miles to Siesta Key Beach, A newly remodeled YMCA with new equipment and indoor pickleball, Potter Park which hosts the highly rated SHARKS swim team, nearby shopping, and dining. Just a walk or a bike ride away to a new developing shopping center with COSTCO as the anchor and new restaurants and shops to come. Don’t miss the opportunity to own a beautiful home in one of Sarasota’s most desirable neighborhoods! SOME KEY FEATURES; COMPLETELY RENOVATED KITCHEN AND BATHROOMS, ENGINEERED WOOD FLOORING, 2 YR OLD TILE ROOF, 2 YR OLD HVAC SYSTEM, ALL NEWER APPLIANCES, 2025 GARAGE DOOR ( HURRICANE RATED ) AND OPENER, WHOLE HOME WATER FILTRATION SYSTEM SCHEDULE YOUR PRIVATE SHOWING TODAY!!!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Leah White (941-899-5333)
4751 CARRINGTON CIR, SARASOTA, FL 34243
$685,00057 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)
2737 JAY PL #4, SARASOTA, FL 34235
$305,00030 Days on yellowkey MLS ID: TB8489830
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1962 Tax: $6,300 (2025)Community: Kensington Park Unit 4Single Family
Taxes:$6,300
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Charming Sarasota home nestled in a quiet, established neighborhood! This inviting property offers a bright and open layout with plenty of natural light throughout. Enjoy a spacious living area perfect for entertaining, a well-appointed kitchen with ample cabinet space, and comfortable bedrooms designed for relaxation. Step outside to a private backyard ideal for outdoor gatherings or peaceful mornings. Conveniently located near shopping, dining, parks, and just a short drive to beautiful Gulf Coast beaches. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home is full of potential. Don’t miss your chance to make it yours!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
5121 GLADE FERN CT, SARASOTA, FL 34238
$859,500100 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
$350,000109 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
$4,150,000190 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
$2,895,000136 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
$2,695,000108 Days on yellowkey MLS ID: A4675577
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
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
$879,00094 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
$275,00056 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
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
$5,999,000158 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
$512,000245 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 Agent: Dennis Kotaska, Llc (941-815-6772)
1903 24TH ST, SARASOTA, FL 34234
$279,000185 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
$560,000391 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)
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