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1838 Oleander Street

Sarasota, FL 34239
  • $3,295,000
  • STATUS: Active
  • ON SITE: 30 Days
  • MLS #: A4697493
UPDATED: 40 min ago
$3,295,000
  • 4
    BEDS
  • 0.2
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,230
    SQFT
  • $1,020
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2020
County:

School Information

Elementary School:
Middle School:
High School:

Description

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 quartz 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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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-13T22:43:46.44.
www.drummondrealty.net/homes/178776635
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1838 Oleander Street Sarasota, FL 34239

  • Price: $3,295,000
  • Status: Active
  • On Site: 30 Days
  • Updated: 40 min ago
  • MLS #: A4697493
4
Beds
3
Baths
0
½ Baths
0.2
Acres
3,230
SQFT
$1,020
$/SQFT
2020
Built
Neighborhood:
Poinsettia Park 2
County:
Sarasota
Area:
Sarasota/Pinecraft
Elementary School:
Southside Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property Description
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 quartz 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.
Exterior Features

Architectural Style CoastalContemporary Attached Garage Yn Yes Carport Yn No Construction Materials BlockStuccoWood Frame Covered Spaces 2 Direction Faces North Exterior Features Irrigation SystemLightingOutdoor GrillOutdoor KitchenPrivate MailboxPrivate YardSidewalkSliding Doors Fencing FencedVinyl Foundation Details Slab Garage Dimensions 21x20 Green Landscaping Fl. Friendly/Native Landscape Lot Features ClearedCity LotLandscapedLevelPrivate Lot Size Dimensions 75 x 118 Open Parking YN Yes Parking Features DrivewayGarage Door OpenerGuestOff Street Patio And Porch Features CoveredEnclosedRear PorchScreened Pool Dimensions 38.5 feet Pool Features Auto CleanerGuniteHeatedIn GroundLapPool AlarmSalt Water Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof ConcreteTile Spa YN No View GardenPool Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Yn No

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeFormal Dining Room SeparateGreat RoomInside Utility Appliances Built-In OvenCooktopDishwasherDisposalDryerGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator Building Area Total 4050 Building Elevator Yn No Cooling Central AirZoned Cooling YN Yes Fireplace Features DecorativeElectricLiving RoomNon Wood Burning Fireplace Yn Yes Flooring Ceramic TilePorcelain TileTileHardwood Furnished Unfurnished Heating CentralElectric Heating YN Yes Interior Features Built-in FeaturesCeiling Fan(s)Central VacuumCrown MoldingEating Space In KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomThermostatWalk-In Closet(s) Laundry Features InsideLaundry Room Levels Two Rooms Kitchen (Stone CountersPantry) Office Dining Room Bedroom 4 (Built-in Closet) Great Room (Ceiling Fan(s)) Primary Bedroom (Tub with Separate Shower StallWalk-In Closet(s)) Bonus Room (No Closet) Bedroom 3 (Built-in Closet) Bedroom 2 (Built-in Closet) Sewer Public Sewer Stories Total 2 Water Source PublicWell Window Features Double Pane WindowsENERGY STAR Qualified WindowsInsulated WindowsStorm Window(s)Window Treatments

Property Features

Additional Lease Restrictions See City Leasing Laws Additional Parcels YN No Association Approval Required Yn No Association Yn No Builder Name Allegra Homes Cdd Yn No Condo Land Included Yn No Down Payment Resource No Flood Zone Code X Garage Yn Yes Green Water Conservation Drip IrrigationIrrig. System-Drip/Microheads Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1 Week New Construction Yn No Number Of Wells 1 Occupant Type Vacant Ownership Fee Simple Pet Restrictions See City's Leash Law Restrictions Pets Allowed Yes Property Attached YN No Property Condition Completed Property Sub Type Single Family Residence Realtor Info Docs AvailableFloor Plan AvailableSee AttachmentsSignSurvey Available Security Features Fire AlarmSecurity SystemSecurity System Owned Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Poinsettia Park Tax Annual Amount 15078 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableCable AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedSprinkler WellWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF3


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GRECO REAL ESTATE: 941-685-0449.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-13T22:43:46.44.
 
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