Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5507 CONTENTO DR, SARASOTA, FL 34242
$1,599,999156 Days on yellowkey MLS ID: A4683288
REDUCED by $125,001 (7.2%) on 07/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,484
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,690,0005 Days on yellowkey MLS ID: A4700498
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Middle School: Brookside Middle
Remarks: Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!
Listing Agent: Andrew Azzarello (941-266-6084)
2050 EUCLID TER, SARASOTA, FL 34239
$2,395,000121 Days on yellowkey MLS ID: A4687473
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3991 Built: 2026 Tax: $4,305 (2025)Community: Euclid SubSpa: YesSingle Family
Taxes:$4,305
Elementary School: Southside Elementary
Remarks: Some homes impress. This one creates a lifestyle. Thoughtfully designed for the way todays families live, this exceptional 3,991 sq. ft. contemporary residence offers 5 bedrooms, 6 full bathrooms, a private office, and a flexible second-floor bonus room perfect as a game room, gym, or media lounge. Every detail was designed with comfort and connection in mind. The open-concept floor plan is filled with natural light and flows effortlessly into a private outdoor retreat featuring a saltwater pool and spa, outdoor grill, covered lanai, and spacious backyard with room for children, pets, and unforgettable family gatherings. Located in Arlington Park, one of Sarasota's fastest-growing and most desirable neighborhoods, this home offers more than luxury, it offers a lifestyle. Tree-lined streets, beautiful parks, highly rated schools, and a welcoming sense of community have made Arlington Park one of the city's premier destinations for new construction. Enjoy the convenience of being just minutes from Southside Village, Sarasota Memorial Hospital, downtown Sarasota, Siesta Key, and Lido Key, while coming home to a neighborhood that continues to grow in value and demand. With striking modern architecture, expansive indoor-outdoor living, a covered carport, premium finishes, and thoughtfully designed spaces throughout, this home stands out as one of Arlington Parks most distinctive new residences. Come experience the lifestyle, design, and quality that make this home truly unforgettable.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
2010 HYDE PARK CIR, SARASOTA, FL 34239
$2,175,000121 Days on yellowkey MLS ID: A4687471
REDUCED by $24,000 (1.1%) on 06/11/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3515 Built: 2026 Tax: $4,305 (2025)Community: Purtz SubSpa: YesSingle Family
Elementary School: Alta Vista Elementary
Remarks: Rarely does a new construction offer this combination of space, design, and functionality. Situated on an oversized 10,200 sq. ft. corner lot, this two-story residence features a private elevator, two luxurious primary suites, one on each level, and one of the best values in Arlington Park. Designed by Courtyard Modern Development LLC, this exceptional home offers 3,515 sq. ft. of living space, 4 bedrooms, 5 full bathrooms, 1 half bath, and an attached 2-car garage, thoughtfully designed for modern living. The first floor (1,825 sq. ft.) features a spacious primary suite, private office, laundry room, chef’s kitchen, and expansive open-concept living areas that seamlessly connect to the outdoor entertaining spaces. Upstairs, the 1,690 sq. ft. second level includes a stunning primary suite with a large private balcony, two additional guest bedrooms, and elevator access connecting both floors. The backyard is designed to embrace the Florida lifestyle, featuring a heated saltwater pool and spa, generous green space, natural landscaping, and multiple areas for entertaining, relaxing, or enjoying time with family and friends. Every space has been carefully planned to create a seamless indoor-outdoor living experience. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this property offers flexibility with potential for both short-term and long-term rentals, making it an outstanding option for a variety of buyers. Located in one of Sarasota’s most desirable neighborhoods, this home combines privacy, oversized lot size, contemporary architecture, and luxury finishes with exceptional value. Opportunities to own a newly built home on a corner lot of this size, with two primary suites and a private elevator, are becoming increasingly rare. Schedule your private showing today and experience why this is one of Arlington Park’s most compelling new construction opportunities...
