
777 HALIFAX AVENUE, WINTER PARK, FL, 32792
Active79 days on marketListed Jul 25, 2026MLS #O6422901
About this home
777 HALIFAX AVENUE
Virtually Staged. Newly priced and ready for its next owner — this 2021-built Winter Park residence in sought-after Park Manor blends modern luxury with everyday livability. Five spacious bedrooms, four and a half baths, and 3100+ sqft across two thoughtfully designed stories, all just minutes from Park Avenue's shops and restaurants, Rollins College, and A-rated schools. Step inside to soaring ceilings, rich wide-plank engineered hardwood floors, and an open-concept layout where light pours through oversized windows. At the center is a chef's kitchen built for both weeknights and entertaining: quartz island, custom cabinetry, a walk-in pantry, and top-tier built-in appliances flowing seamlessly into the family and dining spaces. The main-floor primary suite is a private retreat with a spa-inspired en suite — soaking tub, glass-enclosed shower, dual vanities, and a generous walk-in closet. Upstairs, additional bedrooms and flexible living space give everyone room to spread out. Smart-home technology, tray ceilings, and designer finishes carry through the entire home. Ask about seller-paid rate buydown options — a smart way to lower your monthly payment in today's market. Priced below comparable new construction on the surrounding streets, this is a rare opportunity to own newer luxury in one of Winter Park's most desirable pockets. Schedule your private showing today.
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
3,109
Sqft
0.23 ac
Lot size
2
Garage
2021
Year built
Two
Levels
$466
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 — not generic estimates.
$9,899 /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
$9,899/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
−13.1%
$/sqft vs Winter Park actives
$466 vs $343
Days on market
79 vs 58 typical
Where $466/sqft sits among the 338 Winter Park 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 Park Manor
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
Park Manor — neighborhood snapshot
Population
631
Median age
42
Median income
$67,417
Median home value
$377,700
Avg household
2
Households w/ children
72%
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 Park market
$470K → $530K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
160 of 338
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 297% above the WINTER PARK 32792 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 777 HALIFAX AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$475,000
2042 YORKSHIRE DRIVE · same community
3 bd · 2 ba · 1,573 sqft · $302/sqft · 2 DOM
Sold · Mar ’26$2,500,000
185 SYLVAN BOULEVARD
4 bd · 4.5 ba · 3,138 sqft · $797/sqft · 103 DOM
Sold · Mar ’26$1,670,000
501 DARCEY DRIVE
5 bd · 4.5 ba · 3,033 sqft · $551/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
Nicholas Giaccone
Director of Agent Success · CENTURY 21 Edge
Tours, negotiation, and every question about 777 HALIFAX AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 777 HALIFAX AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Nicholas's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
777 HALIFAX AVENUE FAQs
What would the monthly payment be for 777 HALIFAX AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $9,899/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 777 HALIFAX AVENUE?+
The most recent tax bill on record (2025) was $16,519. 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 777 HALIFAX AVENUE?+
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 Winter Park?+
At $1,449,000, this home is listed about 142% above the Winter Park median of $599,000. The market section on this page shows how the area is trending.
Which schools are assigned to 777 HALIFAX AVENUE?+
Lakemont Elementary (elementary), Winter Park High (high), Maitland Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$1,449,000 runs 297% above the WINTER PARK 32792 median — but at 3,109 sqft it's also 74% larger than the typical Winter Park listing.
02Strong assigned schools
Lakemont Elementary, Winter Park High, Maitland Middle — Winter Park High rates 4 of 5. Always verify assignments with the district.
03The price has already moved
Listed at $1,500,000, now $1,449,000 — a $51K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of SAFFORD REAL ESTATE LLC · Jared Smith. MLS #O6422901.
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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