Haunted Places in Winter Springs, Florida



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    The Inside-Outside House

    Longwood, Florida

    This house was built by Captain W. Pierce (later to become a director of Orlando's "National Bank") in 1873. It was first constructed in Boston, then shipped to Florida and reassembled. Originally it was located on Boston Ave in Altamonte Springs, but it was moved to its current ...


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    Longwood Hotel

    Longwood, Florida

    These days the Longwood Hotel has been converted to offices, but its the same building, still featured on the city's historical walking tours. Workers claim that lights and elevators seem to have a mind of their own. Strange noises and footsteps are heard on the third floor. ...


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    Tuscawilla Country Club

    Winter Springs, Florida

    According to staff, on the last Friday of every month the ghost of a young man is seen washing down the bar. No one has any idea who he could be, but some claim he was violent and attacked them.


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    Woodbridge Cemetery

    Fern Park, Florida

    3.9 miles from Winter Springs, FL

    Woodbridge Cemetery is considered by many to be one of the most haunted places in the Orlando area, though few sources provide any sort of detail on what exactly has been seen and experienced there. There are claims that what exists there now is only part of what was ...


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    Shiloh Cemetery

    Sanford, Florida

    5.9 miles from Winter Springs, FL

    Hard to find this cemetery - you have to find Page Jackson Cemetery first, then take a dirt road all the way down to Shiloh. There's an old stone sign in front that can barely even be read anymore. Check the map below for the exact location. There are ...


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    The Mist of Chapman Road

    Oviedo, Florida

    5.9 miles from Winter Springs, FL

    On the far western end of Chapman Road, where it becomes mostly dirt and shell near Route 417, locals say a ghostly mist appears between two electrical poles. It's always in just this one place, strangely enough, and some say they've heard screaming there as well.


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    Page Jackson Cemetery

    Sanford, Florida

    6 miles from Winter Springs, FL

    Witnesses describe cold spots, uneasy feelings, strange noises, and shadow figures at this historic graveyard.


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    St Luke's Cemetery - Slavia Cemetery

    Oviedo, Florida

    6.1 miles from Winter Springs, FL

    There is a small, green building in the middle of this cemetery, where some feel there is an evil presence. Visitors feel it is hard to breathe in the area, and sometimes feel a weird sensation, like a tingling, in the hands. Others return home to find scratch ...


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    Maitland Art Center

    Maitland, Florida

    6.2 miles from Winter Springs, FL

    Avant-garde artist Andre Smith was a writer, etcher and sculptor built the pretty art compound in the 1930s with galleries and Mayan- and Aztec-inspired gardens, courtyards and an open-air chapel (a popular spot for weddings). Although Smith passed away March 3, 1959, folks say his ghost still watches over his ...


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    Ghost Children of Oviedo

    Oviedo, Florida

    6.3 miles from Winter Springs, FL

    There are stories about "ghost children" playing in the old celery fields off of Andrew and Chapman - to the casual observer they appear to be normal children, but approach and try to speak to them and they will disappear right in front of your eyes. (Not sure the ...


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  • Field Guide To Haunted Orlando
    David W. Whitehead
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    Enzian Theater

    Maitland, Florida

    6.7 miles from Winter Springs, FL

    The Enzian Theater is a non-profit arthouse movie theater located in Maitland, Florida. The theater hosts the Florida Film Festival and several other local film festivals. Supposedly, in the north corner of the theatre, a disembodied head appears, screaming, and then disappears into the restaurant next door. Happens only on ...


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    Albin Polasek Museum and Sculpture Gardens

    Winter Park, Florida

    7.4 miles from Winter Springs, FL

    This museum was founded in 1961, and is home to more than 200 sculptures by Czech artist Albin Polasek. Many staff members feel Polasek's spirit still infuses the place, refusing to leave his beloved sculptures. In 1997, one guest snapped a photo of a tear miraculously suspended on ...


