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Chester CT Real Estate & Homes for Sale

29 Properties Found

The median home value in Chester, CT is $334,250 This is higher than the county median home value of $252,200. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 62.07% of Chester homes are owned, compared to 26.34% rented, while 11.59% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. . Commercial properties are also available. If you see a property Chester real estate agent to arrange a tour today !
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$775,000

Castle View Dr Chester, CT 06412

Open House:

Sunday, 4/30 1:00-3:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,006
Status:
Active
MLS#:
N10211072
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.04 Acres
Year built:
1996
Courtesy: William Pitt Sotheby's Int'l
View additional info

WATERFRONT- Captivating 3 bedroom contemporary with dock right on the Connecticut River. Striking open floor plan with soaring ceilings, walls of glass, 2 story stone fireplace, covered porch, multiple decks and unique iron and stone work. The level lot is professionally landscaped with an abundance of decorative grasses, hydrangeas and specimen trees. Located in a quiet four home enclave with spectacular views up and down river. View across the river is of Lyme hills open space. Just a short drive to Chester Village with its diverse restaurants, galleries and shops.

$359,900

139 Goose Hill Rd Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
2,154
Status:
Active
MLS#:
G10213741
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
2.1 Acres
Year built:
2017
Courtesy: Aspen Realty Group
View additional info

Beautiful ranch style home located in the charming New England town of Chester. Get ready for summer with public boat launch right down the street and local yacht club close by! Or, for those who prefer to stay on land, this house is just minutes away from Chester town center and it's fine dining and shopping! This newly remodeled home features everything you'd want and more with a glorious open kitchen and spotless hardwood throughout. Come cool off with new central air system or to see the massive and newly finished basement with over 950 sq ft of living area, not included in listed square footage! This home has something for everyone!

$429,900

36 East Kings Hwy Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
2,608
Status:
Active
MLS#:
N10210486
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.6 Acres
Year built:
2002
Courtesy: William Pitt Sotheby's Int'l
View additional info

Welcome to 36 East Kings Highway! Located moments to Chester village, an artists’ enclave and the perfect getaway from city life. This 2002 built, 3 bedroom colonial, is sited on 1.6 level acres with a propane heated, salt water gunite pool with integrated hot tub. The traditional floor plan includes gleaming oak flooring throughout the main level, an eat-in kitchen, formal dining room, a family room with a handsome wood burning fireplace and a spacious formal living room. The upper level has 3 bedrooms one of which is a master suite with private bath. The home has an attached 2 car garage with direct access to a large, finished office/studio space above. An inviting home with impressive outdoor spaces, close proximity to Chester-Hadlyme Ferry and Gillette Castle State Park. Not to be missed!

$305,000

74 Turkey Hill Rd Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
N10212864
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
2.91 Acres
Year built:
1993
Courtesy: William Pitt Sotheby's Int'l
View additional info

INVESTORS, HERE IS YOUR OPPORTUNITY! This spacious home in Chester is in need of some TLC, and at this price, its a winner! Aside from the 3 bedrooms, large bonus room, 2 fireplaces, formal dining room, large deck and private yard...this home has a large walkup attic that has been framed, plumbed and wired for an additional Master Bedroom Suite. This is a must see! Easy to show, 24 hrs notice and Seller is ready to move!

$299,900

51 Castle View Dr Chester, CT 06412

Beds:
2
Baths:
2.00
Sq.Ft.:
1,304
Status:
Active
MLS#:
N10210121
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.55 Acres
Year built:
1980
Courtesy: REMAX Valley Shore Genovali Realty
View additional info

One floor living at its best! This beautiful home has been TOTALLY REMODELED top to bottom! New mechanicals and everything! Like a new home! The great room combines all your living/dining area with cathedral ceilings, and sliders leading to the patio and level backyard. The granite kitchen is open to the dining and living areas. A great home to entertain in. Efficient and easy to maintain, complemented by an oversized 2 car garage.

$239,000

5 Castle View Dr Chester, CT 06412

Open House:

Sunday, 4/30 1:00-3:00PM

Beds:
3
Baths:
1.00
Sq.Ft.:
1,124
Status:
Active
MLS#:
N10209785
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.35 Acres
Year built:
1961
Courtesy: Coldwell Banker Residential Br
View additional info

Mint, move-in condition 3 bedroom ranch. Renovated kitchen with granite counter tops, remodeled bath, hardwood floors, living room with fireplace, in-closed breezeway/mudroom. Full unfinished basement. Attached one car garage. Large level yard, rear patio. Located in a wonderful established neighborhood.

