Location: Sarasota
Do Not Show Listings
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,000110 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
2121 33RD ST, SARASOTA, FL 34234
$199,90044 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Elementary School: None
High School: None
Middle School: None
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000149 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
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
High School: Sarasota High
Middle School: Brookside Middle
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)
4403 DIAMOND CIR N, SARASOTA, FL 34233
$529,90038 Days on yellowkey MLS ID: A4693112
0 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1989Monthly Fee: $33 Tax: $722 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$722
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. POOL HOME IN BEAUTIFUL EMERALD GARDENS! SOME PHOTOS VITUALLY STAGED .Light and bright Great Room plan with fireplace and separate dining area. This split plan features 2 bedrooms on one side and the Primary on the other. In addition, there is a 4th bedroom, den or office! The large primary features a large vanity area with soaking tub. A separate, private shower and toilet area provides privacy. Lots of storage and direct access to the lanai and pool area! The beautiful kitchen features wood cabinetry, granite counters, updated appliances and a breakfast bar. A lovely breakfast nook is also attached, looking directly out to the pool area. This floor plan is perfect for families, large or small! Plenty of room for guests, and entertaining, but not too large for couples. The pool and lanai area is a lush, private environment with beautiful, mature landscaping painstakingly tended to by the owners. Trees include Mango, avocado and more! Nicely enclosed with privacy fencing as well. The large pool features a heater for year-round enjoyment and the pool has been resurfaced. And don't forget the hurricane shutters! Permanently mounted, these only take a short time to close and secure during storm season! This home features a newer roof (2025), a.c. (2020) and has been lovingly maintained. Fantastic HOA fees of only $34 a month! A beautiful, large lake is directly across the street that can be viewed from the dining area and Den. Shopping, dining and the legacy trail are within minutes of this community, as well as easy access to I75. Don't miss this opportunity to own in the heart of Sarasota at a great price!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
8363 VELDA TRL, SARASOTA, FL 34241
$712,50028 Days on yellowkey MLS ID: A4694698
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2021Monthly Fee: $251 Tax: $9,249 (2025)Community: Lt Ranch Nbrhd 1Single Family
Taxes:$9,249
Remarks: Welcome to this beautifully upgraded Anastasia model in highly sought-after Skye Ranch, perfectly situated on a premium oversized lakefront lot with exceptional privacy and stunning water views. Offering nearly 3,000 square feet of thoughtfully designed living space, this 4-bedroom plus office, 3.5-bath home combines luxury upgrades, functionality, and modern design throughout. The open-concept floorplan features soaring ceilings, beautiful railing details, expansive living spaces, and abundant natural light showcasing serene lake views from the main living areas. This home has been extensively upgraded beyond builder standards, including luxury vinyl plank flooring throughout the entire home with no carpet, upgraded oak staircase, 8-foot solid wood interior doors, matte black upgraded hardware throughout, custom lighting fixtures, ceiling fans throughout the home, and custom shades throughout including motorized shades over the expansive triple pocket sliding glass doors. The gourmet gas kitchen is beautifully appointed with upgraded Café Series appliances, generous entertaining space, and seamless flow into the dining and living areas overlooking the private backyard and lake. The dedicated front office/flex room was upgraded to provide an ideal work-from-home space with privacy and functionality. Upstairs, an additional open loft/den seating area provides flexible living space perfect for a secondary living room, media space, playroom, or relaxation area. One of the standout features of this property is the oversized premium homesite, approximately 20% larger than many Anastasia lots within the subdivision, offering a rare sense of openness and privacy. The backyard features aluminum privacy fencing, lush mature privacy landscaping, tranquil lake views, and ample room to add a custom pool while still maintaining generous green space. Designed for indoor-outdoor Florida living and entertaining, the covered lanai features a fully equipped outdoor kitchen complete with vent hood for grilling and backyard entertaining, creating the perfect space to enjoy lakefront sunsets and gatherings year-round. Additional upgrades include whole-home Ethernet wiring in every room, whole-house water filtration system, reverse osmosis system at the kitchen sink, freshly painted exterior, and gutters installed around both the first and second stories for added functionality and protection. Located within the highly desirable Skye Ranch community, residents enjoy resort-style amenities including pools, parks, trails, fitness amenities, playgrounds, and top-rated Sarasota schools, all conveniently located near shopping, dining, Siesta Key Beach, and I-75. This is a rare opportunity to own a premium upgraded lakefront home with privacy, technology upgrades, designer finishes, outdoor entertaining space, and one of the most desirable lots in Skye Ranch. Seller willing to contribute toward closing costs or interest rate buydown with acceptable offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Hali Tallman (941-299-4017)
