$499,000
855 Benchwood Drive
Winter Springs, FL 32708
Listing updated: September 30, 2026 at 6:48 AM ET
Listing courtesy of Keller Williams Realty At The Parks · Thomas Nickley, Jr · MLS #O6445288 · Active · 407-629-4420Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 855 Benchwood Drive in Winter Springs, a spacious 4-bedroom, 3-bathroom home situated in the established Oak Forest community. Offering approximately 2,268 square feet of living space, the home features an open floor plan designed to bring the main gathering areas together while providing flexibility for everyday living and entertaining. One of the four bedrooms is currently used as a home office, creating a dedicated workspace that can easily adapt to other needs. The interior offers generous living areas filled with natural light, along with a functional connection between the kitchen, dining, and main living spaces. The bedrooms provide plenty of room for family and guests, while three full bathrooms add convenience throughout the home. The flexible office can also serve as a guest room, hobby space, or additional bedroom as needed. Outside, the backyard is designed for enjoying the Florida lifestyle with a private in-ground pool and spa, surrounded by an expansive pool deck with plenty of space for lounging and entertaining. A covered patio provides a shaded area for outdoor dining and relaxing, while mature landscaping adds character to the outdoor setting. Public listing records also note the property sits on approximately 0.37 acre, providing additional yard space around the outdoor living areas. Located in Oak Forest, the home is close to neighborhood recreation, including Trotwood Park, as well as shopping, dining, and everyday conveniences throughout Winter Springs. The location also provides convenient access to Tuskawilla Road, SR 434, SR 417, and I-4, making surrounding Seminole County and Greater Orlando destinations easily accessible.
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 history1 days on market
- Status: ActiveSep 29, 2026
- Listed$499,000Sep 29, 2026
- Price increased$499,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Oak Forest Unit 3
- County
- Seminole
- Year built
- 1984
- Living area
- 2,268 sq ft
- Price/sq ft
- $220
- Lot size
- 16,233 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12117C0170F)
- Pool
- Private pool
- Annual taxes
- $1,924 (2025)
- Parcel #
- 12-21-30-505-0000-3210
- Zoning
- PUD
- MLS #
- O6445288
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Ceramic Tile, Laminate
- Appliances
- Dishwasher, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- Southwest
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
HOA & Financial
- HOA fee
- $35 / Annually
- Monthly HOA
- $3/mo
- Total monthly fees
- $3/mo
- Total annual fees
- $35
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to verify with HOA
Exterior & Construction
- Exterior features
- Garden, Lighting, Private Yard
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Concrete
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Sewer Connected, Water Connected
Community
- Pets allowed
- Breed Restrictions, Yes
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 |
|---|---|---|
| Kitchen | First | |
| Living Room | First | |
| Dining Room | First | |
| Primary Bedroom | First | |
| Bedroom 2 | First | |
| Office | First | |
| Bonus Room | First |
Listing Details
- Listing date
- 2026-09-29
- On market date
- 2026-09-29
- Original list price
- $499,000
- Occupant type
- Owner
- MLS area
- 32708 - Casselberrry/Winter Springs / Tuscawilla
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-29
- Tax legal description
- LOT 321 OAK FOREST UNIT 3 PB 27 PGS 92 & 93
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 SR-408-TOLL E (East-West Expy). Take exit 18 toward Daytona Beach onto SR-417-TOLL N (Central Florida GreeneWay). Take exit 38 toward SR-426/Aloma Ave onto SR-426 W (W Sr-426). Turn right onto Tuskawilla Rd. Make a U-Turn at Arbor Glen Cir onto Tuskawilla Rd. End at 855 Benchwood Dr
Property sale history
Public records855 BENCHWOOD DR, WINTER SPRINGS 32708
- Oct 2025$495,000
2,268 sq ft · Built 1984 · 0.3727 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
More homes like this
$350,000
615 Pearl Rd
Winter Springs, FL 32708
3 bd · 2 ba · 1,784 sqft
North Orlando Ranches Sec 08
MLS ID #O6445919, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$520,000
734 Seneca Meadows Rd
Winter Springs, FL 32708
4 bd · 2 ba · 2,123 sqft
Parkstone Unit 3
MLS ID #O6445321, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$425,000
4835 Jackstaff Way
Oviedo, FL 32765
3 bd · 3 ba · 1,846 sqft
Towns At Tuskawilla Commons
MLS ID #S5156634, LA ROSA REALTY KISSIMMEE.
Listing provided by Stellar MLS
$600,000
300 Sprucewood Rd
Lake Mary, FL 32746
3 bd · 3 ba · 2,834 sqft
Lake Mary Woods
MLS ID #O6418607, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
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 30, 2026 at 6:48 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA