Location: Sarasota
Do Not Show Listings
1124 WATERLINE CT, SARASOTA, FL 34240
$1,325,00020 Days on yellowkey MLS ID: A4692511
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2257 Built: 2025 Tax: $5,324 (2025)Community: Lakehouse Cove/Waterside Ph 5Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,324
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Step into luxury,comfort,and true TURN-KEY living in this professionally decorated,FULLY FURNISHED masterpiece located in the highly sought-after Lakehouse Cove at Waterside.Every inch of this home has been thoughtfully upgraded to deliver an effortless,elevated lifestyle from the moment you arrive.The heart of the home is the open-concept living area,where a custom electric fireplace framed by floor-to-ceiling tile,rich wood cabinetry,and beautifully integrated shelving creates a striking modern focal point.A designer beverage station with a sink,water filtration system,and ice maker adds both convenience and sophistication,making entertaining feel seamless.All three bedrooms feature custom closet systems,and the well-appointed laundry room includes built-in cabinetry for exceptional organization and storage.In addition to the three beautifully appointed bedrooms,this home includes a versatile fourth bonus room-perfect as a home office,guest room,fitness space,hobby room,or additional lounge area.This flexible adapts effortlessly to you lifestyle needs.But the true showstopper is the expansive outdoor oasis.A space designed to capture the essence of Florida living.The fully customized outdoor kitchen boast a built-in grill,searing station,sink,and dual beverage coolers,making it perfect for hosting unforgettable gatherings.The heated saltwater pool with dual waterfalls sets a serene,resort-style tone,while the panoramic screen enclosure frames breathtaking lake views that feel both private and picturesque.What truly sets this outdoor space apart is the addition of motorized kevlar hurricane-rated screens.With the touch of a button the entire lanai becomes protected during storm season,keeping your outdoor furniture safe and allowing you to preserve this beautiful living space year-round.Its peace of mind without sacrificing beauty or functionality.A custom outdoor entertainment center completes the lanai,creating a space that feels like a extension of the home-inviting,stylish,and ready for relaxation.Life in Lakehouse Cove offers a vacation inspired lifestyle with stunning amenities,a gorgeous community pool,and thoughtfully designed gathering spaces nestled among tranquil waterways and lush natural surroundings.Located within Lakewood Ranch-the #1 selling multi-generational community in the US for the past eight years-this is a place where luxury,convenience,and community come together effortlessly.Come experience why so many chose to call Lakehouse Cove home.This one is truly move-in ready and unforgettable.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Chris Corsiglia (941-504-2454)
6438 HOLLYWOOD BLVD, SARASOTA, FL 34231
$4,975,00016 Days on yellowkey MLS ID: A4693913
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4282 Built: 2009 Tax: $35,895 (2025)Community: Pine Shores Estate 7Th SecSpa: NoSingle Family
Taxes:$35,895
Remarks: Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3167 IRVING ST, SARASOTA, FL 34237
$475,00016 Days on yellowkey MLS ID: A4693818
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2006 Built: 1956 Tax: $3,940 (2025)Community: Bellevue Terrace Rev Blk BSingle Family
Taxes:$3,940
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Stop searching, this is the one. Welcome to this renovated charming 2000 sf, 3 bedroom, 2 bath home designed for comfort and flexibility. The bright, open floor plan feathers a dedicated den/office perfect for a home office, playroom or quiet hobby space. The kitchen flows seamlessly into the living area and large family room with built-in fireplace and pizza over making it ideal for entertaining. Step outside to your private backyard oasis, complete with sturdy, spacious shed (Perfect for a workshop, extra storage or garden tools!). Don't miss this chance to own this versatile gem in a highly desired neighborhood with easy access to the legacy trail an all of Sarasota's beaches, shopping and dining.