$355,000

14 Brooks Ln Chester, CT 06412

Beds:
4
Baths:
2.00
Sq.Ft.:
1,758
Status:
Active
MLS#:
N10208906
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
2.9 Acres
Year built:
1995
Courtesy: Reyher Real Estate
View additional info

Great turn key cape in excellent condition & well maintained, water view of babbling brook on property. Mature landscaping w/ sprinkler system. Patio area for entertaining. Walk to Chester Elementary School & town center. This home is ready for its new owners.

$399,000

19 Hickory Hill Dr. Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
2,646
Status:
Active
MLS#:
N10208088
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.02 Acres
Year built:
1984
Courtesy: Calcagni Real Estate
View additional info

Location, Location….This contemporary cape is located on a cul-de-sac, 1.02 acre wooded lot which is private and within walking distance to charming Chester! A roomy 2646 sq. ft., 3 Bedroom, 3 full bath house has a light filled open first floor living area and a first floor master bedroom with master bathroom and walk in closet. The house has been freshly painted and has extra room with a finished attic and vaulted ceilings that currently occupies space for a well known local artist, but could also be an office or playroom. Have your buyers come picture themselves in this potential gem.

$364,900

15 Maple St Chester, CT 06412

Open House:

Sunday, 4/30 12:00-2:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,881
Status:
Active
MLS#:
G10208184
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.22 Acres
Year built:
1902
Courtesy: Coldwell Banker Res Brokerage
View additional info

A unique opportunity to own a beautifully appointed 1902 Colonial in historic Chester Village. Steps from exceptional eateries, historic pub, shopping and the Farmers Market held in the village square Sundays June-October. The home has been remodeled to an open floor plan and both baths have been updated. The third floor family room boasts light and views. This space could be an extra bedroom. Enjoy relaxing on the charming covered front porch or the slate patio in the quiet backyard. Fire pit, walk-out basement and electrified shed are a bonus. Backyard path allows access to town parking for your guests parking convenience.

$319,000

32 Straits Rd Chester, CT 06412

Open House:

Sunday, 4/30 1:00-3:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,608
Status:
Active
MLS#:
N10205198
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.03 Acres
Year built:
1969
Courtesy: William Pitt Sotheby's Int'l
View additional info

Location, Location, short walk to Village center. Rustic, warm and cozy. This home is immaculate. The wonderful Family Room with Cathedral ceiling, wood stove and built-ins opens to a private deck with hot tub. Separate recreational room with fireplace, laundry and half bath on entry level. New heating and Air Conditioning. A must see!

$495,000

80 West Main Chester, CT 06412

Beds:
3
Baths:
2.00
Sq.Ft.:
2,389
Status:
Active
MLS#:
N10205973
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.4 Acres
Year built:
1835
Courtesy: Berkshire Hathaway NE Prop.
View additional info

Great location in Chester-close to town center. This 1835 built Federal home has a lot to offer including a fully updated kitchen with Viking Stove, new Bosch dishwasher, SubZero Refrigerator, large island, and beautiful granite counters. The charm of an antique with quality updates and additions including an artists studio/bonus room with loads of light and beautiful windows. 3 fireplaces, plus a wood stove and a whole house GENERATOR! There is a working well on the back porch too! A new architectural asphalt roof was just installed on the main home. Two adjacent buildings are close to the main home. One is a large Artist Studio/Workshop that could be used for many purposes with its high ceiling and separated office space. The other outbuilding is perfect for an office or small studio. The home, location, and separate outbuildings are truly special. Don't wait to see for yourself!

$274,900

38 Middlesex Ave Chester, CT 06412

Beds:
2
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
G10204447
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.32 Acres
Year built:
1890
Courtesy: Blue Lighthouse Realty, Inc
View additional info

A great opportunity to own a beautifully renovated 1900 Colonial steps away from Historic Chester Village. The house has a nice open floor plan, hardwood throughout, custom trim work, beautiful kitchen with granite counter tops, stainless appliances, large bathroom with walk in tile shower and jacuzzi tub. This house has been completely updated. It is situated on 1.3 acres which is unique for being so close to the Village.