3521 49TH ST, SARASOTA, FL 34235
$325,00089 Days on yellowkey MLS ID: A4687177
2 Days Off yellowkey (back on 5/25/2026)
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Remarks: Under contract-accepting backup offers. Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
6558 41ST CT E, SARASOTA, FL 34243
$529,000115 Days on yellowkey MLS ID: A4684051
REDUCED by $20,000 (3.6%) on 05/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2005Monthly Fee: $577 Tax: $6,073 (2025)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Taxes:$6,073
Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free, resort-style living in the heart of Sarasota. The HOA delivers exceptional value, covering private roads, a stunning 25,000-square-foot clubhouse, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more—allowing you to enjoy a carefree, vacation-inspired lifestyle every single day. This beautifully maintained waterfront pool home offers the serenity and views you’ve been searching for. From the moment you arrive, the curb appeal impresses with manicured landscaping, a NEW tile roof (2025), paver driveway and walkway, open paver porch, and elegant stained-glass entry door. Inside, soaring ceilings and architectural details create a light, bright, and welcoming atmosphere. The foyer is filled with natural light from the decorative stained-glass door and transom, complemented by tile flooring that flows throughout the main living areas. The kitchen opens seamlessly to the living and dining spaces and features granite countertops and backsplash, stainless steel appliances, and generous prep space—perfect for entertaining family and friends. The expansive screened lanai extends your living space outdoors, showcasing a private pool and spa with tranquil water views. Whether enjoying a morning swim or unwinding in the hot tub at sunset, this home offers the ultimate Florida lifestyle. The primary suite is a private sanctuary with walk-in closets and a spa-like ensuite bath featuring dual vanities, a frameless walk-in shower with tile detail, and a soaking tub. Guest suites are thoughtfully positioned to provide privacy and comfort for visitors. You’ll also appreciate no carpet throughout—tile in the main living areas and laminate flooring in the bedrooms for a clean, modern look. Take a dip in your private pool or relax in the hot tub after a long day while taking in the great water views or just sit out on your expansive covered and screened lanai for all of your outdoor activities. Recent Updates Include: Tile Roof (2025) Pool Pump Motor (2025) HVAC (2024) Garage Door Opener (2024) Garage Door Springs, Rollers & Bearings (2024) Microwave & Dishwasher (2024) Laminate Flooring in Primary & Bedroom 2 (2023) Life in Cascades is vibrant and engaging, with a dedicated lifestyle director and a full calendar of social events and activities. Amenities include a grand clubhouse, indoor and outdoor resort-style pools with spa, state-of-the-art fitness center, yoga and aerobics studio, six Har-Tru tennis courts, pickleball courts, bocce ball, arts and crafts rooms, billiards, and a library. Ideally located near The Mall at University Town Center, dining, shopping, and entertainment, and just a short drive to Downtown Sarasota, St. Armands Circle, Lido Key Beach, and the area’s renowned Gulf beaches, this home offers the perfect blend of luxury, location, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90038 Days on yellowkey MLS ID: A4693286
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
819 PARADISE WAY, SARASOTA, FL 34242
$2,295,00037 Days on yellowkey MLS ID: A4693282
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2505 Built: 1996Monthly Fee: $17 Tax: $18,581 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$18,581
Elementary School: Phillippi Shores Elementary
Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
629 ALBRITTON AVE, SARASOTA, FL 34232
$389,90072 Days on yellowkey MLS ID: TB8495202
REDUCED by $10,000 (2.5%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1988 Tax: $4,034 (2025)Community: Green AcresSingle Family
Taxes:$4,034
Remarks: One or more photo(s) has been virtually staged. Virtually staged photos. This Jonas Yoder custom-built home is move-in ready and located in the rarely available Green Acres community. This 3-bedroom, 2-bathroom home features an open floor plan, split bedroom layout, plenty of natural light, and a spacious 1-car garage. The primary suite includes a walk-in closet and en suite bathroom, while the great room overlooks a lovely paved patio, perfect for enjoying your morning coffee. Enjoy peace of mind knowing the big-ticket items have already been taken care of. Recent upgrades include the roof (2024), water heater (2023), septic tank and drainfield (2022), water filtration system (2022), and A/C replaced in 2020. The interior and exterior have also been painted, making this home truly move-in ready. Situated on well water and septic, with no HOA or CDD fees, this property offers both comfort and flexibility in a mature neighborhood with beautiful landscaping, lush foliage, and ample space between neighbors. Conveniently located near Target, Publix, shopping, restaurants, Pinecraft Amish Community, and Celery Fields, this home is also about 10 miles from Siesta Key Beach, about 8 miles from St. Armands Circle, about 5 miles from Nathan Benderson Park, and offers quick access to I-75. Now offered at an improved price, this home presents a great opportunity for buyers looking for value, location, and recent upgrades. This property is suitable for short-term rental or Airbnb use, subject to buyer verification of local zoning, licensing, and rental regulations.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andy Arencibia (813-220-3453)
