Location: Sarasota
Do Not Show Listings
5715 WOODLAND SAGE DR, SARASOTA, FL 34238
$727,00071 Days on yellowkey MLS ID: A4689452
INCREASED by $28,000 (4.0%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3377 Built: 2022Monthly Fee: $268 Tax: $6,935 (2025)Community: Promenade Estates Ph 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,935
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Welcome to Promenade Estates, where modern design, privacy, and convenience come together in this exceptional 2022 built home offering 4 bedrooms, 3 bathrooms, and 3,377 square feet of thoughtfully designed living space. Situated on a premium homesite with unobstructed views of a protected preserve, native pond, and natural forest, this residence provides a rare combination of scenic beauty and everyday functionality. Step inside through the grand extended foyer and discover an open concept floor plan filled with natural light, soaring spaces, and clean contemporary finishes. The gourmet kitchen serves as the centerpiece of the home, featuring quartz countertops, stainless steel appliances, a walk in pantry, and an oversized island showcasing stunning Patagonia quartzite, perfect for entertaining, meal preparation, and gathering with family and friends. The first floor offers a spacious living area, guest bedroom, and full bathroom, providing flexibility for visitors, multigenerational living, or a private home office setup. Upstairs, a versatile bonus room creates additional living space, while the primary suite serves as a peaceful retreat with breathtaking preserve and pond views, a spa inspired bathroom, and a relaxing soaking tub. Two additional bedrooms and a full bathroom complete the upper level. Enjoy desirable southern rear exposure, filling the home with natural light while creating a tranquil and private outdoor setting. Residents of Promenade Estates enjoy a gated community atmosphere, beautifully maintained amenities, and an outstanding location just minutes from Nokomis Beach, Oscar Scherer State Park, shopping, dining, and everyday conveniences. Located within the highly sought after Pine View School district, consistently ranked among Florida's top public schools, this move in ready home presents a rare opportunity to enjoy luxury living, exceptional privacy, and one of Sarasota County's most desirable locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00044 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
5836 HELEN WAY, SARASOTA, FL 34243
$500,00015 Days on yellowkey MLS ID: A4694666
1 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990Monthly Fee: $67 Tax: $756 (2025)Community: Cedar CreekSingle Family
Taxes:$756
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. POND VIEWS • SALTWATER POOL • NO CDD • LOW HOA Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Cedar Creek community of North Sarasota. Offering 2,043 sq. ft. of living space, this home combines comfort, functionality, and the Florida lifestyle buyers are looking for. Step inside to find an open-concept floor plan with vaulted ceilings, abundant natural light, and ceramic and porcelain tile flooring throughout. The spacious living and dining areas flow seamlessly into the family room, featuring a stunning stone wood-burning fireplace and custom built-in shelving. The kitchen is designed for both everyday living and entertaining, featuring shaker-style cabinetry, granite countertops, a center island, a pass-through window to the lanai, and a newer dark stainless-steel gas range. The spacious primary suite offers a custom walk-in closet and sliding glass doors leading directly to the lanai and pool area. All bedrooms feature walk-in closets, providing ample storage space. Enjoy year-round outdoor living in your private screened saltwater pool overlooking peaceful pond views. The large covered lanai is the perfect place to relax, entertain, or enjoy Florida's beautiful weather. The pool enclosure screen was replaced in 2024. Major updates provide peace of mind, including a new roof (2021), A/C (2022), and water heater (2022). Additional features include hurricane shutters, a 2-car garage, and an oversized 11,000+ sq. ft. lot. With a low HOA of just $200 per quarter and no CDD fees, this home offers exceptional value. Conveniently located approximately 4 miles from UTC Mall, Nathan Benderson Park, shopping, dining, and entertainment, with easy access to Sarasota's world-famous beaches. Don't miss this opportunity to own a move-in-ready home with a private pool, water views, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
