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View 80 Maitland Florida Homes for Sale

Home For Sale $475,000

Reduced By $24,900

Side view of a single-story house featuring a driveway and a spacious lawn at 301 Clark St, Maitland, FL 32751
A single-story house with a garage and small, well-manicured front lawn at 301 Clark St, Maitland, FL 32751
View of a one story house with a well-maintained lawn, garage, and front entrance at 301 Clark St, Maitland, FL 32751
*POTENTIAL GREAT VALUE
On Market For 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2582

  • Year Built

    1964

  • $/SqFt

    $184

The attached in-law apartment is a private, self-contained space with its own entrance, kitchenette, a dinette area, 2 spacious bedroom, and 2 full bathrooms—perfect for extended family, guests, or even as a potential rental.This home offers the best of Orlando living with easy access to everything you need! GARRISON REALTY GROUP LLC.

Pended $949,900

Inviting front exterior with brick driveway, two rocking chairs, and a lush landscaped front yard with many plants at 1591 Chippewa Trl, Maitland, FL 32751
Close up of front entrance features double wood doors, two rocking chairs on brick tile, address, and round window at 1591 Chippewa Trl, Maitland, FL 32751
Spacious living room with hardwood floors, neutral walls, large windows, and dark wood double front door at 1591 Chippewa Trl, Maitland, FL 32751
On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2698

  • Year Built

    1964

  • $/SqFt

    $352

Home square footage, room sizes and lot size should be independently verified. * LPT REALTY, LLC.

Home For Sale $361,000

Reduced By $21,000

Bright living room with plush seating, dark wood floors, and a large picture window offers tranquil views at 214 Cherrywood Dr, Maitland, FL 32751
Bright, spacious living room featuring hardwood floors and a large window with a neighborhood view at 214 Cherrywood Dr, Maitland, FL 32751
Warm main bedroom with sleek sliding doors to ensuite, neutral colors and dark ceiling fan and floors at 214 Cherrywood Dr, Maitland, FL 32751
On Market For 62 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1178

  • Year Built

    1958

  • $/SqFt

    $306

Lakewood Shores - Don't miss out on this wonderful opportunity to make this house your home! OPENDOOR BROKERAGE LLC.

Home For Sale $550,000

Reduced By $49,000

Open-concept living room featuring vaulted ceilings, a stone fireplace, and a breakfast bar with a view of the backyard at 1221 Thunder Trl, Maitland, FL 32751
Bright and airy living room with vaulted ceilings, skylights, and a stylish stone fireplace with a ceiling fan at 1221 Thunder Trl, Maitland, FL 32751
Cozy living room with wood flooring, access to the backyard, and neutral-toned furniture for relaxation and comfort at 1221 Thunder Trl, Maitland, FL 32751
On Market For 66 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1908

  • Year Built

    1979

  • $/SqFt

    $288

Dommerich Estates - Come and make this your next dream home! KELLER WILLIAMS WINTER PARK.

Pended $1,999,000

Expansive foyer featuring a grand staircase, elegant chandelier, and bright, open space with tile flooring at 125 Stone Hill Dr, Maitland, FL 32751
Grand foyer with high ceilings, marble floors, wrought iron staircase, and natural light at 125 Stone Hill Dr, Maitland, FL 32751
Sweeping staircase features wrought iron railings and leads to the second level at 125 Stone Hill Dr, Maitland, FL 32751
*POTENTIAL GREAT VALUE
On Market For 68 Days
  • Bedrooms

    9

  • Full Bath(s)

    7

  • Sq. Ft.

    8190

  • Year Built

    2004

  • $/SqFt

    $244

Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake. CITARELLI REALTY GROUP LLC.

Home For Sale $459,000

Reduced By $40,000

Ranch style home with gray siding, mature trees, and a spacious yard at 2031 Eaton St, Maitland, FL 32751
Bright entryway with wood flooring, a console table, and wood door at 2031 Eaton St, Maitland, FL 32751
Spacious living room with light flooring, a fireplace, and comfy furniture at 2031 Eaton St, Maitland, FL 32751
*POTENTIAL GREAT VALUE
On Market For 70 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2518

  • Year Built

    2005

  • $/SqFt

    $182

Embrace the appeal of modern living at 2031 Eaton Street, where style, space, and comfort converge. COMPASS FLORIDA LLC.

Pended $865,000

Reduced By $10,000

House with a walkway, landscaping, and a unique mural at 1601 Lyndale Blvd, Maitland, FL 32751
View of the home's side with mature trees and a brick driveway at 1601 Lyndale Blvd, Maitland, FL 32751
Backyard view with lush landscaping and a brick patio at 1601 Lyndale Blvd, Maitland, FL 32751
*POTENTIAL GREAT VALUE
On Market For 63 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    3597

  • Year Built

    1967

  • $/SqFt

    $240

Located in a top-rated public school district and just minutes from Winter Park’s Park Avenue, Winter Park Village, Baldwin Park, and 16 miles from Orlando International Airport, this home offers both convenience and a luxurious, peaceful lifestyle. FLORIDA ONE REAL ESTATE LLC.

