2105 Highway 237

Beds
Baths
9,311 Sq. Ft.
/ Sq. Ft.
9,311
Sq. Ft.
per Sq. Ft.

Description

Welcome to The Windsong in Round Top, Texas — a truly one-of-a-kind short-term rental on 20 acres in the heart of the Antique Corridor. The main residence offers 6 bedrooms, 5 baths, 2 kitchens, 2 living rooms, and dual entrances for multi-party stays. The guest house features 4 bedrooms and 4 baths, each with private entrances. Overlooking the sparkling pool, the pool house sleeps 2+ guests. Hidden beyond the trees are new additions: two luxury townhouses (3 bed / 2.5 bath each with wine rooms),...Welcome to The Windsong in Round Top, Texas — a truly one-of-a-kind short-term rental on 20 acres in the heart of the Antique Corridor. The main residence offers 6 bedrooms, 5 baths, 2 kitchens, 2 living rooms, and dual entrances for multi-party stays. The guest house features 4 bedrooms and 4 baths, each with private entrances. Overlooking the sparkling pool, the pool house sleeps 2+ guests. Hidden beyond the trees are new additions: two luxury townhouses (3 bed / 2.5 bath each with wine rooms), a whimsical 2-bed / 2-bath treehouse, and a charming 1-bed / 1-bath apartment. Ideal for family retreats, wedding parties, or girls’ weekends. Designer furnishings and artwork are available for purchase. Proven income with potential to grow. The Windsong blends creative design, elegance, and comfort in one of Texas’s most desirable destinations.
  1. Listed by Ellen Hart • TREC #0638867 • Kuper Realty Company
    P: (512)-831-6577 ellen.hart@kupersir.com

Property Details for 2105 Highway 237

Architectural Style
Barndominium, Farmhouse, Other
Subdivision Name
None
LISTING UPDATED: 10/12/2025 10:33 AM

Property Details for 2105 Highway 237

StatusActive
MLS #3784993
Days on Market124
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeFarm
MLS TypeFarm
Year Built1979
Lot Size19.93 AC
CountyFayette County

Location

Listing Courtesy of Kuper Realty Company, Ellen Hart, TREC #0638867
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Building Information for 2105 Highway 237

Lot Size19.93 AC

Payment Calculator

$16,532 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,621

Property Taxes

$1,911

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2105 Highway 237

Summary
Location and General Information
  • Direction Faces: South
  • Directions: From Houston take 290 to State Hwy 237 to Round Top. The property address takes you to Warrenton. DO NOT Follow your GOOGLE MAP. Put in the address for 2121 Hwy 237 N, Round Top, TX 78954. When you are facing the Round Top Farm & Ranch Supply it is the driveway to your right. The gate is opened with a W. Please call Ellen Hart for an appointment.7138768666Please do not enter the property. It is owner occupied.
  • MLS Area Major: 69
  • Road Frontage Type: Highway
  • Road Surface Type: Asphalt
  • Topography: Rolling
  • Unparsed Address: 2105 N State HWY 237
Parking
  • Garage Spaces: 0.0
  • Garage YN: No
  • Parking Features: None
Taxes and HOA
  • Tax Legal Description: ABS A114 WINN J LG, 2.15 acres of 19.938 ACRES,HSE, POOL, GU
School Information
  • Elementary School: ROUND TOP-CARMINE ELEMENTARY SCHOOL
  • Elementary School District: 206 - Round Top-Carmine
  • High School: ROUND TOP-CARMINE HIGH SCHOOL
  • Middle Or Junior School: ROUND TOP-CARMINE HIGH SCHOOL
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Property
Lot Information
  • Living Area: 9311.0
  • Living Area Source: Owner
  • Lot Features: Cleared, Wooded, Pasture, Rolling Slope, Trees
  • Lot Size Source: Appraiser
  • Lot Size Units: SquareFeet
  • Acres Description: 15 Up to 20 Acres
Property and Assessments
  • Disclosures: None
  • New Construction YN: No
  • Parcel Number: 40198
  • Possible Use: Ranch
  • Property Type: Country Homes/Acreage, Farm
  • Year Built Source: Owner
Utilities
  • Sewer: AerobicSeptic, SepticTank
Interior and Exterior Features
Exterior Features
  • Community Features: Community Pool
  • Construction Materials: Brick
  • Fireplaces Total: 2
  • Fireplace YN: Yes
  • Foundation Details: Slab
  • Other Structures: Barns, Guest House
  • Pool Features: Gunite
  • Pool Private YN: Yes
  • Pool Area: Yes
  • Security Features: Gated With Attendant
  • Structure Type: House
Interior Features
  • Appliances: Dishwasher, Electric Cooktop, Electric Oven, Disposal, Microwave, Washer
  • Bathrooms Total Integer: 0
  • Cooling: Central Air, Electric
  • Cooling YN: Yes
  • Flooring: Laminate, Stone, Wood
  • Heating: Central, Electric
  • Heating YN: Yes
  • Interior Features: Vaulted Ceilings
  • Laundry Features: ElectricDryerHookup
  • Levels: One
  • Stories: 1
Room Information
Room Information
  • Human Modified YN: Yes
Rental
Rent Information
  • Lease Considered YN: No

