Location: Sarasota
Do Not Show Listings
1681 OAK ST, SARASOTA, FL 34236
$2,799,00022 Days on yellowkey MLS ID: A4697829
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3128 Built: 2026 Tax: $8,071 (2025)Community: Pos Corr Sub Of Pt Of BSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,071
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Virtually Staged. Rare brand-new construction in the heart of Laurel Park, 1681 Oak Street offers the ideal blend of modern luxury, thoughtful functionality, and an unbeatable downtown Sarasota lifestyle. Perfectly positioned in one of Sarasota’s most sought-after neighborhoods, this newly built residence places you just moments from downtown dining, shopping, Bayfront Park, Burns Court, Marina Jack, and Sarasota’s world-renowned Gulf beaches, while offering the charm and convenience of coveted downtown living. Spanning 3,128 square feet, the thoughtfully designed two-story floor plan features five bedrooms and four baths, including a first-floor primary suite and an additional main-level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a layout that balances everyday comfort with long-term versatility. Designed for both elevated entertaining and daily living, the open-concept interior is centered around a beautifully appointed kitchen with premium Thermador appliances, custom cabinetry, quartzite surfaces, and seamless connection to the main living spaces. Expansive impact-rated PGT windows and doors fill the home with natural light while providing peace of mind and enhancing the home’s clean, modern aesthetic. Outside, a serene private pool creates a true backyard retreat and extends the living experience outdoors for year-round enjoyment. Whether hosting friends after dinner downtown or enjoying a quiet afternoon at home, the outdoor setting offers the perfect balance of privacy and relaxation. Located within the highly sought-after Southside Elementary School district and just minutes from Sarasota’s beaches, cultural amenities, restaurants, parks, and waterfront, 1681 Oak Street presents a rare opportunity to own a newly built home in Laurel Park, where quality construction, location, and lifestyle come together in one exceptional offering.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
319 BEARDED OAKS CIR, SARASOTA, FL 34232
$595,0004 Days on yellowkey MLS ID: A4699157
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992Monthly Fee: $190 Tax: $1,432 (2025)Community: Bearded OaksSingle Family
Taxes:$1,432
Elementary School: None
High School: None
Middle School: None
Remarks: Designer-Owned. Completely Updated. Perfectly Located. Welcome to Bearded Oaks, one of Sarasota's best-kept secrets—a quiet enclave of just 57 homes offering low-maintenance living in the heart of the city. Whether you're a young professional, a physician or healthcare worker at nearby Sarasota Memorial Hospital, a growing family, or a seasonal resident looking for a turnkey Florida retreat, this home delivers the perfect combination of style, convenience, and peace of mind. Ideally situated within Sarasota city limits, you're less than 10 minutes from vibrant Downtown Sarasota and University Town Center (UTC), only a few miles from Sarasota Memorial Hospital, and just a short drive to world-renowned beaches, waterfront dining, shopping, arts, and entertainment. This beautifully renovated 3-bedroom, 2-bath residence has been thoughtfully transformed over the years, with nearly every major system and finish updated—allowing the next owner to simply move in and enjoy. Inside, you'll find a bright, open floor plan highlighted by designer finishes, luxury flooring throughout, custom built-ins, and a striking faux fireplace that anchors the living space. The beautifully redesigned kitchen features premium KitchenAid appliances, updated cabinetry, and an inviting layout ideal for both everyday living and entertaining. Both bathrooms have been completely remodeled, including a reconfigured primary bath that creates a true spa-like retreat. Additional upgrades include a whole-home water filtration system, updated water heater and HVAC, and a spacious two-car garage complete with built-in cabinetry for exceptional organization and storage. The improvements continue outside. Hardie® siding, insulated double-pane windows, hurricane shutters, and extensive exterior renovations were completed during the home's comprehensive remodel. In 2023, a new roof with hurricane-rated skylights was