Connecticut Retirement Communities
for over 55 (40)

newest 55+ communities in connecticut chart

NAMELocation/Starting PriceLink
1. The Links at Oxford GreensOxford/$400's See More
2. Beecher WalkOrange/VillasSee More
3. Chatfield FarmsBeacon Falls/$400'sSee More

New Haven County - New Connecticut Retirement Communities for Over 55

Orange, Connecticut, Retirement Communities

  • Beecher Walk at Orange - Dock on Indian Lake, walking trails.  Villas. Call Doug Blackwood at 203-234-1821 Ext 1417 (Agent), Calcagni Real Estate, for appointment to see M-F.   100 South Orange Center Rd., Orange

Beacon Falls

  • EG Homes at Chatfield Farms - 3 large detached floor plans start in $400's - charming country ambience - low maintenance community on 140 acres - clubhouse, pool, hot tub, fitness, social activities and more.  
    41 Fieldstone Lane, Beacon Falls - 203-714-6622 - Open Daily by appointment 

Oxford 55+ Communities

  • The Links at Oxford Greens single detached homes by Del Webb.  Pricing starts $400's.  Golf - public 18-hole golfcourse - clubhouse, 2 pools (indoors and outdoors), social activities and more.  642 Championship Dr. - 203-533-0602 - Open 10-5 Daily or make appointment.

Stony Creek Harbor in Branford Photo Near the sold-out Riverwalk 55+ Community - check for resales

Stony Creek harbor Branford CtStony Creek Harbor in Branford

The Connecticut shoreline consists of numerous coves and harbors--this is just one in Stony Creek. View a map of the Connecticut shoreline.

On our visit, we found it amazingly peaceful. None of these boats are yachts--just small pleasure boats in seasonal slips. Seniors were out strolling or in their small motorboats.

new haven - apartments

  • Bella Vista - New Haven apartments with an active lifestyle. Large apartment complex in Connecticut since 1971.  Phases 1, 2, and 3 - On New Haven bus line.


Hartford County - New


  • Bidwell Village -  Coventry - 5 minutes to the University of Connecticut - Single homes and duplex homes in small 55+ community. - Prices start at $400's.  By appointment only.  94 Stonehouse Rd., Coventry - 860-748-1821 (Sales)

New London County


  • North Woods of Colchester - Small to medium detached homes.  Award-winning designs - Southeast Connecticut 25 miles to Hartford  - 351 Lebanon Ave., Colchester - 860-537-5338 - Open Daily for appointments.

Fairfield County


  • Oronoque Village - Sold - North Stratford - 900+ condos look like part chalet and part cottage. Some have great features like cathedral ceilings, 1- car garages and lots of storage space. Some are detached but most are attached. Community amenities include 3 pools, tennis, vegetable gardens, community center, nearby golf club, library activities.  600 North Trail.  

55+ Resales in Connecticut - see local realtors

Resales in new haven county

Stony Brook Harbor in Branford CtStony Brook Harbor near sold-out Riverwalk 55+ community in Branford Ct - see Realtors for resales

Breakwater Bay - New Haven - not for over 55 but is a waterfront condo development with water views - were priced from $200's. Good for commute. 150 Harbour Close Rd.  - Check with Realtors for resales.

Castle Heights in Cheshire - Community of spacious upscale single homes. Very new designs and home features.  (I love the bathrooms.) New Haven County by Carrier Homes. Started upper $400's. 141 Victoria Dr., Cheshire

Fairview at Oxford Greens - 642 Championship Dr. - carriage homes by Del Webb 

Fieldstone Village Orange, Connecticut - Sunrise Development Group - Price: $$$-$$$$$$ - priced in $300's+.  Luxury homes by long-time local builders familiar with over 55 living. Short drive to New Haven.New England-styled medium to large homes. Clubhouse, amenities and activities. Many floor plan options. Near Merritt Pkway - HOBI Award.  1025 Grassy Hill Road

County Walk Village - East Haven - desirable area near shore - condo ranches  priced under $200,000 - County Walk Lane, East Haven - Contact your Realtors to see.

Golf Crest - Single ranch homes good for downsizing.  Resales - See local Realtors.  Garages and basements available; low homeowners (verify all information--we are not responsible for inaccuracies).  Upscale interior amenities.  Pinehurst Dr., East Haven

Quail Run by Calcagni in North Haven - condominiums.

Hamden Farms in Hamden by Calcagni - attached 1 and 2 bedroom homes with garage. 2620 Whitney Avenue 

Pond View North Haven by Calcagni - duplex styled homes in $200's. See local Realtors for resales.

Heritage Village - Southbury - 1, 2 and 3-bedroom homes and carriage homes for resale - large community of 2850   condos on 1000 acres in foothills of the Berkshires.  One of the first active adult communities on East Coast.  Formerly Victor Borge's estate.  

Tennis court, pools.  Many activities. Garden plots, wood working, photo lab, pottery workshop, stained glass, computer lab, gym. 4 pools. 18-hole golf on nearby course.  Near East Coast gaming centers.  1 Heritage Way, Southbury 

Preston Woods in Meriden - just 13 detached condo homes built on cul-de-sac. - priced from upper mid-$200's.   By Preston Woods.

