Francesco Terranova

Licensed Real Estate Agent

About Francesco

Francesco “Chess” Terranova is a valuable member of the Cutcliffe Properties team, bringing a can-do attitude, deep local knowledge, and a genuine passion for the Hills District. Chess has grown up in the area his entire life and still proudly calls it home today. Coming from a family of prominent property investors and local small business owners, real estate, relationships, and community have always been part of his world.

Since entering the industry in 2020, Chess quickly earned a reputation as one of the area’s young standout performers, setting a record sale in Glenorie within his first year in real estate. His success has been built on more than just strong results — it comes from his ability to connect with people, earn trust, and create long-term relationships that extend well beyond a transaction.

For Chess, real estate is all about the long game. His core foundation is building genuine trust, maintaining strong relationships, and creating a reputation as not only a high-performing operator, but more importantly, a good person people genuinely want in their corner. Clients value his honest communication, calm approach, and ability to make them feel informed, comfortable, and never pressured throughout the process.

Combining sharp negotiation skills with modern marketing strategies and strong technological expertise, Chess consistently delivers exceptional outcomes while ensuring every campaign receives maximum exposure. His energy, work ethic, and wise temperament continue to generate outstanding client reviews and repeat business across the Hills District.

Outside of real estate, Chess is deeply connected to the local lifestyle and community. Whether he’s playing soccer for the Castle Hill Rockets, golfing, running local routes, training at the gym, or spending time with his wife, dog, family, and friends, he genuinely lives and breathes the Hills lifestyle he proudly represents.

When he’s not enjoying its idyllic lifestyle himself, he takes great pride in helping others discover their own place in this beautiful part of the world.

Meet Francesco's Team

Natalie McGuire

Licensed Agent/Buyer Manager

Francesco's Portfolio

235 Halcrows Road, Glenorie For Sale by Cutcliffe Properties

Glenorie235 Halcrows Road

10.1 ha

For Sale New Listing

7 Tyee Street (Gables), Box Hill For Sale by Cutcliffe Properties

Box Hill7 Tyee Street (Gables)