installed, while 2024 brought professionally refreshed landscaping, additional trees and plantings with dedicated irrigation, and elegant landscape lighting that enhances the home's curb appeal long after sunset. Beyond the home itself, Bearded Oaks offers an easy, low-maintenance lifestyle with HOA dues of only $190 monthly, covering lawn maintenance, community irrigation, and access to the neighborhood pool. It's the perfect setting for full-time residents and seasonal homeowners alike. Homes where the major improvements have already been completed are becoming increasingly difficult to find in Sarasota. Combining thoughtful design, extensive updates, an unbeatable central location, and exceptional pride of ownership, this designer-owned residence offers a rare opportunity to enjoy the very best of Sarasota living. Furniture is available under a separate bill of sale, creating the opportunity for a truly turnkey purchase
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Douglas Clark (941-928-2108)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$524,90089 Days on yellowkey MLS ID: A4689910
REDUCED by $15,100 (2.8%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $261 Tax: $5,635 (2025)Community: Luna BaySingle Family
Taxes:$5,635
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Cul-de-sac charm, coastal vibes, and low maintenance living – this one feels like home! Perfectly positioned in the heart of Sarasota, this thoughtfully refreshed 3 bedroom, two and a half bath, plus office residence offers versatility for comfortable modern living. Delivering a light-filled, open concept layout - the kitchen takes center stage with extended quartz countertops, a stunning oversized island, a sleek glass-tile backsplash and built-in beverage bar – perfect for gathering and entertaining. The den, complete with French doors, provides a private retreat suited for a fourth bedroom, an office, or playroom. The bedrooms have been outfitted with custom closets, and the bathrooms have been elevated with a light, refined aesthetic. Enjoy time outdoors on your private screened-in lanai overlooking a fully fenced backyard – ideal for relaxing, outdoor activities and a place for your furry family members to roam and play. Located in THE top-rated school district of Ashton Elementary, Sarasota Middle and Riverview High and just a short drive from world-renowned Siesta Key Beach, Downtown Sarasota, I-75, Legacy Trail and Urfer Family Park- this home offers an elevated blend of convenience and lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
843 MOLLY CIR, SARASOTA, FL 34232
$799,00013 Days on yellowkey MLS ID: A4698425
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015Monthly Fee: $256 Tax: $6,666 (2025)Community: Whitaker ParkSingle Family
Taxes:$6,666
Remarks: Discover your own slice of Florida paradise in the heart of Sarasota with this stunning lakefront residence, ideally situated in the highly desirable Whitaker Park community, an exclusive enclave comprised of just 80 homes. Boasting the community's largest floor plan with nearly 3,000 square feet, this meticulously maintained 4-bedroom, 3.5-bathroom home offers a blend of luxury and effortless indoor-outdoor living. Inside, soaring 10-foot ceilings create an open, airy feel, while the expansive gourmet kitchen with a large center island flows seamlessly into the light-filled great room—perfect for entertaining family and friends. The main level serves as a private sanctuary with a spacious primary suite, while the upstairs retreat features a versatile loft and three additional bedrooms, including a private en-suite, providing exceptional flexibility for family or guests. Step through the glass sliders onto your private screened lanai, thoughtfully positioned on the east side of the home to maximize your daily comfort. Enjoy peaceful morning coffees under the covered roof before the midday heat, or unwind after 3:00 PM when the entire lanai transitions into cool, refreshing shade—the perfect backdrop for an afternoon swim. The pool features customizable fountain timer settings to suit your daily rhythm, as well as an integrated internal lamp that beautifully illuminates the water at dark, creating an enchanting atmosphere for evening poolside dinners. Beyond the home, enjoy true low-maintenance living with a comprehensive HOA that covers lawn care, landscaping, pest control, and the irrigation system in a quiet, beautifully manicured neighborhood. Ideally positioned near Sarasota's premier attractions, world-class destinations including Siesta Key, Lido Beach, Longboat Key, Downtown Sarasota, the UTC Shopping Center, SRQ International Airport, The Ringling Museum of Art, and Nathan Benderson Park are all just minutes away. This rare opportunity perfectly balances peaceful tropical serenity with unmatched access to Sarasota's renowned beaches, dining, shopping, arts, recreation, and entertainment.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
