Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3636 MINEOLA DR, SARASOTA, FL 34239
$844,0005 Days on yellowkey MLS ID: A4688287
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2076 Built: 1957Monthly Fee: $17 Tax: $6,789 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,789
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to your slice of Florida waterfront paradise in Sarasota! This beautifully updated 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and coastal living. New hurricane impact windows in 2022. Step inside to discover a fully renovated interior featuring modern finishes, an open and inviting layout, and plenty of natural light throughout. The kitchen and living spaces are designed for both everyday living and entertaining, while the spacious bedrooms provide a relaxing retreat at the end of the day. Out back, your private oasis awaits. Enjoy sunny Florida days lounging by the sparkling pool or take in the peaceful water views of Phillippi Creek. Boating enthusiasts will love the private dock, offering easy access to the water, perfect for kayaking, paddleboarding, or heading out for a day on the boat. For added peace of mind, this home experienced no flooding during the 2024 hurricane season, an incredible advantage for waterfront living. Ideally located just minutes from world-famous beaches, dining, shopping, and all that Sarasota has to offer, this home truly has it all. It has a spacious lot with room for a guest house. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem is not to be missed! Do not go on the property without a scheduled appointment. Property is under video and audio surveillance.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tracy Anderson (214-621-6128)
4185 ROBERTS POINT LOT 18 CIR, SARASOTA, FL 34242
$3,400,000163 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$11,511
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000162 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
1934 DATURA ST, SARASOTA, FL 34239
$1,625,00063 Days on yellowkey MLS ID: A4680304
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3091 Built: 2002 Tax: $9,130 (2025)Community: Desota ParkSingle Family
Taxes:$9,130
Remarks: One or more photo(s) has been virtually staged. A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include new carpeting in all bedrooms, newer dual-zoned air conditioning systems for optimal comfort, a new hot water tank and a complete whole-house re-plumb, offering peace of mind and modern efficiency. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Christine Mazur (941-374-4015)
1300 N PORTOFINO DR #S206, SARASOTA, FL 34242
$425,00069 Days on yellowkey MLS ID: A4680023
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969 Tax: $4,437 (2025)Community: Siesta Harbor IiCondo
Taxes:$4,437
Remarks: Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: David Anthony (941-786-4282)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,400,000173 Days on yellowkey MLS ID: A4668324
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Remarks: Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
860 S BENEVA RD, SARASOTA, FL 34232
$765,000195 Days on yellowkey MLS ID: A4665949
Bed: 4 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3177 Built: 1950 Tax: $3,030 (2024)Community: Not Part Of A SubdivisionSingle Family
Taxes:$3,030
Elementary School: Alta Vista Elementary
Remarks: Rare waterfront footage on over 1.4 acres of tropical landscape.This unique property includes a 2 story, 3 bedroom/ 5 bath house, a 1 bed/1 bath guest house, and a 1900 square foot detached garage. It is ideal for storage, a workshop or recreational equipment. Legacy Trail less than 2 miles away. Bring your e bike business and set up shop here. ( Subject to zoning). The property is located on Phillippi Creek , offering direct access and a unique opportunity for a kayak or paddleboard business in a highly desirable recreational area. ( Subject to zoning) While the property has experienced flooding and requires major renovations, the potential returns make it best suited for investors, builders or buyers ready to undertake a significant project.Bring your vision and tools to transform this into a standout asset in a great location. Close to resturants & shopping.Property sold AS-IS.
