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4-Bedroom Homes for Sale in Maitland, FL

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  • /39

    $699,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    2338 Tuscarora Trail, Maitland, FL 32751

    ***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

    Agent Photo

    Timothy Smith

    WHITE WHALE REAL ESTATE

    (321) 329-6311

    2338 Tuscarora Trail, Maitland, FL 32751
  • /33

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft

    939 Versailles Cir, Maitland, FL 32751

    Welcome to Versailles, where timeless architecture meets everyday ease just steps from the shimmering waters of Lake Minnehaha. This beautifully updated home offers peace of mind with a NEWER ROOF, 4-year-old HVAC, NEW IRRIGATION SYSTEM and APPLIANCES approximately 5 years old. Inside, the thoughtfully designed split floor plan ensures privacy for the primary suite, while elegant formal living

    Nicole Dege REDFIN CORPORATION

    939 Versailles Cir, Maitland, FL 32751
  • /27

    $413,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    2122 Korat Ln, Maitland, FL 32751

    Rates have DROPPED and with the FREE 1 year interest rate buy down, it's time to BUY. This four-bedroom, two-bath, split-floor plan home is move-in ready and ready for your personal touches. The home offers a large living room, open floor plan kitchen and den all with soaring ceilings. The fourth bedroom is in front of the house and is great for a home office or guest bedroom. The Winfield

    Erik Baum PREMIER SOTHEBYS INT'L REALTY

    2122 Korat Ln, Maitland, FL 32751
  • /60

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    380 White Oak Cir, Maitland, FL 32751

    A fantastic 4-bedroom, 2.5-bath home with an office/flex space, located on a prime interior lot in the established Maitland Groves neighborhood. Major systems updated with a 40-year architectural roof (2013), Plumbing Re-pipe (2019); New windows and sliding doors (2023); Newer carpet in bedrooms; HVAC/AC (2006 with New Air Handler Blower Motor (Sept. 2025)), water heater (2008), and a whole-house

    Vincent Scarlatos CORCORAN PREMIER REALTY

    380 White Oak Cir, Maitland, FL 32751
  • /54

    $719,000

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    814 N Thistle Ln, Maitland, FL 32751

    A mid century modern inspired ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This 4-bedroom 2 bath home was thoughtfully

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    814 N Thistle Ln, Maitland, FL 32751
  • /38

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,451 Sq Ft

    1416 Caring Ct, Maitland, FL 32751

    Beautifully maintained Maitland home in the gated community of Montacino on Lake Charity. Conveniently located near Maitland City Center, Park Ave, Downtown Orlando, and RDV Sportsplex. Engineered hardwood floors lead from the entry to a formal living and dining room, powder bath, and into the great room with soaring ceilings open to the kitchen and patio. The gourmet kitchen features custom

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    1416 Caring Ct, Maitland, FL 32751
  • /40

    $889,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    2514 Tuscarora Trail, Maitland, FL 32751

    Lakefront Dommerich pool home in one of Central Florida’s most coveted school zones! This 4-bedroom, 2.5-bath beauty offers nearly 3,000 sq. ft. of spacious living, zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy a private pool, stunning lake views, and plenty of space to gather, entertain, and relax—right in the heart of one of Maitland’s most desirable

    TOM NOELKE EXP REALTY LLC

    2514 Tuscarora Trail, 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, 3-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
  • /38

    $949,900

    • 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

    $695,000

    • 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
  • /33

    $250,000

    • 4 Beds
    • 2 Baths
    • 1,372 Sq Ft

    1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751

    Experience resort-style living at its finest in this RARE 4-bedroom 2 bath condo. Located in the gated community of Visconti West, Maitland this first-floor end unit combines tastefully selected finishes, upgrades and comfort. The moment you enter the community, you’ll feel at home.This well-designed split floor plan offers plenty of natural light and upgraded finishes, including luxury vinyl

    Alie Gattis MAINFRAME REAL ESTATE

    1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751
  • /63

    $600,000

    • 4 Beds
    • 2 Baths
    • 2,317 Sq Ft

    505 Lake Shore Dr, Maitland, FL 32751

    Imagine mornings with the sunrise shimmering across Lake Faith, directly across the street from your front door. Coffee by the crackling wood-burning fireplace makes Florida feel like fall in New England (Yes, even in Florida we like to imagine it gets cold), and evenings end with sunset strolls and dinner in Winter Park or Maitland. This isn’t just a house, it’s a retreat, a lifestyle, a

    Jared Dunn LPT REALTY, LLC

    505 Lake Shore Dr, Maitland, FL 32751
  • /37

    $1,050,000

    • 4 Beds
    • 3.5 Baths
    • 3,099 Sq Ft

    904 Brightwater Cir, Maitland, FL 32751

    A truly unique opportunity in the Maitland / Winter Park area, the Maitland Club community features a 24/7 guard-gated entrance for this executive home! This 4 BR, 3.5 BA home has all the features of a dream home, including a downstairs guest/in-law suite with private entry, a large front den for a home office, and a versatile bonus room ideal for a second office, gym, wine room, or hobby space.

