1355 Windward Oaks Loop
Auburndale, FL 33823
4 Beds
2 Baths
1,712 sqft
4 Beds
2 Baths
1,712 sqft
Local Information
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Description
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ This beautifully maintained 4-bedroom, 2-bath OPEN CONCEPT home in the sought-after Berkley Reserve community of Auburndale WELCOMES YOU! From the moment you arrive, the FRESH LANDSCAPING, covered front porch and cheerful front door invite you to come in and imagine your new home sweet home. The home also has a **BRAND NEW ROOF** Inside, you will discover an ideal SPLIT BEDROOM FLOOR PLAN filled with nice light, VAULTED CEILINGS, and a comfortable flow designed for modern living. The UPGRADED KITCHEN is the heart of the home, featuring contemporary cabinetry, a custom backsplash, coordinating appliances, a LARGE ISLAND with bar seating, recessed lighting, and a pantry for added storage – all overlooking the living and dining areas. Lovely FRENCH DOORS open to a COVERED LANAI and your PRIVACY FENCED BACKYARD, the perfect spot for outdoor gatherings with family or entertaining friends. The home also includes pre-wiring for surround sound, in-wall pest control, and double-pane windows for peace of mind. Enjoy the privacy of the thoughtful layout, with a spacious PRIMARY SUITE tucked away from the rest of the bedrooms. Your suite features a WALK-IN CLOSET and a private en-suite bath complete with a dual-sink vanity, soaking tub, and separate glass-enclosed shower. Additional highlights include a 2-car garage with EXTENDED STORAGE AREA and a super LOW HOA. Located in a growing area with easy access to 570 and I-4, you are perfectly positioned between Orlando and Tampa, and just minutes from Legoland, local lakes, shopping, dining, and schools. Whether you are looking for a starter home, investment property, or a MOVE IN READY home with charm and functionality ~ Windward Oaks Loop one checks all the boxes! Call today to schedule your tour!
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 January 13, 2026
Home Highlights
Parking
2 Car Garage
Outdoor
Porch
View
No Info
HOA
$35/Monthly
Price/Sqft
$178/sqft
Listed
180+ days ago
Home Details for 1355 Windward Oaks Loop
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Interior Details Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Balcony Porch Lanai, Dining Room, Kitchen, Laundry, Living Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1712 Square Feet |
Appliances & Utilities Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher |
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 Window: Blinds, Double Pane Windows, Rods, Window TreatmentsDoor: French DoorsFlooring: Carpet, Luxury Vinyl |
Levels, Entrance, & Accessibility Stories: 1Levels: OneFloors: Carpet, Luxury Vinyl |
View No View |
Security Security: Smoke Detector(s) |
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Exterior Home Features Roof: ShinglePatio / Porch: Covered, Front Porch, Rear PorchFencing: Fenced, VinylVegetation: Trees/LandscapedExterior: Irrigation System, Lighting, Private Mailbox, SidewalkFoundation: SlabNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 21x22No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener |
Frontage Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 29 |
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Year Built Year Built: 2015 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels |
Property Information Parcel Number: 252721299502000810 |
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Price List Price: $305,000Price Per Sqft: $178/sqft |
Status Change & Dates Off Market Date: Sat Nov 29 2025 |
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MLS Status: Sold |
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Direction & Address City: AUBURNDALECommunity: BERKLEY RESERVE REP |
School Information Elementary School: Lena Vista ElemJr High / Middle School: Stambaugh MiddleHigh School: Auburndale High School |
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Building Area Building Area: 2394 Square Feet |
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Community Features: SidewalksNot Senior Community |
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HOA Name: Highland Community ManagementHOA Phone: 863-940-2863Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $35/Monthly |
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Lot Area: 6029 sqft |
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Special Conditions: None |
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Listing Terms: Cash, Conventional, FHA, USDA Loan, VA Loan |
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Business Information Ownership: Fee Simple |
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Mls Number: O6355965Showing Requirements: ShowingTimeUniversal Property Id: US-12105-N-252721299502000810-R-N |
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Sidewalks |
