255 Jack Boot Way Monument, CO ^$ 850,000

255 Jack Boot Way

^$ 850,000

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255 Jack Boot Way

Monument, CO, 80132

^$ 850,000

Bedrooms5 Baths2.2 Sq 4,179

Monthly Estimate*

^$ 5,234

Listed by Structure Real Estate Group, LLC

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Single Family Home for sale in Monument, CO

for $850,000 with 5 bedrooms and 2 full baths, 2 half baths. This 4,179 square foot home was built in 1988 on a lot size of 0.7.

Tucked among the trees in the heart of Woodmoor, this custom Tudor-style two-story is a true showstopper. This home blends timeless character with thoughtfully curated, design-forward living. Step inside to the elevated foyer, striking wood staircase, and classic wainscoting that sets a warm and inviting tone. The family room features rich herringbone floors, exposed beams, and a cozy wood-burning fireplace framed by a bay window overlooking the backyard. High-quality finishes shine throughout, including solid wood windows and doors, a statement stone feature wall, and designer paint selections. The kitchen pairs style and function with a Zellige tile backsplash, granite countertops, butler’s pantry, and upgraded appliances, including a 750-degree convection pizza oven. Updated lighting, dimmers, and hardwired sconces further enhance the home’s ambiance. Upstairs, the primary suite offers a custom walk-in closet, four-piece ensuite, and private deck. Three additional bedrooms (new carpet coming soon) and a full bath complete the level. The partially finished walk-out basement is ready for your vision, offering flexibility and future value, while a new furnace adds peace of mind. Outside, the experience continues. Fresh exterior paint, two composite decks, spacious paver patio with solid stone steps and winding pathways create a seamless extension of the home. A fully fenced backyard, a stunning gas firepit with seating wall, and thoughtfully placed string lights and uplighting set the stage for unforgettable evenings. A greenhouse with automated ventilation, vibrant seasonal landscaping, auto irrigation, and low-maintenance, pet-friendly turf complete the setting, all enhanced by dusk-to-dawn lighting. Layered, soulful, and truly one-of-a-kind, this is not your average Woodmoor home. If you’ve been waiting for something with personality and warmth, this is it. Call to schedule your private tour today.

Single Family Active

Price

^$ 850,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 2,868

Style

Tudor

Lot Size

0.7

Year Built

1988

Town/City

Monument

County/Region

El Paso

MLS | Web ID

2015956

Features

Interior

Interior Amenities Built-in Features Ceiling Fan(s) Eat-in Kitchen Entrance Foyer Granite Counters High Speed Internet Pantry Primary Suite Smart Thermostat Walk-In Closet(s)

Basement Full Walk-Out Access

Flooring Carpet Linoleum Tile Wood

Total Fireplaces 1

Fireplace Features Living Room Wood Burning

Basement (Y/N) Y

Window Features Bay Window(s) Skylight(s) Window Coverings Window Treatments

Above Grade Finished Area 2723

Half Baths 2

1/4 Baths 0

3/4 Baths 0

Total Bedrooms 5

Below Grade Finished Area 728

Main Level Bedrooms 0

Main Level Bathrooms 1

Total Baths 4

General

Sewer Public Sewer

Heating Forced Air Natural Gas

Cooling None

Utilities Electricity Connected Natural Gas Connected

Possession Closing/DOD

Roof Composition

Appliances Convection Oven Dishwasher Disposal Dryer Humidifier Microwave Refrigerator Washer

HOA Fee 300

Garage Spaces 2

Association Fee Includes Snow Removal

Patio/Porch Features Deck Patio

Architectural Style Tudor

Construction Materials Brick Frame Stucco Wood Siding

Exclusions Seller's Personal Property Foyer Lighting Fixture TV's (3) and Mounting Hardware Personalized Garden Sign on Greenhouse. Black Workbench/Storage Unit and Deep Freezer in Garage.

Year Built 1988

Levels Two

Property Subtype Single Family Residence

Tax Year 2025

Ownership Individual

Assoc Fee Paid Per Annually

County El Paso

Property Type Residential

HOA Y

Attached Garage Y

Subdivision Name Woodmoor Nugget

Full Baths 2

Status Active

Directions From I-25 take exit 161 onto SH-105 go east turn right onto FairPlay Dr Left onto Caribou Dr. E Turn Left onto Jack Boot Way home will be on your right.

High School Lewis-Palmer

City Monument

Association Name Woodmoor Improvement Association

Senior Community Y/N N

High School District Lewis-Palmer 38

Lot Size Units Square Feet

Lot Size Square Feet 30700

Carport Spaces 0

Listing Terms Cash Conventional FHA VA Loan

Elementary School Bear Creek

Tax Annual Amount 2868

Middle/Junior High School Lewis-Palmer

Structure Type House

Standard Status Active

Occupancy Type Owner

Middle/Junior School District Lewis-Palmer 38

Elementary School District Lewis-Palmer 38

Exterior

Exterior Amenities Balcony Fire Pit Garden Lighting Private Yard

Vegetation Heavily Wooded

Parking Features Concrete Exterior Access Door Oversized

Lot Features Cul-De-Sac Landscaped Many Trees Sloped

Water Source Public

Total Parking 2

Lot Size Area 30700

Building Area Total 4179

Lot Size Acres 0.7

Internal Only

Street Number 1 255

* Excluded Features

List By

Structure Real Estate Group, Llc

Broker

(719) 659-7757

Phone

Affordability Calculator

$5,473

Per Month

Monthly Principal & Interest: $5,234
Monthly Property Taxes: $239
Monthly Home Insurance: --

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Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Monument, CO

Average List Price ^$943,890

Percent of Sale Price 11%

About Monument, CO

8,861 Population

176% Since 2002

^$103,757 Median Income

41.11 Median Age

38% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

732741 Elementary School

732006 Middle School

Lewis-Palmer High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
5/11/2026	$850,000	-2.86%	Price Down
5/1/2026	$875,000	-1.13%	Price Down
4/20/2026	$885,000	-1.67%	Price Down
4/8/2026	$900,000		Listed Price

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255 Jack Boot Way, Monument, CO, 80132 is a Single Family Home for sale at $850,000 with 4,179 sqft and a lot size of 0.7. 255 Jack Boot Way has 5 bedrooms, 2.2 baths, and was built in 1988. The property's zip code is 80132 which is in Monument, CO

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The data relating to real estate on this web site comes in part from the Internet Data eXchange (IDX) Program of the REcolorado. Real estate listings held by firms other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/13/2026.

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255 Jack Boot Way

Single Family Home for sale in Monument, CO

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