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For sale
    • $3,295,000

    1838 Oleander St, Sarasota, FL 34239

    4beds
    3,230sqft
    : 
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    Single Family Residence
    Built in 2020
    8,850 Square Feet Lot
    $-- Zestimate®
    $1,020/sqft
    $-- HOA

    What's special

    Dramatic great roomCovered and screened lanaiCustom cabinetryFully equipped grilling stationPrivate irrigation wellFirst-floor guest suiteStriking electric fireplace
    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.
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Karen Greco 941-504-6927,

    GRECO REAL ESTATE 941-685-0449

    Source: Stellar MLS,MLS#: A4697493MLS LogoOriginating MLS: Sarasota - Manatee

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Bonus Room, Den/Library/Office, Dining Room, Great Room, Utility Room
      Primary bedroom
      • Features: Tub with Separate Shower Stall, Walk-In Closet(s)
      • Level: First
      • Area: 252 Square Feet
      • Dimensions: 14x18
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bonus room
      • Features: No Closet
      • Level: Second
      • Area: 323 Square Feet
      • Dimensions: 17x19
      Dining room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Great room
      • Features: Ceiling Fan(s)
      • Level: Second
      • Area: 390 Square Feet
      • Dimensions: 26x15
      Kitchen
      • Features: Stone Counters, Pantry
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 12x16
      Office
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12x12
      Heating
      • Central, Electric
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
      • Flooring: Ceramic Tile, Porcelain Tile, Tile, Hardwood
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Hurricane Shutters/Windows
      • Has fireplace: Yes
      • Fireplace features: Decorative, Electric, Living Room, Non Wood Burning
      Interior area
      • Total structure area: 4,050
      • Total interior livable area: 3,230 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, Guest, Off Street
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 21x20
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Enclosed, Rear Porch, Screened
      • Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Private Yard, Sidewalk
      • Has private pool: Yes
      • Pool features: Auto Cleaner, Gunite, Heated, In Ground, Lap, Pool Alarm, Salt Water
      • Fencing: Fenced,Vinyl
      • Has view: Yes
      • View description: Garden, Pool
      Lot
      • Size: 8,850 Square Feet
      • Dimensions: 75 x 118
      • Features: Cleared, City Lot, Landscaped, Level, Private, Above Flood Plain
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 2039080096
      • Zoning: RSF3
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Coastal,Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco, Wood Frame
      • Foundation: Slab
      • Roof: Concrete,Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2020
      Details
      • Builder name: Allegra Homes

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public, Well
      • Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
      Green energy
      • Indoor air quality: HVAC UV/Elec. Filtration, Whole House Vacuum System
      • Water conservation: Drip Irrigation, Irrig. System-Drip/Microheads, Fl. Friendly/Native Landscape

      Community & HOA

      Community
      • Security: Fire Alarm, Security System, Security System Owned
      • Pet fee: $0 monthly
      • Subdivision: POINSETTIA PARK 2
      HOA
      • Has HOA: No
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $1,020/sqft
      • Tax assessed value: $2,498,000
      • Annual tax amount: $15,078
      • Date on market: 7/13/2026
      • Cumulative days on market: 1 day
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/13/2026Listed for sale$3,295,000+370.7%$1,020/sqft
        Source: Stellar MLS #A4697493 Report a problem
        12/26/2019Sold$700,000-60.6%$217/sqft
        Source: Public Record Report a problem
        11/8/2019Price change$1,775,000+2.9%$550/sqft
        Source: GRECO REAL ESTATE #A4448835 Report a problem
        11/8/2019Pending sale$1,725,000$534/sqft
        Source: GRECO REAL ESTATE #A4448835 Report a problem
        11/8/2019Listed for sale$1,725,000+263.2%$534/sqft
        Source: GRECO REAL ESTATE #A4448835 Report a problem
        8/8/2019Sold$475,000-13.6%$147/sqft
        Source: Agent Provided Report a problem
        7/5/2019Pending sale$550,000$170/sqft
        Source: Premier Sotheby's International Realty #A4432886 Report a problem
        6/27/2019Price change$550,000-59.1%$170/sqft
        Source: Premier Sotheby's International Realty #A4432886 Report a problem
        6/6/2019Price change$1,344,900+128%$416/sqft
        Source: Premier Sotheby's International Realty #A4432886 Report a problem
        3/12/2019Listed for sale$589,900+114.5%$183/sqft
        Source: Premier Sotheby's International Realty #A4430053 Report a problem
        7/2/1998Sold$275,000$85/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,078 +4.6%$1,013,661 +2.9%
        2024$14,419 +2.8%$985,093 +3%
        2023$14,026 +2.3%$956,401 +3%
        2022$13,708 -0.2%$928,545 +3%
        2021$13,735 +176.1%$901,500 +191%
        2020$4,976 +49%$309,800 +30.9%
        2019$3,338 $236,733 +1.9%
        2018$3,338 +1.8%$232,319 +2.1%
        2017$3,278 +0.3%$227,541 -32.1%
        2016$3,267 $334,900 +13.7%
        2015$3,267 +0.2%$294,600 +36.2%
        2014$3,260 +0.4%$216,311
        2013$3,248 +4%$216,311 +1.7%
        2012$3,122 +4.8%$212,695 +3%
        2011$2,978 +0.2%$206,500 +1.5%
        2010$2,971 +9.8%$203,448 +2.7%
        2009$2,705 $198,099 +0.1%
        2008$2,705 -5.2%$197,901 +3%
        2007$2,853 $192,137 +2.5%
        2006-- $187,451 +3%
        2005-- $181,991 +3%
        2004$2,883 -1.1%$176,690 +1.9%
        2003$2,916 +1.8%$173,395 +2.4%
        2002$2,865 +6.9%$169,331 +1.6%
        2001$2,679 +2.9%$166,664 +3%
        2000$2,603 $161,810
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: South Poinsettia

        Getting around

        65 / 100
        Somewhat Walkable
        32 / 100
        Some Transit
        61 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Southside Elementary
        • Middle: Brookside Middle
        • High: Sarasota High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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