Location: Sarasota
Do Not Show Listings
3033 DAWSON ST, SARASOTA, FL 34239
$450,00023 Days on yellowkey MLS ID: A4694967
REDUCED by $20,000 (4.3%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1825 Built: 1967 Tax: $4,959 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,959
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Turnkey Sarasota Pool Home Near Siesta Key Move right into this beautifully maintained furnished Sarasota pool home, ideally located near the Legacy Trail and just 10 minutes from Siesta Key Beach. Enjoy true Florida living with a private fenced backyard, sparkling pool, and gazebo style outdoor space perfect for relaxing or entertaining. Inside, the home offers a comfortable layout with a dry bar, spacious primary suite with double walk-in closets, and the added benefit of solar panels for energy savings. Major updates and repairs have already been completed for peace of mind, including a new 2024 roof, solar panel removal and reinstallation, new 200-amp electrical panel with whole-house surge protection, updated pool pump and filter, resurfaced pool, new heat coil for the AC, repaired toilets, fresh ceiling paint in key rooms, and recent backyard landscaping. A detailed repair and improvement sheet can be provided for buyer review. A great opportunity for a primary residence, seasonal getaway, or investment property in a convenient location near shopping, dining, downtown Sarasota, parks, and other Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Giovanni Valentino (941-894-4738)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,00074 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,00029 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
1279 CORNISH CT, SARASOTA, FL 34232
$799,00012 Days on yellowkey MLS ID: TB8518333
REDUCED by $50,000 (5.9%) on 06/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3370 Built: 1986Monthly Fee: $42 Tax: $5,009 (2025)Community: Bell Brooke EstatesSpa: YesSingle Family
Taxes:$5,009
Remarks: Nestled at the end of a quiet cul-de-sac on a beautiful wooded double lot, this spacious and well-maintained 3,400-square-foot home offers a rare combination of privacy, flexibility, and convenience in one of Sarasota's most desirable locations. Surrounded by mature trees and lush landscaping, the property provides a peaceful setting with plenty of room to relax, entertain, and enjoy Florida living. Inside, you'll find a thoughtfully designed floor plan featuring 3 bedrooms, 2.5 bathrooms, and a large office or flex room that could easily serve as a 4th bedroom, guest room, playroom, or home gym. Upgraded wood and laminate flooring run throughout the home, creating a warm and cohesive feel, while the generous living spaces and abundant storage make everyday living both comfortable and practical. The expansive layout offers plenty of room for gathering with family and friends while still providing private spaces to work or unwind. Step outside to your own backyard retreat featuring a sparkling pool and relaxing hot tub surrounded by mature landscaping and the natural beauty of the oversized homesite. With low HOA fees and a family-friendly atmosphere, this neighborhood offers an exceptional lifestyle without sacrificing convenience. Ideally located directly across from Sarasota Christian School and just minutes from downtown Sarasota, University Town Center, shopping, dining, entertainment, golf, and the area's world-famous beaches, this home truly delivers the best of both privacy and accessibility. Whether you're looking for room to grow, space to entertain, or simply a tranquil place to call home, this exceptional property is one you won't want to miss.