    Erin Baker FANNIE HILLMAN & ASSOCIATES

    904 Brightwater Cir, Maitland, FL 32751
  • /43

    $579,000

    • 4 Beds
    • 2 Baths
    • 2,312 Sq Ft

    1434 Winston Rd, Maitland, FL 32751

    Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout.Step inside to discover a warm, inviting layout with bamboo wood and tile

    Abby Greenberg COMPASS FLORIDA LLC

    1434 Winston Rd, Maitland, FL 32751
  • /35

    $499,999

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

    736 Forest Glen Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
  • /47

    $595,000

    • 4 Beds
    • 3 Baths
    • 2,335 Sq Ft

    2318 Castlewood Rd, Maitland, FL 32751

    You know it is your house as you walk on your cobblestone to your front porch. As you enter the wide double doors they beckon you inside. This is your Ruttenberg floor plan home which is designed for both comfort and style.Heart of the Home: The Kitchen At the center of the home, the kitchen has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer

    Ronda the Re Christiansen KELLER WILLIAMS ADVANTAGE REALTY

    2318 Castlewood Rd, Maitland, FL 32751
  • /21

    $535,000

    • 4 Beds
    • 2 Baths
    • 2,259 Sq Ft

    356 Croton Dr, Maitland, FL 32751

    This residence exemplifies pride of ownership, boasting a beautifully appointed kitchen with high-quality, updated cabinetry and granite countertops, complemented by upper-end stainless steel appliances. Upon arrival, the exceptional workmanship evident in the pavers driveway is immediately apparent, and this attention to detail extends to the nicely landscaped backyard, complete with a paver

    Paul Niemi PAUL NIEMI REALTY

    356 Croton Dr, Maitland, FL 32751
  • /45

    $575,000

    • 4 Beds
    • 2 Baths
    • 1,767 Sq Ft

    2632 Derbyshire Rd, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to 2632 Derbyshire Road in the Charming Indian Hills Neighborhood of Maitland, FL!This is your opportunity to move into the highly desirable and established Indian Hills community—where comfort, style, and location come together effortlessly. This beautifully updated 4-bedroom, 2-bath home is situated on a spacious corner lot just over a

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    2632 Derbyshire Rd, Maitland, FL 32751
  • /51

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    1024 Kewannee Trail, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS.

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    1024 Kewannee Trail, Maitland, FL 32751
  • /53

    $575,000

    • 4 Beds
    • 2 Baths
    • 2,532 Sq Ft

    449 Forestwood Ln, Maitland, FL 32751

    STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and

    Diane Melody Goglas CHARLES RUTENBERG REALTY ORLANDO

    449 Forestwood Ln, Maitland, FL 32751
  • /17

    $629,000

    • 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
  • /26

    $332,000

    • 4 Beds
    • 2 Baths
    • 1,605 Sq Ft

    500 Vereen Dr, Maitland, FL 32751

    Beautiful corner lot home in the growing Maitland community - sitting on an over 9000 square-foot lot!! This home has been elegantly designed, with modern finishes! Upon arrival, you will find an ample corner lot with plenty of space, and a 2 car garage off to the side. Upon entry, you will see a truly spacious open floor plan, with the view of the new kitchen, separate dining area, and ample

    Husain Jaffer CHARLES RUTENBERG REALTY ORLANDO

    500 Vereen Dr, Maitland, FL 32751
  • /33

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,579 Sq Ft

    249 Spartan Dr, Maitland, FL 32751

    Discover Your Perfect Maitland Retreat!Tucked away on a quiet dead-end street, this delightful 4-bedroom home offers the perfect blend of comfort, space, and convenience—with no HOA to worry about! Sitting on an oversized .24-acre lot, there's room to create the outdoor paradise you’ve always dreamed of, whether that means a lush garden, playground, or even a pool.Step inside to find

    Stacy Bergmark CREEGAN GROUP

    249 Spartan Dr, Maitland, FL 32751
  • /19

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 1,939 Sq Ft

    1695 E Horatio Ave, Maitland, FL 32751

    Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revitalized with a new fresh interior Stone Eagle Color Paint, Roof replaced in 2024, AC replaced in

    Tuan Nguyen VISTA REALTY INVESTMENT

    1695 E Horatio Ave, Maitland, FL 32751
  • /28

    $443,900

    • 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
  • /28

    $560,000

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

    702 Green Meadow Ave, Maitland, FL 32751

    Tucked away on a quiet cul-de-sac in the coveted Forest Brook neighborhood, this one-of-a-kind, custom-built concrete block home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand foyer, elegant formal living and dining rooms, and a bright, open family room featuring a cozy fireplace — ideal for gatherings.The spacious

    Cheryl Geluso RE/MAX ASSURED

    702 Green Meadow Ave, 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
  • /16

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    385 Lime St, Maitland, FL 32751

    Wonderful investment opportunity in historic Eatonville. Large corner lot. The roof was replaced in 2023. Side (1) of the duplex boast of a completely new bathroom and kitchen including all appliances. Both sides are in great condition. Exterior newly painted. A 4-point inspection was performed. All needed repairs were completed. The property is completely fenced in with (2) space parking in

    Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

    385 Lime St, Maitland, FL 32751
  • /26

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,748 Sq Ft

    140 E Faith Terrace, Maitland, FL 32751

    NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - 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 value and

    Gregory Roberts LPT REALTY LLC

    140 E Faith Terrace, Maitland, FL 32751
  • /26

    $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,

    Zep Bholai-Lawrence FUSILIER REALTY GROUP

    2133 Korat Ln, Maitland, FL 32751
  • /40

    $424,000

    • 4 Beds
    • 3 Baths
    • 2,518 Sq Ft

    2031 Eaton St, Maitland, FL 32751

    *2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven with fresh exterior paint (Aug. 2025) just moments from the heart of Eatonville with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new

    Marcie Gumieny COMPASS FLORIDA LLC

    2031 Eaton St, Maitland, FL 32751
  • /23

    $825,000

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

    245 W George Ave, Maitland, FL 32751

    One or more photo(s) has been virtually staged. LOCATION LOCATION, LOCATION Discover a refined family living in one of Maitland’s most prestigious neighborhoods, where timeless character meets modern elegance. This beautifully renovated pool home sits on an oversized lot just steps from Lake Sybelia, perfect for evening walks, morning jogs, or peaceful lakeside moments with the kids. Families

    Martha Leighton MIHOUSE REALTY LLC

    245 W George Ave, Maitland, FL 32751
  • /3

    $1,399,900 New Construction

    • 4 Beds
    • 5 Baths
    • 3,228 Sq Ft

    850 Hillcrest Ave, Maitland, FL 32751

    Under Construction. Exquisite One-Story Pool Home with Summer Kitchen | Over 3,200 SF of Luxury Living in beautiful Maitland on an oversized lot!Impeccably designed and ideally located, this stunning single-story estate offers luxurious and refined living space with 4 bedrooms, 3 full baths, 2 half baths, and a private study. The open floor plan showcases rich wood flooring throughout,

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    850 Hillcrest Ave, Maitland, FL 32751
  • /40

    $1,660,000

    • 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
  • /45

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,388 Sq Ft

    1341 Lyndale Blvd, Winter Park, FL 32789

    Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park Village, this beautifully renovated 4-bedroom, 3-bath home offers the ultimate in walkable luxury living. Nestled on a charming brick street lined with sidewalks, this residence combines timeless elegance with unbeatable convenience.Inside, enjoy 10’ ceilings, rich wood,

    Brandon Geers COMPASS FLORIDA LLC

    1341 Lyndale Blvd, Winter Park, FL 32789
  • /49

    $249,000

    • 4 Beds
    • 2 Baths
    • 1,313 Sq Ft

    2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810

    Charming 4-Bedroom, 2-Bathroom Home in a Prime Location – Priced to Sell!This beautifully maintained 4-bedroom, 2-bathroom home is perfectly positioned in one of the most desirable neighborhoods. Offering plenty of space for family living, this property boasts a spacious layout, ideal for both relaxation and entertaining4 spacious bedrooms – perfect for families or those needing

    Nene Khan KELLER WILLIAMS LEGACY REALTY

    2615 Maitland Crossing Way Unit 9 307, Orlando, FL 32810
  • /41

    $2,699,000

    • 4 Beds
    • 5 Baths
    • 4,875 Sq Ft

    2550 Venetian Way, Winter Park, FL 32789

    "The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with

    Brian Rotenberger COMPASS FLORIDA LLC

    2550 Venetian Way, Winter Park, FL 32789
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