Location: Sarasota
Do Not Show Listings
3864 CHATSWORTH GREENE CT #10, SARASOTA, FL 34235
$375,000125 Days on yellowkey MLS ID: A4687597
REDUCED by $24,000 (6.0%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1928 Built: 1990 Tax: $5,059 (2025)Community: Chatsworth Greene - The Meadows - The HighlandsVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,059
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Sweeping golf course views with ideal southeastern exposure in the desirable Highlands section of The Meadows, one of Sarasota’s sought-after and ideally located neighborhoods. Chatsworth Greene is the premier villa enclave of its kind. Mature landscaping, ample rooms, natural light, high ceilings with tray in the great room, and walls of windows bring in stunning golf course views. Retreat to the primary suite, featuring a walk-in closet, separate dual sinks and soaking tub. The relaxing lanai is ideal for enjoying quiet mornings and entertaining friends. All adorned by sweeping golf course views with ideal southeastern exposure, a block to the heated pool and spa, and a short ride to all the fun The Meadows has to offer. Set on 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar and, at a reasonable fee, a fitness center, a junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2019 air-conditioning system, 2008 tile roof, above flood plain in zone X. Furniture optional.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$500,000139 Days on yellowkey MLS ID: A4685783
REDUCED by $25,000 (4.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1794 CUNLIFF LN, SARASOTA, FL 34239
$2,997,000142 Days on yellowkey MLS ID: A4685523
REDUCED by $98,000 (3.2%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
3439 TALLYWOOD LN #7139, SARASOTA, FL 34237
$169,900154 Days on yellowkey MLS ID: A4683744
REDUCED by $2,600 (1.5%) on 07/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,289 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,289
Remarks: Reduced! 1668 sq. ft. living area PLUS a carport with storage closet. Now priced below $102/psf living area! A charming end-unit villa with real wood floors in the living and dining area. The versatile third bedroom (or bonus room) upstairs, offers a tranquil greenbelt view and HUGE walk-in closet. (Consider adding a 1/2 bath upstairs!) Spacious open plan with split bedrooms downstairs, a dining room off the living room and a breakfast nook in the roomy kitchen. The furniture is negotiable too! Tucked deep in Tallywood, a charming, wooded and peaceful village located a few minutes from shopping, a few miles from downtown and a couple more to the beaches. Lovely vistas of trees and sprawling lawns from several rooms and the screened lanai. Set at the end of a quiet cul-de-sac with a carport and storage closet, plus guest parking spaces just a few steps from the front door. Tallywood is a 55+ community with loads of amenities and activities set on 25 acres of lushly treed and green space. Enjoy the spacious screened-in and heated pool. The grand clubhouse offers a fitness center, kitchen, covered lanai and a gas grill. Compare to another Tallywood 1668 sq. ft. villa that sold in January for $298,000!
Listing Agent: Kim Gilliland (941-809-5151)
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$859,990159 Days on yellowkey MLS ID: TB8478629
INCREASED by $10,000 (1.2%) on 07/01/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Elementary School: Lakeview Elementary
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
3783 BENEVA OAKS BLVD, SARASOTA, FL 34238
$1,595,000174 Days on yellowkey MLS ID: A4680907
REDUCED by $50,000 (3.0%) on 07/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5251 Built: 1980Monthly Fee: $108 Tax: $8,854 (2025)Community: Beneva OaksSingle Family
Taxes:$8,854
Elementary School: Gulf Gate Elementary
Remarks: This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive. Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home. With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard. The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use. Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery. Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat. Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
7321 LINKS CT, SARASOTA, FL 34243
$999,999174 Days on yellowkey MLS ID: A4681221
REDUCED by $10,001 (1.0%) on 05/11/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2736 Built: 1995Monthly Fee: $70 Tax: $10,652 (2025)Community: Links At Palm-AireSpa: YesSingle Family
Taxes:$10,652
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Over half an acre. Majestic oak trees. Peaceful golf course views. Welcome to a home where privacy, character, and location come together in one of Sarasota's most established communities. Nestled within the established Links at Palm Aire, this beautifully maintained residence offers the perfect blend of tranquility and everyday convenience, just minutes from University Town Center, Lakewood Ranch, downtown Sarasota, SRQ Airport, I-75, world-renowned Gulf beaches, shopping, dining, and golf. Designed for both comfortable living and effortless entertaining, the thoughtfully crafted split floor plan features four bedrooms, three-and-a-half baths with flexible living spaces that adapt to today's lifestyle. The private rear bedroom, tucked behind a pocket door with direct access to the pool bath, is ideal for guests, multigenerational living, or a quiet retreat. In addition, the home features a finished, climate-controlled flex room with its own private exterior entrance. Currently used as a fitness studio, this