Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1794 CUNLIFF LN, SARASOTA, FL 34239
$3,095,00052 Days on yellowkey MLS ID: A4685523
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$39,491
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
132 TALL TREES CT, SARASOTA, FL 34232
$530,00021 Days on yellowkey MLS ID: A4689367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00034 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,0007 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged.
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99929 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Elementary School: Phillippi Shores Elementary
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
5723 EASTWIND DR, SARASOTA, FL 34233
$630,000135 Days on yellowkey MLS ID: A4675503
REDUCED by $25,900 (3.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240
$995,00013 Days on yellowkey MLS ID: A4690162
2 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 1995Monthly Fee: $742 Tax: $5,049 (2025)Community: Laurel Oak Estates Sec 07Spa: NoSingle Family
Taxes:$5,049
Elementary School: Tatum Ridge Elementary
Remarks: Tucked along a quiet cul-de-sac in the Lakeside section of Laurel Oak Estates, this residence is defined by its peaceful setting highlighted by beautiful lake and golf course views that unfold beyond the backyard. From the moment you step inside, the home draws your attention outward—framing the pool, lush landscaping, water, and fairway in a way that feels both open and inviting. Offering more than 2,400 square feet of living space, the three-bedroom layout is designed for comfortable everyday living with an easy flow between spaces. High ceilings, crown molding, and a thoughtful floorplan create a sense of volume, while the main living areas connect seamlessly for both casual living and entertaining. The kitchen serves as a natural gathering point, featuring solid wood cabinetry, built-in elements, a center island, and a casual dining area that opens to the great room. Large windows and sliding glass doors bring in natural light and maintain a constant connection to the outdoor setting. The primary suite offers a private retreat with an en-suite bath, dual vanities, and a walk-in closet. Two additional bedrooms, one bedroom is currently utilized as a flexible office or den, provide space for guests or work-from-home needs. A series of thoughtful updates—including a newer A/C system, hot water tank, plantation shutters, and refreshed interior finishes—enhance the home’s overall appeal. Outdoor living is where this property truly stands out. The screened lanai opens to a beautifully landscaped setting with a heated pool, layered lighting, and a striking outdoor fireplace that creates a natural gathering space in the evenings. Beyond, the lake and golf course provide a wide, tranquil backdrop. Located within the guard-gated community of Laurel Oak Estates Lakeside, residents enjoy a maintenance-free lifestyle for added peace of mind and optional membership to Laurel Oak Country Club, offering two championship golf courses, tennis, dining, and an active social calendar. Conveniently positioned near I-75, the home is just a short drive from Waterside Place, UTC’s shopping and dining district, downtown Sarasota’s cultural amenities, and the Gulf beaches—bringing together privacy, accessibility, and the best of Sarasota living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000192 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
2530 LOMA LINDA ST, SARASOTA, FL 34239
$400,000184 Days on yellowkey MLS ID: A4669972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1925 Tax: $4,577 (2024)Community: Rustic LodgeSingle Family
Taxes:$4,577
Elementary School: Alta Vista Elementary
Remarks: PRICE REDUCTION. INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!
Listing Agent: Rory Mcdonald (941-961-7247)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,495,00013 Days on yellowkey MLS ID: A4690458
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an oversized lot. The interior features refinished hardwood floors, double-paned windows, and an updated kitchen equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a trey ceiling and a gas fireplace, with French doors leading to a private outdoor area, perfect for the Florida lifestyle. This exterior retreat includes a saltwater pool and a professionally landscaped, fully fenced yard with irrigation supported by an irrigation well. Significant improvements offer peace of mind and long-term value, including a new standing seam metal roof (2025), a full A/C system (2022), a garage mini-split (2024), and completely replumbed with PVC. The air-conditioned two-car garage features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history along with future bookings, please inquire for more details.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
6632 DEERING CIR, SARASOTA, FL 34240
$464,90023 Days on yellowkey MLS ID: A4687399
REDUCED by $10,100 (2.1%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,660
Remarks: Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
617 MADISON CT, SARASOTA, FL 34236
$1,099,00041 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
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 coral stone sitting area 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)
742 SHORECREST DR, SARASOTA, FL 34232
$595,00055 Days on yellowkey MLS ID: A4684004
REDUCED by $29,900 (4.8%) on 04/15/2026
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
Remarks: 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: Marcia Van Ginhoven (704-497-0664)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,00092 Days on yellowkey MLS ID: A4677344
