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For sale
  • $1,599,000

    2911 MIDDLESEX ROAD, ORLANDO, FL 32803

    3beds
    2,703sqft
    : 
    $10,590/mo
    Get pre-qualified
    Single Family Residence
    Built in 1959
    10,672 Square Feet Lot
    $1,539,300 Zestimate®
    $592/sqft
    $-- HOA

    What's special

    Craftsman-inspired designUniquely curved islandFreshly repainted interiorsArched entryColumn-lined front porchGlass-front display cabinetsLayered gables
    Timeless Character & Exceptional Living in Coveted Rose Isle! This home makes a wonderful first impression with its Craftsman-inspired design, layered gables & freshly painted rich gray exterior, accented by textured stone and aged copper, all framed by lush, manicured landscaping. The column-lined front porch, arched entry and winding travertine front steps create a gracious, inviting approach, adding to the home’s welcoming neighborhood feel. Designed with a natural sense of openness, the home is grounded by newly refinished hardwood floors that carry beautifully from room to room. Freshly repainted interiors give the spaces a crisp, refreshed feel, while new recessed lighting, crown molding and other thoughtful details add interest throughout. The floor plan easily connects each of the living spaces, with wide openings from the centrally placed dining area to the kitchen, family room and living room, creating an effortless flow whether enjoying a simple evening at home or celebrating with family and friends. The family room is substantial yet comfortable, with rich hardwood floors and custom cabinetry paired with open shelving for displaying favorite pieces, books and collected finds. French doors bring the outdoors into view and open directly to the backyard, filling the room with natural light. The kitchen makes a statement with its generous scale, abundant cabinetry and stone counters, providing exceptional storage and workspace along with glass-front display cabinets and dedicated wine storage. A uniquely curved island creates a distinctive centerpiece, while the extended breakfast bar provides seating for six. The split floor plan adds privacy, with two spacious bedrooms and a full bath thoughtfully positioned together in their own area of the home. Tucked away through its own vestibule entry, the impressive owner’s suite addition feels private from the rest of the home. The bedroom features a tray ceiling, brick fireplace, customized walk-in closet and French doors opening directly to the pool. The adjoining bath has a personality all its own, featuring a clawfoot soaking tub, furniture-style vanity, glass-enclosed walk-in shower and brick-pattern tile floors. A wonderful surprise is the bonus room off the suite, complete with its own French doors to the pool and flexibility as a private office, fitness room or sitting room. The home opens beautifully to the backyard through multiple sets of French doors, leading to a free-form pool surrounded by travertine decking. Beyond the pool, a wide stretch of fully fenced lawn framed by mature trees and established landscaping gives the backyard an added sense of space and privacy. All of this in one of Orlando’s most sought-after neighborhoods, known for its tree-lined streets, with convenient access to Orlando’s major hospitals, renowned museums, Downtown Orlando and Winter Park’s celebrated Park Avenue, all within the highly rated Audubon K–8 school district.
    2 hours
    138
    19

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Shear 407-721-9375,

    FANNIE HILLMAN & ASSOCIATES 407-644-1234,

    Mary Colton 407-222-7388,

    FANNIE HILLMAN & ASSOCIATES

    Source: Stellar MLS,MLS#: O6440666MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office, Family Room, Utility Room
      Heating
      • Central, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), Crown Molding, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile, Hardwood
      • Doors: French Doors
      • Has fireplace: Yes
      • Fireplace features: Master Bedroom
      Interior area
      • Total structure area: 3,201
      • Total interior livable area: 2,703 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Driveway, Garage Door Opener
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Front Porch, Patio
      • Exterior features: Irrigation System, Private Mailbox, Private Yard, Sidewalk, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Pool Sweep
      • Fencing: Fenced,Wood
      Lot
      • Size: 10,672 Square Feet
      • Features: City Lot, Landscaped, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 132229066839380
      • Zoning: R-1AA/T
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Crawlspace, Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1959

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: BEVERLY SHORES
      HOA
      • Has HOA: No
      Location
      • Region: Orlando

      Financial & listing details

      • Price per square foot: $592/sqft
      • Tax assessed value: $918,478
      • Annual tax amount: $9,790
      • Date on market: 9/15/2026
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $1,539,300

        $1.46M - $1.62M

        $3,911/mo

        Price history

        DateEventPrice
        9/15/2026Listed for sale$1,599,000+154.8%$592/sqft
        Source: Stellar MLS #O6440666 Report a problem
        9/4/2013Sold$627,500-3.3%$232/sqft
        Source: Public Record Report a problem
        7/9/2013Listed for sale$649,000+168.2%$240/sqft
        Source: Coldwell Banker Residential Real Estate - Winter Park #O5170080 Report a problem
        2/24/1999Sold$242,000$90/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$9,466 +4.2%$552,804 +3%
        2023$9,088 +2.9%$536,703 +3%
        2022$8,835 +1.5%$521,071 +3%
        2021$8,702 +0.8%$505,894 +1.4%
        2020$8,634 +1%$498,909 +2.3%
        2019$8,549 +0.9%$487,692 +1.9%
        2018$8,470 $478,599 -16%
        2017$8,470 +1.2%$569,852 +1.4%
        2016$8,365 +0.4%$562,187 +14.4%
        2015$8,335 -1.9%$491,220 +8.6%
        2014$8,496 +103.1%$452,305 +52.8%
        2013$4,183 +1.3%$296,061 +11.8%
        2012$4,129 +3.1%$264,751 -2.9%
        2011$4,005 +5%$272,642 -7.7%
        2010$3,816 $295,361 -17.6%
        2009-- $358,437 -6.5%
        2008$3,544 +8.9%$383,342 +7.3%
        2007$3,254 -5.5%$357,100 +6.9%
        2006$3,444 +0.3%$334,179 +19.3%
        2005$3,434 +5.1%$280,158 +24.3%
        2004$3,269 +1%$225,319 +2.3%
        2003$3,238 +2.8%$220,354 +5.8%
        2002$3,151 -0.9%$208,234 +5.7%
        2001$3,180 +0.8%$196,931 +13.5%
        2000$3,154 $173,546
        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: Orwin Manor

        Getting around

        31 / 100
        Car-Dependent
        33 / 100
        Some Transit
        58 / 100
        Bikeable

        Nearby schools

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

        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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