231 Chestnut Ridge St, Winter Springs, FL 32708

Off Market May 2025 for $897K

$898,334

Est. refi paymentEst. refi $5,396/mo

•

2,908

sq ft

231 Chestnut Ridge St, Winter Springs, FL 32708

About this home

One or more photo(s) has been virtually staged. TURN-KEY LUXURY | COMPLETE PREMIUM RENOVATION | PRIME LOCATION Discover a one-of-a-kind gem in the heart of picturesque Tuscawilla, a prominent private country club community where scenic streets blend seamlessly with natural beauty, recreational spaces, and prime access to top-tier amenities. Nestled high and dry on a ridge, this stunning two-story corner lot sits deep within a tranquil cul-de-sac in the desirable Chestnut Ridge neighborhood, ensuring minimal traffic and enhanced safety. Instantly striking, the home's curb appeal boasts newly landscaped grounds adorned with mature magnolias and over 14 species of lush flora. High-arching linear columns and a refined, polished color palette set the stage for the luxury within. Through a breathtaking original stained-glass entryway, an inviting high-ceiling foyer flooded with natural light welcomes you into a home that masterfully balances openness with warmth, elegance, and functionality. LUXURIOUS INTERIOR | THOUGHTFULLY DESIGNED SPACE The first-floor dazzles with large-format porcelain tile in a smoky white onyx finish, seamlessly complemented by resilient, waterproof COREtec luxury vinyl flooring in a peaceful Wiltshire oak hue, which continues up the staircase and throughout the second level. At the heart of the home, the grandeur of the Great Room unfolds with its soaring ceilings—an entertainer’s dream, already pre-wired for a premium sound system. The chef’s kitchen is a masterpiece, featuring Level 6 Quartz countertops & backsplash, 12-ft breakfast bar for casual gatherings, High-quality 42” solid wood cabinetry with crown molding, ¾” dovetail drawers, Soft-close, New stainless steel appliances & garbage disposal, Spacious island with built-in electrical outlets, Walk-in pantry for ultimate storage convenience. Adjacent French doors lead to a private outdoor retreat, featuring a screened-in enclosure (pet screen) with covered lanai (pre-wired for sound and on-ground Jacuzzi), and a resurfaced lagoon-style pool, perfect for relaxing or entertaining. Laundry room includes brand-new washer, dryer & utility sink. Epoxy-coated garage floor, ample shelving & storage space. PRIMARY SUITE | A TRANQUIL SANCTUARY The primary ensuite bedroom is a true escape, offering serene pool views and an elegantly designed bathroom featuring an oversized, floor-level glass shower with dry area and premium, high-end finishes throughout. SECOND FLOOR | SPACIOUS & VERSATILE LIVING Ascending the staircase, four oversized bedrooms and two bathrooms (granite finishes) await, thoughtfully designed for a growing family. The second ensuite bedroom with attached full bath features Pre-wired sound system with in-ceiling speakers, two built-in closets, ideal for an in-law suite, guests or private studio. UNMATCHED LIFESTYLE | IDEAL FOREVER HOME This coveted Tuscawilla address, appealing to high taste, offers access to the exclusive Tuscawilla Country Club with pristine Diamond Zoysia greens, walking & biking paths (Cross Seminole Trail), expansive Trotwood Park, A rated Seminole County schools, 417 Greenway, Orlando Airport & major tech hubs. This immaculate, turn-key luxury residence harmoniously blends privacy, family, functionality and community, nurturing the ever-present trend to stay and prosper generationally! Don't miss the chance to create your dream future in Tuscawilla! SEE ATTACHED EXTENSIVE UPGRADES LIST, 4-POINT INSPECTION, WIND MITIGATION REPORT reRoof. Schedule your private showing today!

Property Description: Corner Unit, Elevated

Single-familyProperty Type

1993Year Built

0.25 acresLot Size

$309Est. Price/Sq.Ft.

2 car garageParking

Listed by Vasiliki Rollas • YOUNG REAL ESTATE

Contact: 407-904-0069

Bought with Chris Sheedy • COLDWELL BANKER REALTY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6276739

Redfin Estimate

$898,334

$1,334 since sold in May 2025$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 28.7% higher than the average sale price ($698K) of 5 comparable homes.

