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4-Bedroom Homes for Sale in Maitland, FL with Private Pool

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  • /47

    $615,000

    • 4 Beds
    • 2 Baths
    • 2,359 Sq Ft

    2350 Derbyshire Rd, Maitland, FL 32751

    There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling

    Chad Vaughan REAL BROKER, LLC

    2350 Derbyshire Rd, Maitland, FL 32751
  • /25

    $900,000

    • 4 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    1850 Shawnee Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a

    David Navarro LIGHTHOUSE PROPERTY GRP INC

    1850 Shawnee Trail, Maitland, FL 32751
  • /7

    $730,000

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    500 Lisa Ln, Maitland, FL 32751

    Rare Opportunity in Hidden Estates – Mid-Century Gem on Expansive Corner Lot Here’s your chance to own a mid-century pool home in one of Maitland’s most coveted neighborhoods—Hidden Estates. Perfectly positioned on a stunning 3⁄4 acre corner lot, this four-bedroom, three-bath residence offers nearly 3,000 square feet of living space and endless potential to make it your own. Step inside and

    Valda Branch-Duncan NORTHSTAR FIRST PROPERTIES LLC

    500 Lisa Ln, Maitland, FL 32751
  • /57

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,308 Sq Ft

    448 Stonewood Ln, Maitland, FL 32751

    Welcome home!!! to this spacious 4-bedroom, 2.5-bathroom POOL home, situated on over a quarter of an acre (0.26) in the well-established Stonewood community. This residence offers everything you have been searching for, along with some remarkable unexpected features. As you approach, you will be greeted by fantastic curb appeal, highlighted by a charming paver driveway leading to the two-car

    Scott Bedsole RE/MAX ASSURED

    448 Stonewood Ln, Maitland, FL 32751
  • /25

    $839,000

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    1770 Chinook Trail, Maitland, FL 32751

    Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and

    Troy Stevens FLORIDA PROPERTY LLC

    1770 Chinook Trail, Maitland, FL 32751
  • /46

    $775,000 Open Sat 11PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,651 Sq Ft

    1135 Thunder Trail, Maitland, FL 32751

    OPPORTUNITY KNOCKS! Welcome to this one-of-a-kind, mid-century modern designed home in the highly desirable Dommerich Hills, where timeless design, creative upgrades and a flexible layout create the ideal setting for modern family living. Located just minutes from Winter Park and Maitland, and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, this 2-story residence offers the

    Dallas Ackley COMPASS FLORIDA LLC

    1135 Thunder Trail, Maitland, FL 32751
  • /38

    $989,500

    • 4 Beds
    • 3.5 Baths
    • 3,115 Sq Ft

    1905 Old Club Point, Maitland, FL 32751

    Nestled on a quiet, tree-lined cul-de-sac and a short walk to A rated Dommerich Elementary school, this well-maintained 4 bedroom, 3.5 bath pool home in the desired neighborhood of Cove Colony offers 3,115 sq ft of well-designed living space on a spacious .41-acre lot. From the moment you arrive, you are greeted by a vaulted entrance and sparkling fountain that sets a tone of elegance and

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    1905 Old Club Point, Maitland, FL 32751
  • /81

    $710,000

    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft

    2171 Chippewa Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 2171 Chippewa Trail—a beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly sought-after Dommerich Hills neighborhood. This spacious residence offers 2,218 square feet of living space and features a brand-new roof and an abundance of natural light streaming through large windows throughout the home.Step into

    Freddy DeCoster GOYAL & DECOSTER REALTY

    2171 Chippewa Trail, Maitland, FL 32751
  • /82

    $955,000

    • 4 Beds
    • 4 Baths
    • 4,055 Sq Ft

    229 Flame Ave, Maitland, FL 32751

    REDUCED! Welcome to a truly special and unique home located in the exclusive Hidden Estates subdivision in Maitland. This expansive, single-story custom home offers over 4,000 square feet of beautifully designed living space, featuring four spacious bedrooms and four full bathrooms, plus a separate office, all set on an oversized three-quarter-acre lot on a cul-de-sac.The open-concept floor

    Paola Padovan PADOVAN REALTY CORP.

    229 Flame Ave, Maitland, FL 32751
  • /44

    $1,499,000

    • 4 Beds
    • 2 Baths
    • 2,960 Sq Ft

    2047 Howell Branch Rd, Maitland, FL 32751

    The home you’ve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior with its striking curb appeal will immediately draw you in before you even set foot inside. Entering through the foyer, you will feel a welcoming ambiance being flanked by a home office on one side

    Shelby Smith KELLY PRICE & COMPANY LLC

    2047 Howell Branch Rd, Maitland, FL 32751
  • /17

    $645,000

    • 4 Beds
    • 2 Baths
    • 2,101 Sq Ft

    2400 Deloraine Trail, Maitland, FL 32751

    This 4-bedroom, 2-bath corner-lot home in the sought-after Dommerich neighborhood blends mid-century charm with thoughtful updates and room to grow. Set on a .27-acre lot with mature landscaping, a brick-paved walkway, and an oversized driveway, this home offers easy curb appeal and a warm welcome.Inside, vaulted ceilings, exposed beams, and large windows fill the living spaces with

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2400 Deloraine Trail, Maitland, FL 32751
  • /25

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,090 Sq Ft

    1470 Winston Rd, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1470 Winston Rd, Maitland, FL 32751
  • /31

    $523,000 Open Sat 2PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft

    736 Forest Glen Ct, Maitland, FL 32751

    House is now VACANT, ready for tours. With our preferred lender you can attain an interest rate between 3-5%! Backing up to Dommerich Estates, This home is the perfect blend of affordability and convenience. This 1/3 ACRE 4 bed POOL home with an EIGHT CAR driveway is nestled in a CUL-DE-SAC in the quiet community of Forest Brook with motivated sellers. This home offers a bright, open floor

    Lily Chandler KELLER WILLIAMS LEGACY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
  • /30

    $514,900

    • 4 Beds
    • 3 Baths
    • 2,359 Sq Ft

    2133 Korat Ln, Maitland, FL 32751

    Exceptional Value ** New Reduced price $514,900 ** Great Style, great space, prime location. Remarkable 4-Bedroom, 3-Bathroom Two-Story Home in Maitland, Priced to Sell ! beautiful updated home combines comfort, modern designs and spacious living areas. Enjoy peace of mind with a newer roof, fresh interior and exterior paint, an oversized pool with screen enclosure perfect for outdoor gatherings

    Zep Bholai-Lawrence

    2133 Korat Ln, Maitland, FL 32751
  • /28

    $449,500

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1913 Poinsetta Ln, Maitland, FL 32751

    Motivated Seller – Stylishly Renovated 4-Bedroom Home in Prime Maitland Location! Don’t miss this opportunity—seller is highly motivated and ready to make a deal! This beautifully updated 4-bedroom, 2-bathroom home offers a rare combination of modern upgrades and timeless charm in one of Maitland’s most desirable neighborhoods. Major renovations include a brand-new kitchen, bathrooms, and

    Jonathan Minerick HOMECOIN.COM

    1913 Poinsetta Ln, Maitland, FL 32751
  • /26

    $545,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,655 Sq Ft

    1529 Glastonberry Rd, Maitland, FL 32751

    Motivated sellers!!Welcome to 1529 Glastonberry Rd., a beautiful 4 bedroom, 2 bath pool home in an established neighborhood in Maitland. The home is bright and airy with fantastic luxury vinyl flooring, new interior paint and modern lighting. The open concept is perfect for entertaining with a spacious kitchen, updated appliances and granite countertops. The views of the sparkling pool will

    Tamara Rorman RE/MAX TOWN CENTRE

    1529 Glastonberry Rd, Maitland, FL 32751
  • /28

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    702 Green Meadow Ave, Maitland, FL 32751

    This unique, custom-built concrete block home is nestled on a quiet cul-de-sac in the highly sought-after Forest Brook neighborhood. Lovingly maintained, this spacious residence features a grand foyer, formal living and dining rooms, and a bright, airy family room with a cozy fireplace. The open kitchen boasts a gas oven, abundant cabinetry, and a charming eat-in area with built-in desk and

    Cheryl Geluso RE/MAX ASSURED

    702 Green Meadow Ave, Maitland, FL 32751
  • /23

    $869,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,116 Sq Ft

    245 W George Ave, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Experience the exceptional lifestyle that Maitland offers trough the LOCATION of this amazing property in the heart of Maitland. With New ROOF -AC UNIT - WATER HEATER - FLOORING , a modern kitchen, and updated bathrooms, this home combines contemporary upgrades with classic charm, making it truly move-in ready. It features a new fence BBQ space and

    Martha Leighton MIHOUSE REALTY LLC

    245 W George Ave, Maitland, FL 32751
  • /23

    $468,900

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft

    1521 Oxford Rd, Maitland, FL 32751

    Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot property in the English Estates community of Maitland. Situated on .28 Acres. Over 1900 Sqft of living space with 4 bedrooms and 2 baths the floorplan entails an entry foyer tracing to the formal living room, formal dining room, and into the family room adjacent to the kitchen. Enjoy ample cabinetry at the

    Ahmad Hassan COMPASS FLORIDA LLC

    1521 Oxford Rd, Maitland, FL 32751
  • /40

    $1,675,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 5 Baths
    • 3,478 Sq Ft

    1350 Lyndale Blvd, Winter Park, FL 32789

    THIS HOUSE CHECKS ALL OF THE BOXES!!!Situated on a quiet one-way street in Winter Park and recently renovated is this 4 bed, 3 full 2 half bath home built with style and elegance. From the 10’ ceilings to Brazilian cherry floors, a gourmet kitchen, screened pool and generous bonus room above the oversized garage with tons of storage, this home has it all. The impressive gourmet

    Carol Wittman PALMANO GROUP RE BROKERAGE LLC

    1350 Lyndale Blvd, Winter Park, FL 32789

Home Trends in Maitland, FL

Housing Trends

Median Sale Price
$312,000
Median Single Family Sale Price
$416,000
Median Townhouse Sale Price
$235,000
Median 2 Bedroom Sale Price
$240,000
Median 1 Bedroom Sale Price
$130,450
Average Price Per Sq Ft
$228
Number of Homes for Sale
11
Last 12 months Home Sales
77
Months of Supply
1.70
Median List Price
$299,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
13%
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