236 S SHADOWBAY BOULEVARD, LONGWOOD, FL, 32779
Active73 days on marketListed Jul 16, 2026MLS #TB8530020
About this home
236 S SHADOWBAY BOULEVARD
Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms. Designed for both everyday living and effortless entertaining. Step outside to your own backyard oasis, complete with a sparkling pool, relaxing spa, and a fully equipped summer kitchen, perfect for hosting or unwinding after a long day. Boating enthusiasts will love the boat lift and floating jet ski ramp, offering direct, hassle-free access to the water. And when the day winds down, nothing compares to sunset happy hour on your own patio, offering breathtaking sunsets you simply can't beat. Set in a highly sought after neighborhood known for friendly neighbors, top “A” rated schools, private beach, boat ramp and tennis court this home delivers the complete package. Only one mile to shopping and dining and two miles to I-4 make it a highly desirable location. Luxury, Lifestyle, and Location.
Facts & features
The home at a glance
5
Bedrooms
3.5
Bathrooms
3,216
Sqft
0.33 ac
Lot size
2
Garage
1985
Year built
Two
Levels
$521
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.
$10,431 /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
$10,431/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
+85.1%
$/sqft vs Longwood actives
$521 vs $236
Days on market
73 vs 36 typical
Where $521/sqft sits among the 178 Longwood 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 Longwood
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Longwood. See the full Longwood guide →
LONGWOOD 32779 — neighborhood snapshot
Population
29,106
Median age
46.6
Median income
$115,931
Median home value
$458,700
Avg household
2.6
Households w/ children
3,321
For the school run
Seminole County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Longwood market
$465K → $523K
Longwood median sold, yr/yr
97.7%
Sale-to-list ratio (12 mo)
102 of 178
Longwood actives have cut their price
Median sold price, Longwood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 290% above the LONGWOOD 32779 median. See the full Longwood market guide →
Paper trail
This home's history
Reality check
What actually sold near 236 S SHADOWBAY BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$1,350,000
218 S SHADOWBAY BOULEVARD · same community
4 bd · 3.5 ba · 2,799 sqft · $482/sqft · 0 DOM
Sold · Jul ’26$417,000
235 S SHADOWBAY BOULEVARD · same community
3 bd · 2 ba · 1,916 sqft · $218/sqft · 300 DOM
Sold · Aug ’26$495,000
171 S SHADOWBAY BOULEVARD · same community
3 bd · 2 ba · 1,655 sqft · $299/sqft · 3 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
Frederick Paige
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 236 S SHADOWBAY BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 236 S SHADOWBAY BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
236 S SHADOWBAY BOULEVARD FAQs
What would the monthly payment be for 236 S SHADOWBAY BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $10,431/mo — principal and interest, the actual property-tax bill, the $155/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 236 S SHADOWBAY BOULEVARD?+
The association fee works out to $155 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 236 S SHADOWBAY BOULEVARD?+
The most recent tax bill on record (2025) was $5,394. 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 236 S SHADOWBAY BOULEVARD?+
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 Longwood?+
At $1,674,990, this home is listed about 281% above the Longwood median of $439,900. The market section on this page shows how the area is trending.
Which schools are assigned to 236 S SHADOWBAY BOULEVARD?+
Lake Brantley High School (high), Wekiva Elementary School (elementary), Teague Middle School (middle) — Seminole County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$1,674,990 runs 290% above the LONGWOOD 32779 median — but at 3,216 sqft it's also 72% larger than the typical Longwood listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
73 days on market against a Longwood median of 36 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Lake Brantley High School, Wekiva Elementary School, Teague Middle School — Wekiva Elementary School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $1,750,000, now $1,674,990 — a $75K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LISTED SIMPLY · Sinan Zakaria. MLS #TB8530020.
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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