$50,000
500 Newell Hill Road
Leesburg, FL 34748
Listing updated: June 5, 2026 at 10:51 PM ET
Listing courtesy of Professional Real Estate Team · Diana Perez · MLS #S5140606 · Active · 407-483-4964Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including a clubhouse, community pool, and shuffleboard. The HOA covers water, sewer, garbage, and cable, making for easy, low-maintenance living. Centrally located near shopping, dining, entertainment, and medical facilities, with a bus stop conveniently located within the community for easy access to daily needs. Enjoy!
Local Insight
At $44/sqft in a 55+ community, this 1979 condo is priced well below Leesburg's median home price, but the $870 monthly HOA is substantial and should be weighed against that apparent bargain—you're essentially paying $10,440 annually just for common area maintenance on a property that old. The location near downtown's antique district and Lake Harris access is a genuine plus if waterfront recreation and walkable amenities matter to you, but at 1,134 sqft on 0.03 acres in a dense condo community, you're not getting land value or privacy, so make sure the lifestyle fits before treating this purely as a numbers play.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history151 days on market
- Status: ActiveJan 29, 2026
- Listed$80,000Dec 23, 2025
- Price reduced$50,000
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 151
- Subdivision
- Chesterbrook 2 Condo
- County
- Lake
- Year built
- 1979
- Living area
- 1,134 sq ft
- Price/sq ft
- $44
- Building area
- 1,372 sq ft (Public Records)
- Lot size
- 1,384 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Annual taxes
- $1,049 (2025)
- Parcel #
- 24-19-24-0090-106-00D00
- Zoning
- R-2
- MLS #
- S5140606
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Carpet, Luxury Vinyl
- Appliances
- Other
- Interior features
- Other
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- Northeast
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
HOA & Financial
- HOA fee
- $870 / Monthly
- Monthly HOA
- $870/mo
- Total monthly fees
- $870/mo
- Total annual fees
- $10,440
- HOA name
- Chesterbrook of Leesburg Condominium Association,
- CDD
- No
- Min lease term
- 6 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyer's agent are responsible for verifying any and all applicable HOA/County restrictions.
- Approval process
- Buyer and buyer's agent are responsible for verifying any and all applicable HOA/County restrictions.
Exterior & Construction
- Exterior features
- Balcony, Lighting, Other, Sidewalk, Sliding Doors, Storage
- Construction materials
- Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Other, Water Available
Community
- Pets allowed
- Breed Restrictions
- Senior community
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 12x10 |
| Dining Room | First | 10x10 |
| Primary Bedroom | First | |
| Living Room | First | 14x12 |
| Bedroom 2 | First | 10x10 |
| Primary Bedroom | First | 12x12 |
Listing Details
- Listing date
- 2025-12-22
- On market date
- 2025-12-23
- Original list price
- $80,000
- Occupant type
- Vacant
- Special conditions
- Real Estate Owned
- MLS area
- 34748 - Leesburg
- Listing AOR
- Osceola
- Status changed
- 2026-01-29
- Tax legal description
- LEESBURG CHESTERBROOK TWO CONDOMINIUM PHASE ONE UNIT D-106 CB 1 PG 46 ORB 5697 PG 741
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
Get on Florida's Tpke in Buena Ventura Lakes from W Oak St and Michigan Ave. Follow Florida's Tpke to US-27 N in Groveland. Exit from Florida's Tpke. Continue on US-27 N to your destination in Leesburg.
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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 June 5, 2026 at 10:51 PM 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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