$699,000

248 Middlesex Ave Chester, CT 06412

Beds:
4
Baths:
4.00
Sq.Ft.:
5,064
Status:
Active
MLS#:
N10204229
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
5.07 Acres
Year built:
2007
Courtesy: William Pitt Sotheby's Int'l
View additional info

This custom built home has a thoughtful open design and has great attention to detail which is evident throughout. Sophisticated and meticulous with hardwood floors, a dream kitchen, first floor master bedroom and a second floor master bedroom with a full bathroom.The dream kitchen has cherry cabinets, beautiful granite counters which offer plenty of room for dining, stainless steel appliances and plenty of cabinet space with built ins for the occasional cookbook. The kitchen, is open to the family room with a gas fireplace and soaring ceilings yet also has room for a kitchen table. The formal dining room adjoins both the family room and kitchen great for entertaining. The first floor master bedroom en-suite has beautiful built-ins and plenty of closet space while the master bathroom has the same cherry cabinetry and granite as the kitchen plus an extra large tiled shower stall and a beautiful soaking tub, an adjoining sitting room for bird watching and privacy. The study also on the first floor has beautiful built-ins and plenty of natural light to read a good book. The second floor offers a large bonus room with a full bathroom which could also be used as a second master bedroom if needed. One of the other bedrooms has a full bath attached and the other 2 bedrooms are a very comfortable size. The house is set back off the street with plenty of privacy yet only minutes to the Town of Chester with its many quaint shops and restaurants plus its close proximity to highways.

$415,000

83 Main St Chester, CT 06412

Open House:

Sunday, 4/30 1:00-3:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,677
Status:
Active
MLS#:
N10197876
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.38 Acres
Year built:
1920
Courtesy: William Pitt Sotheby's Int'l
View additional info

"Located in the heart of Chester Village", this completely restored (1996) Federal has it all ! An Otis elevator will take you to 4 different floors for the handicapped or use the gracious period stairway. A spacious walk up attic is ready for finishing if needed. The first floor offers an updated kitchen with granite counters and many cabinets. Formal living room has built in bookshelves and a nice view of the typical "porch on Main St" ! Dining is formal as well. There is a separate office room in the annex connector between the home and garage. The finished basement includes a tiled playroom or third bedroom and a large laundry area obtainable by elevator or stairway. There is a separate tiled mud room as well. Main house has all hardwood floors. The yard has a spacious lawn and a stone fireplace for outdoor entertaining ! Also included are all appliances, including "Sub Zero refrigerator, a towel warmer for those chilly nights, "whole house" generator, security system, in wall air conditioners, all window treatments, smoke detectors, garage door opener etc. This Home Has To Be Seen To Be Appreciated !!!

$629,000

78 Pinnacle Ln Chester, CT 06412

Beds:
4
Baths:
5.00
Sq.Ft.:
3,542
Status:
Active
MLS#:
P10200910
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
5.69 Acres
Year built:
2005
Courtesy: RE/MAX Edge
View additional info

Spectacular colonial in Chester Forest Estates! Nestled on over 5 private acres. Love entertaining? This is the perfect home. Open floor plan, chefs kitchen with a center island, granite counters, cherry cabinets, stainless steel appliances, double oven and a wolf cook top! Brazilian cherry floors throughout, 2 fireplaces, inviting light filled family room with cathedral ceilings and built-ins. Master bedroom featuring tray ceilings, a gorgeous 14x9 walk-in closet/dressing room and a huge bathroom with double sinks, over sized jetted tub and separate shower. Au pair suite with full bath and separate staircase. Finished 1100 sqft walkout basement leading to a large patio. Hydro air heat, 3 car garage, cul-de-sac street, to many upgrades to list! Come see for yourself the quality of living this beautiful home offers in the quaint town of Chester.

$589,300

79 Cedar Lake Rd Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
2,726
Status:
Active
MLS#:
N10200270
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
11.85 Acres
Year built:
2004
Courtesy: Coldwell Banker Residential Br
View additional info

Don't miss your opportunity to own 11.85 sprawling acres abutting state forest. Stately Country Colonial positioned perfectly on a professionally landscaped lot--maximizing the effects of the terrain and stone walls. This gracious three bedroom home has an extra guest room, study/office and game room, both finished with beautifully crafted pine that cannot be missed! The main floor is open and flows from one room to the next. There is a great balance of windows brining copious amounts of natural light into the home and blends the indoors with the outdoors. Enjoy your morning coffee and summer evening dinners on the serene patio. Over-sized two car garage can be used for storage/workshop with walk-up storage and possible second entrance to office. The full basement is spacious and would be perfect for extra storage space or a workshop. Many opportunities for this property and plenty of land for horses! Minutes to Chester Village with charming shops, great restaurants, and farmers market.

