Location: Sarasota
Do Not Show Listings
3951 COUNTRY VIEW DR, SARASOTA, FL 34233
$830,990110 Days on yellowkey MLS ID: A4689321
0 Days Off yellowkey (back on 7/2/2026)
REDUCED by $14,000 (1.7%) on 06/04/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3507 Built: 1981Monthly Fee: $50 Tax: $5,162 (2025)Community: Country PlaceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,162
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to Country Place, one of Sarasota’s most desirable neighborhoods. This 6 bedroom, 3 bathroom home offers over 3,500 sq ft of comfortable living including 2 separate loft bedrooms, perfect for multigenerational families, home offices or additional living areas. The well-designed split plan offers plenty of flexible space for everyone and everything. The main living room area lets in plenty of natural light and features vaulted ceilings and a wood-burning fireplace. Generous living and dining spaces offer functionality and comfort, with upgraded bay windows and genuine wood floors. The kitchen was remodeled in 2021 with granite countertops, stainless steel appliances and a large island. The home has plenty of storage options with a spacious laundry room and plenty of oversized closets. Set on a beautifully landscaped lot, the property showcases mature gardens and lush tropical surroundings, creating a private, oasis-like setting. The large screened-in lanai boasts a 40 foot pool with waterfall and plenty of space for relaxing and enjoying outdoor living. ***New roof 2024, New Irrigation Well 2026, New AC 2018, New Garage Door 2018, Pool Resurfaced 2015*** Conveniently located in Sarasota near Siesta Key beaches, top rated schools, shopping, dining, hospitals, Red Bug Slough Preserve and the UTC area, this gem of a home offers both privacy, space, and a highly desirable location. Don't wait on this one, chedule your tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Paul Hockenbury (941-524-5507)
9011 PROVINCE ST, SARASOTA, FL 34240
$575,000136 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
$460,00096 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
High School: Riverview High
Middle School: Brookside Middle
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
$440,000116 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
Middle School: Sarasota Middle
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
$450,00031 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
$1,490,000103 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)
3707 SHARONDALE DR, SARASOTA, FL 34232
$279,00080 Days on yellowkey MLS ID: TB8506907
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1213 Built: 1966 Tax: $2,190 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,190
Remarks: Under contract-accepting backup offers. Great opportunity for the handy homeowner or Investor! Very spacious 3BR/2BA home with huge Florida room that can be easily converted to a 4th bedroom. Great layout. Oversized 1 car garage with built-in shelving and work area. Solid block construction. Roof and the long driveway are in great shape. X flood zone. Large fenced in back yard. No expensive patio slider doors to replace. Great central location with strong demand. Little to no updated homes available in the area. Close to downtown Sarasota, restaurants, and Siesta Beach. The property is being sold strictly as-is and requires updates.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Dariusz Nowak (847-738-9697)
2171 ORCHID ST, SARASOTA, FL 34239
$370,000265 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
High School: Sarasota High
Tax Year: 2024
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
$600,000306 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
$1,225,000566 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
Tax Year: 2023
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
$5,244,00029 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
$495,00028 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
$639,990112 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
$589,990321 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
$1,140,990265 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
$6,495,000516 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
Elementary School: Phillippi Shores Elementary
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)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,450,000146 Days on yellowkey MLS ID: A4684540
REDUCED by $50,000 (3.3%) on 07/02/2026
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
3246 MAIDEN LN, SARASOTA, FL 34231
$524,900116 Days on yellowkey MLS ID: A4688107
REDUCED by $24,600 (4.5%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
8684 WOODBRIAR DR, SARASOTA, FL 34238
$639,000147 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)
2810 SARASOTA GOLF CLUB BLVD, SARASOTA, FL 34240
$2,790,00038 Days on yellowkey MLS ID: A4697611
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4828 Built: 1990 Tax: $10,550 (2025)Community: ThomasassaSingle Family
Taxes:$10,550
Remarks: A Rare Private Sarasota Estate Offering Resort-Style Living, Luxury, and Exceptional Craftsmanship. Welcome to an extraordinary, one-of-a-kind gated modern farmhouse estate situated on two beautifully landscaped acres, where timeless charm meets modern luxury. Majestic Live Oaks grace the grounds, creating a private sanctuary rich with abundant wildlife, including deer and an array of native birds. Extensively transformed with nearly $1 million in renovations and improvements, this exceptional property offers a turnkey lifestyle unlike anything else. The main residence showcases a beautifully renovated chef's kitchen, gas fireplace, remodeled baths, luxury vinyl plank flooring throughout, a custom theater room, and extensive upgrades including Renewal by Andersen Coastal Impact windows and French doors, James Hardie siding, updated HVAC systems, new ductwork, and enhanced insulation. Step into your own private resort featuring a spectacular 60’ long custom pool completely rebuilt down to the shell in 2023 with PebbleTec finishes, waterfalls, deck jets, bubblers, custom lighting, fire features, and smart Hayward controls. Multiple outdoor living areas include TimberTech decking, a custom fireplace with a motorized TV lift, and inviting spaces designed for entertaining and relaxation. The private 2 bedroom/2 bathroom guest residence has also been fully renovated with a new kitchen and bathrooms, impact windows, updated systems, and its own charming entertainment courtyard featuring a sandy beach lounge, shade sail, and hammock. The guest residence even enjoys its own private entrance. A newly constructed 34’ x 35' fully insulated, detached garage and She Shed with oversized bay door (16’ x 10’) can house several automobiles, or utility vehicles/trailers. No deed restrictions and additional open parking allows space for other toys as well. The air-conditioned She Shed is a private oasis for reading, napping, or just relaxing. Additional amenities include extensive professional landscaping, irrigation upgrades, paver walkways, elegant landscape lighting, numerous infrastructure improvements, and a whole-house standby generator enhanced with custom artwork—providing beauty, functionality, and peace of mind during power outages. Every detail has been thoughtfully curated—from the artistic touches to the resort amenities—creating a property that is as functional as it is breathtaking. This is more than a home; it is a private estate designed for generations of memories, grand entertaining, peaceful retreats, and the very best of the Florida lifestyle. Don’t miss this exceptional opportunity to own one of Sarasota’s truly distinctive estate properties. ****NOTE: Total SQ under air - and bedroom/bathroom count - includes 3600 sf main house (3 bed/3.5 bath), 1100 guest house (2 bed/2 bath) and 120 sf "she shed". Total square footage - heated and unheated - also includes oversized 2-car garage attached to main house and large, detached metal garage. Full appraisal has just been completed by high respected, local luxury and unique property appraiser. Listed just below appraised value of $2.8m. Full list of renovations is available upon request.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Cari Ralph (941-586-1939)
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