Location: Sarasota
Do Not Show Listings
7763 NIGHTFALL TER, SARASOTA, FL 34241
$724,70076 Days on yellowkey MLS ID: A4681756
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2940 Built: 2022Community: Skye Ranch Nbrhd 4 North Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: This 4-bedroom, 3.5-bath pool home offers a well-designed floor plan with the primary bedroom, laundry room, and a dedicated study conveniently located on the first floor. A gourmet kitchen with a gas stove, is ideal for both everyday living and entertaining. Upstairs, bedroom 2 features an ensuite bath, providing added privacy for guests or family members, along with additional bedrooms. Completing the upstairs a spacious game room and oversized loft provide endless flexibility—movie nights, game days, play zones, or creative spaces that evolve with your family. Outside, the screened lanai becomes the heart of the home, where evenings are spent floating in the pool, watching spectacular sunsets over the lake and green space beyond, and savoring the peaceful rhythm of Florida living. The lanai is outdoor kitchen ready with plumbing, gas, water, and electricity already in place. The home is equipped with solar panels providing full home energy consumption, resulting in exceptionally low average power bills of approximately $75/month. Located within a gated, amenity-rich community, residents enjoy an active lifestyle with indoor and outdoor basketball courts, sand volleyball, soccer field, rock climbing wall, ping pong, resort-style pool, mini-Olympic pool, splash pad, playground, dog park, and an onsite café for convenient dining. Walking distance to the new Skye Ranch K–8 School and just minutes to I-75, offering quick access to shopping, dining, and the world-renowned Siesta Key Beach with its sugar-sand shoreline.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jennifer Ford (941-376-5366)
5309 HIDDEN HARBOR RD, SARASOTA, FL 34242
$4,500,000192 Days on yellowkey MLS ID: A4668550
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 6655 Built: 2007Community: Hidden HarborSingle Family
Remarks: Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels composed of Brazilian Ipe decking, wood ceilings, a private grill area with a dramatic view up the canal and a resort like swimming pool and spa featuring a rock waterfall and paver patio to fill your sun filled afternoons. Upon entering the home, you will see the amount of detail and craftsmanship that was put into this home. Hand-scraped wood flooring, coffered tongue-n-groove ceilings, huge baseboard and crown molding throughout. Expansive windows let the natural light in and an aquarium glass wall in the kitchen/family room overlooks your lower deck, swimming pool, spa and water view. The home has well over 6000 square feet of living area with the master suite occupying the first-floor level. This home affords 6 bedrooms, 5 full baths, 2 half baths, a private office with built-in cabinetry, 2 wet bars one on each level, 2 laundries with one on each level, a Sports room/ man cave with a built-in entertainment center. Upstairs has 4 bedrooms, two of which are suites, a second family room/playroom, theater/entertainment room which connects to your second level deck. The main level of the home incorporates your kitchen, family room, pantry, wet bar, dining room, private office, master suite and laundry. The kitchen features a huge walk-in pantry with entry door, a huge center island with a granite top, Subzero refrigerator, a Wolf 6 burner/griddle stove, a Wolf warming drawer, a Wolf microwave, 2 drawer Fisher Paykel dishwasher and a second Miele dishwasher for all your entertainment needs. Each level has a wet bar with the lower level having a subzero wine refrigerator and a drink refrigerator and the upstairs level has a Fisher Paykel dishwasher, an ice-maker, microwave, and a refrigerator. For the car enthusiast you have two 2 car garages with separate drives which provides additional parking as well. This spectacular home is hard to match, and you won't be disappointed. The home has an elevation of 15 feet and also has a home generator to provide comfort and a sense of security during any power outages that may occur. Schedule an appointment to see your future home!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Brian Livesey (941-346-7454)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000425 Days on yellowkey MLS ID: A4640938
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2168 Built: 1990Community: Roberts Point 2Single Family
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)
4711 CEDRON CT, SARASOTA, FL 34240
$990,000394 Days on yellowkey MLS ID: A4646513
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3098 Built: 2024Community: ArtistrySingle Family
