Orange, FL Homes

/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
/2
$855,000 Sold May 07, 2025
- 3,597 Sq Ft
- $238/SF
- 45 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1967
1601 Lyndale Blvd, Maitland, FL 32751

Key West-Style 5-Bedroom Pool Home on Expansive Lot! Nestled in the desirable Dixie Terrace neighborhood, this Key West-inspired 5-bedroom, 2.5-bathroom home offers a rare opportunity to own a spacious property on a prime 111 x 135 ft lot. Pending approval from the City of Maitland, the lot can be split, offering an exciting opportunity to build or expand. With nearly 3,600 square feet of living

Carol van den Berg FLORIDA ONE REAL ESTATE LLC

1601 Lyndale Blvd, Maitland, FL 32751

/18
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
1140 S Orlando Ave Unit I16, Maitland, FL 32751

1140 S Orlando Ave Unit I16, Maitland, FL 32751

/31
$523,000
- 4 Beds
- 2 Baths
- 1,647 Sq Ft
736 Forest Glen Ct, Maitland, FL 32751

MOTIVATED SELLERS! House is now VACANT, ready for tours. Sellers willing to buy down interest rate to 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 plan

Lily Chandler KELLER WILLIAMS LEGACY REALTY

736 Forest Glen Ct, Maitland, FL 32751
/2
$670,000 Sold May 02, 2025
- 2,180 Sq Ft
- $307/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 1959
1821 Mohican Trail, Maitland, FL 32751

Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

1821 Mohican Trail, Maitland, FL 32751

/50
Est $740,135 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,203 Sq Ft
206 Quayside Cir Unit 203, Maitland, FL 32751

206 Quayside Cir Unit 203, Maitland, FL 32751

/46
$745,000
- 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
/2
$550,000 Sold May 02, 2025
- Land
- 0.27 Acre
- $2,037,037 per Acre
- 113 Days On Market
1870 Geronimo Trail, Maitland, FL 32751

The dream of new construction is a rare find in Maitland especially in Dommerich Estates with Winter Park Chain of Lakes access. A spacious corner lot 95-by-125 feet 95' on a corner lot in back of the neighborhood and only a block from the boardwalk to Maitland Community Park, and within a short distance to the schools, it is a convenient location like no other. Buy the lot and build what you

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

1870 Geronimo Trail, Maitland, FL 32751

/20
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
1140 S Orlando Ave Unit D11, Maitland, FL 32751

1140 S Orlando Ave Unit D11, Maitland, FL 32751

/41
$749,999
- 4 Beds
- 3 Baths
- 2,676 Sq Ft
1511 E Horatio Ave, Maitland, FL 32751

One or more photo(s) has been virtually staged. If you've been dreaming of a home that feels like a peaceful retreat—but still keeps you close to everything—this is it. Tucked away in the charming Minnehaha Shores neighborhood, this updated home offers the kind of space, style, and flexibility that just makes life easier.From the moment you pull into the circular driveway, there’s a

Samuel Maduro LEGENDS REAL ESTATE PROFESSIONALS, INC

1511 E Horatio Ave, Maitland, FL 32751
/2
$299,999 Sold May 01, 2025
- 1,860 Sq Ft
- $161/SF
- 26 Days On Market
- 3 Beds
- 3 Baths
- Built 1974
311 W Lake Faith Dr, Maitland, FL 32751

One or more photo(s) has been virtually staged. Experience the best of Maitland living in this two-story condo nestled in the gated Lake Faith Villas community. Offering 1,860 square feet of comfortable living space, this home features an enormous open floor plan with updated vinyl flooring on the lower level. The living and dining areas flow seamlessly, opening to a private back patio with lush

David Weiss COLDWELL BANKER REALTY

311 W Lake Faith Dr, Maitland, FL 32751

/28
Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit C11, Maitland, FL 32751

1140 S Orlando Ave Unit C11, Maitland, FL 32751

/19
$3,900,000
- Land
- 1.45 Acres
- $2,689,655 per Acre
1770 E Adams Dr, Maitland, FL 32751

An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove,

Jacqueline Hughes PREMIER SOTHEBY'S INTL. REALTY

1770 E Adams Dr, Maitland, FL 32751
/2
$235,000 Sold May 01, 2025
- 1,565 Sq Ft
- $150/SF
- 220 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
881 Town Cir Unit 129, Maitland, FL 32751

Huge Price Improvement!!! Check out this meticulously maintained 3 bedroom 2.5 Bath Condo in the heart of Maitland. Updates include a New AC system, electrical panels, appliances, hot water heater, all new flooring upstairs, brand new exterior fenced in yard and fresh paint throughout. This two-story condo features a rear entry garage and an oversized fenced courtyard leading into the home. The

Dean Erlandson LIVE FLORIDA NOW LLC

881 Town Cir Unit 129, Maitland, FL 32751

/30
Est $335,779 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
210 Magnolia Rd Unit 210, Maitland, FL 32751

210 Magnolia Rd Unit 210, Maitland, FL 32751

/24
$250,000
- 3 Beds
- 2 Baths
- 1,406 Sq Ft
416 Banyon Tree Cir Unit 108, Maitland, FL 32751

GORGEOUS, SPACIOUS AND MOVE-IN READY! This Beautiful Home Is Offering 3 Bedrooms, 2 baths. The kitchen has been beautifully designed with new counter tops, cabinets and Stainless-Steel Appliances. Large master bedroom with walk-in closet. Beautiful, upgraded Bathroom. Ceramic title throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and

Yuly Bonilla VENCORP REAL ESTATE

416 Banyon Tree Cir Unit 108, Maitland, FL 32751
/2
$709,000 Sold May 01, 2025
- 1,894 Sq Ft
- $374/SF
- 184 Days On Market
- 4 Beds
- 2 Baths
- Built 1965
2260 Gillis Ct, Maitland, FL 32751

Welcome to 2260 Gillis Court, a luxurious haven nestled in the heart of the sought-after Dommerich community in Maitland, FL. This exquisite 4-bedroom, 2-bathroom residence offers a modern and personable living experience, perfect for those who appreciate elegance and comfort.Step inside to discover an open concept layout that seamlessly blends style and functionality. The home boasts 1,894

Ahmad Hassan COMPASS FLORIDA LLC

2260 Gillis Ct, Maitland, FL 32751

/33
Est $447,598 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
1100 S Orlando Ave Unit 508, Maitland, FL 32751

1100 S Orlando Ave Unit 508, Maitland, FL 32751

/59
$254,800
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
1810 Shadow View Cir Unit 1810, Maitland, FL 32751

Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE.Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite

Jayesh Khatri RE/MAX INNOVATION

1810 Shadow View Cir Unit 1810, Maitland, FL 32751
/2
$315,000 Sold Apr 30, 2025
- 952 Sq Ft
- $331/SF
- 41 Days On Market
- 2 Beds
- 2 Baths
- Built 1964
1000 S Orlando Ave Unit 5, Maitland, FL 32751

Welcome to Maitland Harbour, a hidden gem where timeless Mid-Century Modern design meets the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, this boutique condominium was built in 1964 and embodies the unique Central Florida Mid-Century Modern architectural style. Inspired by a cruise ship, its design features wraparound balconies,

Laura Napoleon KELLER WILLIAMS WINTER PARK

1000 S Orlando Ave Unit 5, Maitland, FL 32751

/22
Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit F12, Maitland, FL 32751

1140 S Orlando Ave Unit F12, Maitland, FL 32751

/35
$190,000
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
2423 Branch Way Unit 207, Maitland, FL 32751

Welcome to this spacious 3-bedroom, 2-bath condo in the peaceful community of Carrington Park, offering over 1,400 sq ft of comfortable living. Situated on the second floor, this freshly painted unit features an open floor plan filled with natural light, a bright kitchen with stainless steel appliances, and brand-new carpet throughout. Enjoy your morning coffee on the serene balcony overlooking

Hailey Franklin LPT REALTY, LLC

2423 Branch Way Unit 207, Maitland, FL 32751
/2
$889,000 Sold Apr 30, 2025
- 3,210 Sq Ft
- $277/SF
- 68 Days On Market
- 4 Beds
- 3 Baths
- Built 1963
2061 Geronimo Trail, Maitland, FL 32751

This is the ideal property, offered at the absolute lowest price you'll find in this desirable neighborhood. Don't miss out – act now before another buyer snaps it up! * Step into your private sanctuary where modern luxury meets timeless elegance. This meticulously renovated 4-bedroom, 3-bath residence exudes sophistication, featuring an open-concept floor plan, a gourmet kitchen, and exquisite,

Sonya Dietsch TOP SAVING REALTY

2061 Geronimo Trail, Maitland, FL 32751

/25
Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit B13, Maitland, FL 32751

1140 S Orlando Ave Unit B13, Maitland, FL 32751

/16
$169,900
- 2 Beds
- 1 Bath
- 520 Sq Ft
2031 Warrens Ave, Maitland, FL 32751

Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this

Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

2031 Warrens Ave, Maitland, FL 32751
/2
$1,520,000 Sold Apr 30, 2025
- 5,517 Sq Ft
- $276/SF
- 121 Days On Market
- 6 Beds
- 6 Baths
- Built 1959
400 S Lake Sybelia Dr, Maitland, FL 32751

Tucked away on over half an acre, this beautifully maintained lakefront home on Lake Sybelia blends modern updates with timeless charm, making it an ideal retreat for those seeking space, comfort, and privacy. Available for the first time in over 45 years, the home has been thoughtfully renovated and expanded over time, resulting in a highly functional layout featuring 6 bedrooms + an office, an

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

400 S Lake Sybelia Dr, Maitland, FL 32751

/59
Est $247,000 Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit E14, Maitland, FL 32751

1140 S Orlando Ave Unit E14, Maitland, FL 32751

/38
$979,900 Open Sun 1PM - 3PM
- 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
/2
$400,000 Sold Apr 30, 2025
- Land
- 0.23 Acre
- $1,739,130 per Acre
- 121 Days On Market
294 Macarthur Place, Maitland, FL 32751

This is a great opportunity to build your dream home or to purchase this lot in addition to the adjacent parcel for sale at 400 S. Lake Sybelia Drive, MLS #O6255437. Both properties can be purchased together for a combined dry land lot size of approximately 0.83 acres. The location is convenient, situated close to the Maitland Farmers Market, Maitland City Centre, Lake Lily, fine restaurants, and

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

294 Macarthur Place, Maitland, FL 32751

/37
Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit H13, Maitland, FL 32751

1140 S Orlando Ave Unit H13, 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
/2
$505,000 Sold Apr 28, 2025
- 1,898 Sq Ft
- $266/SF
- 21 Days On Market
- 4 Beds
- 2 Baths
- Built 1973
145 Roosevelt Place, Maitland, FL 32751

BOAT OR RV PARKING NO HOA! Welcome to this exceptional 4-bedroom, 2-bathroom split plan POOL home in the heart of Maitland! Nestled on a quiet cul-de-sac with an expansive lot, this move-in-ready home boasts an open floor plan flooded with natural light. The layout features a formal living and dining room with hardwood floors, crown moldings, spacious kitchen w/ new appliances that overlook the

Todd Schroth EXP REALTY LLC

145 Roosevelt Place, Maitland, FL 32751

/48
Est $580,715 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,118 Sq Ft
1100 S Orlando Ave Unit 802, Maitland, FL 32751

1100 S Orlando Ave Unit 802, Maitland, FL 32751

/57
$11,950,000
- 5 Beds
- 8 Baths
- 8,174 Sq Ft
1640 E Adams Dr, Maitland, FL 32751

Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soaring palms and mature live oaks, this exceptional property blends classic architecture with

Mick Night PREMIER SOTHEBY'S INTL. REALTY

1640 E Adams Dr, Maitland, FL 32751
/2
$930,000 Sold Apr 28, 2025
- 3,189 Sq Ft
- $292/SF
- 122 Days On Market
- 4 Beds
- 4 Baths
- Built 1960
400 W Trotters Dr, Maitland, FL 32751

One or more photo(s) has been virtually staged. This beautifully updated mid-century home is located in the desirable Delroy Park neighborhood of Maitland, offering the ideal setting for your dream family home. Positioned on a spacious corner lot, this residence blends classic elegance with modern comfort.As you enter, you're welcomed by the timeless beauty of hardwood floors throughout the main

Sylvester Harding SIERRA REALTY GROUP LLC

400 W Trotters Dr, Maitland, FL 32751

/26
Est $386,106 Not Listed For Sale
- 2 Beds
- 2 Baths
- 952 Sq Ft
1000 S Orlando Ave Unit B33, Maitland, FL 32751

1000 S Orlando Ave Unit B33, Maitland, FL 32751

/81
$695,000 Open Sat 1AM - 3PM
- 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
/2
$330,000 Sold Apr 25, 2025
- 928 Sq Ft
- $356/SF
- 49 Days On Market
- 2 Beds
- 1 Bath
- Built 1953
206 Tangerine Place, Maitland, FL 32751

Investor Special! Unique Charm in a Prime Maitland Location!Welcome to 206 Tangerine Pl, a 2-bedroom, 1-bathroom home bursting with unique charm and endless potential. Nestled on a quiet dead-end street, this property offers tons of privacy, making it a hidden gem in one of Maitland’s most desirable locations. This is a fantastic opportunity for investors or buyers looking to renovate and add

Amanda Binns STRICKLAND REALTY GROUP INC

206 Tangerine Place, Maitland, FL 32751

/67
Not Listed For Sale
- 2 Beds
- 1 Bath
- 816 Sq Ft
1140 S Orlando Ave Unit B15, Maitland, FL 32751

1140 S Orlando Ave Unit B15, 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

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