4937 OXFORD DRIVE, SIESTA KEY, FL, 34242
Active0 days on marketListed Aug 17, 2026MLS #A4703004
About this home
4937 OXFORD DRIVE
LOCATION, WATERFRONT, BOATING AND INCOME POTENTIAL come together at 4937 Oxford Drive, an exceptionally spacious, one-story pool home with coveted frontage on Siesta Key's Grand Canal. Offering an impressive 2,539 square feet of living space with three bedrooms plus an office, this home stands out for its generous proportions, wide-open living areas and rare single-level floor plan. Even more noteworthy, the home has experienced NO WATER INTRUSION, an important distinction for island living. A previous remodel raised the ceilings, creating a wonderful sense of volume, light and openness throughout the main living spaces. Step outside and the reason for owning on Siesta Key becomes even more compelling. The screened lanai surrounds a heated saltwater pool, while beyond it lies the Grand Canal — one of the island's defining waterways and a tremendous advantage for those who want to embrace the Siesta Key boating lifestyle. Although the former dock was lost years ago, the existing pilings remain, presenting a potential opportunity to reestablish a dock and create your own waterfront setup, subject to applicable permitting and approvals. Beyond its appeal as a full-time residence or island retreat, this property has been a SUPERB INCOME PRODUCER, offering outstanding potential for an owner seeking both lifestyle and investment opportunity. And the location is hard to beat — close to Siesta Key Village, world-famous Siesta Beach, restaurants, shopping and all the energy of island life, with convenient access to the mainland. Large, one-story homes offering this much living space, a private pool, Grand Canal frontage, boating potential, strong income history and NO WATER INTRUSION are difficult to find. Whether you envision a personal waterfront retreat, an income-producing investment or the best of both, 4937 Oxford Drive delivers a rare combination of space, location and Siesta Key lifestyle.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,539
Sqft
0.22 ac
Lot size
2
Garage
1974
Year built
One
Levels
$886
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$14,862 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$14,862/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+24%
Days on market
0 vs 198 typical
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Siesta Beach
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Siesta Key. See the full Siesta Key guide →
Siesta Beach — neighborhood snapshot
Population
651
Median age
64
Median income
$172,745
Median home value
$930,563
Avg household
2
Households w/ children
19%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Siesta Key market
$2.4M → $1.1M
Siesta Key median sold, yr/yr
93.8%
Sale-to-list ratio (12 mo)
Median sold price, Siesta Key, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 379% above the SIESTA KEY 34242 median. See the full Siesta Key market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Yordanka Sanchez Quillen
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 4937 OXFORD DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4937 OXFORD DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Yordanka's phone and CRM.
Straight answers
4937 OXFORD DRIVE FAQs
What would the monthly payment be for 4937 OXFORD DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $14,862/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 4937 OXFORD DRIVE?+
The most recent tax bill on record (2025) was $20,613. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 4937 OXFORD DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Siesta Key?+
At $2,250,000, this home is listed about 89% above the Siesta Key median of $1,190,500. The market section on this page shows how the area is trending.
Which schools are assigned to 4937 OXFORD DRIVE?+
Phillippi Shores Elementary School (elementary), Brookside Middle School (middle), Sarasota High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$2,250,000 runs 379% above the SIESTA KEY 34242 median — but at 2,539 sqft it's also 41% larger than the typical Siesta Key listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Fresh on the market
Listed today in a Siesta Key market that averages 198 — if it fits, move quickly.
04Strong assigned schools
Phillippi Shores Elementary School, Brookside Middle School, Sarasota High School — Phillippi Shores Elementary School rates 5 of 5. Always verify assignments with the district.
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · Roberta Tengerdy, PA. MLS #A4703004.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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