Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$859,990157 Days on yellowkey MLS ID: TB8478629
INCREASED by $10,000 (1.2%) on 07/01/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,259
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,000180 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,000184 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,395,000229 Days on yellowkey MLS ID: A4674684
REDUCED by $55,000 (2.2%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: The Fastest Open-Water Access Available on Siesta Key Under $2.5 Million Less than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75 x 3 of dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key. Why spend 30–45 minutes idling through canals when you can be in Sarasota Bay in under 3 minutes? Positioned on one of Siesta Key’s premier deep-water canals, this exceptional waterfront residence offers the rare combination of protected dockage and near-immediate access to open water. For boaters who value time on the water, this location is difficult to replicate at any price point. Designed with larger vessels in mind, the property features approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, and four 50-amp shore power connections. Whether you’re heading offshore, cruising the Intracoastal, or enjoying a sunset cruise across Sarasota Bay, this home delivers a level of boating convenience that few waterfront properties can match. Boater Highlights?• Less than 3 minutes to Sarasota Bay?• Approximately 95 feet of waterfront?• 75-foot dock?• Four 50-amp shore power connections?• 200-amp dock service?• Deep-water canal location?• Protected dockage with quick open-water access Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking gas appliances, custom cabinetry, and expansive waterfront views. The spacious living areas flow seamlessly into the kitchen and entertaining spaces, creating an ideal environment for both everyday living and hosting guests. The private primary suite serves as a luxurious retreat, complete with an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower, and direct outdoor access. An additional flexible space offers the opportunity to create a fourth bedroom, private guest suite, office, or media room. Outdoor living is centered around the waterfront lifestyle. Enjoy a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower, and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank, and valuable dry storage space. Originally introduced at $2,690,000 and now offered at $2,450,000, this property represents one of the strongest values currently available for buyers seeking deep-water dockage, exceptional boating access, and luxury waterfront living on Siesta Key. Luxury yacht available separately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
800 HUDSON AVE #106, SARASOTA, FL 34236
$515,000231 Days on yellowkey MLS ID: A4673881
REDUCED by $35,000 (6.4%) on 07/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,822 (2025)Community: Hudson HarbourCondo
Taxes:$3,822
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom, 3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,499,000270 Days on yellowkey MLS ID: A4670359
REDUCED by $26,000 (1.7%) on 06/02/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Tax Year: 2024
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
217 S SHADE AVE, SARASOTA, FL 34237
$1,749,000508 Days on yellowkey MLS ID: A4628117
REDUCED by $50,000 (2.8%) on 07/09/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool size is 12 x 26 , leaving plenty of green space for pets in the backyard! Back yard fence will fully enclose the back yard with gates on both sides of the home. This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90087 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
3229 BENEVA RD #203, SARASOTA, FL 34232
$185,00064 Days on yellowkey MLS ID: A4694705
REDUCED by $10,000 (5.1%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Elementary School: Wilkinson Elementary
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00080 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing Agent: Worth Fiers Iii (941-812-3380)
2129 LINWOOD DR, SARASOTA, FL 34232
$399,0006 Days on yellowkey MLS ID: A4699850
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1682 Built: 1984 Tax: $4,094 (2025)Community: Brentwood EstatesSpa: NoSingle Family
Taxes:$4,094
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Virtually Staged. Welcome to Brentwood Estates, where comfort, privacy, and convenience come together in one beautifully updated home. This 3-bedroom, 2-bathroom home features a desirable split bedroom floor plan with two separate living areas, offering flexibility for entertaining, relaxing, or creating a home office, playroom, or media room. At the heart of the home is the beautifully updated kitchen, centered around a spacious island and featuring stainless steel appliances, soft-close cabinetry, and ample prep and gathering space. Just off the kitchen, a dry bar creates the perfect spot for entertaining, while tile flooring throughout and LED recessed lighting with dimmer switches add warmth and continuity throughout the home. The spacious primary suite features an oversized walk-in closet with stylish barn doors and an updated en-suite bathroom complete with dual vanities and a walk-in shower. The additional bedrooms are thoughtfully positioned on the opposite side of the home, providing added privacy for family or guests. French doors lead to a private, fully fenced backyard, creating the perfect setting to relax, entertain, or enjoy Florida's year-round lifestyle. A fully automated irrigation system with a well for exterior watering helps keep the landscaping looking its best. Additional highlights include high-impact hurricane windows and a high-impact front door, a welcoming front porch, a circular driveway with additional side parking, and an attached garage. Ideally located in the heart of Sarasota, Brentwood Estates offers convenient access to Downtown Sarasota, UTC, shopping, dining, parks, top-rated schools, and the area's world-famous Gulf beaches. Whether you're enjoying a quiet evening at home or entertaining family and friends, this home offers the space, privacy, and location to enjoy the very best of the Florida lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
4736 CHARING CROSS RD, SARASOTA, FL 34241
$475,0005 Days on yellowkey MLS ID: A4700802
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1749 Built: 1979Monthly Fee: $27 Tax: $2,258 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,258
Remarks: Deep within the quiet winding streets of Bent Tree Village, this classic Florida home features a three-year-old roof and a private freeform swimming pool on a large, serene lot where mature trees, native birds, and deer returning with their fawns create a nature preserve atmosphere. The intuitive split floor plan features soaring high ceilings, outstanding architectural flow and an open feel that makes the home feel significantly larger than its footprint, offering formal living and a large family room, a separate dining room and bedrooms with generous closets. The efficient galley kitchen features a new trayed ceiling, lights and a sliding pass-through window framing fantastic views of the lush backyard, making outdoor serving to the extended covered dining area seamless. Complete with an oversized 23-foot-deep two-car garage and kept in its stylistically original 1979 state, this home presents a rare blank canvas to design to your exact taste without paying for or undoing someone else’s recent remodel.