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Sholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing Agent: Stephanie Church (941-724-5448)
2604 WIRTS CT, SARASOTA, FL 34237
$697,000131 Days on yellowkey MLS ID: A4675496
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1917 Built: 2023Monthly Fee: $654 Tax: $8,580 (2025)Community: Payne Park Village Ph IiTownhouse
Taxes:$8,580
Middle School: Booker Middle
Remarks: DOWNTOWN SARASOTA MODERN LIVING! Built in 2023, this luxurious 3-bedroom, 3-bath townhome offers over 1,900 square feet of thoughtfully designed living space across three levels, perfectly blending style, comfort, and functionality. Ideally positioned on the highly desirable north side of Payne Park Village, each level features its own bedroom and full bath—offering the ideal balance of privacy and togetherness. A private brick-paver, fenced front courtyard leads you to the front door, while a rear-entry two-car garage adds convenience. The open-concept kitchen is a true showpiece, featuring stainless steel appliances, quartz countertops, 42” wood cabinetry, designer pendant lighting and a spacious island with seating. The kitchen flows seamlessly into a light-filled living area with soaring ceilings and serene views of Payne Park. The primary suite is a tranquil retreat, complete with an elegant en-suite bath showcasing a glass-enclosed shower, dual-sink quartz vanity, modern lighting, and a separate water closet. Laundry is conveniently located on the third level, just steps from the primary bedroom. Residents enjoy resort-style amenities, including sidewalks, lush tropical landscaping, a heated pool and spa, lounge seating, dog park, grills, picnic areas, and more. The community offers direct access to the Legacy Trail, and just across the street lies Payne Park, featuring expansive green space, tennis courts, circus playground, skate park, disc golf course, and endless recreational opportunities. Located minutes from Downtown Sarasota, renowned for its diverse dining scene, arts and culture, parades, entertainment, special events, and the beloved weekly farmers market—this home truly embodies the LIVE, WORK, PLAY lifestyle.
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,657,625117 Days on yellowkey MLS ID: A4676707
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2356 TEAL AVE, SARASOTA, FL 34232
$475,00048 Days on yellowkey MLS ID: A4684716
REDUCED by $15,000 (3.1%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1976 Tax: $2,114 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,114
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Welcome home to this single story pool home, located in Sarasota Springs, offering comfortable living with 3 bedrooms, 2 bathrooms, and 1,712 square feet. The home features an open floor plan designed for everyday living and entertaining. Tile flooring runs throughout the entire home, providing a clean and low maintenance interior with no carpet. The living room centers around a fireplace that adds warmth and character to the main living space. The updated kitchen features stainless steel appliances and a movable island with a stainless steel top that provides additional prep space and flexibility while remaining open to the main living area. The primary suite offers two large built-in closets and an updated bathroom with a spacious walk-in shower. Two additional bedrooms provide comfortable accommodations for family or guests. Outdoor living is highlighted by a screened pool and enclosed within a birdcage, creating a private setting for relaxing or entertaining. A covered patio with an outdoor fan provides shaded seating, and the backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Ideally located near Colonial Oaks Park for outdoor recreation, with convenient access to nearby dining including Antoine's Restaurant and Restaurant Salumeria. Shopping is available at Northeast Plaza Shopping Center, and public transit can be accessed at the Bee Ridge Road bus stop. A well-maintained pool home in a convenient Sarasota location. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00043 Days on yellowkey MLS ID: A4685407
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00013 Days on yellowkey MLS ID: A4690296
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
3705 TANGIER TER, SARASOTA, FL 34239
$1,890,00017 Days on yellowkey MLS ID: A4687142
REDUCED by $100,000 (5.0%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2529 Built: 1956Monthly Fee: $13 Tax: $3,899 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$3,899
Remarks: Experience elevated coastal living in this fully updated 4-bedroom, 3-bath home offering 2,529 sq. ft. of refined space in the coveted San Remo Estates community. Just steps from the North Siesta Key Bridge, this residence combines a serene neighborhood setting with exceptional convenience to Sarasota’s top waterfront amenities. Inside, an open-concept layout highlights a newly designed kitchen with modern appliances, a dedicated laundry room, and a versatile fourth bedroom perfect for an office, gym, or flex space. Custom closets throughout the home—crafted by Design Studio California Closets—enhance storage and organization, while thoughtful finishes create a warm, contemporary feel. A spacious 2-car garage adds everyday practicality. Set on a generous 0.33-acre lot, the outdoor space is designed for entertaining and relaxation with a brand-new pool with champagne spa hot-tub, covered lanai, expansive patio, and outdoor bar area including a new full summer kitchen. Additional upgrades—new landscaping with irrigation, exterior lighting, a dog run, and a cozy fire pit—make this property an ideal retreat for enjoying Florida living at its finest.
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