Pended $399,999

Backyard with lush greenery, a small shed, and a wooden fence at 206 Tangerine Pl, Maitland, FL 32751
Bright living room featuring hardwood floors and a large window at 206 Tangerine Pl, Maitland, FL 32751
Simple bedroom with hardwood floors and a window offering natural light at 206 Tangerine Pl, Maitland, FL 32751
On Market For 52 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    928

  • Year Built

    1953

  • $/SqFt

    $431

Whether you’re looking to flip, rent, or create your vision, this is an investment you won’t want to miss. Schedule your showing today! STRICKLAND REALTY GROUP INC.

Pended $899,000

Reduced By $36,000

Inviting front entry with modern wood and tile accents at 2061 Geronimo Trl, Maitland, FL 32751
Light-filled entryway with contemporary flooring and decor at 2061 Geronimo Trl, Maitland, FL 32751
Bright hallway showcasing an open floor plan at 2061 Geronimo Trl, Maitland, FL 32751
On Market For 74 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3210

  • Year Built

    1963

  • $/SqFt

    $280

Highland Park Estates - Don't miss out on this extraordinary opportunity! TOP SAVING REALTY.

Home For Sale $279,900

Reduced By $15,000

Modern kitchen featuring granite countertops and stainless steel appliances at 1821 Rogers Ave, Maitland, FL 32751
Modern kitchen with granite countertops and stainless steel appliances at 1821 Rogers Ave, Maitland, FL 32751
Modern kitchen with island, granite countertops, and stainless steel appliances at 1821 Rogers Ave, Maitland, FL 32751
On Market For 88 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    960

  • Year Built

    1968

  • $/SqFt

    $292

This home has plenty to offer, so make your offer TODAY. JJ SUNSHINE REALTY CORP.

Home For Sale $675,000

Reduced By $24,900

Charming single-story home with gray and white paint, manicured lawn, and paved driveway at 2631 Falmouth Rd, Maitland, FL 32751
Stunning aerial view of home with pool overlooking a serene lake and lush green landscape at 2631 Falmouth Rd, Maitland, FL 32751
Open-concept living room and kitchen featuring an island with seating and modern appliances at 2631 Falmouth Rd, Maitland, FL 32751
On Market For 93 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1700

  • Year Built

    1968

  • $/SqFt

    $397

Indian Hills - 2631 Falmouth rd is a statement of sophistication, a lifestyle of effortless luxury, and an unparalleled opportunity to own a piece of lakeside perfection. COMPASS FLORIDA LLC.

Home For Sale $949,500

Reduced By $100,400

Mid-century modern home with walkway leading to front entrance at 400 W Trotters Dr, Maitland, FL 32751
The home's exterior features a large white garage door and a well-maintained lawn at 400 W Trotters Dr, Maitland, FL 32751
A mid-century modern home showcasing its updated facade and landscaping at 400 W Trotters Dr, Maitland, FL 32751
On Market For 130 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3189

  • Year Built

    1960

  • $/SqFt

    $298

Delroy Park in Maitland isn't just a place to live—it's a community where memories are made. Welcome to your new home! SIERRA REALTY GROUP LLC.

Pended $1,790,000

Reduced By $109,000

Brick entryway with covered porch and double doors at 400 S Lake Sybelia Dr, Maitland, FL 32751
Stunning lake view from covered brick entryway at 400 S Lake Sybelia Dr, Maitland, FL 32751
Private wooden dock extending into a serene lake at 400 S Lake Sybelia Dr, Maitland, FL 32751
On Market For 113 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    5517

  • Year Built

    1959

  • $/SqFt

    $324

Both properties can be purchased together for combined dry land lot size of approximately 0.83 acres. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $946,000

Newly renovated home with a long driveway and modern updates at 245 W George Ave, Maitland, FL 32751
Community overview showcasing waterfront property and mature trees at 245 W George Ave, Maitland, FL 32751
Backyard aerial view featuring a pool and lush landscaping at 245 W George Ave, Maitland, FL 32751
On Market For 155 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2116

  • Year Built

    1956

  • $/SqFt

    $447

One or more photo(s) has been virtually staged. MIHOUSE REALTY LLC.

Home For Sale $389,500

Reduced By $38,500

Landscaped side yard with tropical plants and stone path at 180 N Lakewood Cir, Maitland, FL 32751
Covered patio with storage shed in backyard at 180 N Lakewood Cir, Maitland, FL 32751
Aerial view of waterfront property with two houses at 180 N Lakewood Cir, Maitland, FL 32751
On Market For 166 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1050

  • Year Built

    1971

  • $/SqFt

    $371

The home has a new electrical panel and new wiring throughout. HVAC replaced last year. BESPOKE REAL ESTATE.

Pended $735,000

Reduced By $15,000

An aerial view showcases this beautiful home, lush landscaping, and an inviting lake nearby at 956 Stonewood Ln, Maitland, FL 32751
Beautiful home with lush landscaping and a welcoming walkway at 956 Stonewood Ln, Maitland, FL 32751
Spacious living room with hardwood floors, large windows, and access to deck at 956 Stonewood Ln, Maitland, FL 32751
On Market For 170 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2837

  • Year Built

    1978

  • $/SqFt

    $259

Stonewood First - Act now, because homes like this, with such a blend of charm and luxury, are rare gems waiting to be claimed. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $884,000

Reduced By $100,900

Charming single-story home with a well-manicured lawn, mature trees and lush landscaping offering great curb appeal at 51 Oakleigh Ln, Maitland, FL 32751
Backyard swimming pool with surrounding brick patio and lush tropical landscaping creating a private oasis at 51 Oakleigh Ln, Maitland, FL 32751
Beautiful backyard featuring a large swimming pool with brick paver patio, perfect for outdoor living and entertaining at 51 Oakleigh Ln, Maitland, FL 32751
*POTENTIAL GREAT VALUE
On Market For 178 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4149

  • Year Built

    1972

  • $/SqFt

    $213

Whether you’re an investor, designer, or homeowner ready to bring your vision to life, this is your chance to transform an exceptional property into a masterpiece. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $499,000

Reduced By $30,900

Briary Gardens community entrance sign at 2657 Queen Mary Pl, Maitland, FL 32751
Bright dining room with hardwood floors at 2657 Queen Mary Pl, Maitland, FL 32751
Elegant entryway with hardwood floors and a chandelier at 2657 Queen Mary Pl, Maitland, FL 32751
On Market For 174 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1870

  • Year Built

    1996

  • $/SqFt

    $267

Take advantage of this home's remarkable attributes and turn this dwelling place into your personal sanctuary. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $385,000

Reduced By $14,900

Bright Gathering room with sliding glass doors to backyard at 518 Oranole Rd, Maitland, FL 32751
Gathering room with sliding glass doors and backyard view at 518 Oranole Rd, Maitland, FL 32751
Simple bedroom with window and speckled flooring at 518 Oranole Rd, Maitland, FL 32751
On Market For 191 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1509

  • Year Built

    1957

  • $/SqFt

    $255

Oakland Shores - Close to schools, shopping and restaurants and a short drive to Downtown Orlando, where you can enjoy the experience the nightlife and sporting events. This home has it all !! ! RE/MAX TOWN CENTRE.

Pended $1,900,000

Long driveway leading to a charming house, lined with lush trees at 1041 Cottontail Ln, Maitland, FL 32751
An aerial view showcasing the house and a large backyard at 1041 Cottontail Ln, Maitland, FL 32751
Elegant entryway with hardwood floors, stained glass door and dark wood console at 1041 Cottontail Ln, Maitland, FL 32751
On Market For 113 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    4735

  • Year Built

    2017

  • $/SqFt

    $401

Don’t let this stunning home slip through your fingers, call today for more information and fall in love with the GEM of Cottontail Lane! WEMERT GROUP REALTY LLC.

Home For Sale $529,900

Reduced By $100,000

Mid-century modern home with a brick driveway and lush landscaping at 2148 Chippewa Trl, Maitland, FL 32751
Mid-century modern home with a brick driveway and lush landscaping at 2148 Chippewa Trl, Maitland, FL 32751
Mid-century modern home with a brick driveway and lush landscaping at 2148 Chippewa Trl, Maitland, FL 32751
On Market For 191 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1665

  • Year Built

    1960

  • $/SqFt

    $318

Don’t miss the opportunity to make this home yours! BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Home For Sale $480,000

Reduced By $29,900

Charming home with stone accents, complemented by lush landscaping and a welcoming walkway at 1521 Oxford Rd, Maitland, FL 32751
Bright entryway featuring double glass doors that offer natural light and views of the outdoors at 1521 Oxford Rd, Maitland, FL 32751
Spacious living room with vaulted ceiling, comfy leather seating, and stylish decor on wood floors at 1521 Oxford Rd, Maitland, FL 32751
On Market For 221 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1925

  • Year Built

    1972

  • $/SqFt

    $249

English Woods - Schedule your showing and come by today! COMPASS FLORIDA LLC.

