60 Results

Maitland Homes For Sale & Maitland FL Real Estate

Home For Sale $4,995,000

View 656 Bentley Ln Maitland FL
View 656 Bentley Ln Maitland FL
View 656 Bentley Ln Maitland FL
*POTENTIAL GREAT VALUE
On Market For 7 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5806

  • Year Built

    2024

  • $/SqFt

    $860

Don’t miss this opportunity to enjoy living on the Winter Park Chain of lakes for a fraction of typical the cost. MLS#O6189564. COMPASS FLORIDA, LLC.

Home For Sale $399,000

View 214 Cherrywood Dr Maitland FL
View 214 Cherrywood Dr Maitland FL
View 214 Cherrywood Dr Maitland FL
On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1426

  • Year Built

    1958

  • $/SqFt

    $280

Lakewood Shores - New roof (2023) New electrical (2023) New Flooring (2023) Full Re-plumb (2022) New Water Heater (2019) New Drain Field (2016) Septic Tank Inspected (2024) Geothermal AC installed 2017 but needs some work (price reflects this) Top of the line LG Appliances (2023) This home will go fast, so don’t hesitate to lock this one down! MLS#O6190364. COMPASS FLORIDA, LLC.

Pended $559,900

View 2663 Ultra Vista Dr Maitland FL
View 2663 Ultra Vista Dr Maitland FL
View 2663 Ultra Vista Dr Maitland FL
On Market For 56 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2038

  • Year Built

    1995

  • $/SqFt

    $275

Please call a Team Member for additional details. MLS#O6188673. COLDWELL BANKER REALTY.

Home For Sale $539,000

View 112 Roosevelt Pl Maitland FL
View 112 Roosevelt Pl Maitland FL
View 112 Roosevelt Pl Maitland FL
On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2352

  • Year Built

    1973

  • $/SqFt

    $229

Convenient location to Altamonte Springs, Winter Park and I-4. MLS#O6189122. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $549,990

On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2033

  • Year Built

    1964

  • $/SqFt

    $271

Conveniently close to Interstate 4 and several major theme parks." MLS#V4935243. LPT REALTY.

Home For Sale $999,900

On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3300

  • Year Built

    1997

  • $/SqFt

    $303

Then at sunset take a stroll around the lake and brick paved streets for a beautiful sunset to end your day! MLS#O6187832. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $2,490,000

*POTENTIAL GREAT VALUE
On Market For 27 Days
  • Bedrooms

    9

  • Full Bath(s)

    7

  • Sq. Ft.

    8190

  • Year Built

    2004

  • $/SqFt

    $304

Easy access to SR 429, I-4, and Sun Rail, Maitland Town Center and Winter Park Village. Schedule your private showing today. MLS#O6186362. EXP REALTY LLC.

Home For Sale $950,000

On Market For 64 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2552

  • Year Built

    1968

  • $/SqFt

    $372

This One of a Kind Custom Built Home has so many extras, you have to see it for yourself. MLS#O6174161. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $540,000

Reduced By $10,000

On Market For 39 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2518

  • Year Built

    2005

  • $/SqFt

    $214

Embrace the appeal of modern living at 2031 Eaton Street, where style, space, and comfort converge. MLS#O6187146. COMPASS FLORIDA LLC.

Pended $329,000

*POTENTIAL GREAT VALUE
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1640

  • Year Built

    1967

  • $/SqFt

    $201

Schedule a viewing today and experience all it has to offer for you and your family. MLS#S5101296. VALSTAR REALTY LLC.

Home For Sale $797,300

Reduced By $202,700

On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1648

  • Year Built

    1886

  • $/SqFt

    $484

Bring your vision and creativity to breathe new life into this historic gem in one of the most fantastic neighborhoods in Central Florida. MLS#O6186234. LPT REALTY.

Pended $475,000

Reduced By $20,000

On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1931

  • Year Built

    1972

  • $/SqFt

    $246

English Estates - Don't miss out on the opportunity to make it yours! MLS#O6186029. COMPASS FLORIDA LLC.

Pended $2,495,000

On Market For 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4700

  • Year Built

    2001

  • $/SqFt

    $531

Don't miss the chance to make this exquisite property your own – where elegance meets comfort, and every day feels like a vacation. MLS#O6185403. PREMIER SOTHEBY'S INTL. REALTY.

Pended $569,000

On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1956

  • $/SqFt

    $521

A short drive to I4, Park Avenue, Lake Lily and all that this part of Maitland has to offer. MLS#O6185434. FANNIE HILLMAN & ASSOCIATES.

Pended $749,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2441

  • Year Built

    1963

  • $/SqFt

    $307

Highland Park Estates - Maitland is the quiet, established, convenient location everyone is looking for. MLS#R4907699. VISTA NATIONAL MANAGEMENT INC.

