Chester CT Real Estate & Homes for Sale

13 Properties Found

The median home value in Chester, CT is $360,000. This is higher than the county median home value of $242,000. The national median home value is $231,815. The average price of homes sold in Chester, CT is $360,000. Approximately 63% of Chester homes are owned, compared to 26% rented, while 11% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester.


1–13 of 13 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
3
Baths:
3.00
Sq.Ft.:
3,802
Status:
Active
MLS#:
170351686
Type:
Single Family
Lot size:
2.2 Acres
Year built:
1999
Courtesy: Coldwell Banker Realty
View additional info

Prominently set on 2.2 acres of professionally landscaped grounds this custom built & thoughtfully designed home with a spacious open floor plan allows interior spaces to blend beautifully with the natural surroundings. A gracious entrance with charming pergola & stone steps leads to a dramatic two story foyer, the light-filled living room with fireplace and dining room with a private balcony. The well appointed Chef’s kitchen with granite counters, SS appliances and pantry opens to a casual dining area & family room with fireplace...creating the ideal space for everyday living. A private deck & stone terrace overlook park-like ground and is ideal for entertaining. An in-home office, craft room, 1/2 bath & mud-room complete the first level; a separate stairway to the media room could also be an ideal in-law suite. The Master offers a spa-like bath, double sinks and W-I-C; 2 additional guest rooms share a full bath. On the lower level is the perfect workshop with walkout providing easy access to all of your projects. The house is generator ready & has updated mechanicals, including a new hot water heater and a modulating air to air heat pump. The 3 car attached garage has basement access and offers a large bay opening to the yard. Located in a private natural setting the property features mature plantings, beautiful rock outcroppings & lovely perennial gardens. Enjoy all Chester Village has to offer including unique shops, galleries, restaurants, pubs, marinas & so much more.

Beds:
n/a
Baths:
Sq.Ft.:
2,610
Status:
Active
MLS#:
170351158
Type:
Multi-Family
Lot size:
0.08 Acres
Year built:
1900
Courtesy: Lyman Real Estate
View additional info

Lucrative investment opportunity in downtown Chester for multiple apartments or mixed use! The Village of Chester known for its quaint shops, galleries, and excellent restaurants is a highly sought-after destination with limited apartment inventory. Being in the middle of all the action, this property has endless possibilities with 3,000 SF +/- of utilizable space. Be part of this wonderful community in this beautifully renovated historic building! This previously under contract listing is now back on the market and priced to sell! **Rare in Chester: 5-6 Parking Spaces located on Lower Level**

Beds:
2
Baths:
2.00
Sq.Ft.:
2,610
Status:
Active
MLS#:
170353815
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1900
Courtesy: Lyman Real Estate
View additional info

Come live in a wonderful town and beautiful living space with the extra benefit of having commercial space to use to run your business or rent out. The Village of Chester known for its quaint shops, galleries, and excellent restaurants is a highly sought-after destination with a newly renovated kitchen and modern carpentry throughout. Being in the middle of all the action, this property has endless possibilities with 3,000 SF +/- of live and work space. Be part of this wonderful community in this beautifully renovated historic building! This previously under contract listing is now back on the market and priced to sell! **Rare in Chester: 5-6 Parking Spaces located on Lower Level**

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
170345056
Type:
Single Family, Ranch
Lot size:
8.67 Acres
Year built:
1974
Courtesy: William Raveis Real Estate
View additional info

Charming two bedroom Ranch overlooking the CT River in the lovely "Historic" town of Chester. Beautiful water views of the CT River and valley on 8.67 acres of private land(may be subdivided). This cozy ranch features hardwood floors, fireplace with wood stove insert, sliders off kitchen and mbr, all appliances , 1 car garage, rear patio and so much more. Check out the 3D Tour ! Good size basement waiting to be finished (get out your drawings!). Experience the beauty and culture Chester has to offer every day (Gillette Castle, Goodspeed Opera House, Essex Steam Train and Riverboat, shops, galleries, original Award Winning art created by local artists, delicious food..... Don't miss out! This home is going to go fast! Schedule your showing today! We are always here to help!

