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10 Whitman Pond Rd, Simsbury
$999,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24216698 MLS
Enchanting architectural design & captivating on the pond setting come together in this exceptional Custom Colonial,where abundant windows frame tranquil views & attract natural light.Nestled on 2+ private acres in sought after, peaceful cul-de-sac of fine homes.The inviting interior unfolds w/a wonderful sense of openness & light from showstopping 2-story frpl FR & stunning flr to ceiling window to a gorgeous frpl LR w/lofty ceiling adding to the home's airy feel.French drs extend the generous DR to well-appointed butler's pntry adjoining tremendous sunfilled Kit w/substantial islnd & sunfilled breakfast rm.Relax in the screen prch w/striking wood paneling, or settle on new composite deck w/integrated lighting to enjoy picturesque grounds.Perfectly positioned to capture views through expansive windows,the 1st fl Primary Suite offers a tranquil escape w/lg wlk-in & spa bth.Adjoining Sitting Rm/private Study offers options.Upstairs brings even more versatility w/3 addl Bdrs,1 ensuite,plus well sized bonus rm offering a wealth of possibilities.Room to gather,play, & unwind in daylit fin LL featuring comfortable FR w/frpl,sprawling game rm,potential 5th BDR w/full bth,& flex rm w/kitchenette.Enjoy the splendor of a vacation style home-yr round!Centrally located close to award winning schools,Simsbury Farms w/golf, tennis & pools, & picturesque town ctr & outdoor rec w/miles of hike & bike trails.Just 25 minutes to Bradley Airport...but you'll never want to leave.

10 Whitman Pond Rd, Simsbury
2 Hazel Court, Unit 2, Simsbury
$285,000
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24213754 MLS
Welcome home to 2 Hazel Court, ideally situated on a cul-de-sac in Simsbury's desirable Hazelmeadow community! This charming 2-bedroom home offers a wonderful opportunity for homeownership with several recent improvements, including fresh interior paint, beautifully refinished hardwood floors, a new roof in 2026, and a new boiler. Enjoy the convenience of living just minutes from Simsbury Center, where you'll find award-winning restaurants, boutique shopping, the Simsbury Public Library, Simsbury Meadows Performing Arts Center, and the picturesque Old Drake Hill Flower Bridge. Outdoor enthusiasts will appreciate the neighborhood's convenient access to the Rails-to-Trails bike path, perfect for walking, biking, and enjoying the outdoors. Whether you're purchasing your first home, looking to downsize, or simply seeking a convenient location, 2 Hazel Court offers a wonderful opportunity to enjoy all that Simsbury has to offer. Why rent when you can own a place to call your own?

2 Hazel Court, Unit 2, Simsbury
40 Firetown Road Unit 28, Simsbury
$64,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215616 MLS ⋅ Belden Forest Court BLDG.
FALL IN LOVE Lovely One Bedroom Condo,Ground Level,Freshly Painted Interior,New Wall-Wall Carpet,Neutral Decor,Spacious Living Room.One Bedroom with Large Closet and Direct entrance to the Bathroom,Galley Kitchen with Additional Cabinent for Extra Storage and Counterspace,Full Bathroom with Tile Floor,Vanity and Walk-in Shower with Safety Bars,Two Additional Closets for Linens and Supplies,Additonal Storage Area,New Thermopane Windows,And Patio with Direct Access from the Living Room : Please Note--MINIMUM OF 55 YEARS OLD (NO EXCEPTIONS),NOT ASSISTED LIVING ,NO MEALS,NO MEDICAL CARE,AND NO PERSONAL CARE,HOA INCLUDES ALL UTILITIES EXCEPT PHONE,CABLE,AND INTERNET. INCLUDED IN HOA ARE THE FOLLOWING: HEAT,HOT WATER,ELECTRIC,WATER,A/C,WEEKLY LIGHT HOUSEKEEPING AND LINEN CHANGE (OWNER PROVIDES LINEN),TRASH,WATER,DAILY SOCIAL PROGRAMS EXCEPT SUNDAY,SCHEDULED TRANSPORTATION,EMERGENCY CORDS IN UNIT,FREE USE OF LAUNDRY, AND ONSITE MANAGEMENT.An Entrance Interview is required with the Director of Belden Forest (Basically Questions and Answers).ALL APPOINTMENTS MUST BE CONFIRMED WITH THE LISITNG AGENT,MAKE YOUR APPOINTMENT TODAY--DON'T MISS OUT ON THE EXCEPTIONAL RETIREMENT CONDO !!

40 Firetown Road Unit 28, Simsbury
26 Oakhurst Rd, Simsbury
$749,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215037 MLS
Stunning, classic center-hall colonial set on 2 acres of secluded, private land amidst an established cul-de-sac road. Luxury, quality and care exude from this sprawling 3,600 sq ft, 4 bedroom, 2.5 bathroom, 2-car garage home. The curb appeal of this home draws you in with greenery, surrounded by mature trees, custom paver walkways, patio and fire pit, and professional landscaping and retaining walls. Inside you are met by gleaming hardwood floors and natural light spilling in everywhere. The kitchen is the heart of this home and features custom cabinetry, modern lighting, a travertine-tile backsplash, crown molding & new stainless steel appliances. There are granite counters with a breakfast bar peninsula and an eat-in area with beautiful French doors that open to the back deck, allowing for fluid indoor-outdoor entertaining! A large formal dining room with chair rail provides lots of space for dining. Main level provides plenty of living space with both a formal living room and a cozy family room with a brick fireplace, perfect for fires on cold New England nights. Upstairs are 4 ample bedrooms including a primary bedroom suite with a walk-in closet and a fully updated bathroom with a custom glass and tile walk-in shower & soaking tub. The lower level will WOW you with over 700 sqft of finished space, perfect for entertaining & offers a walk-out and plenty of natural light. On top of all of this are over $150k in improvements done, so all you have to do unpack & enjoy!

26 Oakhurst Rd, Simsbury
40 Firetown Road Unit 37, Simsbury
$154,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214638 MLS ⋅ Belden Forest Court BLDG.
SOMETHING SPECIAL !! Make this Beautiful Two Bedroom Retirement Condo you NEW HOME!! Featuring : Abundant Natural Light,A Freshly Painted Interior with Neutral Decor, Updated Kitchen with Abundant Wood Cabinets,Newer Refrigerator.New Microwave,and Parquet Floor,Updated Full Bath with Walk-in Shower with Safety Bars,Beautiful New Carpet (Neutral Color) in Living Room and Bedrooms,New Thermopane Windows,Custom Blinds,Washer and Dryer in the Condo,AND Wood Deck with Electric Awning and Direct Access From the Living Room,Third Floor Location ,End UNIT,And Individual Storage Area.Please Note--MINIMUM OF 55 YEARS OLD (NO EXCEPTIONS),NOT ASSISTED LIVING ,NO MEALS,NO MEDICAL CARE,AND NO PERSONAL CARE,HOA INCLUDES ALL UTILITIES EXCEPT PHONE,CABLE,AND INTERNET.INCLUDED IN HOA ARE THE FOLLOWING: HEAT,HOT WATER,ELECTRIC,WATER,A/C,WEEKLY LIGHT HOUSEKEEPING AND LINEN CHANGE (OWNER PROVIDES LINEN),TRASH,WATER,DAILY SOCIAL PROGRAMS EXCEPT SUNDAY,SCHEDULED TRANSPORTATION,EMERGENCY CORDS IN UNIT,FREE USE OF LAUNDRY, AND ONSITE MANAGEMENT.An Entrance Interview is required with the Director of Belden Forest (Basically Questions and Answers).ALL APPOINTMENTS MUST BE CONFIRMED WITH THE LISITNG AGENT,MAKE YOUR APPOINTMENT TODAY--DON'T MISS OUT ON THE EXCEPTIONAL RETIREMENT CONDO !!

40 Firetown Road Unit 37, Simsbury
7 Robin Rd, Simsbury
$467,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214368 MLS
Welcome to this inviting 3/4 bedroom, 2.5-bath Cape nestled in a peaceful Simsbury neighborhood. Brimming with character and enhanced by thoughtful updates, this home offers the perfect blend of classic charm and modern comfort. Inside, you'll find beautifully refinished hardwood floors, a newly renovated bathroom, new flooring in the lower level, and a kitchen equipped with new stainless steel appliances. A new roof installed in 2026 adds valuable peace of mind, while numerous updates throughout make this home truly move-in ready. Step outside to enjoy the fully fenced-in backyard-an ideal setting for relaxing, entertaining, gardening, or enjoying time outdoors. Warm, welcoming, and wonderfully updated, this charming Cape is ready for its next owner. Don't miss the opportunity to see all this lovely home has to offer.

