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Sold for $999,000
  • $999,000

    1665 Cheyenne Trl, Maitland, FL 32751

    5beds
    2,743sqft
    Single Family Residence
    Built in 1957
    0.3 Acres Lot
    $987,900 Zestimate®
    $364/sqft
    $4,744 Estimated rent

    Home value

    $987,900

    $899,000 - $1.09M

    $4,744/mo

    Zestimate® history
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    What's special

    Prepare to fall head over heels for this meticulously reimagined mid-century modern POOL home, located in the highly sought after Dommerich Estates neighborhood. This home features 5 Bedrooms, 3 Bathrooms and is situated on a spacious 1/3 acre lot! The existing 2-Car Carport can easily be converted into a 2-Car Garage for only $5K and the home can be sold almost entirely FURNISHED (please inquire for more information). Recent updates include a New Roof (2020), HVAC System (2021), Pool Resurfaced and New Pool Pump (2023), Hot Water Heater (2018), Kitchen Appliances (2018) and New Underground Power Lines (2025) and Updated PVC Plumbing! From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features granite countertops and soft close cabinets & drawers with additional storage located on the opposite side of the island. The living room features beautiful espresso tile flooring, exposed wood ceilings, a wood-burning fireplace, and an abundance of natural light. The split floor plan is thoughtfully designed to maximize privacy and comfort with 3 bedrooms one side in addition to the primary suite. The primary suite retreat features his and hers closets and a spa-like en-suite bathroom featuring a freestanding soaking tub, a glass-enclosed shower, and a double sink vanity. On the other side, you'll find a guest bedroom with its own en-suite bathroom offering perfect escape for visitors or extended family. Don't forget to step outside to your own outdoor oasis with a deep, oversized pool, plenty of green space and the perfect set up for ultimate relaxation or unforgettable gatherings. Location? It doesn’t get better! Schools are located within a very short drive or bike ride, you are a 13 min drive to Winter Park's famous Park Ave, 18 min to Downtown Orlando Nestled just minutes from Maitland Park, scenic boardwalks, trails, and nature preserves. Plus, you’re a stone’s throw from Publix and some of the area’s best restaurants, keeping convenience and entertainment at your fingertips. This is more than just a home—it’s a lifestyle. Optional HOA with boat ramp access to Lake Minnehaha with access to the exclusive Winter Park Chain of Lakes. Zoned for top rated schools Dommerich Elementary, Maitland Middle and Winter Park High School!

    Zillow last checked:

    Listing updated:

    Listing Provided by:

    Jessica Lee 407-641-3299,

    EXP REALTY LLC 407-305-4300,

    Stephanie Cusack 413-495-2176,

    EXP REALTY LLC

    Bought with:

    Cyndi Stein, 3240754

    WEMERT GROUP REALTY LLC

    Source: Stellar MLS,MLS#: O6276122MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Electric
    Cooling
    • Central Air
    Appliances
    • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
    • Laundry: Inside
    Features
    • Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor
    • Flooring: Ceramic Tile
    • Has fireplace: Yes
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Total structure area: 3,158
    • Total interior livable area: 2,743 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Covered, Driveway
    • Carport spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Deck
    • Exterior features: Irrigation System, Lighting
    • Has private pool: Yes
    • Pool features: Gunite, In Ground, Lighting, Tile
    • Fencing: Fenced
    • Has view: Yes
    • View description: Pool
    • Waterfront features: Lake Privileges
    • Body of water: MINNEHAHA WP CHAIN OF LAKES
    Lot
    • Size: 0.30 Acres
    • Features: City Lot
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 302130212405060
    • Zoning: RSF-2
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1957

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Underground Utilities

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s)
    Community
    • Community features: Boat Slip, Water Access
    Location
    • Region: Maitland
    • Subdivision: DOMMERICH ESTATES

    HOA & financial

    HOA
    • Has HOA: Yes
    • Association name: Dommerich Beach Civic Association / Shirley Welch
    • Association phone: 407-718-1450
    Other fees
    • Pet fee: $0 monthly
    Other financial information
    • Total actual rent: 0

    Other

    Other facts
    • Listing terms: Cash,Conventional,VA Loan
    • Ownership: Fee Simple
    • Road surface type: Paved, Asphalt