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000314 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Elementary School: Southside Elementary
Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,399,000515 Days on yellowkey MLS ID: A4636955
REDUCED by $100,000 (6.7%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$8,052
Remarks: One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00074 Days on yellowkey MLS ID: A4688996
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2927 Built: 2022Monthly Fee: $470 Tax: $3,914 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$3,914
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
6418 JACKIE LYNN CT, SARASOTA, FL 34241
$899,90052 Days on yellowkey MLS ID: A4690185
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3304 Built: 1997Monthly Fee: $170 Tax: $6,410 (2025)Community: SerenoaSingle Family
Taxes:$6,410
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. This exceptional 3-bedroom + den (optional 4th bedroom), 3.5-bath estate home stands out with its rare oversized half-acre lot, offering privacy and space that’s nearly impossible to find in today’s newer communities. Located in the desirable Serenoa Golf community, where golf membership is not mandatory, and the course is open to the public, residents also enjoy a welcoming clubhouse featuring a bar and restaurant—perfect for casual dining and socializing. Surrounded by majestic oak trees and lush landscaping, the property offers a peaceful, park-like setting with breathtaking golf course and lake views overlooking the 2nd hole, along with unobstructed sunset views that make every evening feel like a retreat. Positioned near the end of a quiet cul-de-sac, this home provides exceptional privacy and minimal traffic. Inside, you’ll find soaring ceilings, an open floor plan, and abundant natural light, creating a spacious, airy feel throughout. Lovingly maintained by its original owners, this home reflects true pride of ownership and offers a solid, move-in-ready foundation, while presenting a great opportunity for a new owner to update and personalize finishes to their own style. Major updates have already been completed, including a roof replaced in 2020, water heaters in 2025, and dual AC systems in 2016—providing peace of mind where it matters most. Step outside to your private oasis featuring a sparkling pool and expansive lanai, perfect for entertaining or relaxing while enjoying serene golf and water views. Additional features include hurricane shutters for added security and convenience. Ideally located near top-rated dining, shopping, parks, and just 7 miles to Siesta Key’s world-renowned beaches, this home offers the perfect blend of luxury, privacy, and location. Whether you're searching for a spacious Florida home, golf course property, large lot estate, or private pool home near Siesta Key, this residence offers exceptional value and endless potential. Furniture is available and negotiable.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Gina Kiger (941-313-5464)
7675 ULIVA WAY, SARASOTA, FL 34238
$575,000167 Days on yellowkey MLS ID: A4676670
REDUCED by $14,000 (2.4%) on 05/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $476 Tax: $4,249 (2025)Community: VillagewalkSingle Family
Taxes:$4,249
Remarks: Perfectly positioned on a prime waterfront lot, this exceptional Oakmont model is a true standout. Built by renowned DiVosta, this home showcases superior poured-concrete, steel-reinforced construction, offering lasting quality and peace of mind. A barrel tile roof and paver driveway add to its impressive curb appeal. Inside, you’ll find a thoughtfully designed layout featuring three bedrooms plus a den and three full baths. The spacious primary suite is a private retreat, highlighted by a generous walk-in closet with custom built-ins and a highly sought-after his-and-her bath complete with a garden tub and separate shower. Motorized storm shutters were installed on the lanai in 2021. Located within the gated, master-planned VillageWalk community, residents enjoy resort-style, maintenance-free living with a 24-hour guarded gate. Community amenities are unmatched and include a vibrant waterfront Town Center, state-of-the-art fitness center, lap pool and lagoon pool, six lighted Har-Tru tennis courts, pickleball, basketball, bocce ball, library, café, meeting hall, hair salon, and even an on-site gas station. A full calendar of social events and activities ensures there’s always something to enjoy. Set across more than 500 acres of lush, tropical landscaping with miles of scenic walking trails, VillageWalk offers both tranquility and connection. Conveniently located near A-rated schools, Siesta Key Beach, and the Legacy Trail, this home delivers the perfect blend of luxury, lifestyle, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