Remarks: One or more photo(s) has been virtually staged. This house comes with a REDUCED RATE as low as 5.375% (APR 5.654%) through preferred lender. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information. Some homes are close to everything but never feel peaceful. This one does both. Tucked on a quiet interior street in Artistry, this upgraded Van Gogh model sits on an oversized lakefront lot with wide, open water views—a setting that feels calm the moment you arrive, without giving up convenience. $990,000 | 3,009 SF | 3 Bedrooms + Double-Door Den Inside, it’s clean, bright, and intentionally finished: high ceilings, crisp architectural lines, and a soft neutral palette that feels elevated without forcing a specific style. The kitchen is built for real living and entertaining: quartzite backsplash, 36" gas cooktop, wall oven, oversized island, and generous storage. The expanded primary suite is a standout, framed by panoramic bay windows that bring the lake into the room and flood the space with natural light. Two guest bedrooms are positioned for privacy, and the double-door den gives you true flexibility—office, media room, or optional fourth bedroom. Outside, the extended lanai overlooks the water, and the oversized, uniquely shaped lot adds width and depth—more room to create the outdoor setup you actually want. Here’s the detail most buyers miss: the builder prep for a future pool is already done. The home is pre-plumbed for a custom pool with gas, water, and drainage already installed—so if you ever add a pool, you’re not starting from scratch. A tandem 3-car garage adds rare versatility for extra vehicle space, golf cart storage, a workshop, a gym corner, or simply the storage everyone wishes they had. Artistry is conveniently located near Lorraine Road and Palmer Boulevard, providing quick access to downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, and the Gulf beaches. With no CDD fees, a reasonable HOA, and amenities including pickleball and tennis courts, state-of-the-art fitness center, resort-style pool, community center, and playground, the lifestyle and long-term ownership costs align.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Robert Hildreth (941-326-0278)
2227 MONTCLAIR DR, SARASOTA, FL 34231
$825,000110 Days on yellowkey MLS ID: A4677183
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1970Community: Monticello Unit 1Apartment
Remarks: Attention investors! Owner left the place empty so you can begin immediately with your tenants! Owner was getting $2,500 each unit plus utilities. This nicely updated two-unit duplex in the desirable Phillippe Gardens community on Coquina Island offers excellent income potential in a highly sought-after location. Situated on a generous corner lot, each unit features three bedrooms and two bathrooms, including a private primary bath, along with a newer eat-in kitchen that flows seamlessly into the living room. Both units include a private backyard, an attached garage, and the convenience of a large side drive with ample parking. The property is ideally located just 10 minutes from Siesta Key Beach, 12 minutes from Siesta Key Village, and less than 20 minutes from major shopping, downtown Sarasota, and top local attractions. With easy access to US-41, waterfront dining, vibrant nightlife, and award-winning Gulf beaches, this turn-key duplex is perfectly positioned for strong rental demand. Priced to sell, it presents a rare opportunity for investors seeking a ready-to-go property in an exceptional Sarasota location.
Listing Agent: Lisa Sanders (773-398-0378)
35 WATERGATE DR #1403, SARASOTA, FL 34236
$3,100,00075 Days on yellowkey MLS ID: A4679133
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2990 Built: 2003Community: The Tower ResidencesCondo
Remarks: Set high on the 14th floor of the private, luxurious Ritz-Carlton Tower Residences, this elegant three-bedroom, three-bath residence captures breathtaking views of the blue-green waters of the Gulf and Sarasota Bay. Every room with Floor-to-ceiling windows fill the home with natural light, framing ever-changing skies, sparkling water, and glowing sunsets that feel like they were made just for you. Step outside to the nearly 600-square-foot terrace—perfect for morning coffee, sunset cocktails, and effortless entertaining. Inside, the professionally designed interior features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment center with televisions and surround sound—creating a space that is both elevated and comfortable. Every detail is designed to feel refined, inviting, and easy to live in. Living at The Ritz-Carlton is more than just owning a beautiful residence—it’s a world-class lifestyle with legendary service. Owner amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with sauna and steam baths, a massage room, and a resort-style outdoor heated pool and hot tub. Enjoy concierge service, 24-hour in-residence dining, valet, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, you’re just moments from the area’s finest beaches, shopping, dining, fishing, golf, theater, and art galleries. Membership opportunities are also available for The Members Golf, Beach and Spa Clubs, offering an additional layer of private, resort-style experiences.
