Location: Sarasota
Do Not Show Listings
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000113 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,303
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00045 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00057 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
3052 WEBBER ST, SARASOTA, FL 34239
$525,00086 Days on yellowkey MLS ID: A4685956
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (1.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00091 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath WATERFRONT residence offers an exceptional blend of comfort, style, and boating convenience in one of the island’s most desirable locations. A spacious screened lanai overlooking the water creates the perfect setting for morning coffee, evening cocktails, and enjoying serene coastal breezes year-round. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. Each spacious bedroom includes its own en-suite bath, providing privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms (2022–2023), kitchen enhancements completed in 2023, updated lighting throughout, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional upgrades include a new water softener and water pressure pump installed in 2025 for enhanced functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00092 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,000119 Days on yellowkey MLS ID: A4682511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1994Monthly Fee: $285 Tax: $4,716 (2025)Community: Villas At Deer CreekSingle Family
Taxes:$4,716
Remarks: Beautifully updated home in Villas at Deer Creek. This home is located in one of Palmer Ranch's most beautiful mature neighborhoods. The home has many nice features. All rooms are spacious with a great open plan kitchen, dining and living areas. Adjacent to the kitchen is a beautiful built-in executive desk. Cabinets are solid wood. There are two very large bedrooms and an ofiice/den that also has a murphy bed for guests Wrap-around windows and recessed lighting keep all of the living areas light and bright. From the screened lanai you can enjoy long views of the green belt and the lake. There is an inside utility room and a large 2 car garage. The AC was replaced in 2020, This home has a touch of elegance which is seldom found in modern homes. Deer Creek is a maintenance -free community. There is a private neighborhood pool. This location allows for easy access to Lowes, Costco, Target, Publix, banks and numerous restaurants. The Legacy Bike Trail is nearby. Siesta Key is a quick 15 minute drive.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,900106 Days on yellowkey MLS ID: A4683875
REDUCED by $14,000 (3.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2004 Tax: $2,681 (2025)Community: Arielle On Palmer Ranch Sec 1Spa: YesCondo
Taxes:$2,681
Remarks: Welcome to beautiful Palmer Ranch and the highly sought-after Arielle community! This spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and resort-style living — all on one floor with no stairs. The bright, open-concept floor plan features tile flooring throughout the main living areas and carpeted bedrooms and den, abundant natural light, and a well-appointed kitchen with a brand-new dishwasher (2025). Recent upgrades include a brand-new A/C system installed in March 2025, providing peace of mind and energy efficiency. Both kitchen and dining room have tray ceilings. Step out onto your private screened lanai overlooking the community center and heated pool, offering a premium location just steps from the pool, spa, and grilling areas — perfect for relaxing mornings and peaceful evenings. Enjoy lush tropical landscaping, scenic walking trails, views of the pond, and resort-style amenities. Ideally located near the Legacy Trail, UTC, Costco, YMCA, Siesta Key beaches, shopping, dining, and I-75. No CDD and not in a flood zone. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeffrey Reali (207-671-4091)
6014 BORDER LN, SARASOTA, FL 34231
$525,00039 Days on yellowkey MLS ID: A4692425
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999235 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Tax Year: 2024
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing Agent: Karen Nasello (727-421-0308)
3050 8TH ST, SARASOTA, FL 34237
$369,00067 Days on yellowkey MLS ID: A4688907
18 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 1979 Tax: $3,004 (2024)Community: Avion OfSingle Family
Taxes:$3,004
Remarks: Diamond in the rough. This 3 bedroom and 3 bathroom home boasts over 1600sf and a pool. Perfect for a family or rental income. Each bedroom has its own en-suite bathroom. The kitchen and bathrooms have been updated. No HOA. The roof is 3 years old, pool surface recently refinished, pool pump replaced and tankless water heater. There is a large Florida room at the back of the home that leads out to a private pool and large yard that is completely fenced in for your privacy and perfect for entertaining. Beautiful sunsets as your barbecuing for all your guests on the large deck. Centrally located to all Sarasota attractions. Come put your finishing touches on this home and make it your own. Showings are by appointment only, please do not disturb the tenants.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tom Machenheimer (941-321-5217)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$414,50017 Days on yellowkey MLS ID: A4694861
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900176 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4317 MIDNIGHT PASS RD, SARASOTA, FL 34242
$9,500,00031 Days on yellowkey MLS ID: A4690271
Bed: 5 Bath: 5.5 Gar: 5 Liv Area Sq Ft: 7116 Built: 2008Monthly Fee: $125 Tax: $60,490 (2025)Community: Cocoanut BayouSpa: NoSingle Family
Taxes:$60,490
Remarks: One or more photo(s) has been virtually staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.
