Location: Sarasota
Do Not Show Listings
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$339,000173 Days on yellowkey MLS ID: A4681493
REDUCED by $10,000 (2.9%) on 07/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,297
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Virtually Staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
1837 WORRINGTON ST, SARASOTA, FL 34231
$611,00082 Days on yellowkey MLS ID: TB8504626
REDUCED by $8,000 (1.3%) on 07/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1952 Tax: $4,056 (2025)Community: South Highland Amd OfSingle Family
Taxes:$4,056
Elementary School: None
High School: None
Middle School: None
Remarks: Renovated 1150 sq. ft. beach cottage west of trail with open floorplan. Updated plumbing, new electric, new metal roof, AC 2020. Golf cart to all your favorite spots, Mortons, Libby's, Publix, EOS, Trader Joes, Walts Fish Market. 3 minute drive to Siesta Key bridge. Separate studio that can be used for office or in-law bedroom is not included in the listed square footage.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
8072 GLENBROOKE LN, SARASOTA, FL 34243
$531,000168 Days on yellowkey MLS ID: A4681070
0 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1991Monthly Fee: $95 Tax: $3,114 (2024)Community: Vintage CreekSpa: YesSingle Family
Taxes:$3,114
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to your opportunity to own a move-in-ready pool home in Sarasota that delivers the space, flexibility, and Florida lifestyle buyers are searchin. From the moment you arrive, you’ll notice the lush tropical landscaping and inviting curb appeal, setting the tone for what’s inside. Step through the front door into a bright, open-concept living and dining area with vaulted ceilings, creating an airy feel that’s perfect for both everyday living and entertaining. The layout offers true flexibility, featuring multiple living areas and bonus spaces ideal for a home office, guest room, hobby space, or multi-generational living—something today’s buyers consistently need but rarely find at this price point. The kitchen flows seamlessly into the main living space, making it easy to stay connected while hosting or relaxing at home. Step outside and experience what Florida living is all about—your private screened-in pool and lanai, offering the perfect setting for morning coffee, weekend gatherings, or unwinding at the end of the day. The backyard provides additional space and privacy, with room to make it your own. Additional features include: Spacious bedrooms with great natural light Dedicated laundry area Two-car garage with ample storage Well-maintained interior ready for immediate enjoyment As a bonus, residents enjoy access to a community pool and amenities, giving them even more options for relaxation and socializing. Located on a quiet residential street, this home offers convenient access to shopping, dining, major roadways, and everything that makes Sarasota one of the most desirable places to live on Florida’s Gulf Coast. if you would like to change out any of the flooring it is all available locally. The owners have agreed to a flooring allowance.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Patricia Baker (941-527-8669)
4206 73RD TER E, SARASOTA, FL 34243
$475,00029 Days on yellowkey MLS ID: A4697826
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1997Monthly Fee: $40 Tax: $2,699 (2025)Community: Quail Run Ph Ii & IiiSingle Family
Taxes:$2,699
High School: Southeast High
Remarks: Virtually Staged. Set on premium Lot 108 in Quail Run, overlooking the water, this original-owner Medallion Grenada Q offers 3 bedrooms, 2 bathrooms, a versatile flex room, and more than one-third of an acre within a natural gas community with remarkably low HOA fees of just $480 annually. One of only a few models originally constructed within the community to accommodate a future pool, the property offers ample space should a new owner wish to add one while continuing to enjoy the expansive yard and peaceful water views. Ten-foot ceilings throughout much of the home—including the dining room, flex room, kitchen, living room, family room, primary bedroom and bath, and lanai—enhance the home's spacious feel and create seamless flow between the main living areas. The current owners expanded the home with a custom sunroom featuring expansive sliding windows and transom windows, creating a bright and inviting space to relax while enjoying views of the backyard and water beyond. Lovingly maintained by its original owners, this home offers a wonderful opportunity to update and personalize the interior to your taste while enjoying the quality construction, spacious layout, and premium homesite that are increasingly difficult to find in today's market. Additional features include a 2017 roof, whole-house water softener and filtration system, in-wall pest control system, and the convenience and efficiency of natural gas service. Ideally located with easy access to shopping, dining, parks, and Gulf Coast beaches, this home offers the opportunity to enjoy spacious living in a well-established community.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Socha Goyette, Pllc (941-223-9087)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$514,000240 Days on yellowkey MLS ID: A4673225
