Location: Sarasota
Do Not Show Listings
6813 WINSLOW ST, SARASOTA, FL 34243
$420,00027 Days on yellowkey MLS ID: A4698752
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1997Monthly Fee: $120 Tax: $6,007 (2025)Community: ChaparralSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,007
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: Opportunity awaits in the highly desirable Chaparral at Mote Ranch! Nestled in one of the area's most sought-after communities, this 3-bedroom, 2-bath home with a 2-car garage offers an exceptional chance to create your dream home in an unbeatable location. The open floor plan features a dedicated den/office just off the front entry, a spacious kitchen with a sunny breakfast nook and beautiful windows, an adjacent dining room, and a comfortable living room with sliding glass doors that open to a covered, screened lanai—perfect for enjoying Florida's year-round lifestyle. The primary suite and additional bedrooms provide a functional layout, while the inside laundry room adds everyday convenience. While the home is ready for updating and personal touches, its solid layout and outstanding location make it a fantastic value with endless potential. Residents of Chaparral at Mote Ranch enjoy low HOA fees and wonderful community amenities, all just minutes from I-75, the UTC shopping and dining district, Mote Aquarium, and an abundance of restaurants, shopping, and everyday conveniences. SELLING AGENT IS RESPONSIBLE FOR VERIFYING ANY HOA, UTILITIES,ROOM SIZES, & ALL OTHER MLS INFO.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Cari Ralph (941-586-1939)
4603 ATLANTIC AVE, SARASOTA, FL 34233
$390,00039 Days on yellowkey MLS ID: TB8521542
1 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1976 Tax: $3,607 (2024)Community: Ashworth ParkSingle Family
Taxes:$3,607
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to 4603 Atlantic Avenue, a beautifully renovated corner lot pool home in the heart of Sarasota. This move in ready 3 bedroom, 2 bath residence combines modern upgrades with comfortable Florida living, offering an open and inviting floor plan designed for both everyday enjoyment and effortless entertaining. Step inside to discover a stunning, fully remodeled kitchen featuring sleek cabinetry, beautiful countertops, updated appliances, and stylish finishes throughout. New flooring flows seamlessly throughout the home, while both bathrooms have been thoughtfully renovated with contemporary fixtures and designer touches. Natural light fills the spacious living areas, creating a bright and welcoming atmosphere. Situated on an oversized corner lot with exceptional privacy, this property offers plenty of outdoor space to enjoy Sarasota's year round sunshine. The covered lanai overlooks the sparkling pool, providing the perfect setting for relaxing afternoons, weekend gatherings, or entertaining family and friends. The large backyard and private setting at the end of the street create a peaceful retreat rarely found at this price point. Ideally located just minutes from world famous Siesta Key Beach, Downtown Sarasota, The Legacy Trail, shopping, dining, top rated schools, and everyday conveniences, this home delivers the best of the Sarasota lifestyle. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this beautifully updated home is ready to impress.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Oscar Arroliga (305-904-9836)
2627 DUEBY ST, SARASOTA, FL 34231
$375,00040 Days on yellowkey MLS ID: A4697585
0 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3799 COUNTRYSIDE RD, SARASOTA, FL 34233
$539,00070 Days on yellowkey MLS ID: A4694295
REDUCED by $10,000 (1.8%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1982Monthly Fee: $50 Tax: $3,054 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$3,054
Elementary School: Wilkinson Elementary
Remarks: Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Super LOW HOA of $600 a year. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 17x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood, this property is an ideal canvas to create your dream home. Whether you're looking for a quiet haven or vibrant family space near top beaches, schools and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C May 2025, New Pool Pump and light 2024, Pool Refinished June 2026. Pool cage and tile work upgraded in 2024, Qualifies for Hurricane Insurance Discounts, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low HOA community ($600/year). A dog friendly neighborhood - and they have their own HOA page! Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
9011 PROVINCE ST, SARASOTA, FL 34240
$575,000138 Days on yellowkey MLS ID: TB8486094
REDUCED by $25,000 (4.2%) on 07/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2230 Built: 2003Monthly Fee: $154 Tax: $2,681 (2025)Community: Laurel MeadowsSpa: NoSingle Family
Taxes:$2,681
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: 4 bed | 3 bath | 3 car garage — and genuinely move-in ready. Tucked in a quiet neighborhood with parks, walking trails, grocery stores and restaurants just minutes away. Every inch of carpet has been pulled and replaced with upgraded LVP and tile throughout. Granite countertops, stainless appliances, and a wrap-around breakfast bar anchor the kitchen. The split floor plan is spacious and well designed with formal dining and living areas that make entertaining easy. Primary suite features a soaking tub and separate glass-enclosed shower. Out back you have a huge screened patio perfect for outdoor entertaining. Seller may offer closing cost assistance toward buyer's financing and closing costs. Ask for details. Come see it.