5005 CANTERBURY DR, SARASOTA, FL 34243
$744,75019 Days on yellowkey MLS ID: A4698046
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2451 Built: 1981 Tax: $6,537 (2024)Community: De Soto Lakes Country Club 1Single Family
Taxes:$6,537
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Rare Palm Aire opportunity offering the freedom, flexibility, and Florida lifestyle so many buyers are looking for. Perfectly positioned along the second hole of the Champions Course at Palm Aire Country Club, this beautifully renovated home offers serene golf course views with NO HOA and NO deed restrictions — giving you the ability to keep your boat, RV, golf cart, work vehicle, or other recreational equipment right at home. Renovated in late 2023, this charming two-story Cape Cod-style residence blends timeless character with thoughtful modern updates. The main level features durable luxury vinyl plank flooring, while the staircase and entire second floor showcase rich hardwood floors. The open kitchen and family room create an inviting everyday living space, complete with granite countertops, soft-close cabinetry, and views out to the pool and golf course beyond. The first-floor primary suite offers comfort and convenience, featuring a spacious walk-in closet and a beautifully updated en-suite bath. Upstairs, two additional bedrooms and a full bathroom provide flexible space for guest rooms, office space, hobbies, fitness, media, or additional storage. Step outside and enjoy your own private Florida retreat. The pool deck was refreshed in 2024 with new brick pavers, creating a beautiful setting for relaxing, entertaining, or enjoying the peaceful golf course backdrop. With no HOA fees and no deed restrictions limiting how you use your property, this home offers a level of flexibility that is increasingly hard to find. Furniture is negotiable, making this move-in-ready home even easier to enjoy from day one. Whether you are looking for a full-time residence, seasonal escape, or flexible home base with room for your Florida lifestyle, this property delivers the perfect combination of location, updates, views, and freedom.
Listing is courtesy of: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Alison Kanter (941-306-9786)
835 CEDARCREST CT, SARASOTA, FL 34232
$675,00020 Days on yellowkey MLS ID: A4697832
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2688 Built: 2002Monthly Fee: $55 Tax: $4,099 (2025)Community: The Oaks At Woodland Park Ph 1Spa: YesSingle Family
Taxes:$4,099
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Located in the tree-lined neighborhood of The Oaks of Woodland Park, this stunning 5 bed/3.5-bath pool home offers the perfect blend of comfort, style, and functionality. Designed with spacious living areas and thoughtful details throughout, this home provides an inviting setting for both everyday living and entertaining. On the main level you'll find an open layout with a large living space, dining area, and an eat-in kitchen. The modern kitchen offers ample cabinetry, a center island, stainless appliances, and a cozy breakfast nook. There’s a separate laundry room, plenty of extra storage under the stairs, and additional living space upstairs that functions well as an office, guest, or bonus room. Step outside to enjoy the expansive backyard lanai ideal for entertaining with a heated saltwater pool and adjoining hot tub. It's private and perfect for year-round enjoyment! The property includes a three-car garage with plenty of storage for vehicles and toys. This spacious 2,688 sq ft residence also features valuable updates, including a NEW roof (July 2024) and an energy-efficient tankless water heater. The Oaks of Woodland Park is known for its serene atmosphere, no CDD fees, and low HOA costs. Centrally located, it provides easy access to Sarasota’s best offerings, including the Legacy Trail, I-75 (3 miles), Downtown Sarasota (5 miles), parks, shopping, restaurants, beautiful beaches, and top-rated schools.