Listing Agent: Amy Disalvo (941-780-8080)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$265,00037 Days on yellowkey MLS ID: A4686425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1983Community: Tallywood Ph 1 & 2Villa
Remarks: Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Sheri Wofford (941-809-8366)
16372 WINBURN DR, SARASOTA, FL 34240
$899,000205 Days on yellowkey MLS ID: N6140690
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2656 Built: 1976Community: Rainbow Ranch AcresSingle Family
Remarks: One or more photo(s) has been virtually staged. Highly desirable and rarely available. Be the first to enjoy this FULLY REMODELED and updated high and dry five-acre, four-bedroom, four-full-bath home. Rainbow Ranches is the perfect neighborhood if you are looking to enjoy daily visits from the resident wildlife. Enjoy a quiet cup of coffee while you watch deer, wild turkey, crested caracara, numerous hawk species and endless others as you stroll through or hang out in your own piece of heaven. Invite all your friends and enjoy a huge fire pit as you gaze up at the endless star-filled night sky, free from the city lights. The property also features a full 50-amp RV hookup with its own separate septic. A large concrete pad is in place, easily expanding this area into your dream RV location, workshop/garage, additional house/apartment or barn. The opportunities are endless. Recent updates include new PGT hurricane windows and sliders, all new interior and exterior doors, new AC units (2021/2024), a new roof, new vinyl siding, an updated kitchen, new flooring, updated baths, a full-house replumb, full electric upgrade, dual primary bedrooms, both with beautiful walk-in showers and frameless glass, new gutters facia and soffit, new interior paint, brand new well pump and the list goes on. This highly sought-after location in a friendly and quiet neighborhood has much to be desired. Bring your horses, cows, donkeys, bee farms or whatever your heart desires while still being close to all that Sarasota and Lakewood Ranch have to offer. Schedule your private showing today. You will be glad you did! This home does qualify for USDA financing!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Megan E. George, Pa (941-726-1998)
6512 MIDNIGHT PASS RD #303, SARASOTA, FL 34242
$2,190,000349 Days on yellowkey MLS ID: A4652317
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1763 Built: 2006Community: Crescent Siesta KeyCondo
Remarks: Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Ziad Sleit (941-928-5493)
5373 ELISEO ST, SARASOTA, FL 34238
$434,900171 Days on yellowkey MLS ID: TB8424622
1 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1846 Built: 2004Community: Villagewalk Unit 4ATownhouse
Remarks: Under contract-accepting backup offers. Refined Resort-Style Living in gated, maintenance-free VillageWalk on Palmer Ranch Discover this beautifully upgraded 3-bedroom, 3-bath Cayman model townhome in the highly desirable, 24-hour guarded and gated VillageWalk on Palmer Ranch. Built by DiVosta with reinforced steel and poured concrete walls, this maintenance-free home features Miami Dade windows, hurricane shutters, and reliable power for peace of mind. Ideally located near world-renowned Siesta Key Beach, Legacy Trail, A-rated schools, shopping, Costco, golf courses, and Sarasota’s arts and dining scene. Enjoy this lovely home, filled with natural light, an open floor plan, high ceilings, and seamless indoor-outdoor living. The gorgeous modern kitchen features granite countertops, stainless steel appliances, and glass tile backsplash. The counter-height kitchen peninsula opens to spacious dining and living areas. Offering views through grand sliding glass doors, enhanced with new electric blinds, to the expansive screened courtyard/lanai, perfect for seamless entertaining or relaxing in the lovely Florida sunshine. You can choose from three stunning primary bedrooms. Each bedroom includes a generous walk-in closet and an ensuite bath. The downstairs bedroom, currently used as an office/den, has direct access to a small porch and a newly upgraded bathroom. Upstairs, one suite offers a private balcony and a four-piece bathroom with double vanities, a large soaking tub, and a walk-in shower. At the same time, the other ensuite features a cozy nook and a fully remodeled ensuite bath, also with a walk-in shower. Additional highlights include new high-end Berber carpeting upstairs for a cozy feeling, an upstairs laundry room with cabinets and sink, a central vacuum system, a security system, and a two-car garage with attic space and storage racks. Enjoy true resort-style living with world-class amenities, including a waterfront Town Center with a stunning clubhouse, event rooms, and a catering kitchen for residents' private use or community events. Two pools (lagoon and lap), tiki bar, restaurant/café, fully equipped fitness center, 6 Har-Tru tennis courts, pickleball, bocce ball, basketball, salon, post office, gas station, and miles of walking and biking trails across 500+ acres of lush manicured landscaping. All within a walk, bike, or golf-cart ride from your front door. Schedule your private showing today and experience VillageWalk living and lifestyle at its finest!
Listing is courtesy of: BAYONE REALTY SERVICES (813-287-1020)
Listing Agent: Mark Silverstein (813-679-7488)
2883 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$449,000143 Days on yellowkey MLS ID: A4672263
0 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1437 Built: 2023Community: Windward/Lakewood Ranch Ph 1Villa
Remarks: Under contract-accepting backup offers. Welcome to an elegant Florida sanctuary in Windward at Lakewood Ranch, where everyday living is elevated by serene surroundings and the effortless charm of the Sunshine State. Crafted by Neal Communities with an eye for both beauty and thoughtful design, this paired villa offers tranquil pond views and a harmonious blend of refined comfort, privacy, and low-maintenance living within one of the region’s most coveted communities. The screened front entry extends the feeling of living space and sets a gracious tone, creating a breezy, welcoming transition into the home. Inside, you will discover two beautifully appointed bedrooms, two luxurious bathrooms, and a versatile flex room currently enjoyed as an art studio. IMPACT WINDOWS and SLIDERS throughout the home provide exceptional soundproofing, enhanced security, and energy efficiency, contributing to an environment that feels both serene and protected. The spacious kitchen, centered around an oversized island, invites effortless gatherings and flows seamlessly into the open living area. From here, the living space expands onto the extended screened lanai, an exquisite outdoor retreat pre-plumbed for a future gas grill. This serene setting enhances daily rituals, from tranquil mornings to evenings spent overlooking the calming water views. The exterior enriches the home’s allure with upgraded landscaping and thoughtfully designed outdoor lighting, creating a warm and distinguished presence from sunrise through the evening hours. Residents of Windward experience an exceptional collection of resort-style amenities that rival exclusive private clubs. The sophisticated clubhouse provides the perfect environment for social events, while multiple sparkling pools, tennis and pickleball courts, and a state-of-the-art fitness center offer endless opportunities for recreation, wellness, and relaxation. Whether you prefer an active lifestyle or the quiet enjoyment of your surroundings, Windward provides a beautifully balanced experience. Location completes the appeal. Downtown Sarasota, world-renowned Gulf Coast beaches, exceptional dining, boutique shopping, and vibrant entertainment are all within effortless reach, yet the ambiance within Windward remains soothing and restorative. With close proximity to SRQ Airport and easy driving access to acclaimed Florida theme parks, this villa captures the essence of refined Florida living and offers a lifestyle devoted to comfort, convenience, and the enjoyment of life’s most beautiful moments.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Joe Suarez (941-799-9397)
8325 38TH STREET CIR E #107, SARASOTA, FL 34243
$375,000387 Days on yellowkey MLS ID: A4647567
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 2005Community: Serenata SarasotaCondo
Remarks: Highly desirable FIRST FLOOR CORNER unit at the luxurious Serenata Condominiums! This unit was fully remodeled in 2020 to include: A/C and water heater, stunning/super durable epoxy flooring throughout, plantation shutters in every room, slow close cabinets in the kitchen, granite countertops in the kitchen/bathrooms, light fixtures and fans, bathroom vanities and toilets and a CARPORT make this unit stand out! Spectacular split floor plan featuring main living area with 9 foot ceilings, built-in shelves, oversize hurricane resistant windows/sliders to private screened patio. Each bedroom has a large walk in closet with a great view. This unit includes a breakfast bar, furniture quality wood cabinets, nice appliances, laundry room and a storage closet on the lanai. Serenata is a maintenance free gated community featuring the best resort style pool in the area. The property features meticulously maintained mature landscaping, 24 hour fitness center, lighted tennis court, game room, library, wifi access in the clubhouse/pool area and valet trash service. Publix, CVS, Starbucks, Panera Bread and many other stores are nearby. The new UTC Mall & SRQ Airport are 5 minutes away. Downtown & St. Armands are only 10-15 minutes away!
