Family-owned · Served from our West Hartford office · Since 2013
Property Management in Windsor, CT
Your Windsor home, managed like it’s our own. VP Management is a family-owned property management company serving Windsor from our Connecticut office at 15 N Main St, West Hartford. We have cared for rental homes since October 2013, and we bring Windsor owners careful tenant placement, in-house maintenance, landscaping and snow removal, and a licensed real estate broker overseeing your lease, all backed by our 100% money-back guarantee.
Family-owned · Serving Windsor from 15 N Main St, West Hartford, CT · Call 413-331-5100 · Led by a licensed real estate broker · 100% money-back guarantee
The gold standard for Windsor single-family homes
Windsor owners care about their homes, from streets near Windsor Center to well-kept neighborhoods toward Poquonock and the Bloomfield line. That is the hands-on management VP Management is built to deliver.
- Close by in Greater Hartford. We serve Windsor from our West Hartford office at 15 N Main St, so we can show your home, meet vendors and be on-site the same day when you need someone there.
- Led by a licensed broker and contractor. David Vilkhovoy is a licensed real estate broker and a contractor, so the standards for pricing, leasing and physical care are set by someone who understands all three.
- Our own in-house crews. Maintenance, landscaping and snow removal are handled by our own people, so your yard, walks and driveway are looked after all year.
- Results you can count on. About 21 average days to rent, a 1-hour response time and a 4.7-star Google rating. Every management agreement is covered by our 100% money-back guarantee.
- One clear next step. Request a free rental report for your Windsor home and we will tell you what it should rent for and how we would care for it.
Single-family property management in Windsor
Single-family homes are what most Windsor owners bring us, and they are our focus here. Some owners are relocating and want to keep the house, some are holding a former residence as a long-term investment, and some have inherited a family home. In every case the goal is a great tenant and a home that stays in excellent condition.
What we handle for Windsor homeowners:
- A current rental analysis so your home is priced right for today’s market
- Professional photos, accurate listing copy and marketing on the major rental platforms
- Showings, applications and full background and credit screening for every adult applicant
- A Connecticut lease, security deposit handling and a documented move-in walkthrough
- Rent collection, owner payouts and records in your online owner portal
- Routine inspections so you know the condition of your home without driving over yourself
- Repairs, lawn care, leaf cleanup and snow removal through our in-house teams
- Lease renewals, and prompt, by-the-book enforcement if something goes wrong
Who rents Windsor homes
Windsor sits on the north edge of Hartford along the Connecticut River, with Interstate 91 running through town and Bradley International Airport just north in Windsor Locks. The Day Hill Road employment corridor and a short commute into Hartford draw renters who want a single-family home with a yard and an easy drive to work. Many are households trying the town before they buy.
Homes that deserve steady, attentive care
Windsor’s housing includes established neighborhoods near Windsor Center, Wilson and Hayden Station, along with homes toward Poquonock and Rainbow. Roofs, furnaces, water heaters and drainage all age on a schedule, and a contractor’s eye helps catch small problems before they become expensive ones. Our in-house maintenance team handles day-to-day repairs and make-readies between tenants.
Windsor rental market at a glance
Windsor has a meaningful pool of renter-occupied single-family homes, and well-presented houses rent well above the town’s overall median. Here is what public data showed in early October 2026:
| Measure | Windsor | Source |
|---|---|---|
| Median asking rent, single-family houses | $2,900/month | Zillow Rental Manager, houses, snapshot Oct 4, 2026 |
| House listings at $2,500+/month | 8 (6 active) | Zillow Rental Manager, houses; includes listings removed in the last 30 days |
| Average days on market, house listings | 33 days | Zillow Rental Manager, houses |
| Median asking rent, all rental types | $1,932/month | Zillow Rental Manager, all types |
| Zillow Observed Rent Index, all rental types | $2,100 (Aug 2026) | Zillow ZORI, city level |
| Renter-occupied single-family detached homes | 558 (±224) | US Census ACS 2020–2024 5-year, table B25032 |
| Renters paying $2,500+ gross rent | 7.5% (145 of 1,933) | ACS 2020–2024, table B25063 |
| Median gross rent, all rentals | $1,681/month | ACS 2020–2024, table B25064 |
What it means for owners: a well-presented Windsor house is a different product from the town’s apartments, and it is priced that way. With more than five hundred renter-occupied single-family detached homes in town, each vacancy matters, so we prepare a current, property-specific rental report rather than relying on one market figure. Across the homes we lease, our average is about 21 days to rent.