Listing Agent: Jason Coy Turner (205-612-4353)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000249 Days on yellowkey MLS ID: A4672673
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
3217 BENEVA RD #202, SARASOTA, FL 34232
$139,90020 Days on yellowkey MLS ID: A4699135
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,712 (2025)Community: Village Brooke Sec 2Condo
Taxes:$1,712
Elementary School: Wilkinson Elementary
Remarks: 1 BEDROOM 1 BATH SECOND FLOOR UNIT in the back by the tennis courts. COMMUNITY BOASTS TWO HEATED POOLS TENNIS AND MORE. COMMON LAUNDRY FIRST FLOOR CENTER HALLWAY. NEW BUYERS CANNOT RENT PROPERTY FOR FIRST TWO YEARS OF OWNERSHIP. WALKABLE AREA TO GROCERIES, DINING AND SHOPPING.The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and beaches
Listing is courtesy of: PARADISE BUYERS REALTY, INC (941-302-4001)
Listing Agent: Sally Lippert (941-302-4001)
4504 CITATION LN #C, SARASOTA, FL 34233
$275,000121 Days on yellowkey MLS ID: A4686138
REDUCED by $14,000 (4.8%) on 07/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1385 Built: 1991Monthly Fee: $650 Tax: $2,900 (2025)Community: Calumet At Centergate 1Villa
Taxes:$2,900
Elementary School: Ashton Elementary
Remarks: LIFESTYLE RETREAT VILLA -NOW VACANT AND READY FOR IMMEDIATE MOVE IN! This clean, light-filled condo offers a true blank canvas for its next owner. Enjoy hassle-free, easy scheduling for showings and a fast closing process. Positioned at an aggressive price point at $275k - schedule your tour today! Beautiful interior finishes and positioned on a premium corner lot in an intimate maintenance-free enclave community of only 66 homes. This elegant yet warm and inviting villa offers 2 bedrooms plus a den, 2.5 baths, and an oversized 2-car garage with two new garage door openers (2024). The home is thoughtfully updated with new appliances (2025), new A/C (2024), plush carpeting (2023), new window screens (2024), and finished with deluxe window shades. The floor plan has spacious rooms and an abundance of storage closets and garage storage space as well. A vaulted, screened lanai creates seamless indoor-outdoor living, filled with natural light throughout the day, while a cozy fireplace in the living room adds warmth and charm — creating a true Florida sanctuary. The main level includes a private primary suite, a versatile office/den, and a convenient half bath. The beautifully designed slate-gray kitchen opens to the expansive dining and living areas, ideal for both everyday living and entertaining. Upstairs, a second bedroom with en suite bath and walk-in closet provides comfort and privacy for guests. Just steps away, enjoy the community’s heated pool overlooking a tranquil pond, a clubhouse with full kitchen, and a fitness room. Ideally located with easy access to I-75 and just minutes from shopping, dining, parks, The Legacy Trail, Home Depot, hospitals and award-winning Siesta Beach! The HOA COVERS ROOF MAINTENANCE AND FRESH NEW EXTERIOR PAINT COMING SUMMER 2026. Monthly Fee includes weekly landscaping services including mowing, edging, and trimming. It also includes hedge and tree trimming, irrigation and sprinkler systems, outdoor pest control, and leaf removal. Residents have access to the community center, which features a meeting room, kitchen, restrooms, fitness center, and pool, as well as private use of clubhouse facilities. ADDITIONAL SERVICES include pool maintenance, mailbox upkeep, street lighting, and maintenance of all common areas such as the lake, entrance, signage, community spaces, visitor parking, exterior walls, and landscaping. VACANT AND VERY EASY TO SHOW!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
2588 COLORADO ST, SARASOTA, FL 34237
$525,000285 Days on yellowkey MLS ID: A4668318
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1585 Built: 1955 Tax: $5,758 (2024)Community: Ringling ParkSingle Family
Taxes:$5,758
Middle School: Booker Middle
Remarks: Back on market after extensive renovations! You asked, we listened!! Move right into this beautifully remodeled Sarasota gem, where modern updates, an unbeatable location, and an oversized lot come together to create a truly rare opportunity. Filled with natural light from large windows throughout, this charming 3-bedroom, 2-bath home has been thoughtfully refreshed with luxury vinyl plank flooring, granite countertops, white shaker-style cabinetry, new appliances, and fresh interior paint, offering a bright and welcoming feel from the moment you step inside. Set on an expansive 12,000+ square foot lot, the property provides endless possibilities for gardening, entertaining, play, or future expansion. Garden enthusiasts will appreciate the generous outdoor space, while the bonus room offers flexibility for a home office, playroom, fitness space, or guest retreat. Located just blocks from downtown Sarasota and Payne Park, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable destinations, including world-famous beaches, exceptional dining, shopping, arts, and entertainment. Complete with a one-car garage and move-in-ready condition, this is the kind of home that rarely becomes available—a perfect blend of location, lifestyle, and value.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,690,00041 Days on yellowkey MLS ID: A4697104
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSpa: YesSingle Family
Taxes:$8,084
Remarks: With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
850 S TAMIAMI TRL #224, SARASOTA, FL 34236
$249,90012 Days on yellowkey MLS ID: A4699826
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1997 Tax: $4,205 (2025)Community: Central ParkCondo