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Joo Song (813-966-3575)
2411 GULF GATE DR, SARASOTA, FL 34231
$460,00098 Days on yellowkey MLS ID: A4690632
36 Days Off yellowkey (back on 7/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1962Monthly Fee: $6 Tax: $4,318 (2025)Community: Gulf GateSingle Family
Taxes:$4,318
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Location, convenience, and charm! This delightful 2-bedroom, 2-bath home is ideally situated just two blocks from the shops and restaurants of the sought-after Gulf Gate community. Enjoy an open floor plan that flows seamlessly to a lovely screened-in pool area—perfect for relaxing or entertaining. NEW POOL PUMP & HEATER, NEW A/C in the last two years and IMPACT WINDOWS. The fully fenced yard offers plenty of space for pets to run and play. Features include terrazzo floors throughout, a circular driveway, and a FRESHLY PAINTED EXTERIOR. A wonderful opportunity to enjoy the Gulf Gate Lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
12314 MYRTLE BAY CT, SARASOTA, FL 34238
$440,000118 Days on yellowkey MLS ID: A4688267
REDUCED by $20,000 (4.3%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2019Monthly Fee: $417 Tax: $3,096 (2025)Community: Hammock Preserve On Palmer RanchSingle Family
Taxes:$3,096
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Perfectly positioned within the gated community of Hammock Preserve on Palmer Ranch, this well-priced 2-bedroom, 2-bath villa with a den/office offers a refined yet effortless approach to Florida living. Built in 2019 and thoughtfully maintained, the home features quartz countertops, stainless steel appliances, and tile flooring throughout the main living areas, complemented by plush carpeting in the bedrooms for added comfort. The open living space extends to a screened lanai overlooking a tranquil lake, creating a peaceful setting for both quiet mornings and relaxed evenings. Designed with “right-sizing” in mind, this residence delivers the ideal balance of space, style, and low-maintenance living. Residents of Hammock Preserve enjoy a true lifestyle community with resort-style amenities including tennis, a fully equipped fitness center, social spaces for gatherings and events, a pool and spa, and dedicated dog parks for both large and small pets—all offered with notably low HOA fees that enhance the overall value. Ideally located near shopping, dining, and area parks, and just a short drive to the world-renowned beaches of Siesta Key, this is an exceptional opportunity to enjoy a sophisticated, amenity-rich lifestyle in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
4944 MIDNIGHT LN, SARASOTA, FL 34235
$450,00033 Days on yellowkey MLS ID: A4698194
1 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3650 Built: 1991 Tax: $4,416 (2025)Community: CarrieSingle Family
Taxes:$4,416
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Investor Special – Unique Opportunity in Sarasota! This is more than a home—it’s your chance to create something truly special. Situated on an expansive 33,949 sq ft lot (that’s over ¾ of an acre!), this 3,650 sq ft property is brimming with potential. Inside, you’ll find 5 spacious bedrooms, 2.5 baths, 3 office/den spaces (one of which has a skylight) and multiple living areas—plenty of room to make it your own. There is a stunning cathedral ceiling that fills the space with natural light. The outdoor space is just as impressive. The large pool, perfect for swimming laps or relaxing with friends and family, is complemented by updated equipment and a resurfaced finish. Love tropical fruit? Your private oasis features mango, avocado, moringa, calamondin and elderberry tree. Plus, with no HOA restrictions, you’ve got the flexibility to park an RV, build another residence, or even craft an outdoor paradise. This home already has solid improvements, including a newer roof (2019), two AC units (2019), and hot water units replaced in 2016 and 2023. Real hardwood floors add a timeless touch, and the wrap-around porch is as charming as it gets. While the home is fully hooked up to sewer, it’s also equipped with well water and while the electrical system dates back to 1991, this property is priced to reflect its potential—perfect for a flipper or dream-home renovator. This ideal location will provide easy access to Downtown Sarasota and the many dining, arts, cultural and shopping options. Easy access to Sarasota Bradenton International Airport, UTC Mall, Mote Science Education Aquarium, and many of the west coast beaches including Siesta Key and Lido Beach, this tropical haven is waiting for you. Schedule your tour today—opportunities like this are rare!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,490,000105 Days on yellowkey MLS ID: TB8497342
REDUCED by $410,000 (21.6%) on 07/02/2026
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)
2171 ORCHID ST, SARASOTA, FL 34239
$370,000267 Days on yellowkey MLS ID: A4670904
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1952 Tax: $4,111 (2024)Community: Washington Heights/ SouthgateSingle Family
Taxes:$4,111
Remarks: Under contract-accepting backup offers. FIXER UPPER WITH LOCATION, LOCATION, LOCATION, SOUTHGATE Location - 1 block North of Siesta Drive on East side of Trail. This rare dead end street has a walking trail and is very private. Area is undergoing redevelopment with many homes in area being totally renovated or torn down and new homes being built. Walk to shopping center, restaurants & Brookside school and so much more. Sought after Southside Elementary is 5 minutes away. You can be at world famous Siesta Key beach in about 10 minutes. The home has 3 bedrooms, 2 baths, a nice back yard with stately trees. Bring your creativity, vision and love of the area or bring your building plans and have the home of your dreams in the neighborhood you love. This is either a redo or rebuild.
