Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,775,00024 Days on yellowkey MLS ID: A4692569
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,632
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,210,00051 Days on yellowkey MLS ID: A4691100
REDUCED by $35,000 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Tax Year: 2026
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
2532 FRUIT TREE DR, SARASOTA, FL 34239
$2,375,00041 Days on yellowkey MLS ID: A4692314
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3931 Built: 2025 Tax: $3,561 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,561
Remarks: MOTIVATED SELLER. NEW HOME IN SOUTHGATE. Built with the perfect blend of elegance, and comfort this home has so many beautiful features for today's lifestyle and modern living. The perfect blend of elegance & comfort exudes this beautiful residence. The thoughtfully designed floor plan features a first floor open living space with soaring ceilings, lots of hurricane windows and sliding doors gives this beautiful home effortless indoor-outdoor living enjoyment and fills the home with natural light. The open concept chef inspired kitchen has plenty of custom soft-close cabinet space and drawer space. All accented with under mount lighting. The large breakfast bar is perfect for casual living and entertaining. The dining area encircled with windows overlooks the lovely landscaped yard and pool/spa. Sliding doors wrap around the house from every room to the great outdoors. The master suite includes a spacious spa inspired bathroom with soaking tub and large closet space. The elegant open staircase leads to the second floor with a gathering area and outdoor balcony in the front of the house. four additional bedrooms with bathrooms and walk in closets including a family room with sliders to an outdoor veranda overlooking the yard and pool completes the home.. There is also a laundry area located on the second floor! Masterfully planned and designed with your comfort and easy living in mind. This home is impressive, beautiful and a relaxing place to call home. Located in one of the most sought after locations in Sarasota. Close to the Sarasota Memorial Hospital, Selby Gardens, Van Wezel, Oslo, Down town restaurants and shopping. Your dream Your home....
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000114 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: With a level of scale and versatility rarely available in Laurel Oak Estates today, this residence is set on an oversized lakefront corner lot just under three-quarters of an acre, offering exceptional privacy, long water views, and a true legacy opportunity within the community. Designed for both gracious entertaining and everyday living, the home unfolds through expansive yet inviting spaces filled with natural light and framed by soaring ceilings and tranquil lake views. Multiple living and gathering areas create an effortless flow, allowing the home to feel equally comfortable hosting large celebrations or quiet evenings at home. At the heart of the residence, the chef’s kitchen anchors the main living areas with custom cabinetry, stone surfaces, a generous center island, and a built-in wine bar, ideal for connection, conversation, and entertaining. Architectural details such as eight-foot solid doors, crown molding, and thoughtfully scaled rooms add warmth and timeless character throughout. Five private en-suite bedrooms provide comfort and flexibility, including a spacious primary suite with spa-like bath and generous closet space. A separate lakefront guest residence offers exceptional versatility and privacy, featuring northern exposure, soaring ceilings, loft space, and a private balcony, ideal as an in-law suite, art studio, private office, or retreat. Outdoor living is calm and expansive. A screened pool and spa, newly updated with new tile and resurfacing, along with a paver lanai, outdoor shower, and courtyard with fountain create a peaceful setting for relaxation and entertaining, all overlooking the lake. The .6896 acre lot provides a rare sense of openness and privacy within the community. Additional features include a circular drive, multiple garages including a separate garage for the guest residence, multiple zoned air-conditioning systems, and a newer tile roof supporting comfort, efficiency, and ease of living. Experience the best of Laurel Oak, one of Sarasota’s most sought-after gated communities, featuring a 24-hour secure guard gate, beautifully maintained grounds, and a true sense of privacy and prestige. Residents also have the option to join the renowned Laurel Oak Country Club, home to two championship golf courses, tennis, dining, and an active social calendar that makes it easy to enjoy the very best of Florida club living. This is an estate designed not just to impress, but to be lived in, shared, and remembered.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00073 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Elementary School: Wilkinson Elementary
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,000113 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000136 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Elementary School: Phillippi Shores Elementary
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,560,000162 Days on yellowkey MLS ID: A4676686
REDUCED by $15,000 (0.3%) on 06/10/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2801 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$384,900368 Days on yellowkey MLS ID: TB8395273
REDUCED by $5,000 (1.3%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $147 Tax: $4,212 (2024)Community: Bay Lndg Ph 2ATownhouse
Taxes:$4,212
Middle School: Sarasota Middle
Remarks: Beautiful Sarasota, bay landing community offers this immaculate Townhome. It features a three bedroom, two and half bathrooms, one car garage. Built in 2022 and barely lived in. The first floor has an open floor plan and has neutral colors to reflect a spacious kitchen, stone countertops and all stainless-steel appliances. It will bring out the cook in you. A half bath is located on the first floor for guest’s privacy. Access the second floor through the stairs as you come into the home on your left. It offers a large master suite with a double vanity bathroom, stand up shower and glass doors. Two additional bedrooms with a shared bathroom. The washer and dryer are also located upstairs for convenience. Bay Landing features a clubhouse, fitness center, sparkling swimming pool, playground, dog park, and is conveniently close to the best that both Sarasota and Lakewood Ranch have to enjoy. The unit is close in proximity to the Waterside community with all its current and upcoming restaurants, as well as the beautiful walkability it offers. You are a stone’s throw to UTC, downtown Sarasota and area beaches. Come home to Sarasota. Seller is willing to assist buyer with a 2 - 1 buy down.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Steve Plested (813-370-2141)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90015 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
