Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00032 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,961
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
617 MADISON CT, SARASOTA, FL 34236
$1,099,00025 Days on yellowkey MLS ID: A4687004
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 2019 Tax: $11,107 (2025)Community: Washington ParkSingle Family
Taxes:$11,107
Elementary School: Southside Elementary
Remarks: Experience modern coastal living in this striking designer-inspired three-bedroom, two-bath contemporary residence that blends clean architectural style with a private, lush and tropical setting in downtown Sarasota’s historic Laurel Park. This unbeatable location is close to the city’s best dining, shopping and theater; Bayfront Park; Selby Gardens; and the area’s world-renowned beaches. This is a rare, move-in-ready opportunity where high design meets the very best of the Florida coastal lifestyle. As you walk through the inviting glass entry doors, you are met by an open layout, wide-plank white oak flooring and numerous windows that bathe the home in natural light, creating a bright and airy interior. The open great room floor plan is both refined and welcoming, seamlessly connecting dining, living and kitchen into one cohesive area designed for entertaining and everyday living. At the heart of the home, there is a bright and inviting coastal-inspired chef's kitchen, which serves as both a functional workspace and a natural gathering place. It features custom Shaker-style cabinetry offering pullouts, an oversized island with seating and designer pendant lighting, and quartz counters with honeycomb Mosaic tile backsplash and Viking stainless appliances where meals are enjoyably prepared using natural gas. The beautifully curated primary suite provides a tranquil retreat, offering a peaceful escape with garden views and a spa-quality bath featuring natural marble flooring in an offset pattern, a freestanding soaking tub, a frameless glass shower with a subway tile wall, dual vanities, a large walk-in closet with custom built-in shelves and cabinetry and additional high-end finishes that create a calming aesthetic that invites relaxation. A well-appointed guest suite thoughtfully designed for comfort and serenity blends understated elegance with private ambiance and features marble mosaic flooring in an elongated hex pattern, designer lighting, a double vanity, a tub, and a shower with white subway wall tile. A beautifully styled second guest bedroom with a Murphy bed is currently utilized as a private office to add versatility for remote work or guests. Upon opening the great room French doors and stepping outside, you will discover a secluded courtyard-style backyard as your private oasis surrounded by lush tropical landscaping and anchored by a spacious travertine sitting area ideal as a peaceful backdrop for morning coffee or evening gatherings under the canopy of mature trees. Other exceptional benefits include impact glass windows and doors, custom built-ins for all closets, a tankless water heater, a new HVAC (2025) and dishwasher (2026), tongue and groove ceilings, a reverse osmosis system in the kitchen for drinking and cooking water, a carbon purification system for the entire home, a fenced private yard and landscape lighting. Laurel Park offers its own pocket park with a playground on Laurel Street and a kayak launch at the end of Ohio Place. Embrace the opportunity to live in this beautiful home while enjoying the coastal Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Mark Coon (941-685-6895)
3410 S SCHOOL AVE, SARASOTA, FL 34239
$749,000151 Days on yellowkey MLS ID: A4671779
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3229 Built: 1956Monthly Fee: $17 Tax: $5,754 (2024)Community: South GateSpa: NoSingle Family
Taxes:$5,754
Tax Year: 2024
Remarks: Spacious and thoughtfully designed, this 4-bedroom, 4-bath home in South Gate offers a rare combination of size, layout, and value. Major components have already been addressed with copper wiring and PVC plumbing, providing added peace of mind. Vaulted ceilings, built-ins, and new skylights enhance the light-filled interior. The well-proportioned floor plan includes three en-suite bedrooms plus a private 600 sq. ft. upstairs suite with sitting area, kitchenette, and electric fireplace—ideal for guests, in-laws, or teens seeking separation and space. The primary suite offers a jetted soaking tub with shower, separate water closet, multiple closets, and a foyer area well suited for a desk or reading nook. The main living area flows seamlessly to the kitchen and dining spaces, while the fenced backyard offers room to play, garden, or create an ideal outdoor retreat with space to add a pool. Located within Sarasota’s highly rated school district and just minutes to Siesta Key Beach, downtown, and shopping, this home delivers comfort, functionality, and location in one compelling opportunity.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Sherri Mills (941-350-7112)
