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Single family home for sale at 160 W Rockwood Way, Winter Park, FL 32789 | MLS# O6437722 | Listing updated on 2026-10-25
Photo 1 of Single family home for sale at 160 W Rockwood Way, Winter Park, FL 32789 | MLS# O6437722 | Listing updated on 2026-10-25
Photo 2 of Single family home for sale at 160 W Rockwood Way, Winter Park, FL 32789 | MLS# O6437722 | Listing updated on 2026-10-25
Photo 3 of Single family home for sale at 160 W Rockwood Way, Winter Park, FL 32789 | MLS# O6437722 | Listing updated on 2026-10-25
Photo 4 of Single family home for sale at 160 W Rockwood Way, Winter Park, FL 32789 | MLS# O6437722 | Listing updated on 2026-10-25
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$3,395,000

Monthly Est:$16,898

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon4,015sqft

160 W Rockwood Way, Winter Park, FL 32789

$16,898/moEst:

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  • Single Family Residence

  • Built in 2017

  • $-- HOA

  • 11,159 sqft lot

  • $846/sq.ft

Description

Under contract-accepting backup offers. 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.

  • Houzeo last checked: 3 minutes ago
  • Listing updated: October 25, 2026 at 1:29 pm
  • Listing Provided by: Alison Mosley (407) 304-6458 , Frank Mosley | PREMIER SOTHEBY'S INTL. REALTY (407) 644-3295
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6437722 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    2017

  • HOA Fees

    -

  • Finished Area

    4,015 sqft

  • Lot Size

    11,159 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6437722

  • MLS Status

    Pending

  • Days on Market

    64

  • Cumulative Days on Market

    41

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 6

Interior

  • Appliances

    Dishwasher, Disposal, Dryer, Range, Refrigerator

  • Heating

    Central

  • Exterior Features

    Courtyard, Lighting, Outdoor Grill

  • Cooling

    Central Air

  • Interior Features

    High Ceilings, Living Room/dining Room Combo

  • Flooring

    Wood

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 2017

  • Home type

    Single Family Residence

  • Construction Materials

    Block, Hardi Plank Type

  • Roof

    Shingle

  • Foundation Details

    Slab

Utilities & Energy

  • Utilities

    Cable Available, Sewer Connected

  • Pool Features

    In Ground, Salt Water

  • Water Source

    Public

  • Laundry Features

    Inside

Other Features

  • Subdivision Name

    Forest Hills

  • Patio And Porch Features

    Covered, Rear Porch

Price History

DateEventPrice

10/21/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6437722

Contingent (Active Under Contract)

$3,395,000

$846/sqft

09/10/2026

Source: mls_logoStellar MLS-FL #MFRO6437722

Listed for Sale

$3,395,000

$846/sqft

08/31/2026

Source: mls_logoStellar MLS-FL #MFRO6437722

Coming Soon

$3,395,000

$846/sqft

08/31/2026

Source: mls_logoStellar MLS-FL #MFRO6437722

Off Market

$3,395,000 +546.67%

$846/sqft

06/29/2015

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO5368443

Price Increased

$525,000 +1.94%

$131/sqft

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Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 03:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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