Regency at Prospect - Sold out. New Haven by Toll Brothers - townhouse gated community was from $290's. Pool, clubhouse and more. 36 golf courses in the area. Near Waterbury and I-84. 120 Scott Rd., Prospect, CT

Richmond Glen - Cheshire in New Haven county -  large single new homes were priced in $400's -  small maintenance-free community of 41 one and two-story homes.  On 32 acres. Brodach Builders -  Wiese Rd. - Check with local Realtors for resales.

Riverwalk Branford Ct 55+ communityRiverwalk 55+

Riverwalk - Branford - There may be some resales - check with local Realtors - Donmar Development Corp. New England-styled small to large 2-bedroom homes started low $400's. Near train station for commute to Boston or New York, Yale University and YMCA. A shore community on the Long Island Sound. 287 E. Main St.   (203-464-0125 Realtor - We do not recommend Realtors-the number is given for your convenience.)

Simpson Village - Wallingford - live in town and be near YMCA, parks, tennis, dining and more. Energy Star homes started from low $250's. By Simpson Development.  Some luxury features were included in price.  701 Center St., Wallingford

Trailside Village - Hamden - luxury reasonably-priced attached ranch homes. ($200's-verify pricing)

The Village at Oxford Greens - Sold- by Del Webb at Oxford - access to high-end golfcourses. Price: $$$-$$$$ - 15 miles to New Haven.

resales in fairfield county

Maple Oak Reserve - Sold Out - Coastal Town - Just 42 large 3 bedroom, 2 1/2 bath single homes started from $490's - Near Long Island Sound - Clubhouse and Fitness - Homes feature front porches, kitchens with center island, basements and more.  Stratford, CT

Newtown Woods - Sold out - by Toll Brothers in Newtown - luxury single level condos started low $300's and 2-bedroom townhomes started upper $300's - Outdoor pool, fitness, clubhouse.  Near Danbury - Nearby public golf at Richter Park Memorial golf course. Short distance to I-84. 176 Mount Pleasant Road, Newtown - See local Realtors

Rivington - The Enclave Collection - SOLD
By Toll Brothers - this is the 55+ community within the master community of Rivington - 2 and 3-bedroom carriage homes - location is on New York-Connecticut border with excellent shopping and views.  Prices started $500's.  Winner of 2018 HOBI Award for best 55+ community.  300 Center Meadow Lane, Danbury 

The Summit at Bethel - Bethel - near train station for commute to New York, Stamford and Norwalk. Award-winning - At completion will have 232 townhomes in 2 collections. Both age-restricted and not. By Toll Brothers -  started from $500's.  10 Great Hill Dr., Bethel 

resales in hartford county

Autumn Estates - Farmington by Carrier Inc. medium to large homes. 1 Hazelnut Dr. - Now sold out - check with local Realtors.

Chimney Hill Estates - Farmington by Carrier Home Builders Inc -  Single homes near upscale dining and golf and country clubs. Spacious homes in small luxury community.   Now sold out.

Newington Ridge Preserve - By My CT Dream Home - 10 minutes to Hartford - small community of 2-3 bedroom detached homes - 5 floorplans - Started mid-$300's - 
Deming St., Newington, CT

Orchard Hill - Bristol between Waterbury and Hartford - upscale contemporary single homes in 55+ community priced in mid-$300's plus. Pond and country views. Townhomes to be built in a later phase.

Kari Court - Windsor - Cape Cod style homes with 1 garage.

Regency at Berlin - Toll Brothers - 50+ - between Hartford and New Haven. townhomes started in $200's - sold out - Bannan La., Berlin

Phillips Farm - East Hartford - Phillips Farm Rd - single condos priced in high $100's.  See Realtors for resales.

Fairfield Village - Glastonbury - 2 bedroom contemporary ranch condominiums with 2-car garages priced in upper $200's.

Oxbow Ridge - Canton - northwest ct - resales built 2003-06 - 96 spacious singles or townhomes priced in the $300's.

Hunt Glen - Granby - small community of contemporary-styled 2- bedroom homes priced in $300's. Granby is a small town of approx. 10,000 pop.

River Park Crossing - Rocky Hill - Rocky Hill is on the Connecticut River.  2-4 bedroom homes started at the $300's.  By Rocky Hill Enterprises.  Dividend Rd., Rocky Hill

Litchfield County

Tall Oaks - New Milford - Detached homes.

middlesex county 55+ resales

Mystique Lane - Old West St., Cromwell from $249,900 - 26 detached condos. By J.D. Bender Homes.  Now sold out.  Phone Real Estate rep: 203-265-1821

Laurel Ridge in East Hampton - detached homes
North Cove Crossing - Old Saybrook - small community of detached spacious homes near the shore. Watch the sailboats flit by.  Sales: 81 Coulter St. #3 or see Realtors for resales.

North Cove Crossing - Old Saybrook - small community of detached spacious homes near the shore. Watch the sailboats flit by. Homeowners association information: phone - 860-388-3623 at 81 Coulter St. #3 or see Realtors for resales.

Most Popular 55+ Communities in Connecticut*




1. Beecher WalkOrange/$305'sMore
2. Bidwell VillageCoventry/$300'sMore
3. EG Homes at Chatfield FarmsBeacon Falls/$300'sMore
*As determined by most click-thrus on this page in the last 3 months.
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