27

Maitland, FL Homes for Sale under $800,000

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  • /54

    $799,900

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,000 Sq Ft

    1501 Druid Isle Rd, Maitland, FL 32751

    Substantial price reduction for LAKESIDE LIVING in Maitland, Florida! LEASE OPTION CONSIDERED! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    1501 Druid Isle Rd, Maitland, FL 32751
  • /38

    $570,000

    • 4 Beds
    • 2 Baths
    • 2,482 Sq Ft

    2494 Castlewood Rd, Maitland, FL 32751

    Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms,

    Neil Chetram LA ROSA REALTY CW PROPERTIES L

    2494 Castlewood Rd, Maitland, FL 32751
  • /81

    $549,000

    $16K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,376 Sq Ft

    1511 Glastonberry Rd, Maitland, FL 32751

    This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful engineered hardwood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The

    Maydelin Munoz FLORIDA REALTY INVESTMENTS

    1511 Glastonberry Rd, Maitland, FL 32751
  • /39

    $599,000

    $30K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,966 Sq Ft

    502 Oak Ln, Maitland, FL 32751

    Welcome to 502 Oak Lane in Maitland, a beautifully updated 3 bedroom, 3.5 bathroom pool home offering comfort, character, and peace of mind. Thoughtfully improved throughout, the home features fully updated plumbing, including the replacement of the original cast iron plumbing, along with a brand-new pool pump. Inside, you will find a well-designed layout with spacious living areas, updated

    Andre Kressler KRESSLER REAL ESTATE

    502 Oak Ln, Maitland, FL 32751
  • /31

    $718,000

    $1K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    1511 E Horatio Ave, Maitland, FL 32751

    Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1511 E Horatio Ave, Maitland, FL 32751
  • /20

    $719,990

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    1741 Lyndale Blvd, Maitland, FL 32751

    Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential! Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while situated in

    Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC

    1741 Lyndale Blvd, Maitland, FL 32751
  • /30

    $585,000

    $13K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,667 Sq Ft

    1241 Manchester Rd, Maitland, FL 32751

    Welcome to English Estates, one of Maitland’s most desirable neighborhoods. This 4-bedroom, 2-bath home has been thoughtfully updated and is ready for its next owner. The home features an open living area, updated kitchen and bathrooms, new plumbing, a new roof, a flex room, screened lanai, and a spacious backyard. Conveniently located near shopping, restaurants, parks, and major roadways,

    1241 Manchester Rd, Maitland, FL 32751
  • /35

    $599,900

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,236 Sq Ft

    140 Wigwam Place, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Motivated seller! Move-in ready. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday

    Blake Bolton LPT REALTY, LLC

    140 Wigwam Place, Maitland, FL 32751
  • /42

    $519,999

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft

    1776 Bobtail Dr, Maitland, FL 32751

    Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes... it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled,

    Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

    1776 Bobtail Dr, Maitland, FL 32751
  • /26

    $525,000

    • 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
  • /39

    $599,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    1100 S Orlando Ave Unit 306, Maitland, FL 32751

    TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet

    Frank Benevento COLDWELL BANKER REALTY

    1100 S Orlando Ave Unit 306, Maitland, FL 32751
  • /30

    $629,000

    • 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
  • /32

    $599,900

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft

    448 Stonewood Ln, Maitland, FL 32751

    Virtually Staged. Short Sale. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    448 Stonewood Ln, Maitland, FL 32751
  • /40

    $789,000

    • 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
  • /37

    $689,000

    $160K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    2514 Tuscarora Trail, Maitland, FL 32751

    Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool

    Tom Noelke NOELKE REALTY

    2514 Tuscarora Trail, Maitland, FL 32751
  • /39

    $599,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 2,474 Sq Ft

    1132 Charming St, Maitland, FL 32751

    Welcome home to a rare find, one of the largest floor plans in the community, sitting right on Lake Charity. This Mediterranean style townhome greets you with sweeping water views, mature landscaping, and a peaceful stillness that is hard to find this close to everything.Inside, wood floors and tile carry you through the first level. Plantation shutters run throughout the home and you'll find

    Jane Fochler ONE LUXURY INTERNATIONAL LLC

    1132 Charming St, Maitland, FL 32751
  • /31

    $725,000

    Open Sun 2PM - 4PM $25K 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
  • /44

    $629,950

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    741 Brookside Rd, Maitland, FL 32751

    Welcome to 741 Brookside Road in the heart of Maitland! This beautifully updated 4-bedroom, 2-bath pool home offers the perfect blend of modern upgrades, spacious living, and an unbeatable location. No expense was spared during the home's extensive renovations, creating a truly move-in-ready property that combines quality craftsmanship with timeless style. The recently remodeled kitchen is a true