4391 MAPLEWOOD LN, SARASOTA, FL 34238
$799,00017 Days on yellowkey MLS ID: A4696313
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 1989Monthly Fee: $205 Tax: $5,077 (2025)Community: Deer CreekSpa: NoSingle Family
Taxes:$5,077
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 4391 Maplewood Lane in Deer Creek. Located in the heart of Palmer Ranch in the sought-after subdivision of Deer Creek, this superior-quality Arthur Rutenberg home sits at the entrance to a quiet cul-de-sac. It offers the peace, privacy, and exceptional construction you’ve been looking for. The current owners have invested over $60,000 in thoughtful upgrades and improvements. Standout recent features and upgrades by current Owners include: New Hot Water Heater (2026) New Freshly Painted Home - Inside and Outside (2025) Storm Doors (2025) Storm Windows (2023) A/C System installed (2022) Luxury Vinyl Floors (2022) Pool Heater (2021) Water Filtration System (2020) Washer and Dryer (2022) Oven and Dishwasher (2020). The home also features a beautiful primary bathroom with a luxurious walk-in shower boasting six spray heads, custom cabinetry, and a Vitabath spa experience. It is fully plumbed for a second vanity, offering flexibility for future customization. The modern gourmet kitchen shines with solid wood cabinetry and premium appliances, including all appliances. Spacious main living areas and bedrooms offer cathedral and vaulted ceilings, a wood-burning fireplace, and clerestory windows that create a bright, open feel. Outside, enjoy a private backyard oasis with a large covered lanai, paver pool deck, and pool featuring a Pebble Tec surface, fountain, custom LED lighting, and a newer pool heater. Although never used by the current home owners, options for propane and solar are also available to the new home owners if they so choose. The home also features an independent reclaimed water sprinkler system. This beautifully maintained 3-bedroom + office/4th bedroom, 2.5-bath home (approx. 2,513 sq ft) perfectly blends timeless Arthur Rutenberg quality with modern high-value updates in one of Palmer Ranch’s most desirable neighbourhoods. Truly a turn key home. Ready for its next chapter — schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Justin Finney (941-960-9349)
3943 ETON PL, SARASOTA, FL 34241
$410,0008 Days on yellowkey MLS ID: A4697422
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1379 Built: 1960 Tax: $3,564 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,564
Elementary School: Lakeview Elementary
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home nestled on a peaceful dead end street with a cul-de-sac in the lovely Lake Sarasota community. This home includes a carport and a screened front porch, perfect for sipping your morning coffee while soaking up Florida’s beautiful weather. Recent updates include hurricane impact windows installed in 2023 and a new AC unit install installed in 2025. The kitchen boasts stainless steel appliances and a cozy dinette with the view of the backyard. The main suite is a true retreat, featuring a fully updated bathroom, dual vanities, and a walk-in closet. Enjoy quality time with family and friends in the spacious backyard around the fire pit. The shed is connected to electricity, making a perfect area for a workshop.This home is located near I-75, only a few minutes from the World, famous Siesta Key Beach, this is Sarasota living at its finest. Don’t miss your chance—schedule your private showing today.
