Location: Sarasota
Do Not Show Listings
5908 BRIAR ROSE WAY, SARASOTA, FL 34232
$435,00032 Days on yellowkey MLS ID: A4693050
REDUCED by $33,900 (7.2%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2019Monthly Fee: $81 Tax: $2,999 (2025)Community: Garden Village Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,999
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome home! This beautifully updated 3-bedroom, 2-bath home with a 2-car garage checks all the boxes. It is located in one of the most affordable gated communities in the area. The main living area flows effortlessly from room to room, perfect for everyday living and entertaining. You will find thoughtful upgrades throughout including crown moulding in the common areas, electrical upgrades and fresh interior paint. The kitchen has been upgraded for you with granite countertops, all appliances and even a new kitchen sink. Step into the master suite with an ensuite bathroom with granite countertops, upgraded toilet and new shower enclosure. The guest bathroom also features the same granite countertops, upgraded toilet and new shower enclosure as well. Comfort is covered with a whole-home water softener, carpet lain over tile, that could easily be removed, for cozy underfoot warmth. Continue through the home and step outside to your private backyard retreat featuring stunning paver and stonework — low maintenance with a drip irrigation system in the backyard keeping things lush without the work yet designed to impress. Located 2 mins away from I75 for easy commuting and 15 min to Siesta Key Beaches and 10 min from downtown, so conveniently located to everything! This home is truly a move-in ready gem. Come see it before it's gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Gary Turner (941-914-2500)
2749 GREENDALE DR, SARASOTA, FL 34232
$550,00036 Days on yellowkey MLS ID: A4692947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1899 Built: 1981 Tax: $4,248 (2025)Community: Cathedral Oaks EstatesSingle Family
Taxes:$4,248
Elementary School: Brentwood Elementary
Remarks: Located in one of Sarasota’s best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christina Jenkins (425-381-1917)
9085 LUNA LN, SARASOTA, FL 34241
$940,00044 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: K-8 At Clark And Lorriane
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
7125 WESTMORELAND DR, SARASOTA, FL 34243
$3,595,000184 Days on yellowkey MLS ID: A4675672
REDUCED by $30,000 (0.8%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4343 Built: 2025 Tax: $4,490 (2024)Community: North IslesSingle Family
Taxes:$4,490
Elementary School: Bayshore Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Lauren Holt, Pllc (941-928-7211)
7254 KODIAK LN, SARASOTA, FL 34240
$679,00096 Days on yellowkey MLS ID: TB8486718
1 Days Off yellowkey (back on 5/31/2026)
REDUCED by $5,000 (0.7%) on 05/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2218 Built: 2025Monthly Fee: $375 Tax: $3,651 (2025)Community: Emerald Lndg/WatersideSingle Family
Taxes:$3,651
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: Offered partially furnished, this Waterside home presents a rare opportunity to step into the Florida lifestyle with ease and comfort. Located in the heart of the vibrant Waterside district of Lakewood Ranch, this stunning home in Emerald Landing is the perfect blend of luxury living and unbeatable access to everything happening nearby. Just moments from the shops, restaurants, events, and waterfront atmosphere of Waterside Place, this home is ideal for buyers who want to enjoy a walkable lifestyle while still retreating to a beautifully designed private residence. This popular ‘Bullhead’ floor plan offers 3 bedrooms, 2.5 bathrooms, a dedicated study, and an expansive upstairs loft across more than 2,200 square feet of thoughtfully designed living space. The soaring 12-foot ceilings in the main living area create an open, airy feel filled with natural light. Just off the entry, a private study with French doors provides the perfect home office or library. At the center of the home, the designer kitchen shines with a gas cooktop, under-cabinet hood, built-in microwave and oven, and an open layout that flows seamlessly into the living and dining spaces—ideal for both entertaining and everyday living. The first-floor Owner’s Retreat offers a peaceful escape with a spa-like bathroom featuring a freestanding soaking tub and a custom-organized walk-in closet. Upstairs, two additional bedrooms share a full bath alongside a spacious loft that works beautifully as a second living area, workspace, or flexible bonus room. Outdoor living is just as inviting with a charming front porch and a rear paver patio perfect for relaxing or entertaining. A rear-loading oversized two-car garage includes epoxy flooring, built-in cabinetry, overhead storage racks, and ample organization. Throughout the home, thoughtful upgrades elevate the space, including designer lighting, plantation shutters, custom closet and pantry systems, and impact glass for added peace of mind. Residents of Emerald Landing enjoy exclusive community amenities, including a resort-style pool, clubhouse, pickleball courts, dog park, and a unique water taxi that departs from the community dock to Waterside Place—home to the renowned Waterside Place Farmers Market every Sunday. If you’re looking for a home that offers luxury finishes, low-maintenance living, and the ability to walk, bike, or boat to the best dining, shopping, and events in Waterside, this one is a must-see. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Michael Chenkus (941-363-1883)
7918 PEACEFUL PAR DR, SARASOTA, FL 34241