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
101 BENJAMIN FRANKLIN DR #73, SARASOTA, FL 34236
$1,195,00051 Days on yellowkey MLS ID: A4684981
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1275 Built: 1968Community: St Armand TowersCondo
Remarks: Location, location, location! Unobstructed Lido beach and ocean views from every room, coupled with a short walk to the pleasures of St. Armands Circle and glorious sunsets, make this fully furnished, turn-key two-bedroom, two-bathroom condominium on the 7th floor hard to beat. The entrance leads into an expansive, open concept living room, dining room, and kitchen, which opens onto the 40' balcony with fabulous panoramic ocean views. The kitchen features stainless steel appliances and granite countertops with space for bar stools to enjoy informal meals and the ocean views. The spacious king-size primary bedroom has private sliding doors opening onto the 40' long balcony, a built-in cabinet and desk and an en-suite bathroom with a shower and walk-in closet. A comfortable, versatile second bedroom features a wall of built-in shelves and sliding doors that open onto the balcony. There is a fully renovated second bathroom with a shower. A useful walk-in closet off the entrance offers great storage and completes this home. The unit has a new hot water heater, upgraded electrical panel, and new carpeting in most rooms. St. Armands Towers South was recently renovated with newly carpeted and painted hallways and a remodeled clubroom featuring a full kitchen, library and fitness room. Full laundry facilities are on every floor, and the building has onsite management and a maintenance supervisor. The condominium is pet-friendly (pets up to 25 lbs are allowed). The heated pool and newly planted lush tropical garden provide a peaceful oasis. Cross the street onto the fine sands of Lido Beach or walk a few minutes to the many wonderful restaurants and shops of St. Armands Circle. Downtown Sarasota with its fabled cultural scene is a short drive away by car or the Trolley Shuttle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Monte Levin (617-792-4741)
139 ADAIR AVE, SARASOTA, FL 34243
$500,000328 Days on yellowkey MLS ID: A4654370
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2038 Built: 1973Community: Whitfield Estates Blks 14-23 & 26Single Family
Remarks: West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
8278 GRANDE SHORES DR, SARASOTA, FL 34240
$1,450,00039 Days on yellowkey MLS ID: A4685951
0 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3135 Built: 2020Community: Lakehouse Cove/Waterside Ph 1Single Family
Remarks: This tastefully designed Weatherly floor plan offers 3 full bedrooms, a dedicated office/study, and a versatile flex space ideal for a second bonus room or den, all thoughtfully arranged to maximize both function and style. The home’s beautiful water view sets the tone for the fully upgraded outdoor living space, where a caged-in lanai with panoramic screening and concrete pavers creates a polished backdrop for everyday enjoyment and entertaining. The resort-style pool and spa with three waterfalls and a sun shelf bring a true luxury feel outdoors, while the premium outdoor kitchen with AOG grill, refrigerator, sink, custom powder-coated hurricane shutter, outdoor ceiling fans, fenced dog run, and redesigned front and rear landscaping make the exterior just as impressive as the interior. Inside, the home continues with a long list of elevated finishes and custom details, including a gourmet kitchen with gas cooktop, range hood, stainless GE appliances, quartz countertops, an oversized peninsula bartop that seats 6, an oversized island with extra storage, soft-close cabinetry, and a butler’s pantry complete with a wine fridge and 36-bottle wine rack. Plantation shutters throughout, impact glass windows and doors, electric shades on the rear sliding doors, vaulted ceilings, tray ceilings, upgraded light fixtures and chandeliers, and quartz countertops throughout add both style and substance. The entry makes a strong first impression with a custom floating cabinet and designer mirror feature wall, while the living room is anchored by a dramatic 100-inch fireplace with mirrored feature wall. The flex space is further enhanced by a wood accent ceiling, and the owner’s suite offers two walk-in closets, private lanai access, a tray ceiling, and an ensuite bath with dual vanities and a step-in shower. A well-equipped laundry room with utility sink and cabinets adds convenience, and thoughtful extras like a Ring camera complete the home. Located in LakeHouse Cove at Waterside in Lakewood Ranch, residents enjoy access to a state-of-the-art community center, fitness center, resort-style pool, pickleball courts, bocce ball, a dog park, playground, kayak launch and storage, and lifestyle programming through the community’s lifestyle director. LakeHouse Cove is part of Waterside, Lakewood Ranch’s first village in Sarasota County, with convenient access to Waterside Place, where residents can enjoy dining, shopping, events, trails, green space, and waterfront gathering areas. Its central location also puts you just a short drive from Sarasota-Bradenton International Airport (SRQ), with convenient access to Tampa International Airport (TPA) for additional domestic and international travel options. University Town Center’s shopping, dining, and everyday conveniences are nearby, and some of the area’s most sought-after Gulf Coast destinations, including Sarasota and Bradenton beaches, are easily within reach. The location also offers convenient access to several area private school options, including The Out-of-Door Academy’s Lakewood Ranch campus, Saint Stephen’s in Bradenton, and Cardinal Mooney High School in Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Alexis Zibolis (941-725-3060)
2363 MILFORD CIR, SARASOTA, FL 34239
$510,000327 Days on yellowkey MLS ID: A4654562
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1402 Built: 1960Community: Pittman-Campo SubSingle Family
Remarks: Step inside this lovingly updated Sarasota gem and experience the harmonious blend of classic Florida living and crisp, contemporary design. Nestled on a lush, professionally landscaped corner lot in a highly sought-after, no-HOA neighborhood, this 3 bedroom, 2.5 bathroom home delivers the open, sun-splashed lifestyle everyone is searching for. As you walk in, you will discover a true entertainer’s dream. The open-concept layout revolves around a beautifully designed chef’s kitchen outfitted with quartz countertops, a deep farmhouse sink, upgraded stainless steel appliances, and a striking stone-and-metal backsplash that sets the tone for unforgettable gatherings. The living and dining areas are flooded with natural light thanks to the home’s southern exposure and a series of sliding glass doors that line the walls, creating an effortless transition to the screened lanai and bringing the outdoors in. Bamboo flooring adds warmth and style throughout, complementing the fresh, coastal feel. The spacious primary suite is a private sanctuary featuring custom, hand-crafted solid-wood closet doors and a wide sliding glass door that opens directly to the lanai—a picturesque spot for enjoying a quiet morning coffee or a warm evening breeze. The second bedroom continues the theme of artisan touches with more custom closet doors, while the third bedroom, with its own separate exterior entrance and en-suite half bath, offers flexibility as a guest suite, home office, fitness studio, or creative space. The screened lanai is a true extension of the living area, featuring a beautifully crafted wood-accented ceiling that adds charm and character. This fully fenced outdoor space is ideal for relaxing, dining, or entertaining year-round. Encircling the home, vibrant tropical landscaping boosts curb appeal and creates a serene, secluded atmosphere—perfect for hosting casual neighborhood barbecues, unwinding with a good book in a hammock, or letting pets play freely. Located just a half mile from Arlington Park, this home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips. From swimming laps at the aquatic center and working out at the gym to enjoying outdoor fitness stations, shooting hoops, playing tennis, or meandering along scenic walking trails, there’s no shortage of ways to stay engaged and connected. Even your four-legged friends will love the two nearby dog parks. Beyond the neighborhood, you’re only minutes from Sarasota’s world-famous beaches, its lively downtown arts and dining scene, and highly rated schools—all within one of the city’s most desirable and minimally restricted neighborhoods, and no HOA fees. Move-in ready and full of upgrades, NEW AC AND FENCE IN 2022. HOME WAS FULLY RE-PIPED IN 2023, GUTTER GUARDS AND FULL IRRIGATION SYSTEM. Don’t miss your chance, schedule your showing today and experience the lifestyle you've been dreaming of!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
3864 WILSHIRE CIR W #106, SARASOTA, FL 34238
$369,90047 Days on yellowkey MLS ID: A4685505
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2024 Built: 1985Community: Lakeshore VillageCondo