Pended $750,000

On Market For 18 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1962

  • $/SqFt

    $437

A home of this standard, on a corner lot AND zoned for the highly desirable Orange county schools (0.9 miles from Dommerich Elementary, Maitland Middle, Winter Park High School) is not one to missed. ROOF- 2020. AC- 2011. MLS#O6184321. COMPASS FLORIDA LLC.

Home For Sale $494,500

Reduced By $50,500

On Market For 76 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1871

  • Year Built

    1971

  • $/SqFt

    $264

English Estates - Roof will be replaced prior to closing. MLS#O6183905. EXP REALTY LLC.

Home For Sale $1,100,000

On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3043

  • Year Built

    1995

  • $/SqFt

    $361

Additional highlights include a 24-hour guarded community with access to recently refinished tennis and pickleball courts, a basketball court, and a playground, along with easy access to I-4 for seamless commuting. MLS#O6182272. FANNIE HILLMAN & ASSOCIATES.

Pended $975,000

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2645

  • Year Built

    1984

  • $/SqFt

    $369

The family room is big and surrounded by windows to look out into your beautiful private backyard! MLS#O6182792. 2 GOOD REALTY.

Home For Sale $947,500

On Market For 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3013

  • Year Built

    1996

  • $/SqFt

    $314

Don't miss your chance to make this exquisite property your own. MLS#O6183490. KELLER WILLIAMS WINTER PARK.

Home For Sale $659,000

On Market For 29 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1896

  • Year Built

    1964

  • $/SqFt

    $348

Contact us today to schedule a private showing of this exceptional home! MLS#O6182839. RE/MAX TOWN CENTRE.

Home For Sale $339,900

Reduced By $10,000

On Market For 31 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1188

  • Year Built

    1959

  • $/SqFt

    $286

Druid Hills Park - Ready to move in and enjoy! MLS#O6182397. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $689,000

Reduced By $10,000

On Market For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1960

  • Year Built

    1961

  • $/SqFt

    $352

Dommerich Elementary, Maitland Middle and Winter Park High! . MLS#O6181831. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $658,000

On Market For 35 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2360

  • Year Built

    1970

  • $/SqFt

    $279

Forest Brook - Schedule your tour today and embark on the journey to make this exceptional residence your home! MLS#O6181508. KELLER WILLIAMS CLASSIC.

Home For Sale $516,000

Reduced By $9,000

On Market For 35 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2538

  • Year Built

    1960

  • $/SqFt

    $203

Druid Hills Park - Don't miss out on this perfect retreat for relaxation. MLS#O6181726. OPENDOOR BROKERAGE LLC.

Home For Sale $1,199,000

Reduced By $96,000

On Market For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3397

  • Year Built

    1999

  • $/SqFt

    $353

Lake Sybelia Cove - Truly an exceptional home in an exceptional location, location, location! MLS#O6180991. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $297,900

Reduced By $52,000

On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1146

  • Year Built

    1993

  • $/SqFt

    $260

Current details, such as school offerings and zones, may or may not change. MLS#O6180670. STARLINK REALTY OF ORLANDO.

Pended $540,000

Reduced By $85,000

On Market For 26 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2364

  • Year Built

    1969

  • $/SqFt

    $228

All information in this listing is believed to be reliable but not guaranteed. MLS#O6177467. PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,300,000

On Market For 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4427

  • Year Built

    1982

  • $/SqFt

    $520

Come experience living on the Winter Park Chain of Lakes from one of the most desirable locations in Central Florida. MLS#O6177952. STOCKWORTH REALTY GROUP.

Home For Sale $1,150,000

Reduced By $48,000

On Market For 48 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2472

  • Year Built

    1973

  • $/SqFt

    $465

Oakland Shores - This special home is surrounded by nature and is part of nature to create the resort-like feelings and at the same time is very centrally located in the City of Maitland. MLS#O6177698. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $12,500,000

*POTENTIAL GREAT VALUE
On Market For 49 Days
  • Bedrooms

    6

  • Full Bath(s)

    7

  • Sq. Ft.

    11668

  • Year Built

    1996

  • $/SqFt

    $1,071

Welcome to your exclusive retreat on Lake Maitland, where every detail reflects your desire for the extraordinary. MLS#O6176943. SOUTHERN REALTY GROUP LLC.

Pended $675,000

On Market For 32 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1869

  • Year Built

    1959

  • $/SqFt

    $361

Don’t miss this unique opportunity. MLS#O6177257. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $949,000

Reduced By $46,000

*POTENTIAL GREAT VALUE
On Market For 52 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3488

  • Year Built

    1968

  • $/SqFt

    $272

Take a look at this opportunity as you will find excellent value in a very nice community with a completely updated home that is like new. MLS#O6174809. FLORIDA REALTY INVESTMENTS.

