This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/84
$3,295,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/84
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 facade 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.
Full Property Details
Full Property Details for 1838 Oleander St
General
- Price: $3,295,000
- Taxes: $15,078 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4697493
- Updated: Today (7/13/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 1 Week
Interior
- Number of Rooms: 9
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Decorative, Electric, Living Room, Non Wood Burning
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Porcelain Tile, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Auto Cleaner, Gunite, Heated, In Ground, Lap, Pool Alarm, Salt Water
- Security/Safety: Fire Alarm, Security System, Security System Owned
Exterior
- Exterior Features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Private Yard, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Enclosed, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Guest, Off Street
Location
- Area: 34239 - Sarasota/Pinecraft
- County: Sarasota
- Development Name: 34239 - Sarasota/Pinecraft
- Subdivision: POINSETTIA PARK 2
- Driving Directions: Beginning at the intersection of Bee Ridge Rd & S. Tamiami Trail (U.S. 41) head North on S. Tamiami Trail for approximately .5 miles. Turn Left onto Oleander St and drive .2 miles. Home will be on the left.
- Direction Faces: North
School Information
- Elementary School: Southside Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34239 - Sarasota/Pinecraft
- Pet Restrictions: See City's Leash Law Restrictions
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public, Well
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
Structural Information
- Architectural Info: Coastal, Contemporary
- Architectural Style: Coastal, Contemporary
- Builder: Allegra Homes
- Exterior Const.: Block, Stucco, Wood Frame
- Roof: Concrete, Tile
- Windows: Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Storm Window(s), Window Treatments
- Stories/Levels: Two
- Square Feet: 3,230
- Sq. Ft. Source: Builder
- Year Built: 2020
Lot Features
- Property View: Garden, Pool
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,850
- Lot Size: 8850
- Lot Dimensions: 75 x 118
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl
Green Features
- Indoor Air Quality: HVAC UV/Elec. Filtration, Whole House Vacuum System
- Water Conservation: Drip Irrigation, Irrig. System-Drip/Microheads
Financial Considerations
- Tax Amount: $15,078
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 8 & E 1/2 OF LOT 6 BLK D POINSETTIA PARK
- Flood Zone Info: X
- APN: 2039080096
- Property ID: 2039080096
- Block/Lot/Section: D
Listed by Greco Real Estate
Get Pre-Approved Today
Schools
Schools serving 1838 Oleander St
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 0.2 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 0.6 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1838 Oleander St
Date
Details
Price
Change
Source
7/13/2026
Listed
$3,295,000
370.71%
MLS
12/23/2019
Sold
$700,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1838 Oleander St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,488
—
$1,013,661
3%
2024
$14,419
3%
$985,093
3%
2023
$14,026
2%
$956,401
3%
2022
$13,708
—
$928,545
3%
2021
$13,735
—
$901,500
191%
2021
$13,735
311%
$309,800
31%
2019
$3,338
2%
$236,733
2%
2018
$3,278
1%
$232,319
2%
2017
$3,234
—
$227,541
2%
2016
$3,221
-1%
$222,861
1%
2015
$3,267
—
$221,312
1%
2014
$3,260
—
$219,556
2%
2013
$3,248
—
$216,311
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1838 Oleander St
1838 Oleander Street, Sarasota, FL 34239 (MLS# A4697493) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1838 Oleander Street is currently listed for $3,295,000 and was received on July 13, 2026. Want to learn more about 1838 Oleander Street? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