540 sqm

For Sale Guide $2,200,000-$2,350,000

15 Moss Ridge, Sackville North For Sale by Cutcliffe Properties

Sackville North15 Moss Ridge

9,810 sqm

For Sale Guide $2,650,000-$2,900,000

1178 Wisemans Ferry Road, South Maroota For Sale by Cutcliffe Properties

South Maroota1178 Wisemans Ferry Road

10 ha

For Sale Guide $2,600,000-$2,800,000

6 Stevens Road, Glenorie For Sale by Cutcliffe Properties

Glenorie6 Stevens Road

1.8 ha

For Sale Guide $3,000,000-$3,300,000

7 White Wattle Grove, Sackville North For Sale by Cutcliffe Properties

Sackville North7 White Wattle Grove

5,797 sqm

Land

For Sale Guide $850,000-$895,000 - Will Be Sold

37 Mitchell Park Road, Cattai For Sale by Cutcliffe Properties

Cattai37 Mitchell Park Road

2 ha

For Sale Guide $2,350,000-$2,550,000

4 Hinterland Place, Cattai For Sale by Cutcliffe Properties

Cattai4 Hinterland Place

4,000 sqm

For Sale Guide $3,300,000-$3,500,000

Cattai

13.6 ha

For Sale Contact Agent

3094 Old Northern Road, Glenorie For Sale by Cutcliffe Properties

Glenorie3094 Old Northern Road

8,814 sqm

For Sale Guide $2,850,000-$3,100,000

144 Threlkeld Drive, Cattai For Sale by Cutcliffe Properties

Cattai144 Threlkeld Drive

11 ha

For Sale Expressions of Interest

3472 Old Northern Road, Glenorie For Sale by Cutcliffe Properties

Glenorie3472 Old Northern Road

16 ha

Land

For Sale Guide $2,000,000-$2,200,000 - WILL BE SOLD

45 Speets Road, Oakville For Sale by Cutcliffe Properties

Oakville45 Speets Road

2 ha

For Sale Contact Agent

Lots 48-50, 165 Princes Street, Grantham Farm For Sale by Cutcliffe Properties

Grantham FarmLots 48-50, 165 Princes Street

1,384 sqm

Land

For Sale Contact Agent

5 Devotion Grove, Maroota For Sale by Cutcliffe Properties

Maroota5 Devotion Grove

4,302 sqm

Land

For Sale Guide $1,275,000-$1,325,000 - Will Be Sold

50 Broadwater Road, Glenorie For Sale by Cutcliffe Properties

Glenorie50 Broadwater Road

17.6 ha

Land

For Sale Guide $1,295,000 - $1,400,000

21 Ashford Avenue, Castle Hill For Sale by Cutcliffe Properties

Castle Hill21 Ashford Avenue

For Sale Units from $955,000

2 Schwebel Lane (also known as 946 Old Northern Road, Glenorie), Glenorie For Sale by Cutcliffe Properties

Glenorie2 Schwebel Lane (also known as 946 Old Northern Road, Glenorie)

1.5 ha

For Sale Expressions of Interest

1316 Windsor Road, Grantham Farm For Sale by Cutcliffe Properties

Grantham Farm1316 Windsor Road

2.1 ha

For Sale Contact Agent

36 Barry Road, North Kellyville For Sale by Cutcliffe Properties

North Kellyville36 Barry Road

542 sqm

For Sale Contact Agent

173 Gallaghers Road, South Maroota For Sale by Cutcliffe Properties

South Maroota173 Gallaghers Road

29 ha

Land

For Sale Guide $1,900,000-$2,090,000

108 Midson Road, Oakville For Sale by Cutcliffe Properties

Oakville108 Midson Road

2 ha

For Sale Expressions of Interest

4704 Old Northern Road, Maroota For Sale by Cutcliffe Properties

Maroota4704 Old Northern Road

6.3 ha

For Sale Guide $2,500,000-$2,700,000

357 Boundary Road, Maraylya For Sale by Cutcliffe Properties

Maraylya357 Boundary Road

10.3 ha

For Sale Expressions of Interest

70a Quarry Road, Dural For Sale by Cutcliffe Properties

Dural70a Quarry Road

2 ha

Land

For Sale Guide $2,800,000-$3,000,000

512 Windsor Road, Vineyard For Sale by Cutcliffe Properties

Vineyard512 Windsor Road

2 ha

Land

For Sale Guide $3,500,000

9 Gleness Place, Glenorie Sold by Cutcliffe Properties

Glenorie9 Gleness Place

2 ha

Sold Sold for $2,650,000

80 Pimlico Street, Box Hill Sold by Cutcliffe Properties

Box Hill80 Pimlico Street

333 sqm

Sold Sold for $1,330,000

2/105 Joseph Street, Kingswood Sold by Cutcliffe Properties

Kingswood2/105 Joseph Street

215 sqm

Sold Sold for Undisclosed

18 Sundowner Parkway, Gables Sold by Cutcliffe Properties

Gables18 Sundowner Parkway

300 sqm

Sold Sold for $1,340,000

6 Moss Ridge, Sackville North Sold by Cutcliffe Properties

Sackville North6 Moss Ridge

4,541 sqm

Sold Sold for $2,220,000

21 Sommer Street (Gables), Box Hill Sold by Cutcliffe Properties

Box Hill21 Sommer Street (Gables)