Listing Agent: Paola Mincarone Madden (774-534-1315)
2345 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000180 Days on yellowkey MLS ID: A4672606
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Virtually Staged. New construction and under $1m in the sought after Southside school district this is very rare, but you have found it right here and your opportunity is knocking. Custom Luxury Living Near Downtown Sarasota! Welcome home to this exquisite, 4 bed 2 and a half bath custom-built residence designed by renowned Piper Navy! This two-story traditional model offers unparalleled craftsmanship and exceptional amenities just moments from Sarasota's vibrant core. Step inside to discover a truly thoughtful design, featuring soaring 9'4'' ceilings and elegant crown molding. The gourmet kitchen is a chef's dream, boasting an entertaining island, all-wood cabinetry, and stunning quartz countertops. Beautiful wood flooring flows seamlessly throughout the entire home. Constructed with block on both floors and featuring upgraded underground electric service, this residence is built for lasting quality. Enjoy peace of mind and abundant natural light thanks to custom hurricane PGT Florida Impact Rated windows and doors. The floor plan includes a gorgeous master suite on the ground floor, with a beautiful ensuite bathroom with carrara tile flooring and free standing bath to wallow the night away in after a hard day, there is also a versatile loft, with ample storage space, Upstairs is a further three guest bedrooms with luxurious bathroom and a bonus landing area that can be utlized and made into an open plan office space, should you need to work from home. Relax or entertain guests on the expansive rear concrete lanai with fenced in mature private gardens. There is also room to build a pool,should you wish to in the future The exterior is completed with an irrigation system, St. Augustine grass, and a paver front driveway, providing beautiful curb appeal.This property offers an unbeatable Sarasota lifestyle! With the boutique area of Hillview around the corner ,Siesta key beach and You are less than 5 minutes from downtown Sarasota's beautiful Marina, cultural attractions, and fine dining. Less than 10 minutes to reach the world-renowned St. Armands Circle and the pristine sands of Lido Beach, offering upscale shopping and entertainment, you are in the best central location you could ask for.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
617 SIESTA DR, SARASOTA, FL 34242
$949,9003 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Taxes:$32,740
Elementary School: Phillippi Shores Elementary
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Gary Hoskins (941-809-7709)
2655 BAY ST, SARASOTA, FL 34237
$1,149,0003 Days on yellowkey MLS ID: A4697933
Bed: 7 Bath: 6.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnSingle Family
Taxes:$6,898
Remarks: Virtually Staged. Step into this fully renovated, professionally designed 7-bedroom, 6-bathroom residence offering rare flexibility for multigenerational living, short-term rental investment potential, or residential use such as a senior care, wellness, recovery, or retreat-style property, subject to applicable licensing, and buyer verification. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this turnkey property blends luxury, functionality, and location. The main residence features 6 bedrooms and 5 bathrooms, plus a separate legal 1-bedroom, 1-bath attached apartment with its own utilities—ideal for extended family, guests, private staff quarters, rental income, or a separate operator suite. From the moment you enter, you are welcomed by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept floor plan is designed for both everyday living and flexible use, with two bedrooms on the first floor and four bedrooms upstairs, including multiple en-suite bathrooms and a luxurious primary suite with generous closet space. A spacious upstairs family room opens to a full-width second-story deck, creating a private indoor-outdoor retreat ideal for entertaining, relaxing, or accommodating larger groups. The chef’s kitchen serves as the heart of the home and features GE appliances, classic shaker cabinetry, and custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, including Fiandre Italian porcelain tile and Delta fixtures in all bathrooms, 7-inch wide plank white oak flooring throughout, smart thermostats and doorbell system, brand-new roof, impact-rated windows, updated plumbing, water service, sewer, and electrical systems. The oversized backyard offers endless possibilities for a resort-style pool, outdoor lounge, garden retreat, or expanded amenity area. The covered lanai is already positioned for a future outdoor kitchen, extending the living and entertaining space from the kitchen and family room. A circular driveway provides ample parking for multiple vehicles, making the property especially well suited for guests, larger households, or investment use. Located minutes from Downtown Sarasota and a short drive to Siesta Key Beach, this property offers the rare combination of design-forward living, income potential, flexible use, and long-term value. Recently appraised for $1.530M.
Listing Agent: David Litvinov (773-294-4003)
2463 TERRY LN, SARASOTA, FL 34231
$297,0003 Days on yellowkey MLS ID: A4697796
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1197 Built: 1967Monthly Fee: $135 Tax: $2,520 (2025)Community: Gulf Gate ManorSingle Family
Taxes:$2,520
Remarks: Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! This charming 2 bedroom 1 bath FURNISHED residence located at 2463 TERRY LN, SARASOTA, FL 34231 offers the perfect blend of comfort, affordability, and coastal lifestyle just minutes from world-famous Siesta Key Beach. Nestled in a quiet neighborhood, this home features upgraded newer hurricane impact windows, an open and inviting floor plan, spacious living areas with terrazzo floors, and abundant natural light throughout. Enjoy low-maintenance living with HOA services that include lawn care and cable, allowing more time to relax and enjoy the Florida lifestyle. The property is conveniently located near shopping, dining, entertainment, golf courses, and top-rated schools, making it ideal as a primary residence, seasonal retreat, or investment opportunity. Gulf Gate Manor is known for its friendly atmosphere, mature landscaping, and unbeatable proximity to Sarasota's beaches and cultural attractions. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought-after locations!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
4003 BENT TREE BLVD, SARASOTA, FL 34241
$395,0003 Days on yellowkey MLS ID: TB8521440
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1978Monthly Fee: $27 Tax: $5,909 (2025)Community: Bent Tree VillageSingle Family
Taxes:$5,909
Elementary School: None
High School: None
Middle School: None
Remarks: Now Available in Bent Tree Village! Come see this charming Pool Home consisting of 3 bedrooms, 2 bath, 2,211 (sqft), -clean residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.
Listing is courtesy of: SEFAIR INVESTMENTS INC (800-233-5334)
Listing Agent: Dan Sefair (813-842-5615)
4315 REFLECTIONS PKWY, SARASOTA, FL 34233
$510,0003 Days on yellowkey MLS ID: O6418235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 2001Monthly Fee: $312 Tax: $3,361 (2025)Community: Villa RosaSingle Family
Taxes:$3,361
Elementary School: Ashton Elementary
Remarks: Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Chris Romany (407-796-8458)
5031 PRESTON WAY, SARASOTA, FL 34232
$364,9003 Days on yellowkey MLS ID: A4697720
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1986 Tax: $2,921 (2025)Community: Cedar Hollow Unit 3Spa: NoSingle Family
Taxes:$2,921
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Set at the end of a quiet cul-de-sac on a generous .26-acre fenced lot in central Sarasota, this beautifully updated single-story home blends easy Florida living with move-in-ready finishes. Natural light pours in all day across an open layout where vaulted ceilings and warm wood-look flooring carry from the living room into a dining space made for gathering. The renovated kitchen shines with white cabinetry, granite countertops, a subway-tile backsplash, and stainless steel appliances. Both bedrooms offer walk-in closets, and the primary suite — with en-suite bath — opens through sliding glass doors to a private, lushly landscaped garden. Off the living area, more sliders lead to a screened lanai and brick-paver patio that's hot-tub ready, overlooking a big, fully fenced backyard with room to roam and one mature shade tree. Big-ticket peace of mind comes from a metal roof, a 2-year-old HVAC, and a newer washer, dryer, and dishwasher, plus an attached garage with a bonus second refrigerator. Whether you're after a full-time residence, a seasonal escape, or a vacation getaway, the central location delivers — 10–15 minutes from downtown Sarasota, 15–20 from Gulf beaches, and surrounded by shopping and dining.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
546 FREELING DR, SARASOTA, FL 34242
$12,500,0003 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1279 CORNISH CT, SARASOTA, FL 34232
$799,00014 Days on yellowkey MLS ID: TB8518333
REDUCED by $50,000 (5.9%) on 06/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3370 Built: 1986Monthly Fee: $42 Tax: $5,009 (2025)Community: Bell Brooke EstatesSpa: YesSingle Family
Taxes:$5,009
Remarks: Nestled at the end of a quiet cul-de-sac on a beautiful wooded double lot, this spacious and well-maintained 3,400-square-foot home offers a rare combination of privacy, flexibility, and convenience in one of Sarasota's most desirable locations. Surrounded by mature trees and lush landscaping, the property provides a peaceful setting with plenty of room to relax, entertain, and enjoy Florida living. Inside, you'll find a thoughtfully designed floor plan featuring 3 bedrooms, 2.5 bathrooms, and a large office or flex room that could easily serve as a 4th bedroom, guest room, playroom, or home gym. Upgraded wood and laminate flooring run throughout the home, creating a warm and cohesive feel, while the generous living spaces and abundant storage make everyday living both comfortable and practical. The expansive layout offers plenty of room for gathering with family and friends while still providing private spaces to work or unwind. Step outside to your own backyard retreat featuring a sparkling pool and relaxing hot tub surrounded by mature landscaping and the natural beauty of the oversized homesite. With low HOA fees and a family-friendly atmosphere, this neighborhood offers an exceptional lifestyle without sacrificing convenience. Ideally located directly across from Sarasota Christian School and just minutes from downtown Sarasota, University Town Center, shopping, dining, entertainment, golf, and the area's world-famous beaches, this home truly delivers the best of both privacy and accessibility. Whether you're looking for room to grow, space to entertain, or simply a tranquil place to call home, this exceptional property is one you won't want to miss.