Listing Agent: Gigi Kuster (941-400-7006)
8134 SANTA ROSA CT, SARASOTA, FL 34243
$895,000238 Days on yellowkey MLS ID: A4666633
REDUCED by $5,000 (0.6%) on 05/13/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3934 Built: 2007Monthly Fee: $200 Tax: $6,786 (2024)Community: Sonoma Ph ISingle Family
Taxes:$6,786
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: This beautifully updated 5-bedroom, 4-bathroom residence has everything you could want and more! Nestled in the heart of Sonoma, this home combines modern luxury with spacious, functional living. *New Paint* *New Flooring* *New Pool Pump" The primary bedroom is conveniently located on the first floor, offering a private retreat with direct access to the caged lanai. Also on the first floor, you’ll find a large kitchen featuring a wet bar, perfect for entertaining, and a spacious dining area, ideal for big gatherings. For added convenience, the laundry room is also located on the main level. The screened-in pool overlooks lush green space, creating the perfect backdrop for enjoying the beautiful Florida lifestyle. Whether you're relaxing in the sun, swimming, or hosting friends and family, this outdoor space is sure to impress. Upstairs, you'll find 3 additional bedrooms, a versatile bonus room, and another living room area, offering plenty of space for everyone to unwind. The 3 car garage has also been freshly epoxied to give it that great custom look, long lasting, low maintenance surface. Sonoma offers a community pool, park, tennis courts and private access to Conservatory Park for walking trails in it’s 50 plus -acre nature preserve. Located off University Parkway west of I-75, minutes from golf, lots of great restaurants, shopping, downtown Sarasota, UTC Mall, beaches, and the Sarasota International airport. This home is the ideal blend of luxury, comfort, and convenience. Don’t miss your chance to own a piece of paradise in Sonoma. Schedule your showing today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Nick Paape (941-320-2609)
3363 SHEFFIELD CIR, SARASOTA, FL 34239
$599,999208 Days on yellowkey MLS ID: A4672288
0 Days Off yellowkey (back on 4/25/2026)
REDUCED by $25,001 (4.0%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1968Monthly Fee: $17 Tax: $2,925 (2024)Community: Village Green Club EstatesSpa: NoSingle Family
Taxes:$2,925
Remarks: Under contract-accepting backup offers. Major price reduction, priced to sell quickly. Experience quintessential Florida living in this spacious, light-filled pool home with a beautiful golf course backdrop—one of the largest pool homes in the highly sought-after Village Green Club Estates at Southgate. Offering over 2,240 sq. ft. of living space, this residence combines comfort, privacy, and classic Sarasota charm. Freshly painted exterior, New AC, The heart of the home is the inviting kitchen, showcasing granite countertops and a full wall of windows overlooking the lanai, sparkling pool, backyard, and golf course beyond. The kitchen flows seamlessly into the dining area/breakfast nook and spacious family room, anchored by a stunning fireplace with mantle. This open-concept layout feels both expansive and cozy—perfect for everyday living or hosting family and friends. A traditional living room and dining room extend from the other side of the kitchen, featuring an oversized sliding glass door that opens directly to the pool area. The split floorplan places the primary suite privately on this side of the home, offering separation from guests or grandchildren. The ensuite bathroom has been recently refreshed, and both bathrooms—as well as all tiled flooring—have been professionally cleaned for a pristine finish. Each bedroom enjoys direct access to the screened lanai and pool through sliding doors, and the second bathroom doubles as a dedicated pool bath for added convenience. The