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$799,000
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Property Description
Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs' kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10" crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef's island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet "Uline" beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8' tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that's hard to beat!
Full Property Details
Full Property Details for 226 Chestnut Ridge St
General
- Sold For: $799,000
- HOA FEE: $44/month
- HOA FEE FREQ.: Annually
- Taxes: $4,461 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6398877
- Added to Site: 95 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 9
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Terrazzo, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Pool Sweep, Screen Enclosure, Solar Heat
Exterior
- Exterior Features: French Doors, Irrigation System, Private Mailbox, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
- County: Seminole
- Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
- Subdivision: CHESTNUT RIDGE
- Driving Directions: From 1315 Tuskawilla rd , turn right onto Dyson Dr, turn left onto Sheland Ave, turn right onto Northern Way, turn left onto Greenbriar Ln, turn right onto Chestnut Ridge St, home is 0.2 miles on the left
- Direction Faces: Southwest
School Information
- Elementary School: Rainbow Elementary
- Middle School: Indian Trails Middle
- High School: Winter Springs High
Community
- Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
- Community Features: Deed Restrictions, Golf, Sidewalks
- Association: Yes
- Assoc. Name: Don Asher/Nuria Esquilin
- Pet Restrictions: Please verify with HOA any pet restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Fiber Optics, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Drapes, Tinted Windows
- Stories/Levels: Two
- Square Feet: 2,902
- Sq. Ft. Source: Public Records
- Living Area: 2,902 Sq. Ft.
- Year Built: 1994
Lot Features
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 9,206
- Lot Size: 9206
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Masonry
Financial Considerations
- Association Fee: $530
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $4,461
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 39 CHESTNUT RIDGE PB 46 PGS 25 & 26
- Flood Zone Info: X
- APN: 18213151100000390
- Property ID: 18213151100000390
Listed by Re/Max Town & Country Realty
Sold by Re/Max 200 Realty
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Schools
Schools serving 226 Chestnut Ridge St
School District:Seminole County School District
| Name | Grades | Distance |
|---|---|---|
Rainbow Elementary School, Winter Springs, FL 1412 Rainbow Trail, Winter Springs, FL 32708 | K-5 | 1 mi |
Indian Trails Middle School, Winter Springs, FL 415 Tuskawilla Road, Winter Springs, FL 32708 | 6-8 | 1.7 mi |
Winter Springs High School 130 Tuskawilla Road, Winter Springs, FL 32708 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 226 Chestnut Ridge St
Date
Details
Price
Change
Source
7/13/2026
Sold
$799,000
-3.14%
MLS
4/17/2026
Listed
$824,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
226 Chestnut Ridge Street, Winter Springs, FL 32708 (MLS# O6398877) is a Single Family property that was sold at $799,000 on July 13, 2026. Want to learn more about 226 Chestnut Ridge Street? Do you have questions about finding other Single Family real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.

