Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3721 COLLINS ST #812, SARASOTA, FL 34232
$300,000195 Days on yellowkey MLS ID: A4672044
REDUCED by $19,900 (6.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1584 Built: 1972Monthly Fee: $460 Tax: $1,271 (2024)Community: Forest Pines 08Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,271
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: This Forest Pines condo can be your slice of Sarasota paradise in a highly sought-after 55+ community.! This beautifully updated Villa combines comfort, convenience, and that easy coastal lifestyle you’ve been dreaming about. The seller has just recently reduced the asking price again. It's located just minutes from Siesta Key Beach, downtown Sarasota, and the popular Der Dutchmen Restaurant, this location puts you right in the heart of it all. Love to golf or bike? You’ll be half a mile from the nearest golf course, and the Legacy Trail—perfect for long, scenic rides—starts only 1.5 miles away. Inside 3721 Collins St, you’ll find bright, welcoming spaces designed for relaxation. The home features newer upgrades including solid surface and granite countertops, modern kitchen cabinets, a walk-in shower in the primary suite, and luxury vinyl plank flooring in all main areas. This home has a living room and a family room where the original porch was properly permitted and enclosed for additional living space under air. Earth-toned colors and plantation shutters throughout add warmth and timeless charm. A new roof was installed in 2022. Forest Pines takes care of exterior maintenance so you can spend your days lounging by the community pool, meeting neighbors at the clubhouse, or enjoying a friendly game on the shuffleboard courts. Move-in ready, this condominium - villa style home invites you to settle in and start your next chapter in sunny Sarasota.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
4136 ROBERTS POINT CIR, SARASOTA, FL 34242
$4,900,000207 Days on yellowkey MLS ID: A4670896
Bed: 6 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 7099 Built: 2008 Tax: $49,708 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$49,708
Elementary School: Phillippi Shores Elementary
Remarks: Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Nina Bayan (941-716-5622)
2323 PINE TER, SARASOTA, FL 34231
$1,299,000130 Days on yellowkey MLS ID: A4679272
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2655 Built: 2017 Tax: $11,650 (2025)Community: RidgewoodSingle Family
Taxes:$11,650
High School: Riverview High
Tax Year: 2025
Remarks: 2017 contemporary home by DSDG Architects & Majestik Homes with new 2024 impact windows & sliders throughout is ideally situated on a prestigious, tree-lined street in the heart of Sarasota. This 3-bedroom, 2.5-bath home blends modern design with refined comfort. Step inside to an open-concept layout highlighted by soaring 10-foot ceilings, sleek porcelain tile flooring, and expansive new windows that flood the home with natural light while framing serene views of the private backyard oasis. New sliding glass doors fully open to create seamless indoor-outdoor living, extending into an expansive entertaining space complete with a stylish poolside pergola. The tropical landscaped backyard is thoughtfully designed with low-maintenance synthetic turf, a custom putting green, and a stunning heated saltwater pool enhanced by LED color lighting. At the heart of the home, the gourmet kitchen is a true showpiece, featuring premium stainless-steel appliances, a Fisher & Paykel dishwasher, a striking waterfall quartz island with integrated breakfast bar, sleek custom cabinetry, and a built-in pantry designed for abundant storage. Upstairs, a versatile loft anchors the level, alongside two guest bedrooms connected by a Jack-and-Jill bath and a sophisticated primary suite. The primary retreat features dual custom walk-in closets and a spa-inspired ensuite. Sliding glass doors open to a private second-story balcony—an ideal setting to take in tranquil pool views and softly lit evenings. Modern elegance, indoor-outdoor living and perfectly positioned near Siesta Key, top-rated schools, shopping, dining, and downtown Sarasota, this exceptional residence offers the ultimate Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
1451 REBECCA LN, SARASOTA, FL 34231
$4,550,00018 Days on yellowkey MLS ID: A4693453
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4683 Built: 2007Monthly Fee: $333 Tax: $26,090 (2025)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$26,090
Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3705 TANGIER TER, SARASOTA, FL 34239
$1,890,00049 Days on yellowkey MLS ID: A4687142
0 Days Off yellowkey (back on 5/12/2026)
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
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000200 Days on yellowkey MLS ID: A4671738
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
5263 AVENIDA DE CORTEZ, SARASOTA, FL 34242
$3,690,000122 Days on yellowkey MLS ID: A4678861
1 Days Off yellowkey (back on 5/14/2026)
REDUCED by $160,000 (4.2%) on 05/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3122 Built: 2018 Tax: $21,844 (2025)Community: Sarasota BeachSingle Family
Taxes:$21,844
Remarks: Under contract-accepting backup offers. Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
4074 REDBIRD CIR, SARASOTA, FL 34231
$769,000322 Days on yellowkey MLS ID: A4658582
REDUCED by $27,000 (3.4%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2368 Built: 1990 Tax: $4,111 (2024)Community: Phillippi HiSingle Family
Taxes:$4,111
Remarks: One or more photo(s) has been virtually staged. As featured on Fox 4. MAJOR Price Adjustment, Motivated Seller! Welcome to 4074 Redbird Cir—a home that has a LOT of personality and curb appeal. This stunning 4-bedroom, 2.5-bath has been completely renovated. This beautiful move-in-ready home combines classic farmhouse charm with the ease and sophistication of modern living. Nestled on an expansive third of an acre corner lot in one of Sarasota’s most desirable neighborhoods, this stunning home is a masterclass in light, space, and timeless style. This home is surrounded by many other beautiful homes, some just off the Shady Creek with boating access. The property is impressive with a large front yard and u-shaped driveway perfect for any guest parking. First, you are welcomed by a quaint front porch where you can enjoy a morning coffee or peaceful evenings with loved ones. Step inside to find an airy, sun-kissed interior thoughtfully designed with open-concept living and seamless indoor-outdoor flow. Vaulted ceilings and oversized windows bathe every room in natural light, highlighting the beautifully updated finishes throughout—from wide-plank floors to designer fixtures and a sleek, contemporary kitchen. The home is extremely light, bright and airy. The main living room space is sizeable and versatile with many options for configuration. The kitchen is expansive, with plenty of storage and counter space, along with space for at least 8 guests with barstool seating. The sleek modern kitchen's centerpiece is a quartz waterfall island. All appliances are brand new stainless steel. Gas is available. The fireplace and hearth create an elegant and warm dynamic. The dining nook area also features a bay window. There is an adorable half bath under the stairs. The laundry room is located on the 1st floor and has a wash sink and 2 cabinets. The master ensuite is located on the primary level but tucked away from the main entertaining space for added privacy. The suite features high ceilings, a large walk-in closet with built-ins, master bath with a spacious and open modern walk-in shower, and double vanity. The additional bedrooms are all located upstairs with a full bathroom with tub/shower combo and a double vanity. All of the bedrooms have new ceiling fans with light. The spacious layout offers both comfort and flexibility, perfect for entertaining guests or simply enjoying everyday moments. Every inch has been meticulously upgraded, blending rustic warmth with contemporary finish. Outside, the generous corner lot provides room to roam, play, garden, or even add a small pool—your personal Florida retreat awaits. The majority of the property has simplified shell landscaping. There is a large screened-in lanai with fans to enjoy evenings in the backyard and space for a jacuzzi. Plenty of space on the back patio to grill. Fantastic yard with mature landscaping and a 2-car garage. The garage has many built-in cabinets and shelving perfect for a workshop or man cave. Side yard fenced, perfect for pets. Brand new roof, complete repaint inside and out, newer AC, and much of the plumbing was updated to PVC. Stellar location just minutes to Siesta Key Beach—frequently rated the BEST beach in America, Siesta Key. Close to A+ schools, downtown Sarasota, major shopping, Cinebistro, Trader Joe's and many high-end restaurants and steakhouses. Seller open to a rate buy-down scenario or a crypto purchase please consult for more details! Bring a contract today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
5929 MURDOCK AVE, SARASOTA, FL 34231
$449,97752 Days on yellowkey MLS ID: A4687404
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $14,973 (3.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 1957 Tax: $1,644 (2025)Community: Golden Acres 1St AddSingle Family
Taxes:$1,644
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you arrive, you will immediately notice the combination of an oversized driveway, garage, and covered carport. With room for multiple vehicles, guests, a boat, or weekend toys, this is the type of flexibility you hope for. That's not a stone roof either.... It's an ALL NEW Decra metal roof which gives the home a clean, updated look while adding long-term value and protection. Located at 5929 Murdock Ave, this Sarasota home has been fully renovated with the updates that matter most. Inside, you’ll find new vinyl flooring throughout, fresh paint, updated bathrooms, and hurricane-impact sliders that bring in natural light while adding peace of mind during storm season. The major systems have already been addressed as well, including all new electrical and plumbing that has been professionally scoped, giving the next owner confidence in what they’re walking into. Every update was made with everyday living in mind — creating a home that feels fresh, functional, and ready to enjoy from day one. More than just cosmetic improvements, this is a home where the work has already been done, allowing its next owner to simply move in and make it their own in Sarasota. Updates: 2019 Permit - Mechanical change out - HVAC System - new heat pump - rear unit, 2021 All new LVP flooring throughout the main house, 2021 Installed fence around back yard, 2022 New dishwasher, 2023 Permit - Re-Roof - Decra stone coated metal roof Installed by RoofTech Roofing & Waterproofing, Inc, 2023 New garbage disposal, 2023 Septic tank pumped with full inspection & maintenance, 2023 Installed all new water valves throughout the house, Bathrooms, kitchen & laundry room, 2024 Permit - Rewiring the entire house, new electrical panel, outlets, switches & all new fixtures. Also installed a whole house surge protector at the panel, 2024 Installed new tankless water heater, 2024 Installed new door between the garage and kitchen to meet FBC (was glass door before), 2024 New upgraded stainless steel kitchen sink, 2024-25 Re-screened rear porch, 2025 Full master bathroom remodel, 2026 Full hall bathroom remodel, 2026 Interior Paint, 2026 Exterior paint, 2026 Installed new impact glass sliding doors in living room & master bedroom.
Listing Agent: Vincent Diorides (941-720-5717)
838 NORSOTA WAY, SARASOTA, FL 34242
$4,190,00062 Days on yellowkey MLS ID: A4688144
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2026 Tax: $11,779 (2025)Community: Bay IslandSingle Family
Taxes:$11,779
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000238 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
5474 RIVERBLUFF CIR #V35, SARASOTA, FL 34231
$219,900221 Days on yellowkey MLS ID: A4669393
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,363 (2024)Community: Strathmore Riverside IVilla
Taxes:$2,363
Remarks: Welcome to Strathmore Riverside Villas, a vibrant 55+ community perfectly situated in the heart of Sarasota. This spacious two-bedroom, two-bath villa offers the ideal blend of comfort, convenience, and endless potential. Light, bright, and airy, the home features an open-concept layout with generous room sizes and an inviting flow throughout. The enclosed lanai, complete with both windows and screens, provides a wonderful year-round living space; perfect for morning coffee, relaxing afternoons, or entertaining friends. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. With just a touch of personalization, this residence can truly shine. The community itself is beautifully maintained and lushly landscaped, creating a serene and welcoming atmosphere surrounded by green space. Strathmore Riverside Villas is known for its active lifestyle and warm sense of community. Residents enjoy a wealth of amenities, including a heated geothermal pool overlooking the marina, clubhouse, fitness center, library, meeting rooms, sauna, and billiards. There’s always something happening here; social events, card games, bingo nights, potlucks, concerts, dancing, and more. Boat docks are available on a first-come, first-served basis for just $1,344 per year, and the community is pet-friendly. The location couldn’t be better; just minutes from shopping, hospitals, and the world-famous Siesta Key Beach, as well as the rich cultural attractions of downtown Sarasota, including opera, ballet, symphony, and live theatre. Whether you’re looking for a full-time residence or a seasonal getaway, this villa lives like a single-family home and offers the perfect opportunity to enjoy Florida’s relaxed coastal lifestyle. Don’t wait; schedule your private tour today and discover the charm of Strathmore Riverside Villas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
1621 MEMORY LN, SARASOTA, FL 34231
$3,980,000146 Days on yellowkey MLS ID: A4677041
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4626 Built: 2027 Tax: $16,466 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$16,466
Remarks: Pre-Construction. To be built. 1621 Memory Lane presents a rare opportunity to build a custom bayfront estate on Little Sarasota Bay in the Bayview Acres neighborhood, one of Sarasota’s most strategically positioned mainland waterfront communities. Situated on a quiet no-through street south of Stickney Point Road and west of Tamiami Trail, this expansive .47-acre parcel offers approximately 100 feet of direct frontage on the bay and the scale to design a significant coastal residence with generous outdoor living areas, pool, and the ability to construct a private pier, subject to permitting. The property is offered as a vacant lot for $1,480,000 or as a to-be-built custom residence by The Vision Group priced at $3,980,000, providing flexibility for buyers to bring their own builder or move forward with a fully designed plan. The setting delivers privacy and calm while remaining just minutes from the south bridge to Siesta Key and equally convenient to downtown Sarasota’s dining, arts, and cultural amenities. Continued investment along the U.S. 41 and Siesta Drive corridor, including Benderson’s planned retail and mixed-use development, further strengthens the long-term appeal of this location. The property is especially well suited for buyers transitioning off the barrier islands who want mainland accessibility without sacrificing water views, as well as inland residents ready to elevate to a true bayfront setting without HOA constraints. With limited remaining buildable bayfront parcels of this size and frontage—and new construction next door on a comparable lot estimated at $6 million in value—the economics present a compelling opportunity to build at a meaningful discount to neighboring new construction.