Listing is courtesy of: EZ CHOICE MLS, INC (813-377-2260)
Listing Agent: Shawna Kugler (813-377-2260)
1717 JOYCE ST, SARASOTA, FL 34231
$379,00048 Days on yellowkey MLS ID: A4691080
REDUCED by $20,000 (5.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Taxes:$3,784
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99068 Days on yellowkey MLS ID: TB8498668
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
6344 GLENCOE AVE, SARASOTA, FL 34231
$389,90015 Days on yellowkey MLS ID: O6415470
REDUCED by $10,000 (2.5%) on 06/23/2026
Bed: 1 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 861 Built: 1955 Tax: $4,266 (2025)Community: Pine Shores Estate 3Rd AddSingle Family
Taxes:$4,266
Remarks: Attention investors and cash buyers! Value-add opportunity in Sarasota's highly desirable Pine Shores Estates. This 2BR/2BA block home sits on a spacious 14,028 SF lot and offers significant upside through renovation, expansion, or long-term hold strategy. Prime location near Siesta Key, Gulf beaches, shopping, dining, and major transportation routes. Strong demand area with excellent resale and rental potential. Perfect for fix-and-flip investors, buy-and-hold landlords, or anyone seeking to build equity in a rapidly appreciating Sarasota market. Property sold as-is. Bring your vision and unlock the full potential of this oversized lot opportunity
Listing is courtesy of: IRG CORPORATION (786-464-4348)
Listing Agent: Eduardo Mualim (786-464-4348)
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,349,00019 Days on yellowkey MLS ID: A4696120
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $10,009 (2025)Community: Hamilton ClubSingle Family
Taxes:$10,009
Elementary School: Phillippi Shores Elementary
Remarks: Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Barbara Dumbaugh (941-349-3444)
7433 SUMMER CT, SARASOTA, FL 34231
$1,110,00067 Days on yellowkey MLS ID: TB8498580
REDUCED by $41,900 (3.6%) on 06/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2883 Built: 2026Monthly Fee: $378 Tax: $11,872 (2026)Community: GranduraSpa: YesSingle Family
Taxes:$11,872
Elementary School: Wilkinson Elementary
Remarks: Pre-Construction. To be built. Under construction and slated for completion in August/September. Welcome to Grandura, a gated, maintenance-free boutique community in the heart of Sarasota, offering a rare blend of a highly desired location and new construction west of I-75. This Imperial floorplan offers 4 bedrooms, 3.5 baths, a spacious loft, and over 2,500 sq. ft. of thoughtfully designed living space—loaded with high-end upgrades throughout. From the moment you enter, you’ll notice the elevated finishes, including 10’ ceilings, 8’ interior doors and luxury vinyl plank flooring throughout the entire first floor, creating a clean, modern feel. The open-concept layout is centered around a designer kitchen featuring white cabinetry, quartz countertops, and KitchenAid appliances, flowing seamlessly into the café and gathering room—ideal for entertaining. Step outside to your covered lanai overlooking a private pool and spa, with outdoor kitchen plumbing already installed.
Listing is courtesy of: PULTE REALTY INC (561-206-1417)
Listing Agent: Dan Wenstrom (941-229-3395)
7444 SUMMER CT, SARASOTA, FL 34231
$999,99069 Days on yellowkey MLS ID: TB8498059
REDUCED by $58,015 (5.5%) on 06/13/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2563 Built: 2026Monthly Fee: $378 Tax: $10,904 (2026)Community: GranduraSpa: YesSingle Family
Taxes:$10,904
Remarks: Under Construction. Under construction and slated for completion in August/September. Welcome to Grandura, a gated, maintenance-free boutique community in the heart of Sarasota, offering a rare blend of a highly desired location and new construction west of I-75. This Imperial floorplan offers 5 bedrooms, 3.5 baths, a spacious loft, and over 2,500 sq. ft. of thoughtfully designed living space—loaded with high-end upgrades throughout. From the moment you enter, you’ll notice the elevated finishes, including 10’ ceilings, 8’ interior doors and luxury vinyl plank flooring throughout the entire first floor, creating a clean, modern feel. The open-concept layout is centered around a designer kitchen featuring white cabinetry, quartz countertops, and KitchenAid appliances, flowing seamlessly into the café and gathering room—ideal for entertaining. Step outside to your covered lanai overlooking a private pool and spa, with outdoor kitchen plumbing already installed.
1647 SIESTA DR, SARASOTA, FL 34239
$1,650,00021 Days on yellowkey MLS ID: A4695812
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$17,778
Elementary School: Southside Elementary
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1794 CUNLIFF LN, SARASOTA, FL 34239
$2,997,000107 Days on yellowkey MLS ID: A4685523
REDUCED by $98,000 (3.2%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
4003 BENT TREE BLVD, SARASOTA, FL 34241
$395,0001 Day on yellowkey MLS ID: TB8521440
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1978Monthly Fee: $27 Tax: $5,909 (2025)Community: Bent Tree VillageSingle Family
Taxes:$5,909
Remarks: Now Available in Bent Tree Village! Come see this charming Pool Home consisting of 3 bedrooms, 2 bath, 2,211 (sqft), -clean residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.