Zillow figures are asking rents for listings, not signed leases. ACS figures are survey estimates with margins of error. Data compiled by VP Management, October 2026.
Condos and multi-family in Windsor
Alongside single-family homes, we manage Windsor condos and multi-family properties with the same standard of care. Several leases on different schedules, shared utilities and common areas all stay organized in one system.
- Unit-by-unit leases, payment history and service requests
- Coordinated turnovers so vacancies do not stack up
- Common-area and exterior care, including landscaping and snow
- Tenant portal requests with a clear maintenance trail
- Owner portal visibility across every unit
Full-service management under Connecticut law
Tenant screening and placement
The right tenant is the best protection for your home. We market the home, show it promptly and run full background and credit screening on every adult applicant, with the same standards for everyone. Connecticut law protects applicants from discrimination based on lawful source of income, and we build that into how every listing is handled. Once an applicant is approved, we prepare a Connecticut lease, collect move-in funds and document the condition of the home together with the tenant.
Rent collection and owner reporting
We collect rent, follow up on late payments and send you clear statements through the owner portal. Tenants pay and submit requests online, so you can see activity without chasing paperwork.
Leases, security deposits and notices
We prepare, renew and enforce leases under Connecticut law. Connecticut caps security deposits at two months’ rent for tenants under 62 and one month’s rent for tenants 62 or older, and deposits earn interest for the tenant (C.G.S. §47a-21). If a tenant stops paying or breaks the lease, we act promptly and by the book, from notices through summary process with our legal network. Windsor is part of the Hartford Judicial District.
This page is general information, not legal advice.
Managed under a licensed real estate broker
In Connecticut, renting out or negotiating leases on someone else’s property for a fee is real estate brokerage, and it requires a real estate license (C.G.S. §20-311 and §20-312; see also CT Department of Consumer Protection).
VP Management is led by David Vilkhovoy, a licensed real estate broker. Your Windsor home is marketed, leased and managed under licensed oversight, and you have a broker’s perspective close at hand if you ever want to compare renting with selling.
In-house maintenance, landscaping and snow removal
From Windsor Center and Wilson to Poquonock, Rainbow and neighborhoods near the Day Hill Road corridor, Windsor houses stay in top shape with a team that knows them.
- In-house maintenance for day-to-day repairs and make-readies between tenants
- In-house landscaping so lawns, beds and leaves are handled and the home always shows well
- In-house snow removal so driveways and walks are cleared when storms hit
- 1-hour response time and same-day on-site when the situation calls for it
- Tenant requests tracked through the online portal so nothing gets lost
Our promise
100% money-back guarantee
Every management agreement is backed by our 100% money-back guarantee if you are not fully satisfied. That is how we stand behind the gold standard.
Meet Dave
David Vilkhovoy
CEO and Broker, VP Management
David Vilkhovoy has led VP Management since October 2013. He is a licensed real estate broker and a contractor, and he sets the standards for how every Windsor home is priced, leased and cared for. Our team carries that out day to day from the West Hartford office at 15 N Main St. Call 413-331-5100 to request a free rental report.
What owners say
A 4.7-star Google rating. Read our reviews on Google
“I had an excellent experience with VP Management, and I especially want to recognize Iryna Tsupko. She was extremely helpful, patient, and generous with her time… I would recommend VP Management to anyone looking for a property management company that is careful, respectful, and genuinely helpful.”
— Beverly M.
