Chloe Hills was born and raised in Louisiana, where her early years were shaped by a strong sense of family, creativity, and community. She went on to earn a Bachelor of Arts in Secondary Education from the University of Louisiana, a path that led her into a career rooted in leadership, organization, and working closely with people.
Chloe spent 15 years in education, managing large programs, coordinating schedules and events, and supporting students, families, and teams in fast-paced environments. Over time, her passion for structure, systems, and behind-the-scenes support evolved into a focus on operations and project management. Alongside her work in education, Chloe has a long-standing background in dance, an experience that shaped her appreciation for discipline, collaboration, and the creative process.
At DDH Home Organizing & Move Management, Chloe serves as Project Manager, supporting both clients and the team through project coordination, scheduling, task management, and communication. Chloe lives in Texas with her husband and two daughters and enjoys creating systems that support real life — both at work and at home.
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Diana Bassett
Organizer
Diana was born and raised in NY, and her passion for folding, sorting, and creating systems began early while working in retail during high school, where she discovered how thoughtful organization and presentation can transform a space, and how to fold a sweater perfectly.
While attending college, Diana turned that passion into a business out of her dorm room, where she helped fellow students unpack, set up their dorms, and shop for organizational tools to create functional, stress-free living spaces at the start of each school year. Before transitioning into professional organizing, Diana spent over a decade working in public relations, partnering with clients across the entertainment, professional sports, fashion, tech, and lifestyle industries. That background sharpened her ability to manage complex projects, adapt quickly, and work calmly and efficiently under pressure.
Diana holds a B.A. in Film Production and a Master’s in Public Relations from Hofstra University. She is passionate about sustainability, eco-friendly practices, and non-toxic organizing solutions, and enjoys helping clients create systems that are both beautiful and mindful, often using what they already own whenever possible. When she’s not working, Diana enjoys spending time with her twin toddlers and husband, baking, or writing.
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Alana Donato
Organizer
Alana is a creative professional with a lifelong background in dance, education, and operations, paired with a deep love of organization and well-run spaces. She graduated from Rutgers University with a BFA in Dance, a BA in Journalism, and a minor in Women’s Studies.
Her career in dance included national and international performance, teaching Ballet, Jazz, and Lyrical/Contemporary to children ages 3–18, and co-owning Artists in Motions, a dance studio in South Brunswick, New Jersey, for over 15 years. While her choreography received numerous awards, she is most proud of the students she mentored and the community she helped build.
At her core, Alana loves being part of a team and contributing wherever she’s needed. Known for her natural instinct for organization, she finds joy in creating calm, functional spaces and believes that an organized home has the power to transform how people live and feel.
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Rachel Allswang
Organizer
Always on the move, Rachel grew up between Paris and San Francisco where she learned to recognize what matters and how to create cozy homes with what she had. She earned her master’s degree in interior design in Paris and spent over a decade crafting interiors blending purpose with style. For her next act, Rachel teamed up with her mother and for the next ten years, she opened and ran Le Garage in Brooklyn, turning a raw space into a functional and warm French restaurant filled with their love of food and shared story. Now married and based in New York, Rachel naturally gravitates toward harmony. She finds joy in the small details that bring ease to everyday life. A natural multitasker, she believes that peace lives in the little things. When your space works for you, life flows more freely! Rachel also volunteers at a homeless shelter (The Bowery Mission), bringing the same care and love to service. Her favorite escape: a book in hand, lying in the sun by the Mediterranean Sea.
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Tara Mann
Organizer
Tara’s knack for transforming spaces began in childhood, moving frequently across the U.S. and Europe with her chemical engineer dad, stay at home mom and five sibilings. With each move, whether transitioning between large homes or cozy apartments, Tara was amazed by her mother’s ability to create organized and welcoming spaces in just a matter of days. Her mother’s mantra, “Pack one box and take only what you love,” instilled in Tara a profound appreciation for meaningful belongings and the art of decluttering. After earning a degree in history and fine arts from SMU, Tara’s journey led her from San Francisco to Boston and, finally, to New York, where she pursued a rewarding career in education. Known for her meticulously organized classrooms, Tara soon became the go-to person for helping colleagues revamp their spaces. With her three kids now in college, Tara is thrilled to focus on helping clients create welcoming, beautifully functional homes. In her downtime, she loves visiting her family around the globe with her husband and their spirited Labrador, Bear.