Listing Agent: Renee Tope (941-376-1472)
2323 PINE TER, SARASOTA, FL 34231
$1,299,00074 Days on yellowkey MLS ID: A4679272
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2655 Built: 2017 Tax: $11,650 (2025)Community: RidgewoodSingle Family
Taxes:$11,650
High School: Riverview High
Remarks: This stunning Majestik Home blends modern design with refined luxury, perfectly capturing Sarasota’s vibrant work-and-play lifestyle. Located on a desirable dead-end street just minutes from downtown Sarasota and world-famous, top-ranked Siesta Beach, this 3-bedroom, 2.5-bath modern residence is rich in artistic detail and upscale finishes. Designed by award-winning DSDG Architects, the home welcomes you with an open-concept floor plan featuring soaring 10-foot ceilings and sleek porcelain tile floors. Walls of glass frame views of the lushly landscaped backyard, creating seamless indoor-outdoor living. The private outdoor oasis includes a heated pool with LED color lighting and a salt chlorine generator, expansive entertaining space, and a stylish pergola gazebo for added shade. The tropical backyard is finished with low-maintenance synthetic turf and a built-in putting green. The gourmet kitchen is a showstopper, featuring stainless steel appliances, a Fisher & Paykel stainless steel dishwasher, a dramatic waterfall quartz island, and contemporary custom cabinetry—perfect for entertaining or everyday living. An elegant ash wood staircase leads to the second level, where you’ll find a loft space, two guest bedrooms sharing a Jack-and-Jill bath, and a luxurious primary suite. The primary retreat offers two spacious walk-in custom closets and a spa-like ensuite bath. Step out through sliding glass doors onto your private second-story balcony overlooking the pool and enjoy the beautifully illuminated nightscape. Recent upgrades include complete home replacement of impact-resistant windows and sliding glass doors installed in 2024, two new AC air handlers 2024 & 2025 and an epoxy garage floor. Centrally located near A-rated schools, shopping, downtown Sarasota, and Siesta Key Beach, this exceptional home truly has it all. Don’t miss this opportunity—schedule your private showing today.
Listing Agent: Maureen Doherty (941-993-3159)
8773 MIDNIGHT PASS RD #102G, SARASOTA, FL 34242
$550,000122 Days on yellowkey MLS ID: A4674136
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $3,925 (2025)Community: Island Reef 11 Ph 1 & 2Spa: NoCondo
Taxes:$3,925
Remarks: Welcome to Island Reef,a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. An assessment related to final repairs from the 2024 storms is expected to be $4000.00 in 2026.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
1876 MAGNOLIA ST, SARASOTA, FL 34239
$2,650,000119 Days on yellowkey MLS ID: A4674004
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3292 Built: 2025 Tax: $9,262 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$9,262
Remarks: Construction now complete! Move in to this stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the very best in quality and design offered in today’s new home market. With 4 bedrooms, a den, a bonus room and 4 baths, the fabulous open living plan of 3,292 sq. ft. has been tastefully and thoughtfully designed with artistry, beauty and functionality. Upon entry into this upscale residence, you will first notice the great room with 16-ft. enhanced tray ceiling illuminated by natural light and a wall of pocketing sliders opening wide to a covered lanai. The full width of the back of the home has been dedicated to exceptional Florida living with a pool/spa, a covered dining area with detailed ceiling, and a fully-equipped outdoor kitchen … all screen enclosed and paver decking. Inside, the formal dining room features a wall of windows with fabulous views of your very own tropical oasis. The family chef will savor the ultimate kitchen set-up with large stone-topped island, abundant counter space and storage including a pantry, and premium appliance package such as Sub-Zero fridge and wine cooler, Wolf 36” gas cooktop and matching oven, drop-down microwave, ASKO quiet dishwasher, and even a Delta pot filler. The owner’s wing is a serene place of rest and rejuvenation. Bypassing the dual walk-in closets is the luxurious bath that’s absolutely delightful with its spacious glass shower and rain head, double vanities, large soaking tub and water closet. A den is also a part of the owner’s wing for added convenience for work or study. Guest accommodations are purposefully situated at the opposite end of the house for the utmost in privacy with access to a full bath and the gorgeous outdoor living area. Upstairs, there are 2 bedrooms, a bath and a bonus room for kid hangouts and family time. Additional amenities include a front porch, paver drive and entry, professionally landscaped and irrigation well, 2-car garage with epoxy finished floor, hurricane impact Low-E windows and sliding doors, crown molding, tray ceilings, natural gas water heater, and pool and house alarms. The prime location within Southside School District, celebrating 120 years of distinguished achievements awards, is ideal for families. And just about a mile from Southside Village and 2 miles south of downtown’s exciting smorgasbord of arts, entertainment, shopping, and dining is 1876 Magnolia Street, where people walk their dogs, neighbors greet one another, and families enjoy bike rides along tree-lined streets. This home creates a beautiful backdrop for a beautiful life.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
800 HUDSON AVE #106, SARASOTA, FL 34236
$650,000119 Days on yellowkey MLS ID: A4673881
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,605 (2024)Community: Hudson HarbourCondo
Taxes:$3,605
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom,3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
1769 PARAKEET WAY #603, SARASOTA, FL 34232
$175,00023 Days on yellowkey MLS ID: A4686240
REDUCED by $14,000 (7.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1970 Tax: $946 (2025)Community: Vistas On BenevaCondo
Taxes:$946
Elementary School: Wilkinson Elementary
Remarks: MAJOR PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 2-bath second-floor condominium located in the desirable Vistas on Beneva community. This light and bright unit features granite countertops, updated finishes, and a comfortable split-bedroom floor plan. Enjoy peaceful golf course views from your private back patio, ideal for morning coffee or relaxing evenings. The community offers well-maintained grounds and amenities including a pool, clubhouse, and fitness room. This unit also includes a covered carport parking space, a rare convenience within the community. Conveniently located between Bahia Vista and Webber, Vistas on Beneva offers quick access to Siesta Key Beach, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital, shopping, dining, and The Legacy Trail. Ideal for seasonal use, full-time residence, or investment.