Listing Agent: Kris Niehaus (941-376-4950)
4390 WOODVIEW DR, SARASOTA, FL 34232
$600,000308 Days on yellowkey MLS ID: A4666171
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2568 Built: 1985Monthly Fee: $64 Tax: $3,276 (2024)Community: Woodland ParkSpa: YesSingle Family
Taxes:$3,276
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. Welcome to Woodland Park – the charm of Old Florida in the heart of Sarasota! Set on an expansive 16,400+ sq. ft. lot with lush, mature landscaping, this spacious custom home offers privacy, character, and a warm community atmosphere along tree-canopied streets. Just 5 miles from downtown Sarasota, Woodland Park blends timeless “Old Florida” charm with everyday convenience. The home features a versatile split floor plan with generously sized rooms. The primary suite is thoughtfully separated from the guest bedrooms, offering comfort and retreat. Two fireplaces bring cozy charm—one anchoring the living room as a central gathering place, the other enhancing a flexible den/office space that could easily serve as a fourth bedroom. The living room is designed for entertaining, complete with a wet bar and open flow to the kitchen and dining area. Outside, a caged swimming pool invites year-round enjoyment, while a detached oversized two-car garage provides ample space for vehicles, storage, or a workshop. Recent updates include fresh exterior paint and a new roof, adding peace of mind to this already special property. With its unique floor plan, lush grounds, and community character, this home is a rare find in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
5645 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,225,000568 Days on yellowkey MLS ID: A4634600
REDUCED by $70,000 (5.4%) on 06/30/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2541 Built: 1973 Tax: $5,153 (2023)Community: Sarasota PlantationsSingle Family
Taxes:$5,153
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Private compound ~ almost 4000 SF of living area! House & Guest House on 5 acres. Not in flood zone ! Serene oasis tucked at the end of a quiet country lane. 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. Buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
258 CRYSTAL WATERS DR, SARASOTA, FL 34240
$5,244,00031 Days on yellowkey MLS ID: A4698383
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4575 Built: 2026Monthly Fee: $661 Tax: $1,900 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$1,900
Remarks: Anchor Builders, Sarasota's premier luxury custom home builder proudly presents The Martinique III, an extraordinary furnished model home in Wild Blue at Waterside. Perfectly positioned on an expansive half-acre Lapis homesite overlooking tranquil water and nature preserve views, this remarkable modern farmhouse was thoughtfully designed by acclaimed residential designer Paul Fletcher to capture breathtaking vistas from nearly every living space. A grand arrival begins with authentic white brick architecture, soaring columns, lush tropical landscaping, and an impressive auto court leading to opposing dual oversized garages, offering a four-car garage space with exceptional convenience and curb appeal. Inside, custom-crafted double entry doors open to a stunning arched foyer where timeless architecture and refined finishes immediately create a sense of warmth, elegance, and serenity. Vaulted ceilings adorned with stained wood beams, expansive walls of glass, and an abundance of natural light define the home's open-concept living spaces while seamlessly connecting the great room, dining area, and chef's kitchen. Designed for both entertaining and everyday living, the gourmet kitchen features premium appliances, custom cabinetry, luxurious countertops, and a fully equipped pantry kitchen. Every detail has been thoughtfully designed to create the perfect setting for intimate dinners or effortless entertaining while enjoying spectacular water views. Throughout the home, wide gallery hallways, rich chevron-pattern white oak flooring, bespoke millwork, designer lighting, and architectural details showcase the exceptional craftsmanship for which Anchor Builders is known. Every finish has been selected to create an inviting atmosphere. The private owner's retreat is a sanctuary unto itself, offering a peaceful sitting area, expansive dual walk-in closets, and an exquisite spa-inspired bath designed for ultimate relaxation. Three beautifully appointed ensuite guest bedrooms provide exceptional comfort and privacy, while a private study, flexible bonus room, powder bath, spacious utility room, and climate-controlled storage complete the thoughtfully designed floor plan. Outdoor