Location: Sarasota
Do Not Show Listings
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,000138 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,010
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
5146 NORTHRIDGE RD #309, SARASOTA, FL 34238
$134,900141 Days on yellowkey MLS ID: A4683874
INCREASED by $25,000 (22.7%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 812 Built: 1999 Tax: $2,156 (2025)Community: Serenade On Palmer RanchCondo
Taxes:$2,156
Remarks: Lowest-priced unit in Serenade. Cash opportunity. Seller has paid assessment. Fast close possible. Great investor or seasonal property. Note: Seller is a licensed real estate broker in Florida.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Andre Leclair (603-234-6480)
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,000138 Days on yellowkey MLS ID: A4683877
0 Days Off yellowkey (back on 7/14/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Enjoy the best of Florida's waterfront lifestyle in this spacious single-story, 2-bedroom, 2-bath residence located in the highly sought-after gated boating community of Schooner Bay, ideally situated west of the Tamiami Trail and just minutes from Siesta Key Beach. This is an incredible opportunity to customize a waterfront home to your personal style. Priced to allow for renovation, the property offers exceptional value in one of Sarasota's most desirable boating communities. The home features comfortable single-floor living with a desirable split-bedroom floor plan, spacious living and dining areas, an in-unit laundry room, and an attached one-car garage. An expansive screened lanai overlooks the peaceful canal, providing the perfect place to enjoy morning coffee or unwind in the evening. A rare deeded boat slip with water and electric is included, offering direct access to the bay with no bridges—ideal for boaters who want quick access to the water. The primary suite includes private lanai access, a generous en-suite bath, and ample closet space. The residence experienced no water intrusion or storm damage during the 2024 storms, providing added peace of mind. Residents enjoy maintenance-free living with HOA services that include exterior maintenance, roof, sidewalks, gutters, landscaping, and flood insurance, along with a heated community pool and clubhouse. Located just minutes from world-class beaches, shopping, dining, healthcare, and vibrant downtown Sarasota, this exceptional property combines location, lifestyle, and value in one remarkable offering. Property is currently located in FEMA Flood Zone X according to available public records. Buyer should independently verify all flood zone information and insurance requirements.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
2948 CLARK RD #121, SARASOTA, FL 34231
$150,00046 Days on yellowkey MLS ID: A4691902
REDUCED by $5,000 (3.2%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $2,139 (2025)Community: Trinity VillageSpa: NoCondo
Taxes:$2,139
Remarks: Under contract-accepting backup offers. Welcome to Trinity Village — the best value currently available in the community! This beautifully updated 2-bedroom, 2-bath condo offers 888 SQFT of comfortable living space and stands out as the most affordable opportunity on the market in Trinity Village. Freshly painted and thoughtfully improved for today’s buyer, this move-in ready unit features new impact windows, updated ceiling fans, modern lighting, and upgraded electrical throughout for added style, comfort, and peace of mind. Previously used as a successful investment property, the condo has consistently generated between $1,500–$1,750 a month in annual rental income, making it an excellent option for both investors and owner-occupants alike. Residents of Trinity Village enjoy low HOA fees and an unbeatable location directly across the street from grocery stores, restaurants, shopping, and everyday conveniences. Plus, you’re only a short bike ride away from the world-famous Siesta Key beaches.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
5880 MIDNIGHT PASS RD #907, SARASOTA, FL 34242
$1,850,00051 Days on yellowkey MLS ID: A4694262
Bed: 3 Bath: 2.0 Gar: 25 Liv Area Sq Ft: 2165 Built: 1982 Tax: $16,144 (2025)Community: CasarinaCondo
Taxes:$16,144
Remarks: TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christa Spalding (941-529-6978)
8777 MILESTONE DR, SARASOTA, FL 34238
$370,0008 Days on yellowkey MLS ID: A4699582
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2023Monthly Fee: $350 Tax: $4,206 (2025)Community: Promenade EastTownhouse
Taxes:$4,206