SOLD AUG 5, 2026
$705,000
A
5 beds3 baths3,266 sq ft
2258 Blossomwood Dr, Oviedo, FL 32765
SOLD JUL 21, 2026
$712,500
B
5 beds3 baths3,251 sq ft
1212 Needlewood Loop, Oviedo, FL 32765
SOLD AUG 18, 2026
$835,000
C
4 beds3 baths2,749 sq ft
1647 Eagle Nest Cir, Winter Springs, FL 32708
SOLD JUL 23, 2026
$552,000
D
4 beds3 baths2,474 sq ft
214 Chestnut Ridge St, Winter Springs, FL 32708
SOLD AUG 17, 2026
$685,000
E
4 beds3 baths2,460 sq ft
2151 Candleridge Ct, Oviedo, FL 32765

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Earn from this home

Sell

$143,685

Est. take-home

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Refinance

Est. cash available

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Rent

$4,111/mo

Redfin rental estimate

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Market trends in 32708, FL

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.0%

+0.3% MoM

Median sale price

$435K

$6K MoM

Avg. days on market

32d

2 days MoM

Recently sold homes

163

11 MoM

New listings for sale

$175,000
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284 Woodgreen Ln, Winter Springs, FL 32708
$525,000
4 beds2 baths1,931 sq ft
699 N Endeavour Dr, Winter Springs, FL 32708
$425,000
3 beds2 baths1,658 sq ft
744 Barrington Cir, Winter Springs, FL 32708
$349,000
3 beds2 baths1,168 sq ft
203 Cottonwood Dr, Winter Springs, FL 32708
$449,000
3 beds2 baths1,484 sq ft
1714 Fox Glen Ct, Winter Springs, FL 32708
OPEN TUE, 4PM TO 6PM
$409,900
3 beds2 baths1,663 sq ft
519 Pleasant Grove Dr, Winter Springs, FL 32708
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1 bed1 bath710 sq ft
220 Moree Loop #1, Winter Springs, FL 32708
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3 beds3.5 baths1,854 sq ft
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3D WALKTHROUGH
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3D WALKTHROUGH
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See all

Provided by Redfin

Sale history for 231 Chestnut Ridge St

Tax history for 231 Chestnut Ridge St

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

2020

Sq. Ft.

2,908

Year built

1993

Style

Single Family Residential

County

Seminole County

APN

18213151100000280

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

PUD

Planned Unit Development District

The intent and purpose of the planned unit development PUD district are to accomplish, through a master plan with an appropriate mix of uses, a more desirable environment and efficient land use pattern than would be possible through a strict application of Euclidian zoning, while adhering to the provisions of the comprehensive plan and applicable federal and state regulations. The purpose of the PUD is further defined to: Allow a more flexible management structure for the efficient, orderly, and sustainable integration of uses, consistent with and complementary to their context within the community; Create a greater sense of place, community, and neighborhood identity, through superlative urban design and innovation; Provide a development plan that is compatible with and complements the surrounding community, creating a safe inviting environment, a sense of place, and neighborhood cohesiveness; Maintain, enhance, and preserve salient or otherwise significant existing natural features, by identifying these features and designing the project to incorporate them as view-sheds, terminating vistas, focal points, and/or other scenic amenities; Provide the greatest choice of realistic, safe, functional, interconnected, and convenient multi-modal transportation options within the PUD and with the surrounding areas; Limit urban sprawl, greenhouse gas emissions, stormwater runoff, and vehicle miles traveled; Provide economically efficient means for delivery of government services and infrastructure; Provide a mix of housing designed in pedestrian scale neighborhood unit increments; Incorporate energy and water efficient land use patterns and technologies beyond the minimums required by state law or the Florida Building Code; Promote positive interaction among and between uses and, where residential is included, the use of residential housing types that could not readily be accomplished through Euclidean zoning; Incorporate crime prevention through environmental design CPTED principles compatible with the pedestrian-oriented design; and Further the goals, objectives and policies of the comprehensive plan.

Nov 6, 2025 • Final

Residential- window/door

Remove and replace windows with new windows of the same size.

Remodel

Feb 5, 2025 • Final

Roof - residential

Remove and replace the roof on a single-family home with shingles.

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Parking Features: Covered, Curb Parking, Driveway, Garage Door Opener, Garage Faces Side, Ground Level, Guest, Off Street, On Street, Other, Oversized
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 5

Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Corridor Access, Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Other Rooms Information
Additional Rooms: Attic,Breakfast Room Separate,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Great Room,Inside Utility,Interior In-Law Suite w/Private Entry,Media Room,Storage Rooms
# of Rooms: 13

Heating & Cooling
Heating Information: Central, Electric, Exhaust Fan, Zoned
Cooling Information: Central Air, Zoned

Interior Features
Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-in Closet(s), Window Treatments
Window Features: Blinds, Double Pane Windows, Drapes, Storm Window(s), Insulated Windows, Rods, Tinted Windows
Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Other, Range, Refrigerator, Washer
Flooring: Concrete, Tile
Building Elevator YN: 0

Exterior

Building Information
Construction Materials: Block, Concrete, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Deck, Enclosed, Front Porch, Patio, Screened
Exterior Features: French Doors, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered
Fencing: Vinyl

