David Ramirez
$3,275,000$3,495,0004 bd5 ba4,683 sqft$699 /sqft$20,730 /mo all-in ↓

1581 FOREST AVENUE, WINTER PARK, FL, 32789

Active140 days on marketListed Mar 12, 2026MLS #O6382377

Reduced $220KPrivate poolSingle Family ResidenceELLNO WILLO

About this home

1581 FOREST AVENUE

This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoughtfully positioned on a single level for effortless everyday living. Completely rebuilt in 2018 by renowned custom builder Posada Homes, a member of the elite Master Custom Builders Council, the home blends modern design, crisp architectural lines, and timeless elegance across an expansive 0.39-acre lot along one of Winter Park’s most picturesque tree-lined streets. The home immediately captivates with its refined architecture and beautifully manicured grounds. Inside, sunlight streams through expansive windows, illuminating hardwood flooring, intricate millwork, and thoughtfully curated finishes that reflect the craftsmanship of a true custom build. Just off the foyer, a hidden wine room provides a sophisticated surprise, perfect for those who love to entertain. At the center of the home is the chef’s kitchen designed for both beauty and functionality. Outfitted with premium Thermador appliances, sleek quartz countertops, a generous center island, and custom cabinetry, the kitchen flows effortlessly into the expansive great room where high ceilings, designer lighting, and elegant architectural details create an atmosphere that is both inviting and refined. Tucked away for privacy, the primary suite is positioned just off a luxurious family room featuring custom built-ins and a gas fireplace. The primary suite itself is a true sanctuary, complete with a sitting area, private coffee bar, and a spa-inspired bath featuring dual vanities, a soaking tub, and an oversized walk-in shower. Rarely found in Winter Park, all bedrooms are conveniently located on one level, including two primary suites, allowing the home to deliver seamless livability without sacrificing architectural interest or sophistication. Upstairs, a private office, half bath, and bonus room provide the perfect space for work, media, recreation, or relaxation. Outdoors, the home transforms into a private resort-style retreat. A covered lanai overlooks the sparkling pool and expansive grounds, creating the ideal setting for entertaining or quiet evenings at home. Adding even more flexibility, a 252-square-foot detached studio currently functions as a gym but could easily become a summer kitchen cabana, guest retreat, or art studio. Located within walking distance of Park Avenue’s boutiques, restaurants, and cafés, and just moments from Rollins College and the Winter Park Chain of Lakes, this residence embodies luxury living at its finest. Don’t miss this rare opportunity to own one of Winter Park’s most outstanding homes. The current flooring offers a rich look, and for those who prefer a lighter palette, the seller is open to providing a credit toward flooring updates and coordinating the installation of new flooring if desired.

Facts & features

The home at a glance

4

Bedrooms

5

Bathrooms

4,683

Sqft

0.39 ac

Lot size

2

Garage

1954

Year built

Two

Levels

$699

Per sqft

Private poolFireplace

Inside

FlooringCarpet · Engineered Hardwood · Porcelain Tile
AppliancesBuilt-In Oven · Convection Oven · Cooktop · Dishwasher · Disposal · Dryer · Exhaust Fan · Gas Water Heater · Microwave · Range Hood · Refrigerator · Tankless Water Heater · Washer · Wine Refrigerator
InteriorCeiling Fan(s) · Coffered Ceiling(s) · Crown Molding · Eating Space In Kitchen · High Ceilings · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · Solid Surface Counters · Solid Wood Cabinets · Split Bedroom · Stone Counters · Walk-In Closet(s) · Window Treatments
LaundryLaundry Room
CoolingCentral Air · Zoned
HeatingElectric · Zoned

Outside & construction

RoofMembrane · Shingle
ConstructionBlock · Stucco · Wood Frame
FoundationSlab
FacesEast
ExteriorFrench Doors · Irrigation System · Lighting · Private Mailbox · Rain Gutters · Sidewalk · Sliding Doors · Storage

Community & fees

Taxes (2024)$20,042/yr

Utilities & systems

UtilitiesCable Connected · Electricity Connected · Natural Gas Available · Natural Gas Connected · Public · Street Lights
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.

$20,730 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$17,672
PMI (est., until 20% equity)$1,228
Property tax — 2024 actual bill$1,670
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $327,500Loan30-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% · $327,500
Interest rate6.00%
Loan term

Estimated payment

$20,730/mo

Principal & interest$17,672
PMI (est., until 20% equity)$1,228
Property taxes (actual bill)$1,670
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.

$/sqft vs Winter Park actives

$699 vs $343

Days on market

140 vs 34 typical

Where $699/sqft sits among the 314 Winter Park actives

122
79
42
27 · this home
18
26
$156–294$294–433$433–572$572–710$710–849$849+

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 1581 FOREST AVENUE

Drive times from this address

Downtown Orlando14 min
Universal Orlando27 min
Orlando Int’l Airport (MCO)27 min
Walt Disney World39 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 seller4.9 months of inventoryBuyer’s market

$473K$500K

Winter Park median sold, yr/yr

96.8%

Sale-to-list ratio (12 mo)

146 of 314

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 286% above the WINTER PARK 32789 median. See the full Winter Park market guide →

Paper trail

This home's history

CurrentPrice reduced to $3,275,000 $220K
Mar 12, 2026Listed at $3,495,000 · 140 days on market since
1954Built · ELLNO WILLO

Reality check

What actually sold near 1581 FOREST AVENUE

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

1621 HILLCREST AVENUESold · Aug ’25

$1,250,000

1621 HILLCREST AVENUE · same community

3 bd · 2.5 ba · 2,755 sqft · $454/sqft · 0 DOM

1505 COLE ROADSold · Mar ’26

$1,330,000

1505 COLE ROAD

5 bd · 4 ba · 3,465 sqft · $384/sqft · 181 DOM

1507 CHRISTY AVENUESold · May ’26

$1,206,542

1507 CHRISTY AVENUE

5 bd · 4 ba · 3,465 sqft · $348/sqft · 0 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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1581 FOREST 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 1581 FOREST AVENUE — 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.

Goes straight to David’s phone and CRM.

Straight answers

1581 FOREST AVENUE FAQs

What would the monthly payment be for 1581 FOREST AVENUE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $20,730/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 1581 FOREST AVENUE?+

The most recent tax bill on record (2024) was $20,042. 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 $3,275,000, this home is listed about 422% above the Winter Park median of $627,000. The market section on this page shows how the area is trending.

Which schools are assigned to 1581 FOREST 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

Five things that matter here

01Positioned at the premium end

$3,275,000 runs 286% above the WINTER PARK 32789 median — but at 4,683 sqft it's also nearly 3 times 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.

03Time on market is leverage

140 days on market against a Winter Park median of 34 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

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

05The price has already moved

Listed at $3,495,000, now $3,275,000 — a $220K cut. The full history is in the market section below.

Listing courtesy of ONE LUXURY INTERNATIONAL LLC · Julie Christensen. MLS #O6382377.

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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1581 FOREST AVENUE, WINTER PARK, FL — 4 Bed, 5 Bath — $3,275,000 | CENTURY 21 Edge