Beds:
2
Baths:
2.00
Sq.Ft.:
918
Status:
Active
MLS#:
170345415
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1850
Courtesy: Glidden Appraisal Services
View additional info

Artist Enclave! Town Records Indicate 918 square feet. Per Owner did not Include the Upper level. Owner believes home is 1200 Square Feet. Charming Antique Home in the heart of Down Town Chester. Zoned Residential and Commercial ....You can Have Your Own Business in the Thick of the Action! Inviting Restaurants, Farmers Market's Local Fresh, Shops, Off Street Parking Only, Easy to Do! Filled with Artist Touch of Grace and Character! Public Water and Sewer, 2 Bedroom and 2 Bath, Central Air, Gardens Galore, Balcony, it's all you need! Walk to shops ...Bus to everywhere.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,622
Status:
Active
MLS#:
170344634
Type:
Single Family
Lot size:
0.46 Acres
Year built:
1928
Courtesy: Joyce Co. Hill & Harbor, Inc.
View additional info

Lovely Colonial home in prime Chester location. Beautifully appointed with unique additional living spaces. Remodeled attractive kitchen opens to Family room featuring cathedral ceilings and access to large private deck w/hot tub. This special home also offers formal living and dining rooms, plus a 1st floor den w/half bath all with period wood floors and crown moldings. Upstairs is 3/4 bedrooms with wood floors. The additional living spaces include a walk up attic and a converted garage into great room in the lower level. This space is open and bright, fabulous for many uses. The quaint front wrap around porch is a great spot to enjoy a cup of tea and a comfortable rock in your favorite chair. Outside features include outbuilding and brand new septic system. All of this is within walking distance to Chester Village and Chester Elementary School.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,065
Status:
Active
MLS#:
170341426
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1850
Courtesy: William Pitt Sotheby's Int'l
View additional info

This Historic Chester home, Circa 1850, is absolutely wonderful! A beautiful level yard with privacy fence and raised bed gardens leads to a Barn/Garage complete with workshop and a second floor office space. This home has a formal front parlor which opens to a spacious Living room/ Dining room with lovely builtins. From the dining room take your coffee or cocktail to a peaceful enclosed porch overlooking your raised bed gardens. The warm and welcoming kitchen has a Fireplace with woodstove insert for those cool Fall and Winter days. Off the kitchen is another wonderful porch with bluestone floor. This porch is screened, and ideal for entertaining friends and family. Two staircases access the second floor where there are three pretty bedrooms with wideboard floors and two bathrooms. The Master Bedroom is quite bright and spacious. A portion of the basement area is used by the current owner for her design business. Move to Chester! Walk to town! This quaint Connecticut River Village has amazing Shops and Restaurants! Easy access to major highways. Located midway between Boston and New York. You will love this home and property!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,008
Status:
Active
MLS#:
170338226
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1820
Courtesy: REMAX Valley Shore Genovali RE
View additional info

Antique fix up opportunity just outside of Chester Center. Over 2000 sq ft. Four bedrooms plus a den/home office option. Two fireplaces. Newer outbuilding. Level lot.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
Active
MLS#:
170331511
Type:
Single Family
Lot size:
3.87 Acres
Year built:
1926
Courtesy: REMAX Valley Shore Genovali RE
View additional info

CT River Waterfront! Well maintained three bedroom Cape with charming Guest Cottage on nearly 4 acres gently sloping to the CT River. Over 300 ft of frontage in a No Wake Zone. Beautiful views and setting! The main house has two first floor bedrooms including the Master Suite. The third bedroom is spacious and on the second floor. It could make a great home office or hobby/media room. The family room has an original stone fireplace, custom built in shelving, and original beams. There is also a fireplace in the guest cottage. The enclosed porch and stone patio are situated nicely to relax and take in the views!

Beds:
1
Baths:
1.00
Sq.Ft.:
2,177
Status:
Active
MLS#:
170305943
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1800
Courtesy: William Pitt Sotheby's Int'l
View additional info

With a fabled history and successful present, 59-60 Main Street is a prominent building in the sought after village of Chester. With a truly charming studio apartment on the second floor befit for a true entrepreneur, you can live where you work (or rental income potential). Chester has become a small business haven; clusters of bespoke shops, galleries and restaurants line the streets with apartments such as this nestled on the second floor. This space has also been a "hidden" restaurant. The studio is complete for the home-chef or professional food service business with commercial kitchen. The roof deck is something special for private parties or your own personal getaway. Downstairs is included in this sale; a complete restaurant with all fittings… run it yourself or rent it. This successful restaurant comes with a famous history. This dual usage space is something you really must see in person to understand just how one of a kind it is. Virtual tour available. Commercial listing MLS #170305939.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,978
Status:
Active
MLS#:
170304526
Type:
Single Family, Ranch
Lot size:
2.83 Acres
Year built:
1963
Courtesy: William Pitt Sotheby's Int'l
View additional info

THIS is what Waterfront Living is supposed to be about. Accept no substitutes. You cannot get much closer to the water, unless you're in a boat! A turnkey CT River dream escape from any and all of life's cares. Lovingly remodeled from top to bottom. Spacious kitchen/great room incorporates an island, stainless appliances, oven/range w/hood, wall ovens, dining area with bay windows, home theater and sliders to a spacious deck overlooking the river, your own private sandy beach and a kayak launch. Approximately 2,000SF of carefree living on one floor. Master suite with full bath and private deck. Two guest bedrooms, two additional full baths, plus office with Murphy bed and laundry room. Zoned propane heat, on-demand hot water and central air conditioning. Nearby Chester Village is reknowned as an eclectic melting pot where artists, artisans, writers, actors, foodies, followers of fashion, farmer's market devotees, captains of industry and fifth generation natives all mingle on a Main Street ripped straight from a Hollywood movie lot built to evoke the perfect New England small town. To-die-for restaurants, coffee shops and useful boutiques beckon. Just ten minutes of country drive will bring you through Deep River to Essex village, steeped in a rich seafaring history and graced by well-preserved period homes, yacht clubs and marinas. Whether out exploring, or sitting home watching the river roll by, life is good here. Only a bit over two hours to NYC or Boston.

Beds:
5
Baths:
3.00
Sq.Ft.:
4,835
Status:
Active
MLS#:
170281639
Type:
Multi-Family
Lot size:
0.31 Acres
Year built:
1850
Courtesy: Lyman Real Estate
View additional info

Great Investment property on a highly visible corner lot on Main St. and Rte. 154, just steps from downtown Chester. Two long-term commercial tenants occupy the first floor with 3 apartments on the 2nd floor, 2 two-bedroom(one with separate entrance) and 1 one-bedroom. The entire building was completely renovated in 1986 with all new mechanicals, electrical, plumbing, as well as all interior finishes throughout, including new sheet rock and paint in apartment bathrooms and kitchens. The exterior has been maintained on a regular basis, most recently a few months ago when the entire facade received professional detailing of siding, trim, and flashing maintenance. The two (2) first floor commercial units are in excellent condition with above average finishes and well maintained by each tenant. Each commercial unit has independent oil heat and central air separately metered. The three (3) apartment units have individual hot water heaters in the basement and each unit has electric heat with utilities paid by tenants. There is ample parking for all tenants and guests at the rear of the building. The entire parking lot was repaved 8 years ago and is in excellent condition. Lighting is controlled by lighting sensors for both the parking lot area and the common areas within the building.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,545
Status:
Active
MLS#:
170227181
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1999
Courtesy: Coldwell Banker Realty
View additional info

Waterfront living at The Jennings Pond Estate - A true hidden gem! A phenomena of history, nature, and architecture privately tucked away in historic Chester Village. This charming contemporary French Country retreat built in 1999 overlooks Jennings Pond and it’s magnificent waterfall creating a magical display of water and nature creating a fascinating sense of well-being. The home is in excellent condition and is Appx 3500 Sq ft. It includes a guest house studio with Appx 800 Sq ft of living area. The main house has waterviews from most rooms and has a great open flow. There are 3 large fireplaces, a chefs working French country kitchen Stainless steel Viking gas stove and a subzero refrigerator, a spacious master-suite with attached office/library area and a fireplace. A wonderful bedroom suite on lower lever with fireplace walks out to a terrace overlooking the waterfall. Beautiful perennial beds and herb gardens grace the .75 lot with room for a pool overlooking the Pattaconk River. This piece of heaven is a 5 minute walk to village restaurants, shops and worship facilities. Minutes to major commuting lines and Amtrak stops. 90 mins to Boston and 2 hrs to NYC. Movie buffs will love that Jennings Pond was the site of the 1958 movie "It happen to Jane" starring Doris Day and Jack Lemmon.

Refine Property Search
Page 1 of 1    Prev | Next
1–13 of 13 properties displayed
This Information is from Smart MLS and has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy