Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90018 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,274
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
41 S ADAMS DR, SARASOTA, FL 34236
$2,050,000214 Days on yellowkey MLS ID: A4672116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3913 Built: 1951 Tax: $10,104 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$10,104
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jenifer Schwell (941-780-0968)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,00012 Days on yellowkey MLS ID: A4695790
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,00066 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2817 HAWTHORNE ST, SARASOTA, FL 34239
$359,9507 Days on yellowkey MLS ID: O6413863
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1383 Built: 1954 Tax: $5,194 (2025)Community: Rio Vista ResubSingle Family
Taxes:$5,194
Remarks: Virtually Staged. Located in a highly desirable Sarasota area, this residence offers a comfortable layout with inviting living spaces and a functional floor plan designed for everyday living. The interior provides a natural flow that works well for both relaxation and entertaining. This home presents a great opportunity for a buyer looking to personalize and make improvements. Outdoor space adds flexibility for gardening, outdoor activities, or future enhancements. Conveniently situated near shopping, dining, beaches, and downtown Sarasota, this property offers access to some of the area’s most sought-after amenities.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
5654 AARON CT, SARASOTA, FL 34232
$539,90015 Days on yellowkey MLS ID: O6412415
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2805 Built: 2010Monthly Fee: $71 Tax: $5,673 (2025)Community: Oak VistasSingle Family
Taxes:$5,673
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Virtually Staged. Located in a well-established Sarasota neighborhood, this inviting home offers a comfortable and functional layout with warm living spaces that can easily adapt to a variety of lifestyles. The interior features a practical flow that supports both everyday living and entertaining, with plenty of potential to personalize and truly make it your own. Enjoy a convenient location close to shopping, dining, parks, schools, and major roadways, placing you just minutes from everything Sarasota has to offer. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this property delivers an excellent combination of location, comfort, and potential.
Listing Agent: Michael Mcgee (678-846-2807)
4150 WEBBER ST, SARASOTA, FL 34232
$375,00032 Days on yellowkey MLS ID: N6144350
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1649 Built: 1958 Tax: $780 (2025)Community: Webber Heights SubSingle Family
Taxes:$780
Remarks: Virtually Staged. BACK ON MARKET - BUYERS CIRCUMSTANCES CHANGED. ROOF June 2025 with 3-year transferable warranty; A/C December 2024 (Trane XR); Cast iron sewer pipes lined 2021; 16x22 SCREENED LANAI ADDED; LARGE FENCED YARD; NEWER STAINLESS APPLIANCES; All of your big-ticket items have been taken care of! NO HOA - BRING YOUR TOYS; Centrally located. This 3 bedroom, 2 bath, 1 car garage home has 1647 sq ft living area. Enjoy the split floor plan with the Kitchen and Family room serving as the homes anchor. The kitchen has been updated with cabinetry and countertops and has recessed can lighting; perfect for a home chef! There is a breakfast bar for a quick meal or the adjacent dining room if more space is needed. The split floor plan has two nice size bedrooms and bath located on the opposite side of the home. The primary bedroom has an en-suite with a walk-in closet. The large family room is just off the kitchen with plenty of space for hanging out! There is a small bonus room off the family room perfect for an office, craft space or workout room. This is where you access the large, screened lanai and huge backyard that can be used for parking your boat, camper or, letting the dog roam, or playing with the kids. House comes with a riding lawn mower and a 55-inch Tv in the primary bedroom! Whether you are looking for a family home or an investment property, this home is worth a peak! Just moments from the Legacy Trail, Downtown Sarasota, UTC, beaches, and major roadways close by no matter your destination!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jo-Anne Sckowska, P.A (941-321-8975)
7549 PALMER GLEN CIR, SARASOTA, FL 34240
$659,00033 Days on yellowkey MLS ID: TB8506653
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2003Monthly Fee: $119 Tax: $5,043 (2025)Community: Palmer Glen, Ph 2Spa: YesSingle Family
Taxes:$5,043
