3757 COUNTRYSIDE ROAD, SARASOTA, FL, 34233
Active90 days on marketListed May 4, 2026MLS #A4692427
About this home
3757 COUNTRYSIDE ROAD
Nestled on an oversized, oak-shaded lot in the highly sought-after Country Place subdivision, this exceptional 3-bedroom, 3-bathroom home delivers Sarasota charm with serious modern peace of mind. The property has been meticulously updated, highlighted by a complete replumb and brand-new flooring throughout the main living areas and primary suite in 2025, plus impact-resistant windows in the Florida room, a roof replaced in 2018, and dual A/C units replaced in 2017 and 2021. Outdoors, a heated screened-in pool anchors a lush backyard retreat maintained effortlessly by an in-ground sprinkler system on a private well. The thoughtful floor plan offers exceptional privacy, with walk-in closets in all three bedrooms, a primary suite with pool access, and a second en-suite with its own private entrance and patio, ideal for guests or multi-generational living.
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
2,694
Sqft
0.57 ac
Lot size
2
Garage
1981
Year built
One
Levels
$241
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 and the real association fee — not generic estimates.
$4,393 /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
$4,393/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
−37.1%
$/sqft vs Sarasota actives
$241 vs $343
Days on market
90 vs 58 typical
Where $241/sqft sits among the 400 Sarasota actives
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 Country Place
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Country Place — neighborhood snapshot
Population
543
Median age
58
Median income
$137,906
Median home value
$502,000
Avg household
2
Households w/ children
68%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$470K → $470K
Sarasota median sold, yr/yr
95.1%
Sale-to-list ratio (12 mo)
152 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 132% above the SARASOTA 34233 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 3757 COUNTRYSIDE ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jan ’26$570,000
3947 COUNTRY VIEW DRIVE · same community
3 bd · 2 ba · 2,696 sqft · $211/sqft · 38 DOM
Sold · Sep ’25$575,000
3761 COUNTRYSIDE ROAD · same community
3 bd · 2.5 ba · 2,399 sqft · $240/sqft · 81 DOM
Sold · Jul ’26$660,000
3695 COUNTRY PLACE BOULEVARD · same community
4 bd · 3 ba · 2,350 sqft · $281/sqft · 22 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 3757 COUNTRYSIDE ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3757 COUNTRYSIDE ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
3757 COUNTRYSIDE ROAD FAQs
What would the monthly payment be for 3757 COUNTRYSIDE ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,393/mo — principal and interest, the actual property-tax bill, the $50/mo association fee 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.
How much are the HOA fees at 3757 COUNTRYSIDE ROAD?+
The association fee works out to $50 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 3757 COUNTRYSIDE ROAD?+
The most recent tax bill on record (2025) was $5,257. 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 3757 COUNTRYSIDE ROAD?+
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 Sarasota?+
At $649,000, this home is listed about 14% above the Sarasota median of $570,000. The market section on this page shows how the area is trending.
Which schools are assigned to 3757 COUNTRYSIDE ROAD?+
Wilkinson Elementary School (elementary), Sarasota Middle School (middle), Riverview 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
$649,000 runs 132% above the SARASOTA 34233 median — but at 2,694 sqft it's also 61% larger than the typical Sarasota listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Wilkinson Elementary School, Sarasota Middle School, Riverview High School — Sarasota Middle School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $749,000, now $649,000 — a $100K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of DOUGLAS ELLIMAN · Inbal August. MLS #A4692427.
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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