7 Robin Rd, Simsbury
12 Edgewood Court Unit 12, Simsbury
$575,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24213016 MLS ⋅ Stratton Forest BLDG.
Like new construction *Soaring vaulted ceilings * Remodeled kitchen and baths * Hardwood floors * Double-sided fireplace * Three private bedroom suites * Finished walkout lower level * Direct Rails-to-Trails access * Architectural charm and inviting open spaces come together in this distinctive freestanding Stratton Forest home in Simsbury. Offering 1,866 square feet above grade plus 658 square feet of finished walkout lower-level space, this home pairs generous living areas with thoughtful updates & appealing details. The remodeled kitchen showcases granite countertops, a breakfast bar, marble tile backsplash, under-cabinet lighting, and a new oven range and refrigerator, flowing seamlessly into the vaulted family room and a beautifully appointed dining room addition completed in 2024. Framed by serene woodland views, the dining room offers a truly special experience-an inviting sense of dining among the trees. A double-sided gas fireplace elegantly connects the family room and sitting area, creating a striking focal point. A remodeled main-level half bath adds convenience. High ceilings, built-in bookshelves and generous closet space add character and storage throughout. Two upper-level bedrooms each feature a private full bath, while the finished walkout lower level offers a third bedroom with French doors and its own full bath, a hardwood-floored office area, patio access & abundant unfinished storage. Recent mechanical updates include a full HVAC system replacement

12 Edgewood Court Unit 12, Simsbury
21 Saddle Ridge Dr, Simsbury
$3,800
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212895 MLS
Welcome to 21 Saddle Bridge Drive, Simsbury, CT! This exceptional lease opportunity offers the perfect blend of luxury, comfort, and location. Recently and extensively remodeled from top to bottom, this stunning Colonial feels like brand-new construction and showcases quality finishes throughout. The beautifully updated kitchen features custom cabinetry, granite countertops, and modern lighting, while the renovated bathrooms, gleaming hardwood floors, and thoughtful updates create a truly move-in-ready home. Boasting 9 spacious rooms, 4 bedrooms, and 2.5 baths, this home provides plenty of space for both everyday living and entertaining. An additional 300 square feet of partially finished lower-level space offers flexibility for a recreation room, home office, gym, or media area. Situated on over 2 private acres on a quiet street, the property offers a peaceful setting while remaining just minutes from Simsbury Farms, one of the area's premier recreation facilities. Step outside and enjoy the in-ground pool, creating your own private retreat for relaxing and entertaining. Pets will be considered, making this a rare rental opportunity for animal lovers. Located in the highly desirable town of Simsbury, recently recognized by Money Magazine as one of the best small towns in America, this home offers an outstanding lifestyle with top-rated amenities, beautiful outdoor spaces, and convenient access to shopping, dining, and recreation.

21 Saddle Ridge Dr, Simsbury
21 Ichabod Rd, Simsbury
$474,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24210037 MLS
Beautiful 3/4-bedroom, 2-bath Cape Cod situated on a corner lot with nearly 2 acres of gorgeous, usable land in the sought-after Latimer Lane School District. Step inside to gleaming hardwood floors and a wood-burning fireplace in the formal living room, which flows seamlessly into the eat-in kitchen featuring granite countertops, newer backsplash, newer stainless-steel appliances, pantry, and spacious dining area. Just off the kitchen is a wonderful family room with new carpet and built-in bookshelves, along with a convenient main-level bedroom and full bath. Upstairs, two spacious bedrooms with hardwood floors share a beautifully remodeled full bath. The dry lower level offers flexible space for a home office, gym, hobbies, or additional storage. Recent updates include a brand-new second-floor bathroom, new windows, new carpet, new pressure tank, and updated electrical panel. Enjoy plenty of room for entertaining, gardening, outdoor activities, and even a pool. Don't miss this wonderful opportunity to enjoy the space, privacy, and charm of nearly 2 acres in desirable Simsbury!

21 Ichabod Rd, Simsbury
66 Hartford Rd, Simsbury
$800,000
8 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24203730 MLS
A remarkable offering awaits at 66, 68 and 72 Hartford Road, where three separate parcels are being offered together as one exceptional Simsbury property. This unique offering includes two Colonial homes, each with private well, septic and oil heat, plus a third parcel featuring historic post-and-beam barns with potential for storage, adaptive reuse, animals, hobbies, agricultural pursuits, or reclaimed materials and salvage value. Together, the three parcels encompass almost 3 acres in a desirable Simsbury corridor, offering potential for future development, investment, or continued use as a distinctive multi-property setting. One residence offers four bedrooms and three full baths, while the second features four bedrooms, two and a half baths and a first-floor in-law suite (ADU), providing flexibility for extended family, rental income, or other uses. Inside, hardwood floors, fireplaces and inviting gathering spaces reflect the homes' historic character and functionality. Outside, expansive grounds, mature trees and established barns create a picturesque New England setting. Whether you envision a private homestead, hobby farm, investment property, future development, or simply room to spread out, this one-of-a-kind offering provides exceptional flexibility. Three parcels, two homes and historic barns come together to create an offering rarely found in Simsbury.