2529 RUSTIC OAK CT CT, SARASOTA, FL 34232
$479,000142 Days on yellowkey MLS ID: A4680552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $47 Tax: $3,225 (2024)Community: Colonial OaksSingle Family
Taxes:$3,225
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities. Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining. The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living. With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come. Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
4050 TURKS CAP PL, SARASOTA, FL 34234
$865,00067 Days on yellowkey MLS ID: TB8493607
REDUCED by $5,000 (0.6%) on 05/24/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2038 Built: 1955 Tax: $7,733 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$7,733
Remarks: Step into a home that redefines privacy, design, and sophistication. Priced at $870,000, this fully renovated 3-bedroom, 3-bathroom residence with a dedicated office and pool offers a rare courtyard-style layout where indoor and outdoor living seamlessly intertwine. Enter through a private gated front courtyard, and you’re immediately welcomed by a heated pool, custom pavers, and a striking outdoor wood-burning fireplace. Cement planters with cushioned seating surround the pool, creating a relaxed resort-style setting, while a lemon tree and foliage add a natural, tranquil touch to the courtyard oasis. This is an intimate, resort-style setting designed for both private entertaining and everyday living. The oversized screened lanai extends your living space even further, creating multiple areas to relax and unwind in complete privacy. Inside, modern upgrades marry timeless design across a beautifully connected living and kitchen layout. The living room is anchored by a sleek electric fireplace and a mounted picture frame TV against a green tile backsplash, creating a refined focal point that feels both comfortable and elegant. The kitchen is equally impressive, featuring quartzite countertops, floor-to-ceiling custom cabinetry, custom dishwasher drawers, and a pot filler above the gas stove. Seamlessly integrated appliances, including a refrigerator concealed within matching cabinetry, enhance the clean, elevated aesthetic. A hidden “secret” door within the kitchen leads to a spacious laundry room and full bath, adding practicality while introducing a subtle element of surprise. The private office is another standout feature, finished with marble flooring and framed by large windows overlooking the courtyard and pool. Abundant natural light and serene views create an inspiring workspace, while French doors provide privacy when needed. New engineered wood flooring flows throughout the home, complemented by updated lighting and new hurricane impact windows and doors for peace of mind. This home offers the rare advantage of two primary suites, each refined in every detail. The main suite is a true retreat, featuring a private dry bar with a mini fridge, a fully customized 7x17 walk-in closet, and a spa-inspired bath with a soaking tub, expansive walk-in shower, heated towel rack, smart toilet, and designer finishes in warm, sophisticated tones. The second suite provides its own spacious bath and beautifully finished walk-in shower, ideal for guests or multigenerational living. The third bedroom has beautiful views of the pool through the sliding glass doors. Additional upgrades include a whole-home water filtration system, split A/C units for enhanced cooling, an attic fan, and new fencing surrounding the courtyard. Parking is abundant with a circular driveway and additional space alongside the fence, comfortably accommodating five or more vehicles. A separate outdoor shed provides convenient storage for lawn and pool equipment. Located in a quiet neighborhood just a few streets from the water, this home is a rare find in today’s market, where every detail has been carefully curated for luxury, comfort, and style. Furnishing negotiable!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Angel Blackmon (813-212-8846)
1119 40TH ST, SARASOTA, FL 34234
$299,99987 Days on yellowkey MLS ID: A4686789
REDUCED by $25,000 (7.7%) on 05/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1252 Built: 1959 Tax: $4,211 (2025)Community: BraeburnSingle Family
Taxes:$4,211
Remarks: Location, location, location!!! Updated solid block house (including new solid wood kitchen with quartz countertops, open floor plan), large fenced lot, quiet street, one block to a large community park, no HOA/no deed restrictions, no flood zone, boat ramp access to golf waters is within two miles! Easy maintenance, lots of natural light, great as a starter home, vacation home, short/long-term rental, or a cozy retirement destination in a pet-friendly community. Close to shopping, restaurants, downtown waterfront walk and marina, international airport, several miles to Lido Beach, St. Armands Key, Selby Botanical Gardens, museums, iconic Van Wesel Performing Arts Hall, Opera House, Ringling College of Art & Deign (walking distance), New College of Florida (honors), University of South Florida. Two neighboring new construction houses are to be sold for over 500k each. Priced to sell; VA, FHA, and conventional financing is welcome.
