Location: Sarasota
Do Not Show Listings
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$344,50047 Days on yellowkey MLS ID: A4684320
REDUCED by $5,000 (1.4%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,913
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: WELCOME HOME TO AN AMAZING OPPORTUNITY to live in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire Community located The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
8425 LUNAR SKYE ST, SARASOTA, FL 34241
$375,00060 Days on yellowkey MLS ID: TB8477040
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1597 Built: 2025Monthly Fee: $167 Tax: $2,323 (2025)Community: Skye Ranch Nbrhd 2 TwnhmsTownhouse
Taxes:$2,323
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful Townhome with 3 bedroom, 2.5 bath with loft. The open kitchen, dining, and living area flows together and with those high ceilings. Skye Ranch community, a place known for its welcoming feel and growing popularity. You’ll enjoy dog friendly walking trails, a beautiful community pool, Turner Park, and access to top rated schools, including the brand new Skye Ranch Elementary opened in Fall 2025. It is a neighborhood designed for comfort, connection, and convenience.
Listing is courtesy of: EZ CHOICE REALTY (813-653-9676)
Listing Agent: Shyam Mallesh (973-262-3920)
5669 AMERICA DR, SARASOTA, FL 34231
$1,049,00053 Days on yellowkey MLS ID: A4683605
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1651 Built: 1976 Tax: $7,404 (2025)Community: Phillippi Gardens 04Spa: NoSingle Family
Taxes:$7,404
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Inviting mid-century modern style home on a large high and dry, waterfront Philippi Creek lot. Recently updated with modern features while keeping the charisma of the original building design. With easy access to the waterways of Sarasota Bay and its proximity to restaurants and shops, this location can't be beat! Only 10 minutes to Siesta Key Beach and in a great school district. Features include a new Trex dock with a 10,000 pound lift for your boating pleasure, recent renovations of the kitchen and baths, 48 inch tile flooring, new garden lighting and an epoxy floor in the carport. Make this a must see and come make your Sarasota waterfront dreams a reality today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Maureen Morris (941-350-0807)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$749,00027 Days on yellowkey MLS ID: A4686980
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
101 SUNSET DR #402, SARASOTA, FL 34236
$2,225,00059 Days on yellowkey MLS ID: A4680474
REDUCED by $25,000 (1.1%) on 04/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2179 Built: 1978 Tax: $19,046 (2025)Community: Lawrence Pointe ISpa: NoCondo
Taxes:$19,046
Elementary School: Alta Vista Elementary
Remarks: Rare opportunity to own in the architecturally significant Lawrence Pointe community—>offering some of the lowest condo fees on Sarasota’s Downtown Bayfront. Finding a true three-bedroom, three-bath residence with direct Bayfront views at just $1,261.67/month in condo fees is virtually unheard of, making this an exceptional value for waterfront living. Even better, your Sarasota Bay views are protected, meaning you’ll never have to worry about future development obstructing what you see today. Designed by renowned Sarasota School of Architecture architect Tim Seibert, this spacious fourth-floor residence offers over 2,000 square feet of light-filled living space. The open floor plan is thoughtfully designed to capture tranquil bay views while still feeling comfortable for everyday living and effortless for entertaining. Inside, you’ll find a wet bar perfect for hosting, along with a dedicated office nook ideal for remote work or a quiet workspace. The third bedroom is currently set up as a flexible living area and can easily transition into a guest suite, den, media room, or home office depending on your needs. A generous utility room with full-size washer and dryer, laundry sink, and additional storage which adds a level of functionality that’s rarely found in condo living. This boutique waterfront community features a heated bayfront pool, secure entry, and covered parking, all just minutes from downtown Sarasota’s dining, shopping, arts, and marina district. You’re also just a short drive to Lido Key and St. Armands Circle, giving you the perfect balance of city convenience and coastal lifestyle. A timeless Bayfront residence in one of Sarasota’s most desirable and architecturally celebrated communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jomarie Alicea (941-807-2554)
9411 FOREST HILLS CIR, SARASOTA, FL 34238
$549,00051 Days on yellowkey MLS ID: A4683831