$675,000121 Days on yellowkey MLS ID: A4683140
REDUCED by $24,000 (3.4%) on 04/28/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 2016Monthly Fee: $220 Tax: $8,110 (2025)Community: Fairways/Bent TreeSpa: YesSingle Family
Taxes:$8,110
Elementary School: Lakeview Elementary
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This impressive 5-bedroom, 2.5-bath residence sits on a generously sized lot in the Fairways at Bent Tree in close proximity to Bent Tree Country Club. Enjoy the convenience of nearby golf without mandatory membership fees, offering flexibility and an exceptional lifestyle opportunity. Inside, the open-concept floor plan and high ceilings create a bright, expansive atmosphere ideal for both everyday living and entertaining. The thoughtfully designed kitchen—uniquely inspired by a popular Hulu series—features granite countertops, stainless steel appliances, a center island, and a spacious pantry, making it as functional as it is stylish. The home offers abundant space for every need, including a dedicated office and a large upstairs bonus room perfect for relaxation, recreation, or additional living space. This home has everything you need to move right in! A new roof, sparkling saltwater pool and spa with cage were installed in 2023. A new A/C, LG washer and dishwasher were installed in 2025. This same year, the home got new carpeting throughout the second floor and stairway, fresh interior paint upstairs, new dual sinks in the primary bathroom, and a newly painted exterior. It also has energy-efficient double-paned thermal windows throughout. Located within an excellent school district and just minutes from I-75, this home offers easy access to the airport, University Town Center Mall, and world-famous Gulf Coast beaches including Siesta Key. Experience the best of Florida living—outdoor enjoyment, beautiful sunsets, and everyday convenience! Owner Financing or Rate Buy-down an option.
Listing Agent: Paula Shaheen (941-315-6771)
2315 RIVERWOOD PINES DR, SARASOTA, FL 34231
$595,00022 Days on yellowkey MLS ID: A4695340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 1973 Tax: $5,385 (2025)Community: Riverwood PinesSpa: NoSingle Family
Taxes:$5,385
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Nikola Zafirovski (386-898-4335)
2705 SUNNYSIDE ST, SARASOTA, FL 34239
$599,00022 Days on yellowkey MLS ID: A4695026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1958 Tax: $5,729 (2025)Community: South GateSingle Family
Taxes:$5,729
Elementary School: None
Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Jen Hendrickson (941-726-9985)
3719 PAPAI DR, SARASOTA, FL 34232
$349,00022 Days on yellowkey MLS ID: A4693599
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1403 Built: 1960 Tax: $3,143 (2025)Community: Ridgewood Estates Add 01Single Family
Taxes:$3,143
Remarks: Step into this charmingly refreshed 4-bedroom, 2-bath house that features a huge 200 sq ft - 27 ft long primary bedroom! The kitchen is equipped with all new stainless steel updated appliances (fridge, stove, dishwasher and microwave). The property has NO HOA fees! Located in central Sarasota, the home is positioned for access to I-75, beaches, dining, and shopping districts. Feel the award winning Siesta Key Beach, Golf, University Town Center Mall and Downtown! Hurry! This won't last.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
10109 CANAVERAL CIR, SARASOTA, FL 34241
$545,000254 Days on yellowkey MLS ID: A4667859
REDUCED by $5,000 (0.9%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2188 Built: 2023Monthly Fee: $312 Tax: $7,654 (2024)Community: Grand Park Ph 1Single Family
Taxes:$7,654
Remarks: Built in 2023 and located in the highly sought-after Grand Park community, this beautifully designed home offers the perfect blend of modern comfort, functionality, and Florida lifestyle. With 2,188 square feet of thoughtfully designed living space, the open-concept floor plan creates a seamless connection between the kitchen, dining, and living areas, making everyday living and entertaining effortless. The spacious kitchen serves as the heart of the home, featuring a large center island, abundant cabinetry, and direct access to the covered lanai—ideal for morning coffee, outdoor dining, or relaxing after a day at the beach. Natural light fills the home, enhancing its bright and welcoming atmosphere. Upstairs, the private primary suite provides a comfortable retreat, while generously sized secondary bedrooms offer flexibility for family, guests, or a home office. Additional conveniences include an upstairs laundry room, hurricane shutters, and a two-car attached garage. Residents of Grand Park enjoy an exceptional amenity package, including two resort-style pools, fitness and aerobics centers, tennis and pickleball courts, dog parks, playgrounds, and miles of scenic walking and biking trails. Conveniently located near UTC shopping and dining, championship golf, downtown Sarasota, and the area's world-famous Gulf Coast beaches, this home offers easy access to everything that makes Sarasota one of Florida's most desirable places to live. Buyer to verify all measurements, information, and community amenities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amr Karar (478-787-2606)
8438 WEBBER RD, SARASOTA, FL 34240
$1,275,00060 Days on yellowkey MLS ID: A4688777
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $20,000 (1.5%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Remarks: Under contract-accepting backup offers. Back on the market - Buyer was unable to secure financing. Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Sherry Johnson (941-730-0897)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,900,00066 Days on yellowkey MLS ID: TB8497342