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Sharon Sill
Organizer
Sharon was born in the US and moved to France as a child, becoming fluent in French. After her formative years in Europe, her family settled in New Canaan, CT. Sharon attended Providence College and discovered her passion for marketing, leading to roles in London, Paris, Frankfurt, and the US.
After earning her MBA from Thunderbird School of Global Management, Sharon and her husband, Tom, moved to New Canaan, CT where they raised their two children. She has organized her home, her children's rooms, dorms, and apartments. She has a unique talent for re-imagining spaces and witnessing the positive impact of these transformations. Even in her volunteer activities, Sharon brings her organizational skills to Planet New Canaan's Swap Shop, making it easy for customers to find what they need.
Professionally, Sharon has managed complex marketing campaigns and led projects requiring meticulous organization. From marketing plans to family vacations, there's not much that intimidates Sharon. Her diverse experiences and dedication make her a force in both her professional and personal life!
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Ulrike Ludlam
Organizer
Ulrike was born & raised just outside Hamburg, Germany, in a small town where her father was a doctor and her mother commanded a household of six. Her parents both came from large families and her childhood was filled with visits to grandparents, aunts, uncles and cousins.
In college, she studied History, French and Design from 1988-1992 at the University of Augsburg and the Fachhochschule Hildesheim where she received a Fulbright Scholarship for Design. From 1994-1996 Ulrike worked as Art Director at The Lacey Group, Minneapolis, MN and she worked as Art Director at Pluzynski & Associates, Inc. from 1997-1999.
After years of dealing with tight deadlines, she decided to focus on her 3 children full-time. Her husband’s career in the Museum World was blossoming and it was a true gift for her to be able to stay at home. Ulrike's oldest son finished college in May 2022, her middle son goes to "The New School" for Classical Music and her daughter is a Freshman in High School. Her passion is Real Estate Investments: She had the privilege of renovating/flipping small Real Estate Investment since arriving in NYC and she considers it a blessing even though it comes with its highs & lows.
Who knew that she would end up raising true New Yorkers, coming from a small town near Hamburg, Germany - all because of her wanderlust and staying open to the unexpected and to embrace the twists and turns along the road.
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Kristin
Organizer
I started my career as a style editor at Condé Nast, and moved on to be President of a gallery and photo studio in Chelsea.
Most recently, I’ve collaborated with my partner in real estate development and design. We’ve worked on townhouses in Brooklyn, a farm in upstate New York, and multiple beach homes in New Jersey.
As much as I love to work outside the home, the most rewarding and challenging aspect of my life is raising my four children. They’ve patiently moved with us on many projects and tolerated living in multiple construction sites!
I’m thrilled to be part of the Done & Done and to watch the company grow and prosper!
The living room is my favorite space because we have an open floor plan that overlooks Brooklyn Bridge Park and the NYC Bridges. It’s the perfect room to entertain family and friends because while I’m cooking, we can all hang out together and enjoy the view.
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Stephanie Radman
Organizer
People might have guessed that Stephanie would eventually become an organizer. In high school, she kept a record of every outfit that she wore on a piece of paper in her closet! Fast forward several years to when Stephanie met her husband Dan – set up by their respective Croatian families. Six homes, three children + one dog later, Stephanie lives in Connecticut with her husband and their three children. Stephanie keeps busy organizing their two college boys and high school daughter. When not working, she enjoys swimming, rowing, biking, gardening and volunteering with Meals on Wheels, the New Canaan Garden Club, the Congregational Church of New Canaan and Waveny Care Center. Stephanie is very thankful for team members Lise and Louise for helping to bring her on board!
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Judy Keaney
Organizer
As a young girl growing up in the suburbs of Cleveland, OH Judy would marvel at her grandmother, who every time she visited, would clean out and reorganize her parent’s refrigerator. She inherited the organizing gene and enjoyed cleaning out and reorganizing her bedroom in between school terms. Much to the delight of friends and family she has carried on the tradition of her grandmother by leaving them with the gift of a reorganized linen closet or pantry after her stay.