outdoor living area is where this home truly shines. The expansive lanai offers excellent privacy and is ideal for relaxing, entertaining, or simply enjoying the tranquil views. Take a dip in the cage-free 15,000-gallon pool, featuring a new pump and filter. The surrounding deck boasts a no-slip Chattahoochee Stone surface, recently resealed for durability and beauty. A true two-car garage provides ample space for two vehicles, a golf cart, and even extra storage. Residents of Village Green Club Estates enjoy a low HOA fee, **NO CDD fees**, and peace of mind in **Flood Zone X**, outside the 100- and 500-year flood plains. This prime location is just minutes to Downtown Sarasota, world-class beaches, SRQ Airport, and I-75—placing the best of the Suncoast right at your fingertips. Come see why this exceptional home stands out in one of Sarasota’s most established and beloved communities.
Listing Agent: Lee Brewer (941-724-3448)
7040 WHITE WILLOW CT, SARASOTA, FL 34243
$559,000231 Days on yellowkey MLS ID: A4669438
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2069 Built: 2016Monthly Fee: $317 Tax: $5,000 (2024)Community: Magnolia PointSingle Family
Taxes:$5,000
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2016-built home in the gated community of Magnolia Point. Offering 3 bedrooms, 3 bathrooms, and 2,069 square feet, this move-in ready residence sits on a very private, manicured lot with thoughtful updates throughout. The open-concept floor plan features spacious living and dining areas, a well-appointed kitchen, and seamless indoor-outdoor flow to the screened lanai. Enjoy a heated pool with handicap accessibility features, ideal for year-round use. Recent improvements include a new roof (2023), pool and cage (2022), and exterior paint (2023), providing peace of mind for the next owner. Outdoor features include a large fenced dog run and access to community walking trails, offering both privacy and outdoor enjoyment. Conveniently located near shopping and dining, this home is approximately 5 miles to the Ringling Museum, 5 miles to SRQ Airport, 9 miles to Lido Beach, and just 8 miles to IMG Academy.
Listing Agent: Alexis Ainslie Brown (941-228-7183)
145 MIMOSA DR, SARASOTA, FL 34232
$389,000189 Days on yellowkey MLS ID: TB8454295
1 Days Off yellowkey (back on 12/10/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 1978Monthly Fee: $38 Tax: $4,423 (2025)Community: Beechwood Estates SubSpa: NoSingle Family
Taxes:$4,423
Remarks: Under contract-accepting backup offers. Short Sale. Fabulous diamond in the rough! Good bones in prime location, beautifully upkept neighborhood with 48 single family homes and a low $450/year HOA, this is THE lowest price house to buy into the community! 3 bedroom /2 bath and 2,121 heated square feet translates to wide open spaces, tons of room to entertain or spend quality time as family. Block construction, pool, 2 car garage, and fabulous oversized backyard. Cosmetic repairs and some updating needed, this gem is just waiting for you to polish it back up and bring it back to shine! Trustee sale, MUST SELL!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tanja Cisliek (727-480-4155)
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000202 Days on yellowkey MLS ID: A4672535
5 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Taxes:$8,304
Remarks: Under contract-accepting backup offers. A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
1155 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,649,00059 Days on yellowkey MLS ID: A4689843
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2625 Built: 2017 Tax: $19,431 (2025)Community: Vue Sarasota BaySpa: NoCondo
Taxes:$19,431
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.
Listing Agent: Marci Mcfarland (941-961-3390)
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