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1999Monthly Fee: $571 Tax: $3,975 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$3,975
Remarks: Furnished Villa with updated roof and a short distance to community pool, new AC in 2025! Don't miss out on this great property that has 2 bedrooms plus Den Home with an additional airconditioned Florida Room for added space and relaxation. Screened in entry way greets you as you enter the home. Kitchen boasts granite counters and closet pantry with breakfast nook. Den with twin doors offers lots of great natural light. Living Room/Dining Room combination expands the open floor plan. As you make your way to the Florida/Bonus Room with its slider out to the large Lanai overlooking the private preserve area behind the home fills the property with tranquility and peacefulness. Primary Bedroom with views of the preserves and boasting twin closets! Twin sinks and large walk-in shower and separate soaking tub. Guest quarters and 2nd bath with granite counter. 2 car garage. Forest Hills is a very active community in Stoneybrook with its own community pool nearby this home. A premier member-owned country club, Stoneybrook of Sarasota, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes an updated clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice. In 2024, the Golf Course went through a complete redesign, new greens, sand traps, fairways and rough and tee boxes.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,00028 Days on yellowkey MLS ID: A4686959
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
211 GRANT DR, SARASOTA, FL 34236
$3,750,000123 Days on yellowkey MLS ID: A4674699
Bed: 8 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4060 Built: 2023 Tax: $48,040 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$48,040
Elementary School: Pine View School
Remarks: This exceptional newer-built coastal retreat on Lido Key featuring eight bedrooms and nine and a half bathrooms, each thoughtfully crafted for comfort, style, and relaxation. The home showcases a bright, modern coastal aesthetic with shiplap detailing, wood-paneled ceilings, and designer lighting throughout. The expansive great room flows seamlessly into the dining and kitchen areas, creating an inviting atmosphere for gatherings of all sizes. The gourmet kitchen is a standout feature with quartz countertops, high-end appliances, open shelving, custom cabinetry, and a large island perfect for casual seating and entertaining. Every bedroom includes its own en-suite bathroom, providing privacy and convenience for guests, while the dedicated bunk room offers a charming and functional space for younger visitors. The interior also features an elevator for easy access across all levels. Entertainment is effortless with a game area that includes indoor activities such as shuffleboard and sports arcade games, along with multiple lounge spaces for relaxing or socializing. A rooftop deck adds yet another desirable element, offering wide-open views ideal for enjoying sunsets, morning coffee, or evening cocktails. The outdoor living experience is truly resort-style, highlighted by a heated pool with a curved waterslide, shallow sun shelves, tropical landscaping, and generous covered lounge areas that allow guests to enjoy the Florida climate in comfort, whether in the sun or shade. Ample seating, outdoor dining areas, and a spacious patio make this home perfect for poolside enjoyment and hosting memorable gatherings. Living on Lido Key means embracing a lifestyle defined by sugar-white beaches, clear blue water, and access to one of the most charming coastal communities on the Gulf Coast. The home is located just minutes from St. Armands Circle, known for its upscale dining, boutique shopping, and vibrant social scene. Outdoor recreation is abundant, with opportunities for boating, paddleboarding, kayaking, and exploring nearby nature trails. The island offers the perfect balance of relaxation, recreation, and sophistication. In addition to its beauty and amenities, this home is also a proven high-performing vacation rental, attracting steady demand from guests seeking space, luxury, and convenience. Its generous layout, resort-style features, and prime location make it a top choice for large groups and returning visitors, providing an exceptional investment opportunity on one of Florida’s most desirable barrier islands.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
135 GRANT DR, SARASOTA, FL 34236
$4,300,000365 Days on yellowkey MLS ID: A4649296
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3914 Built: 2022 Tax: $53,163 (2024)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$53,163
Tax Year: 2024
Remarks: Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.