Judy graduated from Miami University in Oxford, OH with a B.A. in International Relations with a concentration in Political Science and History. She immediately moved to Washington, DC where she lived for several years before moving to NYC with her husband. She had a career in politics and marketing before becoming a stay at home mom after the birth of their triplets. Over the years she has worked as a small business consultant and fundraiser at her children’s schools.
Judy enjoys working with clients in finding homes for their special things and helping them realize a more organized home. She is looking forward to transforming her own family apartment into a adult family living space now that her children are college bound. Judy lives in Prospect Heights Brooklyn and near Hudson, NY with her husband.
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Gail Greenberg
Organizer
Born and raised in Montreal, Gail embodies the character traits of a true Canadian, nice, helpful, with a sense of humor. As a young girl, Gail would organize her grandmother’s dresser drawers during visits to her apartment. Gail loved their interactions as she worked. Making improvements to someone’s space and listening to the stories of their life proved to be a meaningful experience.
Many years later, Gail chose to study Architecture and got her degree at McGill University. In New York, Gail learned the ropes working for an Architect, designing and project managing high-end residential projects in Manhattan.
Gail delights in collaborating with others to re-imagine a space and then witness the impact of the transformation on someone’s life. She brings her architectural skills of space-planning and visioning, and her enjoyment of brainstorming with clients and a team, to her work with DDH. Gail currently volunteers at the Brooklyn Public Library, assisting the Curator of Visual Art Programming on rotating exhibition projects. She lives in Prospect Heights, Brooklyn with her husband, also an architectural designer, and daughter, who is almost off to college. There is always an improvement project to work on at home.
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Jeanne Messing
Organizer
Jeanne was born and raised in St. Louis, Missouri but also frequently visited her dad and new family in Northern California. All that traveling for parental visits had its many perks, as Jeanne quickly learned how to master the art of packing the essentials into a suitcase and make a nest fit for any bird.
Jeanne earned her BFA from Syracuse University and later moved to NYC where she worked for artist Kris Ruhs making jewelry for Bergdorff Goodman, Corso Como 10 and private clients. She also started her own accessories business making eye-glass chains which sold in Henri Bendel’s, Robert Marc Opticians in NYC and Rodeo Drive in LA.
Jeanne attended the School of Visual Arts post baccalaureate in Art education and went on to teach art to children ranging from preschoolers to 8th graders until she married her husband Fred. Jeanne has extensive experience with all aspects of the home, from purchasing, selling, designing and renovating. She has designed and renovated many projects in her own home while also helping friends declutter, organize, and make decorating decisions. Jeanne also had a 12 year real estate venture in Red Hook, Brooklyn. It also doesn’t hurt that according to astrology, her birth chart has 6 houses in Virgo, making her exceedingly detail oriented!
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Louise Havens
Organizer
Originally from the South and educated in the Midwest, Louise moved to New York after college. With a can-do attitude and lots of energy, she worked in sales for clothing manufacturers selling to everyone from major department stores to golf pro shops. Eventually Louise left the city for Connecticut and raised/managed/organized four children, one husband, countless pets, moves and renovations. These days she still volunteers in town (Meals on Wheels, National Charity League and the New Canaan Garden Club) but has found as her children have grown, she has much more free time. Louise is now thrilled to be able to bring her organizational and management skills, positive attitude and high energy to work at DDH.
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Lise Reddin
Organizer
Born and raised in Denmark, Lise came to the United States for a six month visit in the 1980s in order to improve her English. She met the man who would become her husband within two months of arriving and lucky for DDH, she stayed. After graduating from UConn with a degree in Design and Resource Management with minors in Psychology and French, she eventually settled in New Canaan where she raised her two children. After years of homemaking and extensive volunteer work (Red Cross, National Charity League, Girl Scouts and NC Garden Club) Lise’s friend, Macky Hennessy, suggested she reach out to Ann and Kate and bring her organizing talents to DDH. Lise did her training hours in record time and very quickly became an invaluable member of the team.