versatile space is equally well suited for a home office, art studio, hobby room, or creative workspace. The third garage bay continues to provide dedicated golf cart storage. The spacious kitchen offers granite countertops, solid wood cabinetry, and opens seamlessly to the main living areas for easy everyday living and entertaining. Luxury vinyl plank flooring, crown molding, and numerous thoughtful updates throughout the home create a warm, inviting atmosphere that's truly move-in ready. Step outside and experience what truly sets this property apart. A new hurricane-rated panoramic pool cage frames peaceful views of the 12th fairway at Palm Aire Golf Club, while three majestic oak trees create exceptional privacy and a tranquil backdrop rarely found this close to Sarasota's most desirable amenities. Whether enjoying your morning coffee, entertaining family and friends, or simply relaxing by the pool, this outdoor living space offers the perfect balance of beauty and serenity. Recent improvements include a new hurricane-rated panoramic pool cage (2025), fresh exterior paint (2024), updated roof flashing (2025), GE Profile slide-in double oven, microwave, and dishwasher (2025), a renovated laundry room with new cabinetry and quartz countertops, an updated guest bath featuring a walk-in shower and quartz finishes, decorative stained concrete lanai, travertine front patio, newer pool equipment, and a circular driveway. Large, private homesites in established Sarasota neighborhoods are becoming increasingly rare. Combined with mature landscaping, golf course views, low HOA fees, no CDD, and a location that places you just minutes from everything Sarasota has to offer, this home offers an exceptional combination of space, privacy, and flexibility that is increasingly difficult to find in today's market. Whether you're hosting family, working from home, or simply looking for more room to spread out, 7321 Links Court offers a lifestyle of lasting appeal in a location you'll love coming home to.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Rachel Campise (941-726-0209)
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,000182 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,000186 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
312 BLUE PEARL CT., SARASOTA, FL 34240
$1,894,340194 Days on yellowkey MLS ID: A4677040
REDUCED by $75,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $958 Tax: $6,687 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$6,687
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Newly priced as part of our QUICK MOVE IN INCENTIVE SPECIAL! Located in Wild Blue at Waterside, this Cambria IV by Stock Luxury Homes offers a balance of refined design and relaxed Florida living. Timeless architecture pairs with semi-custom finishes and an open, airy layout designed for both everyday comfort and effortless entertaining. The waterfront home features three bedrooms, three and a half baths, a spacious Great Room, an elegant Dining Room, and a private Study. Expansive sliding doors open to a generous outdoor retreat with pool and spa, creating a natural extension of the living space. A three-car garage adds everyday convenience. Showcasing our new modern elevation. Please contact us for additional inventory homes not yet listed in the MLS.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
800 HUDSON AVE #106, SARASOTA, FL 34236
$515,000233 Days on yellowkey MLS ID: A4673881
REDUCED by $35,000 (6.4%) on 07/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1562 Built: 1984 Tax: $3,822 (2025)Community: Hudson HarbourCondo
Taxes:$3,822
Remarks: Unbeatable value and location in downtown Sarasota. This 3-bedroom, 3 full bath residence lives more like a townhome than a condo. No elevators, park right in front of your front door and walk out to the pool. Ideally located across from Selby Gardens and only one block from Sarasota Bay. Hudson Harbour is not in the AE flood zone, has covered parking and is pet-friendly, allowing one small dog and multiple cats. The three versatile bedrooms in this residence provide exceptional flexibility. The first-floor bedroom & bath can serve as a convenient primary suite, while the second-floor option offers additional privacy—ideal for guests, family, hobbies, or a home office. Enjoy two private balcony lanais overlooking a lush tropical garden and tranquil fountain, creating the perfect setting for morning coffee or relaxing evenings. Inside, the home features light soft neutral tones complemented by neutral tile flooring and elegant crown molding throughout. The thoughtfully designed kitchen includes a spacious eat-in dining area and breakfast bar that opens seamlessly to the living and dining spaces—perfect for everyday living and entertaining. Numerous updates have been completed over the years, including: Brand-new AC (2024), New windows and sliding glass doors, renovated bathrooms, updated kitchen appliances, New washer and dryer, Water heater replacement and fresh interior paint. Hudson Harbour offers a private downtown, intimate tropical setting with only 18 units centered around a heated community pool. Living here places you within walking distance to the Sarasota Bayfront Park for nightly sunsets, a boat cruise or waterfront dining and of course all of Sarasota’s downtown restaurant and theater options. Outdoor lovers will appreciate easy access to Legacy Trail, Payne Park and Lido Beach. Take the free downtown trolley to St. Armands Circle and Lido Beach. Schedule a showing and don’t miss this best priced Downtown Sarasota residence on the market today !
