17

Maitland, FL Open Houses

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  • /67

    $995,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 4 Baths
    • 4,055 Sq Ft

    229 Flame Ave, Maitland, FL 32751

    Welcome to Hidden Estates, where luxury, space, and flexibility come together in one of Maitland's most sought-after neighborhoods. Nestled on a quiet cul-de-sac, this rare single-story custom residence offers over 4,000 square feet of thoughtfully designed living space on an expansive three-quarter-acre lot. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized

    Heather Meglino BHHS FLORIDA REALTY

    229 Flame Ave, Maitland, FL 32751
  • /38

    $549,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    1055 Druid Dr, Maitland, FL 32751

    Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by

    Justin Harvey FLORIDA HOME TEAM REALTY LLC

    1055 Druid Dr, Maitland, FL 32751
  • /32

    $295,000

    Open Sun 1PM - 3PM $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1000 Winderley Place Unit 141, Maitland, FL 32751

    Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with

    Cece Wong EXP REALTY LLC

    1000 Winderley Place Unit 141, Maitland, FL 32751
  • /31

    $315,000

    Open Sun 1PM - 3PM $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft

    249 W Lake Faith Dr Unit 205, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Tucked away in this delightful and quiet lakefront community this beautifully renovated GROUND FLOOR condo offers so much, including a 2 PARKING SPACES - one is a deeded carport and the other is an open assigned parking spot... And there is a separate storage closet too! Situated on one level, this condo overlooks the charming grounds and a peek of

    Dawn Romance FANNIE HILLMAN & ASSOCIATES

    249 W Lake Faith Dr Unit 205, Maitland, FL 32751
  • /70

    $259,000

    Open Sat 10AM - 12PM $1K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    603 Waverly Ln Unit 405B, Maitland, FL 32751

    Welcome home to this spacious 3-bedroom, 2.5-bath condo in the desirable Park Lake Grove community. Enjoy peaceful lake views from your living room, and the convenience of an attached 1-car garage. The thoughtfully designed floor plan offers generous living space, 2 primary bedrooms with en suites upstairs, natural light, and plenty of storage. Community amenities include a pool and lake access.

    Dante Sandroni SANDRONI HOLDINGS REAL ESTATE LLC

    603 Waverly Ln Unit 405B, Maitland, FL 32751
  • /41

    $875,000

    Open Sat 1AM - 3PM
    • 5 Beds
    • 4 Baths
    • 3,136 Sq Ft

    2051 Dyan Way, Maitland, FL 32751

    Located on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary and Maitland Middle schools. This home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    2051 Dyan Way, Maitland, FL 32751
  • /37

    $549,000

    Open Sat 11AM - 2PM
    • 4 Beds
    • 2 Baths
    • 2,015 Sq Ft

    564 Brookside Cir, Maitland, FL 32751

    Virtually Staged. Welcome home to this spacious 4-bedroom, 2-bath pool home in Maitland. From the moment you arrive, you'll appreciate the attractive brick exterior and inviting curb appeal. Inside, a welcoming foyer is flanked by a large formal living room with parquet flooring and abundant natural light, while the formal dining room features classic wainscoting and connects directly to the

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    564 Brookside Cir, Maitland, FL 32751
  • /26

    $525,000

    Open Sat 12PM - 3PM
    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    2464 Hunterfield Rd, Maitland, FL 32751

    WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented

    David Fraser KELLER WILLIAMS ADVANTAGE III

    2464 Hunterfield Rd, Maitland, FL 32751
  • /30

    $629,000

    Open Sat 12PM - 3PM
    • 5 Beds
    • 2 Baths
    • 2,360 Sq Ft

    2642 Brookside Ct, Maitland, FL 32751

    Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and

    Giancarlo Chavez EMPIRE NETWORK REALTY

    2642 Brookside Ct, Maitland, FL 32751
  • /40

    $789,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    2080 Goldwater Ct, Maitland, FL 32751

    Beautifully updated 4-bedroom, 2-bath split-plan home offering approximately 2,280 square feet of living space, ideally situated on a quiet cul-de-sac in desirable Maitland. This well-maintained residence is zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School. The spacious floor plan features oversized rooms throughout, including formal living and

    Tab Bish LLC REAL BROKER, LLC

    2080 Goldwater Ct, Maitland, FL 32751
  • /31

    $700,000

    Open Sun 2PM - 4PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    703 Nicoma Trail, Maitland, FL 32751

    Located in the sought after Dommerich neighborhood, this beautifully maintained pool home is just a short walk to Dommerich Elementary and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with a gas range, breakfast bar, and generous gathering space. Additional features include a wood

    Jennifer King CORCORAN PREMIER REALTY

    703 Nicoma Trail, Maitland, FL 32751
  • /17

    $1,199,000

    Open Fri 4PM - 6PM $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,695 Sq Ft

    2491 Lauder Dr, Maitland, FL 32751

    Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining areas.

    Bob Holston, Jr HOLSTON PROPERTIES & DEV., INC

    2491 Lauder Dr, Maitland, FL 32751
  • /37

    $1,695,000

    Open Sun 12PM - 2PM $200K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,478 Sq Ft

    1244 E Lake Colony Dr, Maitland, FL 32751

    Priced for quick sale! Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick

    Jennifer Sloan COMPASS FLORIDA LLC

    1244 E Lake Colony Dr, Maitland, FL 32751
  • /63

    $925,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,672 Sq Ft

    632 Gamewell Ave, Maitland, FL 32751

    Ideally located in the heart of Maitland & built by Clarkson Concepts in 2017, this custom contemporary home offers 2,672 SF of thoughtfully designed living space w/ four bedrooms, three full bathrooms & one half bath. A covered paver front porch welcomes you inside, where high ceilings, recessed LED lighting, wood-like tile flooring, custom ceiling accents & oversized windows create a

    Padgett McCormick KELLY PRICE & COMPANY LLC

    632 Gamewell Ave, Maitland, FL 32751
  • /63

    $899,000

    Open Sun 1PM - 5PM $66K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,407 Sq Ft

    2112 Chippewa Trail, Maitland, FL 32751

    NEW PRICE...NEW OPPORTUNITY!! This beautiful, impeccably maintained and updated four bedroom and three and a half bath pool home absolutely has it all, including the added benefit of new electrical wiring throughout. Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers for

    Laura Heidrich COLDWELL BANKER REALTY

    2112 Chippewa Trail, Maitland, FL 32751
  • /47

    $325,000

    Open Sat 11AM - 1PM $24K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    1140 S Orlando Ave Unit F11, Maitland, FL 32751

    This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit F11, Maitland, FL 32751
  • /44

    $969,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    1301 Druid Isle Rd, Maitland, FL 32751

    Welcome to your private lakefront retreat on one of Maitland's most coveted streets—Druid Isle. Tucked away on a quiet peninsula surrounded by water on every side, this exclusive one-way-in, one-way-out street offers an unmatched sense of privacy and tranquility. Situated at the end of the cul-de-sac, this beautifully updated 4-bedroom, 3-bathroom pool home combines modern finishes with an

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    1301 Druid Isle Rd, Maitland, FL 32751

Home Price Trends

Median Sale Price
$508,000
Median Single Family Sale Price
$612,450
Median Townhouse Sale Price
$412,500
Median 2 Bedroom Sale Price
$249,500
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$297
Number of Homes for Sale
96
Last 12 months Home Sales
345
Months of Supply
3.30
Median List Price
$545,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
5%
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