REDUCED by $300,000 (13.6%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Elementary School: Southside Elementary
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,43464 Days on yellowkey MLS ID: A4690449
1 Days Off yellowkey (back on 5/30/2026)
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Conservation View | Dedicated Study | Game Room | No Rear Neighbors. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10863 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room, leading into an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, making it easy to enjoy indoor and outdoor gatherings. Tucked privately at the back of the home, the primary suite features an attached bath with a dual sink vanity, soaking tub, separate shower, and an oversized walk-in closet, while a conveniently located laundry room sits just off the garage entry to simplify daily routines. Upstairs, four secondary bedrooms share two full baths and gather around a spacious game room that adds even more room to relax or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, impact window throughout the home, a soaking tub with a separate shower in the primary bathroom, outdoor kitchen rough-in, and a shower in bathroom 2 upstairs. MLS#A4690449
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00043 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)
209 BRIGGS CT, SARASOTA, FL 34237
$464,000149 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing Agent: Drew Jacobsen (941-253-6309)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000689 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Taxes:$19,884
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
743 STONECREST DR, SARASOTA, FL 34232
$691,499375 Days on yellowkey MLS ID: A4654945
REDUCED by $28,500 (4.0%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 2003Monthly Fee: $50 Tax: $3,149 (2024)Community: The Oaks At Woodland Park Ph 2Spa: YesSingle Family
Taxes:$3,149
Remarks: Welcome to a hidden gem in the heart of Sarasota, nestled within an intimate community of just 77 homes. This beautifully maintained four-bedroom residence offers the perfect blend of comfort, style, and Florida charm. With an open-concept layout and warm maple wood flooring throughout the main living spaces, it’s ideal for both relaxed family living and entertaining guests. The kitchen is a dream for home chefs, featuring 42” cabinetry, granite countertops, under-cabinet lighting, a walk-in pantry, and a smart layout that makes meal prep a breeze. The family room, formal dining, and living areas flow effortlessly together, creating a welcoming space full of natural light. The oversized primary suite serves as a true retreat, offering direct access to the lanai through sliding glass doors. The ensuite bathroom boasts double vanities, a relaxing garden tub, and a sleek glass-enclosed walk-in shower. Each of the additional bedrooms is generously sized, with one currently being used as a home office. A guest bathroom conveniently opens to the pool area—perfect for rinsing off after a swim. Step outside to your private backyard oasis, where a pavered lanai with wood-paneled ceilings provides the ideal setting for alfresco dining or simply unwinding. A heated pool and spa elevate everyday living, making it easy to enjoy Florida’s sunny lifestyle year-round. Lush landscaping adds to the tranquil ambiance. Ideally situated near both downtown Sarasota and I-75, this location offers unmatched convenience. And with the Gulf Coast’s world-renowned beaches just a short drive away, this home truly offers the best of Sarasota living. Don't wait, schedule your showing today!
Listing is courtesy of: SARASOTA LAND AND HOMES LLC (941-320-6687)
Listing Agent: James Hirschman (941-320-6687)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000175 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000222 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,290,00040 Days on yellowkey MLS ID: C7525634
REDUCED by $210,000 (6.0%) on 05/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Remarks: Hidden behind an expansive 250-foot circular driveway, the residence is designed for those who appreciate luxury waterfront living and effortless entertaining. Offering approximately 3,500+ square feet, the home features 5 bedrooms, 2 bonus rooms, and dual primary suites, including a spacious main-level owner’s retreat and an additional upstairs suite ideal for guests or multigenerational living. Inside, timeless elegance meets modern functionality with marble flooring, GE Café appliances, spray foam insulated walls for enhanced efficiency and sound reduction, and expansive living spaces filled with natural light and tranquil water views. Recent improvements include three newer HVAC systems, a newer pool heater, major mechanical updates, and an oversized deep-water dock capable of accommodating larger vessels. Outdoor amenities create a true resort-style setting with a heated pool, private basketball court, lush tropical landscaping, and multiple areas for relaxation and entertaining. The oversized waterfront lot is the true centerpiece of the property, providing remarkable privacy and unobstructed boating access with no waterway limitations — an increasingly rare offering on Siesta Key. Conveniently located just minutes from Siesta Key Beach, marinas, fine dining, private clubs, and downtown Sarasota, this extraordinary property presents a rare opportunity to own a premier waterfront estate in one of Southwest Florida’s most desirable coastal destinations.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
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