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Macky Henesey
Organizer
Macky Henesey was born and raised in Seal Beach, California. She grew up playing competitive tennis, swimming, running and was a recruited field hockey player at UC Davis. When the beaches beckoned she returned to southern California to graduate with a degree in Psychology from Cal State Long Beach. She then ventured east to begin a career in public relations and advertising in Washington, DC. She met her husband Mike there and they moved shortly thereafter to New Canaan, CT where they’ve lived and raised their three children over the last 25 years. Macky has organized her home, her three kids rooms (repeatedly!), countless dorm rooms and parts of many friend’s homes. Macky has volunteered extensively and her work has spanned from the New Canaan Garden Club to the Waveny Care Center to National Charity League. Professionally she’s taken on the reorganization of a filing system in a law firm’s Westchester County office. Having organized everything from lace to lawsuits there’s not much that intimidates this one!
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Meg Koett
Social Media Manager & Copywriter
We didn’t have to search far when we were looking for someone to start up our marketing department. Meg Koett comes to us by way of family; sister to Ann and aunt to Kate, her hire was a no-brainer. We needed someone who knew us well enough to represent our brand and who better than a woman who has literally been there since day one?
Meg is a graduate of Ripon College, but decided early on to work from home while raising her two children. The co-founder of Jam Custom Handbags, Meg learned how to work with clients, how to advertise a brand and how to sell products online. After a successful run of five years, Jam closed their doors and Meg was available to put her knowledge to work for DDH.
Favorite space: My favorite space in my home is my exercise room. It’s very small but it has a ton of natural light so I always feel better after spending some time in there working out and getting my thoughts together!
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Emilie Barrientos
VP, Strategy & Innovation
Emilie Barrientos is a born and bred New Yorker. With close ties to the Eastern end of Long Island, Emilie has an appreciation for both city and country living. With an early love for organizing in her closet-sized NYC bedroom, Emilie never tires of the satisfaction of decluttering one's life, both physically and metaphorically. Emilie received her Bachelor's degree from Connecticut College where she pursued her love of dance. This took her to lead the marketing department at Dance Magazine prior to joining the DDH Team. Though Emilie needs only one winter coat and one set of pans, she values the importance of those sentimental silk scarves from grandparents and those gosh darn hand written letters. Emilie lives in Manhattan with her husband and their dog Max, and is poised to continue to delve deeper into the power of human connection and building community.
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Lauren Barnes
Client Experience Manager
With a background in event management and hospitality, Lauren recently transitioned from planning and executing corporate meetings and special events to professional home organization. Lauren uses her trademark skills of problem solving, creativity, and flexibility to help Done & Done clients. She excels at logistics and operations, and her attention to detail means that projects go smoothly from concept to completion.
Good at wearing multiple hats, Lauren is adept at responding quickly to changing circumstances, always maintaining an upbeat, can-do attitude. As the Client Experience Manager, she specializes in customer service that nurtures positive, productive relationships with both clients and suppliers.
With a degree in Art History, Lauren has also had the opportunity to work onsite at various cultural institutions including the Museum of Modern Art, the Gracie Mansion Conservancy, and the Pennsylvania Academy of Fine Arts (Pafa).
Lauren holds a bachelor’s degree from Lafayette College and a certificate in meeting planning from Temple University. Lauren, her husband and her two young daughters recently moved and she is excited to renovate, decorate and apply what she is learning at Done & Done to create a more organized home.
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Meri MacEacheron
VP, Operations
Meri was born and raised in New Jersey. After graduating from Lafayette College with a BA in English Literature, Meri began her career working in ad sales in New York City. She then ventured to the West Coast to explore all that San Francisco had to offer. Meri built her career in the Bay Area and spent over 12 years working for a large tech company in advertising sales, business operations, and client services, where she also met her husband Darby. After many years in San Francisco, they purchased their first home in Oakland which is when Meri realized her passion for home interiors and her desire to create functional and beautiful spaces. As their family grew, she tackled many remodels and design projects in their 1920’s East Bay home. When Meri and her husband decided to move back East to be closer to family, Meri de-cluttered, packed and staged their home which expedited the sale and increased the value. She is currently (and slowly) remodeling their NJ home one room at a time.
Meri has always enjoyed helping friends and family problem solve, organize and brainstorm ideas, and brings to Done & Done her expertise of project management, attention to detail and love of organization!
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Top Estate Clearing & Cleanout Services in Westchester 2026 List
Over the past several months, our research team analyzed more than 20 estate clearing and cleanout providers serving Westchester County, focusing on services equipped to handle the sensitive and complex nature of estate transitions. Unlike basic junk removal companies or DIY rental solutions, we offer comprehensive estate services that provide compassionate support, systematic clearing, responsible disposal, and coordination with professional networks.