Listing is courtesy of: GULFSIDE REALTY OF SARASOTA, INC (941-309-5169)
Listing Agent: Brent Karweck (941-757-9600)
4634 HIGEL AVE, SARASOTA, FL 34242
$6,990,00016 Days on yellowkey MLS ID: A4693756
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3875 Built: 2024 Tax: $36,904 (2025)Community: Ocean Beach RepSpa: YesSingle Family
Taxes:$36,904
Elementary School: Phillippi Shores Elementary
Remarks: Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
135 GRANT DR, SARASOTA, FL 34236
$4,200,000410 Days on yellowkey MLS ID: A4649296
REDUCED by $100,000 (2.3%) on 05/17/2026
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3914 Built: 2022 Tax: $53,163 (2024)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$53,163
Tax Year: 2024
Remarks: Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,499,000132 Days on yellowkey MLS ID: A4679096
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Substantial progress has taken place to complete this home. | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
2344 BAY ST W, SARASOTA, FL 34237
$1,350,000207 Days on yellowkey MLS ID: A4671233
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1930 Built: 2026 Tax: $3,809 (2023)Community: Poms Park 3Spa: NoSingle Family
Taxes:$3,809
Tax Year: 2023
Remarks: Pre-Construction. To be built. Discover exceptional value in this brand-new, single-story 3-bedroom, 2.5-bath modern home located within Sarasota city limits, allowing for weekly rentals, perfect as a full-time residence, vacation retreat or income-producing property. Step inside to find imported Italian cabinetry, flooring and fixtures, hurricane impact windows and sleek contemporary finishes that define understated elegance and lasting quality. The open-concept layout offers seamless flow between living spaces, ideal for entertaining and everyday living. Your private outdoor oasis awaits with an in-ground pool, outdoor shower and spacious patio for relaxing or hosting guests under the Florida sun. Perfectly positioned just steps from The Legacy Trail and only minutes to downtown Sarasota, parks, shopping, dining and the area’s world-renowned beaches, this home offers the best of modern design and unbeatable convenience. Sarasota living at its finest, whether you’re investing, vacationing or settling in, this opportunity won’t last!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
5755 WOODLAND SAGE DR, SARASOTA, FL 34238
$819,000108 Days on yellowkey MLS ID: A4682200
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3633 Built: 2022Monthly Fee: $220 Tax: $7,128 (2025)Community: Promenade Estates Ph IiSingle Family
Taxes:$7,128
Remarks: Discover the perfect family home in the desirable gated community of Promenade Estates at Palmer Ranch—a warm, family-focused neighborhood that blends upscale living with everyday convenience, all just minutes from Southwest Florida’s stunning beaches. This beautifully crafted two-story home features durable all-concrete block construction and offers five spacious bedrooms along with versatile bonus spaces ideal for growing families, multi-generational living, or a dedicated home office. Inside, you’ll love the dramatic 9-foot ceilings, tall 8-foot doors, and elegant tile flooring that spans the entire main level, giving the home a bright, open, and welcoming feel. The centerpiece is a gourmet kitchen designed for both serious cooking and effortless entertaining. It boasts sleek 42-inch cabinets, premium granite countertops, a stylish backsplash, high-end stainless steel appliances, and a handy butler’s pantry for extra storage and prep space. A large island makes it the perfect gathering spot for family and friends. The expansive living and dining areas flow effortlessly onto a covered lanai, overlooking your private, peaceful backyard—perfect for play, barbecues, or quiet relaxation. A convenient guest suite with its own full bathroom on the main floor adds wonderful flexibility. Upstairs, the luxurious primary suite offers a spa-inspired walk-in shower and two generous walk-in closets. Three additional bedrooms share a full bath, while a large bonus room provides endless possibilities for a media room, play area, homework station, or game room. An upstairs laundry room adds another layer of everyday convenience. Tucked away on a quiet cul-de-sac, this home enjoys excellent privacy and minimal traffic while remaining perfectly located in Palmer Ranch. You’re close to highly rated schools (including the acclaimed Pine View School for the gifted), shopping, dining, and the scenic Legacy Trail—less than a mile away for biking and nature walks. Best of all, the community’s outstanding amenities come with a very reasonable HOA fee. Residents enjoy a resort-style pool with splash pad, playground, fitness center, basketball court, sand volleyball, a covered pavilion with grills, and a fully fenced dog park. Just 9 miles away lies Siesta Key Beach, repeatedly named Florida’s #1 beach, with its famous sugar-white sand and turquoise waters. This isn’t just a house—it’s a place to create beautiful lifelong memories in a vibrant, amenity-rich community tailored for families. Don’t miss the opportunity to make it yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
2731 17TH ST, SARASOTA, FL 34234
$225,00056 Days on yellowkey MLS ID: A4688863
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2026
Middle School: Booker Middle
