14790 Peekskill Dr, Winter Garden, FL 34787
OFF MARKET

14790 Peekskill Dr
Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,625 sqft

$386,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,692/mo*

$386,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,692/mo*
3 Beds
2.5 Baths
1,625 sqft

Local Information

  • Map ViewExplore the area around 14790 Peekskill Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

An amazing opportunity has just become available for you to purchase this beautiful three-bedroom, two-and-a-half-bathroom townhome in the great Signature Lakes community. This community is minutes from Walt Disney world and has all the newest major roads to get you everywhere in minimal time. This area is adjacent to the planned, horizon west shopping and newest restaurant area. As you stroll into this neighborhood, admire the multi-million-dollar clubhouse and resort style amenities throughout the neighborhood including highly rated schools. The magic begins as you walk up to 14790 Peekskill Drive. The lush landscaping leads to your covered front porch ready for those tropical evenings. This exquisitely appointed home with a brand-new roof and new tile wood floors greets you as you open the door to this open-floor plan, the great room is configured to use your imagination for living in your style. The gourmet kitchen has plenty of space to make your chef of the kitchen joyful. The custom cabinet and granite countertops with classy backsplash are what you can expect. A large walk-in pantry continues under the stairwell for ample storage. The excitement continues with a screened in covered patio that leads to your amazing low maintenance private fenced courtyard. This provides comfort and privacy with a detached 2 car garage and rear-entry driveway. This is a great community to socialize with neighborhood festivals and fun events for the entire group. Food Trucks as well as 4th of July fireworks are common in the neighborhood. Settled in the heart of an elementary and middle school safe zone. It is conveniently located close to the 429 entrance/exit for an easy commute to Schools, Shopping Center (The Hamlin), and Supermarkets (Publix/Walmart). Located only minutes from Disney Parks, Disney Springs, Universal Studios and Discovery Cove. You do not want to miss this amazing opportunity to live in such a wonderful community! Call today while the opportunity still exists.
14790 Peekskill Dr, Winter Garden, FL 34787 is a 3 bedroom, 3 bathroom, 1,625 sqft townhouse built in 2006. It last sold for $392,500 on Jan 24, 2025 (4% below the $410,000 asking price). It is currently off market. The Trulia Estimate is $386,100, with a rent estimate of $2,511/month.

Home Highlights

Parking
Garage
Outdoor
Porch
View
No Info
HOA
$401/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 14790 Peekskill Dr

Interior Features

Interior Details
Number of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Bathroom 3, Balcony Porch Lanai, Dinette, Dining Room, Foyer, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1625 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Connected, Water Available, Water ConnectedAppliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Rear Porch, ScreenedFencing: Fenced, VinylVegetation: Mature LandscapingExterior: Sidewalk, Sprinkler MeteredFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 21x19No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Alley Access,Garage Door Opener
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 48

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Townhouse
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 222327812402950

Price & Status

Price
List Price: $410,000
Status Change & Dates
Off Market Date: Sun Jan 12 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINTER GARDENCommunity: SIGNATURE LKS-PCL 01B
School Information
Elementary School: Independence ElementaryJr High / Middle School: Bridgewater MiddleHigh School: Horizon High School

Building

Building Area
Building Area: 2221 Square Feet

Community

Community Features: Park, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Recreational FacilitiesHOA Name: First Residential ManagementHOA Phone: 407-654-7479HOA Name (second): INDEPENDENCE COMMUNITY ASSOCIATION, INCAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $401/Monthly

Lot Information

Lot Area: 3251 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6252214Showing Considerations: No SignShowing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12095-N-222327812402950-R-N

Additional Information

ParkPlaygroundPoolSidewalks
Last check for updates: about 11 hours ago
Listed by Sharon O'Malley, (407) 291-4665
MBA REALTY GROUP, INC, (407) 291-4665
Bought with: Matthew Wheatley, (407) 702-8351, WHEATLEY REALTY GROUP, (352) 227-3834
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6252214
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 14790 Peekskill Dr

DatePriceEventSource
01/24/2025$392,500Sold
Stellar MLS #O6252214
01/13/2025$410,000PendingStellar MLS #O6252214
12/12/2024$410,000PriceChange
Stellar MLS #O6252214
11/13/2024$420,000PendingStellar MLS #O6252214
11/05/2024$420,000PriceChange
Stellar MLS #O6252214
10/25/2024$449,990Listed For SaleStellar MLS #O6252214
07/14/2024$295,000ListingRemovedStellar MLS #O5945078
07/15/2021$295,000Sold
N/A
06/16/2021$295,000PendingStellar MLS #O5945078
06/14/2021$295,000PriceChange
Stellar MLS #O5945078
06/10/2021$335,000Listed For SaleStellar MLS #O5945078
03/27/2012$115,000Sold
Stellar MLS #O5075380
07/05/2006$245,800Sold
N/A

Market trends in Winter Garden

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$592K
$1.67K
MoM
Sale-to-List Price
98.3%
0.3%
MoM
Price per sq ft
$248
$3
MoM
Available listings
744
17
MoM
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Property Tax and Assessment

Year2024
Tax$4,071
Assessment$326,392
Home facts updated by county records

Comparable Sales for 14790 Peekskill Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Townhouse
$419,497
02/26/26
3
2.5
1,624
0.07
Townhouse
$464,000
02/25/26
4
3
2,159
0.36
Townhouse
$407,000
09/15/25
3
2.5
1,639
0.34
Townhouse
$349,900
10/30/25
3
2.5
1,496
0.56
Townhouse
$415,000
04/10/26
3
2.5
1,512
0.49
Townhouse
$365,000
09/22/25
3
2.5
1,464
0.32
Townhouse
$495,000
05/26/26
4
3
2,328
0.43
Townhouse
$380,000
11/25/25
3
2.5
1,476

Nearby homes

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Assigned Schools

These are the assigned schools for 14790 Peekskill Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Garden

At least 511 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 47 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
  • Dawnddavidson1
    "Great little town if you live in the north side near old Winter Garden. Quaint small town feel with plenty to do. Surrounding area is overdeveloped like everywhere in central Florida. Schools could be better. Real estate is inflated, but the town is desirable. Everything you need is close; no need to go to Orlando for much. "
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "

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Homes for sale near 14790 Peekskill Dr

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Off Market Homes Near 14790 Peekskill Dr

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