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Chester Home Report
Average Home
Average Price
$821,822
Avg Bedrooms
3.27 beds
Avg Bathrooms
2.91 baths
Average Price By Bedrooms
1 bedroom
$2,600
2 bedrooms
$397,566
3 bedrooms
$505,133
4 bedrooms
$2,058,333
5 bedrooms
n/a
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28+ Chester Home Listings
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25
$2,700
26 Ferry Rd Unit B, Chester, CT 06412
A rare rental offering in one of Chester's most peaceful settings. Tucked into the woods with the Pa...
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2
Beds
1
Baths
1,500
SqFt
Listing Provided By Aschly Daggett with VC Property Group, LLC
20
$2,700
100 W Main St Unit B, Chester, CT 06412
Available 9/1/26! Taking applications now. Something special is happening at 100 W Main. This brand-...
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1
Beds
2
Baths
800
SqFt
Listing Provided By Aschly Daggett with VC Property Group, LLC
18
$2,500
100 W Main St Unit A, Chester, CT 06412
9/1/26 Move in! Taking applications. Something special is happening at 100 W Main. These brand-new r...
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1
Beds
1
Baths
750
SqFt
Listing Provided By Aschly Daggett with VC Property Group, LLC
28
$496,900
11 Castle View Dr, Chester, CT 06412
Offered for sale for the very first time, this lovingly cared-for home is a rare opportunity in the ...
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3
Beds
2
Baths
2,103
SqFt
Listing Provided By Cortney Emshwiller-Swokla with Coldwell Banker Realty
40
$499,900
7 Chester St, Milford, CT 06460
"Location is Everything!" Set on a corner lot at the end of a quiet street in Milford's desirable Gu...
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2
Beds
2
Baths
1,316
SqFt
Listing Provided By Cindy Cox with William Raveis Real Estate
28
$449,000
43 Chester St, Milford, CT 06460
Welcome to this charming ranch-style home offering comfortable one-level living in a desirable locat...
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2
Beds
1
Baths
1,288
SqFt
Listing Provided By Kiersten Bernier with Joy Real Estate
32
$339,900
33 Chester Dr, Manchester, CT 06040
Welcome home to this beautifully updated Cape Cod in one of Manchester's most convenient neighborhoo...
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3
Beds
2
Baths
1,229
SqFt
Listing Provided By Michael G. Wrabel with MW Park Real Estate LLC
27
$4,200
106 Henry St Unit A, Greenwich, CT 06830
*UTILITIES INCLUDED* Welcome to this renovated 2-bedroom first floor unit. Private entrance, beautif...
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2
Beds
1
Baths
1,613
SqFt
Listing Provided By Lisa P. Migliardi with Compass Connecticut, LLC
36
$1,175,000
63 Chester St, Milford, CT 06460
Imagine waking up to ocean breezes and ending your day relaxing on one of your private decks. Nestle...
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4
Beds
4
Baths
2,949
SqFt
Listing Provided By Michael Hvizdo with Coldwell Banker Realty
37
$499,900
302 Hidden Lake Rd, Haddam, CT 06441
302 Hidden Lake Road offers the perfect blend of timeless New England charm, modern comfort, and exc...
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3
Beds
2
Baths
1,657
SqFt
Listing Provided By Tanya R. Bottaro with Real Broker CT, LLC
24
$385,000
25 Goose Hill Rd, Chester, CT 06412
Multiple offers - Seller requests highest and best, Monday, 7/27 by 5PM. No escalation clauses. Fant...
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2
Beds
2
Baths
1,454
SqFt
Listing Provided By Janet Mashia with William Pitt Sotheby's Int'l
37
$1,150,000
87 Main St, Deep River, CT 06417
VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featu...
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8
Beds
6
Baths
7,300
SqFt
Listing Provided By Anthony Velez with VC Property Group, LLC
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