Remarks: Under contract-accepting backup offers. Be mesmerized with idyllic water views from your great room in this fantastic 55+ villa in Lakeshore Village. Three bedrooms and two baths (one bedroom currently being used as a den) give you room to spread out with the guest bedroom separated from the primary bedroom for privacy. Upgrades include impact glass windows, laminate flooring, custom cabinetry with granite countertops in the kitchen and epoxy flooring and built-ins in the garage. The Florida room has been opened to the great room and kitchen for an open floor plan with the vaulted ceilings and sky lights giving a sense of space and light. The roof is concrete tile for long wear, and the unit has been fully re-piped. Lakeshore Village offers easy, maintenance-free living with loads of amenities: community pool, party room, pool table, tennis courts and pickleball. It’s conveniently located to I-75 and Siesta Key beaches and is a short drive to downtown Sarasota’s cultural activities, shops and restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Barb Standish (941-504-9458)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$495,000144 Days on yellowkey MLS ID: A4674069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Community: Whispering SandsCondo
Remarks: One or more photo(s) has been virtually staged. Affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. Welcome to this recently updated 2 bed/2 bath, DOUBLE LANAI CORNER unit nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of private beach. The freshly painted interior features NEW luxury vinyl plank flooring, interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and new ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE beach. The clubhouse is currently undergoing complete remodeling. Upon completion in early 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
5123 FLAG ST, SARASOTA, FL 34232
$455,00073 Days on yellowkey MLS ID: TB8474541
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1855 Built: 2018Community: Enclave/Frst LakesTownhouse
Remarks: QUALIFIED BUYERS MAY BE ELIGIBLE TO RECEIVE A 4.99% INTEREST RATE FOR THE FIRST YEAR AT NO ADDITIONAL COST BY USING PREFERRED LENDER. Welcome to this beautifully updated townhome in the Enclave community in Sarasota, featuring a brand new roof and a low-maintenance lifestyle that makes everyday living easy. From the moment you walk in, you’re immediately drawn to the stylish porcelain tile flooring and soaring ceilings that create a bright, open feel. The entryway leads into a thoughtfully designed floor plan and into the kitchen, where quartz countertops, 42-inch white cabinetry, stainless steel appliances, and a striking tile backsplash come together in a clean, modern design. The kitchen flows seamlessly into the living area, making it a great setup for entertaining or simply relaxing at home. A half bath for guests is conveniently positioned on the first floor. The primary suite is also located on the main level, providing the ease and privacy of first-floor living. The en-suite bathroom includes dual vanities, a walk-in shower, and a large closet with upgraded custom built-ins. Upstairs, you’ll find a versatile flex space that can serve as a home office, media room, workout area, or play space—whatever fits your lifestyle. Both guest bedrooms include custom closet systems and share a well-appointed bathroom with a tub/shower combination. The entire second floor has been updated with luxury vinyl flooring, and there’s also a generously sized storage room upstairs, providing plenty of space for seasonal items and extras. Step outside to enjoy the screened-in patio, a perfect spot for morning coffee or winding down in the evening. Additional features include a 2-car garage and a dedicated laundry room for added convenience. Residents of Enclave enjoy access to a resort-style pool, grilling area, and dog park, all within a well-maintained community. Located just minutes from downtown Sarasota, Southgate, world-class beaches, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, style, and location.
Listing Agent: Blake Lindenmeyer (217-508-3098)
1000 BOULEVARD OF THE ARTS #903, SARASOTA, FL 34236
$2,129,00038 Days on yellowkey MLS ID: A4686848
3 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 3.0 Liv Area Sq Ft: 1896 Built: 2026Community: 1000 Boulevard Of The ArtsCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. On the ninth floor, Residence 0903 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
Listing Agent: Joey Lopez (917-962-2448)
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