6249 MURIWOOD CT, SARASOTA, FL 34243
$589,000200 Days on yellowkey MLS ID: A4666682
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2156 Built: 1980Monthly Fee: $19 Tax: $5,490 (2024)Community: Desoto Pines Unit 1Spa: YesSingle Family
Taxes:$5,490
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Value + space + privacy in Ravenwood—now is the time to see this one. This spacious two-story pool home sits on 1.09 acres with a private, tree-lined backdrop and a flexible layout built for comfortable everyday living and entertaining. A major highlight is the low total cost of ownership: enjoy an ultra-low annual HOA (approx. $200/year), septic (no sewer bill), city water, and natural Florida landscaping that’s beautiful, established, and easy to maintain. Inside, you’ll find 2,156 sq. ft. of air-conditioned living space with a first-floor primary suite, a cozy fireplace, and a refreshed interior—floors, walls, and ceilings have been updated by the sellers, with consistent tile flooring throughout the main level and upstairs. The kitchen is well-equipped with Thomasville cabinetry, Bosch dishwasher, GE dual-oven range, and a wine cooler. Upstairs offers two additional bedrooms (both with walk-in closets), a full bath, and a loft with sliders to the upper deck. Outdoor living shines with a heated pool, screened paver deck, covered lanai, outdoor shower, plus a newer screen enclosure and 2025 water heater. The oversized garage includes laundry, a reinforced garage door, custom flooring, and an exterior door to the backyard. Bonus: the oversized lot provides room to add additional living space, a garage, or a she-shed (buyer to verify). Convenient Sarasota location just off Desoto Road, between Lockwood Ridge and University Blvd—a must-see for buyers who want land, privacy, and lower ongoing expenses.
Listing Agent: Camille Buck (941-894-4771)
4185 ROBERTS POINT LOT 18 CIR, SARASOTA, FL 34242
$3,400,000174 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$11,511
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4174 SOUTHWELL WAY, SARASOTA, FL 34241
$569,00071 Days on yellowkey MLS ID: A4681391
1 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2532 Built: 1980Monthly Fee: $27 Tax: $3,534 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,534
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this well-maintained 4-bedroom, 3-bath home in Bent Tree Village, offering peaceful golf course views and a comfortable, easygoing lifestyle. A front courtyard creates a warm and private entry, perfect for welcoming guests or enjoying a quiet start to the day. Inside, the split floor plan provides both space and privacy. Formal living and dining areas offer flexibility for gatherings or everyday use, while the family room serves as a cozy central gathering space, complete with a fireplace that adds warmth and character. Multiple sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to the outdoor living areas. The kitchen overlooks the pool and golf course, keeping you connected while cooking or entertaining. Ample cabinetry, granite countertops, and a functional layout make it well suited for daily living and hosting. Three of the four bedrooms feature direct access to either the front courtyard or the screened lanai, offering flexible options for guests, a home office, or private retreats. The primary suite is spacious and peaceful, with golf course views and an en-suite bath. Step outside to the screened lanai and pool, where the fairway stretches out behind the home, providing a private and relaxing backdrop with no rear neighbors. This outdoor space is ideal for enjoying sunsets, entertaining, or unwinding at the end of the day. Built with solid block construction and featuring a three-car garage, the home offers durability, storage, and everyday convenience. A new roof installed in December 2023 adds additional peace of mind, and the home’s careful upkeep reflects pride of ownership throughout. Bent Tree Village is known for its tree-lined fairways, mature oak trees, and natural surroundings. The championship golf course winds through lakes and preserves, creating a tranquil setting that feels established and welcoming. Optional golf membership is available for those who wish to enjoy the course, walking paths, instruction, and organized events. **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)
5571 RIVERBLUFF CIR #V1, SARASOTA, FL 34231
$139,900164 Days on yellowkey MLS ID: C7517249
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,543 (2024)Community: Strathmore Riverside ICondo
Taxes:$2,543
Remarks: WELCOME HOME to your 55+ community with your end unit Villa that offers you water/boating access to Philippi Creek then on to Bay, Intracoastal and Gulf if you so choose, as well as community pool, clubhouse and more all in the heart of Sarasota where you'll find so much to do. This unit is waiting for you to make it sparkle once again. One car carport offers storage room behind which houses your laundry area too. The primary bedroom has en suite with tub/shower combo and walk in closet. You'll enjoy the easy flow floorplan too. This is worth your time to look, just might be what you have in mind!
