Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000346 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,582
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
916 PATTISON AVE, SARASOTA, FL 34237
$399,90029 Days on yellowkey MLS ID: A4693771
REDUCED by $9,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1961 Tax: $4,185 (2025)Community: Robin Hood WoodsSpa: NoSingle Family
Taxes:$4,185
Elementary School: Alta Vista Elementary
Remarks: Don't let this one pass you by. Tucked in one of Sarasota's most sought-after locations, this beautifully updated single-family home offers the perfect blend of timeless neighborhood charm, modern comfort, and an active lifestyle — with no HOA to slow you down. Inside, a fully remodeled kitchen showcases quartz countertops, stainless steel appliances, and custom cabinetry, while two tastefully renovated bathrooms reflect the same attention to detail and designer touch found throughout. Natural light pours through the open layout, creating a warm, inviting atmosphere whether you're entertaining guests or simply settling in after a day at the beach. The big-ticket work is already behind you. A newer roof, updated HVAC, plumbing, and electrical mean you're stepping into genuine peace of mind — not a project. Outside, a spacious screened lanai and fenced backyard invite you to slow down, let the pets roam, tend the garden, or simply enjoy a warm Gulf evening in complete privacy. All of this, just minutes from the energy of downtown Sarasota — world-class dining, boutique shopping, pristine parks, and the Gulf's most celebrated beaches, world-renowned Yoders Marketplace, or a quick trip to the UTC area for outstanding retailers, Mote Marine, parks, walking trails, and more. Whether you're planning your starter home, escaping the winters, or adding a smart investment to your portfolio, this home checks every box. Stylish. Updated. Move-in ready. This is Sarasota living at its finest. Call today for your personal tour.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000259 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Tax Year: 2023
Middle School: Booker Middle
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,50087 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$663,00026 Days on yellowkey MLS ID: A4694025
REDUCED by $22,000 (3.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing Agent: Heather Gehan (941-893-0213)
6961 SCRUB JAY DR, SARASOTA, FL 34241
$1,075,000149 Days on yellowkey MLS ID: A4677370
REDUCED by $25,000 (2.3%) on 05/28/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4177 Built: 2006Monthly Fee: $142 Tax: $9,513 (2024)Community: Red Hawk ReserveSpa: YesSingle Family
Taxes:$9,513
Elementary School: Lakeview Elementary
Tax Year: 2024
Middle School: Riverview Middle
Remarks: Welcome to 6961 Scrub Jay Drive, a beautifully maintained Sarasota pool home where the major updates have already been completed, allowing you to move in and immediately enjoy the Florida lifestyle. Freshly painted inside and out, this home offers a bright, clean feel from the moment you arrive. The kitchen is equipped with brand-new appliances, while a new hot water heater and new pool pump provide added peace of mind for years to come. Step outside to your private backyard retreat featuring a sparkling pool surrounded by attractive pavers, creating the perfect setting for entertaining, relaxing, or enjoying sunny Florida afternoons. A convenient pool bath adds functionality and makes hosting family and friends effortless, while the spacious pool deck provides plenty of room to create the outdoor kitchen of your dreams. Whether you envision a simple grilling station or a fully equipped outdoor entertaining space, the layout offers the flexibility to bring your vision to life. Adding even more value, the homeowner is willing to offer a concession toward updates, giving buyers the opportunity to personalize the home to their tastes while enjoying the confidence that many of the major mechanical and maintenance items have already been addressed. With the costly improvements already completed, 6961 Scrub Jay Drive offers the ideal blend of comfort, convenience, and outdoor living in one of Sarasota's most desirable locations. Simply unpack, settle in, and start enjoying everything this exceptional home has to offer.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,250102 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
4243 MIRIANA WAY, SARASOTA, FL 34233
$529,90098 Days on yellowkey MLS ID: A4685208
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (1.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2149 Built: 2003Monthly Fee: $312 Tax: $4,049 (2025)Community: Villa RosaSingle Family
Taxes:$4,049
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Laura Way (941-321-6449)
3800 FLORES AVE, SARASOTA, FL 34239
$4,495,00010 Days on yellowkey MLS ID: A4695844
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2026 Tax: $10,023 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$10,023
Remarks: NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$929,900257 Days on yellowkey MLS ID: A4664546
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing Agent: Ryan Brown (941-330-7774)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,795,00011 Days on yellowkey MLS ID: A4695589
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephen Johnston (941-302-8080)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$139,000225 Days on yellowkey MLS ID: A4670262
REDUCED by $6,000 (4.1%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $577 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Remarks: **!! SELLER SAYS……SELL !!** Seller will cover the remaining monthly fees for the rest of 2026 with an acceptable offer. THE BUYER WILL SAVE OVER $3,000.00!! Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. This condo is light, spacious and accessible. This home also has its own reserved parking space and there is guest parking on site. The association has just updated the laundry facility with brand new washers and dryers. It is perfect as a weekend get-a-way, or as your primary residence. It is also in a rental friendly community and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,495,000194 Days on yellowkey MLS ID: A4673505
