Projects

Real projects. Real execution.

Fix-and-flip and new construction projects developed and executed by Checkmate in 2026 — powered by our own technology and data at every stage.

Projects

Real fix-and-flip and new construction projects developed and executed by Checkmate in 2026.

We understand the challenges of the real estate market because we face them every day. We use our own technology and data throughout every stage of these projects.

Sandy Beach Rd | Ellington, CT in Ellington, CT
In ProgressNew Construction

Ellington, CT

Sandy Beach Rd | Ellington, CT

A new standard of luxury living is coming to Connecticut. A thoughtfully planned community designed to combine modern architecture, spacious living, and exceptional quality in one of Connecticut’s most desirable locations.

4 beds3 baths3,000 sqft

$20M + Expected Sales

3 Weston St, Lexington, MA 02421 in Lexington, MA
In ProgressNew Construction

Lexington, MA

3 Weston St, Lexington, MA 02421

A home designed for those who value space, timeless design, and exceptional craftsmanship.

6 beds5 baths5,490 sqft

$2,795

94 Middle St, Lexington, MA 02421 in Lexington, MA
In ProgressNew Construction

Lexington, MA

94 Middle St, Lexington, MA 02421

94 Middle St is about to begin a new chapter.

5 beds4.5 baths4,000 sqft

$2,400,000

3 Daniels St, Lexington, MA 02421 in Lexington, MA
In ProgressNew Construction

Lexington, MA

3 Daniels St, Lexington, MA 02421

A home designed for those who value space, timeless architecture, and exceptional craftsmanship.

5 beds5 baths4,400 sqft

$2,700,000

4 Great Rock Rd, Lexington, MA 02421 in Lexington, MA
AvailableNew Construction

Lexington, MA

4 Great Rock Rd, Lexington, MA 02421

Exceptional new construction located on a quiet cul-de-sac in the highly sought-after Bowman School district, offering convenient access to Route 2 and an easy commute to Boston.

5 beds4.5 baths4,378 sqft

$2,650,000

17 Boulder Rd, Lexington, MA 02420 in Lexington, MA
In ProgressNew Construction

Lexington, MA

17 Boulder Rd, Lexington, MA 02420

17 Boulder Rd is about to begin a new chapter.

5 beds4 baths5,000 sqft

$3,000,000

26 Watertown St, Lexington, MA 02421 in Lexington, MA
In ProgressFlip

Lexington, MA

26 Watertown St, Lexington, MA 02421

This property is undergoing a full-scale renovation, with every major system being replaced and the living space significantly expanded through the finishing of the basement and attic.

3 beds3 baths2,200 sqft

$1,600,000

22 Estabrook Rd, Lexington, MA 02421 in Lexington, MA
RentedNew Construction

Lexington, MA

22 Estabrook Rd, Lexington, MA 02421

Be the first to experience this exceptional new construction residence, thoughtfully designed with sophisticated finishes, generous proportions, and modern functionality throughout.

5 beds4.5 baths4,251 sqft

$2,650,000

30 Hawley Ave, Leominster, MA 01453 in Leominster, MA
SoldFlip

Leominster, MA

30 Hawley Ave, Leominster, MA 01453

Where an old house once stood, a new vision came to life.

6 beds5 baths2,200 sqft

$700,000

135 Cumberland Ave, Attleboro, MA 02703 in Attleboro, MA
SoldFlip

Attleboro, MA

135 Cumberland Ave, Attleboro, MA 02703

Fully renovated in 2022, this move-in-ready home offers modern upgrades throughout, including a new roof, windows, HVAC, siding, electrical, plumbing, insulation, flooring, and fresh paint.

4 beds3 baths2,204 sqft

$515,000

11 Patriots Rd, Templeton, MA 01468 in Templeton, MA
SoldFlip

Templeton, MA

11 Patriots Rd, Templeton, MA 01468

Completely renovated and move-in ready, this beautifully updated home combines modern comfort with timeless character. The property features a brand-new kitchen with quartz countertops, new cabinetry, and contemporary finishes, opening to bright living and dining areas perfect for everyday living and entertaining.

5 beds3 baths4,200 sqft

$734,900

20 Pine Hill Rd, Lynnfield, MA 01940 in Lynnfield, MA
SoldNew Construction

Lynnfield, MA

20 Pine Hill Rd, Lynnfield, MA 01940

Welcome to 20 Pine Hill Rd, a beautifully reimagined Modern Colonial that was completely rebuilt from the foundation up in 2025, delivering the comfort, efficiency, and peace of mind of brand-new construction.

4 beds4 baths4,088 sqft

$1,428,000