1350 MAIN ST #502, SARASOTA, FL 34236
$514,00043 Days on yellowkey MLS ID: A4684303
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Middle School: Booker Middle
Remarks: Across from the future Waldorf Astoria Residences, this never-rented residence is in the city’s most coveted corridor. The 705 SF sanctuary at 1350 Main stands in a class of its own as the quintessential urban pied-à-terre. Offering a "lock-and-leave" lifestyle, the 5th-floor residence is defined by its premier address and impeccable maintenance, and yes, pets are welcome. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun shades provide effortless control over the home’s atmosphere. The reserves are fully funded. The sleek kitchen features stainless steel appliances, including a KitchenAid range and dishwasher and a newer refrigerator, opening into a living area. In the bedroom with ample light, custom built-in shelving provides an organized lifestyle, and for those seeking a transition of total ease, the furnishings are available by separate offer. Ownership includes the "gold standard" of downtown living, featuring an assigned parking space in the private garage and a storage locker located on the same floor. Step out of the lobby and into the very heart of Sarasota’s cultural pulse. Downstairs, explore the galleries of Palm Avenue or take a scenic stroll to Marina Jack’s and the Sarasota bayfront. With Whole Foods, First Watch, the Opera House and many theaters just steps away, this is a rare invitation to inhabit a ready-for-you residence above all your dining and cultural needs. 1350 Main is celebrated for its 24-hour concierge service, meticulous cleanliness, and resort-style amenities including a fitness center, heated lap pool, spa, fire pit, BBQ grill, steam rooms, library, conference rooms, guest suite and stylish clubroom.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
9011 MIDNIGHT PASS RD #228, SARASOTA, FL 34242
$399,0001097 Days on yellowkey MLS ID: A4566083
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 783 Built: 1974 Tax: $4,116 (2022)Community: Sunrise Cove Sec 4Condo
Taxes:$4,116
Tax Year: 2022
Remarks: The Lowest Entry Price on the Water! Investor Alert: This is the lowest-priced condo currently available in Sunrise Cove, making it the absolute best entry price for a highly desirable waterfront investment on Siesta Key. Direct Intracoastal Waterway views from your lanai, living area, and bedroom. Enjoy sunrises over Little Sarasota Bay and sunsets at Turtle Beach (deeded beach access across the street). Fully furnished 1-bedroom, 1-bathroom unit featuring an updated kitchen (stainless steel appliances) and a custom-built queen Murphy Bed for maximum sleeping capacity. Rental Income Generator: Community allows lucrative one-month rentals with convenient on-site management Unbeatable Amenities • 2 bayside heated pools • Lighted tennis and pickleball courts • Large clubhouse with fitness rooms and billiards • Boat docks available for a low yearly fee • Adjacent to Turtle's Restaurant and Ophelia's Restaurant • Free trolley stop across the street for easy access to Siesta Key Village and Public Beach. Secure your piece of Siesta Key waterfront real estate at a game-changing price!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000175 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Remarks: Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,500,00088 Days on yellowkey MLS ID: N6142420
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 1993 Tax: $25,782 (2025)Community: Sarasota BeachSpa: YesApartment
Taxes:$25,782
Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and living areas—designed to support both comfortable living and strong rental demand. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Matthew Vander Wyden (941-483-0977)
4662 BEACON DR, SARASOTA, FL 34232
$390,00020 Days on yellowkey MLS ID: A4686944
0 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1609 Built: 1977 Tax: $1,991 (2025)Community: Sarasota SpgsSingle Family
Taxes:$1,991
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Check out this 3-bedroom, 2-bath home with a 2-car garage in a centrally located neighborhood. This home features a split floor plan with a spacious formal living room, a separate family room at the rear of the home, and a formal dining room with built-in buffet-style cabinets. The galley kitchen is conveniently located in the center of the home, and there is an abundance of closet space throughout. This property does need some TLC, but the major updates include a roof replaced in 2019, A/C in 2013, and water heater in 2016. The partially fenced backyard offers a large 16x30 wood deck built around a beautiful oak tree, plus a spacious 14x11 shed with two loft areas, ideal for extra storage, a workshop, a man cave, or a she shed, with a paver brick patio off it. Located within walking distance to the elementary school and a neighborhood park with grills and picnic tables, and just a short drive to shopping, restaurants, and the beautiful beaches. Don’t miss this great opportunity to make this home your own