Listing Agent: Stephanie Merrithew (941-232-2751)
831 HIGHLAND ST, SARASOTA, FL 34234
$589,00022 Days on yellowkey MLS ID: A4696695
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1519 Built: 1986 Tax: $4,977 (2025)Community: Highland PinesSingle Family
Taxes:$4,977
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
7300 DONNYBROOK LN, SARASOTA, FL 34240
$739,99035 Days on yellowkey MLS ID: TB8517233
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2475 Built: 2026Monthly Fee: $270 Tax: $3,395 (2025)Community: Emerald Landing At WatersideSingle Family
Taxes:$3,395
Elementary School: Tatum Ridge Elementary
Remarks: Corner lot. All-gas community. No flood zone. Maintenance-free HOA. This one checks the boxes before you even walk in the door. The Waterfront floor plan by David Weekley Homes in Emerald Landing at Waterside delivers a designer-upgraded kitchen with a stainless-steel vent hood, gas cooktop, and built-in microwave and oven anchored by an island that opens to the family and dining areas. A tankless hot water heater, impact-rated windows, and a private study with French doors round out a home built for real life. Slide open the glass doors to an extended lanai on a quiet corner lot, then head upstairs to an Owner's Retreat with a spa-inspired super shower and walk-in closet. Two additional bedrooms and a loft give everyone their own space. Outside your door, Emerald Landing offers a resort pool with lap lanes, pickleball courts, a dog park, boat dock, water taxi, and walking paths, all within steps of Waterside's shops, dining, and entertainment. The lifestyle is already here.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
4242 DRYDEN CIR, SARASOTA, FL 34241
$449,99937 Days on yellowkey MLS ID: A4696289
REDUCED by $39,001 (8.0%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Elementary School: Lakeview Elementary
Remarks: One or more photo(s) has been virtually staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath with soaking tub and enclosed shower. The primary bedroom also has 4 walk-in closets designed to accommodate even the most extensive wardrobe. Don't need that much space? Turn two of them into office space or crafting room. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai is large enough to accommodate an inground pool. Complete with durable epoxy flooring, it offers the perfect space to relax or turn part of it into a private pickleball/tennis court the possibilities are endless. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,595,00055 Days on yellowkey MLS ID: A4692569
REDUCED by $180,000 (6.5%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Taxes:$3,632
Middle School: Brookside Middle
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Personalize your new home with a Builder Allowance of $50,000 to be used for your closet buildouts. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
2532 FRUIT TREE DR, SARASOTA, FL 34239
$2,295,00072 Days on yellowkey MLS ID: A4692314
REDUCED by $80,000 (3.4%) on 07/11/2026
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3931 Built: 2025 Tax: $3,561 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,561
Remarks: MOTIVATED SELLER. NEW HOME IN SOUTHGATE. Built with the perfect blend of elegance, and comfort this home has so many beautiful features for today's lifestyle and modern living. The perfect blend of elegance & comfort exudes this beautiful residence. The thoughtfully designed floor plan features a first floor open living space with soaring ceilings, lots of hurricane windows and sliding doors gives this beautiful home effortless indoor-outdoor living enjoyment and fills the home with natural light. The open concept chef inspired kitchen has plenty of custom soft-close cabinet space and drawer space. All accented with under mount lighting. The large breakfast bar is perfect for casual living and entertaining. The dining area encircled with windows overlooks the lovely landscaped yard and pool/spa. Sliding doors wrap around the house from every room to the great outdoors. The master suite includes a spacious spa inspired bathroom with soaking tub and large closet space. The elegant open staircase leads to the second floor with a gathering area and outdoor balcony in the front of the house. four additional bedrooms with bathrooms and walk in closets including a family room with sliders to an outdoor veranda overlooking the yard and pool completes the home.. There is also a laundry area located on the second floor! Masterfully planned and designed with your comfort and easy living in mind. This home is impressive, beautiful and a relaxing place to call home. Located in one of the most sought after locations in Sarasota. Close to the Sarasota Memorial Hospital, Selby Gardens, Van Wezel, Oslo, Down town restaurants and shopping. Your dream Your home....