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
4986 WATERBRIDGE DOWN, SARASOTA, FL 34235
$499,00020 Days on yellowkey MLS ID: A4687808
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2060 Built: 1980 Tax: $2,876 (2025)Community: The MeadowsSingle Family
Taxes:$2,876
Remarks: Claim one of the best spots in The Meadows! Nestled in this highly sought-after golf course community—one of Sarasota’s most established and scenic neighborhoods—this lovely home sits on an oversized cul-de-sac lot with sweeping wide water views, lush landscaping, and a vibrant butterfly garden enjoyed from nearly every room. Offering over 2,000 square feet, this spacious two-bedroom, two-bath residence features built-in bookcases, crown molding, and warm parquet wood floors throughout the main living areas. A large bay window frames the beautifully landscaped front yard, while the dining area opens to walls of glass showcasing the stunning lake views. The split-bedroom floor plan provides ideal privacy for guests or everyday living. The primary suite includes a walk-in closet with built-ins and an updated bath with a walk-in shower. The updated kitchen features light cabinetry, granite countertops, and a breakfast bar that opens to the family room and an expansive Florida room, where walls of sliders showcase the sweeping lake views. Additional highlights include an oversized two-car garage, a laundry room with utility sink, and a generous walk-in pantry. Residents enjoy miles of scenic trails, a vibrant calendar of activities, a fitness center, Junior Olympic pool, 10 pickleball courts, dining venues, plus pay-to-play access to three 18-hole golf courses and a top-tier tennis complex. Ideally located near award-winning beaches, Sarasota’s renowned arts and culture scene, Nathan Benderson Park, Mote SEA Aquarium, and everyday conveniences like Whole Foods, Trader Joe’s, and The Mall at University Town Center—offering premier shopping, dining, and entertainment. A truly exceptional Florida lifestyle awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Elaine Adair (941-993-3334)
4248 MARSEILLES AVE #3247, SARASOTA, FL 34233
$236,500134 Days on yellowkey MLS ID: A4673978
REDUCED by $5,400 (2.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1287 Built: 1993 Tax: $2,267 (2024)Community: Casa Del Sol Sec ViCondo
Taxes:$2,267
Remarks: Welcome to Casa de Sol! This beautifully maintained 2-bedroom + den, 2-bath home offers comfort, versatility, and peace of mind in one of the community?s most desirable locations. Step inside to find an inviting floor plan with updated kitchen countertops, perfect for cooking and entertaining. The den provides flexible living space that can be used as a guest bedroom, home office, or cozy secondary living room?tailored to fit your lifestyle. The spacious primary suite features a walk-in closet, while the fully enclosed porch extends your living area and creates the ideal spot to enjoy morning coffee or relax in the evenings. Additional highlights include hurricane shutters for added protection and a two-car garage offering plenty of storage.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jordan Long (202-802-1102)
1769 PARAKEET WAY #603, SARASOTA, FL 34232
$175,00034 Days on yellowkey MLS ID: A4686240
REDUCED by $14,000 (7.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1970 Tax: $946 (2025)Community: Vistas On BenevaCondo
Taxes:$946
Elementary School: Wilkinson Elementary
Remarks: MAJOR PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 2-bath second-floor condominium located in the desirable Vistas on Beneva community. This light and bright unit features granite countertops, updated finishes, and a comfortable split-bedroom floor plan. Enjoy peaceful golf course views from your private back patio, ideal for morning coffee or relaxing evenings. The community offers well-maintained grounds and amenities including a pool, clubhouse, and fitness room. This unit also includes a covered carport parking space, a rare convenience within the community. Conveniently located between Bahia Vista and Webber, Vistas on Beneva offers quick access to Siesta Key Beach, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital, shopping, dining, and The Legacy Trail. Ideal for seasonal use, full-time residence, or investment.
Listing Agent: Vanessa Van Den Berg (941-999-1179)
5425 CICERONE ST #103, SARASOTA, FL 34238
$425,000145 Days on yellowkey MLS ID: A4672305
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1526 Built: 2019Monthly Fee: $384 Tax: $4,552 (2024)Community: Esplanade On Palmer RanchCondo
Taxes:$4,552
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: One or more photo(s) has been virtually staged. Become a resident of Esplanade on Palmer Ranch and experience a luxurious, resort lifestyle! This spacious condo is adjacent to a fabulous amenity campus, with zero entry pool, fitness center and Bahama bar with dining and cocktails. On the GROUND FLOOR, NO STAIRS with a private garden view, this light and bright condo has an open floor plan. Eat in kitchen and breakfast bar look out to the great room and den. The restful owner's suite has two walk in closets and the guest suite is situated at the opposite end of the unit for privacy. Esplanade on Palmer Ranch is a social and active community. If you choose, you can listen to live music on the weekends, play PICKLEBALL, tennis, or join in clubs and events. You will be happy to come back home after your active day at the beach, bike ride on the LEGACY TRAIL, kayak outing, or your evening at the theatre downtown. Each condo has a separate one car garage. This pet friendly community has several dog parks and and extensive walking trail. Live here, winter here, invest here. You will be thrilled you did
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
9397 MIDNIGHT PASS RD #901, SARASOTA, FL 34242
$896,50050 Days on yellowkey MLS ID: A4683506
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1975Monthly Fee: $1,433 Tax: $7,721 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$7,721
Remarks: Under contract-accepting backup offers. Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Andrea Eck (941-704-7222)
7320 MEADOWBROOK DR, SARASOTA, FL 34243
$499,00035 Days on yellowkey MLS ID: A4686069
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1978 Tax: $5,757 (2025)Community: Brookside Add To WhitfieldSingle Family
Taxes:$5,757
Remarks: Under contract-accepting backup offers. Welcome to your private coastal retreat in Whitfield Estates of Sarasota. This beautifully updated 3-bedroom, 2-bath pool home sits on an expansive over one-third acre lot, fully fenced for privacy with no rear neighbors, creating a peaceful oasis perfect for relaxing or entertaining. Inside, the home blends coastal charm with thoughtful upgrades. The stunning updated kitchen features a one-of-a-kind tree trunk countertop, shiplap accents, and a large picture window overlooking the backyard, bringing in natural light and tranquil views of the pool and lush outdoor space. The versatile floor plan offers both a formal living room and a spacious family room with cathedral ceilings and beautiful wood beams, creating an inviting atmosphere for everyday living and gatherings. Pocket sliding glass doors open fully to the screened patio, seamlessly blending indoor and outdoor living. The primary suite is generously sized and features private sliding door access to the pool, a walk-in closet, and an updated en-suite bath with walk-in shower. The guest bedrooms are also spacious, including one with its own walk-in closet, and the guest bathroom offers a dual vanity for added convenience. Step outside to enjoy the screened patio and sparkling pool, surrounded by an oversized backyard perfect for entertaining, gardening, or simply enjoying the serene setting. With the backyard facing west, you’ll enjoy breathtaking Florida sunsets from your own private oasis. Additional highlights include irrigation, ample outdoor space, outdoor shower and the flexibility of nightly rentals, making this property an exceptional opportunity for investors, vacation homeowners, or full-time residents alike. Whitfield Estates also offers a voluntary neighborhood association for only $30/year, providing culinary access to the Sara Bay Country Club. Perfectly positioned near Sarasota Airport, IMG Academy, Downtown Sarasota, Downtown Bradenton, St. Armands Circle, Lido Key, and Anna Maria Island, this home offers the best of Florida living. Boaters will also appreciate the close proximity to SaraBay Marina with boat slips and dry storage. Whether you’re searching for a full-time residence, vacation getaway, or income-producing investment, this coastal paradise delivers the perfect combination of location, lifestyle, and opportunity.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00022 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing Agent: Domanic Calamese (941-914-0038)
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