Listing is courtesy of: EZ CHOICE MLS, INC (813-377-2260)
Listing Agent: Shawna Kugler (813-377-2260)
2818 OLYMPIC ST, SARASOTA, FL 34231
$849,00014 Days on yellowkey MLS ID: A4696918
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2754 Built: 1959 Tax: $2,622 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Taxes:$2,622
Remarks: FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!
Listing Agent: Nazar Bas (908-265-7651)
7763 NIGHTFALL TER, SARASOTA, FL 34241
$719,900137 Days on yellowkey MLS ID: A4681756
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $4,800 (0.7%) on 05/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2022Monthly Fee: $251 Tax: $9,835 (2025)Community: Skye Ranch Nbrhd 4 North Ph 1Spa: NoSingle Family
Taxes:$9,835
Remarks: Under contract-accepting backup offers. This 4-bedroom, 3.5-bath pool home offers a well-designed floor plan with the primary bedroom, laundry room, and a dedicated study conveniently located on the first floor. A gourmet kitchen with a gas stove, is ideal for both everyday living and entertaining. Upstairs, bedroom 2 features an ensuite bath, providing added privacy for guests or family members, along with additional bedrooms. Completing the upstairs a spacious game room and oversized loft provide endless flexibility—movie nights, game days, play zones, or creative spaces that evolve with your family. Outside, the screened lanai becomes the heart of the home, where evenings are spent floating in the pool, watching spectacular sunsets over the lake and green space beyond, and savoring the peaceful rhythm of Florida living. The lanai is outdoor kitchen ready with plumbing, gas, water, and electricity already in place. The home is equipped with solar panels providing full home energy consumption, resulting in exceptionally low average power bills of approximately $75/month. Located within a gated, amenity-rich community, residents enjoy an active lifestyle with indoor and outdoor basketball courts, sand volleyball, soccer field, rock climbing wall, ping pong, resort-style pool, mini-Olympic pool, splash pad, playground, dog park, and an onsite café for convenient dining. Walking distance to the new Skye Ranch K–8 School and just minutes to I-75, offering quick access to shopping, dining, and the world-renowned Siesta Key Beach with its sugar-sand shoreline.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jennifer Ford (941-376-5366)
2032 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$625,0004 Days on yellowkey MLS ID: A4697780
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3378 Built: 2021Monthly Fee: $125 Tax: $6,439 (2025)Community: Bay Lndg Ph 2BSpa: NoSingle Family
Taxes:$6,439
Elementary School: Tatum Ridge Elementary
Remarks: Welcome to 2032 Midnight Pearl Drive, a beautifully finished and light-filled 2021 concrete block home in Bay Landing, one of Sarasota’s most conveniently located communities just minutes from Waterside Place and I-75. Offering nearly 3,400 square feet, this spacious residence features 4 bedrooms, 3 bathrooms, a dedicated home office or den, a large upstairs family room, and a flexible open floorplan designed for everyday living and entertaining. A charming front porch greets you from the street. Inside, the main level features tile flooring throughout, neutral finishes, designer lighting, luxury granite countertops, and sleek black kitchen fixtures that give the home a fresh, elevated feel. The well-appointed kitchen centers around an oversized island and opens seamlessly to the main living and dining areas. A butler’s pantry and oversized walk-in pantry, thoughtfully positioned between the kitchen and office, add exceptional storage and function. Off the garage, a convenient drop zone or mudroom space offers additional practicality and is ready for personalization. The first-floor guest suite is privately tucked behind the living spaces, providing excellent flexibility for visitors or multigenerational living. Upstairs, beautiful natural light fills the large flex space, ideal for a playroom, game room, or media area, with a wall of windows overlooking a neighborhood pond. The private primary suite is a true retreat, with abundant windows, generous storage, a separate lounge or office space, and a luxe ensuite bath with a walk-in shower and garden tub. The secondary bedrooms share an oversized hall bath with a two-sink vanity and a separate shower/tub and toilet room. The spacious upstairs laundry room is thoughtfully positioned with access from both the hallway and the primary closet. Outside, enjoy a fenced backyard, covered lanai, and a desirable setting next to community green space and an adjoining pond. Bay Landing offers low HOA fees, no CDD fee, and a standout community pool, fitness center, and dog park. Located approximately 5 minutes from Waterside Place and I-75, and convenient to all that Lakewood Ranch and Sarasota have to offer, including shopping, dining, beaches, and cultural amenities, this home combines space, style, and everyday convenience. Beautiful furnishings and decor are separately available for those seeking a turnkey option.
