Location: Sarasota , 34231
Do Not Show Listings
7218 CLOISTER DR #7218, SARASOTA, FL 34231
$245,00094 Days on yellowkey MLS ID: A4679478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $2,034 (2024)Community: Lakeside Club Of SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,034
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Welcome to 7218 Cloister Drive, a charming ground-floor 2 bedroom, 2 bathroom condo ideally located just 12 minutes from the nation’s number one beach, Siesta Key. This well-maintained home offers an effortless blend of comfort and convenience. Inside, you’ll find two spacious bedrooms, two full baths, and an open living and dining space that flows beautifully to your private outdoor areas. Enjoy your morning coffee on the front patio, and unwind in the fully enclosed back lanai, complete with retractable shades and tranquil pond views. The extended lanai runs the full width of the home and opens onto a manicured green lawn, perfect for lounging or entertaining with a view. A short walk from your front door brings you to the community pool, where you can soak up the Florida sunshine or take a refreshing dip on warm days. The community’s layout and lush landscaping offer a peaceful, residential feel while keeping you close to shopping, dining, and all that Sarasota has to give. Whether you’re searching for a year-round residence or a winter escape, this move-in-ready condo is a must-see. Schedule a tour today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joseph Millslagle (941-815-3461)
5618 ASHTON LAKE DR #5618, SARASOTA, FL 34231
$354,900132 Days on yellowkey MLS ID: A4675431
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1989Monthly Fee: $325 Tax: $3,158 (2024)Community: Ashton Lakes 03Condo
Taxes:$3,158
Remarks: Virtually staged. Welcome to 5618 Ashton Lake Drive, in Ashton Lake Community. A beautifully remodeled first-floor condo offering a spacious open-concept layout with 2 bedrooms and 2 full bathrooms. Thoughtfully updated throughout, the home features modern finishes in timeless neutral tones, creating a bright and inviting atmosphere. The living and dining areas flow seamlessly into the updated kitchen, perfect for both everyday living and entertaining. New hurricane-rated sliders enhance both safety and energy efficiency while framing stunning lake views and allowing abundant natural light, with the convenience of a private one-car garage and easy first-floor access. Nestled in a quiet, two-story building, this condo offers easy access to Ashton Lakes’ resort-style amenities—33 lush acres, 4 scenic lakes, 2 heated pools (one with a lap lane), tennis & pickleball courts, shuffleboard, and a clubhouse. A pedestrian bridge provides direct access to Detwiler’s Market, CVS, and nearby shopping and dining. Conveniently located near I-75 and Route 41, with easy access to shopping, schools, restaurants, and hospitals. This move-in-ready residence combines comfort, style, and tranquility in a highly desirable setting.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Elena Durez (847-338-6413)
3165 REGATTA CIR, SARASOTA, FL 34231
$485,00059 Days on yellowkey MLS ID: A4683961
REDUCED by $14,000 (2.8%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Tax Year: 2025
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Solid short-term rental history available upon request. Turnkey furnishing option is also available which could make for an easy second home and/or Airbnb. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
2562 ASHTON RD, SARASOTA, FL 34231
$289,00046 Days on yellowkey MLS ID: A4685871
2 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 592 Built: 1930 Tax: $1,359 (2025)Community: Wades SubSingle Family
Taxes:$1,359
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Located in one of Sarasota’s historic areas, this one-of- kind, thoughtfully updated cottage blends timeless charm with modern comfort. Beautifully maintained and move-in ready, this 2-bedroom, 1-bath home features a bright, inviting interior, a comfortable layout, and a warm atmosphere that instantly feels like home. The property also includes a charming, covered gazebo surrounded by mature trees and fragrant vines—an ideal setting for relaxing or entertaining guests. With its delightful curb appeal, cheerful living spaces, and stylish cottage character, this home is perfect for buyers seeking something truly special. Recent improvements provide added peace of mind and include a newer roof (approximately 4 years old), updated plumbing and electrical, modern kitchen appliances, and three mini-split HVAC systems installed within the past 3–4 years.Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this Sarasota gem offers exceptional versatility. Conveniently located near shopping, dining, parks, downtown Sarasota, and the area’s renowned beaches—including Siesta Key—this home perfectly captures the charm, convenience, and easy lifestyle of Florida living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,00089 Days on yellowkey MLS ID: A4680225