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    Boston Hill Cemetery

    Oviedo, Florida

    7.4 miles from Winter Springs, FL

    Boston Hill is a predominantly black cemetery dating back to the late 19th century. Visitors have seen the specter of a man hanging from a tree, sometimes with a woman seen nearby. Eerie footsteps are often heard (and sometimes even seen) along the grounds.


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    Oviedo Baseball Fields

    Oviedo, Florida

    7.7 miles from Winter Springs, FL

    People claim to have seen the ghost of a Native American man on the outskirts of the Oviedo baseball fields (Oviedo Sports Complex). The visions seem always to happen around 7pm. He simply appears and walks into the woods - says nothing, and interacts with no one.


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    Annie Russell Theatre

    Winter Park, Florida

    7.7 miles from Winter Springs, FL

    This theatre was built in the 1930s and named after the actress, Annie Russell, who taught at Rollins College (where the theatre is located). She herself performed on-stage opening night in 1932. Annie died four years later in 1936. There have been claims for many years now of seeing ...


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    Wop's Hops Brewing Company

    Sanford, Florida

    8 miles from Winter Springs, FL

    Originally the Stokes Fish Market, this building was constructed in 1916. It closed in the early 70's and since been home to a few businesses and has some years of being vacant. The building is now Sanford's first micro-brewery, Wop's Hops Brewing Company. The building has reports of cold spots ...


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    Rouse Cemetery

    Orlando, Florida

    8 miles from Winter Springs, FL

    This cemetery is well-known among the locals as a high-activity haunt-spot. The story goes that the ghost of Benjamin Miles haunts the cemetery, forever unable to rest because he was buried here in an unmarked grave. He appears on occasion, most frequently at night (of course!).


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    New Tribes Mission

    Sanford, Florida

    8.4 miles from Winter Springs, FL

    This was once a hotel, but is now a missionary center. Poltergeist activity is claimed in the east wing, along with cold spots and other eerie phenomena.


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    Celery Avenue - Ghost Horse

    Sanford, Florida

    8.6 miles from Winter Springs, FL

    Celery Avenue was so named because it was lined with celery fields, back when Sanford was called the Celery Capital of the U.S. Here, witnesses say a translucent phantom horse can be seen galloping up and down the street. It has been seen galloping alongside traveling cars, and then simply ...


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    Oviedo Lights - Chuluota Lights

    Oviedo, Florida

    8.9 miles from Winter Springs, FL

    The "Oviedo Lights" are some of the best-known ghost lights in the Central Florida area. Supposedly the best place to wait for them is at night beneath this bridge on Snow Hill Road (see the map). Park just before the bridge and there's a path going down to ...


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    The I-4 Dead Zone

    Sanford, Florida

    9.2 miles from Winter Springs, FL

    The I-4 Dead Zone is an elevated area near where Interstate 4 crosses over Lake Monroe, and reports say that since 1963 more than 2000 accidents have occurred here. The reason? Rumor has it that four graves were paved over to make the road. Ghost hitchhikers are often seen here, ...


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    Harry P. Leu Gardens

    Orlando, Florida

    9.5 miles from Winter Springs, FL

    The Leu Gardens were started by Mr. and Mrs. Harry P. Leu, who in 1936 purchased Leu House and 40 acres of land. The Leus traveled all over the world and brought back many exotic plants and many varieties of camellias for their gardens. In 1961, the Leus deeded the ...


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    Walgreens

    Orlando, Florida

    10.4 miles from Winter Springs, FL

    A story given by a former employee says the automatic doors would operate on their own, merchandise would fall off the shelves without explanation, and objects were thrown. An apparition was seen walking in an employee-area hallway; other strange occurrences were reported as well.


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    Floor and Decor

    Orlando, Florida

    10.7 miles from Winter Springs, FL

    Although it looks like any other cookie-cutter shopping plaza building, this spot has an interesting "haunted" history. This site was once the home to "Colonial Plaza," one of Orlando's earliest shopping malls. It fell into decline in the 1970s and was eventually razed in 1995 - all except the building ...