living is equally extraordinary. Expansive covered living and dining areas flow effortlessly from the interior to create the ultimate Florida lifestyle. Enjoy a resort-style pool and spa, outdoor kitchen, fireplace, fire pit, and multiple gathering spaces, all perfectly positioned to embrace the serene waterfront setting. Residents of Wild Blue at Waterside enjoy an unparalleled lifestyle with convenient access by foot, bicycle, or golf cart to the future clubhouse featuring fine and casual dining, social events, a state-of-the-art fitness center, wellness classes, personal training, a golf simulator, movie theater, and more. The community also offers the Midway Sports Center with 13 acres of recreational amenities, scenic walking and biking trails, six tennis courts, eight pickleball courts, a sports pro shop, kayak launch, playground, and two dog parks. Professionally curated by acclaimed interior designer Carrie Riley of Riley Interior Design, this residence is offered fully furnished, including all designer furnishings, televisions, artwork, accessories, and décor. Pricing reflects the furnishings and is net of the builder's leaseback. Please contact the builder's representative for complete details.
Listing is courtesy of: ANCHOR REALTY OF S W FL INC (941-379-4405)
Listing Agent: Paul Dupuis (941-379-4405)
4140 EASTWOOD DR, SARASOTA, FL 34232
$495,00030 Days on yellowkey MLS ID: A4698022
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1981Monthly Fee: $18 Tax: $4,267 (2025)Community: TamaronSingle Family
Taxes:$4,267
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to 4140 Eastwood Drive, a beautifully maintained 3-bedroom, 2-bath pool home in the established Tamaron community of Sarasota. Offering 1,668 square feet of living space, this residence combines comfort, functionality, and recent improvements that make it move-in ready. Enjoy Florida living year-round in the private screened lanai overlooking the resurfaced pool, complemented by refreshed landscaping that enhances the home's curb appeal. Inside, the split-bedroom floor plan provides privacy and flexibility, while the spacious living areas are perfect for both everyday living and entertaining. Situated on a generously sized lot in a centrally located neighborhood, you'll enjoy convenient access to downtown Sarasota, I-75, shopping, dining, parks, and Gulf Coast beaches. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home offers exceptional value in one of Sarasota's most desirable.
Listing Agent: Kelly Trippe (941-330-7750)
9882 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$639,990114 Days on yellowkey MLS ID: A4688971
REDUCED by $37,000 (5.5%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2956 Built: 2026Monthly Fee: $308 Tax: $1,244 (2025)Community: Grand Park Phase 3A & 3BSpa: NoSingle Family
Taxes:$1,244
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under Construction. This nearly 3,000 sq. ft., two-story home features a bright, open layout with a grand foyer entry. With 4 bedrooms plus a den, it offers plenty of space along with generous storage and large closets throughout. Upstairs, the private primary suite overlooks a peaceful, west-facing pond—perfect for enjoying beautiful sunset views. The main living area centers around a spacious kitchen with an oversized island, ideal for everyday living and entertaining. The open design creates an easy flow between the kitchen and living spaces. The Vision floor plan offers a comfortable and functional layout, well-suited for modern living.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
6568 BIG BAYOU DR, SARASOTA, FL 34241
$589,990323 Days on yellowkey MLS ID: A4664560
REDUCED by $10,000 (1.7%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2025Monthly Fee: $330 Tax: $1,276 (2024)Community: Grand Park Phase 2Single Family
Taxes:$1,276
Remarks: Competitively priced, this stunning White Star farmhouse-style home in Grand Park offers the perfect blend of comfort and design. The north-facing backyard keeps the home cool while providing sunshine on the lanai, which includes a gas hook-up for grilling. Tall privacy hedges line the paved walking trail just beyond the backyard, creating a peaceful, custom-landscaped feel. Enjoy quick, walking-distance access to the Grand Park clubhouse and community amenities directly from the trail. Interior highlights include impact glass windows, 8-foot interior doors, a double-door den, walk-in pantry, recessed ceilings, wood cabinetry, quartz countertops, and wood-look tile flooring throughout. This home combines high-quality finishes, energy efficiency, and a desirable location—all at a great value in Grand Park.