$324,700

11 Cross Road Chester, CT 06412

Beds:
4
Baths:
2.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
N10200646
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.99 Acres
Year built:
1974
Courtesy: Cavanaugh & Company LLC
View additional info

PRICED REDUCED TO SELL! This immaculate, expanded country Cape sits up off the road on a fairly level, one acre, lightly wooded lot. Enter the home from the newer deck into the great room/kitchen combo. This huge space (16 x 30) boasts vaulted, beamed ceilings with skylights, pellet stove, pantry, knotty pine cabinetry, recessed lighting, ceramic floor and French doors to a rear deck. The formal dining room features crown molding, brand new wall to wall carpeting, bay window and French doors to a large, screened-in porch. The living room features hardwood floors, gas fireplace with built-ins and pocket doors from the dining room. The first floor master bedroom also has new wall to wall carpeting, 2 closets and a gorgeous, updated en-suite full bath with spa style shower and double sinks. The 2nd floor has 3 bedrooms, full bath and hardwood floors. The basement level is spacious, open, dry and ready to be all it can be! The detached garage building has 3 standard bays, one oversized bay and a heated workshop. Easy access to Route 9 and the quaint village of Chester with its unique shops and dining as well as the local marinas.

$599,000

69 Cedar Lake Rd Chester, CT 06412

Beds:
3
Baths:
3.00
Sq.Ft.:
3,348
Status:
Active
MLS#:
N10193941
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
14.29 Acres
Year built:
2009
Courtesy: Page Taft - Christie's IRE
View additional info

69 Cedar Lake Road seeks a buyer looking to be unto themselves. This quaint, charming custom Cape Cod home boast features and possibilities beyond the eye. The best of construction quality, efficient and comfortable radiant heat is all set on 14.29 acres with 2-stall barn, paddock, raised gardens beds with lots of space to expand to larger farming endeavors, a private gun range so you can keep your shooting skills up. The large deck overlooks beautiful perennial gardens all amongst complete privacy. Those who enjoy hunting will love bordering the 16,000 acres of Cockapnset state forest and the expanded hunting periods afforded one living in such a location. 3 bedrooms includes first floor Master suite, 2.1 baths, huge Bonus Room. Room for expansion? Yes! With 10 ft. high ceilings in the basement one can finish in style as its plumbed for future full bathroom and more but is perfect for any project oriented homeowners seeking an expansive workshop. This is the perfect home to enjoy pets, gardening, farming, keeping livestock, hunting, shooting, snowmobiles, all-terrain vehicles, hiking, and fishing or swimming in Cedar Lake just across the road. The barn has heated office and tack room and is plumbed. Hay loft and two adequate stalls exist.

$259,900

44 Castle View Dr Chester, CT 06412

Beds:
3
Baths:
2.00
Sq.Ft.:
1,304
Status:
Active
MLS#:
G10191215
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.4 Acres
Year built:
1987
Courtesy: Sovereign Asset Mgmt Realtors
View additional info

Lovely 3 bedroom cape situated on corner lot. Updated kitchen with granite counter tops and stainless appliances. Features 1.5 bathrooms which were recently updated. New roof April 2017. Oil heat and hot water with central air. 2 car garage. Full unfinished basement. Minutes from route 9 and downtown Chester.

$519,000

107 West Main St Chester, CT 06412

Beds:
4
Baths:
2.00
Sq.Ft.:
3,617
Status:
Active
MLS#:
G10189777
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
24.89 Acres
Year built:
1976
Courtesy: William Raveis Real Estate
View additional info

24.89 ACRES! ENCHANTED, WINDING BABBLING PATTACONK BROOK EMBRACING THIS RARE PROPERTY! NESTLED ON A SECLUDED LOT SECONDS FROM RT 9! SOUGHT AFTER 4 BEDROOM BARN STLYE HOME WITH OPEN FLOOR PLAN, EAT IN COUNTRY KITCHEN WITH ANTIQUE BRICK WOOD FIRED OVEN, OVERSIZED LIVING ROOM WITH FIREPLACE, MASTER SUITE WITH WOOD STOVE, WALK OUT BASEMENT, 2 CAR GARAGE WITH LOFT FOR STORAGE, FULLY FLOORED ATTIC, 4 + HEATED GARAGE AND IN-LAW APARTMENT WITH ADDITIONAL 1500 SQUARE FEET OF LIVING SPACE. GORGEOUS VAULTED CEILINGS, SKYLIGHTS AND RECESSSED LIGHTING. APARTMENT WAS BUILT IN 2002 WITH NO NEED TO UPDATE. THIS PROPERTY WOULD BE SUITED FOR MANY DIFFERENT USES.