Listing Agent: Nick Gard (941-500-4273)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000117 Days on yellowkey MLS ID: TB8481018
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Remarks: Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
7025 N SERENOA DR, SARASOTA, FL 34241
$1,199,90046 Days on yellowkey MLS ID: A4693204
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4118 Built: 1995Monthly Fee: $170 Tax: $6,725 (2025)Community: SerenoaSpa: NoSingle Family
Taxes:$6,725
Remarks: One of a kind, Custom Built Home with Large Multi-Generational Attached Casita. Features of this incredible, Multi-Gen Home include: * 2 Downstairs Bedrooms plus 500 SF+ Attached Casita with it's own private entrance * Over 4,100 SF of Custom Designed, Luxury Living * Large, 14'X32' Pool with Paver Deck, Outdoor Kitchen, Extendable "Sunsetter" Type Awning, & Private Pool Bath * Over 1/2 Acre of Beautiful, Treed, Mature Landscaping * Numerous Upgrades including a One-of a-Kind, Custom Stair Rail leading to the spacious 2nd level * Fire Place in the Casita * Chef's Kitchen with Aquarium Window Dinette area overlooking the pool. * Propane gas with 250 gallon tank * Clubhouse with great amenities
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
1989 SPLASHRAIL LN, SARASOTA, FL 34240
$499,00015 Days on yellowkey MLS ID: A4695313
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2024Monthly Fee: $211 Tax: $6,619 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,619
Remarks: Virtually Staged. Walk, bike, paddle, play pickleball, dine, and enjoy waterfront living in Sarasota's highly desirable Waterside community. This beautifully designed 3-bedroom, 2-bath residence with a versatile flex room offers the perfect blend of comfort, style, and the active Florida lifestyle buyers are seeking. Perfectly positioned to capture partial views of Kingfisher Lake, this home invites you to begin your mornings with coffee on the porch and end your evenings enjoying peaceful lake breezes. Residents enjoy access to a lakeside cabana and pool overlooking Kingfisher Lake, pickleball courts, dog park, playground, and the convenience of a private community dock where the water taxi can take you to Waterside Place for dining, shopping, farmers markets, live entertainment, and year-round events. Inside, the thoughtfully designed open-concept floor plan offers approximately 1,743 (under air) square feet of living space featuring a spacious great room, a flexible bonus room ideal for a home office, fitness room, hobby space, or guest retreat, quartz countertops with matching quartz backsplash, stainless steel appliances, generous storage, and an inside laundry room. The primary suite provides a relaxing retreat, while premium Big Ass Haiku smart ceiling fans throughout the home add exceptional comfort and can be controlled by remote or smartphone app. Impact windows provide peace of mind, and the two-car garage offers ample space for vehicles and storage. More than just a home, this is an opportunity to embrace the vibrant Waterside lifestyle in one of Sarasota's most desirable master-planned communities. Whether you're searching for a full-time residence, seasonal getaway, or investment property, this exceptional property places you at the center of everything that makes Waterside so special.
Listing Agent: Francine Fields (561-704-8644)
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