Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1850 WEBBER ST, SARASOTA, FL 34239
$3,790,00085 Days on yellowkey MLS ID: A4686673
REDUCED by $100,000 (2.6%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,011
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
5830 MIDNIGHT PASS RD #32, SARASOTA, FL 34242
$449,90024 Days on yellowkey MLS ID: A4694962
REDUCED by $50,000 (10.0%) on 06/16/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 392 Built: 1962 Tax: $2,441 (2025)Community: Jamaica RoyaleSpa: NoCondo
Taxes:$2,441
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
2588 COLORADO ST, SARASOTA, FL 34237
$525,000249 Days on yellowkey MLS ID: A4668318
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1585 Built: 1955 Tax: $5,758 (2024)Community: Ringling ParkSingle Family
Taxes:$5,758
Elementary School: Alta Vista Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Back on market after extensive renovations! You asked, we listened!! Move right into this beautifully remodeled Sarasota gem, where modern updates, an unbeatable location, and an oversized lot come together to create a truly rare opportunity. Filled with natural light from large windows throughout, this charming 3-bedroom, 2-bath home has been thoughtfully refreshed with luxury vinyl plank flooring, granite countertops, white shaker-style cabinetry, new appliances, and fresh interior paint, offering a bright and welcoming feel from the moment you step inside. Set on an expansive 12,000+ square foot lot, the property provides endless possibilities for gardening, entertaining, play, or future expansion. Garden enthusiasts will appreciate the generous outdoor space, while the bonus room offers flexibility for a home office, playroom, fitness space, or guest retreat. Located just blocks from downtown Sarasota and Payne Park, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable destinations, including world-famous beaches, exceptional dining, shopping, arts, and entertainment. Complete with a one-car garage and move-in-ready condition, this is the kind of home that rarely becomes available—a perfect blend of location, lifestyle, and value.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
4512 CITATION LN #D, SARASOTA, FL 34233
$310,00016 Days on yellowkey MLS ID: A4695963
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1990 Tax: $1,513 (2025)Community: Calumet At Centergate 1Villa
Taxes:$1,513
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Imagine maintenance-free vacation living. This charming cottage-style villa at 4512 Citation Lane in Sarasota sits proudly on a beautifully landscaped corner lot, surrounded by established oak trees that lend the community a picturesque, park-like feel. From the moment you arrive, the curb appeal and peaceful cottage vibes set the tone for a cozy and inviting home that has been thoughtfully updated and meticulously maintained. Inside, the kitchen and baths have been completely renovated with beautiful, modern finishes that complement the home’s character. There is NO CARPET anywhere—only durable and stylish vinyl plank and ceramic tile flooring throughout, creating a clean, cohesive look that is both low-maintenance and pet-friendly. Shiplap accents and custom bead board ceilings throughout add to the cottage charm, giving each room a sense of warmth and designer detail. The floor plan offers ample storage space along with the convenience of an attached garage, making day-to-day living both practical and comfortable. A wood-burning fireplace becomes the focal point on those rare chilly Florida nights, adding ambiance and a true sense of home. The glass-enclosed lanai is under air, providing additional living space that can be enjoyed year-round—perfect for a cozy reading nook, hobby room, or sunlit sitting area. HVAC unit is from 2021. Calumet is an intimate, maintenance-free community of just 66 homes. The HOA takes care of exterior painting, mowing, edging, trimming, irrigation, and outdoor pest control, allowing you to enjoy a worry-free lifestyle. Residents also have access to a community pool and fitness center, enhancing the neighborhood’s relaxed and friendly atmosphere. The location is exceptionally convenient, just minutes from I-75 and Doctors Hospital, with easy access to shopping, dining, Gulf beaches and all that central Sarasota has to offer. Whether you’re seeking a primary residence or a seasonal retreat, this beautifully updated cottage-style villa in Calumet at Centergate combines charm, comfort, and convenience in one special package.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Pamela Williams, Pllc (941-718-3669)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,795,00018 Days on yellowkey MLS ID: A4695589
