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Active · Single Family

2228 AZALEA PLACE

WINTER PARK, FL 32789

$5,600,000
$1087/sqft
Beds
5 beds
Baths
6 baths
Area
5,152 sqft
Single FamilyBuilt 200814,374 sqft lot3-car garageCentral, Electric, Heat Pump, ZonedCentral Air, ZonedPoolFireplace$1087/sqft46 days on market

About this home

This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged

Facts & features

Interior

Bedrooms
5
Bathrooms
6
Living area
5,152 sqft
Heating
Central, Electric, Heat Pump, Zoned
Cooling
Central Air, Zoned
Flooring
Carpet, Marble, Tile, Wood
Fireplace
Yes
Stories
2
Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen…
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Ice Maker, Microwave…

Exterior & lot

Lot size
14,374 sqft (0.33 ac)
Pool
Yes
Roof
Metal, Slate
Construction
Block, Stucco
Exterior
Awning(s), Balcony, French Doors, Lighting, Private Yard

Parking

Garage
3 spaces

Financial

Annual tax
$26,904 (2025)
Price / sqft
$1087/sqft

Utilities

Water
Public
Sewer
Aerobic Septic
Utilities
Electricity Connected, Propane, Sprinkler Meter, Underground Utilities, Water Connected

Property

Property type
Single Family
Year built
2008
Subdivision
MAITLAND SHORES FIRST ADD
County
Orange

Assigned schools

Elementary
Dommerich Elem
Middle
Maitland Middle
High
Winter Park High

Listing

Status
Active
Days on market
17 days
MLS #
MFR793352292
Source
Stellar MLS

Listed by Quentin Green, II · COMPASS FLORIDA LLC

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$5.39M
−3.7% vs asking
$5.06M low$5.73M high

Based on 19 comparable sales within 4 miles of WINTER PARK, FL. priced over RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$34,206/mo
Principal & interest
$29,806/mo
Property tax
$4,200/mo
Home insurance
$200/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.

Price historySample data

Reference timeline for $5,600,000. Live MLS history swaps in with the Stellar feed.

DateEventPriceChange
2026-07Listing updated$5,600,000
2026-02Price changed$5,600,000−$56,000
2026-01Listed$5,656,000

NeighbourhoodSample data

Reference scores for WINTER PARK, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
50/ 100
Somewhat walkable
Transit Score
33/ 100
Some transit
Bike Score
46/ 100
Somewhat bikeable
Elementary school
9/ 10
Top-rated
Middle school
9/ 10
Top-rated
High school
6/ 10
Above average

Location

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