REDUCED by $1,000 (0.2%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Elementary School: Gocio Elementary
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1269 WESTERN PINE CIR, SARASOTA, FL 34240
$799,99989 Days on yellowkey MLS ID: A4692144
1 Days Off yellowkey (back on 6/28/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3280 Built: 2008Monthly Fee: $63 Tax: $4,088 (2025)Community: Villages At Pinetree Marsh Pine EnclaveSpa: YesSingle Family
Taxes:$4,088
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Ideally positioned to take full advantage of Sarasota’s growing corridor, this 4-bedroom, 3-bathroom pool home sits on one of the largest lots in the neighborhood and offers convenient access to a wide range of public amenities and everyday essentials. Located just minutes from the Fruitville Farms shopping center, residents enjoy access to Publix, the Fruitville Library, and additional retail and dining options, with the Sarasota History Museum planned nearby. Outdoor enthusiasts will appreciate close proximity to the Celery Fields and Tatum Ridge Soccer Complex, offering opportunities for recreation, fitness, and community engagement. Future infrastructure improvements, including the Lorraine Road extension scheduled for completion in 2027, are expected to further enhance accessibility throughout the area. The home features a spacious layout with an open-concept living area, a kitchen with ample storage and workspace, and multiple flexible living spaces to suit a variety of needs. A standout feature is the oversized second-floor bonus room, offering substantial square footage ideal for a media room, playroom, home office, fitness area, or additional living space. The property also includes a private pool area and generous outdoor space, providing additional room to enjoy Florida living. The expansive lot offers excellent potential for fencing (subject to local guidelines), and the large side yard—shaded by a mature oak tree—adds both beauty and functional outdoor space. Buyers and agents are encouraged to verify all information and conduct their own due diligence.
Listing is courtesy of: ALTIER & COMPANY (941-713-1933)
Listing Agent: Abigail Altier (941-713-1933)
1280 HIDDEN HARBOR WAY, SARASOTA, FL 34242
$8,500,00029 Days on yellowkey MLS ID: A4696603
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5649 Built: 2002Monthly Fee: $333 Tax: $65,212 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$65,212
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000294 Days on yellowkey MLS ID: TB8436061
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel—all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard—perfect for those who crave extra outdoor space. Whether you envision a private garden, play area, or space for family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living—featuring an expansive, oversized pool perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset—all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000202 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$42,511
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$400,000187 Days on yellowkey MLS ID: A4679367
REDUCED by $25,000 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5700 SWEET LEAF WAY, SARASOTA, FL 34238
$825,00063 Days on yellowkey MLS ID: A4694585
REDUCED by $25,000 (2.9%) on 06/30/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2489 Built: 2019Monthly Fee: $464 Tax: $5,573 (2025)Community: Hammock PreserveSpa: NoSingle Family
Taxes:$5,573
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Located in the highly sought-after gated community of Hammock Preserve on Palmer Ranch, this beautifully designed 3 bedroom, 3 bathroom home offers the perfect blend of luxury, comfort, and location. Walking through the front door, be greeted by stunning water views that create a peaceful and inviting atmosphere throughout the main living space. Find ultimate flexibility for living with all bedrooms split and two featuring ensuite baths, walk-in closets with custom closet systems. Designed with both style and functionality in mind, this home features a spacious open-concept floor plan, plantation shutters, custom millwork, and a 3-car garage with epoxy flooring offering plenty of storage space. The chef’s kitchen is truly the heart of the home, complete with a gas cooktop, large center island perfect for family gatherings or entertaining guests, abundant cabinetry, and seamless flow into the living and dining areas. Guests can easily transition outside to the large, enclosed lanai, already plumbed for an outdoor kitchen. Make this the ideal place to relax and enjoy the peaceful water views year-round. Whether hosting friends or enjoying a quiet evening at home, this outdoor space perfectly captures the Florida lifestyle. Enjoy resort-style living just minutes from world-renowned beaches, shopping, dining, golf, and everything Sarasota has to offer. Hammock Preserve provides resort style living with its state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. 5700 Sweet Leaf Way combines luxury finishes, thoughtful design, and an unbeatable location in one exceptional home.
