Shawn Headley
$1,725,0004 bd3.5 ba3,727 sqft$463 /sqft$11,749 /mo all-in ↓

1840 BRYAN AVENUE, WINTER PARK, FL, 32789

Active2 days on marketListed Aug 6, 2026MLS #O6431360

Private poolSingle Family ResidenceLAKEVIEW TERRACE

About this home

1840 BRYAN AVENUE

Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expansive double lot in the highly sought-after Lakeview Terrace community. Offering nearly 3,800 sq. ft. of sophisticated yet comfortable living space, this 4-bedroom, 3.5-bath residence combines timeless architectural details—including soaring vaulted ceilings, crown molding, and dark hardwood floors—with the ultimate layout for functional living. An inviting foyer with volume ceilings and a large transom window fills the home with natural light, leading into a spacious family room anchored by a marble-wrapped electric fireplace with custom lighting and a media niche. The chef’s kitchen is open, bright, and ideal for entertaining, featuring 42-inch shaker double-stacked cabinetry, premium Bosch stainless steel appliances, granite countertops, a designer backsplash, a large pantry, and peninsula bar seating alongside an eat-in breakfast nook. Seamlessly connected, the formal dining room shines with a tray ceiling, custom wallpaper, and designer fixtures. Convenience continues in the oversized laundry room, equipped with a second refrigerator and secondary pantry. Designed for total flexibility, the main level features a dedicated executive office, a media room, a secondary guest suite, and a lavish primary retreat. The primary suite boasts custom built-ins, a massive walk-in closet, direct outdoor access, and a spa-inspired bath with double vanities, a soaking tub, and a large dual-head shower. Upstairs, you’ll find two additional spacious bedrooms, a full bath, and a versatile bonus loft. Outside, a private resort oasis awaits with an open-air lanai and covered porch for alfresco dining, surrounded by lush mature landscaping, pathways trimmed with turf grass, and professional landscape lighting. The heated pool and spa feature a sun shelf with a fountain feature and linear fire elements along the edge that transform the backyard at night. Completing the estate is a 3-car total garage layout, featuring an attached 2-car garage plus a separate detached structure with guest house, studio, or private office potential. Located just one mile from historic Park Avenue, zoned for top-rated schools (Lakemont Elementary, Glenridge Middle, Winter Park High), and walkable to Phelps Park, the YMCA, and local dining.

Facts & features

The home at a glance

4

Bedrooms

3.5

Bathrooms

3,727

Sqft

0.29 ac

Lot size

2

Garage

2014

Year built

Two

Levels

$463

Per sqft

Private pool

Inside

FlooringCarpet · Hardwood
AppliancesCooktop · Dishwasher · Disposal · Dryer · Electric Water Heater · Microwave · Refrigerator · Washer
InteriorCathedral Ceiling(s) · Ceiling Fan(s) · High Ceilings · Primary Bedroom Main Floor · Solid Surface Counters · Vaulted Ceiling(s) · Walk-In Closet(s)
LaundryLaundry Room
CoolingCentral Air
HeatingCentral

Outside & construction

RoofShingle
ConstructionBlock · Stucco
FoundationSlab
FacesNorth
ExteriorCourtyard · French Doors · Irrigation System · Lighting

Community & fees

Taxes (2025)$19,607/yr

Utilities & systems

UtilitiesPublic
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$11,749 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$9,308
PMI (est., until 20% equity)$647
Property tax — 2025 actual bill$1,634
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $172,500Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $172,500
Interest rate6.00%
Loan term

Estimated payment

$11,749/mo

Principal & interest$9,308
PMI (est., until 20% equity)$647
Property taxes (actual bill)$1,634
Est. insurance$160

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.

List $1.7M
$1.4MedgeAI estimate $1,631,822 · range $1.4M$2.1M$2.2M

vs edgeAI estimate

+5.7%

$/sqft vs Winter Park actives

$463 vs $343

Days on market

2 vs 44 typical

Where $463/sqft sits among the 317 Winter Park actives

112
85
49 · this home
25
19
27
$146–285$285–424$424–564$564–703$703–842$842+

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 Winter Park

Map of 1840 BRYAN AVENUE

Drive times from this address

Downtown Orlando13 min
Universal Orlando26 min
Orlando Int’l Airport (MCO)26 min
Walt Disney World38 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Winter Park. See the full Winter Park guide →

WINTER PARK 32789 — neighborhood snapshot

Population

26,884

Median age

44.4

Median income

$100,213

Median home value

$695,000

Avg household

2.13

Households w/ children

2,125

For the school run

Orange County School District

ElementaryLakemont Elementary★★★★★
MiddleMaitland Middle★★★★★
HighWinter Park High★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Winter Park market

Seller’s marketLeans seller3.7 months of inventoryBuyer’s market

$470K$512K

Winter Park median sold, yr/yr

96.8%

Sale-to-list ratio (12 mo)

147 of 317

Winter Park actives have cut their price

Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 123% above the WINTER PARK 32789 median. See the full Winter Park market guide →

Paper trail

This home's history

Aug 6, 2026Listed at $1,725,000 · 2 days on market since
2014Built · LAKEVIEW TERRACE

Reality check

What actually sold near 1840 BRYAN AVENUE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

1871 BRYAN AVENUESold · Jun ’26

$499,000

1871 BRYAN AVENUE · same community

3 bd · 2 ba · 1,232 sqft · $405/sqft · 1 DOM

1735 26TH AVENUE SSold · Oct ’25

$300,000

1735 26TH AVENUE S · same community

3 bd · 2 ba · 1,153 sqft · $260/sqft · 12 DOM

2261 QUEEN STREET SSold · Aug ’25

$290,000

2261 QUEEN STREET S · same community

2 bd · 1 ba · 985 sqft · $294/sqft · 94 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.

Shawn Headley

Your agent

Shawn Headley

Realtor · CENTURY 21 Edge

Tours, negotiation, and every question about 1840 BRYAN AVENUE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1840 BRYAN AVENUE — before you fall in love.

See it in person

Schedule a tour

Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

1840 BRYAN AVENUE FAQs

What would the monthly payment be for 1840 BRYAN AVENUE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $11,749/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 1840 BRYAN AVENUE?+

The most recent tax bill on record (2025) was $19,607. 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 Park?+

At $1,725,000, this home is listed about 188% above the Winter Park median of $598,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1840 BRYAN AVENUE?+

Lakemont Elementary (elementary), Maitland Middle (middle), Winter Park High (high) — Orange 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

$1,725,000 runs 123% above the WINTER PARK 32789 median — but at 3,727 sqft it's also nearly twice the size of the typical Winter Park listing.

02Your own pool

A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.

03Fresh on the market

Only 2 days on market in a Winter Park market that averages 44 — if it fits, move quickly.

04Strong assigned schools

Lakemont Elementary, Maitland Middle, Winter Park High — Winter Park High rates 4 of 5. Always verify assignments with the district.

Listing courtesy of REAL BROKER, LLC · Jennifer Draper. MLS #O6431360.

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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