5575 S Castlebay Drive
Springfield, MO 65809
Highland Springs
4 Beds
4 Baths
6,125 sqft (on 0.54 acres)
4 Beds
4 Baths
6,125 sqft
(on 0.54 acres)
Local Information
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Description
Experience refined living in Highland Springs--Springfield's premier private, gated, nationally recognized country club community. This exceptional 4 bed, 4 bath estate blends timeless craftsmanship with upscale amenities, offering a lifestyle overlooking one of the region's most prestigious golf settings.Inside, you'll find soaring ceilings, rich millwork, and a layout perfect for both entertaining and everyday comfort. Off the foyer, a sophisticated office with custom built-ins and hardwood floors includes its own full bath.The main living area centers around a striking see-through fireplace shared with the dining room, while an elevator offers convenience between two of the three levels. The gourmet kitchen features marble and granite countertops, stainless appliances, a gas cooktop, and a beautifully tiled backsplash. The main-floor primary suite includes a tray ceiling, spa-like bath with dual vanities, walk-in tiled shower, and jetted tub.Upstairs offers a spacious bedroom, full bath, and private study ideal for reading, work, or hobbies.The basement is built for entertaining with a game room, wet bar, media room, and cozy family room with another see-through fireplace. A large bedroom with en-suite bath creates a great setup for guests or multigenerational living.Enjoy year-round comfort in the enclosed patio--perfect for morning coffee or evening relaxation. Outside, a circle drive and 3-car garage add both elegance and convenience.A rare opportunity to live within Highland Springs Country Club--an exclusive, amenity-rich community known for championship golf, top-tier security, and an unmatched lifestyle.
Home Highlights
Parking
3 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
$150/Monthly
Price/Sqft
$210
Listed
157 days ago
Home Details for 5575 S Castlebay Drive
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MLS Status: Active |
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Interior Details Basement: Finished,FullWet Bar |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 6125 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Built-In Electric Oven, Exhaust Fan, Disposal, DishwasherDishwasherDisposalLaundry: Main Level,In Basement,W/D Hookup |
Heating & Cooling Heating: Forced Air,Central,Fireplace(s),Zoned,Natural GasHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ZonedHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Fireplace: Family Room, Basement, Two or More, See Through, Living RoomSpa: BathHas a FireplaceHas a Spa |
Windows, Doors, Floors & Walls Flooring: Carpet, Tile, Hardwood |
Levels, Entrance, & Accessibility Stories: 2Levels: One and One HalfAccessibility: Accessible Elevator InstalledElevatorFloors: Carpet, Tile, Hardwood |
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Exterior Home Features Roof: SlatePatio / Porch: Enclosed, Covered, PatioExterior: Rain GuttersNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Garage Faces Side,Driveway |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 3671 Square FeetFinished Area (below surface): 2454 Square Feet |
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Days on Market: 157 |
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Year Built Year Built: 1992 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional |
Building Construction Materials: Wood Siding, Brick |
Property Information Parcel Number: 1922300053 |
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Price List Price: $1,289,000Price Per Sqft: $210 |
Status Change & Dates Possession Timing: Close Of Escrow |
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Direction & Address City: SpringfieldCommunity: Highland Springs |
School Information Elementary School: RogersvilleJr High / Middle School: RogersvilleHigh School: Rogersville |
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Listing Agent Listing ID: 60311020 |
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Building Area Building Area: 6125 Square Feet |
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HOA Fee Includes: Common Area Maintenance, Trash, Security, Gated EntryHOA Fee: $150/Monthly |
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Lot Area: 0.54 acres |
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Listing Terms: Cash, Owner Will Carry, Conventional |
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BasementMls Number: 60311020Attribution Contact: klrw369@kw.comAbove Grade Unfinished Area: 3671Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet |
Last check for updates: about 10 hours ago
Listing courtesy of Johnathan Little, (417) 413-4923
Keller Williams
Source: SOMOMLS as distributed by MLS GRID, MLS#60311020
Also Listed on SOMOMLS as distributed by MLS GRID.