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    Orlando Executive Airport

    Orlando, Florida

    10.8 miles from Winter Springs, FL

    In late 1944, the Orlando Army Air Base was home to between 600 and 750 German prisoners of war captured during World War II.  Many of the prisoners were put to work in the local citrus groves. After the war, the air base was repurposed into the Orlando Executive Airport.  Visitors ...


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    Ghost Dog of Lake Eola

    Orlando, Florida

    11.3 miles from Winter Springs, FL

    There are reports of a "phantom dog" roaming the eastern portion of Lake Eola Park. People will clearly see the small, brown dog walking the park, like any other dog, until he disappears right in front of their eyes.


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    Indian Hill

    Pine Hills, Florida

    11.3 miles from Winter Springs, FL

    This place has two or three Earth energy fields that can be felt by walking along the perimeter. This is a cave and sink hole. This place was considered sacred by my tribe and other tribes due to the energy fields. It is said that there is an Indian burial ...


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    Cricket Club Apartments

    Orlando, Florida

    11.5 miles from Winter Springs, FL

    There are vague reports of possible apparitions seen walking the grounds at night. Voices are heard when no one is around, and strange smells are detected.


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    Orange County Regional History Center

    Orlando, Florida

    11.6 miles from Winter Springs, FL

    The Orange County Regional History Center is located in what was once the Orange County Courthouse. The building was built in 1927, and is infamous for being the place where serial killer Ted Bundy was tried for the murder of Kimberly Leach in 1980. The name "Ted Bundy" can be ...


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    Heritage Square

    Orlando, Florida

    11.6 miles from Winter Springs, FL

    Weird things have been reported in Orlando's Heritage Square. A figure of a man is said to be seen (and even heard) sitting down on a park bench with you, but the instant you turn towards him to strike up a conversation, he's gone.


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    Wall Street and Court Ave

    Orlando, Florida

    11.6 miles from Winter Springs, FL

    Although the current occupants of this building don't seem to claim any paranormal activity, there is a long history of paranormal claims from previous owners. When it was the "Kit Kat Club" staff-members swore that bottles would fly off the bar on their own, and weird things were experienced ...


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    Angebilt Hotel

    Winter Park, Florida

    11.6 miles from Winter Springs, FL

    Once the tallest building in Orlando, the Angebilt Hotel has been a major landmark in the city ever since it opened in the 1920s. From the 1970s though it started to decline in grandeur, and eventually was converted in the 1990s into a temporary courthouse. Today it is ...


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    Tabu Nightclub - The Beacham

    Orlando, Florida

    11.6 miles from Winter Springs, FL

    Currently "The Beacham," this location has also been known as "Tabu Night Club" and "Zuma Beach Night Club". The story goes that the ghost of an old woman is seen somewhere near the stage, always accompanied by drastic temperature drops.


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    McEwan Clinic - Central Station Bar

    Orlando, Florida

    11.6 miles from Winter Springs, FL

    John McEwan was a well-respected doctor who arrived in Orlando in 1906. This building, now home to the "Central Station Bar," was originally his clinic. Several Orlando ghost tours stop here, claiming the building is haunted - apparently the elevator will move between floors entirely on its own.


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    Rogers Building

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    Originally an English Gentleman's Club, this ornate green building (listed on the U.S. National Register of Historic Places) is named after Gordon Rogers. He and his wife apparently still haunt the place. He's most frequently seen through the second-story window - she (always clad in white) in the art gallery ...


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    Empire Hotel Building - Ember

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    Built by James Magruder in 1913, the Empire Hotel was Orlando's first and only hotel that offered air-conditioning to its guests. No longer a hotel, the building is occupied on the ground floor by the bar area of an establishment called "Ember." The bar area is supposedly a ...


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    Pine Street Bar and Grill

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    This building housed the Pine Street Bar and Grill from 1992 until 2013 - unfortunately it closed for good in April of 2013, and is slated for renovations. When it was open, several "dancing ghost torsos" were seen by patrons. No legs ever appeared, but from what they could ...