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to peaceful, quiet Palmer Glen, a gated, upscale community that’s just a little bit country and a little bit city. Located just east of I-75, your new residence is a spacious, light, bright 4/3 pool home that features an open, split floor plan with plenty of room for the whole family. The soaring volume ceilings throughout add depth and drama, and the sliding doors in the family room and primary suite provide a gorgeous, tranquil water view. Sip a glass of wine on your screened and covered lanai while enjoying spectacular sunsets in the western sky. The spacious kitchen will be the center of your family’s new home and sports an extra-long breakfast bar and adjacent dinette area for communal gatherings. The Kitchen features stainless steel appliances, including double ovens. The living room, dining room and home office all feature inspiring tray ceilings that add to the upscale ambience of the entire home. Large 2 car garage, interior utility room with newer washer and dryer and HVAC 2020. The home also is fully wired for music with ceiling speakers throughout...just add your choice of playback system. Palmer Glen has no CDD fees and a low quarterly HOA fee. Close proximity to The Celery Fields and Rothenbach Park offers many opportunities for an active lifestyle full of biking, hiking and much more. Downtown, UTC shopping and SRQ Airport are all within convenient reach, and top rated schools increase the attractiveness of this wonderful property.. Make your appointment to see it today! All room measurements are estimates and should be verified by the buyer. There is no yard sign.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Howard Kleinfeld (727-418-4685)
2424 WOOD ST, SARASOTA, FL 34237
$958,00037 Days on yellowkey MLS ID: TB8507065
REDUCED by $40,000 (4.0%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2015 Tax: $9,947 (2025)Community: Hudson ParkSingle Family
Taxes:$9,947
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Golf Phuphanich (813-299-3320)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00074 Days on yellowkey MLS ID: A4688584
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Remarks: Virtually Staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2551 HIBISCUS ST, SARASOTA, FL 34239
$775,000130 Days on yellowkey MLS ID: A4681532
5 Days Off yellowkey (back on 6/9/2026)
REDUCED by $24,000 (3.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Taxes:$2,183
Remarks: Virtually Staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236
$549,900216 Days on yellowkey MLS ID: A4671208
REDUCED by $25,000 (4.3%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Monthly Fee: $1,217 Tax: $7,227 (2024)Community: Lido HarbourVilla
Taxes:$7,227
Remarks: Virtually Staged. Situated on the serene southern tip of Lido Key within the coveted First Lido community, Villa 12 delivers a coastal living experience that is increasingly rare—blending the privacy of a single-family home with the effortless, maintenance-free lifestyle of a ground-level villa. With 2 bedrooms, 2 full baths, and a versatile enclosed Florida room, this residence is ideal for those seeking a quiet island retreat with the vibrant energy of Lido Key just moments away. The villa has been significantly updated from the studs out, providing a fresh and clean interior canvas. The open-concept floor plan features porcelain tile flooring throughout and a modern kitchen appointed with brand-new appliances and sleek finishes—offering a bright, functional space for everyday living and hosting. While the core renovation work has been completed, the home remains a "living canvas," providing a unique opportunity for a new owner to add their own custom refinements and personal style to a high-potential space. Practicality is built-in with rare amenities, including a private attached carport for door-front parking and a dedicated in-unit laundry room. The enclosed Florida room adds valuable square footage, serving as a flexible den, office, or guest space. Just steps from your door, enjoy private beach access and a gulf-front pool where residents gather for sunset views. Positioned just minutes from St. Armand’s Circle and South Lido Park, the location is truly peerless. With a highly motivated seller ready to move, this property is priced to reflect its current condition and presents a significant opportunity for a buyer looking to secure a renovated Lido Key address at a competitive value. Whether you’re looking for a seasonal escape or a high-potential investment, Villa 12 offers a solid foundation in a premier beachside setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Anthony Rechul (248-930-6638)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999252 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSpa: YesSingle Family
Taxes:$13,348
Remarks: Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,600,00042 Days on yellowkey MLS ID: A4692379
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$21,387
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
3681 STOKES DR DR, SARASOTA, FL 34232
$459,0007 Days on yellowkey MLS ID: A4696293
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1228 Built: 1961 Tax: $1,978 (2025)Community: Ridgewood Estates Add 04Spa: YesSingle Family
Taxes:$1,978