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$279,90021 Days on yellowkey MLS ID: A4687187
REDUCED by $15,100 (5.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing Agent: Blair Schrock (970-666-1240)
1200 E PEPPERTREE LN #307, SARASOTA, FL 34242
$699,00046 Days on yellowkey MLS ID: A4683608
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 Agent: Sharon Chiodi (941-809-0380)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000166 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing Agent: Andrew Tanner (941-539-0998)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000196 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,750,000123 Days on yellowkey MLS ID: A4674729
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, the home’s Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner’s discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room—ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary—an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing Agent: Michael Hays (941-376-1826)
3214 KEY AVE, SARASOTA, FL 34239
$1,195,00055 Days on yellowkey MLS ID: A4681848
REDUCED by $80,000 (6.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2376 Built: 2024 Tax: $8,273 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,273
Elementary School: Wilkinson Elementary
Middle School: None
Remarks: Allegra Built located in the desirable Southgate neighborhood, this custom new build blends an organic modern design with lovely coastal touches. Created for both comfort and versatility, the 2,372 sq. ft. floor plan of open-concept living features 3 bedrooms plus a flexible bonus room, ideal as a home office, den, or creative space. The home includes 2 full bathrooms and an elegant powder room. The designer fixtures and finishes have been expertly done with a minimalist aesthetic that is both stylish and highly functional. Pops of color enhance the warm neutral interior, creating a timeless and sophisticated appeal throughout. A stunning gallery-style foyer welcomes you with classic wainscoting and a skylight that fills the entry with natural light. The impressive great room features a dramatic 12’ 8” ceiling accented by striking wood beams, creating a grand yet inviting gathering space. The kitchen is a true centerpiece, showcasing an all-white palette, standalone range hood, expansive quartz island, and a well-sized butler’s pantry featuring a wall of gorgeous cabinetry, a dishwasher, and convenient pass-through access to the kitchen. The adjoining dining area is surrounded by three large windows and offers direct access to the covered patio, creating a wonderful setting for indoor-outdoor entertaining and al fresco dining. The primary suite offers an enchanting retreat, complete with a double vanity flanked by illuminated niches, a large frameless glass shower with walls of exquisite tile, artistically wallpapered water closet, a mirrored wall above the vanity, and rich gold -colored fixtures. Massive 10-ft. tall French doors enhance the home’s light-filled atmosphere while opening to a covered lanai and private, tropically landscaped yard. Additional highlights include grid-less windows that enhance the seamless indoor-outdoor feel, thick luxury vinyl plank flooring throughout, a spacious two-car garage, and a tiled outdoor shower. The fabulous in-town location places you just moments from an array of arts and entertainment venues, along with abundant recreational, shopping, and dining opportunities. The home is also located within one of the area’s most sought-after school districts, known for its strong academic excellence. With its spectacular design elements and beautiful architectural details, this residence creates an atmosphere where you’ll want to simply relax, unwind, and savor the beautiful surroundings. It’s a place where you and your family can live the perfect Sarasota lifestyle along one of Florida’s most picturesque coastlines.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3631 SAN REMO TER, SARASOTA, FL 34239
$8,245,000162 Days on yellowkey MLS ID: A4669078
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most sought-after deepwater settings, 3631 San Remo Terrace is a modern sanctuary where clean lines meet the warmth of natural textures, creating a home that feels both timeless and alive. Completed in 2021 by award-winning designer Stephen Chung and thoughtfully refined by the current owner, the residence reflects resilience and intention, standing strong through recent storms while maintaining an atmosphere of calm and connection to its surroundings. Updated in fall of 2025, the home now features new railings and window trim to complement the wood flooring, linear drains in the paver pool deck, and a fully equipped outdoor kitchen, enhancing its functionality and contemporary appeal. Within 4,750 square feet of living space, complemented by nearly 3,000 square feet of terraces, pool, and patio, every