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    Ellis Building

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    Known as the "Reynolds Building," "Giles-Ellis Building" or just the "Ellis Building", this dates back to 1886. It was home to the Orlando Telephone Company for a time in the mid 1910s. David Whitehead in his "Field Guide to Haunted Orlando" lists this location as the "O'Connell Building", ...


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    City Arts Factory - Phillips Theatre

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    Built in 1916, this was originally the "Phillips Theatre". It became the "Ritz Theatre" in 1929, and later a W.T. Grant Store in 1934. The building changed hands a couple of times after W.T. Grant went out of business in the 1970s - it is now home to ...


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    Highland Manor

    Apopka, Florida

    11.7 miles from Winter Springs, FL

    Townsend Plantation was built by the Eldredge family in 1903. The McBride family purchased it in the 1940s. After the owner died in 1978, it remained empty for several years. In the 1980s it was purchased by the Townsend family. They moved the house, the other plantation buildings, and even ...


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  • Florida Ghost Stories
    Robert R Jones
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    Carey Hand Building

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    Now used as a branch office of the University of Central Florida, known as the Ying Academic Center, this was once the Carey Hand Funeral Home. (That company still exists, with numerous Orlando area branches.) Footsteps and whispering are commonly heard when no one is around.


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    Terror on Church Street Site

    Orlando, Florida

    11.7 miles from Winter Springs, FL

    "Terror on Church Street" was a big hit in the 1990s, before the days when Disney and Universal had spooky, more adult-themed entertainment options. It was open on the northwest corner of Church and Orange between 1991 and 1999. It was an interactive, walk-through haunted house that was kept open ...


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    Greenwood Cemetery

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    Many children from Sunland Hospital were buried at this cemetery, and there are creepy sections within called "Baby Land 1" and "Baby Land 3", etc. which house nothing but infants and children under five years of age. Visitors to these sections hear music box tunes and sometimes children's laughter. ...


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    Elijah Hand Building

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    Elijah Hand was an undertaker and furniture-maker from Indiana who moved to Orlando in 1885. It might sound like an odd juxtaposition, but back in the day it was fairly common, as the undertaker often was also responsible for crafting coffins. Elijah was different from other undertakers because he was a ...


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    Kress Building - Kres Chophouse

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    This building was designed by architect Edward Sibbert in the 1930s, an excellent example of the Art Deco style. It was originally an "S.H. Kress and Co." five and dime store (hence the name "Kress" that's still seen at the top of the building). According to David Whitehead ...


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    First National Bank and Trust Company Building

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    This hefty building went up in the 1920s, and was initially the First National Bank and Trust Company. That name still is etched into the stonework at the top, but today it is used by Valencia Community College. David Whitehead writes of this building in his "Field Guide to Haunted Orlando," ...


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    Exchange Building

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    All the activity here centers around an old piano in the building, which some guests have heard play on its own (no, its not a player piano). A few have even seen a ghostly piano player sitting beside it.


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    Ceviche

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    This building was originally a church, and later a hotel - now it is a popular restaurant called Ceviche. Check out the large, antique mirror behind the bar at Ceviche - some nights guests will see an out-of-place woman dressed in 19th century garb, standing behind them in the reflection. Of ...


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    Bliss Nightclub

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    Closed as of 2013, "Bliss" was one of Orlando's premiere dance clubs. When it was open, staff would refuse to into one of the refrigerated rooms after dark. They constantly felt like someone was watching them - an evil presence. Furniture would often move around on its own as well.


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    Evans High School

    Orlando, Florida

    11.8 miles from Winter Springs, FL

    Evans High School (also known as Maynard Evans High School) was demolished in 2010 and a brand new school was built on its foundations, which opened in 2012. In the old, pre-2010 school, there was supposedly a ghost in the auditorium. He didn't seem to be malevolent - ...


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