Our algorithm ranked services based on these factors:
Experience & Compassion (30%): Years serving estates, empathetic approach, and understanding of emotional challenges
Service Scope (25%): Full-service capabilities including sorting, appraisals, donations, and disposal coordination
Professional Network (20%): Access to appraisers, real estate agents, attorneys, and specialty vendors
Responsible Disposal (15%): Commitment to donation and eco-friendly practices vs. landfill dumping
Reviews & Reliability (10%): Client testimonials, family satisfaction, and executor recommendations
After applying this algorithm, we ranked the top performers. The table below shows the highest-scoring services, followed by detailed reviews of each.
Top Estate Clearing & Cleanout Services in Westchester in 2026
Top Estate Clearing & Cleanout Services in Westchester: Descriptions & Reviews
1. Done & Done Home (DDH)
Done & Done Home stands as Westchester’s premier estate clearing service, founded over a decade ago by mother-daughter duo Ann Lightfoot and Kate Pawlowski. DDH specializes in compassionate, full-service estate management with unmatched expertise in luxury homes. Their comprehensive approach includes detailed sorting, professional appraisals coordination, donation management, and complete property clearing, all handled with sensitivity and professionalism during difficult family transitions.
Experience & Compassion: 13+ years serving Westchester County estates with luxury home specialization
Service Scope: Full-service approach: sorting, inventory, appraisals, donations, disposal coordination
Professional Network: Extensive professional network (appraisers, auction houses, realtors, vendors)
Responsible Disposal: Women-owned and operated
Reviews & Reliability: Author-backed expertise (Love Your Home Again book)
Summary of Online
Reviews
Customers say that DDH’s team is “delightful to be with while we toiled away” and appreciate that “they really transformed our space and helped an overwhelming task become less so.”
2. In Order to Succeed
In Order to Succeed, founded by Denise Linden and Robin Reid Hunt, brings over two decades of high-profile estate resolution experience to Westchester County and Connecticut. This premier concierge service goes beyond basic cleanout, offering comprehensive estate management including professional valuations, estate sales, family distribution coordination, and property preparation.
Experience & Compassion: 20+ years of professional organizing and estate resolution experience
Service Scope: Comprehensive services: sorting, valuation, estate sales, auctions, family distribution
Professional Network: Celebrity clientele including Savannah Guthrie, Tamron Hall, Tina Fey, and Phil Jackson
Responsible Disposal: Property preparation services, including deep cleaning, painting, and landscaping
Summary of Online
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Customers say that In Order to Succeed “turned a formidable endeavor into a well-organized and detailed adventure.”
3. Operation Cleanout
Operation Cleanout, led by Marty in Warwick, NY, specializes in compassionate, full-service estate cleanouts throughout the Hudson Valley and Westchester. With years of experience helping families through difficult transitions, Operation Cleanout offers three service packages, ranging from basic cleanout to elite concierge service with staging and sale preparation.
Experience & Compassion: Compassionate, judgment-free approach to all estate situations
Service Scope: Full-service options including cleanout, painting, updates, and staging
Professional Network: Strong relationships with local real estate agents and attorneys
Responsible Disposal: Experience with hoarding situations and complex estates
Reviews & Reliability: Quick start times with efficient completion (most estates 1-10 days)
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Customers say that Marty is “incredibly helpful in cleaning out a loved ones home” and appreciate that “the house sold in record time for over asking price.”
4. Greencastle Estate Sales
Greencastle Estate Sales, founded by Jeff Lewis, has been serving Westchester County and the tri-state area for over a decade. This boutique estate sale company specializes in turning homes into curated sales events, with expertise in antiques, collectibles, and high-value items. Their commission-based model means no out-of-pocket fees for clients, and their extensive marketing reaches thousands of loyal buyers.
Experience & Compassion: 10+ years hosting estate sales throughout Westchester and the tri-state area
Service Scope: Full sale preparation: setup, pricing, research, and post-sale coordination
Professional Network: Extensive antiques and collectibles expertise
Responsible Disposal: Comprehensive marketing, including an email database with thousands of buyers
Reviews & Reliability: 100% commission-based with no upfront fees or minimums
Reviews & Reliability: Auction assistance for high-value specialty items
Summary of Online
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Customers say Greencastle “exceeded all expectations” and that Jeff “has a wealth of knowledge about all collectibles and antiques.”
