IDX

Listed by Alison Mosley · Courtesy of PREMIER SOTHEBY'S INTL. REALTY· Agent MLS ID# MFR261087894 · Deemed reliable but not guaranteed. · Data last updated: Sep 11, 2026 · 3:47 AM

160 W ROCKWOOD WAY

Winter Park, Orange, FL, 32789

Active

$3,395,000

$846/sqft

5Beds
6Baths
4,015Sq Ft
2017Built
0Days on Market

About this home

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.

Facts & Features

MFRO6437722
$3,395,000
Active
5
6
5
1
4,015 sqft
0.2600
2017
Residential
Single Family Residence
N/A

Community Information

160 W ROCKWOOD WAY
Forest Hills
Winter Park
Orange
FL
32789
No

Amenities

N/A
N/A
No
No
Yes

Interior

High Ceilings, Living Room/Dining Room Combo
Central
Central Air
Wood
N/A
N/A
Dishwasher, Disposal, Dryer, Refrigerator, Range

Exterior

Lighting, Outdoor Grill, Courtyard
Block, HardiPlank Type
Slab
Shingle
Other, Masonry
N/A

School Information

Audubon Park K8
Audubon Park K-8
Winter Park High

Additional Information

September 10, 2026
0
R-1AA
North
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. PREMIER SOTHEBY'S INTL. REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

0 days on market

Listing updated: Sep 11, 2026 · 3:47 AM

Listed by: Alison Mosley · 407-304-6458PREMIER SOTHEBY'S INTL. REALTY · 407-644-3295

Updated from Real Estate Market Data

Location

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