detail is designed to balance sophistication with ease. The kitchen centers the home with a sculptural marble island and professional-grade Sub-Zero and Wolf appliances, accented by soft lighting and sunlight that filters through walls of glass. The great room’s stone fireplace, open shelving, and expansive sliders invite an effortless flow to the outdoors, while the adjoining dining space rises with two-story ceilings and a dramatic wall of windows. A temperature-controlled wine room with space for 1,800 bottles adds both artistry and function. The primary suite is its own retreat, defined by quiet luxury and seamless connections to nature. Sliders open to a private courtyard with spa and sauna on one side and the pool terrace on the other. Inside, illuminated details, a bespoke walk-in closet, and a spa-like bath with an expansive vanity and glass-enclosed shower emphasize comfort and serenity. The second floor carries the same sense of air and light, with three guest suites, one currently a gym, each opening to a full-length terrace overlooking the water. A loft like office, a custom laundry room with a beverage cooler and sink, and an open gallery walkway further showcase the home’s thoughtful design. Outside, the saltwater pool with a glass wall becomes a focal point for relaxation, while the expansive dock offers a 20,000-pound lift, two low-profile lifts, and a floating platform for kayaks and paddleboards—providing instant access to Sarasota Bay and Big Pass. Even the garage has been elevated, with epoxy floors, a BendPak lift for a fourth car, and custom storage for boating and fishing gear. Every system has been considered, including a fully integrated smart-home platform with programmable lighting and shades, whole-house audio, Apple TVs, a generator, and strong WiFi indoors and out. San Remo Estates is at the core of Sarasota, just before the north bridge to Siesta Key, and minutes to Downtown Sarasota and Southside Village. 3631 San Remo Terrace is a unique property, where every detail speaks to the timelessness and practicality of the Sarasota School of Architecture.
Listing Agent: Joel Schemmel (941-587-4894)
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,895,00039 Days on yellowkey MLS ID: A4684577
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3104 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Taxes:$9,273
Remarks: Complete renovation and brand new addition completed in 2024. If you’ve been searching for a Sarasota West of Trail oasis, quiet, private, accessible and beautifully updated, this McClellan Park residence brings together the features discerning West of Trail buyers value most, a large .34-acre lot, a fully renovated home with a 2024 addition, a detached guest house, a heated saltwater pool and energy independence, all on a private dead-end street minutes from the best of Sarasota. Originally built with timeless character, this in-city sanctuary has undergone a comprehensive back-to-studs renovation and is up to Florida building code, with an official effective build date of 2013. A classic foundation, refined with modern upgrades and standards. The main home spans 3,100 square feet with three bedrooms and three baths, fully customized with all details valued by today's buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving adds artistic flair. Appliance garages, interior drawers, a workstation sink with two faucets and an oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers and an expansive food garden, plus a treehouse for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests.
4312 DRESDEN LN #1, SARASOTA, FL 34233
$395,00042 Days on yellowkey MLS ID: A4683794
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1981 Tax: $3,448 (2025)Community: Center Gate Village 6Condo
Taxes:$3,448
Remarks: This exceptional home delivers the perfect blend of space, style, and comfort. Thoughtfully updated throughout with over $90K in quality improvements, this villa offers a surprising sense of space, comfort, and flow far beyond expectations. Located in the intimate and quiet enclave of Center Gate Village VI, a charming community of just 24 homes, residents enjoy a shared greenspace and sparkling community pool in a peaceful setting. Completely Move-in Ready, the remodeled chef’s kitchen is truly the heart of the home, featuring abundant cabinetry, additional built-in storage, a walk-in pantry, and a spacious breakfast bar perfect for casual dining and entertaining. Whether hosting friends or enjoying a quiet morning coffee, this kitchen was designed for both function and gathering. Major Improvements include, Remodeled Master Bathroom, a NEW ROOF (2022), HVAC (2016), Water Heater (2017), Hurricane Windows (2017), and New French Doors that enhance natural light and seamless indoor-outdoor living from the lanai. Freshly painted throughout, the home is enhanced by luxury vinyl flooring that brings warmth, durability, and a seamless modern finish to every space. Additional highlights include a spacious garage with a full wall of custom storage cabinets and a built-in workbench, ideal for hobbies, organization, and extra storage. Location is hard to beat. Just minutes to I-75, downtown Lakewood Ranch, downtown Sarasota, and the world-renowned Gulf beaches, UTC Mall and the Sarasota Airport. This home offers convenience paired with an exceptional lifestyle. If you are seeking, Low-maintenance living. Thoughtful renovations. A peaceful setting. This is more than a Villa, it's a home that feels right the moment you walk in.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Louise Cabral (727-744-2549)