Pended $1,495,000

On Market For 17 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4321

  • Year Built

    1973

  • $/SqFt

    $346

Druid Hills - Conveniently located with easy access to I-4, Downtown Orlando, Maitland City Center, Lake Lily, and Winter Park. MLS#O6172405. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $575,000

On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1538

  • Year Built

    1939

  • $/SqFt

    $374

use your imagination to make this house a home. MLS#O6172600. HOME WISE REALTY GROUP INC.

Home For Sale $499,900

Reduced By $39,100

On Market For 70 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1726

  • Year Built

    1964

  • $/SqFt

    $290

English Estates - All situated in a gorgeous neighborhood in one of the thriving areas in Central Florida, Fern Park/Maitland. MLS#O6171538. LOKATION.

Pended $1,050,000

Reduced By $63,000

On Market For 63 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3009

  • Year Built

    1977

  • $/SqFt

    $349

Don't miss the chance to call this Maitland haven your home! MLS#O6171824. KELLY PRICE & COMPANY LLC.

Pended $3,200,000

*POTENTIAL GREAT VALUE
On Market For 66 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5697

  • Year Built

    2008

  • $/SqFt

    $562

Schedule your private tour today and you’ll quickly see just what the epitome of luxury family living in gorgeous Maitland is all about. MLS#O6168866. HEWITT RESIDENTIAL, LLC.

Home For Sale $515,000

Reduced By $40,000

On Market For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2240

  • Year Built

    1968

  • $/SqFt

    $230

Druid Hills Park - This Home can be purchased with NO MONEY DOWN. MLS#O6169361. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $825,000

Reduced By $14,000

On Market For 84 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1797

  • Year Built

    1961

  • $/SqFt

    $459

Dommerich Estates - Roof: 2007, HVAC: 2019, Plumbing: 2008. MLS#O6167610. KELLER WILLIAMS WINTER PARK.

Home For Sale $699,900

Reduced By $29,100

On Market For 87 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2310

  • Year Built

    1969

  • $/SqFt

    $303

Dommerich Estates -
Brought to you by MLS#O6167109. COMPASS FLORIDA LLC.

Pended $699,000

Reduced By $51,000

On Market For 70 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2249

  • Year Built

    1970

  • $/SqFt

    $311

This is the story of 771 Goldwater Court, so far…now waiting for the next chapter to begin. MLS#O6166832. CORCORAN PREMIER REALTY.

Home For Sale $285,000

On Market For 93 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    520

  • Year Built

    1956

  • $/SqFt

    $548

Centrally located just minutes from downtown, it resides in a quiet neighborhood with promising long term growth potential. MLS#O6166510. LEGACY REALTY HOLDINGS LLC.

Home For Sale $625,000

Reduced By $4,000

On Market For 93 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1655

  • Year Built

    1957

  • $/SqFt

    $378

Listing agent is the Owner/Seller - call and ask about closing costs/interest rate buydown assistance by the Seller! MLS#O6166232. COLDWELL BANKER REALTY.

Home For Sale $2,300,000

Reduced By $50,000

On Market For 96 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4017

  • Year Built

    1990

  • $/SqFt

    $573

Zoned for A-rated Maitland Middle School and Winter Park High School, this home exemplifies the epitome of luxury living. MLS#O6165052. STOCKWORTH REALTY GROUP.

Home For Sale $1,225,000

Reduced By $25,000

On Market For 102 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3728

  • Year Built

    1993

  • $/SqFt

    $329

Don't miss the opportunity to own this distinguished home. MLS#A4592820. KEYS REALTY REDEFINED LLC.

Pended $2,750,000

On Market For 81 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5245

  • Year Built

    1991

  • $/SqFt

    $524

Versailles - Note* APROX. 1 acre of dry land. MLS#O6163834. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $484,990

On Market For 121 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2401

  • Year Built

    1998

  • $/SqFt

    $202

Winfield - Schedule your tour today so that you don't miss this opportunity. MLS#O6160799. JOURNEY HOMES REALTY LLC.

Home For Sale $450,000

On Market For 133 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1971

  • $/SqFt

    $214

Home is located close to major highways, shopping, dining and much more. MLS#S5095080. BHHS RESULTS REALTY.

Home For Sale $659,900

Reduced By $30,000

On Market For 140 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2116

  • Year Built

    1956

  • $/SqFt

    $312

Don’t miss out on this great opportunity!! ! MLS#O6151275. HOME WISE REALTY GROUP INC.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

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