Taxes:$4,205
Remarks: CASH OR RENOVATION LOAN BUYERS — PRICED TO SELL, BUILT TO IMPRESS! Welcome to Central Park II, one of Sarasota's most beloved resort-style communities, nestled along the scenic Hudson Bayou and just minutes from downtown Sarasota, Southside Village, and Selby Gardens. This is one of the best-priced opportunities in the complex — Unit 224 is the largest floor plan in Central Park II at 1,224 sq ft, offering 2 bedrooms and 2.5 baths, and is priced well below comparable renovated units in the community. That gap is your opportunity: bring your vision and your contractor, and create instant equity in a location that rarely trades this affordably. Whether you're an investor looking for a value-add project or a buyer who wants to design a home exactly to your taste, this unit offers a rare combination of unbeatable bayou-front location and below-market pricing. The unit needs a full renovation from top to bottom, and the price reflects that — a true blank canvas ready for your next chapter. Community amenities include: Heated pool & spa, Tennis & pickleball courts Fitness center & clubhouse Kayak launch and day dock directly on the bayou Resort-style grounds just steps from your door Enjoy easy access to Sarasota's downtown dining, arts, and cultural scene, plus quick reach to Southside Village shops and cafés and the botanical beauty of Selby Gardens. Being sold strictly AS-IS. Cash or renovation financing preferred. Don't miss this rare chance to secure serious value in downtown Sarasota!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
6356 MIGHTY EAGLE WAY, SARASOTA, FL 34241
$580,00066 Days on yellowkey MLS ID: C7526445
REDUCED by $10,000 (1.7%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3255 Built: 2017Monthly Fee: $220 Tax: $7,198 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$7,198
Remarks: This exceptional four-bedroom, three-bathroom residence sits on a golf course, offering a serene setting. Fresh updates throughout create an inviting atmosphere ready for immediate occupancy. Upon entering you'll discover freshly painted interior walls that brighten every room. The main level flows smoothly, featuring a butler's pantry for elegant entertaining and convenient service. New carpet t adds in bedrooms and loft offer warmth and comfort underfoot. Upon arriving to the second floor to find a large bonus loft—versatile space perfect for an office, recreation area, or guest retreat. Two additional bedrooms and two full bathrooms complete the upper level, with a 4th bedroom on the first floor providing ample accommodation for all occupants. This combination of updated interiors, thoughtful layout, and premium location makes this residence an outstanding choice. Call today to schedule your private showing and experience this golf course property firsthand.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
4708 OCEAN BLVD #E7, SARASOTA, FL 34242
$2,299,000306 Days on yellowkey MLS ID: A4665893
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $51,000 (2.2%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,841 (2025)Community: Windward PassageCondo
Taxes:$16,841
Remarks: Under contract-accepting backup offers. Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
2655 BAY ST, SARASOTA, FL 34237
$1,149,00033 Days on yellowkey MLS ID: A4697933
Bed: 7 Bath: 6.0 Liv Area Sq Ft: 3432 Built: 1962 Tax: $6,898 (2025)Community: Pine LawnSingle Family
Taxes:$6,898
Remarks: Under contract-accepting backup offers. 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 is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
$1,149,00019 Days on yellowkey MLS ID: A4699225
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnApartment
Remarks: Under contract-accepting backup offers. Virtually Staged. Step into this fully renovated, professionally designed 2-unit multifamily with a 6-bedroom, 5-bathroom main residence—and a legal 1-bedroom, 1-bath attached apartment 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 property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value. Property was recently appraised for $1.530M
4224 VIA PIEDRA CIR #4-102, SARASOTA, FL 34233
$280,00019 Days on yellowkey MLS ID: A4699278
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $1,785 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Spa: NoCondo
Taxes:$1,785
Remarks: Virtually Staged. Move-in ready and competitively priced, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Stoneridge, offering maintenance-free living in one of Sarasota's most convenient locations. Situated in a NO FLOOD ZONE, this spacious two-story home features 1,776 square feet of bright, open living space with high ceilings, decorative trim, a neutral color palette, and a newer HVAC (2022). The open-concept kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, hard-surface countertops, brand-new appliances, and a convenient eat-in dining area. A first-floor half bath provides added convenience for guests. Upstairs, the spacious primary suite offers a walk-in closet and an oversized en-suite bathroom, creating the perfect private retreat. Two additional generously sized bedrooms share a full bathroom, and the washer and dryer are included for added convenience. Built with durable block-on-block construction, this home also features a private attached one-car garage, an additional assigned parking space, and a screened lanai overlooking a peaceful lake—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Residents enjoy low monthly HOA fees that include lawn maintenance, exterior insurance, cable, gated access, and professional management. The pet-friendly community welcomes up to two large pets. Stoneridge is ideally located adjacent to Urfer Family Park, offering walking trails, playgrounds, and green space just steps from your door. You'll also appreciate the close proximity to top-rated schools, Publix, shopping, dining, Doctors Hospital, I-75, Downtown Sarasota, and the world-famous Siesta Key Beach. Meticulously maintained and truly move-in ready, this home offers quality construction, low-maintenance living, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Darcy Leahy (941-726-2620)
