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$2,200,000
12 Days On Site

1446 BERKSHIRE AVENUE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Pending
5
Beds
6
Full Baths
0
Partial Baths
4,612
SqFt
$477
/SqFt
1925
Built
Subdivision:
ORWIN MANOR WESTMINSTER SEC
County:
Orange
Call Now: 407-495-2546
Is this the home for you? We can help make it yours.
407-495-2546
1446 BERKSHIRE AVENUE1446 BERKSHIRE AVENUE1446 BERKSHIRE AVENUE1446 BERKSHIRE AVENUE
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Monthly Payment (Est.)

$10,037
Calculator powered by Showcase IDX. Copyright ©2025 Information is deemed reliable but not guaranteed.

Under contract-accepting backup offers. Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

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Listing Snapshot
Price 
$2,200,000
Days On Site 
12 Days
Bedrooms 
5
Inside Area (SqFt) 
4,612 sqft
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
0.45 Acres
Year Built 
1925
MLS® Number 
O6275533
Status 
Pending
Property Tax 
$17,935.74
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
7 days agoListing updated with changes from the MLS®
7 days agoStatus changed to Pending
2 weeks agoListing first seen on site
General Features
Acres 
0.45
Attached Garage 
Yes
Direction Faces 
North
Disclosures 
Flood DisclosureLead PaintSeller Property Disclosure
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Circular DrivewayDrivewayGarage Door OpenerGuestOn StreetOversizedAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Closed Circuit Camera(s)Security System
Sewer 
Public Sewer
SqFt Total 
7963
Stories 
Two
Style 
Mediterranean
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRange HoodRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Wood Burning
Flooring 
CarpetWood
Heating 
Central
Interior 
Built-in FeaturesCathedral Ceiling(s)Coffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsStone CountersTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Window Features 
Window CoveringsWindow Treatments
Bedroom 2 
Dimensions - 11x13Level - First
Bedroom 3 
Dimensions - 16x14Level - First
Bedroom 4 
Dimensions - 9x11Level - Second
Bedroom 5 
Dimensions - 13x13Level - Second
Dinette 
Dimensions - 20x9Level - First
Dining Room 
Dimensions - 21x15Level - First
Family Room 
Dimensions - 12x17Level - First
Game Room 
Dimensions - 13x14Level - First
Gym 
Dimensions - 10x17Level - First
Kitchen 
Dimensions - 12x17Level - FirstFeatures - Breakfast Bar, Granite Counters
Laundry 
Dimensions - 9x9Level - First
Living Room 
Dimensions - 25x16Level - First
Master Bedroom 
Dimensions - 23x29Level - SecondFeatures - Ceiling Fan(s), Granite Counters
Media Room 
Dimensions - 10x15Level - First
Studio 
Dimensions - 15x20Level - Second
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyDog RunGardenLightingOutdoor GrillOutdoor KitchenRain Gutters
Fencing 
FencedMasonryOther
Lot Features 
LandscapedLevelPaved
Patio And Porch 
CoveredDeckPatioPorchRear Porch
Pool Features 
GuniteHeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
MembraneTile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
GardenPool
Waterview 
GardenPool
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Community Features 
ParkPlaygroundSidewalks
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Killarney Elem
Middle School
College Park Middle
High School
Edgewater High
Listing courtesy of SERHANT 3213022618



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-02-22 08:34 AM EST

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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