214 Chestnut Ridge St

Winter Springs, FL 32708

$675,000
Price
4
Beds
2,474 Sq. Ft.
$273 / Sq. Ft.
2,474
Sq. Ft.
$273
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Virtual Tour
Virtual Tour
a view of a white house with a yard and potted plants
a view of an outdoor space and a yard
a picture of flowers
a front view of a house with plants
an aerial view of residential houses with outdoor space and street view
a front view of a house with a yard and garage
a balcony with yard and outdoor seating
a balcony with wooden floor
a front view of a house with garden
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher and cabinets with wooden floor
a kitchen with stainless steel appliances wooden cabinets and a stove top oven
a living room with furniture and a potted plant
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a kitchen with granite countertop a sink stove and cabinets
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and wooden cabinets with wooden floor
a kitchen with stainless steel appliances granite countertop a sink a stove and cabinets
a view of a livingroom and dining room
a bedroom with furniture and a large window
a living room with furniture a fireplace and a flat screen tv
a bedroom with a bed a flat screen tv and a fireplace
a view of empty room with windows
a view of walk in closet with clothes and shoes
a spacious en suite bathroom with a double vanity sink and a large mirror
a bathroom with a sink and a mirror with bathtub
a spacious bathroom with a tub shower and mirror
a view of a hallway with wooden floor and entryway
a room with gym equipment
a room with gym equipment and a large window
wooden floor in an empty room
a view of an empty room with a window
a bathroom with a sink toilet and shower
a bathroom with a toilet a sink and a window
a living room with furniture and a toilet
an empty room with staircase and a ceiling fan
a view of an empty room
an empty room with a window
a view of a hallway with wooden floor and a bathroom
an empty room with a ceiling fan and a window
an empty room with chandelier fan and windows
an empty room with fan and entrance
a bathroom with a toilet a sink and shower
a bathroom with a shower and a mirror
a utility room with dryer and washer
a view of an outdoor space and a lake view
an aerial view of a house with swimming pool and garden
a plant that is in front of a building
a front view of a house with a yard and potted plants
a front view of a house with a large window and potted plants
a front view of a house with a yard
a front view of a house with a yard table and chairs
a view of backyard with swimming pool and green space
an aerial view of a house with a swimming pool
a view of a chairs and tables in a outdoor space
a view of storage and utility room

Description

Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club. Priceless view! View video walk through tour. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive...Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club. Priceless view! View video walk through tour. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. Highlighted extra. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A must see!
  1. Listed by Laurie Cain • Brokerage DRE #1027059 • CHARLES RUTENBERG REALTY ORLANDO
    P: (407)-484-9944 C: (407)-484-9944 LaurieCashCain@gmail.com

Property Details for 214 Chestnut Ridge Street

Subdivision Name
CHESTNUT RIDGE
Township
21
Garage Spaces
3
View
Golf Course, Park/Greenbelt
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 03/18/2026 04:29 PM

Property Details for 214 Chestnut Ridge Street

StatusActive
MLS #O6372400
Days on Market41
Taxes$5,539 / year
HOA Fees$504 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2001
Lot Size0.26 AC / 11,111 SF
CountySeminole County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO, Laurie Cain
Add your commute

Virtual Tour

Building Information for 214 Chestnut Ridge Street

Stories2Year Built2001Building Size-Lot Size0.26 AC / 11,111 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,903 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,399

Property Taxes

$462

HOA Dues

$42

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 214 Chestnut Ridge Street

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3473.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • Directions: From the corner of Tuskawila road and Red bug Road heading north on Tuskawilla road to the main Tuscawilla entrance. Follow to Winter Springs Blvd and turn right. Go past the Tuscawilla COuntry CLub to Greenbriar. Turn right and follow to Chestnut Ridge..Turn left and follow to home on the left.
  • Middle Or Junior School: Indian Trails Middle
  • High School: Winter Springs High
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 214
  • Street Name: CHESTNUT RIDGE
  • Street Suffix: STREET
  • State: FL
  • City: WINTER SPRINGS
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 34x26
  • Garage: Yes
  • Parking Features: Boat, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Golf Cart Parking, Oversized, Tandem, Workshop in Garage
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Common Area Taxes, Insurance, Manager
  • Association Fee Requirement: Required
  • Association Name: Nuria
  • Association Phone: 407425-4561
  • Association: Yes
  • CDD: No
  • Pet Restrictions: See HOA rules and Regulations for any and all pet restrictions
  • Tax Block: 0000
  • Tax Book Number: 46-25
  • Tax Legal Description: LOT 45 CHESTNUT RIDGE PB 46 PGS 25 & 26
  • Tax Lot: 45
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Cleared, Greenbelt, City Lot, On Golf Course
  • Parcel Number: 18213151100000450
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Living Area: 2474
Property and Assessments
  • Year Built Numeric: 2001
  • Amenities Additional Fees: You can join the Tuscawilla COuntry Club. Many different type of memberships available.
  • Flood Zone Code: X
  • Flood Zone Date: 09-28-2007
  • Flood Zone Panel: 12117C0190F
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 31
  • Public Survey Section: 18
Utilities
  • Electric: Photovoltaics Seller Owned
  • Green Energy Efficient: HVAC
  • Green Energy Generation: Solar
  • Green Water Conservation: Low-Flow Fixtures
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Solar, Street Lights, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Other, Stucco, Wood Frame
  • Exterior Features: Awning(s), Irrigation System, Private Mailbox, Rain Gutters, Sidewalk
  • Foundation Details: Block, Other, Slab
  • Green Landscaping: Fl. Friendly/Native Landscape
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Security Features: Security Lights, Security System, Smoke Detector(s)
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Attic, Breakfast Room Separate, Formal Dining Room Separate, Great Room, Inside Utility
  • Appliances: Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace Features: Gas, Living Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Marble, Hardwood
  • Green Indoor Air Quality: HVAC Filter MERV 8+
  • Heating: Central, Electric, Exhaust Fan, Heat Pump
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Laundry Features: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: No
  • Window Features: Blinds, Double Pane Windows
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK

Property History for 214 Chestnut Ridge Street

DateEvent & SourcePriceAppreciation
Mar 11, 2026

Price Change

MFRMLS #O6372400

$675,000—
Feb 21, 2026

Listed (Active)

MFRMLS #O6372400

$700,000—
Apr 30, 2020

Sold (Public Record)

Public Record #670725836

$490,000

+3.6% / yr

Apr 30, 2020

Sold

MFRMLS #O5839545

$490,000—
Mar 29, 2020

Pending

MFRMLS #O5839545

—
Jan 27, 2020

Listed (Active)

MFRMLS #O5839545

$524,900—
Jun 29, 2012

Sold (Public Record)

Public Record #334969348

$370,000—
Jun 29, 2012

Sold

MFRMLS #O5098276

$370,000—
May 22, 2012

Pending

MFRMLS #O5098276

—
Apr 30, 2012

Listed (Active)

MFRMLS #O5098276

$399,000—
Jul 2, 2010

Sold

MFRMLS #O4985026

—
Jun 1, 2010

Listed (Active)

MFRMLS #O4985026

$419,900—
Apr 1, 2009

Sold

MFRMLS #O4902582

—
Mar 13, 2009

Listed (Active)

MFRMLS #O4902582

$489,900—
Dec 10, 2008

Withdrawn

MFRMLS #O4879948

$499,900—
Nov 1, 2008

Listed (Active)

MFRMLS #O4879948

$499,900—
Oct 31, 2008

Expired

MFRMLS #O4832212

$524,900—
Feb 23, 2008

Listed (Active)

MFRMLS #O4832212

$599,900—
DateEvent & SourcePrice
03/11/2026

Price Change

MFRMLS #O6372400

$675,000
02/21/2026

Listed (Active)

MFRMLS #O6372400

$700,000
04/30/2020

Sold (Public Record)

Public Record #670725836

$490,000

+3.6% / yr

04/30/2020

Sold

MFRMLS #O5839545

$490,000
03/29/2020

Pending

MFRMLS #O5839545

—
01/27/2020

Listed (Active)

MFRMLS #O5839545

$524,900
06/29/2012

Sold (Public Record)

Public Record #334969348

$370,000
06/29/2012

Sold

MFRMLS #O5098276

$370,000
05/22/2012

Pending

MFRMLS #O5098276

—
04/30/2012

Listed (Active)

MFRMLS #O5098276

$399,000
07/02/2010

Sold

MFRMLS #O4985026

—
06/01/2010

Listed (Active)

MFRMLS #O4985026

$419,900
04/01/2009

Sold

MFRMLS #O4902582

—
03/13/2009

Listed (Active)

MFRMLS #O4902582

$489,900
12/10/2008

Withdrawn

MFRMLS #O4879948

$499,900
11/01/2008

Listed (Active)

MFRMLS #O4879948

$499,900
10/31/2008

Expired

MFRMLS #O4832212

$524,900
02/23/2008

Listed (Active)

MFRMLS #O4832212

$599,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 214 Chestnut Ridge Street

Taxable ValueLand-Additions-Total-
Tax Record2025$5,889 ($491 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt2,474 SqFtAbove Grade Finished SqFt2,474 SqFtStories2Lot Size10,564 SqFtStyleSingle Family ResidenceYear Built2001CountySEMINOLEAPN18-21-31-511-0000-0450Fireplace TypeHas Fireplace

Schools near 214 Chestnut Ridge Street

This home is within Seminole County Public Schools.
Rating
School
Type
Grades
Distance
Rainbow Elementary School
Public - PK to 5
Indian Trails Middle School
Public - 6 to 8
Winter Springs High School
Public - 9 to 12
Choices In Learning Charter School
Charter - K to 5
Rating
School
Distance
Rainbow Elementary School
PublicPK to 5

Indian Trails Middle School
Public6 to 8

Winter Springs High School
Public9 to 12

Choices In Learning Charter School
CharterK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 214 Chestnut Ridge Street, Winter Springs, FL 32708

214 Chestnut Ridge Street is a single family home for sale in Winter Springs, FL 32708. This property was listed for sale on February 21, 2026 by CHARLES RUTENBERG REALTY ORLANDO, it's currently listed at $675,000. It has been on the market for a total of 41 days and was last sold on April 30, 2020. This listing's school district is Seminole County Public Schools. Nearby schools include Rainbow Elementary School, Indian Trails Middle School and Winter Springs High School. 214 Chestnut Ridge Street is a 4-bed, 3-bath, 2,474 sqft single family home built in 2001.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO, Laurie Cain

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/18/2026 04:29 PM