Listing Agent: Mark Midyett (941-556-5151)
5684 EASTWIND DR, SARASOTA, FL 34233
$899,00068 Days on yellowkey MLS ID: A4671483
REDUCED by $26,000 (2.8%) on 06/30/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Taxes:$9,282
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
7318 WESTMORELAND DR, SARASOTA, FL 34243
$2,000,000180 Days on yellowkey MLS ID: A4680287
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 1958Monthly Fee: $3 Tax: $5,885 (2025)Community: North IslesSpa: NoSingle Family
Taxes:$5,885
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: WOW..the view! This exceptional waterfront property is offered for only the second time since 1958. Ideally positioned directly on Sarasota Bay, it features sweeping bay views. Experience the magical sunsets, then the twinkling lights of Longboat Key at night. Nature lovers can enjoy the variety of birds, manatees, and frolicking dolphins. Each day is a new show of natural beauty, and the sunsets never get old. The estate-sized 0.80-acre lot offers approximately 103 feet of direct bay frontage, providing an extraordinary setting for a custom coastal retreat, and a coveted Sarasota address within Manatee County. The existing home sustained hurricane damage, presenting a rare opportunity for a new owner to reimagine or rebuild and create their dream waterfront estate. Located on boating water with access to the Intracoastal Waterway and the Gulf of Mexico, this property is perfectly suited for boating and fishing enthusiasts. An expansive raised edge pool with paver deck, fenced yard, private well irrigation and propane gas add practical value to this unique offering. The Whitfield Estates community has a rich history and is an eclectic mix of homes from 1920’s Mediterranean architecture to modern designs. Voluntary neighborhood association membership is just $30 annually and includes access to nearby Sara Bay Country Club for culinary membership. Centrally located just minutes from downtown Sarasota’s cultural attractions, dining, shopping, IMG Academy, renowned Gulf beaches, and SRQ International Airport—only five minutes away. Waterfront opportunities of this caliber are increasingly rare. Embrace the potential, the location, and the timeless appeal of Sarasota Bay living, and make this extraordinary property your own.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Cheryl Roberts (941-266-1450)
6634 38TH ST E, SARASOTA, FL 34243
$515,000126 Days on yellowkey MLS ID: A4687504
REDUCED by $4,000 (0.8%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 2007Monthly Fee: $191 Tax: $3,601 (2025)Community: Cascades At Sarasota Ph IvSingle Family
Taxes:$3,601
Remarks: One or more photo(s) has been virtually staged. Remember when homes were built with generous room sizes, soaring ceilings, oversized lots, and driveways that actually fit guests? This is one of those homes - This is the smarter alternative to new construction...built before builders started shrinking everything. If you've toured today's new builds, you've likely noticed the smaller lots, narrower driveways, the so called "2 car garage", lower ceilings, cookie-cutter floor plans and underestimated HOA fees that increase after being built out and surprising you with a much larger mortgage payment then you originally anticipated. This beautifully updated home offers something that's becoming increasingly difficult to find—space to breathe (both inside and out), space to park and space to play. From the moment you step inside, soaring vaulted ceilings and expansive living areas create an open, bright and airy feeling that many newer homes simply can't replicate. Situated on an oversized 10,585-square-foot homesite, you'll enjoy mature landscaping, a spacious driveway for 4+cars, room to add the outdoor area and pool of your dreams, and the flexibility to install a privacy fence—features that often come with significant premiums or aren't available in many newer communities. The thoughtfully designed split floor plan includes three bedrooms, a dedicated office, and over 2,000 square feet of living space with larger room sizes and closets designed for comfortable everyday living rather than maximizing builder density. Peace of mind comes from major recent improvements, including a new roof (2021), a new 5-ton HVAC system (2021), remodeled kitchen (2022), fresh exterior paint (2022), and brand-new bedroom carpeting in 2026. Located in one of the area's most desirable locations, you'll enjoy a Sarasota address with the advantages of Manatee County while being just minutes from UTC, downtown Sarasota, SRQ Airport, world-class beaches, shopping, dining, and Sarasota Memorial Hospital. Riomar's quarterly HOA provides exceptional value by including high-speed internet, an extensive cable package, home security, irrigation water, and access to the community pool. Ask us how you can buy this home for 5.5% interest rate thru our trusted lender, free appraisal, no borrower paid mortgage insurance and no tax escrows required.
Listing is courtesy of: TURNING TIDES REALTY, LLC (941-961-0578)
Listing Agent: Natasha Shevchuk (941-961-0578)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000230 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
2223 INGRAM AVE, SARASOTA, FL 34232
$349,00030 Days on yellowkey MLS ID: A4698468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1227 Built: 1973 Tax: $2,119 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$2,119
Remarks: Location, lifestyle, and value all come together in this home with no HOA! Offering 2 bedrooms plus a dedicated office (or easily used as a 3rd bedroom) and an additional front bonus room, this flexible floor plan adapts to your needs. Recent updates include a newer roof, an updated kitchen with a range and dishwasher, and refreshed bathrooms. Step outside to the screened lanai overlooking a lush, tropical backyard - your own private retreat. The real showstopper? Your backyard gate opens directly onto the Legacy Trail! Enjoy miles of scenic trails perfect for biking, jogging, walking, or spending quality time outdoors with family and friends - all just steps from your door. Located less than a mile from the charming Pinecraft community, you'll love the picturesque canopy-lined streets and easy access to one of Sarasota's most beloved areas. Plus, you're just minutes from vibrant downtown Sarasota, shopping, dining, beaches, and everything the area has to offer. This is truly a central location that combines convenience with an active Florida lifestyle. Don't miss this opportunity to own a home where adventure begins right in your own backyard!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Caroline Mitchell (913-787-3131)
1350 15TH ST, SARASOTA, FL 34236
$315,00037 Days on yellowkey MLS ID: A4697823
1 Days Off yellowkey (back on 6/30/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 965 Built: 1972 Tax: $3,304 (2025)Community: Valencia Terrace RevSingle Family
Taxes:$3,304
Remarks: Under contract-accepting backup offers. Super cute and completely turn-key! This beautifully updated block home perfectly blends style with incredible structural peace of mind. This property features impact-rated windows throughout for ultimate storm protection and energy efficiency. Step inside to a bright, inviting interior boasting fresh paint inside and out. The stunning kitchen is equipped with sleek black stainless steel appliances and premium high-end quartz countertops. The bathroom has been beautifully remodeled with a contemporary design. Beyond the cosmetic updates, the home features massive mechanical upgrades, including new PVC water lines ,new exterior drains running all the way to the main and a new electric panel with a service change. Newer AC! Complete with a 1-car garage, this immaculate, low-maintenance home offers the perfect worry-free lifestyle close to the heart of the city.. Schedule your showing today! If purchasers opt for the seller's recommended lender, they will be eligible for a 1% lender credit that can be used toward closing costs or to buy the rate down. This offer is only valid when utilizing the preferred lender for preapproval. May not be combined with any down payment assistance programs. Professional photos coming soon.
Listing is courtesy of: CHIC PROPERTIES II LLC (941-302-0134)
Listing Agent: Ilona Davidovich (941-302-0134)
8008 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,600,000251 Days on yellowkey MLS ID: A4672889
REDUCED by $150,000 (4.0%) on 06/30/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4190 Built: 2015 Tax: $25,117 (2024)Community: Mira Mar SubSpa: YesSingle Family
Taxes:$25,117
Remarks: Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
2841 EDGEWOOD LN, SARASOTA, FL 34231
$849,900204 Days on yellowkey MLS ID: A4674633
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2163 Built: 2026 Tax: $1,144 (2024)Community: Hyde Park TerraceSingle Family
Taxes:$1,144
Remarks: Under Construction. Discover exceptional craftsmanship and modern versatility in this custom-built home by W. G. Singletary Construction. Currently under construction and expected to be completed in June 2026, this thoughtfully designed residence offers 2,163 square feet of living space built to current storm-rated building standards. Featuring 4 bedrooms, 3.5 baths, a 2-car garage, and a beautifully screened, heated pool, this home combines quality construction with contemporary style. The open-concept first floor is designed for both everyday living and entertaining, offering a spacious living room, dining area, designer kitchen, and convenient half bath. Upstairs, the private owner's suite serves as a relaxing retreat, complemented by two additional bedrooms, a full bath, and a centrally located laundry room for added convenience. A truly unique feature of this home is the fully self-contained 500-square-foot in-law suite on the first floor. Complete with a private entrance, full kitchen, sitting area, bedroom, and ensuite bath, this versatile space is enhanced with advanced soundproofing and is ideal for multigenerational living, extended-stay guests, a home office, or potential rental income opportunities. Throughout the home, you'll find luxury vinyl plank and tile flooring, soaring ceilings, impact-rated windows and doors, granite countertops, and numerous high-quality finishes that reflect the builder's attention to detail. Ideally situated in the heart of Sarasota, you'll enjoy easy access to downtown's vibrant dining, shopping, theaters, and arts district, while the world-famous beaches of Siesta Key and the charm of Siesta Key Village are just minutes away. Don't miss this opportunity to own a brand-new custom home in one of Sarasota's most desirable locations. Secure your future home today and experience the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Tim Yocum, Sr (941-915-4545)
3538 65TH AVENUE CIR E, SARASOTA, FL 34243
$339,900362 Days on yellowkey MLS ID: TB8391530
REDUCED by $5,000 (1.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1217 Built: 1988Monthly Fee: $29 Tax: $4,150 (2024)Community: Centre LakeSingle Family
Taxes:$4,150
Remarks: Stop by and see this 3 bedroom 2 bath 2 car garage home in Centre Lake. Great water views from nearly every room adds to the quiet enjoyment of this home. All remodeled with a large living room and an open kitchen as well a split plan layout and a master bedroom/master bath. A 2 car garage and many updates throughout enhance this home. Seller is having a new roof put on the home in the coming weeks. Close to all the activities of Sarasota and Bradenton. Come chek it out.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dave Liddle (727-422-2564)
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