1838 Oleander Street, Sarasota, FL 34239
For Sale $3,295,000
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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.
Built-in Features
Ceiling Fans(s)
Central Vaccum
Crown Molding
Eat-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)
Taxes: $15,078.00
Tax Year: 2025
Lighting
Outdoor Grill
Outdoor Kitchen
Private Mailbox
Private Yard
Sidewalk
Sliding Doors
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
Garden
Pool
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Building Description: Coastal, Contemporary
MLS Area: 34239 - Sarasota/Pinecraft
Total Square Footage: 4,050
Price per Square Feet: $1,020.12
Total Floors: 2
Water: Public, Well
Construction: Block, Stucco, Frame
Date Listed: 2026-07-13 00:00:00
Pool: Y
Pool Description: Auto Cleaner, Gunite, Heated, In Ground, Lap, Pool Alarm, Salt Water
Furnished: Unfurnished
Windows: Double Pane Windows, Energy Star Qualified Windows, Insulated Windows, Storm Window(S), Window Treatments
Parking: Driveway, Garage Door Opener, Guest, Off Street
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Ceramic Tile, Tile, Wood
Roof: Concrete, Tile
Heating: Central, Electric
Cooling: Central Air, Zoned
Fireplace: Y
Security: Fire Alarm, Security System, Security System Owned
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Cleared, City Limits, Landscaped, Level, Private, Paved
Parcel ID: 2039080096
Listing Courtesy Of: Greco Real Estate
karengreco@grecorealestatefl.com
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.
Property Details
Price: $3,295,000
Sq Ft: 3,230
($1,020 per
sqft)
Bedrooms: 4
Bathrooms: 3
City: Sarasota
County: Sarasota
Type: Single Family
Development: Poinsettia Park
Subdivision: Poinsettia Park 2
Acres: 0.2000
Virtual Tour/Floorplan: View
Year Built: 2020
Listing Number: A4697493
Status Code: A-Active
Taxes: $15,078.00
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Built-in Features
Ceiling Fans(s)
Central Vaccum
Crown Molding
Eat-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)
Financial Information:
Taxes: $15,078.00
Tax Year: 2025
Exterior Features:
Lighting
Outdoor Grill
Outdoor Kitchen
Private Mailbox
Private Yard
Sidewalk
Sliding Doors
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
View:
Garden
Pool
School Information:
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
Building Description: Coastal, Contemporary
MLS Area: 34239 - Sarasota/Pinecraft
Total Square Footage: 4,050
Price per Square Feet: $1,020.12
Total Floors: 2
Water: Public, Well
Construction: Block, Stucco, Frame
Date Listed: 2026-07-13 00:00:00
Pool: Y
Pool Description: Auto Cleaner, Gunite, Heated, In Ground, Lap, Pool Alarm, Salt Water
Furnished: Unfurnished
Windows: Double Pane Windows, Energy Star Qualified Windows, Insulated Windows, Storm Window(S), Window Treatments
Parking: Driveway, Garage Door Opener, Guest, Off Street
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Ceramic Tile, Tile, Wood
Roof: Concrete, Tile
Heating: Central, Electric
Cooling: Central Air, Zoned
Fireplace: Y
Security: Fire Alarm, Security System, Security System Owned
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Cleared, City Limits, Landscaped, Level, Private, Paved
Parcel ID: 2039080096
Map of 1838 Oleander Street, Sarasota, FL 34239
Listing Courtesy Of: Greco Real Estate
karengreco@grecorealestatefl.com