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: 3 bedroom 2.5 bathroom Palmer Ranch Townhome - Water Views and Direct Legacy Trail Access. Beauty meets functionality in this two-story home with 3 bedrooms, 2.5 bathrooms, a 1-car garage, convenient split bedroom layout. It has just under 2,200 sq. ft. total with over 1,700 sq. ft. of living space, plenty of storage space, an extended driveway, and an expanded backyard. Enjoy peaceful direct pond views with a fountain from one side of the home and scenic Legacy Trail - preserve lot views from the other. Located in a gated community featuring a resort-style pool, pavilion, outdoor kitchen, entertaining area, fireplace, and sun loungers. Low HOA fee, no CDD and no flood insurance requirement make this home even more attractive to own. Residents also enjoy direct access to the Legacy Trail - Sarasota County’s premier paved trail for biking, running, and walking. Just minutes from Potter Park with tennis and pickleball courts, playgrounds, Sarasota Sharks swim team, YMCA, Detwiler’s Amish Farmers Market, Costco, Publix, dining and cultural experiences, I-75, Downtown Sarasota, and only 6 miles to Sarasota’s world-famous white crystal beaches. You may appreciate the A-rated school district and convenient access to legendary Pine View School, one of Florida’s top-ranked magnet schools. Single owner property, this home was built in 2022 and gently lived in. Now it's move-in-ready for you and offers the perfect combination of comfort, location, and lifestyle. Whether you're buying to live here or adding it to your investment portfolio, this property in its exceptional location will be a smart choice. Call me today to schedule your private showing and make your sunny Florida move happen!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Elena Mitchell (917-565-5106)
4601 LAS BRISAS LN, SARASOTA, FL 34238
$599,00079 Days on yellowkey MLS ID: A4690192
REDUCED by $26,000 (4.2%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2428 Built: 1988Monthly Fee: $800 Tax: $5,706 (2025)Community: Prestancia/Villa D'esteVilla
Taxes:$5,706
Remarks: Tucked within the charming Villa d’Este enclave of TPC Prestancia, this beautifully updated villa welcomes you with a relaxed coastal feel and an easy sense of home from the moment you step inside. Natural light fills the space, enhanced by soaring ceilings and an open layout that allows each room to flow comfortably into the next. The kitchen sits at the heart of it all, where quartz countertops are paired with a soft aqua subway tile backsplash—adding just the right touch of color and personality while keeping a clean, coastal look. The primary suite is set apart for privacy, creating a quiet retreat, while the guest bedrooms are located on the opposite side of the home—ideal for hosting family or friends. Each bedroom is generously sized and bright, offering comfortable, airy spaces throughout. Step outside to a cozy lanai, perfect for a quiet morning coffee, then continue to the additional outdoor seating area just beyond—an inviting spot to relax, gather, or enjoy Sarasota’s year-round sunshine. Practical updates add to the home’s appeal, including a new roof, fascia, skylights and gutters completed within the past year. The property is sold furnished for your convenience. Whether you’re here full-time or seasonally, the ease of living stands out. The community takes care of the exterior of the villa and of the landscaping, so you can simply enjoy your time without the upkeep. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned Siesta Key Beach, this home offers you piece of mind in the most upscaled golf community in Palmer Ranch, Sarasota. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a turnkey villa, move in condition that combines space, thoughtful updates in one of the best locations in Sarasota. Schedule your private showing today (Floorplan and 3D tour available)!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
5122 NORTHRIDGE RD #107, SARASOTA, FL 34238
$230,000255 Days on yellowkey MLS ID: A4670927
1 Days Off yellowkey (back on 7/14/2026)
REDUCED by $12,000 (5.0%) on 06/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1289 Built: 1999 Tax: $1,730 (2024)Community: Serenade On Palmer RanchCondo
Taxes:$1,730
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home! HUGE PRICE DECREASE !!! Look no further than this Palmer Ranch Beautifully furnished, completely Turnkey condo! Whether you are looking for your own winter getaway, an investment property or a new home in beautiful Sarasota, Florida, this is it! When you walk in, you will be amazed at this beautifully furnished two bedroom two bath first floor end unit! Completely updated with stunning marble floors, luxury vinyl, gorgeous countertops throughout and decorated to perfection! All you need to bring along are your clothes!! Everything else is beautifully done for you! Located in peaceful, quiet and much desired, Palmer Ranch, you’ll love being just minutes away from gorgeous beaches, shopping, dining, and entertainment! With 2 heated pools to choose from, tennis courts, fitness center, clubhouse and friendly neighbors throughout, you will be right at home!! Serenade also offers a pet friendly neighborhood! You will enjoy this resort style living, and Florida sunshine in comfort and style! Priced to sell quickly! Please schedule a showing now!
Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)
Listing Agent: Leanne Mcvicker (239-481-1311)
4174 HEARTHSTONE DR, SARASOTA, FL 34238
$635,00035 Days on yellowkey MLS ID: A4696500
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 1994Monthly Fee: $177 Tax: $5,609 (2025)Community: Huntington PointeSingle Family
Taxes:$5,609
Remarks: WATERFRONT POOL HOME in a gated community just minutes from Siesta Key Beach! This TURNKEY move-in-ready 3-bedroom, 2-bath residence offers the Florida lifestyle buyers are searching for, with tranquil water views, a private screened pool, hurricane-impact windows, and low HOA fees. Situated on a cul-de-sac in sought-after Huntington Pointe, this beautifully maintained home features soaring ceilings, abundant natural light, luxury vinyl plank flooring throughout, and an open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen features newer appliances and flows seamlessly into multiple living and dining areas, all oriented toward the screened lanai and peaceful waterfront setting. The primary living spaces capture beautiful pool and water views, creating a bright and inviting atmosphere throughout the home. Outside, enjoy your private screened lanai and pool overlooking the water—perfect for morning coffee, outdoor dining, or relaxing Florida evenings. Additional features include hurricane-impact windows, a paver driveway, low-maintenance finishes, and a well-kept community setting. Conveniently located near shopping, dining, medical facilities, Publix, Costco, Target, and Lowe's, with world-famous Siesta Key Beach just 7 miles away. HVAC 2016, roof 2015, impact windows 2014, repipe 2004, pool cage 2020 ( Seller may use as a 1031 exchange )
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
2228 25TH ST #2228/2232, SARASOTA, FL 34234
$419,90015 Days on yellowkey MLS ID: A4698569
REDUCED by $10,000 (2.3%) on 07/14/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoApartment
Taxes:$5,270
Elementary School: Emma E. Booker Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.
Listing Agent: Don Chamberlain (207-329-8889)
2228/2232 25TH ST, SARASOTA, FL 34234
$419,90024 Days on yellowkey MLS ID: A4696124
Bed: 6 Bath: 3.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoHalf Duplex
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$225,000129 Days on yellowkey MLS ID: C7521739
REDUCED by $10,600 (4.5%) on 07/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
214 GAINES AVE, SARASOTA, FL 34243
$660,000102 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,00030 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Elementary School: Southside Elementary
Remarks: Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carmen Baskind (941-724-1854)
1646 STICKNEY POINT RD #101, SARASOTA, FL 34231
$373,7505 Days on yellowkey MLS ID: A4699325
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1036 Built: 1975 Tax: $3,529 (2025)Community: Castel Del MareTownhouse
Taxes:$3,529
Remarks: Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Andrew Vac (941-350-6577)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$419,00046 Days on yellowkey MLS ID: A4694462
REDUCED by $30,000 (6.7%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing Agent: David Butler Jr (941-350-9503)
4576 BLISS RD, SARASOTA, FL 34233
$385,000122 Days on yellowkey MLS ID: A4685762
REDUCED by $10,000 (2.5%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Under contract-accepting backup offers. Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,000172 Days on yellowkey MLS ID: A4679889
REDUCED by $200,000 (13.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,0004 Days on yellowkey MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Taxes:$15,078
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
859 PATTERSON DR, SARASOTA, FL 34234
$749,00023 Days on yellowkey MLS ID: A4697956
REDUCED by $40,000 (5.1%) on 06/25/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2850 Built: 1951 Tax: $9,037 (2025)Community: Indian BeachSpa: NoSingle Family
Taxes:$9,037
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
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