$349,900

51 Straits Rd Chester, CT 06412

Open House:

Sunday, 4/30 1:00-3:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
1,953
Status:
Active
MLS#:
N10185294
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.75 Acres
Year built:
1986
Courtesy: Coldwell Banker Res Brokerage
View additional info

Warm and inviting this cape style home is situated privately, yet is walking distance to downtown Chester Village. As you enter the driveway there is a picturesque pond, great for skating parties or summer bonfires. Once closer to the home notice the lovely landscaping which includes a new blue stone terrace which overlooks the property. Once inside the home has a remodeled eatin kitchen complete with a large pantry for storage. The kitchen opens to the family room which is cozy with a wood burning fireplace, and a slider leads you out to a deck which overlooks the back yard. The powder room on the first floor has been remodeled impeccably. Upstairs the master suite is very roomy with a full bath and dressing area. Two additional bedrooms and a full sized guest bath complete the upstairs.

$259,400

2 Pratt St Chester, CT 06412

Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
N10179492
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.27 Acres
Year built:
1902
Courtesy: Reyher Real Estate
View additional info

Cute adorable turn of the century home in Chester,on a dead end rd. not to be missed shows very well. Finished attic, enclosed front porch, 2nd floor porch too. Short walk to downtown shops, art galleries and a wide variety of wonderful restaurants. Well maintained, turn key property. A must see.

$448,000

17 Kings Hwy Chester, CT 06412

Beds:
4
Baths:
3.00
Sq.Ft.:
2,428
Status:
Active
MLS#:
N10173268
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
2.52 Acres
Year built:
1988
Courtesy: William Pitt Sotheby's Int'l
View additional info

NEW SEASON...NEW PRICE!!! CHARM, LOCATION, MOVE-IN CONDITION. This fully updated contemporary is a nature lover's dream. Perched atop a hill in the middle of the woods, it is less than one mile from Chester town center. Floor to ceiling windows and sliding glass doors open to a wrap around deck that looks out onto the woods in summer and Gillette Castle in winter. The updated kitchen with Bosch/Sub Zero appliances features a unique brick hearth around the oven and stove giving the airy, light filled great room a feeling of warmth and comfort. A private stone patio with built in grill and professional landscaping offers outdoor summer living and entertainment at its best. Master bedroom suite with large windows, just up 1/2 flight of stairs from main level. On the ground level there is a mini spa with bamboo floors, new exercise equipment and an infrared sauna. Freshly painted interior throughout. All new carpeting in the bedrooms and office. Beautiful hardwood floors. This home will take your breath away.

$179,900

62 Cedar Lake Rd Chester, CT 06412

Beds:
2
Baths:
1.00
Sq.Ft.:
944
Status:
Active
MLS#:
N10172600
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
0.67 Acres
Year built:
1920
Courtesy: REMAX Valley Shore Genovali Realty
View additional info

Cute as a button! Just steps from Cedar Lake, this 2 bedroom cape on a nice lot has a newer kitchen and bathroom, as well as hardwood floors throughout the rest of the downstairs. The property abuts a brook with access to the lake, perfect for those who love water activities. Needs a little TLC.

$785,000

44 Spring St Chester, CT 06412

Beds:
3
Baths:
5.00
Sq.Ft.:
3,841
Status:
Active
MLS#:
N10122653
Type:
Single Family
Subdivision:
Chester (87)
Lot size:
1.91 Acres
Year built:
1996
Courtesy: William Pitt Sotheby's Int'l
View additional info

Presenting a classic shingle-style colonial with over 600 feet of frontage on Jennings Pond. Adjacent to a protected conservation area. Enjoy the peacefulness of Jennings Pond and the sound of a rushing brook that borders the property. The setting is serene and the spacious house is like-new and offers every amenity for comfortable waterfront living. Open floor plan kitchen/great room with breakfast area leads to a gracious living room with fireplace, formal dining room, family room and both an enclosed porch overlooking the pond and a deck conveniently located off the kitchen - perfect spot for a grill. Three bedrooms upstairs, each with full bath, one with a fireplace and a master suite with generous walk-in closet. There is also a cedar closet and laundry room on this level. Fully finished walk-out lower level family room with huge fireplace and kitchenette adds another 1,200 SF of living space. Every room has a view. A bench by the pond offers the ideal place to contemplate nature. The gently sloping lawn leads to water's edge, where there is easy kayak, canoe and SUP access. A lovely restored 20x30 red barn provides great storage. Just minutes to quaint Chester village shops, galleries, restaurants and CT river marinas and yacht clubs. Two hours from NYC and Boston. With easy village access and the ability to enjoy an active waterfront lifestyle, enjoy the best of two worlds!

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