441 E CYPRESS STREET, WINTER GARDEN, FL, 34787
Active72 days on marketListed May 13, 2026MLS #O6407560
About this home
441 E CYPRESS STREET
Rare vacant lot in the heart of East Winter Garden — cleared, graded, and ready to build! This 70' x 140' lot (0.23 acres) sits in the coveted Golf Cart District, just minutes from the charm of Downtown Winter Garden, the West Orange Trail, local dining, shops, and the Saturday Farmers Market. Zoned R-2 with ADU approval already in place — a true value-add opportunity for investors, builders, or future homeowners looking to maximize the lot's potential. Approved permits secured and renderings for the single-family home available upon request. Don't sleep on one of the last buildable lots in this rapidly growing, in-demand neighborhood. Opportunities like this in Winter Garden don't last.
Facts & features
The home at a glance
0.23 ac
Lot size
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.
$2,208 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$2,208/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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.
Where it sits
Inside East Winter Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
East Winter Garden — neighborhood snapshot
Population
4,427
Median age
35
Median income
$48,340
Median home value
$232,691
Avg household
4
Households w/ children
414
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$580K → $570K
Winter Garden median sold, yr/yr
97.7%
Sale-to-list ratio (12 mo)
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 42% below the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 441 E CYPRESS STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$273,000
838 BETHUNE AVENUE · same community
3 bd · 2 ba · 985 sqft · $277/sqft · 64 DOM
Sold · Feb ’26$215,000
430 SOUTHERN PECAN CIRCLE UNIT 106
1 bd · 1 ba · 838 sqft · $257/sqft · 18 DOM
Sold · Jul ’26$212,500
303 SOUTHERN PECAN CIRCLE UNIT 107
1 bd · 1 ba · 838 sqft · $254/sqft · 125 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 441 E CYPRESS STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 441 E CYPRESS STREET — 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
441 E CYPRESS STREET FAQs
What would the monthly payment be for 441 E CYPRESS STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,208/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 441 E CYPRESS STREET?+
The most recent tax bill on record (2025) was $1,409. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Winter Garden?+
At $305,000, this home is listed about 48% below the Winter Garden median of $589,945. The market section on this page shows how the area is trending.
Which schools are assigned to 441 E CYPRESS STREET?+
William S Maxey Elementary (elementary), West Orange High (high), Lakeview Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the WINTER GARDEN 34787 market on paper
$305,000 is 42% below the WINTER GARDEN 34787 median of $530,000.
02Time on market is leverage
72 days on market against a Winter Garden median of 31 — sellers in this position are usually ready to negotiate.
03Strong assigned schools
William S Maxey Elementary, West Orange High, Lakeview Middle — West Orange High rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $320,000, now $305,000 — a $15K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of NOVA REAL ESTATE SERVICES INC · Algenib Tobar. MLS #O6407560.
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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