Home For Sale $529,900

Reduced By $55,100

Bright entryway with staircase and wood-look floors at 1913 South Blvd, Maitland, FL 32751
Renovated kitchen with stainless steel appliances and granite counters at 1913 South Blvd, Maitland, FL 32751
Modern kitchen featuring stainless steel appliances and granite island at 1913 South Blvd, Maitland, FL 32751
On Market For 230 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2416

  • Year Built

    1969

  • $/SqFt

    $219

Northgate - This captivating property at 1913 South St isn t just about providing shelter it offers lifestyle; It represents an opportunity - For growth; Comfort And lasting memories Well-designed interiors matched perfectly exteriors place warm welcome Whoever enters Seize Now before too late Contact arrange viewing soonest! LA ROSA REALTY ORLANDO LLC.

Home For Sale $295,000

Reduced By $40,000

Quaint house with stone exterior, covered porch, and landscaping at 240 People St, Maitland, FL 32751
Bright living room with sectional sofa, coffee table, and hardwood floors at 240 People St, Maitland, FL 32751
Open living and dining space with hardwood floors and ample natural light at 240 People St, Maitland, FL 32751
*IS SHORT SALE
On Market For 241 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1287

  • Year Built

    1966

  • $/SqFt

    $229

The local community offers a public pool just one street away as well as a monthly Farmers Market. Call for your showing today! CREEGAN GROUP.

Home For Sale $719,900

Reduced By $30,000

Aerial view of the house, showcasing its location near a lake at 245 Lake Seminary Cir, Maitland, FL 32751
Aerial view showing home's waterfront location and surrounding area at 245 Lake Seminary Cir, Maitland, FL 32751
Aerial view of the home and its surroundings, including a school at 245 Lake Seminary Cir, Maitland, FL 32751
On Market For 261 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2853

  • Year Built

    1960

  • $/SqFt

    $252

Floridahaven - Plus, there's a commercial grade Scag zero turn riding mower in the garage that's negotiable, so if your significant other doesn’t think you're sexy, maybe they'll think your tractor is. PROFESSIONAL REALTY NETWORK IN.

Pended $709,000

Reduced By $41,000

Updated mid-century modern home with circular driveway and landscaped lawn at 2260 Gillis Ct, Maitland, FL 32751
Two-car garage with ample space for additional storage at 2260 Gillis Ct, Maitland, FL 32751
Wide aerial view of the home's curb appeal, spacious lot and neighborhood at 2260 Gillis Ct, Maitland, FL 32751
On Market For 172 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1894

  • Year Built

    1965

  • $/SqFt

    $374

Highland Park Estates - Don't miss the opportunity to make this stunning property your own! COMPASS FLORIDA LLC.

Home For Sale $784,990

Reduced By $15,000

Charming ranch home with a spacious lawn and mature trees at 2502 Chanute Trl, Maitland, FL 32751
Ranch home with a large front yard and mature shade trees at 2502 Chanute Trl, Maitland, FL 32751
White ranch home with grey shutters and a nicely landscaped yard at 2502 Chanute Trl, Maitland, FL 32751
On Market For 290 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2175

  • Year Built

    1964

  • $/SqFt

    $361

Dommerich Hills - Schedule your showing today and make this your new address for a lifetime of memories! REALTY ONE GROUP MVP.

Home For Sale $585,000

Reduced By $261,930

2853 sq ft home with 4 bedrooms, 2 baths, and a pool at 1030 Gregory Dr, Maitland, FL 32751
White two-car garage home with mature landscaping at 1030 Gregory Dr, Maitland, FL 32751
White home with two car garage and large yard at 1030 Gregory Dr, Maitland, FL 32751
On Market For 307 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2289

  • Year Built

    1963

  • $/SqFt

    $256

Don't miss out on the opportunity to own this meticulously maintained and updated property. FLORIDA HOMES REALTY & MTG.

Home For Sale $1,155,000

Reduced By $95,000

Bright dining room features a large table, chandelier, and hardwood floors at 858 Creston Dr, Maitland, FL 32751
Spacious dining area with hardwood floors and access to other rooms at 858 Creston Dr, Maitland, FL 32751
Elegant dining room with hardwood floors and a large window at 858 Creston Dr, Maitland, FL 32751
On Market For 355 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3785

  • Year Built

    1996

  • $/SqFt

    $305

Maitland Club is a highly sought after guard gated subdivision that provides community tennis court and playground and is conveniently located near great dining, shopping, medical offices with easy I-4 access. STOCKWORTH REALTY GROUP LLC.

Home For Sale $575,000

White house with a green awning, white picket fence, and a spacious yard at 113 Gem Lake Dr, Maitland, FL 32751
White house with green awning, white picket fence, and a large tree in the front at 113 Gem Lake Dr, Maitland, FL 32751
White house with green awning, white picket fence, and a porch with railing at 113 Gem Lake Dr, Maitland, FL 32751
On Market For 448 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1538

  • Year Built

    1939

  • $/SqFt

    $374

use your imagination to make this house a home. HOME WISE REALTY GROUP INC.

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