Remarks: Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larisa Trexler (941-928-1347)
4602 SAMOSET DR, SARASOTA, FL 34241
$610,000101 Days on yellowkey MLS ID: N6143050
REDUCED by $25,000 (3.9%) on 04/17/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 1998Monthly Fee: $283 Tax: $2,706 (2025)Community: Heritage Oaks Golf & Country ClubSpa: NoSingle Family
Taxes:$2,706
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Experience resort-style living in the prestigious Heritage Oaks Golf & Country Club, a beautifully maintained, debt-free, private membership community known for its friendly atmosphere and exceptional amenities — championship golf, tennis, fitness center, resort-style pool, fine dining, and a vibrant year-round social calendar. This rarely available larger villa home offers sweeping lake views and has been meticulously maintained, including updated windows and sliders for added comfort and efficiency. The thoughtfully designed floor plan features an oversized primary suite and den on the first floor, while the second level offers a private guest suite and loft — ideal for visiting family and friends. Additional highlights include an interior laundry room, generous under-stair storage, a two-car garage, and an extended screened lanai perfectly positioned to enjoy peaceful water views and Florida sunsets. Offered turnkey furnished, this home allows you to simply arrive and begin enjoying the relaxed Suncoast lifestyle immediately.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jackie Kennedy (941-266-4074)
9293 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,299,00032 Days on yellowkey MLS ID: A4691812
REDUCED by $50,000 (3.7%) on 05/16/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3519 Built: 2023Monthly Fee: $220 Tax: $13,550 (2025)Community: 3409 - Skye Ranch Neighborhood TwoSpa: YesSingle Family
Taxes:$13,550
Remarks: Located in Cassia at Skye Ranch, this 2023-built 5 bedroom, 4.5 bathroom 3-car garage home offers 3,519 sq ft with a first-floor primary suite on an oversized pie-shaped lot with wide lake views. Open-concept layout with a spacious great room featuring a custom fireplace wall, wood beam ceiling detail, tray ceilings, and crown molding. Pocket sliding glass doors open fully to the lanai for seamless indoor-outdoor living. Kitchen includes gas cooking, oversized island, quartz countertops, white cabinetry, stainless appliances, and ample seating. First-floor primary suite with wood beam ceiling detail, massive walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers additional bedrooms, en-suite baths, and flexible living space. Screened lanai with saltwater heated pool and spa, upgraded panoramic screen enclosure, and extended paver walkway to the backyard with private lake views. Additional features include a custom built drop zone, plantation shutters, front porch, ceiling fans throughout, upgraded landscaping, large laundry room, and a 3-car garage with ample storage. Residents of Skye Ranch enjoy access to The Hub, a resort-style amenity center featuring a clubhouse, resort pool, lap pool, splash pad, kiddie pool, fitness center, movement studio, indoor basketball court, rock climbing wall, and social spaces including a café, demonstration kitchen, and game room. Outdoor amenities include pickleball, tennis, bocce ball, sand volleyball, and over 25 miles of trails and parks. Turner Park offers additional soccer and baseball fields, playgrounds, and open space. A K-8 school is located within the community. Future amenities include The Cove, planned to feature a lazy river, resort pool, and waterslide. Conveniently located just minutes to Waterside Place, UTC shopping and dining, downtown Sarasota, and Siesta Key beaches, with easy access to major roadways.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carissa Pelczynski (631-872-3411)
440 S LIME AVE, SARASOTA, FL 34237
$2,250,000240 Days on yellowkey MLS ID: A4666533
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3434 Built: 2026 Tax: $6,011 (2023)Community: Terrace Gardens BSpa: YesSingle Family
Taxes:$6,011
Remarks: Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
6727 ANCHOR WAY, SARASOTA, FL 34231
$529,00030 Days on yellowkey MLS ID: A4692216
2 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1965Monthly Fee: $6 Tax: $3,175 (2025)Community: Gulf GateSingle Family
Taxes:$3,175
Remarks: Under contract-accepting backup offers. MID CENTURY CHARMER in Incredible Gulf Gate Location with Incredible Updates!....Walk to ALL the Great Dining and Shops of Gulf Gate Village....just moments away from this Nicely Updated 2 Bed/2 Bath with Heated Pool residence with Over-Sized FENCED Yard---perfect for FIDO and his friends....The Well Maintained Interiors Include: TILE THROUGHOUT; Continuity of Finishes; Bright Spacious Floor Plan and EASE of INDOOR/OUTDOOR LIVING with Multiple Entertaining & Lounge Areas*****The Generously-Sized Lanai & Pool Cage are Ideal for Enjoying Morning Coffees; Sunset Cocktails and Dining Al Fresco with Family/Friends***** 2023 Roof; Hurricane Impact Windows; 2021 A/C; Re-Plumbed & 2020 New Pool Cage/equipment.....***$55k+ Income Potential****Minutes to Boating/Fishing; the Legacy Bike Trail & TOP RATED SIESTA KEY BEACH---Perfect as Primary, Vacation or Investment Property!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
10253 CANAVERAL CIR, SARASOTA, FL 34241
$770,000105 Days on yellowkey MLS ID: A4682019