5. Blue Moon Estate Sales
Blue Moon Estate Sales brings the resources of a national franchise to Westchester County with local expertise and compassionate service. Specializing in downsizing and estate liquidation, Blue Moon helps seniors and families navigate major life transitions through professional estate sales. Their team handles everything from sorting and pricing to marketing and sale execution, with a focus on maximizing profits while honoring cherished possessions.
Experience & Compassion: National franchise network with proven systems and local presence
Service Scope: Comprehensive estate sale services: sorting, pricing, marketing, and execution
Professional Network: Specialization in senior downsizing and life transitions
Responsible Disposal: Strong focus on finding new homes for treasured items
Reviews & Reliability: Compassionate support throughout the downsizing process
Reviews & Reliability: Extensive buyer network across the tri-state area
Summary of Online
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Customers say Blue Moon Estate Sales is “highly recommended” for “anyone needing an estate sale or downsizing services.”
6. Keen Services
Keen Services, a second-generation family business based in Mahopac, provides fast and reliable estate cleanout services throughout Putnam County and Northern Westchester. Owner Dylan Keen leads a professional team that offers compassionate support during difficult transitions, with transparent pricing and same-day service.
Experience & Compassion: Family-owned second-generation business with local expertise
Service Scope: Transparent, upfront pricing with no hidden fees
Professional Network: Professional, courteous crews with attention to detail
Responsible Disposal: Serves Mahopac, Carmel, Yorktown, Somers, and surrounding areas
Reviews & Reliability: Same-day service availability for urgent estate situations
Reviews & Reliability: Licensed and insured with 5+ years in business
Summary of Online
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Customers say Keen Services “handled this job with such ease” and appreciate that Dylan is “so professional, kind and caring” during emotionally difficult cleanouts.
7. Caring Transitions of Chappaqua & Stamford
Caring Transitions brings specialized senior relocation and estate services to Westchester County and Fairfield County, CT. As part of a national franchise focused on helping older adults and their families, Caring Transitions offers comprehensive support for downsizing, estate sales, and cleanouts. Their team understands the emotional challenges of life transitions and provides compassionate, detailed service from start to finish.
Experience & Compassion: National franchise specializing in senior relocation and estate services
Service Scope: Comprehensive estate cleanout with sorting, organizing, and coordination
Professional Network: Full-service estate sales and liquidation options
Responsible Disposal: Donation and recycling coordination for responsible disposal
Reviews & Reliability: Experienced with senior living transitions and family support
Reviews & Reliability: Serves Westchester County, NY and surrounding areas
Summary of Online
Reviews
Customers appreciate Caring Transitions’ “caring specialists” who “handle even the most difficult estates with care and detailed attention.”
8. Zach and Alix Estate Sales
Zach and Alix Estate Sales, led by Lisa Miller, has been transforming Westchester homes into successful estate sales since 1999. With over 25 years of experience and a background in design and antiques, Lisa brings a designer’s eye to estate sales, attracting buyers from across New York and Connecticut. The company has built a loyal client base of over 100 families who trust them with unique and valuable items.
Experience & Compassion: 25+ years of estate sale experience serving Westchester County
Service Scope: Transforms homes into curated sale events
Professional Network: Designer background with expertise in antiques and collectibles
Responsible Disposal: Proven track record with 100+ trusted client relationships
Reviews & Reliability: Strong buyer following from New York and Connecticut
Reviews & Reliability: Professional approach to high-value and unique items
Summary of Online
Reviews
Customers say Zach and Alix are “professional and amazing” and recommend not to hesitate: “You will be impressed and amazed how professional they are.”
The Top Estate Clearing & Cleanout Services in Westchester by Subcategory
We also broke down the top estate services into three subcategories based on specialty and client needs.
The Top Estate Clearing Services in Westchester for Luxury Estates
For properties with high-value antiques, fine art, designer collections, or heirloom pieces requiring specialized handling, appraisal connections, and discretion:
Whether you’re managing a parent’s home, settling a loved one’s estate, or preparing property for sale, the estate clearing services listed above provide compassionate expertise to help make difficult transitions more manageable.