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New construction
    • Price increase: $100K (6/20)
    $3,235,000

    1821 ENGLEWOOD ROAD, WINTER PARK, FL 32789

    5beds
    3,863sqft
    : 
    $21,940/mo
    Get pre-qualified
    Single Family Residence
    Built in 2025
    0.28 Acres Lot
    $3,133,500 Zestimate®
    $837/sqft
    $-- HOA

    What's special

    Timeless finishesExpansive covered lanaiFlexible fifth bedroomSummer kitchenResort-quality flairOversized two-car garageDurable metal roof
    This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home’s refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef’s kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home’s commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park’s most sought-after neighborhoods.
    328 days
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    604
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    43
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    Zillow last checked:

    Listing updated:

    Listed by:

    Mick Night 407-629-4446,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295,

    John Pinel 407-497-9335,

    PREMIER SOTHEBY'S INTL. REALTY

    Source: Stellar MLS,MLS#: O6345085MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Great Room, Utility Room, Storage Rooms
      Primary bedroom
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 270 Square Feet
      • Dimensions: 18x15
      Bedroom 5
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Primary bathroom
      • Features: Dual Sinks, Multiple Shower Heads, Rain Shower Head, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet
      • Level: First
      • Area: 210 Square Feet
      • Dimensions: 15x14
      Balcony porch lanai
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 30x12
      Dining room
      • Level: First
      • Area: 120 Square Feet
      • Dimensions: 12x10
      Foyer
      • Level: First
      • Area: 140 Square Feet
      • Dimensions: 20x7
      Great room
      • Level: First
      • Area: 580 Square Feet
      • Dimensions: 29x20
      Kitchen
      • Features: Kitchen Island, Stone Counters, Pantry
      • Level: First
      • Area: 220 Square Feet
      • Dimensions: 20x11
      Laundry
      • Level: First
      • Area: 72 Square Feet
      • Dimensions: 12x6
      Heating
      • Central, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
      • Flooring: Tile, Hardwood
      • Doors: Outdoor Kitchen, Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Gas
      Interior area
      • Total structure area: 5,228
      • Total interior livable area: 3,863 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Door Opener
      • Attached garage spaces: 2
      • Details: Garage Dimensions: 26x22
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Front Porch, Patio
      • Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Pool Alarm
      • Fencing: Fenced
      Lot
      • Size: 0.28 Acres
      • Features: City Lot, Landscaped
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 182230284407110
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Metal
      Condition
      • Completed
      • New construction: Yes
      • Year built: 2025
      Details
      • Builder name: Rex-Tibbs Development & Construction

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Propane, Public, Underground Utilities

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: FOREST HILLS
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $837/sqft
      • Tax assessed value: $705,816
      • Annual tax amount: $11,127
      • Date on market: 9/19/2025
      • Cumulative days on market: 277 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Brick

        Estimated market value

        $3,133,500

        $2.98M - $3.29M

        $7,991/mo

        Price history

        DateEventPrice
        6/20/2026Price change$3,235,000+3.2%$837/sqft
        Source: Stellar MLS #O6345085 Report a problem
        3/11/2026Price change$3,135,000-3.4%$812/sqft
        Source: Stellar MLS #O6345085 Report a problem
        2/21/2026Price change$3,245,000-1.5%$840/sqft
        Source: Stellar MLS #O6345085 Report a problem
        11/6/2025Price change$3,295,000-5.7%$853/sqft
        Source: Stellar MLS #O6345085 Report a problem
        9/19/2025Listed for sale$3,495,000+249.5%$905/sqft
        Source: Stellar MLS #O6345085 Report a problem
        4/24/2024Sold$1,000,000-16.7%$259/sqft
        Source: Stellar MLS #O6179505 Report a problem
        3/10/2024Pending sale$1,200,000$311/sqft
        Source: Stellar MLS #O6179505 Report a problem
        2/23/2024Listed for sale$1,200,000-40%$311/sqft
        Source: Stellar MLS #O6179505 Report a problem
        2/23/2017Sold$2,000,000$518/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$11,127 +174.5%$705,816 +144.6%
        2023$4,053 +9%$288,613 +3%
        2022$3,719 +1.3%$280,207 +3%
        2021$3,671 -0.1%$272,046 +1.4%
        2020$3,673 +0.9%$268,290 +2.3%
        2019$3,641 +0.7%$262,258 +1.9%
        2018$3,616 $257,368 -43.1%
        2017$3,616 +1.1%$452,577 -0.2%
        2016$3,578 +2.2%$453,330 +31.6%
        2015$3,503 -3.1%$344,546 +10.9%
        2014$3,616 +2.3%$310,646 +22.9%
        2013$3,533 +1.2%$252,819 +5.7%
        2012$3,491 +3.2%$239,245 -0.7%
        2011$3,383 +5.4%$241,016 -9.2%
        2010$3,210 $265,485 -19.5%
        2009-- $329,640 -13.6%
        2008$2,952 -3.5%$381,590 -6.5%
        2007$3,058 -6.4%$408,000 0%
        2006$3,267 +0.1%$408,079 +16.6%
        2005$3,263 +4.7%$350,030 +14.7%
        2004$3,117 +5.7%$305,143 +0.7%
        2003$2,949 +2.8%$302,901 +17.1%
        2002$2,868 +0.5%$258,592 +5.2%
        2001$2,853 +2.6%$245,730 +17.3%
        2000$2,781 $209,572
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 32789

        Getting around

        17 / 100
        Car-Dependent
        24 / 100
        Minimal Transit
        46 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Audubon Park K8
        • Middle: Audubon Park K-8
        • High: Winter Park High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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