    Jacob Hara TRANSCEND REALTY

    741 Brookside Rd, Maitland, FL 32751
  • /28

    $500,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,748 Sq Ft

    140 E Faith Terrace, Maitland, FL 32751

    Virtually Staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2023 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize

    Gregory Roberts LPT REALTY LLC

    140 E Faith Terrace, Maitland, FL 32751
  • /39

    $638,900

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft

    1404 Caring Ct, Maitland, FL 32751

    "PRICE IMPROVEMENT" ON THIS MOVE-IN READY 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE "EXCLUSIVE GATED COMMUNITY OF ENCLAVE AT MAITLAND", FL 32751. Nestled within the highly sought-after & gated community of Enclave at Maitland, Single Family Homes rarely come on the market and this home offers a Luxury Interior Footprint that's a perfect balance of privacy, elegance, and convenience. Fully updated

    Joel Bornstein ROCK SPRINGS REALTY, LLC

    1404 Caring Ct, Maitland, FL 32751
  • /47

    $725,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,375 Sq Ft

    2040 Geronimo Trail, Maitland, FL 32751

    Virtually Staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light,

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    2040 Geronimo Trail, Maitland, FL 32751
  • /37

    $769,000

    • 6 Beds
    • 3 Baths
    • 2,654 Sq Ft

    2462 Carolton Rd, Maitland, FL 32751

    HONEY STOP THE CAR! This Maitland POOL home has EVERYTHING you need and MORE under one roof! Welcome to one of Maitland's most desirable neighborhoods English Estates. This 6 Bedroom, 3 Bathroom estate offers over 2,600 square feet of living space with a Split Bedroom Floor Plan and a Private Pool. This home is Move-In ready and provides comfort with modern style and top of the line updates by

    JoAnna Browning MAINFRAME REAL ESTATE

    2462 Carolton Rd, Maitland, FL 32751
  • /46

    $599,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    1750 Pocahontas Path, Maitland, FL 32751

    Set along a quiet, tree-lined street in Maitland, this 3 bedroom, 2 bathroom home with 1,922 square feet captures the essence of mid-century modern design with a fresh, updated edge. Clean lines, open flow, and a strong connection to the outdoors define the home from the moment you step inside. Major updates include the kitchen in 2019, bathrooms in 2021, Roof 2022, and HVAC in 2024. The living

    Brian Rotenberger COMPASS FLORIDA LLC

    1750 Pocahontas Path, Maitland, FL 32751
  • /47

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1100 S Orlando Ave Unit 956, Maitland, FL 32751

    LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the

    Joann Beck BECK REALTY LLC

    1100 S Orlando Ave Unit 956, Maitland, FL 32751
  • /31

    $559,900

    • 3 Beds
    • 2 Baths
    • 1,801 Sq Ft

    726 Forest Glen Ct, Maitland, FL 32751

    This beautifully redesigned and renovated move in ready pool home sits on a quiet cul-de-sac in desirable Maitland. Inside, the open floor plan features a brand-new kitchen with quartz countertops, shaker cabinetry, waterfall island, and stainless-steel appliances. Luxury flooring, remodeled baths, and modern finishes run throughout. Major updates include a new roof, newer HVAC, newer water

    Janet Garay FLORIDA REALTY OF MIAMI CORP

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

    $550,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    9001 Lake Charity Dr, Maitland, FL 32751

    Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot,

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    9001 Lake Charity Dr, Maitland, FL 32751
  • /47

    $779,000

    $71K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,175 Sq Ft

    2130 Deloraine Trail, Maitland, FL 32751

    HUGE PRICE REDUCTION. Welcome to this beautifully renovated pool home in the highly sought-after Dommerich neighborhood of Maitland. Offering over 2,000 square feet of living space, this 3-bedroom, 2-bath residence perfectly blends modern upgrades with comfortable, functional living. Inside the home is designed for both everyday living and entertaining. The spacious living room serves as the

    Mario Zendeli COMPASS FLORIDA LLC

    2130 Deloraine Trail, Maitland, FL 32751

Home Price Trends

Median Sale Price
$512,500
Median Single Family Sale Price
$609,900
Median Townhouse Sale Price
$405,000
Median 2 Bedroom Sale Price
$249,750
Median 1 Bedroom Sale Price
$149,000
Average Price Per Sq Ft
$298
Number of Homes for Sale
89
Last 12 months Home Sales
344
Months of Supply
3.10
Median List Price
$535,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
5%
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