Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000150 Days on yellowkey MLS ID: A4672819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,729
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
4489 LONGMEADOW #74, SARASOTA, FL 34235
$295,900189 Days on yellowkey MLS ID: A4668216
REDUCED by $2,000 (0.7%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1984 Tax: $2,800 (2024)Community: Woodland GroveCondo
Taxes:$2,800
Elementary School: Gocio Elementary
Remarks: This move-in-ready 2 bedroom, 2 bath condo has been tastefully updated with designer touches. New high impact, hurricane rated sliders and windows make this perfect for year round or seasonal living. Upscale crown molding throughout and no pop-corn ceilings. There is Bamboo flooring with new base boards in all rooms. New tile in the Florida room, bathrooms and laundry room. All closets have custom designed wood shelving along with extra cabinets and storage in the laundry room and primary suite. The owner added additional lighting and ceilings fans. The gourmet kitchen boasts quartz counters, newer appliances and extra cabinets and storage. Enjoy morning coffee or evening beverage from the very private Florida room overlooking the trees and golf course. Woodland Grove is well maintained, has low quarterly fees and is nestled in the active community known as The Meadows. As a resident you will have access to the public and private amenities at The Meadows Country Club (membership is not mandatory) including three 18 hole golf courses, 15 Har-Tru tennis courts, pickleball courts, newly renovated fitness center and 17 miles of walking trails. Renaissance benefits are available for residents. Live your best Florida lifestyle while being close to Dining, Doctors, Downtown Cultural Venues, University Town Center and Whole Foods. Mote aquarium is 2 miles away. Enjoy viewing the Olympic rowing at nearby Benderson Park. You won't be disappointed.
Listing is courtesy of: GALLERY PROPERTIES INTERNATION (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
5242 WEDGEWOOD LN #62, SARASOTA, FL 34235
$274,900166 Days on yellowkey MLS ID: A4669985
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $3,021 (2024)Community: Wedgewood LakeCondo
Taxes:$3,021
Remarks: Escape the cold and enjoy easy, carefree Florida living in this light-filled 2-bedroom, 2-bath condo with soothing golf course and pond views. Designed with a split-bedroom floor plan, it offers comfort and privacy for visiting friends and family. The primary suite features a walk-in closet and double sinks, while the kitchen with new appliances makes settling in effortless. Located in The Meadows, a beautifully landscaped, well-established community, this condo is perfect for lock-and-leave seasonal living. Enjoy miles of paved walking and biking trails, a public golf course, on-site dining, and stunning oak and palm-lined scenery. Just minutes from UTC Mall, Benderson Park, and I-75, and only 20 minutes to Sarasota’s beaches, theaters, arts scene, and St. Armands Circle—everything you love about winter in Florida is right outside your door. There is a one time $1,000 Capital Improvement fee to the Buyer. Go and Show. Unit is vacant.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Corrine Wagner (941-313-4982)
4646 LONGWATER CHASE #98, SARASOTA, FL 34235
$299,900101 Days on yellowkey MLS ID: N6142292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979Monthly Fee: $332 Tax: $2,824 (2024)Community: Longwater ChaseSpa: NoCondo
Taxes:$2,824
Remarks: One or more photo(s) has been virtually staged. Don’t look any further! ***You just found your new home!*** Welcome to this beautifully presented, 2BD /2BA, 2nd FLOOR, CORNER, END UNIT, COMPLETELY UPDATED with CARPORT and extra STORAGE! Your own slice of paradise awaits. BRAND NEW A/C (June 2025). NO CDD. NOT in the Flood Zone. This condo is just minutes away from shopping centers, downtown, restaurants and world-famous beaches. Very welcoming, owner occupied home in LONGWATER CHASE, secluded community within THE MEADOWS Golf and Country Club is waiting for you! Lots of natural light throughout, new, luxury laminate flooring, freshly repainted. NEW kitchen with beautiful cabinets, upper ones going right to the to the ceiling, all soft closing, very stylish GRANITE COUNTERS and has designated place for a breakfast table by the window. Spacious living room with dining area is full of natural light and is leading to the good size, fully screened balcony overlooking a greenery and the pool. Great place to enjoy your morning coffee and evening glass of wine. The sun-filled, generous size Primary Bedroom Suite featuring elegantly remodeled bathroom with new vanity, fully tiled step-in shower and glass doors. Split bedroom floorplan offers lots of privacy when having guests. The 2nd bedroom has it's own, private upgraded bathroom and balcony making it perfect when friends and family come to visit. In-unit laundry room comes with newer LG stackable washer & dryer and offers extra storage space. THE MEADOWS is not only a place to live, it’s a lifestyle you deserve offering amenities like heated pool, 14 miles of trails for walking, biking, jogging, access to 18-hole golf courses, fitness center, pickleball courts and more. This condo also has a deeded carport and storage unit and plenty of parking spaces for your guests. The location is unbeatable! Don’t miss out, schedule your showing today!
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Emilia Hankiewicz (941-323-3734)
5310 N TUTTLE AVE, SARASOTA, FL 34234
$850,00025 Days on yellowkey MLS ID: A4685035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2408 Built: 1956 Tax: $7,598 (2025)Community: Desoto AcresSpa: NoSingle Family
Taxes:$7,598
Tax Year: 2025
Remarks: Invest in one of central Sarasota’s most versatile acreage opportunities with this gated 2.23-acre RE1-zoned estate in the historic Desoto Acres community, offering rare land-use flexibility with no active HOA and no enforced deed restrictions. Positioned for future growth, the property is fully secured with perimeter fencing and an electronic security gate at the 53rd Street entrance, with dual asphalt driveways already installed to support expanded use. A cleared and prepped secondary build site provides immediate potential for a detached guest house, ADU, or professional-grade workshop. Approximately $106,000 in recent capital improvements—including a 2023 roof, 2019 HVAC, new water heater, heavy-duty double septic system with lift station, and a deep-drilled 251-ft well recently rejetted with a brand-new submersible pump—significantly reduce future infrastructure costs and strengthen development readiness. While the existing residence is dated, it is fully functional and refreshed with a brand-new mini-split system in the owner’s suite, providing immediate climate-controlled comfort for a primary resident or a phased renovation project. A four-car garage configuration includes an oversized attached two-car garage and a detached air-conditioned workshop, plus 50-amp RV hookups to accommodate specialty storage needs. Located just minutes from UTC and downtown Sarasota, this property represents a strategic land-bank or custom compound opportunity with substantial upside potential. This is a rare find for the buyer who values independence, infrastructure, and a blank canvas for their Florida lifestyle. Schedule your private tour and evaluate the possibilities today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000209 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Elementary School: Southside Elementary
Remarks: Every day is a vacation living on the beach. Imagine living in a Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. This versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience the resort-like lifestyle firsthand. Membership to the Ritz Beach Club is included with no waiting list.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1300 BENJAMIN FRANKLIN DR #303, SARASOTA, FL 34236
$2,150,00053 Days on yellowkey MLS ID: A4683750
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1855 Built: 2005 Tax: $21,731 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$21,731
Remarks: Ritz-Carlton Beach Club Membership is available with this residence. Indulge in resort-style luxury with the famed Ritz-Carlton experience right on Lido Beach. This west-facing residence captures the essence of island sophistication, where breathtaking sunsets, swaying palms, and the rhythmic roar of the Gulf create an eternal, relaxing backdrop for everyday coastal living. From the moment you enter, you are welcomed by 10 ft floor-to-ceiling glass walls that invite natural light and sweeping views, a generous wraparound terrace that extends your living space out to the Gulf's sea breeze. Thoughtful design & flexible living spaces define this refined residence. The oversized primary suite invites you to unwind in a true sanctuary of comfort, with tranquil light, generous proportions, & a spa-like aura. The primary suite features a California-style walk-in closet/dressing room. Adjacent, a versatile bedroom awaits your vision—configure it as a second bedroom for guests, a private study for focused work, or a serene reading nook to savor quiet moments. The chef-ready kitchen is a culinary enthusiast’s dream; gleaming Quartz countertops, professional-grade Wolf, Bosch, and Sub-Zero appliances, New solid-wood cabinetry, and a spacious pantry. As a bonus, the Sub-Zero refrigerator is equipped with a built-in reverse-osmosis filtration system for pristine, purified water. Rich wood flooring flows seamlessly throughout, complemented by marble baths that exude timeless elegance. The home is being sold beautifully furnished by Restoration Hardware, combining classic luxury with modern practicality. Every piece is thoughtfully selected to harmonize with the architecture, creating a cohesive, effortless atmosphere. From the curated lighting to the tactful texture play, this residence embodies refined living at its best. Every aspect of this residence has been meticulously upgraded, featuring a new HVAC system & a new tankless water heater. Living at The Beach Residences means embracing the iconic Ritz-Carlton lifestyle with a full suite of concierge services & world-class amenities. Dive into the resort-style pool & spa, savor social moments in the well-appointed social room, or host guests in two elegant guest suites. Enjoy Ritz amenities, including a pool, spa, social room, 2 guest suites, boardroom, theater, & gym. Beach Club membership is included for instant enjoyment. Pet-friendly: 2 pets welcome, no weight limit. Beachfront living on Lido Beach means easy access to sun, sand, and sea, all within a refined, secure, amenity-rich setting. The Ritz Beach Club is just steps away (membership available for immediate enjoyment). Enjoy the beachside resort-style pool, restaurant, and bar. Convenience and culture are minutes away from St. Armands Circle, where you will find some of the finest dining and boutique shopping, and a short stroll to downtown Sarasota’s vibrant theaters, opera, galleries, and restaurants. You will enjoy the best of both worlds: the pristine beauty of coastal living with the sophistication and service you expect from the Ritz-Carlton. In short, this exceptional residence embodies the Ritz-Carlton tradition—unmatched service, unparalleled amenities, and the beauty of Lido Beach. The Gulf meets Ritzy in a living space that defines coastal luxury at its finest. This is resort-inspired comfort, reimagined for everyday life, where elegance, convenience, & the Gulf breeze come home with you.
843 MOLLY CIR, SARASOTA, FL 34232
$784,99963 Days on yellowkey MLS ID: A4680444
REDUCED by $4,001 (0.5%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015Monthly Fee: $240 Tax: $6,666 (2025)Community: Whitaker ParkSingle Family
Taxes:$6,666
Remarks: WELCOME TO YOUR FLORIDA PARADISE, THE LARGEST LAYOUT IN WHITAKER PARK!! ***BRING ON THE OFFERS, AS LONG AS THEY ARE FAIR, THEY WILL BE CONSIDERED*** Situated in a prime Sarasota location, this beautifully maintained lakefront residence is nestled within the intimate and highly desirable Whitaker Park community, comprised of just 80 homes. Offering 4 bedrooms and 3.5 bathrooms, this home features a stunning pool and a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just minutes from UTC shopping, dining, and countless attractions, as well as Downtown Sarasota, the location is truly exceptional. Nearby Bay Park provides unlimited free activities, while the Van Wezel Performing Arts Hall is only minutes away, making this home ideal for those who value both convenience and culture. The Ringling Museum, Opera House, and Ballet are also just moments away. The main living level features a primary suite on the first floor, creating a private and convenient retreat. The first-floor primary suite offers a spa-like bathroom complete with a Jacuzzi tub, walk-in shower, and an expansive walk-in closet, providing a peaceful escape from the rest of the home. Upstairs, a spacious loft and bonus area deliver flexible living space, ideal for a media room, home office, or additional family area. Three additional bedrooms are located on the second level, two with walk-in closets, along with two full bathrooms—one shared and one en suite—making the layout perfect for guests or multi-generational living. Ample storage throughout the home is an added bonus. Upon entry, an open foyer welcomes you and flows seamlessly into the heart of the home—an expansive kitchen and great room designed for both everyday living and entertaining. Soaring ceilings, quality finishes, generous counter space, and a large center island make this space ideal for hosting gatherings or enjoying relaxed family meals. Glass sliders extend the living space outdoors to a screened lanai featuring a perfectly sized swimming pool with night lighting and a tranquil fountain, all overlooking a serene lake and pond setting. The lanai is well-lit and equipped with a ceiling fan for added evening comfort. The home’s west-facing orientation allows the sun to rise over the lanai in the morning and move away by the afternoon, creating comfortable, shaded outdoor living during the warmer parts of the day—perfect for dining, lounging, or unwinding poolside. Mature tropical landscaping enhances privacy while complementing the peaceful lakefront backdrop. Residents enjoy a well-maintained community with HOA-provided lawn care, including weekly mowing and monthly edging, allowing for truly low-maintenance living, along with top-tier pest control and an integrated sprinkler system. Certain furniture pieces and decorative items may be available for additional cost with a qualified buyer. Centrally located near world-class white quartz sand beaches such as Siesta Key and Lido Beach, along with premier shopping, dining, cultural attractions, and SRQ Airport, this lakefront home delivers exceptional convenience and lifestyle appeal in one of Sarasota’s most desirable communities. Ideally situated just minutes from I-75, this home offers exceptional convenience for commuting and travel while still providing a quiet, comfortable setting without the noise or disruptions often associated with highway living.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Gerry Tomchinsky (941-577-5184)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$1,000,000181 Days on yellowkey MLS ID: A4669063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
High School: Sarasota High
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$1,025,00098 Days on yellowkey MLS ID: A4676300
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Elementary School: Alta Vista Elementary
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
101 S GULFSTREAM AVE #9A, SARASOTA, FL 34236
$490,00097 Days on yellowkey MLS ID: A4678189
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $4,539 (2025)Community: Dolphin TowerCondo
Taxes:$4,539
Remarks: Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$354,00073 Days on yellowkey MLS ID: A4681493
REDUCED by $5,000 (1.4%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00011 Days on yellowkey MLS ID: A4688486
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Remarks: 4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000130 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
835 INDIANA LN, SARASOTA, FL 34234
$450,000388 Days on yellowkey MLS ID: A4646238
0 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1373 Built: 1957 Tax: $5,793 (2024)Community: Bay HavenSingle Family
Taxes:$5,793
Remarks: Under contract-accepting backup offers. DESIRABLE 3 BEDROOM/2BATH HOME LOCATED WEST OF THE TRAIL. ONLY 2 STREETS AWAY FROM THE SARASOTA BAY, CLOSE TO RINGLING ART MUSEUM, SRQ AIRPORT, NEW COLLEGE, USF, DOWNTOWN SARASOTA SHOPPING, RESTURANTS AND MORE. REPLACED NEW ROOF IN 2024.
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Mike Horner (941-544-3315)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000207 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Tax Year: 2023
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000340 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing Agent: Lenore Treiman (941-356-9642)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00088 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000195 Days on yellowkey MLS ID: A4666660
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000180 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
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