Location: Sarasota
Do Not Show Listings
2156 ORCHID ST, SARASOTA, FL 34239
$899,000301 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,119
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
6269 DONNINGTON CT, SARASOTA, FL 34238
$495,00049 Days on yellowkey MLS ID: A4692578
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 1999Monthly Fee: $71 Tax: $5,059 (2025)Community: Wellington ChaseSingle Family
Taxes:$5,059
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to the desirable Wellington Chase community in Palmer Ranch. This well-designed 3-bedroom, 2-bath home features a split floor plan with high ceilings and an spacious living/dining room combination that opens to the lanai and pool through sliding glass doors. Just off the foyer, you’ll find a unique small office thoughtfully tucked into a closet. The eat-in kitchen offers a large walk-in pantry and convenient access to the main living areas. The primary suite is a private retreat featuring its own slider to the lanai, a generous walk-in closet, and an en-suite bath with dual sinks, a garden tub, and a separate shower. Bedroom two includes a large closet and direct access to the main bath, which is also accessible from the hallway, while bedroom three overlooks the pool and lanai. ROOF IS 2024. Enjoy Florida living at its best with a fully caged inground pool and two outdoor entertaining areas, including a shaded space perfect for relaxing. Additional features include a laundry room with storage cabinets and a 2-car garage. With low HOA fees and a prime location near shopping, dining, The Legacy Trail, Selby Aquatics Center, YMCA at Potter Park, and a short drive to Siesta Key Beach, this home offers both comfort and convenience in one of Sarasota’s most sought-after areas. FENCING ALLOWED with HOA approval.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
7920 MAINSAIL LN, SARASOTA, FL 34240
$2,150,00033 Days on yellowkey MLS ID: A4694620
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3216 Built: 2021Monthly Fee: $444 Tax: $18,596 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$18,596
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Exclusive custom-designed Talise by Arthur Rutenberg Homes, ideally situated within the highly sought-after Lakehouse Cove at Waterside community. Elegant iron front double doors welcome you into a stunning great room featuring engineered hardwood floors, soaring vaulted ceilings accented with decorative beams, and an expansive open-concept layout filled with abundant natural light. The gourmet kitchen is beautifully appointed with a gas cooktop, built-in double ovens, refrigerator, microwave, wine refrigerator, quartz countertops throughout, custom cabinetry, and a spacious walk-in pantry designed for both style and functionality. Floor-to-ceiling impact sliding glass doors create seamless indoor-outdoor living, opening to a spectacular private retreat complete with a saltwater pool and spa, upgraded ClearView screen enclosure, expansive entertaining area, and fully equipped outdoor kitchen — perfect for enjoying the Florida lifestyle year-round.This thoughtfully designed residence features 3 spacious bedrooms, 3 bathrooms, a private den, powder room, and a versatile bonus room. The luxurious primary suite offers dual walk-in closets, while the multipurpose laundry area includes additional space ideal for a small office, hobby area, or extra storage. Additional upgrades include a tankless hot water heater, integrated Sonos sound system, and refined designer finishes throughout. A 3-car side-loading garage enhances curb appeal while providing generous storage and functionality. Perfectly positioned on a beautiful private preserve homesite, this exceptional residence offers privacy, sophistication, and resort-style living just moments from Waterside Place dining, shopping, entertainment, parks, and the popular farmers market. Residents of Lakehouse Cove at Waterside enjoy premier resort-style amenities including an upscale clubhouse, lakeside pool and spa, fitness center, playground, dog park, walking trails, tennis and pickleball courts, dock house with lake access, and kayak storage. Ideally located near Sarasota’s world-class beaches, cultural attractions, and vibrant lifestyle destinations, this exceptional home offers the very best of luxury Florida living.Schedule your private showing today to experience this exclusive custom residence firsthand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
703 WHITFIELD AVE, SARASOTA, FL 34243
$749,000166 Days on yellowkey MLS ID: A4677614
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1958Monthly Fee: $1 Tax: $5,033 (2024)Community: Whitfield EstatesSpa: NoSingle Family
Taxes:$5,033
Elementary School: None
High School: None
Remarks: Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). Gas is available with new meter. This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet
Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)
Listing Agent: Martin Rake (702-755-6657)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000268 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
1632 WORRINGTON ST, SARASOTA, FL 34231
$735,000203 Days on yellowkey MLS ID: A4673616
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $30,000 (3.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1547 Built: 1973 Tax: $2,729 (2024)Community: Johnson EstatesSingle Family
Taxes:$2,729
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. EXCEPTIONAL WEST OF THE TRAIL OPPORTUNITY – RARE 1/3 ACRE LOT! Exceptional opportunity in a coveted area West of the Trail! Situated at the secluded end of a tranquil dead-end street, this oversized 0.33-acre lot is nearly 50% larger than typical area parcels. Whether you are looking for your first home, a high-demand investment rental, or a premier location for a new build on a rare huge lot—the choice is yours! Inside, the great room’s soaring skylights and front-to-back windows frame peaceful nature views, perfectly complementing the fresh interior paint and sun-drenched open floor plan. UNBEATABLE PROXIMITY: Phillippi Shores Elementary School: Less than a mile away. Everyday Conveniences: Less than a mile to Trader Joe’s and Siesta Row shopping. Sarasota Memorial Hospital: Only 2 miles away. Downtown Sarasota: Just 3 miles to dining, arts, and culture. Siesta Key Beach: Less than 4 miles to world-class sands. This is the best land-to-value play in 34231. Bring your offer and secure your spot West of the Trail today!