Listing is courtesy of: SEFAIR INVESTMENTS INC (800-233-5334)
Listing Agent: Dan Sefair (813-842-5615)
701 TYLER DR, SARASOTA, FL 34236
$5,795,000175 Days on yellowkey MLS ID: A4676329
REDUCED by $200,000 (3.3%) on 05/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
High School: Booker High
Middle School: Booker Middle
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing Agent: Mark J Baron, Llc (941-241-7633)
2915 WEBBER ST, SARASOTA, FL 34239
$399,90012 Days on yellowkey MLS ID: A4696773
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1290 Built: 1958 Tax: $2,275 (2025)Community: South GateSingle Family
Taxes:$2,275
Remarks: "This beautiful property has granite countertops, shaker cabinets, a newer kitchen and bedroom that was totally remodeled about 6 years ago. It features brand new flooring, a newer air conditioning system (approximately seven years old), attractive brick pavers, a patio, and a large fenced yard."
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Curtis Putrino (941-302-8776)
721 FORESTVIEW DR, SARASOTA, FL 34232
$679,900153 Days on yellowkey MLS ID: TB8467137
REDUCED by $10,000 (1.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 1988Monthly Fee: $68 Tax: $4,509 (2025)Community: Woodland ParkSpa: NoSingle Family
Taxes:$4,509
Remarks: Welcome home to this meticulously updated and maintained 3-bedroom, 2-bath home in the charming, tree-canopied neighborhood of Woodland Park. Enjoy the comfort and sophistication of open space living, vaulted ceilings, custom library, a dazzling living room with wood-burning fireplace, and custom features throughout. Open all the sliders and bring the outside in or relax in a large, screened lanai with pool/spa and lots of lush privacy. Upgrades include porcelain tiled floors, new roof in 2020, irrigation system, quartz countertops, updated appliances, fixtures, renovated bathrooms, and pool heater. Located near shopping, restaurants
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
4892 GREENCROFT RD, SARASOTA, FL 34235
$432,50046 Days on yellowkey MLS ID: A4692781
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1537 Built: 1978Monthly Fee: $104 Tax: $2,510 (2025)Community: Meadows TheSingle Family
Taxes:$2,510
Elementary School: Gocio Elementary
Remarks: Located in the highly desirable The Meadows community near University Town Center, this spacious 3BR/2BA home offers a functional split floor plan, soaring beamed vaulted ceilings, and abundant natural light throughout. Features include hurricane-impact windows, remodeled bathrooms, an updated kitchen with granite countertops and breakfast bar, courtyard entry, and a large enclosed bonus room that expands the living space year-round. Spacious front and back yards provide plenty of room for tropical landscaping or a private vegetable garden. Residents enjoy miles of scenic walking and biking trails, parks, lakes, a junior Olympic pool, fitness center, and a vibrant community social events calendar, along with access to additional optional amenities including golf, tennis, pickleball, and country club dining through available membership programs. Conveniently located near Nathan Benderson Park, The Mall at University Town Center, Sarasota-Bradenton International Airport, I-75, downtown Sarasota, dining, theaters, museums, colleges, shopping, and world-famous Gulf Coast beaches.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Ivelisse Lopez (941-405-5058)
465 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,850,0007 Days on yellowkey MLS ID: A4696960
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1973 Tax: $39,161 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$39,161
Remarks: Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
3348 ALAMO LN, SARASOTA, FL 34235
$4,450,0006 Days on yellowkey MLS ID: A4697425
Bed: 11 Bath: 9.0 Gar: 3 Liv Area Sq Ft: 8120 Built: 1981 Tax: $6,550 (2025)Community: Not In A SubdivisionSpa: YesSingle Family
Taxes:$6,550
