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$3,062,000

Active

1838 Oleander St, Sarasota, FL 34239

4 beds Β· 3 baths Β· 3,230 sq ft

Listing courtesy of GRECO REAL ESTATE Β· MLS# A4697493

109 days on market

Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .

About this home

Live the ultimate Sarasota Lifestyle. Near downtown, A+ rated Southside and Siesta Key Beach. 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 Homesβ€”recognized by the Building Industry Association for outstanding craftsmanship and innovative home designβ€”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 faΓ§ade 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 bathβ€”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, a private irrigation well, whole house surge protection. 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 cafΓ©s, 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.

Facts

Property type
Single Family Residence
Year built
2020
Bathrooms
3 full
Living area
3,230 sqft
Lot size
0.2 acres
Private pool
Yes
Exposure
North
Furnished
Unfurnished
Flood zone
X
CDD
No
55+ community
No
Annual taxes
$15,078/yr
Listed
Jul 13, 2026
MLS #
A4697493

Price & status history

  1. Listed for $3,295,000
  2. Price reduced to $3,062,000from $3,230,000

Virtual tour

Tours are hosted by the seller’s chosen provider, not by Lasbury-Tracy Realty. Opening one loads content from that company and shares your IP address with them.

Estimate the monthly payment

Estimate by Lasbury Tracy Realty β€” not a loan offer

Starting figures for 1838 OLEANDER ST. Everything below is editable.

AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.

From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ β€” Florida reassesses on sale and homestead caps reset.

Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.

Starts at $0Deliberately zero until you enter a figure β€” we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.

Include condo, HOA, and master-association dues. CDD assessments usually arrive on the tax bill instead.

AssumptionNot applied β€” your down payment is 20% or more.

Estimated total monthly payment

$19,291

$15,483 of that is principal & interest. 20% is taxes, insurance and fees β€” which is why those inputs matter more here than the rate does.

Principal & interest
$15,483
Property taxes
$1,257
Homeowners insurance
$2,552
Flood insurance
$0
HOA / condo fees
$0
Mortgage insurance (PMI)
$0
Total per month
$19,291

Over the life of the loan

Loan amount
$2,449,600
Down payment
$612,400
Total interest
$3,124,330
Principal + interest paid
$5,573,930
Paid off in
2056

Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.

Calculated on this page from the figures above β€” nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.

Take a tour

Pick a day that suits you β€” a licensed Lasbury Tracy agent confirms personally, usually within minutes. No account needed.

1838 Oleander St, Sarasota, FL 34239

Listing courtesy of GRECO REAL ESTATE Β· MLS# A4697493 Β· Active

How would you like to see it?
Which day?
What time of day?

In person Β· Sat, Oct 31 Β· Morning (9-12)

No account, no obligation. Prefer to talk? (941) 474-5585

Where this home is

Opens on aerial β€” on this coast the canal, the lot and the neighbours answer more questions than a street grid does.

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Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 30, 2026, 7:56 PM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website.

Lasbury Tracy Realty Inc. Β· [email protected]