160 W ROCKWOOD WAY Winter Park, FL $ 3,395,000
160 W ROCKWOOD WAY
$ 3,395,000
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160 W ROCKWOOD WAY

Winter Park, FL, 32789
$ 3,395,000
Bedrooms5 Baths5.1 Sq 4,015

Monthly Estimate*

$ 23,448

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Single Family Home for sale in Winter Park, FL

for $3,395,000 with 5 bedrooms and 5 full baths, 1 half bath. This 4,015 square foot home was built in 2017 on a lot size of 0.26.

Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed. Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details. Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space. Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place. The kitchen is beautifully appointed with paneled appliances, a Thermador chef's range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room. This home doesn't miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area's beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.

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Single Family Active

Price

$ 3,395,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 18,901

Style

Single Family Residence

Lot Size

0.26

Year Built

2017

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6437722

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Sewer Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Range Refrigerator
Zoning R-1AA
Garage Spaces 2
Patio/Porch Features Covered Rear Porch
Pool Features In Ground Salt Water
Construction Materials Block HardiPlank Type
Year Built 2017
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name FOREST HILLS
Facing Direction North
Garage Y/N true
Total Rooms 8
Full Baths 5
Status Active
Directions South Pennsylvania turns into Lake Sue right on Glencoe right on Chelton Circle Right on Rockwood.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11159
Carport Y/N false
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 18901
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6437722
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 10
Legal Description FORREST HILLS K/90 LOT 10 BLK A
Minimum Lease 7 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description 2+ Bathrooms Attached Private Entrance
Flood Zone Code X Y
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Interior
Interior Amenities High Ceilings Living Room/Dining Room Combo
Flooring Hardwood
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Inside
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities Courtyard Lighting Outdoor Grill
Fencing Masonry Other
Water Source Public
Lot Size Area 11159
Foundation Details Slab
Spa false
Building Area Total 4959
Lot Size Acres 0.26
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

alison@themosleyteam.com

Email

Affordability Calculator

$25,024
Per Month
94%
6%
0%
Monthly Principal & Interest
$23,448
Monthly Property Taxes
$1,575
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
8/31/2026$3,395,000 Listed Price

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160 W ROCKWOOD WAY, Winter Park, FL, 32789 is a Single Family Home for sale at $3,395,000 with 4,015 sqft and a lot size of 0.26. 160 W ROCKWOOD WAY has 5 bedrooms, 5.1 baths, and was built in 2017. The property's zip code is 32789 which is in Winter Park, FL