Listing Agent: Daniel Treiman (917-657-7495)
3049 GYPSY ST, SARASOTA, FL 34231
$425,00024 Days on yellowkey MLS ID: A4693010
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1981 Tax: $3,612 (2025)Community: Madison ParkSingle Family
Taxes:$3,612
Remarks: Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,720,00024 Days on yellowkey MLS ID: A4692922
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,011 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Taxes:$10,011
Remarks: Under contract-accepting backup offers. Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.
3537 S SCHOOL AVE, SARASOTA, FL 34239
$715,00025 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Remarks: Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
3684 FESCUE LN, SARASOTA, FL 34232
$509,90070 Days on yellowkey MLS ID: A4687168
REDUCED by $7,100 (1.4%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1980 Built: 2018Monthly Fee: $345 Tax: $5,339 (2025)Community: Enclave/Frst LakesTownhouse
Taxes:$5,339
Remarks: Location is everything and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally in the heart of Sarasota, this gated community offers unmatched convenience with two public golf courses nearby, direct access to the Legacy Trail just beyond the Webber Street gate, and seamless connectivity in every direction, north, south, east and west. Inside the community, residents enjoy a welcoming gathering area, resort-style pool and dog park, ideal for relaxation and an active lifestyle. Built in 2018, this residence stands out as one of Mattamy’s finest offerings, showcasing a range of thoughtful upgrades and refined finishes throughout. Engineered hardwood flooring adds warmth and durability underfoot, while the French Country–inspired kitchen features rich cabinetry with bronze accents, elegant granite countertops, a stacked stone backsplash, wall-mounted oven and microwave, and a sleek electric cooktop. Designed for everyday living and entertaining, the open layout includes a breakfast bar with seating for three, a spacious dining area accommodating up to six, and a comfortable living room that opens through sliding glass doors to a fully covered lanai, ideal for year-round enjoyment. Architectural details such as solid wood and wrought iron stair railings add character and sophistication. Upstairs, a versatile loft and additional flex space provide endless possibilities, whether used as a media room, home office, fitness area or creative studio. Two generously sized bedrooms offer comfort and privacy, complemented by a well-appointed bath with granite countertops, French Country cabinetry, and a tub/shower combination. The primary suite, conveniently on the main floor, is a retreat featuring crown molding, a spacious dual-sink vanity with extended granite countertop and an oversized walk-in closet with ample dressing space. In the garage is a new whole-house water purifying system by WaterExpress. This is more than just a home, it’s a lifestyle. Discover the comfort, quality and convenience waiting for you at Enclave at Forest Lakes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Catherine Seress (941-928-1187)
3018 BROWNING ST, SARASOTA, FL 34237
$649,00095 Days on yellowkey MLS ID: A4684131
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1958 Tax: $7,071 (2025)Community: Bellevue TerraceSingle Family
Taxes:$7,071
Remarks: Under contract-accepting backup offers. Versatile pool home in a prime central Sarasota location — ideal for both full-time living and income potential. This 3-bedroom, 2-bath residence offers a rare blend of character, functionality, and opportunity. The south-facing heated saltwater pool and private, landscaped backyard create a true Florida outdoor lifestyle setting with excellent sun exposure and year-round enjoyment. A screened lanai expands the living space and provides the perfect transition between indoor and outdoor entertaining. Inside, the home features a comfortable, well-designed layout with a spacious primary suite and two additional bedrooms suited for family, guests, or a home office. The distinctive design elements give the property personality and presence, while the practical floor plan supports everyday living. Located just minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Beach, UTC shopping and dining, golf courses, and SRQ Airport, this home offers both lifestyle convenience and strong rental appeal in one of Sarasota’s most accessible areas. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, 3018 Browning St delivers flexibility, location, and long-term potential.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00056 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
5500 BENTGRASS DR #112, SARASOTA, FL 34235
$170,000203 Days on yellowkey MLS ID: A4670459
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $428 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
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