Price History for 5575 S Castlebay Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 03/04/2026 | $1,289,000 | PriceChange | SOMOMLS as distributed by MLS GRID #60311020 |
| 12/03/2025 | $1,400,000 | Listed For Sale | SOMOMLS as distributed by MLS GRID #60311020 |
| 07/30/2014 | $599,900 | ListingRemoved | Agent Provided |
| 06/25/2014 | $599,900 | PriceChange | Agent Provided |
| 05/23/2014 | $649,500 | Listed For Sale | Agent Provided |
| 03/15/2014 | $674,900 | ListingRemoved | Agent Provided |
| 02/24/2014 | $674,900 | PriceChange | Agent Provided |
| 01/20/2014 | $699,900 | PriceChange | Agent Provided |
| 12/18/2013 | $749,900 | PriceChange | Agent Provided |
| 08/23/2013 | $799,900 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,572 |
| Assessment | $893,000 |
Home facts updated by county records
Comparable Sales for 5575 S Castlebay Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | - | 05/27/25 | 4 | 4 | 6,451 | |
0.28 | Single-Family Home | - | 04/02/26 | 5 | 3.5 | 3,907 | |
0.43 | Single-Family Home | - | 02/13/26 | 4 | 3.5 | 4,172 | |
0.26 | Single-Family Home | - | 01/27/26 | 4 | 3 | 3,042 | |
0.41 | Single-Family Home | - | 09/30/25 | 3 | 3.5 | 4,227 | |
0.42 | Single-Family Home | - | 08/28/25 | 3 | 4 | 7,688 | |
0.47 | Single-Family Home | - | 09/26/25 | 3 | 4 | 4,705 | |
0.55 | Single-Family Home | - | 08/29/25 | 5 | 4 | 4,948 | |
0.55 | Single-Family Home | - | 04/27/26 | 4 | 4.5 | 4,408 | |
0.48 | Single-Family Home | - | 07/30/25 | 5 | 4.5 | 7,497 |
Assigned Schools
These are the assigned schools for 5575 S Castlebay Drive.
- Logan-Rogersville High School
- 9-12
- Public
- 740 Students
7/10GreatSchools RatingParent Rating AverageHighest levels of administration are pitiful. Principals, from elementary and up, are excellent.Other Review7y ago - Logan-Rogersville Middle School
- 7-8
- Public
- 390 Students
7/10GreatSchools RatingParent Rating AverageExcellent school with genuine teachers. My now four year old son has never complained and is always thrilled to go. He also has improved in every area needed in just a short time. My wife and I are grateful.Parent Review13y ago - Logan-Rogersville Primary School
- PK-1
- Public
- 464 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Logan-Rogersville Upper Elementary School
- 4-6
- Public
- 519 Students
9/10GreatSchools RatingParent Rating AverageNo reviews available for this school. - Logan-Rogersville Elementary School
- 2-3
- Public
- 358 Students
4/10GreatSchools RatingParent Rating AverageExcellent! I have had great experiences with teachers, staff, and administrators at this building. My son loves running into the teachers and nurse when we’re out and about and that tells me they have a great relationship at school!Parent Review7y ago 
Check out schools near 5575 S Castlebay Drive.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Highland Springs
At least 1 Trulia users voted on each feature.
100 % Say there's holiday spirit
100 % Say there are community events
100 % Say they plan to stay for at least 5 years
100 % Say there are sidewalks
100 % Say yards are well-kept
100 % Say there's wildlife
67 % Say it's quiet
25 % Say neighbors are friendly
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Johnathan Little, Keller Williams
Agent Phone: (417) 413-4923
The data relating to real estate for sale on this web page comes in part from the Internet Data Exchange (IDX) of the Southern Missouri Regional MLS, LLC. Real estate listings held by Brokerage firms other than Zillow, Inc. are marked with the IDX logo and detailed information about them includes the name of the listing Brokers. The information being provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information being provided is not guaranteed, and all information should be verified by the consumer. Any representation that a web site contains all listings shall only mean that the website contains all listing available to the public through the IDX data feed. There may be other properties offered through a REALTOR® that have not been displayed on this site. ©2026 Southern Missouri Regional MLS, LLC. All rights reserved. Click here for more information
5575 S Castlebay Drive, Springfield, MO 65809 is a 4 bedroom, 4 bathroom, 6,125 sqft single-family home built in 1992. 5575 S Castlebay Drive is located in Highland Springs, Springfield. This property is currently available for sale and was listed by SOMOMLS as distributed by MLS GRID on Dec 3, 2025. The MLS # for this home is MLS# 60311020.