Listing Agent: Vanessa Van Den Berg (941-999-1179)
1275 SIESTA BAYSIDE DR #1275, SARASOTA, FL 34242
$999,00027 Days on yellowkey MLS ID: A4684885
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1645 Built: 1988 Tax: $9,421 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$9,421
Remarks: An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2417 PARSON LN, SARASOTA, FL 34239
$395,000108 Days on yellowkey MLS ID: A4675748
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Remarks: Don’t miss this adorable South Gate gem! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing Agent: Allison Werner (941-961-3212)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,00094 Days on yellowkey MLS ID: A4676686
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.
3119 LOCKWOOD TER, SARASOTA, FL 34231
$495,00025 Days on yellowkey MLS ID: A4686015
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1538 Built: 1967Monthly Fee: $6 Tax: $4,882 (2025)Community: Gulf GateSpa: YesSingle Family
Taxes:$4,882
Elementary School: Gulf Gate Elementary
Remarks: Move-in ready and worry-free, this updated Gulf Gate home delivers immediate value and effortless Sarasota living. Major upgrades already done, including impact-rated hurricane windows and doors (2024), a roof under five years old and a newer water heater (2024), providing peace of mind from day one. Outside a flood zone (no flood insurance required), you’ll enjoy security and flexibility. Offered turnkey furnished, this two-bedroom, two-bath home is ideal as a primary residence, seasonal retreat or potential income-producing investment. Inside, natural light fills the space, with a bright Florida sunroom that expands your living area, ideal for relaxing or working from home. Enjoy Florida outdoor living with a screened lanai and paver patio featuring a new freestanding hot tub, your private escape. Prime Gulf Gate location just minutes to shopping, dining, parks and Sarasota’s world-famous beaches. Updated. Turnkey. No flood insurance. Location. This one checks all the boxes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,00081 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
3052 WEBBER ST, SARASOTA, FL 34239
$535,00019 Days on yellowkey MLS ID: A4685956
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing Agent: Mary Jo Violett (941-928-8474)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00038 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing Agent: Barbara May (404-822-9264)
3541 WILKINSON WOODS DR #40, SARASOTA, FL 34231
$294,900139 Days on yellowkey MLS ID: A4672490
REDUCED by $5,000 (1.7%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1980 Tax: $3,658 (2025)Community: Wilkinson WoodsVilla
Taxes:$3,658
Remarks: One or more photo(s) has been virtually staged. Skip the renovation stress and discover an UNBEATABLE VALUE in this updated 2-bedroom, 2-bath attached villa, offering IMPACT WINDOWS, New A/C (2026) and NEWER APPLIANCES. Bathed in natural light, this home features elegant QUARTZ COUNTERTOPS throughout, designer LED-illuminated mirrors, and sleek, durable laminate flooring. Beyond the stylish interior lies a charming paver patio—a relaxing retreat for morning coffee or sunset breezes. Located in an enclave that feels like a hidden secret in South Sarasota, you are minutes from Siesta Key’s white sands, casual and world-class dining, entertainment...but miles from the stress of a fixer-upper. Experience just how effortless Florida living can be by taking this stylish, move-in-ready villa off your screen and scheduling your in-person tour today!
Listing Agent: Elisa Gersman (941-735-0595)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.