14814 Peekskill Dr
Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,624 sqft
3 Beds
2.5 Baths
1,624 sqft
Local Information
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Description
Gorgeous upgraded townhouse on quiet Peekskill Drive in Independence! A finely finished 1624 sq foot, low maintenance place to enjoy as home. Only ever used as a family's cherished vacation home, immaculately maintained and all furnishings are negotiable. This pleasant layout features warm hardwood floors throughout the lower level, a living room and kitchen/great room downstairs, and three bedrooms upstairs. Upgraded features include high-end granite in the kitchen, carpet with upgraded pad, and tidy and finished organized closets throughout. Check out the expansive rear patio, where the entire area consists of brick pavers for ease of maintenance and functionality. Two car garage with a second refrigerator. Independence is an amazing community with terrific pool and clubhouse amenities, fitness center, biking trails, and a boat ramp onto the wonderful Lake Hancock chain of Lakes. Super schools, and close to all of Winter Garden's great spots.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from February 28, 2026
Home Highlights
Parking
Garage
Outdoor
No Info
View
Park/Greenbelt
HOA
$411/Monthly
Price/Sqft
$258/sqft
Listed
133 days ago
Home Details for 14814 Peekskill Dr
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Interior Details Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, 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: 1624 Square Feet |
Appliances & Utilities Utilities: BB/HS Internet Available, Cable Connected, Electricity ConnectedAppliances: Dryer, Microwave, Range, Refrigerator, WasherDryerLaundry: Laundry ClosetMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Fireplace & Spa No Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Carpet, Ceramic Tile, Engineered Hardwood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Engineered Hardwood |
View Has a ViewView: Park/Greenbelt |
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Exterior Home Features Roof: ShingleExterior: Courtyard, Irrigation System, Permeable Paving, SidewalkFoundation: SlabNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Alley Access,Driveway |
Frontage Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 4 |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Courtyard |
Building Construction Materials: StuccoNot a New ConstructionNo Additional Parcels |
Property Information Condition: CompletedParcel Number: 222327812402910 |
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Price List Price: $419,497Price Per Sqft: $258/sqft |
Status Change & Dates Off Market Date: Sun Jan 18 2026 |
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MLS Status: Sold |
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Direction & Address City: WINTER GARDENCommunity: SIGNATURE LKS-PCL 01B |
School Information Elementary School: Independence ElementaryJr High / Middle School: Bridgewater MiddleHigh School: Horizon High School |
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Building Area Building Area: 2269 Square Feet |
Community rooms Fitness Center |
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Community Features: Private Boat Ramp, Water Access, Clubhouse, Deed Restrictions, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks, Tennis Court(s)Not Senior Community |
Other Playground |
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HOA Fee Includes: Cable TV, Community Pool, Internet, Maintenance Structure, Maintenance Grounds, Recreational FacilitiesHOA Name: Tyler ParsonsHOA Name (second): Independence Community Association, Inc.Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $411/Monthly |
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Lot Area: 3251 sqft |
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Special Conditions: None |
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Business Information Ownership: Fee Simple |
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Mls Number: O6372624Showing Advance Notice: 24Showing Requirements: 24 Hour Notice, Appointment Only, Call Listing AgentUniversal Property Id: US-12095-N-222327812402910-R-N |
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HOA Amenities: Basketball Court,Cable TV,Clubhouse,Fitness Center,Park,Playground,Pool,Tennis Court(s),Trail(s) |
Last check for updates: about 8 hours ago
Listed by Drew Ross, (407) 383-6497
LAKEFIELD REALTY GROUP LLC, (407) 383-6497
Bought with: Heather Walker, PA, (407) 383-0762, BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY, (407) 203-0007
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6372624

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
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Price History for 14814 Peekskill Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 02/26/2026 | $419,497 | Sold | Stellar MLS #O6372624 |
| 01/19/2026 | $419,497 | Pending | Stellar MLS #O6372624 |
| 01/14/2026 | $419,497 | Listed For Sale | Stellar MLS #O6372624 |
| 09/06/2007 | $275,000 | Sold | N/A |
| 10/20/2006 | $243,100 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,355 |
| Assessment | $327,447 |
Home facts updated by county records
Comparable Sales for 14814 Peekskill Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Townhouse | $464,000 | 02/25/26 | 4 | 3 | 2,159 | |
0.38 | Townhouse | $407,000 | 09/15/25 | 3 | 2.5 | 1,639 | |
0.37 | Townhouse | $349,900 | 10/30/25 | 3 | 2.5 | 1,496 | |
0.59 | Townhouse | $415,000 | 04/10/26 | 3 | 2.5 | 1,512 | |
0.34 | Townhouse | $495,000 | 05/26/26 | 4 | 3 | 2,328 | |
0.51 | Townhouse | $365,000 | 09/22/25 | 3 | 2.5 | 1,464 | |
0.49 | Townhouse | $407,500 | 07/02/25 | 3 | 2.5 | 1,476 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 14814 Peekskill Dr.
What Locals Say about Winter Garden
At least 510 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
46 % Say it's walkable to restaurants
43 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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14814 Peekskill Dr, Winter Garden, FL 34787 is a 3 bedroom, 3 bathroom, 1,624 sqft townhouse built in 2006. This property is not currently available for sale. 14814 Peekskill Dr was last sold on Feb 26, 2026 for $419,497 (0% higher than the asking price of $419,497). The current Trulia Estimate for 14814 Peekskill Dr is $421,300.