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
7345 PINE NEEDLE RD, SARASOTA, FL 34242
$2,350,00077 Days on yellowkey MLS ID: A4690626
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2977 Built: 1956Monthly Fee: $450 Tax: $10,699 (2025)Community: Sanderling ClubSingle Family
Taxes:$10,699
Elementary School: Phillippi Shores Elementary
Remarks: Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,650,000106 Days on yellowkey MLS ID: A4688029
REDUCED by $150,000 (8.3%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
214 GAINES AVE, SARASOTA, FL 34243
$660,00099 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing Agent: Christine Pope (941-685-5565)
3612 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$689,00032 Days on yellowkey MLS ID: A4696876
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2895 Built: 1962Monthly Fee: $17 Tax: $3,014 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,014
Elementary School: Wilkinson Elementary
Remarks: Beautiful 4BR/3Bath Pool Home in the highly desirable Southgate neighborhood close to everything great that Sarasota has to offer. Sitting on a perfect rectangular 10,500 Sq’ lot the home boast 2895 Sq’ of indoor livingspace, offering plenty of room for multi-generational living or converting the primary suite (with 2 doors to the exterior) into a Mother-In-Law apartment or ADU (AuxiliaryDwelling Unit) as a possible income generator. When you enter the home, you are greeted by a massive living room and tastefully updated ceramic tile on the diagonal that carries throughout the home. The open plan main living areas are complemented with spacious split bedrooms for privacy. The light and bright kitchen has 2 windows and recessed LED lighting and ample stone counters that a cook or baker will appreciate, plus upscale Samsung black stainless steel appliances, and a breakfast bar to the bonus room that has 2 large pantry closets and a built in desk with shelves. French doors lead out to the paver brick; lanai, patio and sunny pool area, on a spacious fully fenced backyard. The home is on county water and sewer and has 9.5 year old roof, 2 zones of HVAC; one is 2021 14 SEER Trane 2 ton for the primary BR side of the home, and the other is a 13 year old 15 SEER 3.5 ton Comfortmaker that is serviced regularly for the rest of the home. Large overhanging roof provides shade for passive cooling and coverage for outdoor storage. The stand-up attic offers excelent additional storage or oportunity to dormer and make into additional living space. Book your private showing and scoopup this rare opportunity NOW!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
5309 CHARLIE BROWN LN, SARASOTA, FL 34233
$749,00066 Days on yellowkey MLS ID: A4691590
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2768 Built: 2016Monthly Fee: $261 Tax: $6,961 (2025)Community: Luna BaySpa: NoSingle Family
Taxes:$6,961
Remarks: Opportunities like this are rare in Luna Bay, an intimate Sarasota neighborhood of just 21 homes—offering a true sense of privacy and community that’s hard to find. This beautifully appointed 4-bedroom, 3.5-bath residence is offered fully furnished, making it completely turnkey for immediate enjoyment or investment. The open floor plan features a desirable downstairs primary suite, a den/office and an upstairs loft ideal for a playroom, study area, or TV room. From the moment you arrive, the barrel tile roof, paver driveway, and covered front porch create impressive curb appeal. Inside, the home is bright and inviting with wood cabinetry, granite countertops, generous closet space, and numerous upgrades throughout. Step outside to a south-facing covered lanai overlooking the screened, heated pool with a paver deck, all set within a fenced backyard that offers complete privacy—perfect for relaxing, entertaining, or pets. Enjoy a low-maintenance lifestyle with HOA-covered yard maintenance. Ideally located within the highly sought-after Ashton Elementary school district and just minutes from top-rated Sarasota schools, this home also offers exceptional proximity to Siesta Key Beach, I-75, and a wide array of shopping and dining options. This is a rare opportunity to own a fully furnished home in a boutique community in one of Sarasota’s most desirable locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00074 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
High School: Southeast High
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Leanne Endres (727-647-6477)
5361 SAN JUAN DR, SARASOTA, FL 34235
$360,000101 Days on yellowkey MLS ID: N6143756