41 S ADAMS DR, SARASOTA, FL 34236
$2,050,000211 Days on yellowkey MLS ID: A4672116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3913 Built: 1951 Tax: $10,104 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$10,104
Middle School: Booker Middle
Remarks: Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jenifer Schwell (941-780-0968)
5015 BROOKMEADE DR, SARASOTA, FL 34232
$250,0003 Days on yellowkey MLS ID: N6144658
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1970 Tax: $1,018 (2025)Community: Ridgewood Estates 08 AddSingle Family
Taxes:$1,018
Elementary School: Brentwood Elementary
Remarks: Highest & Best due Monday, June 15th. Seller reserves the right to accept any acceptable offer prior to the deadline. Welcome to 5015 Brookmeade Drive, a centrally located Sarasota gem offering comfort, convenience, and opportunity. This 3-bedroom, 1-bath residence features approximately 900 square feet of living space with a functional layout, tile flooring throughout, updated bathroom and an abundance of natural light. Newer Roof and A/C system installed in 2022. The efficient galley-style kitchen offers a practical design that maximizes functionality and flow, while the open living and dining areas create an inviting atmosphere for everyday living. Step outside and discover a spacious backyard filled with possibilities. Whether you envision a private tropical retreat, outdoor entertaining space, garden, or future enhancements, this property provides the perfect canvas to bring your vision to life. A screened front patio provides the perfect spot to enjoy your morning coffee, unwind in the evening, or take advantage of Florida's beautiful weather year-round. Ideally situated in the heart of Sarasota, you'll enjoy easy access to I-75, downtown Sarasota, shopping, dining, parks, and the area's world-famous Gulf Coast beaches. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property offers exceptional value and unlimited potential in a highly desirable location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,0009 Days on yellowkey MLS ID: A4695790
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Elementary School: Lakeview Elementary
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000185 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately inquire for details.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2647 SYDELLE ST, SARASOTA, FL 34237
$699,00015 Days on yellowkey MLS ID: A4695270
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1954 Tax: $1,295 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$1,295
Elementary School: Alta Vista Elementary
Remarks: Welcome to Paver Park Estates, one of Sarasota's fastest-growing and most sought-after neighborhoods, where modern renovations meet an unbeatable location. Just minutes from Downtown Sarasota, Sarasota Bay, Payne Park, and the Legacy Trail, this beautifully renovated 4-bedroom, 2-bath residence offers approximately 1,850 square feet of thoughtfully designed living space in the heart of the city. Completely transformed with extensive updates throughout, the home features a bright, open-concept floor plan highlighted by luxury vinyl plank flooring, recessed lighting, impact-rated windows, and a stunning shaker-style kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops, a large center island, custom tile backsplash, and a full suite of Frigidaire appliances. The spacious primary and guest bathrooms have been tastefully updated with custom tile work, quartz countertops, and premium rain shower fixtures, creating a spa-like atmosphere. Additional improvements include shaker-style interior doors, updated lighting and ceiling fans, a new HVAC system with all-new ductwork, upgraded electrical service with underground power, and numerous modern finishes throughout. Step outside to your private backyard retreat featuring a newly constructed saltwater pool and spa, providing the perfect setting for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. Located less than a mile from Downtown Sarasota, residents can easily bike or walk to the city's vibrant dining, shopping, arts, and cultural attractions, including the Sarasota Opera, Marina Jack, Bayfront Park, and countless restaurants and boutiques. The world-renowned beaches of Siesta Key and Lido Key are only a short drive away. Surrounded by new construction homes and luxury redevelopment, Paver Park continues to emerge as one of Sarasota's most exciting neighborhoods, making this property an exceptional opportunity for full-time residents, seasonal owners, or investors seeking a prime location with strong long-term upside.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
1200 E PEPPERTREE LN #307, SARASOTA, FL 34242
$669,000106 Days on yellowkey MLS ID: A4683608
REDUCED by $30,000 (4.3%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1466 Built: 1973 Tax: $7,547 (2025)Community: Peppertree Bay IiCondo
Taxes:$7,547
Remarks: Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Sharon Chiodi (941-809-0380)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,00063 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000103 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
742 SHORECREST DR, SARASOTA, FL 34232
$550,00099 Days on yellowkey MLS ID: A4684004
REDUCED by $25,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Elementary School: Fruitville Elementary
Remarks: ***3 Bed 2 bath with Flex Room, living room and den*** Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
2817 HAWTHORNE ST, SARASOTA, FL 34239
$359,9504 Days on yellowkey MLS ID: O6413863
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1383 Built: 1954 Tax: $5,194 (2025)Community: Rio Vista ResubSingle Family
Taxes:$5,194
Remarks: Virtually Staged. Located in a highly desirable Sarasota area, this residence offers a comfortable layout with inviting living spaces and a functional floor plan designed for everyday living. The interior provides a natural flow that works well for both relaxation and entertaining. This home presents a great opportunity for a buyer looking to personalize and make improvements. Outdoor space adds flexibility for gardening, outdoor activities, or future enhancements. Conveniently situated near shopping, dining, beaches, and downtown Sarasota, this property offers access to some of the area’s most sought-after amenities.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
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