REDUCED by $100,000 (3.9%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Remarks: One or more photo(s) has been virtually staged. Welcome to Downtown Sarasota luxury living at its finest. Perfectly positioned in the sought-after Laurel Park neighborhood, just steps from Historic Burns Court, Marie Selby Botanical Gardens, Bayfront Park, Marina Jack, and only minutes to Lido Beach and St. Armands Circle, this custom-built 2024 coastal modern residence offers an exceptional blend of sophistication, comfort, and walkable downtown convenience. Designed for those who value effortless entertaining and an active Sarasota lifestyle, this meticulously constructed two-story residence spans 2,754 square feet and features four bedrooms, three and a half baths, a heated saltwater pool, outdoor kitchen, and thoughtfully curated designer finishes throughout. The heart of the home showcases an expansive open-concept living space centered around a chef's kitchen appointed with premium Thermador stainless appliances, gas cooking, built-in coffee and beverage center, oversized island seating for seven, walk-in pantry, dedicated ice maker, dual wine refrigeration accommodating over 200 bottles, and seamless indoor-outdoor flow ideal for entertaining. Step outside into a private resort-inspired setting where textured stucco privacy walls frame a heated saltwater pool with waterfall feature, fountains, ambient lighting, covered entertaining spaces, outdoor kitchen, pool bath, and outdoor shower. Constructed entirely of concrete block and engineered for peace of mind with CAT 5 hurricane windows, metal roof construction, whole-house Generac generator, water filtration systems, and exceptional finish quality throughout. The second level owner's retreat creates a private sanctuary with spacious walk-in closet and spa-inspired bath, while two guest suites share a beautifully appointed Jack-and-Jill bath. A first-floor bedroom with adjacent full bath offers flexibility for guests, office, fitness, or multigenerational living. Additional features include marble exterior decking, porcelain tile balconies, epoxy garage flooring, irrigation system, quartz surfaces throughout, and premium construction rarely found in downtown Sarasota. Leave the car behind and experience Sarasota the way it was meant to be lived — morning walks to Selby Gardens, evenings in Burns Court, waterfront sunsets along Bayfront Park, and effortless access to world-renowned beaches. Luxury. Lifestyle. Location. 1659 Devonshire Lane delivers all three. Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
1794 CUNLIFF LN, SARASOTA, FL 34239
$2,997,00096 Days on yellowkey MLS ID: A4685523
REDUCED by $98,000 (3.2%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000306 Days on yellowkey MLS ID: A4661191
2 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Remarks: Under contract-accepting backup offers. Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,650,00075 Days on yellowkey MLS ID: A4688029
REDUCED by $150,000 (8.3%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
2442 WOOD ST, SARASOTA, FL 34237
$449,000149 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Remarks: Live in one of Sarasota’s most desirable neighborhoods! Priced to sell. This charming home offers two generously sized bedrooms plus a versatile third space that can serve as a sunroom, office, or private in-law suite/studio. This additional area includes its own bathroom, kitchenette, closet, and separate rear entrance—perfect for guests or rental potential. Inside, you’ll find a cozy layout with a welcoming kitchen nook and comfortable living area, ideal for relaxing and unwinding. The home has been thoughtfully updated with a remodeled kitchen, a newer roof (2018), granite vanity top and sink with brushed nickel fixtures (2020), a brand-new water heater (2025), upgraded lighting (2025), and numerous additional improvements throughout. Enjoy your morning coffee on the inviting front porch or entertain and relax on the back patio. The backyard features a two-car carport, storage sheds, and a newly completed, eye-catching stone fence that adds both ambiance and privacy. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the world-famous Siesta Key Beach, as well as other nearby beaches, this home offers both comfort and accessibility. Additional highlights include RV parking and multi-family zoning, providing excellent flexibility and investment potential. Schedule your private showing today and experience everything this beautiful home has to offer!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00043 Days on yellowkey MLS ID: A4692060
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
2545 BROWNING ST, SARASOTA, FL 34237
$725,00059 Days on yellowkey MLS ID: A4687679
REDUCED by $25,000 (3.3%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1726 Built: 1958 Tax: $8,379 (2025)Community: Hudson ParkSingle Family
Taxes:$8,379
Remarks: Welcome to this charming home in the conveniently located Alta Vista neighborhood, just minutes from Downtown Sarasota and the best the area has to offer. This move-in ready 3-bedroom, 2-bathroom home sits on a rare double lot on a quiet dead-end street, offering a spacious private backyard with plenty of room to relax, entertain, or expand. With no deed restrictions, you have the flexibility to make this property your own, including space for boat or RV parking. The fenced backyard provides added privacy and functionality, perfect for outdoor living. Inside, you’ll find an open split floor plan filled with natural light, creating a warm and inviting atmosphere. The home has been updated with new plumbing, a remodeled kitchen and bathrooms, and easy-maintenance flooring throughout. Additional features include pavers, modern finishes, and functional living spaces designed for comfort and convenience. The property may be sold furnished, making it a great option for a primary residence, seasonal use, or investment. The double lot also offers future possibilities for expansion or new construction. Enjoy being just a short walk to the Legacy Trail, along with close proximity to Downtown Sarasota, shopping, dining, and the beautiful beaches, including Siesta Key. Schedule your private showing today!
Listing Agent: Beverly Perez (941-323-4600)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,0006 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing Agent: Samantha Jennen (941-321-6095)
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