REDUCED by $25,000 (6.5%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER! Wake up to sparkling lake views, sip your morning coffee as the water glistens in the sunlight, and unwind each evening with unforgettable sunsets over beautiful Crown Lake. Perfectly positioned on an oversized waterfront lot in the sought-after Desoto Lakes community, this extensively renovated 2-bedroom, 2-bath residence offers nearly 2,000 square feet of beautifully updated living space designed for effortless Florida living. From the moment you enter, you’ll be welcomed by an abundance of natural light, an open-concept layout, and thoughtfully designed spaces that feel both warm and sophisticated. At the heart of the home is a stunning, renovated kitchen featuring brand-new appliances, sleek countertops, modern cabinetry, and an open flow into the spacious living and dining areas—ideal for entertaining family and friends or simply enjoying everyday life. Every update has been carefully chosen to create a home that’s as functional as it is beautiful. The former screened lanai has been professionally enclosed to expand the home’s living space, offering endless flexibility as a family room, home office, fitness area, game room, or creative studio. One of the home’s most valuable improvements has already been completed with brand-new hurricane-impact windows installed throughout in 2025, providing superior storm protection, enhanced energy efficiency, and lasting peace of mind. For those who appreciate extra workspace, the oversized garage and dedicated workshop are true standouts. Complete with durable epoxy flooring and an air compressor, this versatile space is perfect for hobbyists, car enthusiasts, DIY projects, or additional storage. Step outside to your own private waterfront retreat, where beautifully maintained landscaping frames panoramic views of Crown Lake. Whether you’re hosting weekend gatherings, enjoying peaceful mornings by the water, or watching spectacular sunsets from your backyard, this outdoor setting delivers the relaxed Florida lifestyle buyers dream about. Even better, you’ll enjoy the freedom of NO HOA, NO deed restrictions, and the added financial benefit of being outside a flood zone, meaning NO flood insurance is required. Ideally located just minutes from downtown Sarasota, world-renowned Gulf beaches, University Town Center, Lakewood Ranch, Sarasota-Bradenton International Airport, exceptional restaurants, shopping, parks, and entertainment, this home offers the perfect balance of tranquility and convenience. Finding a property that combines breathtaking lake views, extensive renovations, an oversized lot, a dedicated workshop, new hurricane-impact windows, and an unbeatable Sarasota location is exceptionally rare. This is more than a home—it’s the Florida lifestyle you’ve been waiting for. Schedule your private showing today and experience everything this remarkable waterfront property has to offer before it’s gone.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
6609 MAUNA LOA BLVD, SARASOTA, FL 34241
$494,00080 Days on yellowkey MLS ID: A4691414
REDUCED by $5,000 (1.0%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1980 Tax: $1,520 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$1,520
Remarks: $4,000 PRICE REDUCTION AND $10,000 TOWARD NEW ROOF!! This home will be worry free! Bring your BUYERS! Welcome to your new home! This charming 3-bedroom, 2-bathroom pool home in Lake Sarasota is designed for making memories. Lake Sarasota provides sidewalks throughout for a traditional family lifestyle with no HOA or CDD fees, it offers the space and freedom your family has been looking for. AC is 3 years young and only used 9 months out of the year! The spacious open floorplan and vaulted ceilings create a bright, airy atmosphere where everyone can stay connected. The chef-inspired kitchen serves as the center of the home, featuring elegant granite countertops, custom wood cabinetry, and modern stainless-steel appliances. Whether you’re prepping a family meal or helping with homework at the counter, you’ll never feel far from the action. Kitchen also has complete reverse osmosis system! No more buying bottled water! On chilly winter nights, the cozy fireplace is the perfect spot for family movie nights. For the busy household, the 2-car garage provides plenty of room for vehicles and storage, complemented by an expanded front driveway that offers extra parking space for guests or a boat. Step outside to your own private tropical sanctuary! Your family will love splashing in the sparkling pool, while you relax on the screened porch or soak up the sun on the beautiful paver patio surrounding the pool deck. The fully fenced backyard is a true "edible garden" that will delight any nature lover. Imagine harvesting fresh Avocados, Mangos, Tangerines, and Key Limes right from your yard. The property also features 5 Guava trees and Pineapple plants tucked throughout the lush, mature landscaping—providing a true farm-to-table experience at home. Yard is fully fenced providing complete privacy. Location is everything for a busy family. You are just a short distance from the top-rated Lakeview Elementary School and minutes from the soccer fields and playgrounds of Rothenbach Park. With easy access to I-75 and Bee Ridge Road, errands are a breeze, and the world-famous sands of Siesta Key Beach are just a short drive away. Ready to give your family the lifestyle they deserve? This Lake Sarasota gem won’t last long. Contact us today to schedule your family’s private tour!