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Remarks: A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00081 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSpa: NoSingle Family
Taxes:$5,399
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00021 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $167 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing Agent: Mickey Kiernan (941-402-9115)
3013 CLARK RD #6, SARASOTA, FL 34231
$349,00090 Days on yellowkey MLS ID: A4680170
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1983 Tax: $2,970 (2026)Community: Los LagosCondo
Taxes:$2,970
Tax Year: 2026
Remarks: Fully furnished condo • Private garage • Coastal décor • Central Sarasota location This upper-level condominium at 3013 Clark Rd, Unit 6 is offered fully furnished and thoughtfully decorated in a coastal style. A private garage, a valuable feature for condominiums in this area, provides secure parking and additional storage. The residence includes a recently updated kitchen with new refrigerator and microwave, along with a renovated guest bathroom. A washer and dryer are included for in-unit convenience. Interior improvements continue with new paint completed last year, updated tile flooring on the screened lanai, and a newer garage door opener replaced in 2023. The air-conditioning system was replaced in 2020. The layout offers comfortable living and dining areas with natural light and functional flow throughout. The condominium complex has been recently painted and features landscaped grounds with ponds accented by new water fountains. The association is currently obtaining bids for a new roof, with no special assessments planned per current information. Ownership has also been advised that updated roofing may positively impact insurance costs and HOA expenses, subject to future association decisions. The property has a documented seasonal rental history, with in-season rentals at $299 per night and three existing bookings through March. Rental use has been limited by owner preference. Conveniently located along Clark Road with easy access to U.S. 41 and I-75, the property is near shopping, dining, medical facilities, and everyday services. Siesta Key Beach and downtown Sarasota are a short drive away.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
4957 CROSS CREEK RD #4957, SARASOTA, FL 34231
$279,00069 Days on yellowkey MLS ID: A4682348
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981Monthly Fee: $632 Tax: $3,270 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,270
Elementary School: Wilkinson Elementary
Remarks: Nestled on the second floor of Sarasota's boutique Crooked Creek community, this thoughtfully updated two-bedroom, two-bath condominium offers a rare combination of refined interiors, natural surroundings, and low-maintenance living. Since 2022, the owners have invested significantly in the home. The kitchen was fully renovated in 2023 with sleek European-style cabinetry, black granite countertops, and all-new appliances , a clean, contemporary space that anchors the open living area. Underfoot, premium engineered hardwood flooring with a 4mm wear layer (refinishable) runs through the main living and dining rooms, installed in 2022. Overhead, a designer Hubbardton Forge light fixture in the dining area and a new ceiling fan with wall switch in the living room add considered detail throughout (2024). The second bathroom received a complete refresh in 2025 with a new toilet, vanity, and flooring. Fresh paint throughout ,the living and dining rooms, kitchen, master and second baths, hallway, and master bedroom ceiling ties everything together with a crisp, move-in ready finish. The functional floor plan is further enhanced by a glass-enclosed porch, offering additional living space and a seamless connection to the outdoors. The unit enjoys a private, tranquil setting with views of mature tropical landscaping and the adjacent Red Bug Slough Preserve a natural buffer that creates a true sense of retreat while keeping you centrally located. Crooked Creek is a 78-unit community with a heated pool, tennis and pickleball courts, a clubhouse, and outdoor gathering areas. Covered assigned parking and dedicated storage are included. Shopping, dining, and area beaches are all just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Johnny Sokhon (941-961-4579)
7637 COVE TER, SARASOTA, FL 34231
$3,495,00046 Days on yellowkey MLS ID: A4684647