    Price history

    DateEventPrice
    3/6/2025Sold$999,000+75.3%$364/sqft
    Source: Stellar MLS #O6276122 Report a problem
    10/2/2018Sold$569,900$208/sqft
    Source: Public Record Report a problem
    8/3/2018Pending sale$569,900$208/sqft
    Source: Keller Williams at the Parks Realty #O5715857 Report a problem
    7/31/2018Listed for sale$569,900$208/sqft
    Source: Keller Williams at the Parks Realty #O5715857 Report a problem
    7/25/2018Pending sale$569,900$208/sqft
    Source: Keller Williams at the Parks Realty #O5715857 Report a problem
    7/19/2018Price change$569,900+3.6%$208/sqft
    Source: Keller Williams at the Parks Realty #O5715857 Report a problem
    7/12/2018Price change$549,900-5.2%$200/sqft
    Source: Keller Williams at the Parks Realty #O5715857 Report a problem
    6/21/2018Listed for sale$579,900-3.2%$211/sqft
    Source: KELLER WILLIAMS AT THE PARKS #O5715857 Report a problem
    5/14/2018Listing removed$598,900$218/sqft
    Source: EMPOWRE REALTY LLC #O5563962 Report a problem
    4/18/2018Price change$598,900-2.2%$218/sqft
    Source: EMPOWRE REALTY LLC #O5563962 Report a problem
    4/11/2018Price change$612,400-0.4%$223/sqft
    Source: EMPOWRE REALTY LLC #O5563962 Report a problem
    3/5/2018Price change$614,900-1.6%$224/sqft
    Source: EMPOWRE REALTY LLC #O5563962 Report a problem
    1/7/2018Price change$624,900-0.2%$228/sqft
    Source: EMPOWRE REALTY LLC #O5495149 Report a problem
    12/19/2017Price change$625,900-0.3%$228/sqft
    Source: EMPOWRE REALTY LLC #O5495149 Report a problem
    8/11/2017Price change$627,900-0.3%$229/sqft
    Source: EMPOWRE REALTY LLC #O5495149 Report a problem
    3/10/2017Listed for sale$629,900+61.5%$230/sqft
    Source: EMPOWRE REALTY LLC #O5495149 Report a problem
    10/24/2016Sold$390,000-2.5%$142/sqft
    Source: Public Record Report a problem
    9/2/2016Pending sale$399,900$146/sqft
    Source: Coldwell Banker Residential Real Estate - Winter Park #O5446570 Report a problem
    8/30/2016Price change$399,900-9.1%$146/sqft
    Source: Coldwell Banker Residential Real Estate - Winter Park #O5446570 Report a problem
    6/13/2016Listed for sale$440,000$160/sqft
    Source: COLDWELL BANKER RESIDENTIAL RE #O5446570 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$11,676 +9%$649,404 +10%
    2023$10,712 +18.4%$590,367 +10%
    2022$9,049 +16%$536,697 +10%
    2021$7,801 +9.1%$487,906 +10%
    2020$7,149 -2.3%$443,551 -0.5%
    2019$7,314 +10.7%$445,798 +12.3%
    2018$6,609 $396,919 +13.2%
    2017$6,609 +11.9%$350,598 +4.6%
    2016$5,908 +105.9%$335,213 +15.6%
    2015$2,870 -2.5%$290,028 +5.9%
    2014$2,944 +3.5%$273,779 +4.1%
    2013$2,845 +1.6%$262,966 -2.3%
    2012$2,801 +3%$269,106 -2%
    2011$2,720 +5.6%$274,541 -5.2%
    2010$2,575 $289,731 -10.1%
    2009-- $322,181 -9.5%
    2008$2,350 -5.2%$356,088 +10.3%
    2007$2,478 -2.7%$322,803 -7.3%
    2006$2,547 +0.1%$348,200 +24.6%
    2005$2,546 +4.8%$279,370 +17.7%
    2004$2,428 +3.1%$237,334 +0.8%
    2003$2,354 +2.9%$235,507 +10%
    2002$2,287 +1%$214,168 +7.3%
    2001$2,264 +2.7%$199,562 +15.9%
    2000$2,205 $172,130

    Find assessor info on the county website

    Neighborhood: 32751

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Dommerich Elem
    • Middle: Maitland Middle
    • 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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    Estimated market value
    $987,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $987,900