Listing Agent: Zulfiia Tursunova (941-228-6862)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,650,000226 Days on yellowkey MLS ID: A4671290
REDUCED by $95,000 (3.5%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
8969 BERNINI PL, SARASOTA, FL 34240
$1,349,00081 Days on yellowkey MLS ID: A4688095
REDUCED by $50,900 (3.6%) on 05/10/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3646 Built: 2018Monthly Fee: $434 Tax: $11,176 (2025)Community: Artistry Ph 1ASpa: YesSingle Family
Taxes:$11,176
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this gorgeous newer Kolter Chagall home located in the highly desirable community of Artistry of Sarasota. Offering 4 bedrooms and 5 baths, along with a club room and loft area, this beautifully designed residence blends everyday comfort with upscale entertaining. With model like finishes throughout, the home showcases exceptional quality, style, and thoughtfully curated upgrades including coffered ceiling sets the tone upon entry, introducing the home’s refined architectural detail and airy elegance. At the heart of the home is a stunning open concept first floor, where the newly painted entry, living room, and kitchen create a fresh, bright, and welcoming atmosphere for both comfortable daily living and effortless entertaining. The chef’s kitchen features quartz countertops, a dramatic oversized center island with waterfall edge detail and generous seating, custom white shaker cabinetry, backlit upper display cabinets designed for decorative appeal, designer backsplash detail, GE Monogram wall ovens and gas cooktop, LG refrigerator and dishwasher, and abundant prep and storage space. The adjoining great room is enhanced by a coffered ceiling and custom accent wall, adding warmth, texture, and architectural interest. An abundance of natural light pours in through the sliders, creating a bright and airy atmosphere while drawing your eye out to the glorious spa like pool and zen inspired lanai. The first floor features a flex office/guest suite, full bath for guests, laundry room with built in shelving, and a beautifully appointed club room complete with a wet bar and wine fridge, offering the perfect setting for entertaining or unwinding. The first floor primary suite is a luxurious retreat with abundant natural light, custom built walk in closets, and a coffered ceiling that enhances the sense of elegance and scale. The spa like primary bath features dual vanities and a generous walk in shower. As you make your way upstairs, a staircase accented by a sleek horizontal metal railing adds a clean architectural element to the home’s modern design. Upstairs, there are three guest bedrooms and tow of them feature en suite baths and walk in closets, centered around a large loft area that offers the perfect setting for a media room, game room, or casual lounge for hosting family and friends. The outdoor living area is designed as a true private retreat, the screened lanai showcases a spectacular saltwater pool and spa with beautiful water features, a sun shelf with in pool seating, and a hot tub style spa area perfect for unwinding. Framed by travertine decking and lush green views, the outdoor space also features a striking pergola style architectural accent that enhances the resort like setting. The covered lanai includes an outdoor kitchen with bar seating and an additional generous seating area, creating the ultimate backdrop for entertaining, relaxing poolside, or enjoying peaceful Florida living. Upgrades include hurricane impact windows and doors, gas appliances, community irrigation, a mini split in the garage, and a Briggs & Stratton whole house generator. Located in the gated, amenity rich community of Artistry, residents enjoy maintenance free living with access to a resort style pool, clubhouse, pickleball courts, basketball court, playground, and scenic walking trails. Ideally located near world class shopping, dining, and Sarasota’s renowned beaches, this home is high and dry located in zone X.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.