$824,900

226 Chestnut Ridge Street

Winter Springs, FL 32708

Pending
4
Beds
3
Baths
2,902
Sq Ft
0.21
Acres
1994
Built
Private poolFireplace$284/sqft
🏠Single Family Residence

Property type

🏗️1994

Year built

📐9,206 sqft

Lot size

📊$284

Price / sq ft

🏘️$44/mo

HOA dues

📅43

Days on market

🚗2

Garage spaces

🌊X

Flood zone

About this home

Under contract-accepting backup offers. 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!

Estimated monthly payment

Principal & interest$4,171
Property taxes$372
Home insurance (est.)$378
HOA dues$44

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 history43 days on market

  1. Status: Pending
    May 31, 2026
  2. Listed$824,900
    Apr 17, 2026
  3. Price increased$824,900

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
43
Subdivision
Chestnut Ridge
County
Seminole
Year built
1994
Living area
2,902 sq ft
Price/sq ft
$284
Building area
3,656 sq ft (Public Records)
Lot size
9,206 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12117C0190F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$4,461 (2024)
Parcel #
18-21-31-511-0000-0390
Zoning
PUD
MLS #
O6398877

Interior Details

Bedrooms
4
Full bathrooms
2
Half bathrooms
1
Flooring
Carpet, Terrazzo, Tile, Wood
Appliances
Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer, Wine Refrigerator
Interior features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
Southwest
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$530 / Annually
Monthly HOA
$44/mo
Total monthly fees
$44/mo
Total annual fees
$530
HOA name
Don Asher/Nuria Esquilin
CDD
No
Homestead exemption
Yes
Min lease term
7 Months
Listing terms
Cash, Conventional, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
French Doors, Private Mailbox, Sidewalk, Sliding Doors
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Fiber Optics, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryARainbow ElementaryGreatSchools ↗
MiddleAIndian Trails MiddleGreatSchools ↗
High SchoolWinter Springs HighGreatSchools ↗

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

RoomLevelDimensions
KitchenFirst18.8x13.1
Dining RoomFirst14x11.4
OfficeFirst13.5x12.5
Great RoomFirst18.1x16.11
Primary BedroomFirst14.2x19.4
Bedroom 2Second10.6x14.9
Bedroom 3Second14.4x13.6
Bedroom 4Second14.4x13.6
LoftSecond18.11x15

Listing Details

Listing date
2026-04-17
On market date
2026-04-17
Original list price
$824,900
Occupant type
Owner
MLS area
32708 - Casselberrry/Winter Springs / Tuscawilla
Listing AOR
Orlando Regional
Status changed
2026-05-31
Tax legal description
LOT 39 CHESTNUT RIDGE PB 46 PGS 25 & 26

Flood risk

Minimal riskFEMA Zone XPanel 12117C0190F

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 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

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MLS GRID

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 May 30, 2026 at 9:42 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA