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$824,900
1 Day On Site

226 CHESTNUT RIDGE STREET
WINTER SPRINGS, FL 32708

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,902
SqFt
$284
/SqFt
1994
Built
Subdivision:
CHESTNUT RIDGE
County:
Seminole
Call Now: 407-810-1374
Is this the listing for you? We can help make it yours.
407-810-1374
226 CHESTNUT RIDGE STREET226 CHESTNUT RIDGE STREET226 CHESTNUT RIDGE STREET226 CHESTNUT RIDGE STREET
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Monthly Payment (Est.)

$3,764
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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!

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Listing Snapshot
Price 
$824,900
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
2,902 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.21 Acres
Year Built 
1994
MLS® Number 
O6398877
Status 
Active
Property Tax 
$4,461
HOA/Condo/Coop Fees 
$44.17 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
20 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.21
Attached Garage 
Yes
Direction Faces 
Southwest
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3656
Style 
Traditional
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
PUD
Interior Features
Appliances 
Convection OvenDishwasherDisposalDryerElectric Water HeaterMicrowaveRefrigeratorWasherWine Refrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomWood Burning
Flooring 
CarpetTerrazzoTileWood
Furnished 
Unfurnished
Heating 
Central
Interior 
Built-in FeaturesCathedral Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Window Features 
BlindsDrapesTinted Windows
Bedroom 2 
Dimensions - 10.6x14.9Level - Second
Bedroom 3 
Dimensions - 14.4x13.6Level - Second
Bedroom 4 
Dimensions - 14.4x13.6Level - Second
Dining Room 
Dimensions - 14x11.4Level - First
Great Room 
Dimensions - 18.1x16.11Level - First
Kitchen 
Dimensions - 18.8x13.1Level - First
Loft 
Dimensions - 18.11x15Level - Second
Master Bedroom 
Dimensions - 14.2x19.4Level - First
Office 
Dimensions - 13.5x12.5Level - First
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Exterior Features
Construction Details 
BlockStucco
Fencing 
Masonry
Lot Features 
LandscapedNear Golf CoursePaved
Patio And Porch 
CoveredRear PorchScreened
Pool Features 
GuniteIn GroundPool SweepScreen EnclosureSolar HeatPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
BlindsDrapesTinted Windows
Community Features
Association Dues 
530
Community Features 
GolfSidewalks
Financing Terms Available 
CashConventionalVA Loan
HOA Fee Frequency 
Annually
MLS Area 
32708 - Casselberrry/Winter Springs / Tuscawilla
Roads 
Paved
Township 
21
Schools
School District
Unknown
Elementary School
Rainbow Elementary
Middle School
Indian Trails Middle
High School
Winter Springs High
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY (407) 630-0027



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-19 06:14 AM EDT

Neighborhood & Commute
Source: Walkscore
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