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephen Johnston (941-302-8080)
2513 CROTON AVE, SARASOTA, FL 34239
$628,00044 Days on yellowkey MLS ID: A4692136
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $1,409 (2024)Community: South Gate ManorSingle Family
Taxes:$1,409
Elementary School: Wilkinson Elementary
Remarks: Architect-Designed Masterpiece of Indoor – Outdoor Living………. this meticulously crafted residence sits on a prime Sarasota lot of nearly 10,000sq ft. in a neighborhood atmosphere that is soft and warm and children play everyday. The design embodies a Garden – Architecture Integrated Layout; A concept known as The MODERN - BOHEMIAN style and is devoted to creating meaningful interactions between the built environment and the surrounding landscape by fusing the warmth, nature, and free spirit of Bohemian (Boho) with the simplicity, sophistication, and functionalism of Modern (Modern) style. It is a blended aesthetic that seeks a relaxed, personalized atmosphere while maintaining visual neatness and a sense of refinement….. At first glance, one sees a solid block construction home in a very quiet and established community. (With City Water and City Sewer, No Deed Restrictions, No CDD Fees, Not in a Flood Zone and No pesky HOA.)…. Secondly, one sees that the luxuriously opulent garden wraps all around the home, giving it an exotic feel as well as complete privacy….. Step into the home through the front door and one sees a brand new open kitchen with a ceramic and stone backsplash, quartz countertops and island top, all new appliances and an engineered wood floor throughout the home…. The living/dining room opens fully to the patio/yard through window doors, transforming the entire area into an outdoor extension ideal for gatherings…..The master bedroom and the second bedroom each boast en-suite bathrooms and have private sliding door access to the Bohemian Garden, where the backyard greenery seems to be reaching into the rooms in a subtle way, which makes them true Garden Suite bedrooms…..There is a third bedroom and a third full bath as well as a garage with a new washer, a new dryer and new storage racking…..A concrete parking pad suitable for a car, boat or trailer has been added right next to the garage….Close to Downtown Sarasota, I-75, the airport and shopping. Please see the attached pictures with descriptions to get a better understanding of the features of this home.....and Please look at the Virtual Tours for some brilliant views of this wonderful offering.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,090,000156 Days on yellowkey MLS ID: A4678274
REDUCED by $40,000 (3.5%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Remarks: 65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing Agent: Diane Goodwin (941-706-6620)
5389 FOXWOOD DR, SARASOTA, FL 34232
$369,00065 Days on yellowkey MLS ID: A4689846
1 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1978 Tax: $3,266 (2025)Community: Ridgewood Estates 19Th AddSpa: NoSingle Family
Taxes:$3,266
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bath single-family home ideally located in the heart of Sarasota. This home features a spacious and functional layout designed for comfortable everyday living. Enjoy tile flooring throughout, providing durability and easy maintenance. The generous living areas create plenty of space for relaxing or entertaining, while the covered and screened porch is perfect for enjoying Florida living year-round. The large, fully fenced backyard provides ample room to add a pool, garden, or outdoor entertaining area. Additional features include a 2-car garage and an oversized driveway with plenty of parking. Recent updates include a newer refrigerator and stove. No HOA, providing added flexibility and fewer restrictions. Conveniently located near shopping, dining, and major roadways. This property is not located in a flood zone.
Listing Agent: Fidan Ghoulami, Pa (305-336-5423)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950429 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$305,000107 Days on yellowkey MLS ID: A4684964
REDUCED by $10,000 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Remarks: Competitively Priced and Move-in ready, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,690,0005 Days on yellowkey MLS ID: A4697104
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSpa: YesSingle Family
Taxes:$8,084
Remarks: With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3731 PAPAI DR, SARASOTA, FL 34232
$449,7775 Days on yellowkey MLS ID: A4697057
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1818 Built: 1960 Tax: $3,818 (2025)Community: Ridgewood Estates Add 01 ResubSpa: NoApartment
Taxes:$3,818
Middle School: None
Remarks: Rare investment opportunity in Sarasota! Multi-family properties are seldom available in this predominantly single-family neighborhood, making this duplex a unique addition to any real estate portfolio. This income-producing property offers two separately leased units with a combined living area of approximately 1,818 square feet on a 7,800-square-foot lot. The front unit features 3 bedrooms, 1 bathroom, & a dedicated laundry room while the second (Back) unit offers 2 bedrooms, 1 bathroom, and backyard access. Both units are currently occupied through 3/31/2026, providing immediate rental income and minimizing vacancy risk for investors seeking stable cash flow. Electric/Water are not separately metered and Landlord pays these two utilities. Several major improvements have already been completed, including a new roof in 2019, updated HVAC in 2023 (back unit uses window units), and an updated electrical panel in 2023. The property is in the central Sarasota area with easy access to shopping, dining, schools, employment centers, downtown Sarasota, and the area's world-famous Gulf Coast beaches. Gross rents of $4,010. Annual Leases. Seller will consider owner financing. Showings require advanced notice. Call today!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
4652 OAK HOLLOW DR #19, SARASOTA, FL 34241
$215,00014 Days on yellowkey MLS ID: A4696117
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980Monthly Fee: $60 Tax: $2,291 (2025)Community: HammocksVilla
Taxes:$2,291
Elementary School: Lakeview Elementary
Remarks: Rarely does a corner-unit villa with such an expansive yard become available. Offering a solid foundation and potential to make it your own, this 3 bedroom, 2 bath residence is located within Hammocks 1, a well-established subdivision in the gated community of Bent Tree that offers maintenance-free living with no age restrictions. With 1,679 square feet of living space, the home features a newer roof (2024) and A/C system (2020), providing peace of mind for years to come. Offered furnished, this property presents a convenient opportunity for seasonal residents or year-round homeowners alike. The screened lanai provides the perfect setting for outdoor dining or enjoying a quiet morning coffee while taking in the peaceful natural surroundings. Frequent visits from birds and deer add to the charm of this unique homesite. Ideally positioned on a quiet, low-traffic street, this property enjoys one of the more desirable settings within Hammocks 1. Additional highlights include a two-car garage, indoor laundry, spacious primary suite with a walk-in closet, and beautifully tree-lined streets that add to the character of the community. Notably, the property is not located within a flood zone, offering added confidence for future owners. Conveniently located just minutes from everyday essentials, including Publix, Walmart, Home Depot, and University Town Center, with easy access to I-75 and a short drive to Sarasota's renowned beaches, dining, and entertainment. Opportunities to secure a corner-unit homesite with this much outdoor space in Bent Tree are few and far between. Schedule your showing today and discover why so many residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
5446 FOXWOOD DR, SARASOTA, FL 34232
$368,99042 Days on yellowkey MLS ID: A4692962
REDUCED by $11,009 (2.9%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1077 Built: 1979 Tax: $4,057 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,057
Remarks: Tucked away on a quiet street in a convenient central Sarasota location, this beautifully updated home offers the perfect combination of comfort and freedom with NO CDD or HOA fees. You’ll appreciate the mature trees, fresh exterior paint, and extra side parking pad with plenty of room for an RV, boat, or additional vehicles. Inside, the home has also been freshly painted and features tile flooring throughout. The brand new kitchen is a standout with gorgeous quartz countertops, newer stainless steel appliances, and a clean modern design perfect for everyday living and entertaining. Both bathrooms have also been tastefully updated, while the brand new water heater and 3-year-old roof add peace of mind for years to come. One of the most unique features of this home is the large screened-in lanai under roof — not an aluminum add-on — offering the potential to easily convert it into additional living space or a spacious family room. Step outside to enjoy the fenced backyard with mature landscaping and a backyard storage/work shed perfect for hobbies, tools, or extra storage. If you’ve been searching for a move-in ready Sarasota home with upgrades already done, room for your toys, and no extra fees, this one deserves a closer look.
Listing Agent: Rob Rovnak (941-356-4716)
3416 MONTILLA CT #8405, SARASOTA, FL 34232
$235,000110 Days on yellowkey MLS ID: A4684174
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $34,000 (12.6%) on 06/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978 Tax: $1,496 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,496
Remarks: Under contract-accepting backup offers. Welcome to 3416 Montilla Court, a beautifully maintained furnished villa tucked within the desirable 55+ community of Village Plaza Condominiums in Sarasota, Florida. Offering maintenance-free living and move-in-ready convenience, this residence allows you to settle in with ease and begin enjoying the Florida lifestyle right away. Step inside to a light-filled, thoughtfully designed floor plan that lives comfortably for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a welcoming atmosphere from the moment you enter. The kitchen is well positioned with ample cabinetry and workspace, making meal preparation both practical and efficient. The primary suite provides a peaceful retreat with generous closet space and an en-suite bath, while the additional bedroom offers flexibility for guests, a home office, or hobbies. A private outdoor space invites you to enjoy morning coffee or unwind in the evening while embracing Sarasota’s year-round sunshine. Residents enjoy a wide array of amenities including a clubhouse with kitchen and community meeting room, heated pool, fitness center, sauna and locker rooms with showers, billiards room, library, shuffleboard courts, community BBQ grilling area, and pickleball with a lined court and portable net. The community is conveniently located near shopping and the bus line, and is approximately one mile from the 18.5-mile Legacy Trail for walking and biking. Sarasota’s renowned beaches, dining, and cultural attractions are just a short drive away. Whether you are seeking a seasonal retreat or a full-time residence, this furnished villa offers comfort, convenience, and an active lifestyle in one of Sarasota’s well-established 55+ communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gwenda Kelty (941-413-6486)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000121 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Remarks: Laurel Oak Estates, this lakefront residence is positioned on an oversized corner homesite and offers a rare combination of architectural character, extensive updates, and exceptional versatility for today's luxury buyer. Designed for both everyday comfort and grand-scale entertaining, the home features soaring ceilings, custom millwork, solid wood doors, expansive gathering spaces, and walls of glass that frame peaceful lake views throughout. The renovated chef's kitchen anchors the home with custom cabinetry, premium appliances, generous prep space, and seamless connection to the surrounding living and dining areas. Five en-suite bedrooms provide privacy for family and guests, including a private guest suite with separate entrance that creates an ideal setting for multigenerational living, extended family, long-term guests, live-in assistance, or a dedicated work-from-home environment. Featuring soaring ceilings, loft space, abundant natural light, and a private balcony, this unique retreat offers endless possibilities as an art studio, executive office, fitness space, hobby room, or creative sanctuary. Outdoor living is equally impressive with a recently resurfaced pool and spa, expansive paver lanai, outdoor shower, courtyard fountain, and tranquil lake views creating a private resort-style setting. Recent improvements throughout the home include significant updates to the kitchen, bathrooms, flooring, lighting, cabinetry, millwork, and major mechanical systems, allowing buyers to enjoy the character of an established estate with the comfort of modern living. Residents enjoy 24-hour guard-gated security and optional Laurel Oak Country Club membership featuring two championship golf courses, tennis, fitness, dining, and an active social calendar. For buyers seeking more than another luxury home, this is a rare opportunity to own one of Laurel Oak's most versatile estate properties with exceptional scale, lakefront privacy, and the flexibility to accommodate multigenerational living, changing lifestyles, and evolving needs for years to come.
Listing Agent: Jessica Stiegel (703-898-8465)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00032 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00057 Days on yellowkey MLS ID: A4691223
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000330 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing Agent: Rachelle Tirey (941-301-9187)
4737 STONE RIDGE TRL, SARASOTA, FL 34232
$1,449,000261 Days on yellowkey MLS ID: A4663310
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 1980Monthly Fee: $58 Tax: $7,017 (2025)Community: Hidden Oaks EstatesSpa: YesSingle Family
Taxes:$7,017
Elementary School: Fruitville Elementary
Remarks: Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
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