$499,900
1184 Bobcat Chase Boulevard
Oakland, FL 34787
Listing updated: September 28, 2026 at 7:54 AM ET
Listing courtesy of The Real Estate Collection Llc · Julie Sanchez · MLS #O6442799 · Active · 407-656-7814Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
A rare opportunity to own a beautifully maintained home in the heart of Oakland, offered at an exceptional value under $500,000. Located in the sought-after Longleaf at Oakland community, this 3-bedroom, 2.5-bath home offers a thoughtful layout, beautiful outdoor space, and a prime location—all at a price point that is increasingly hard to find in this desirable area. Set on a quiet cul-de-sac, the home welcomes you with a modern and functional layout designed for both everyday living and entertaining. Inside, luxury vinyl plank flooring, recessed lighting throughout, and a bright, comfortable feel create a welcoming atmosphere. The kitchen features granite countertops and custom shelving, while additional custom shelving in the laundry room adds both style and practical storage. Spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room provide flexibility for everyday living. A water softener system adds another thoughtful touch to the home. Step outside to a fully fenced backyard offering privacy and flexibility for pets, play, gardening, or simply enjoying your own outdoor space. The peaceful setting and cul-de-sac location create an inviting sense of privacy while still keeping you close to everything Oakland and Winter Garden have to offer. The location is hard to beat. Take a quick walk to the West Orange Trail or enjoy easy access to the Oakland Nature Preserve. Downtown Winter Garden's shops, restaurants, farmers market, and charming atmosphere are just minutes away, while the Florida Turnpike provides convenient access throughout Central Florida. Orlando's world-class theme parks are approximately 20 minutes away. Beautifully cared for, ideally located, and thoughtfully priced, 1184 Bobcat Chase Blvd offers an exceptional opportunity to enjoy the best of Oakland living with comfort, convenience, and a price point that makes this home stand out.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history5 days on market
- Status: ActiveSep 23, 2026
- Listed$499,900Sep 23, 2026
- Price increased$499,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 5
- Subdivision
- Longleaf/Oakland
- County
- Orange
- Year built
- 2019
- Living area
- 1,811 sq ft
- Price/sq ft
- $276
- Building area
- 2,547 sq ft (Public Records)
- Lot size
- 4,799 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0200H)
- Garage
- 2 spaces
- Annual taxes
- $4,459 (2025)
- Parcel #
- 20-22-27-5101-00-210
- Zoning
- PUD
- MLS #
- O6442799
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Luxury Vinyl
- Appliances
- Cooktop, Refrigerator
- Interior features
- Ceiling Fans(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $286 / Monthly
- Monthly HOA
- $286/mo
- Total monthly fees
- $286/mo
- Total annual fees
- $3,435
- HOA name
- Steven Bressler
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to independently verify all HOA information, including fees, rules, restrictions, and amenities, directly with the association.
- Approval process
- Buyer to independently verify all HOA information, including fees, rules, restrictions, and amenities, directly with the association.
Exterior & Construction
- Construction materials
- Block, Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Phone Available
Community
- Pets allowed
- Cats OK, Dogs OK
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 16x19 |
| Kitchen | First | 12x10 |
| Primary Bedroom | Second | 13x16 |
| Bedroom 2 | Second | 10x12 |
| Bedroom 3 | Second | 10x12 |
| Bedroom 3 | Second |
Listing Details
- Listing date
- 2026-09-17
- On market date
- 2026-09-23
- Original list price
- $499,900
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-23
- Tax legal description
- LONGLEAF AT OAKLAND, A REPLAT 99/17 LOT21
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From FL-50, head west toward Oakland. Turn right onto W Oakland Ave. At the traffic circle, take the first exit to remain on W Oakland Ave. Turn right onto Sansparilla Rd, then right onto Bobcat Chase Blvd. Continue to 1184 Bobcat Chase Blvd. The home will be on the right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 28, 2026 at 7:54 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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