Remarks: Slash Your Utility Bills and Live More Efficiently! Imagine enjoying a total annual electric bill of less than $600 while still heating and cooling your home, warming your pool and spa, and powering your everyday lifestyle. This meticulously maintained 3-bedroom, 2-bath home is packed with energy-saving upgrades designed to keep monthly expenses low without sacrificing comfort. The impressive solar system powers the home, pool, and spa, complemented by an energy-efficient hybrid AO Smith water heater, additional attic insulation, and numerous improvements that reflect years of thoughtful ownership. Major updates include a new roof (2018), whole-house repipe (2018), AC replacement (2017), newer windows, and a hurricane-rated garage door for added peace of mind. Inside, the inviting living room features custom built-in cabinetry and a 4K TV, creating the perfect space to relax and entertain. The remodeled kitchen offers soft-close drawers, LED under-cabinet and ceiling lighting, plus beautiful granite countertops and breakfast bar for easy living and effortless cleanup. Step outside to your private Florida retreat featuring a sparkling solar-heated pool with sun shelf, relaxing spa, kiddie safety fence, and an energy-efficient pool pump installed in 2021. Whether hosting friends or enjoying a quiet afternoon, this backyard is designed for year-round enjoyment. A Vivint security system with window and door sensors provides additional comfort and convenience at a low monthly cost. Best of all, there are NO HOA fees and NO CDD fees, helping keep ownership affordable. Conveniently located near I-75, shopping, dining, everyday conveniences, and just a short drive to the world-famous beaches of Siesta Beach, this home offers the perfect combination of efficiency, comfort, and location. Some furniture and the Shed are negotiable. Low bills, major updates, and a resort-style pool—this is Florida living made affordable.
Listing Agent: Midge Mccarthy (941-809-3800)
3422 FENWAY DR, SARASOTA, FL 34232
$325,0008 Days on yellowkey MLS ID: N6144623
1 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1973 Tax: $2,567 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,567
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated and meticulously maintained 3-bedroom, 2-bathroom home offering just under 1,300 square feet of comfortable and functional living space in the heart of Sarasota. Whether you’re searching for a primary residence, vacation getaway, or income-producing investment property, this home checks all the boxes. Designed with a desirable split floor plan, this home offers privacy and convenience for both homeowners and guests. The oversized primary suite serves as a peaceful retreat, featuring a spacious bedroom, large walk-in closet, and a private en-suite bathroom. Two additional bedrooms and a full guest bathroom are thoughtfully positioned on the opposite side of the home. Step inside and appreciate the many recent updates throughout, including newer kitchen cabinets, updated countertops, beautiful flooring, and fresh interior and exterior paint, creating a stylish and move-in-ready living space. The home features no carpet throughout, offering easy maintenance and a clean, modern feel. Being sold fully turnkey furnished, this property allows you to move right in or begin generating rental income immediately. The inviting living spaces flow seamlessly to the oversized screened-in lanai, providing the perfect place to relax, entertain guests, or enjoy Florida’s year-round sunshine. Outside, you’ll find a large, fully fenced backyard with plenty of room for pets, play, gardening, or even the future addition of a pool. For added peace of mind, the home is equipped with brand-new built in accordion hurricane shutters on every window, providing both convenience and storm protection. Located in one of Sarasota’s most desirable areas, this property offers no rental restrictions, making it an exceptional opportunity for investors, seasonal residents, first-time homebuyers, or those searching for their forever home. Enjoy being just minutes from world-famous Siesta Key Beach, exceptional dining, shopping, entertainment, parks, and top-rated schools. This move-in-ready home combines modern updates, flexibility, and an unbeatable location—all in one exceptional package. Whether you’re looking for a full-time residence, a seasonal retreat, or a strong investment opportunity, this Sarasota gem is ready to impress. IMPORTANT ITEMS: AC REPLACED IN 2022, HOT WATER HEATER REPLACED IN 2021, ROOF REPLACEMENT 2017. Schedule your tour today!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000476 Days on yellowkey MLS ID: A4640938
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Taxes:$10,150
Remarks: Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,175,00039 Days on yellowkey MLS ID: A4693046
REDUCED by $100,000 (3.1%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
204 COOLIDGE DR, SARASOTA, FL 34236
$3,750,00041 Days on yellowkey MLS ID: A4692051
REDUCED by $100,000 (2.6%) on 06/11/2026
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$56,468
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00083 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing Agent: Samantha Callaway (630-865-3189)
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