450 sqm

Sold Sold for $2,140,000

137 Halcrows Road, Glenorie Sold by Cutcliffe Properties

Glenorie137 Halcrows Road

6,945 sqm

Sold Sold for Undisclosed

45 Old Hawkesbury Road, McGraths Hill Sold by Cutcliffe Properties

McGraths Hill45 Old Hawkesbury Road

568 sqm

Sold Sold for $1,280,000

2 Wianamatta Circuit, Cattai Sold by Cutcliffe Properties

Cattai2 Wianamatta Circuit

4,677 sqm

Sold Sold for $2,680,000

21 Fernadell Drive, Pitt Town Sold by Cutcliffe Properties

Pitt Town21 Fernadell Drive

827 sqm

Sold Sold for $1,790,000

12 Hemers Road, Dural Sold by Cutcliffe Properties

Dural12 Hemers Road

2 ha

Sold Sold for $3,000,000

643 Wisemans Ferry Road, South Maroota Sold by Cutcliffe Properties

South Maroota643 Wisemans Ferry Road

11.5 ha

Sold Sold for $1,600,000

33 Timbercrest Street, Box Hill Sold by Cutcliffe Properties

Box Hill33 Timbercrest Street

315 sqm

Sold Sold for $1,125,000

30-32 Cairnes Road, Glenorie Sold by Cutcliffe Properties

Glenorie30-32 Cairnes Road

2.3 ha

Sold Sold for $3,900,000

314 Saunders Road, Oakville Sold by Cutcliffe Properties

Oakville314 Saunders Road

2 ha

Sold Sold for Undisclosed

4 Sugar Glider Drive, Cattai Sold by Cutcliffe Properties

Cattai4 Sugar Glider Drive

517 sqm

Sold Sold for $1,025,000

254 Terry Road, Box Hill Sold by Cutcliffe Properties

Box Hill254 Terry Road

355 sqm

Sold Sold for $1,265,000

16a Mid Dural Road, Galston Sold by Cutcliffe Properties

Galston16a Mid Dural Road

626 sqm

Land

Sold Sold for $1,000,000

8/546 Old Northern Road, Dural Sold by Cutcliffe Properties

Dural8/546 Old Northern Road

211 sqm

Sold Sold for $1,380,000

22 Anembo Road, Berowra Sold by Cutcliffe Properties

Berowra22 Anembo Road

1,247 sqm

Sold Sold for $1,800,000

17 Nimbus Close, Kellyville Sold by Cutcliffe Properties

Kellyville17 Nimbus Close

450 sqm

Sold Sold for $1,850,000

8 Arches Avenue, Box Hill Sold by Cutcliffe Properties

Box Hill8 Arches Avenue

370 sqm

Sold Sold for $1,345,000

110 Reedy Road, Maraylya Sold by Cutcliffe Properties

Maraylya110 Reedy Road

2.1 ha

Sold Sold for $2,090,000

10 Moss Ridge, Sackville North Sold by Cutcliffe Properties

Sackville North10 Moss Ridge

4,057 sqm

Sold Sold for $3,050,000

Lot 13, 600-620 Wisemans Ferry Road, South Maroota Sold by Cutcliffe Properties

South MarootaLot 13, 600-620 Wisemans Ferry Road

6,135 sqm

Land

Sold Sold for $1,330,000

2672 Old Northern Road, Glenorie Sold by Cutcliffe Properties

Glenorie2672 Old Northern Road

6.9 ha

Sold Sold for $6,500,000

Lot 12, 600-620 Wisemans Ferry Road, South Maroota Sold by Cutcliffe Properties

South MarootaLot 12, 600-620 Wisemans Ferry Road

5,993 sqm

Land

Sold Sold for $1,260,000

187 Glenidol Road, Oakville Sold by Cutcliffe Properties

Oakville187 Glenidol Road

2 ha

Sold Sold for Undisclosed

3 Odette Road, Dural Sold by Cutcliffe Properties

Dural3 Odette Road

2,892 sqm

Land

Sold Sold for $2,500,000

15 Albanis Close, South Maroota Sold by Cutcliffe Properties

South Maroota15 Albanis Close

7,506 sqm

Sold Sold for Undisclosed

7 Burrawang Drive, Nelson Sold by Cutcliffe Properties

Nelson7 Burrawang Drive

2 ha

Sold Sold for $4,600,000

50 Hannaford Avenue, Box Hill Sold by Cutcliffe Properties

Box Hill50 Hannaford Avenue

305 sqm

Sold Sold for Undisclosed

19 Mark Road, Nelson Sold by Cutcliffe Properties

Nelson19 Mark Road

2.7 ha

Land

Sold Sold for Undisclosed

140 Halcrows Road, Glenorie Sold by Cutcliffe Properties

Glenorie140 Halcrows Road

6.3 ha

Sold Sold for Undisclosed

Cattai

595 sqm

Land

Sold Sold for $500,000

Lot 32-39 & 59-66, 64 Lytton Road, Riverstone Sold by Cutcliffe Properties

RiverstoneLot 32-39 & 59-66, 64 Lytton Road

4,208 sqm

Land

Sold Sold for $515,000

View All Properties

Francesco Terranova

Licensed Real Estate Agent

About Francesco

Meet Francesco's Team

Francesco's Portfolio

Francesco's Testimonials

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