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
1404 KENILWORTH ST, SARASOTA, FL 34231
$4,825,000195 Days on yellowkey MLS ID: A4672697
REDUCED by $375,000 (7.2%) on 07/08/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Tax Year: 2024
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
4004 WILSHIRE CIR E #89, SARASOTA, FL 34238
$335,000376 Days on yellowkey MLS ID: A4659133
REDUCED by $14,000 (4.0%) on 04/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 1988 Tax: $2,515 (2024)Community: Lakeshore VillageSpa: NoCondo
Taxes:$2,515
Remarks: Welcome to your new home in one of Sarasota's most sought-after 55+ communities, offering resort-style amenities including clubhouse, tennis courts, pickleball courts, several serene lakes-all centrally located just minutes from shopping, dining, and a world class beach. Step inside to discover high-quality Cherry Bronze laminate flooring in the living and dining areas, giving the warm look and feel of hardwood. The vaulted ceiling in the rooms, enhanced by skylights, flood the space with natural light, creating a bright and airy atmosphere. Enjoy the expanded living area with a cozy Florida room, which was enclosed and tile floor raised, and impact-rated sliding glass doors installed showcasing peaceful views of a park-like backyard. The updated kitchen features wood cabinetry, granite countertops, stainless steel appliances, and a sunny eat-in nook. A large pass-through with granite ledge overlooking the dining room is ideal for entertaining and serving buffet-style meals. The spacious primary bedroom includes a charming nook, ideal for a quiet reading corner or small office. A large picture window frames the tranquil, private backyard, and a 5'X16' walk-in closet provides generous storage. The primary bath has been tastefully remodeled with new cabinetry, granite counters, and a walk-in shower with pebble type flooring. Additional features of the villa are Plantation shutters throughout(except Primary Bedroom), impact-rated windows and doors for peace of mind, electric hurricane shutter in the Florida Room, epoxy-coated garage floor, New AC in 2021, and hot water heater in 2025. The exterior of the villa was freshly painted in April 2025. This move-in ready villa combines modern updates and style in a maintenance-free community designed for active adults. Please note: this is a pet-free community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
4154 CENTER POINTE CIR #57A, SARASOTA, FL 34233
$249,000394 Days on yellowkey MLS ID: A4657470
REDUCED by $16,000 (6.0%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1029 Built: 1983 Tax: $2,861 (2024)Community: Courtyard VillasVilla
Taxes:$2,861
Remarks: This bright and beautiful villa is just waiting for a snowbird or a year-round owner to enjoy this well-maintained, perfectly-located home. It's low-maintenance and high-enjoyment living. The A/C is only 2 years old and everything works just perfectly. The home has a large attached courtyard-patio area PLUS a neighborhood pool just a few doors down the street, PLUS 2 pets under 30 pounds are okay, PLUS new kitchen cabinets. GREAT ROOF NEWS: The Homeowners' Association will pay to fix any repairs to the roof. It has cash reserved for this purpose. It is financed by your low monthly HOA fees. THERE'S MORE !! PLUS new carpeting. PLUS recently painted. PLUS you are close to: 4 banks PLUS 12 restaurants P LUS 2 fitness centers PLUS Publix, Home Depot, Walmart ,Doctor’s hospital, PLUS 2 fitness centers and you are near I-75. You can park two cars in the driveway. GREAT LOCATION. GREAT PLACE. GREAT VALUE. GREAT PRICE. Better hurry before the bidding war starts ! ! !
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Alexander (941-724-5907)
217 S SHADE AVE, SARASOTA, FL 34237
$1,749,000510 Days on yellowkey MLS ID: A4628117
REDUCED by $50,000 (2.8%) on 07/09/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool size is 12 x 26 , leaving plenty of green space for pets in the backyard! Back yard fence will fully enclose the back yard with gates on both sides of the home. This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing Agent: Ingrid Caruso (941-539-6233)
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000646 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2026 Tax: $11,422 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$11,422
Remarks: Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000915 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00071 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90089 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing Agent: Robin Leonardi (941-685-6270)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000223 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
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