2430 FLOYD ST, SARASOTA, FL 34239
$1,675,00037 Days on yellowkey MLS ID: A4697497
REDUCED by $25,000 (1.5%) on 07/14/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025 Tax: $18,461 (2025)Community: Rustic LodgeSingle Family
Taxes:$18,461
Remarks: Set in the sought-after Arlington Park area, this exceptional 2024-built modern residence offers a rare blend of refined design, flexible living, and resort-style outdoor space. With 6 bedrooms and 4.5 baths in total, including a detached 1 bedroom, 1 bath guest house above the garage, the home is thoughtfully designed for both everyday comfort and elevated entertaining. The main residence welcomes you with bright, expansive living spaces, abundant natural light, remote-control window treatments throughout, a sleek fireplace, and effortless indoor-outdoor flow. At the heart of the home, the chef’s kitchen makes an elegant statement with crisp white cabinetry, solid-surface countertops, stainless steel appliances, a striking range hood, built-in oven, walk-in pantry, and an oversized island designed for gathering. The bedroom layout offers exceptional versatility for family, guests, work-from-home needs, or media space, while generous closet and storage space throughout the home add everyday ease. The primary suite is a private retreat, complete with dual walk-in closets and a refined sense of comfort. The detached guest house elevates the property’s flexibility even further. Positioned above the garage, it features its own bedroom, full bath, and living area, along with space that could be built out into a kitchen or kitchenette area. It is ideal for extended family, visiting guests, an au pair suite, private office, studio, or additional retreat space. Outdoors, the home is designed to live like a private Sarasota escape, with a sparkling pool, expansive paver patio, covered dining area, outdoor kitchen, balcony, and lush tropical landscaping. A detached 2-car garage, fenced yard, and two laundry rooms, one upstairs and one downstairs, provide added convenience. Located minutes from downtown Sarasota, Southside Village, Sarasota Memorial, dining, shopping, and the area’s world-class beaches, this residence delivers modern luxury, rare guest-house functionality, and an elevated lifestyle in one of Sarasota’s most desirable central locations.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Banning Tibbetts (941-713-5663)
1794 CUNLIFF LN, SARASOTA, FL 34239
$2,997,000139 Days on yellowkey MLS ID: A4685523
REDUCED by $98,000 (3.2%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing Agent: Jill Berg (941-315-1199)
2564 WOOD ST, SARASOTA, FL 34237
$449,00074 Days on yellowkey MLS ID: A4693167
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
3221 BENEVA RD #102, SARASOTA, FL 34232
$149,90093 Days on yellowkey MLS ID: A4690828
REDUCED by $4,000 (2.6%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,093 (2025)Community: Village Brooke Sec 2Condo
Taxes:$2,093
Remarks: ***PRICE REDUCTION***This well-maintained ground floor condo is located in the heart of Sarasota. Village Brooke is known for its lush landscaping, beautifully maintained grounds, and low condo dues. Association amenities include TWO heated pools, tennis/pickelball courts, shuffleboard, serene ponds with shaded gazebos, BBQ grills, picnic areas, laundry facilities and ample exterior locked storage area. There is a well-equipped club house complete with a full kitchen, pool & ping pong tables, and spacious lounge area with large screen TV. Village Brooke is close to shops, dining, public transportation and is just 1 mile to the Legacy Trail, less than 2 miles to Pinecraft, Sarasota's unique Amish Village and less than 4 miles to Siesta Key, voted Number 1 beach in America in 2026!! The low monthly condo fee includes water, sewer, trash, basic CABLE TV, basic INTERNET, PEST CONTROL, grounds and pool maintenance, exterior insurance and more! Don't let this amazing opportunity get away!!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
4238 CARRIAGE DR #46, SARASOTA, FL 34241
$319,000100 Days on yellowkey MLS ID: A4689666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $3,559 (2025)Community: Knolls The, Bent TreeVilla
Taxes:$3,559
Remarks: Under contract-accepting backup offers. Virtually Staged. Charming 3-bedroom, 2-bath free-standing villa with a 2-car garage in the highly desirable Knolls of Bent Tree. This home offers a split-bedroom floor plan, a large eat-in kitchen, formal dining room, and a sunken living room that adds character and charm. The inviting Florida room is the perfect place to relax and enjoy your morning coffee. The Knolls of Bent Tree features just 52 individual free-standing homes on a private road, with no age restrictions. This villa is move-in ready and offers great potential for your personal updates and touches. Ideally located just 2 miles east of I-75, you’ll have quick and easy access to shopping, dining, golf, and all that Sarasota has to offer. Easy to show.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
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