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
2428 WATERFRONT CIR, SARASOTA, FL 34240
$1,550,0005 Days on yellowkey MLS ID: A4699079
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3340 Built: 2025Monthly Fee: $373 Tax: $3,371 (2025)Community: Monterey/Lakewood RanchSpa: NoSingle Family
Taxes:$3,371
Remarks: *Wake up to tranquil lake and preserve views—and end every day with spectacular Florida sunsets* Welcome to this exceptional luxury residence completed in 2025 in the highly sought-after community of Monterey at Lakewood Ranch. This transitional-style home is perfectly positioned on an oversized 13,138 sq. ft. homesite and offers 3,340 sq. ft. of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a powder bath, a private office, and an oversized 3-car garage. Inside, the open-concept floor plan features soaring ceilings, tray ceilings in the foyer, great room, and primary suite, tile flooring throughout the main living areas and bathrooms, plush carpeting in all bedrooms, and designer cabinetry in elegant marine and light gray tones. Expansive picture windows and sliding glass doors fill the home with natural light while creating a seamless connection to the outdoor living space. Beyond the great room, outdoor living takes center stage with breathtaking west-facing lake and preserve views, exceptional privacy with no rear neighbors, and unforgettable Florida sunsets. The screened lanai features a marble pool deck surrounding a saltwater pool with a cascading waterfall, custom lighting, and a natural gas pool heater for rapid, year-round enjoyment. Two covered lanais provide the perfect setting for outdoor dining, relaxing and shaded seating, while the pre-plumbed outdoor kitchen area is ready for your custom design. Whole-house gutters and a fenced side yard complete this private outdoor retreat. The gourmet kitchen is a showpiece, featuring a premium appliance suite highlighted by a Sub-Zero refrigerator and KitchenAid stainless-steel appliances, including a natural gas cooktop. Bright quartz countertops, an oversized waterfall island, a custom dry bar with wine chiller, and a spacious walk-in pantry complete the space. Quartz countertops continue throughout all bathrooms for a cohesive designer finish, while the powder bath is enhanced with custom wallpaper. A separate laundry room offers built-in cabinetry along with a top of the range GE washer and dryer combination. The privately positioned primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or multigenerational living. This highly desirable Toll Brothers Ballast model offers all the advantages of new construction without the wait, including a transferable builder warranty. Hurricane-impact windows throughout provide durability, enhanced storm protection, energy efficiency, and peace of mind. Additional energy-efficient features include spray foam and masonry foam insulation, a tankless water heater with a recirculation pump for near-instant hot water, and natural gas service with the ability to easily add a whole-house generator. Residents of Monterey will enjoy a future resort-style amenity center anticipated to open in Fall 2027, featuring a resort-style pool, pickleball and tennis courts, walking trails, a dog park, and additional recreational amenities. Ideally located within the award-winning Lakewood Ranch master-planned community, the home is just minutes from top-rated schools, premier shopping, dining, and the Gulf Coast's renowned beaches. This exceptional residence combines luxury finishes, breathtaking sunset views, energy-efficient construction, and one of Monterey's most desirable homesites. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Julia Gerold (239-297-6617)
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