6154 MIDNIGHT PASS RD #A-3, SARASOTA, FL 34242
$619,0004 Days on yellowkey MLS ID: A4689306
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,427 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,427
Remarks: Tucked along the sugar-white sands of world-renowned Siesta Key, this freestanding villa offers the rare combination of effortless ownership, strong rental potential, and immediate coastal enjoyment. With direct beach access just steps away, every day begins and ends with the Gulf as your backdrop. Thoughtfully and completely updated, the residence features easy-care terrazzo flooring, a beautifully renovated kitchen with stainless appliances and dining space, along with a refreshed full bath and convenient half bath. The screened porch invites year-round indoor-outdoor living, while an impact-rated sliding glass door enhances both comfort and peace of mind. Positioned just steps from the community pool and clubhouse, this villa is part of an active, well-managed rental community offering flexible 5–7 day minimum rentals, making it an exceptional opportunity for those seeking income potential with personal-use flexibility. On-site management simplifies ownership, whether you’re local or remote. Sold furnished, the home is ready for immediate enjoyment or rental—just bring your suitcase. Parking is conveniently located directly in front of the unit. Beyond the property, you’re ideally situated near Siesta Key’s popular dining, shopping, and parks, while still enjoying a quieter stretch of beach perfect for morning walks, sunset swims, and relaxed days on the sand. Whether you’re looking for a smart investment, a personal retreat, or the perfect blend of both—this villa delivers the Siesta Key lifestyle with ease.
Listing Agent: Ryndie Brusco (941-809-6913)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000190 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Motivated Seller! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
5385 DOMINICA CIR, SARASOTA, FL 34233
$599,00062 Days on yellowkey MLS ID: A4681832
1 Days Off yellowkey (back on 4/13/2026)
REDUCED by $6,000 (1.0%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 1982Monthly Fee: $18 Tax: $8,597 (2025)Community: Center Gate Estates Ph 01BSpa: NoSingle Family
Taxes:$8,597
Remarks: Welcome to 5385 Dominica Circle — a bright, cheerful, and beautifully updated waterfront pool home tucked beneath the tree-lined canopies of one of Sarasota’s most desirable neighborhoods. Meticulously maintained and thoughtfully modernized inside and out, this residence offers both elevated style and lasting peace of mind. Hurricane-impact windows provide security and energy efficiency, and the home is located in an X flood zone for added confidence. The entire property also features an updated sprinkler system, keeping the lush landscaping vibrant year-round. Inside, a light-filled open-concept split floor plan offers three spacious bedrooms and two fully renovated, spa-inspired bathrooms. Neutral tile flooring flows seamlessly throughout, creating a clean and cohesive design. A cozy wood-burning fireplace adds warmth and character to the main living area — perfect for relaxing evenings. The sleek, modern kitchen serves as the heart of the home, showcasing stone countertops, stainless steel appliances, and thoughtful extras any chef will appreciate. It opens effortlessly into multiple living and gathering spaces, ideal for entertaining or everyday living. Water views from every room bring natural beauty into daily life. Step outside to your newly redesigned private retreat. The pool has been resurfaced and upgraded with a new saltwater conversion system, offering a softer, more enjoyable swimming experience. Surrounded by elegant stone decking and a panoramic clear-view screen enclosure, the Caribbean-blue water sparkles against the backdrop of a peaceful, tree-lined lake. The charming backyard invites you to unwind on the bench swing, relax in the hammock, or simply enjoy watching local wildlife. Ideally located with convenient access to pristine Gulf beaches, shopping, dining, malls, fitness trails, and entertainment, this home captures the very best of the Sarasota lifestyle. Move-in ready — just bring your flip-flops and bikini. Schedule your private tour today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Stacey Fredericks (239-823-0277)
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