Listing Agent: Liz Nason (941-350-2243)
2505 BOONE CT, SARASOTA, FL 34237
$695,00019 Days on yellowkey MLS ID: A4698926
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2070 Built: 2022Monthly Fee: $654 Tax: $8,366 (2024)Community: Payne Park Village Ph IiSingle Family
Taxes:$8,366
Remarks: BEST DEAL in town!! Where modern sophistication meets the energy of downtown Sarasota, this exceptional three-story residence offers a lifestyle few homes can match. Designed with one of the community's most desirable layouts, the home features additional windows that flood the second floor with natural light, creating an atmosphere that feels bright, open, and effortlessly refined. Thoughtfully curated with designer finishes throughout, the home balances clean contemporary style with everyday comfort. At its heart, the chef's kitchen showcases sleek Quartz surfaces, premium appliances, abundant storage, and an oversized island that invites everything from casual mornings to elegant entertaining. The open-concept living spaces flow seamlessly to a private balcony, while a versatile first-floor suite with its own full bath offers the ideal space for guests, a home office, or a private retreat. Upstairs, the primary suite is a sanctuary of understated luxury, complete with a spa-inspired bath and expansive walk-in closet. Every detail has been carefully selected to create an atmosphere that is both sophisticated and welcoming. Completing the home is an oversized two-car garage featuring upgraded overhead storage on both sides serving as an exceptional convenience for organizing beach gear, bicycles, and seasonal essentials without sacrificing parking or living space. Beyond your front door, the Sarasota lifestyle truly comes to life. Just a short stroll away, Payne Park offers a lush urban oasis with scenic ponds, walking paths, tennis courts, and direct access to the Legacy Trail bringing nature, recreation, and wellness seamlessly into your everyday routine. Spend your afternoons exploring downtown's celebrated culinary and arts scene, then end the day with a sunset at Lido Key. Resort-style amenities including a sparkling pool, spa, cabana, and dog park complete this exceptional lifestyle. Rarely does a home combine exceptional design, abundant natural light, thoughtful functionality, and an unmatched downtown lifestyle so effortlessly and at such a low price! This is more than a residence, it's an invitation to experience Sarasota at its finest. Schedule your private showing TODAY before it’s gone !!
Listing Agent: Dean Hinterstoisser (941-726-0314)
851 FAULKWOOD CT, SARASOTA, FL 34232
$549,90053 Days on yellowkey MLS ID: A4695397
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1986Monthly Fee: $68 Tax: $2,807 (2025)Community: Woodland ParkSingle Family
Taxes:$2,807
Elementary School: Fruitville Elementary
Remarks: Nestled in a picturesque, family-friendly community surrounded by beautiful wooded preserves, this custom-built Lee Wetherington home offers the perfect combination of comfort, privacy, and Florida charm. Located on a beautifully landscaped, quiet dead-end street, this inviting 3-bedroom, 2-bath residence features more than 2,100 square feet of thoughtfully designed living space. Interior and custom shelving has been freshly painted. Step inside to find a bright and welcoming floor plan ideal for both everyday living and entertaining. One of the home’s standout features is the expansive 30-foot wood deck overlooking tranquil water views—the perfect spot to enjoy your morning coffee, dine al fresco, or unwind while taking in the peaceful natural surroundings. Recent updates add value and peace of mind, including a new roof installed in 2023, a new garage door, and high-impact sliding glass doors that enhance both beauty and functionality. Conveniently located just minutes from The Mall at University Town Center with exceptional dining, Lido Beach, and vibrant downtown Sarasota, this home offers the ideal blend of peaceful neighborhood living and easy access to everything the Sarasota lifestyle has to offer. Come experience the warmth, charm, and serenity of this special home for yourself. Interior freshly painted white and furnishings removed from the house.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
3800 FLORES AVE, SARASOTA, FL 34239
$4,295,00054 Days on yellowkey MLS ID: A4695844
REDUCED by $100,000 (2.3%) on 07/17/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2026 Tax: $10,023 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$10,023
Remarks: NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)
Listing Agent: Joshua Freed (941-577-5121)
3119 ROSE ST, SARASOTA, FL 34239
$619,00066 Days on yellowkey MLS ID: A4694570
REDUCED by $6,000 (1.0%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1132 Built: 1968Monthly Fee: $8 Tax: $5,566 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,566
Remarks: This beautifully renovated South Gate home is the definition of move-in ready. Freshly updated from top to bottom, this mid-century gem combines timeless style with modern comfort in one of Sarasota’s most desirable neighborhoods. Step through the striking new front door into a bright, welcoming living space featuring gleaming polished terrazzo floors, a charming bay window, and an effortless open-concept layout. New recessed LED lighting throughout adds warmth and sophistication to every room. The stunning kitchen is both stylish and functional, showcasing quartz countertops, a pearl tile backsplash, a spacious island, and new Samsung appliances. An inviting eat-in area overlooks the large screened lanai, while glass French doors create the seamless indoor-outdoor living experience that makes mid-century homes so special. Whether gathering around the island or hosting dinner in the adjacent dining space, this home was designed for entertaining. The thoughtfully updated bedrooms and bathrooms continue the home’s fresh, clean aesthetic, while the oversized indoor laundry room offers abundant storage, new Samsung washer and dryer, and durable epoxy flooring. Outside, the expansive screened lanai and newly refinished pool create the perfect private retreat. With new pool equipment and plenty of outdoor space for relaxing or entertaining, the backyard is ready to impress. Major upgrades include a new metal roof, impact windows and doors, newer AC system, all-new plumbing, and a newer hot water heater — offering peace of mind for years to come. Located in the highly sought-after South Gate neighborhood, this home places you just minutes from Sarasota’s world-famous beaches, vibrant downtown, shopping, dining, and easy freeway access — all within 10 minutes. A renovation this exceptional is rare. Don’t miss your opportunity to make this stunning Sarasota home yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Thomas Arthur, Iii (941-400-7970)
1257 S PORTOFINO DR #104, SARASOTA, FL 34242
$449,90071 Days on yellowkey MLS ID: A4692335
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1968Monthly Fee: $957 Tax: $3,326 (2025)Community: Siesta Harbor ICondo
Taxes:$3,326
Remarks: Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.
Listing Agent: Suzy Kolaz (941-726-1153)
2010 HYDE PARK CIR, SARASOTA, FL 34239
$2,175,000122 Days on yellowkey MLS ID: A4687471
REDUCED by $24,000 (1.1%) on 06/11/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3515 Built: 2026 Tax: $4,305 (2025)Community: Purtz SubSpa: YesSingle Family
Taxes:$4,305
Remarks: Rarely does a new construction offer this combination of space, design, and functionality. Situated on an oversized 10,200 sq. ft. corner lot, this two-story residence features a private elevator, two luxurious primary suites, one on each level, and one of the best values in Arlington Park. Designed by Courtyard Modern Development LLC, this exceptional home offers 3,515 sq. ft. of living space, 4 bedrooms, 5 full bathrooms, 1 half bath, and an attached 2-car garage, thoughtfully designed for modern living. The first floor (1,825 sq. ft.) features a spacious primary suite, private office, laundry room, chef’s kitchen, and expansive open-concept living areas that seamlessly connect to the outdoor entertaining spaces. Upstairs, the 1,690 sq. ft. second level includes a stunning primary suite with a large private balcony, two additional guest bedrooms, and elevator access connecting both floors. The backyard is designed to embrace the Florida lifestyle, featuring a heated saltwater pool and spa, generous green space, natural landscaping, and multiple areas for entertaining, relaxing, or enjoying time with family and friends. Every space has been carefully planned to create a seamless indoor-outdoor living experience. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this property offers flexibility with potential for both short-term and long-term rentals, making it an outstanding option for a variety of buyers. Located in one of Sarasota’s most desirable neighborhoods, this home combines privacy, oversized lot size, contemporary architecture, and luxury finishes with exceptional value. Opportunities to own a newly built home on a corner lot of this size, with two primary suites and a private elevator, are becoming increasingly rare. Schedule your private showing today and experience why this is one of Arlington Park’s most compelling new construction opportunities...
Listing Agent: Jason Coy Turner (205-612-4353)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,000112 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing Agent: Barbara May (404-822-9264)
1714 SOUTH DR, SARASOTA, FL 34239
$2,095,000129 Days on yellowkey MLS ID: A4686448
REDUCED by $150,000 (6.7%) on 06/24/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
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