Connecticut Realtor with experience and knowledge of residential and commercial property in Chester

6/12/2025 11:45:27 AM
Under Contract CTS
69 Spring Street Chester CT
69 Spring Street

Chester, Connecticut 06412

$649,000 | Under Contract - Continue

3 Beds | 2 Baths | 1702 Sqft | 0.45 Acres | 8 Days on Market

Property Type: Single Family For Sale

*Multiple offers received - offer deadline for 6/9 by noon* Quintessential Modernized Antique in Chester ~ Step into timeless charm with this beautifully updated antique colonial nestled near the heart of Chester. This visually stunning home seamlessly blends classic character wi...

Email Agent More Info

6/11/2025 3:50:08 PM
Under Contract CTS
4 Sypher Road Chester CT
4 Sypher Road

Chester, Connecticut 06412

$499,000 | Under Contract - Continue

3 Beds | 3 Baths | 2272 Sqft | 2.02 Acres | 7 Days on Market

Property Type: Single Family For Sale

Discover a rare gem in the picturesque town of Chester, Connecticut, with this charming 3-bedroom, 2.5-bath colonial home. Nestled on a private 2-acre lot, this property is a dream come true for horse lovers, featuring a barn that offers ample space for your equestrian needs and ...

Email Agent More Info

6/10/2025 10:19:19 AM
Coming Soon
80 Main Street Chester CT
80 Main Street

Chester, Connecticut 06412

$699,000 | Coming Soon

3 Beds | 2 Baths | 2389 Sqft | 1.4 Acres | Days on Market

Property Type: Single Family For Sale

Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds ...

Email Agent More Info

6/5/2025 11:49:10 PM
Under Contract CTS
137 Main Street Chester CT
137 Main Street

Chester, Connecticut 06412

$600,000 | Under Contract - Continue

3 Beds | 2 Baths | 1570 Sqft | 0.32 Acres | 9 Days on Market

Property Type: Single Family For Sale

VILLAGE OF CHESTER- Embrace the perfect blend of modern comfort and serene living in this beautifully upgraded home, nestled just moments from Chesters enchanting village center. With a newer roof and fresh paint both inside and out, this property offers a seamless move-in experi...

Email Agent More Info

6/5/2025 8:39:37 PM
Under Contract CTS
32 Gilbert Hill Road Chester CT
32 Gilbert Hill Road

Chester, Connecticut 06412

$995,000 | Under Contract - Continue

3 Beds | 3 Baths | 3788 Sqft | 5.31 Acres | 44 Days on Market

Property Type: Single Family For Sale

Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chesters charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupie...

Email Agent More Info

5/29/2025 3:10:17 PM
Under Contract CTS
79 Cedar Lake Road Chester CT
79 Cedar Lake Road

Chester, Connecticut 06412

$895,000 | Under Contract - Continue

4 Beds | 3 Baths | 3206 Sqft | 11.85 Acres | 42 Days on Market

Property Type: Single Family For Sale

A perfect opportunity for a Gentlemans Farm in this wonderful 3200 Sq/Ft Farmhouse Colonial on 11.8 Acres of Great Equestrian Lands w/ Beautiful Plantings, Custom Gardens & Direct Access to the Riding Trails of the Cockaponset State Forest & a short walk to Cedar Lake. You cannot...

Email Agent More Info

5/27/2025 5:41:28 PM
Active
43 Main Street Chester CT
43 Main Street

Chester, Connecticut 06412

$764,900 | Active

3 Beds | 2 Baths | 1538 Sqft | 0.76 Acres | 43 Days on Market

Property Type: Single Family For Sale

Calling all artists, authors, creatives. This is the perfect space to create, dream, let your imagination bloom. Surrounded by Chester Creek and across the street from a beautiful waterfall sits 43 North Main Street Chester. Beautiful farm porch, detached two car garage, the glas...

Email Agent More Info

5/22/2025 9:46:41 PM
Active
28 Wig Hill Road Chester CT
28 Wig Hill Road

Chester, Connecticut 06412

$694,000 | Active

2 Beds | 3 Baths | 3091 Sqft | 2.34 Acres | 319 Days on Market

Property Type: Single Family For Sale

Step into history with this 1770 Cape, part of Old Homes of Chester. Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house sp...

Email Agent More Info

5/20/2025 2:49:54 PM
Under Contract
25 Gilbert Hill Road Chester CT
25 Gilbert Hill Road

Chester, Connecticut 06412

$1,100,000 | Under Contract

4 Beds | 5 Baths | 3351 Sqft | 1.01 Acres | 8 Days on Market

Property Type: Single Family For Sale

Experience the stunning views of the Connecticut River, Lymes hills, and the expansive valley from your heated Gunite in-ground swimming pool. The beautifully manicured grounds reflect years of dedicated care. This home showcases exceptional quality, featuring customized designs ...

Email Agent More Info

5/14/2025 11:12:26 PM
Under Contract CTS
7 Hazen Street Chester CT
7 Hazen Street

Chester, Connecticut 06412

$199,000 | Under Contract - Continue

2 Beds | 1 Baths | 480 Sqft | 0.11 Acres | 52 Days on Market

Property Type: Single Family For Sale

Seasonal home in Cedar Lake community and easily converted to year round home. Great space with enclosed porch to enjoy lake views. Update living room, kitchen, 1st floor bedroom and finish off bunk room upstairs for year round living. Corner lot with large usable backyard and sh...

Email Agent More Info

4/1/2025 4:24:36 PM
Active
88 Winthrop Road Chester CT
88 Winthrop Road

Chester, Connecticut 06412

$985,000 | Active

2 Beds | 3 Baths | 2240 Sqft | 33.97 Acres | 75 Days on Market

Property Type: Single Family For Sale

The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes ...

Email Agent More Info

3/29/2025 9:24:33 AM
Under Contract
15 Gilbert Hill Road Chester CT
15 Gilbert Hill Road

Chester, Connecticut 06412

$819,000 | Under Contract

4 Beds | 3 Baths | 3054 Sqft | 1.44 Acres | 6 Days on Market

Property Type: Single Family For Sale

Mid-Century Modern Private Compound Overlooking the CT River Valley. Discover this exceptional mid-century modern retreat, a private compound set in a park-like setting with distant water views of the Connecticut River Valley. This expanded Cape blends timeless design with modern...

Email Agent More Info

3/14/2025 4:05:05 AM
Active
7 Old Depot Road Chester CT
7 Old Depot Road

Chester, Connecticut 06412

$1,299,000 | Active

4 Beds | 3 Baths | 3149 Sqft | 6.08 Acres | 91 Days on Market

Property Type: Single Family For Sale

Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate farmhouse that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testa...

Email Agent More Info

Reach Out

Looking to buy     Looking to Sell