Last check for updates: about 9 hours ago
Listed by Jenny Wemert, (407) 809-1193
WEMERT GROUP REALTY LLC, (407) 743-8356
Corey Welch, (407) 462-9915
WEMERT GROUP REALTY LLC, (407) 743-8356
Bought with: Non-Member Agent, STELLAR NON-MEMBER OFFICE, (000) 000-0000
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6355965
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 1355 Windward Oaks Loop
| Date | Price | Event | Source |
|---|---|---|---|
| 01/12/2026 | $305,000 | Sold | Stellar MLS #O6355965 |
| 11/29/2025 | $305,000 | Pending | Stellar MLS #O6355965 |
| 11/20/2025 | $305,000 | PriceChange | Stellar MLS #O6355965 |
| 10/31/2025 | $315,000 | Listed For Sale | Stellar MLS #O6355965 |
| 12/31/2015 | $164,200 | Sold | N/A |
| 08/13/2015 | $19,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $2,024 |
| Assessment | $262,901 |
Home facts updated by county records
Comparable Sales for 1355 Windward Oaks Loop
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $370,000 | 07/14/25 | 4 | 2.5 | 2,265 | |
0.17 | Single-Family Home | $295,000 | 04/16/26 | 3 | 2 | 1,848 | |
0.11 | Single-Family Home | $275,000 | 07/29/25 | 3 | 2 | 1,620 | |
0.27 | Single-Family Home | $288,000 | 03/30/26 | 4 | 2 | 1,504 | |
0.04 | Single-Family Home | $325,000 | 10/13/25 | 5 | 3.5 | 2,813 | |
0.59 | Single-Family Home | $299,000 | 09/30/25 | 3 | 2 | 1,577 | |
0.12 | Single-Family Home | $410,000 | 04/07/26 | 6 | 4.5 | 3,976 |
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Assigned Schools
These are the assigned schools for 1355 Windward Oaks Loop.
- Auburndale Senior High School
- PK-12
- Public
- 1898 Students
3/10GreatSchools RatingParent Rating AverageThis school is absolute garbage. My sister is enrolled in this school and the security, everything is awful. The school has gotten several bomb threats and the most they do will be checkups. My sister has been sexually assaulted many times by a classmate who has done the same to other girls. She has told her counselor and a few teachers but they have never said anything about it and have also just told her to "stay away" from him multiple times. The school is also insanely bad with bullying, especially those of the disabled kids. It is also a big problem for kids of other ethnicities and religions, beliefs and orientation. The teachers really do not care about doing their job either and I have also seen that they might use AI. Overall this is not a good school, and our family is thinking of filing a police report against said kid who sexually assaulted my sister and many other girls, and maybe even the school itself. Shame on the teachers for ever letting this happen, please never go to Auburn High School in Florida, it is seriously a bad place and no teacher takes any problem seriously.Other Review1y ago - Lena Vista Elementary School
- PK-5
- Public
- 876 Students
2/10GreatSchools RatingParent Rating AverageSince the change in administration, the school’s culture has shifted from educational to authoritarian. The new principal’s leadership style is centered on control rather than collaboration. Communication is one-sided, and any attempt to seek clarity on school operations is met with hostility and defensive tactics. This approach has made the school feel more like a restricted facility than a community elementary school. The district needs to look into the conduct of the current principal and the behaviors she is encouraging in her staff.Other Review4mo ago - Jere L. Stambaugh Middle School
- 6-8
- Public
- 1009 Students
3/10GreatSchools RatingParent Rating AverageIn my opinion my school is good. Most students are very disrespectful to teachers. My favorite teachers are Mrs. Gautier (chorus) she deserves a raise. Mr. Rojas (computer class) deserves a raise as well. Mrs. Wilindez (pre-algebra) most tend to be rude but it is for a reason they want to teach you what high school could possibly be like. The endStudent Review1y ago 
Check out schools near 1355 Windward Oaks Loop.
What Locals Say about Auburndale
At least 200 Trulia users voted on each feature.
88 % Say yards are well-kept
88 % Say car is needed
82 % Say parking is easy
79 % Say there's holiday spirit
77 % Say it's dog friendly
69 % Say kids play outside
62 % Say it's quiet
59 % Say people would walk alone at night
57 % Say there are sidewalks
54 % Say streets are well-lit
47 % Say neighbors are friendly
46 % Say they plan to stay for at least 5 years
39 % Say there's wildlife
34 % Say it's walkable to grocery stores
33 % Say it's walkable to restaurants
19 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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1355 Windward Oaks Loop, Auburndale, FL 33823 is a 4 bedroom, 2 bathroom, 1,712 sqft single-family home built in 2015. This property is not currently available for sale. 1355 Windward Oaks Loop was last sold on Jan 12, 2026 for $305,000 (0% higher than the asking price of $305,000). The current Trulia Estimate for 1355 Windward Oaks Loop is $298,700.