Property History for 2105 Highway 237

DateEvent & SourcePriceAppreciationLink
Oct 4, 2025

Listed (Active)

HARMLS #3784993

$3,000,000
Dec 3, 2022

Expired

HARMLS #65802114

$2,999,000
Dec 2, 2022

Expired

ACTRIS #6912428

$2,999,000
Jun 7, 2022

Listed (Active)

HARMLS #65802114

$2,999,000
Jun 6, 2022

Listed (Active)

ACTRIS #6912428

$2,999,000
Dec 10, 2021

Sold

HARMLS #15710634

Oct 24, 2021

Pending

HARMLS #15710634

Aug 16, 2021

Listed (Active)

HARMLS #15710634

$995,000
Mar 11, 2020

Expired

ACTRIS #9824286

$900,000
Mar 11, 2020

Expired

HARMLS #11335410

$900,000
Jun 3, 2019

Listed (Active)

ACTRIS #9824286

$950,000
Apr 29, 2019

Listed (Active)

HARMLS #11335410

$950,000
Feb 18, 2019

Terminated

HARMLS #54738605

$1,000,000
Sep 24, 2018

Listed (Active)

HARMLS #54738605

$1,000,000
Oct 17, 2017

Terminated

HARMLS #79447384

$1,200,000
Oct 17, 2017

Terminated

ACTRIS #8226556

$1,200,000
Jul 25, 2017

Listed (Active)

HARMLS #79447384

$1,200,000
Jun 24, 2017

Listed (Active)

ACTRIS #8226556

$1,400,000
Jan 1, 2014

Expired

HARMLS #73709703

$610,000
Apr 20, 2013

Listed (Active)

HARMLS #73709703

$610,000
DateEvent & SourcePrice
10/04/2025

Listed (Active)

HARMLS #3784993

$3,000,000
12/03/2022

Expired

HARMLS #65802114

$2,999,000
12/02/2022

Expired

ACTRIS #6912428

$2,999,000
06/07/2022

Listed (Active)

HARMLS #65802114

$2,999,000
06/06/2022

Listed (Active)

ACTRIS #6912428

$2,999,000
12/10/2021

Sold

HARMLS #15710634

10/24/2021

Pending

HARMLS #15710634

08/16/2021

Listed (Active)

HARMLS #15710634

$995,000
03/11/2020

Expired

ACTRIS #9824286

$900,000
03/11/2020

Expired

HARMLS #11335410

$900,000
06/03/2019

Listed (Active)

ACTRIS #9824286

$950,000
04/29/2019

Listed (Active)

HARMLS #11335410

$950,000
02/18/2019

Terminated

HARMLS #54738605

$1,000,000
09/24/2018

Listed (Active)

HARMLS #54738605

$1,000,000
10/17/2017

Terminated

HARMLS #79447384

$1,200,000
10/17/2017

Terminated

ACTRIS #8226556

$1,200,000
07/25/2017

Listed (Active)

HARMLS #79447384

$1,200,000
06/24/2017

Listed (Active)

ACTRIS #8226556

$1,400,000
01/01/2014

Expired

HARMLS #73709703

$610,000
04/20/2013

Listed (Active)

HARMLS #73709703

$610,000

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

Public Records for 2105 Highway 237

Taxable ValueLand$1,216,520Additions$935,270Total$2,151,790
Tax Record2025$22,927 ($1,911 / month)
Home Facts
Total Finished SqFt37,131 SqFtAbove Grade Finished SqFt37,131 SqFtLot Size286,503 SqFtStyleMobile / Manufactured HomeYear Built1984CountyFAYETTEAPN62299

Schools near 2105 Highway 237

This home is within Round Top-Carmine Independent School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Round Top-Carmine Elementary School
PublicPK to 6

Round Top-Carmine High School
Public7 to 12

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.

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2105 Highway 237 is for sale in Round Top, TX 78954. This property was listed for sale on October 4, 2025 by Kuper Realty Company, it's currently listed at $3,000,000. It has been on the market for a total of 124 days and was last sold on December 10, 2021. This listing's school district is Round Top-Carmine Independent School District. Nearby schools include Round Top-Carmine Elementary School and Round Top-Carmine High School. 2105 Highway 237 is a 0-bed, 0-bath, 9,311 sqft built in 1979.

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 Kuper Realty Company, Ellen Hart, TREC #0638867

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