REDUCED by $10,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2427 Built: 2023Monthly Fee: $358 Tax: $9,313 (2025)Community: Grand Park Ph 1Spa: NoSingle Family
Taxes:$9,313
Remarks: Why wait to build when you can move right into this stunning Sea Mist floor plan in Grand Park! Just three years new and meticulously maintained, this home is completely move-in ready and loaded with thoughtful upgrades. Perfectly positioned on a private homesite with peaceful pond views and no rear neighbors. You’ll enjoy breathtaking wildlife and serene mornings right from your backyard. Inside, the popular open-concept layout offers generous living and entertaining space, featuring: Nearly 2500 sqft, 3 bedrooms and bonus room, 2.5 baths with a Jack-and-Jill design, a gorgeous kitchen and dining room combo, 3-car garage, charming front porch, HURRICANE IMPACT WINDOWS, and designer upgrades throughout (please reach out to your agent for the list of upgrades that truly help make this house a home). The showstopper? An expansive custom outdoor living space and oversized patio complete with a full outdoor kitchen added by the current homeowners —ideal for entertaining or simply relaxing while taking in the tranquil water views. Dreaming of a pool? There’s ample room to design your own backyard oasis with space for a pool, spa, and extended lanai. Enjoy all of this located in one of Sarasota’s most sought-after resort-style communities. Grand Park offers world-class amenities, including an elegant clubhouse, two resort-style pools and a splash park, a pavilion, green space, a state-of-the-art fitness center, playgrounds, dog parks, tennis courts, pickleball courts, basketball courts, scenic walking trails, and more. Low HOA fee with lawn maintenance included. Close to Sarasota's excellent schools, I-75, restaurants, and shopping at UTC and Waterside Place, and only 5 minutes from a public golf course, and only 15 minutes to Siesta Key!! Flip flops and tan lines are calling your name! Enjoy the lifestyle you’ve been waiting for—without the construction timeline. Most furnishings are negotiable. Schedule a private showing today!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Patricia Urzedowski (941-210-2629)
2890 ASHTON RD #5, SARASOTA, FL 34231
$475,000114 Days on yellowkey MLS ID: A4680789
REDUCED by $24,900 (5.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2011Monthly Fee: $245 Tax: $3,662 (2025)Community: The Enclave Of Webberlin PlaceSingle Family
Taxes:$3,662
Elementary School: Wilkinson Elementary
Remarks: Welcome to Ashton Enclave! This beautifully maintained 4-bedroom, 3-bath home is nestled in a highly desirable neighborhood just minutes from Siesta Key Beach. Offering the perfect blend of comfort and Florida lifestyle, the home features spacious living areas ideal for both relaxing and entertaining. Step outside to enjoy the screened-in lanai overlooking a private backyard retreat, plus an additional bonus deck perfect for outdoor dining, gatherings, or soaking up the sunshine. Conveniently located near top shopping, dining, and entertainment destinations, this property combines coastal living with everyday convenience. A rare opportunity to enjoy the best of Sarasota-area living in an exceptional location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
7845 PINE TRACE DR, SARASOTA, FL 34243
$335,000257 Days on yellowkey MLS ID: A4665103
1 Days Off yellowkey (back on 5/14/2026)
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1988 Tax: $3,983 (2024)Community: Pine Trace CondoSingle Family
Taxes:$3,983
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Enjoy maintenance-free living in the highly desirable Pine Trace community at Palm Aire. This beautifully updated 2-bedroom, 2-bath residence with a 2-car garage offers nearly 1,650 sq. ft. of thoughtfully designed living space and the privacy of a stand-alone home with the ease of condo-style living. Inside, soaring vaulted ceilings and skylights flood the home with natural light, creating a bright, open feel throughout the main living areas. The chef’s kitchen is designed to impress with granite countertops, Sub-Zero refrigeration, a Bosch dishwasher, designer lighting, and custom pull-out storage solutions that maximize both style and functionality. The spacious primary suite offers dual closets and a spa-inspired bathroom featuring a zero-entry walk-in shower, granite vanity, and abundant natural light. A split floor plan provides privacy for guests, while new flooring throughout the home adds a fresh, cohesive look. The fully screened lanai creates an inviting outdoor retreat with new tile flooring, dimmable lighting, and multi-speed ceiling fans—perfect for morning coffee or relaxed evening gatherings. Additional upgrades include an ADT security wiring for added peace of mind. Pine Trace residents enjoy beautifully maintained surroundings, with the HOA covering exterior maintenance, roof replacement, and lawn care for truly carefree living. Cable, internet, and even streaming services are also included in the dues. Optional membership to Palm Aire Country Club offers golf, tennis, swimming, fitness, and dining just moments away. Ideally located minutes from University Town Center, Lakewood Ranch, downtown Sarasota, and the world-famous Gulf beaches, this home delivers comfort, convenience, and the best of Florida living. Schedule your private showing today.
Listing Agent: Morghan Varnadore (941-524-5996)
2555 CONSTITUTION BLVD, SARASOTA, FL 34231
$998,00024 Days on yellowkey MLS ID: A4692843
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2023 Built: 1974 Tax: $8,338 (2025)Community: Phillippi Gardens 06Single Family
Taxes:$8,338
Remarks: Location, Location, Location! Exceptional waterfront opportunity offering direct access to the Gulf and endless potential. This rare Sarasota property features 3 bedrooms, 2 bathrooms, and a spacious great room ideal for entertaining or easily converted into a 4th bedroom or flex space. Enjoy outdoor living with a large yard, private pool, and ample space for gatherings, relaxation, or future enhancements. Major updates include a new metal roof (2025) and HVAC system (2021), providing peace of mind for years to come. Perfectly situated just over 2 miles from Siesta Key’s world-renowned beaches, with shopping, dining, and entertainment just minutes away. Whether you're looking to renovate, invest, or create your dream waterfront retreat, this property offers unmatched value and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
5321 GARDENS DR, SARASOTA, FL 34243
$699,00038 Days on yellowkey MLS ID: TB8500945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1991Monthly Fee: $42 Tax: $3,271 (2025)Community: Palm WestSingle Family
Taxes:$3,271
High School: Braden River High
Remarks: This well maintained home in the West Palm community is truly one not to miss! Everything you've been looking for is here; offering many updates with luxury touches. The home offers a three bedroom split plan, with an open flow and ample space for entertaining, and enjoying family life. The primary bedroom and bath are an oasis for comfort and relaxation and the walk-in closet offers impressive space. One of the upgrades includes the gorgeous Pebble Tec finished pool and paved decking, which is sure to please those loving the out of doors. The home includes special touches such as; upgraded windows, vaulted ceilings, custom window coverings, plantation shutters, updated flooring, recent exterior paint and so much more! Buyers will be "wowed" by the features offered in the oversized garage; with it's finished flooring, generous cabinetry and an additional area for storage. The HOA fee is a reasonable $500 per year. Put this one on your list to see today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Linda Mann (727-422-0069)
1248 NORTHPORT DR, SARASOTA, FL 34242
$2,500,000224 Days on yellowkey MLS ID: A4668459
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 1959Monthly Fee: $293 Tax: $13,819 (2025)Community: Royal Palm HarborSpa: NoSingle Family
Taxes:$13,819
Remarks: One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot addition included an oversized en suite with double sinks and vanity area, walk-in closet, three-headed walk-in shower plus a wall of linen closets. The addition also included a flex room used as an office, plus a 22-by-20-foot pantry/laundry area. A truck-friendly spacious garage with room to accommodate four vehicles and 8-foot high garage door was also part of the expansion. New can lighting installed in living room, dining area and kitchen in 2016 along with a new generous-sized kitchen island. The entire home has low maintenance polished concrete flooring that flows seamlessly throughout. Walls of sliding glass doors surround the oversized screened-in lanai and oversized pool. It’s easy to open up the entire house to the great outdoors when entertaining friends and family. For the boating enthusiast, the home sits on a canal with direct access to the Intracoastal Waterway and offers a 27-foot dock equipped with a 10,000-pound boat lift plus a dual jet ski lift. This home exemplifies the best of island living and don’t forget, world famous Siesta Key Beach is only a short distance away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
3927 COUNTRY VIEW LN, SARASOTA, FL 34233
$609,90046 Days on yellowkey MLS ID: A4690240
REDUCED by $40,000 (6.2%) on 05/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 1979Monthly Fee: $50 Tax: $5,477 (2025)Community: Country PlaceSingle Family
Taxes:$5,477
Remarks: Price improvement! One of Sarasota's rarest locations is available! The best layout the neighborhood has to offer. Plenty of space, split floor plan, and natural light. This spacious pool home sits on one of the only dead-end cul-de-sacs in Country Place. This home has all the important updates; Roof Summer of 2017, the A/C and the water heater replaced in the Summer of 2021. Country Place boasts large lots, ensuring privacy and neighbors who take pride in their homes. In addition to the 3 bedrooms and adjacent 3 baths, there is a bonus room/den. As well as plenty of space for entertaining with two family rooms and 2 dining rooms. You'll have to see this one for yourself and imagine all the possibilities this endless space has to offer.
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Baily Block (941-961-3772)
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