Pool Information
Pool Dimensions: 12 x 24
Spa Features: Above Ground, Other
Has Private Pool
Pool Features: Deck, Gunite, In Ground, Lighting, Other, Screen Enclosure, Tile

Property Features
Universal Property Id: US-12117-N-18213151100000280-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Other Equipment: Irrigation Equipment
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Zoning: PUD

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Green Landscaping: Fl. Friendly/Native Landscape
Total Acreage: 1/4 to less than 1/2

Lot Information
Lot Features: Corner Lot, Cul-De-Sac, City Limits, In County, Key Lot, Landscaped, Near Golf Course, Private, Sidewalk, Sloped, Street Dead-End, Paved
Lot Size Acres: 0.25
Lot Size Dimensions: 92x120.5
Road Surface Type: Asphalt, Paved
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 1032
Planned Unit Development YN: 1

Building Information
MFR_BuildingAreaTotalSrchSqM: 342.07

Financial

Tax Information
Tax Annual Amount: $4,620.21
Tax Year: 2024

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public, See Remarks
Sewer: Public Sewer
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Public, Sewer Available, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Available, Water Connected

Location

Multi-Family Financial Information
Total Annual Fees: $504.99
Total Monthly Fees: $42.08

Multi-Unit Information
Unit Number YN: 0
Furnished: Turnkey

HOA Information
Association Name: c/o Don Asher Management
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Required
Association Approval Required Y/N: 0
Monthly HOA Amount: 42.08
Association Fee: $504.99
Association Fee Frequency: Annually
Association Fee Includes: Common Area Taxes, Electricity, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance, Management, Water

School Information
Elementary School: Rainbow Elementary
Middle Or Junior High School: Indian Trails Middle
High School: Winter Springs High

Location Information
Directions: From Vistawilla Dr, turn onto Northern Way, Right onto Winter Springs Blvd. Left onto Greenbriar Ln, Left onto Chestnut Ridge St. to #231. From Tuskawilla Rd., turn onto Winter Springs Blvd. Right at the 2nd cross street onto Northern Way. Left onto Greenbriar Ln. Right onto Chestnut Ridge St. to #231. From Tuscora Dr., turn onto Winter Springs Blvd. Right onto Greenbriar Ln. Left onto Chestnut Ridge St. to #231.

Community Information
Community Features: Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Park, Pool, Racquetball, Sidewalks, Tennis Court(s), Street Lights
Pets Allowed: Yes
Management: Full Time

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 2,908
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: 2020
County: Seminole County
APN: 18213151100000280

Home facts updated by county records on Aug 3, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-904-0069
Previous Status: Pending
Backups Requested YN: 0

Listing Date Information
Days to Contract: 47
Status Contractual Search Date: 2025-05-15

Listing Price Information
Calculated List Price By Calculated Sq Ft: 308.46

Green Information
Green Verification Count: 0
Direction Faces: Southeast
Green Energy Efficient: Appliances, HVAC, Lighting, Roof, Water Heater

Home Information
Living Area: 2908
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 270.16
Building Area Total: 3682
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block, Slab
Levels: Two
Security Features: Security Lights, Security System, Smoke Detector(s)

Around this home

Schools

Rainbow Elementary School

Public PreK-5 • Assigned • 1.0mi

10/10

Indian Trails Middle School

Public 6-8 • Assigned • 1.8mi

7/10

Winter Springs High School

Public 9-12 • Assigned • 2.9mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 22 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winter Springs, FL • 32708

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$854,000 – $1.03M

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Home values near 231 Chestnut Ridge St

Data from public records.

Address	Redfin Estimate
224 Chestnut Ridge Street, Winter Springs, FL 5 Beds \| 4 Baths \| 3337 Sq. Ft.	$828,753
226 Chestnut Ridge Street, Winter Springs, FL 4 Beds \| 2.5 Baths \| 2902 Sq. Ft.	$801,043

Address	Redfin Estimate
222 Chestnut Ridge Street, Winter Springs, FL 4 Beds \| 3.5 Baths \| 3394 Sq. Ft.	$790,617
216 Chestnut Ridge Street, Winter Springs, FL 4 Beds \| 4 Baths \| 2394 Sq. Ft.	$640,426

Address	Redfin Estimate
228 Chestnut Ridge Street, Winter Springs, FL 4 Beds \| 2 Baths \| 2276 Sq. Ft.	$608,947
214 Chestnut Ridge Street, Winter Springs, FL 4 Beds \| 3 Baths \| 2474 Sq. Ft.	$614,241

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 32708, FL

Sale history for 231 Chestnut Ridge St

Tax history for 231 Chestnut Ridge St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 32708

Home values near 231 Chestnut Ridge St

More real estate resources