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Welcome to 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, stone counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. To ease your mind, the home is elevated to almost 12 feet, well above plane requirements. Additional features offering peace of mind and enhance your life include new hurricane grade front entry doors in 2024, the100.7 foot seawall was redone in 2015, the home’s interior and exterior was repainted in 2024. Two 5 ton Daikon Central air units, (2024 & 2016), electric heating, public utilities and gas, an additional 45 Gallon water heater dedicated for the primary suite, and a tile roof & block/stucco construction for durability. There is an attached 2 car garage with an additional oversized 1 car garage, great for extra storage and a third car. Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
4185 S SHADE AVE, SARASOTA, FL 34231
$616,000103 Days on yellowkey MLS ID: A4678362
0 Days Off yellowkey (back on 1/23/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1990 Tax: $9,222 (2025)Community: Sarasota-Venice Co River SubSpa: YesSingle Family
Taxes:$9,222
Remarks: UNBELIEVABLE OPPORTUNITY! This 3-4 bedroom / 3 bathroom home is directly on Phillippi Creek with a dock and boat lift. This home sits at the very private end of a cul de sac on .5 acres of land! Enter and immediately notice the soaring 15-foot vaulted ceilings & two skylights in the living room with fireplace and handsome stonework all the way up. The rear private patio overlooks greenery. The eat-in kitchen has the same high ceilings and features a central island, quartz tops, raised-panel cabinetry, and a pantry. The 15-foot ceilings carry into the primary bedroom and there is a door out to the rear screened patio, swimming pool, and hot tub. The primary bath features a walk-in closet, dual vanities, and separate shower and soaking tub. There is a separate dining room and split guest bedroom/bath on the main floor as well. Upstairs has a third bedroom, a small bathroom, and fourth bedroom (no closet)-also perfect as an office. Come make this special home all your own with your remodeling ideas and a little TLC! --What the boater's want to know...The dock is older as is the lift. There is a sitting area at the end of the dock for sunrise. It appears to have 3-foot depth under the lift at mean-high tide and it is approximately a relaxing 35-minute boat ride to the Intracoastal Waterway passing under one bridge with approximate clearance of 9.5'. Come see this super waterfront opportunity today at an unbelievable price!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
1684 PINTAIL WAY, SARASOTA, FL 34231
$599,900173 Days on yellowkey MLS ID: A4670640
REDUCED by $19,100 (3.1%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing Agent: Stephanie Church (941-724-5448)
5589 CANNES CIR, SARASOTA, FL 34231
$719,00020 Days on yellowkey MLS ID: A4689088
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 2022 Tax: $7,339 (2025)Community: Phillippi Landings CTownhouse
Taxes:$7,339
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers tranquil water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry, and an oversized island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing Agent: Evan Danzig (941-350-1248)
1866 VAMO DR, SARASOTA, FL 34231
$410,0004 Days on yellowkey MLS ID: A4691082
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1174 Built: 2009 Tax: $2,135 (2025)Community: Vamo 3Rd AddSpa: NoSingle Family
Taxes:$2,135
Remarks: Welcome to this Beautifully maintained 2-bedroom, 2-bath home with a dedicated office/den and private screened-in pool, located in the desirable Vamo area of Sarasota. Step inside to a bright and open floor plan featuring high ceilings, modern finishes, and seamless flow between the kitchen, dining, and living spaces perfect for both everyday living and entertaining. The fully updated kitchen is a standout, showcasing sleek cabinetry, solid surface countertops, stainless steel appliances, and an oversized island that opens to the main living area. The spacious primary suite offers a comfortable retreat with an en-suite bathroom, while the second bedroom is ideal for guests. A separate office/den provides flexibility for a home office, hobby room, or potential third sleeping space. Enjoy true Florida living in your private screened-in pool area, surrounded by a fully fenced backyard offering both privacy and low-maintenance landscaping perfect for relaxing or hosting year round. Major updates include a NEW ROOF installed January in 2026. Additional highlights include tile and wood flooring throughout, a 2-car garage, and no HOA restrictions offering flexibility for homeowners and investors alike. Conveniently located just minutes from shopping, dining, and a short drive to Sarasota’s world-famous beaches, this home combines comfort, style, and location.
Listing is courtesy of: FIDATA REAL ESTATE LLC (941-705-2818)
Listing Agent: Jose Ramirez Hernandez (941-527-9290)
1519 CLOWER CREEK DR #HA153, SARASOTA, FL 34231
$379,0004 Days on yellowkey MLS ID: A4690851
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1474 Built: 1979 Tax: $2,816 (2025)Community: Pelican Cove XvCondo
Taxes:$2,816
Remarks: Ground floor condo overlooking Clower Creek and entrance to boat harbor with a beautifully relaxing Trex-type deck overlooking nature and water. This three-bedroom condo comes partially furnished. 2019 A/C and water heater. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects, a woodworking studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and eight lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!
1884 SOUTHPOINTE DR, SARASOTA, FL 34231
$999,9004 Days on yellowkey MLS ID: A4690446
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2808 Built: 1972 Tax: $9,540 (2025)Community: Southpointe ShoresSpa: NoApartment
Taxes:$9,540
Remarks: A rare West of the Trail gem in Southpointe Shores, this beautifully updated 2,808 sq. ft. duplex captures the very best of Sarasota living, sun-soaked, private, and filled with opportunity. Whether you’re an investor seeking strong income potential, a homeowner looking to live in one side while the other helps offset the mortgage, or someone envisioning a future single-family coastal retreat, this exceptional property offers endless flexibility and long-term value. Each residence has been thoughtfully designed for comfort, privacy, and effortless modern living. With two private entrances, separate fenced backyards, and charming brick-paver patios, the layout creates the perfect blend of independence and connection, ideal for enjoying morning coffee beneath the palms or hosting intimate evenings under the stars. The left side, unit 1886, spans 1,639 sq. ft. and features 4 bedrooms, 3 bathrooms, a screened lanai, gas range, stainless steel appliances, luxury quartz countertops, elegant tray ceilings, and a versatile floor plan perfectly suited for families, guests, or long-term rental income. The right side, unit 1884, offers 1,087 sq. ft. with 2 bedrooms, 2 bathrooms, a light-filled sunroom, stainless steel appliances, quartz countertops, tray ceilings, and its own private fenced backyard, delivering warm coastal charm and easy everyday living. Both units include private indoor laundry rooms, backyards, and hurricane-impact windows, making this property truly move-in or rent-ready from day one. Beyond the home, Southpointe Shores welcomes you with quiet, tree-lined streets and optional HOA access to a private boat ramp and kayak launch perfect for sunset cruises, paddleboarding, or spontaneous days exploring Sarasota Bay. Just minutes away, enjoy the world-renowned shores of Siesta Key, the vibrant arts, dining, and culture of Downtown Sarasota, plus the boutique shopping and neighborhood charm of The Landings and Gulf Gate Village. More than a duplex, this is a lifestyle investment where location, versatility, and coastal elegance come together. Live beautifully. Earn effortlessly. Expand when the time is right. Own your piece of Sarasota magic in Southpointe Shores.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
1970 DEBBIE ST, SARASOTA, FL 34231
$515,0004 Days on yellowkey MLS ID: A4689074
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1880 Built: 1978 Tax: $4,740 (2025)Community: North Vamo Sub 2Half Duplex
Taxes:$4,740
Remarks: Don’t miss this exceptional opportunity to own an updated, income-producing duplex. Each unit offers its own private entrance, opening into a bright and functional living, dining, and kitchen space—perfect for comfortable everyday living or attracting quality tenants. Both units feature 2 bedrooms and 2 full bathrooms, providing an ideal layout for privacy and convenience. Step outside to enjoy a covered back patio for each unit, creating the perfect spot to relax or entertain. Location truly sets this property apart—situated just minutes from shopping, dining, and popular attractions, and only a short drive to Siesta Key. Positioned west of the trail, this highly sought-after area continues to hold strong value, making it a smart addition to any investment portfolio. Whether you’re looking to generate rental income, or expand your real estate holdings, this duplex offers versatility, location, and long-term potential.
Listing Agent: Lily Lopez (941-586-0082)
3177 LAKE PARK LN #5, SARASOTA, FL 34231
$375,000113 Days on yellowkey MLS ID: A4676834
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987Monthly Fee: $675 Tax: $4,185 (2025)Community: Park Place VillasVilla
Taxes:$4,185
Remarks: Outstanding Opportunity! Park Place Villas is a highly sought after Intimate community of only 30 villas nestled among large majestic oak trees with beautiful landscaping throughout this maintenance-free community. These villas are well maintained, have charming architecture and tile roofs. This villa has a Brand-New Roof! Brand New Kitchen with stone counters, custom cabinetry, backsplash and newer appliances! Brand New Water Heater and piping! Have your morning coffee in your kitchen nook looking out your bay window to the sparkling lake and wildlife! Other features include a Brand-New AC! Updated flooring! Skylights! Bay Windows! The master bedroom is large and overlooks the lake, with a bay window. The floor plan is flexible with options of a 3rd bedroom or study/den/office area which boasts a large walk-in closet. The Living room is combined with the Florida room, which leads out to the lanai and the full lake view. So many custom features, you will fall in love! And you have your own 2 car garage! This community is west of Beneva on Proctor Rd, close to Siesta Key! Downtown! AND I-75! Very hard to find a prime location west of I-75, water view, new tile roof, 2 car garage, updated, 2+ office for this price!! Also, this is NOT a 55+ community!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Pamela Strom (941-232-2898)
3252 WESTFORD LN #122, SARASOTA, FL 34231
$265,00018 Days on yellowkey MLS ID: A4688937
REDUCED by $10,000 (3.6%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1972Monthly Fee: $175 Tax: $1,670 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$1,670
Middle School: Sarasota Middle
Remarks: Welcome to 3252 Westford Lane — Gulf Gate Gardens Homes in Sarasota, Florida! (Kitchen photos virtually staged with alternate wall color) A wonderful opportunity in one of Sarasota’s most desirable Gulf Gate neighborhoods, this 2 bedroom, 2 bath villa presents comfortable Florida living with a functional layout and peaceful greenbelt view from your private patio and bonus room. Inside, 1,131 sq ft of space, this one story home showcases a floor plan that flows effortlessly from room to room with generous living spaces for everyday living or seasonal stays. Inside, you’ll find comfortable living spaces and ample indoor storage — perfect for modern convenience. The home features plenty of closet/cabinet/pantry space, a clean layout, and excellent natural light throughout. There is also a carport and large indoor utility/laundry room. For the chef in the family the kitchen offers stainless steel appliances, a kitchen island for ease everyday or entertaining. Enjoy a greenbelt view in a peaceful community setting. Low maintenance fees making this residence ideal for first time buyers, downsizers, or snowbirds seeking a low upkeep Sarasota home. Well maintained property features include: Roof 2017, (2) exterior doors (side and rear) w/ blinds between glass, impact glass 2017, A/C 2020, Exterior painted 2022, Exterior motion light 2026 new, All outlets and rocker switches 2017, All wood blinds and woven window treatments, All Door hardware inside and out 2017, Guest Bathroom toilet 2019, Shut off valve at water heater 2019, Garbage Disposal 2019, Stainless Appliances: Whirlpool Range 2026, Refrigerator 2026, Bosch Dishwasher like new, Whirlpool Microwave like new. Air conditioner has been consistently maintained and new UV light installed 2026 and carbon filtration system added in 2026 ($2k). All interior has been painted (walls and ceilings), Great Room/Dining/Florida Room low maintenance solid surface stained concrete. Carpet and upgraded pad in bedrooms (pad has the waterproof barrier on top between pad and carpet 2017. Storage room new cabinetry and plumbed for utility sink. Exterior- all re-landscaped, Exterior patio wood look deck tiles and metal privacy trellis 2026, All interior and exterior lights 2021, Private Mailbox. Location & Community Highlights: Prime Gulf Gate Gardens location with easy access to Gulf Gate Village, Legacy Trail, YMCA/Potter Park, Costco; close to dining, shopping, and services. High walkability score. Minutes from the world famous Siesta Key Beach and nearby cultural hotspots. • Low monthly HOA that covers grounds maintenance and irrigation. From its quiet greenbelt setting to its proximity to beaches, trails, and conveniences, this home offers the best of Gulf Gate living in Sarasota.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,00096 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
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