6336 LAKE WOODRUFF CT, SARASOTA, FL 34241
$1,140,990267 Days on yellowkey MLS ID: A4670870
REDUCED by $6,000 (0.5%) on 07/02/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2868 Built: 2026Monthly Fee: $428 Tax: $2,194 (2024)Community: Grand Park Phase 2Spa: YesSingle Family
Taxes:$2,194
Remarks: Under Construction. This stunning Island-elevation home offers a perfect blend of luxury, comfort, and Florida living. Step onto the welcoming front porch and into a spacious foyer that opens to an extra-long living room seamlessly connected to the dining area. Pocketed sliding doors lead to the lanai, where serene pond and preserve views create the ultimate backdrop for relaxing or entertaining. Enjoy the sparkling pool and spa surrounded by pavered decking for effortless indoor-outdoor living. Inside, a club room with its own lanai access provides a versatile retreat, while the front den with French doors is ideal for a home office. The mudroom and utility space off the garage add everyday convenience. Guests will appreciate a private suite, and the primary bedroom features an impressive spa-style bath with a soaking tub. Designed for gathering, the gourmet kitchen and outdoor living spaces are truly the heart of this home. This home truly must be seen to be believed.
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000518 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: Virtually Staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
8684 WOODBRIAR DR, SARASOTA, FL 34238
$639,000149 Days on yellowkey MLS ID: A4684548
REDUCED by $25,000 (3.8%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2329 Built: 1992Monthly Fee: $205 Tax: $4,830 (2025)Community: Deer CreekSpa: NoSingle Family
Taxes:$4,830
Remarks: Nestled within a gated community, this Lee Wetherington custom-built home offers a rare blend of privacy and comfort with all hurricane impact windows, refinished pool and private backyard. From the moment you enter the community, you'll appreciate the sense of tranquility and security that defines this neighborhood. The home features three bedrooms, one of them currently set up as an office, two full bathrooms, and one-half bath, thoughtfully arranged to provide both functionality and comfort. Natural light fills the living spaces, enhancing the warm and inviting layout that is ideal for everyday living as well as entertaining guests. The well-designed floor plan allows for seamless flow between living, dining, and gathering areas, creating a space that feels open yet cozy. Step outside to your own private backyard retreat, where a sparkling private pool is surrounded by mature greenery, offering exceptional privacy. Located within a gated community, residents enjoy an added level of security and exclusivity, along with a well-maintained environment that reflects pride of ownership. Roof was replaced in 2016, HVAC and water heater 2019, pool heater 2025, windows 2018-2020 and pool was resurfaced in 2022. In addition, Costco, YMCA, Legacy Trail and Siesta Key are only short drive away.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Williams (941-225-1520)
5655 WOODLAND SAGE DR, SARASOTA, FL 34238
$549,00075 Days on yellowkey MLS ID: TB8509031
REDUCED by $20,000 (3.5%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2631 Built: 2020Monthly Fee: $286 Tax: $4,315 (2025)Community: Promenade EstatesSingle Family
Taxes:$4,315
Middle School: Laurel Nokomis Middle
Remarks: You will love this stunning newer home located on a cul-de-sac in popular Promenade Estates. This is a two-story home with five bedrooms, three bathrooms, and a bonus room. Open-concept floor plan flows seamlessly throughout the main level centering around the Chef's kitchen. There is also a guest suite on the main level. Upstairs, a spacious owner's suite and three additional guest bedrooms, a full bathroom, and a convenient laundry room complete the second floor. . The home features an abundance of desirable builder upgrades throughout. The expansive backyard is quiet and private. Low HOA fee of just $226/month includes a resort-style pool, splash pad, playground, volleyball court, dog park, basketball court, and fitness center. Located outside of the flood zone. Walking distance to the Legacy Trail and Oscar Scherer Park. A+ rated public schools. A short drive to award-winning beaches. Schedule a showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Michael Klanot (941-504-2345)
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