“VP Management is very resourceful and helpful. This makes owning a rental super easy. I am a home bound disabled person and VP Management has given me the best performance since day 1”
— Shayvonne P.
“They are managing a property for me and have been really great so far. They’ve been extremely communicative and quickly turned 2 of the units and are prepping for leasing…”
— Dan M.
A little Windsor history
Windsor was settled in 1633 and is often called Connecticut’s first English settlement. Along with Hartford and Wethersfield, it is one of the three original English towns represented by the grapevines on the state flag.
The sandy loam of the Connecticut River Valley made Windsor a center of tobacco growing for generations. The first shade-grown tobacco produced in this country was grown under cheesecloth tents in the village of Poquonock starting in 1900, and Windsor became Connecticut’s largest tobacco producer. Today the town is also known for its I-91 corridor, nearby Bradley International Airport in Windsor Locks, and major employers along Day Hill Road.
Homes in a town with this much history deserve careful, attentive care, and we are proud to help Windsor owners look after them.
Sources: Windsor, Connecticut (Wikipedia) · Windsor Historical Society · Town of Windsor
Windsor neighborhoods we serve
We manage homes across Windsor, including:
- Windsor Center and streets near the historic green
- Wilson and Hayden Station along the rail corridor
- Poquonock and Rainbow along the Farmington River
- Neighborhoods near the Day Hill Road employment area
- Homes near the Bloomfield and South Windsor lines
Served from our West Hartford office
VP Management serves Windsor from our Connecticut office at 15 N Main St, West Hartford, CT 06107. It keeps us close to the homes we manage across Greater Hartford for showings, inspections and same-day visits.
Our main office is at 62 Suffield St, Agawam, MA 01001. To start, request a free rental report or Call 413-331-5100.
Frequently asked questions
What types of Windsor properties do you manage?
Single-family homes are our focus, along with condos and multi-family properties across Windsor.
Do I need a licensed broker to manage a rental in Connecticut?
Connecticut treats renting out and negotiating leases on someone else’s property for a fee as real estate brokerage, which requires a license. VP Management is led by David Vilkhovoy, a licensed real estate broker, so your home is managed under licensed oversight.
How fast do you typically rent a Windsor home?
Across the homes we lease, our average is about 21 days to rent, depending on condition, rent price and the season. We market on the major platforms, show promptly and screen carefully so speed never comes at the expense of tenant quality.
Who handles lawn care and snow removal?
Our own in-house crews. Maintenance, landscaping and snow removal are all in-house, with a 1-hour response time and same-day on-site response when needed.
How much security deposit can I collect in Connecticut?
Up to two months’ rent for a tenant under 62 and up to one month’s rent for a tenant 62 or older, and the deposit earns interest for the tenant under C.G.S. §47a-21. We handle the deposit paperwork for you.
Do you accept tenants with housing vouchers?
Yes. Connecticut law prohibits discrimination based on lawful source of income, and every applicant is screened by the same standards.
What is your guarantee?
Every management agreement is backed by our 100% money-back guarantee if you are not fully satisfied.
Where is your office, and how do I start?
We serve Windsor from VP Management, 15 N Main St, West Hartford, CT 06107. Request a free rental report online or Call 413-331-5100.
Nearby areas we serve
- Property management in Bloomfield, CT
- Property management in South Windsor, CT
- Property management in West Hartford, CT
- Property management in Enfield, CT
- Property management in Suffield, CT
Own a home in a neighboring town such as Windsor Locks, East Windsor or Hartford? Call 413-331-5100 and we will be glad to talk it through.
See every town we cover on our service areas page.
Get a free rental report for your Windsor home
Find out what your Windsor home could rent for and how we would care for it: careful screening, in-house maintenance, landscaping and snow removal, and clear reporting. We will walk you through a plan that fits your home.
Get My Free Rental Report Call 413-331-5100
VP Management · Serving Windsor from 15 N Main St, West Hartford, CT 06107 · Call 413-331-5100