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
5378 SARAPOINTE CT, SARASOTA, FL 34232
$550,00036 Days on yellowkey MLS ID: A4694119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 1986Monthly Fee: $62 Tax: $3,186 (2025)Community: Eastpointe Ph 01Spa: NoSingle Family
Taxes:$3,186
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Waterfront Pool Home. Tucked away on a quiet cul-de-sac in the sought-after Eastpointe community, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and Florida lifestyle. Set on a scenic lakefront lot with tranquil water views, this home features a versatile floor plan with two primary suites, including a private second-floor retreat with its own mini-split system. Step inside to soaring vaulted ceilings in the living room, a cozy wood-burning fireplace, and a wet bar—ideal for entertaining. The eat-in kitchen is thoughtfully designed with convenient pull-out shelving in the cabinets, while many major appliances are less than one year old, adding peace of mind for the next owner. The outdoor living space is a true retreat, featuring a heated pool, expansive pavered pool deck, and an outdoor shower, all overlooking the peaceful lake setting. The spacious yard includes multiple fruit trees, creating your own tropical oasis. Additional upgrades include: Impact windows (2025) / Impact-rated garage door /Hardie fiber cement plank siding /Engineered acacia hardwood flooring in bedrooms/Solid core interior doors /Roof replaced in 2016 /A/C replaced in 2017 Located just minutes from downtown Sarasota, this home offers exceptional convenience—only 7.3 miles to Siesta Key Beach, close to Nathan Benderson Park, and near The Mall at University Town Center for premier shopping, dining, and entertainment. Easy access to I-75 makes commuting a breeze. With low HOA fees and no CDD, this exceptional waterfront home offers the ideal combination of location, upgrades, and lifestyle.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Timothy Trojanowski (941-320-1399)
7207 39TH LN E, SARASOTA, FL 34243
$574,990116 Days on yellowkey MLS ID: A4684258
REDUCED by $24,010 (4.0%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2253 Built: 1997Monthly Fee: $55 Tax: $7,261 (2024)Community: The Trails Ph IvSingle Family
Taxes:$7,261
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Nicely updated, open plan pool home located in the beautiful, deed restricted neighborhood of "The Trails". This home features real hardwood & ceramic tile floors, vaulted ceilings, updated baths & kitchen with granite counter tops, stainless appliances and cozy wood burning fireplace. The back yard features a pond view backed by trees so plenty of privacy. The pool features a vertical descent waterfall, newer pool heater, large screened lanai with enough roofed area for plenty of outdoor furniture. In addition there is a newer paver deck that wraps around the outside of the lanai for fishing off or just sitting. The front yard features a recently enlarged paver driveway, paver walkway and professional landscaping. The GARAGE IS OVERSIZED with steel ceiling shelves for additional storage. "The Trails" amenities include paver sidewalks everywhere, a community pool, tennis/pickleball court, common area maintenance and all included in a very "LOW ANNUAL HOA FEE". HVAC replaced in 2020, Pool heater replaced in 2024, hot water heater replaced 2025, master bath, walk-in closet shelf system & guest bath updated in 2024. Interior walls, trim and pool deck repainted in 2026.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,000113 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
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
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)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000152 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
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
$529,90041 Days on yellowkey MLS ID: A4693112
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
$712,50031 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
$325,00092 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)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90041 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)
629 ALBRITTON AVE, SARASOTA, FL 34232
$389,90075 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
$14,950,000317 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
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00077 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
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
$899,90055 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
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
$575,000170 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
$479,000145 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
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)
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