66 Hartford Rd, Simsbury
19 Wiggins Farm Dr Unit A, Simsbury
$249,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24208956 MLS ⋅ Pine Hill BLDG.
MAKE THIS RANCH STYLE END UNIT YOURS TODAY. Beautifully maintained with all the ease of true one-floor living in a tranquil, wooded setting. Discover the incredible peace of mind that comes with the convenience of driving into your private garage with direct access to your home. Features include a new roof, new back deck, new hot water heater, new high-efficiency heat pump condenser unit, and brand-new LG combination washer and dryer. Inside, the home feels incredibly welcoming with an open floor plan. The spacious kitchen is perfect for cooking and entertaining, complete with a large island, abundant cabinetry, and plenty of counter space. It flows effortlessly into the dining area and a comfortable living room, where a large slider lead out to your new private deck. It's the perfect quiet spot to sip your morning coffee or tea while enjoying the lovely, natural setting. The primary bedroom features a private full bathroom, a walk-in closet, and the ultimate convenience of that brand-new LG laundry unit right where you need it most. Downstairs, the large full basement provides all the storage space you need, and could easily be transformed into a workshop, craft area or exercise space. Location-wise, you get the absolute best of both worlds. While your backyard feels like a quiet sanctuary, the community itself is centrally located just minutes to fantastic shopping, dining, & recreation. Get cozy this winter season with one floor living and your own private garage too!

19 Wiggins Farm Dr Unit A, Simsbury
16 Oakhurst Rd, Simsbury
$600,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206866 MLS
Tucked onto nearly 2 acres in Simsbury, this spacious Cape offers approximately 3,689 sq. ft. of finished living space, including 2,689 sq. ft. above grade plus approximately 1,000 sq. ft. in the finished walk-out lower level. The flexible layout gives everyone room to spread out, gather and make the home their own. Picture quiet mornings with coffee in the sunroom, holidays and dinners shared with family and friends, and cool evenings curled up beside one of three fireplaces found in the living room, family room and den. Hardwood floors add warmth throughout much of the home, while multiple living areas allow rooms to evolve along with your needs. Four bedrooms include one in the finished lower level, creating privacy for guests or extended family. Outside, the nearly 2-acre setting offers space and privacy while remaining convenient to Simsbury shopping, dining, recreation and everyday amenities. A home with character, room to grow and possibilities that are hard to find.

16 Oakhurst Rd, Simsbury
170 W Mountain Rd, Simsbury
$344,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204262 MLS
Imagine coming home to colorful foliage, peaceful neighborhood strolls, and the simple pleasures of fall in New England. This West Simsbury charmer makes it easy to embrace the season, with a fantastic location close to some of the area's favorite autumn destinations. Enjoy hayrides at Flamig Farm, pick pumpkins and apples at The Pickin' Patch, or sip your way through wine tastings at Rosedale Farm & Vineyard-all less than 5 miles away! For outdoor adventures, head to Talcott Mountain State Park and take in the spectacular seasonal views from Heublein Tower. Prefer a more laid-back afternoon? Talcott Mountain Collective is ready with a craft brew and great scenery, or you can simply soak up the serenity of inviting a few friends to enjoy a backyard bonfire right at home! Step inside and discover a bright, welcoming home with a turn-key feel and plenty of flexibility. The updated kitchen flows into the dining area, while the spacious living room-with its wood-burning fireplace and built-in shelving-sets the scene for cozy nights in. The standout rear addition gives you room to spread out, whether you envision a family lounge, dedicated home office, or comfortable guest room space. Add in 2 updated full baths, a new 2025 roof, convenient main-level laundry, and a private backyard patio, and you have a home that makes everyday living feel easy. Charming, versatile, and perfectly positioned to enjoy everything West Simsbury has to offer, this is one worth seeing!

170 W Mountain Rd, Simsbury
15 Sanctuary Dr, Simsbury
$575,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206079 MLS
Your woodland hideaway awaits! Tucked along a peaceful cul-de-sac in a desirable Simsbury location, part of the sought-after Squadron Line Elementary district, 15 Sanctuary Drive offers a wonderful blend of privacy, natural beauty and convenience. Set on a level, wooded 1.1-acre lot, this inviting Colonial features 4 bedrooms, 3.1 baths and a thoughtfully designed layout for both everyday living and entertaining. The main level welcomes you with spacious living and dining rooms, an eat-in kitchen and convenient 1st-floor laundry. The kitchen flows naturally into the expansive family room with refinished floors. With 3 fireplaces throughout, there is no shortage of inviting places to relax. The private primary suite offers a sitting room/office, ensuite bath with jetted tub and double vanity, and custom walk-in closet. A partially finished walk-out lower level provides space for recreation, hobbies, a home office or guests. Outside, the deck overlooks the peaceful wooded setting, creating a wonderful spot for morning coffee or evening gatherings. Central air adds year-round comfort. Recent improvements include a new oil tank and refinished primary bedroom & family room floors (2026). Close to McLean Game Refuge trails, parks, recreation, dining and Simsbury's charming town center, with Bradley International Airport approximately 15 minutes away. Private, peaceful and wonderfully connected, 15 Sanctuary Drive is a special place to call home!

15 Sanctuary Dr, Simsbury
22-24 Woodland St, Simsbury
$585,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198047 MLS
A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding.

22-24 Woodland St, Simsbury
2 Green Valley Dr, Simsbury
$469,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188446 MLS
Incredible opportunity at 2 Green Valley Drive in Simsbury! Set on a spectacular, large and level corner lot within a quiet cul-de-sac neighborhood, this classic Dutch Colonial offers the setting, space, and potential to create something truly special. Perfectly positioned on the property, the home enjoys impressive curb appeal from the approach, while the expansive yard provides tremendous room for outdoor living, recreation, entertaining, or play. The home features four bedrooms and 2.5 baths, including a primary suite, along with a previously finished basement offering additional potential living space. Currently a naked pallet and in need of TLC, the property presents an ideal opportunity for a contractor, investor, or buyer looking to restore and customize a home to their own vision. With its timeless Dutch Colonial architecture, desirable neighborhood setting, exceptional lot, and generous footprint, the fundamentals are already here. Bring your ideas and transform this property into the beautiful Simsbury home it has the potential to become. A true fixer-upper opportunity where location, land, and upside come together.

2 Green Valley Dr, Simsbury
10 Partridge Court Unit 10, Simsbury
$2,400
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193241 MLS
Welcome to this beautifully freshly painted top to bottom, light-filled end-unit condominium in the highly desirable Stratton Forest community. This contemporary 2-bedroom, 2.1-bath home offers an open-concept floor plan with hardwood floors and an abundance of natural light from walls of windows overlooking the private, lightly wooded backyard and patio. The spacious living and dining areas provide the perfect setting for everyday living and entertaining, while the wood burning stove adds warmth and charm. The galley kitchen features timeless, bright white appliances and ample cabinet space. Both bedrooms are private suites with their own full bathrooms, making this an ideal layout for guests, roommates, or a home office. The primary suite includes a large walk-in closet. Additional features include central air, a detached one-car garage with extra storage. Ideally located within walking distance to Simsbury High School and adjacent to Stratton Brook State Park, offering miles of scenic trails for walking, jogging, biking, fishing, and picnicking. Just minutes from Simsbury Center's shopping, dining, and amenities.

10 Partridge Court Unit 10, Simsbury
14 Billingsgate Dr Unit 14, Simsbury
$750,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184380 MLS ⋅ Billingsgate BLDG.
Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with a sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated library. A cozy sanctuary designed to unwind and lose yourself in another world. The main level is tailored for effortless living, featuring a dramatic family room with soaring windows and Kitchen equipped with a gas cooktop, panel-ready appliances, and butler's pantry with a Subzero wine fridge. A sliding glass door opens to a private patio where afternoon sun beautifully illuminates the thoughtfully curated plantings. Meticulous enhancements shine throughout, including designer lighting fixtures, fresh interior paint, a new staircase runner, plush new carpeting, a chic powder room with designer wallpaper and new mirror, and a brand-new AC compressor for absolute peace of mind. Main-level laundry adds ultimate convenience, and the upper level unfolds a private guest wing, full bath, and office with custom built-ins. The remodeled primary suite is a luxurious retreat with plush carpet, curated lighting, custom walk-in closet, and bath with a dual marble vanity, shower, and soaking tub. Complete with a lower level for immense storage, and situated moments from golf, fine dining, and trails, this home offers a lifestyle of unparalleled ease.

14 Billingsgate Dr Unit 14, Simsbury

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