Remarks: Fully Fenced and Gated 8 Acre estate in the heart of Sarasota. Over 8,000 sq ft of luxurious living space spanning across 8 majestic acres of landscaped park like beauty. This multigenerational property can accommodate the entire family in its 5 indoor kitchens, 1 outdoor kitchen, 3 SEPERATE houses with a total of 11 bedrooms and 9 bathrooms. Properties like this are truly rare for Sarasota. The professionally constructed main house with 2x6 fire rated walls spans over 5,800 sq ft. The main house offers 3 fully functions interior kitchens, 8 bedrooms, 6 bathrooms, 1 fully customized exterior kitchen situated under a Seminole built tiki hut with all the bells and whistles. The tiki hut is perfect for outdoor covered entertainment with a large bar that is wrapped in Bahia Blue granite, blaze appliances, dual sinks, 3 outdoor rated fridges, griddle, and a clear icemaker for those favorite cocktails. The main house has three separate private entrances each leading to your own spacious living space and own kitchen, ideal for multiple families with keeping the privacy if you desire. The grand piano room offers large windows for natural light, tall ceilings and a true gathering space for future family memories. There is a competition sized swimming pool that is 12' deep with sun shelves for lounging, a spa, and over 3,000 sq ft of marble deck space that stays cool even during summer. Exotic plants and boulders surround the pool for a real tropical vibe. Little ones and adults alike are able to work on their diving skills while the family watches from the lounging shelf. There are 2 SEPERATE DETACHED GUESTS HOUSES located on the property. A private 800 sq ft serene GUEST COTTAGE on the east side is tucked in the majestic oak trees and offers 1 bedroom/ 1 bathroom with a spacious living room, high ceilings and a front porch for taking in the views of the 100 year old oak trees lined along the creek. A SECOND 1,500 sq ft guest house on the west side of the property offers 2 bedrooms, 2 bathrooms and an extra den space for possible 3rd bedroom. In addition this 8 ACRE property features a brand new 15,00 sq ft paver driveway and a detached 3 car garage. This property has NO HOA, or deed restrictions and offers 2 GATED ENTRANCES. This is a multigenerational property that can be utilized in several different ways. Bring the whole family or use as rental income. The possibilities are endless with 11 BEDROOMS, 9 BATHROOMS AND 8 ACRES of pristine land only 10 minutes to downtown Sarasota. The location is ideal for shopping, beach going, boating and so many other lifestyles. Being only 10 minutes to hospitals, 20 minutes to St Armands circle and only 10 minutes to UTC Mall and I75. You can truly have it all. INVESTORS : This is a rare income opportunity for multiple streams of rental, totaling over 5 separate living units with 5 separate electrical meters all on county water and sewer.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Stephanie Lamb (941-915-8350)
3171 DICK WILSON DR, SARASOTA, FL 34240
$2,950,000137 Days on yellowkey MLS ID: A4681698
REDUCED by $50,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to one of the Crown Jewels of Laurel Oak Country Club, a stunningly renovated Estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. Laurel Oak Estates is regarded as Sarasota's Premier Country Club with a 24 hr guarded gate. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence completely renovated in the very popular Modern Heritage Style offers breathtaking views of the golf course, formal English Gardens, and a custom creek with waterfalls and pond. Thoughtfully updated with uncompromising attention to detail, the home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by Marble countertops and a large center island. The luxurious primary bath has been completely remodeled with dual vanities, dual water closets, and an oversized walk-in shower. The grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, a fountain, and mature fruit trees including lemon, fig, and plum. Sellers further enhanced the property with a picturesque creek, three waterfalls, and a tranquil pond, all best enjoyed from the authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana, and mango. This grand residence is loaded with upgrades and thoughtful features, including: • New main A/C (2025) plus additional systems replaced in 2022 and 2023 • Roof replaced in 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill, sink, and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, and lighting throughout, including Perrin & Rowe and Restoration Hardware selections • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private second-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated and meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty, and peace of mind in one of Laurel Oak's most exceptional properties. King bed in primary suite does not convey. Other furnishings are available under separate negotiation
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
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