Winthrop Homes & Real Estate - Boston, MA

Included below are Winthrop Homes For Sale. If you would like more information on any of these Boston, MA listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Homes For Sale in Winthrop, Boston, MA

Winthrop Listings April 18, 2024
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43 Properties
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Thank you for filling out the form and we look forward to speaking with you soon! A member of our team will be in contact within the next 24-48 hours.
Are you thinking about buying? The video resources below cover many of the common questions that most people have during the home buying journey.
First Time Buyers
Are you a first-time homebuyer? Did you know that if you haven’t owned a property in the last three years that you are considered a first-time homebuyer?
First-Time Home Buyer Advice
You can’t know everything there is to know about buying a home, especially when you’re a first-time homebuyer.
How much down payment do I need for a house?
Many first-time homebuyers believe they have to put 20 percent down on a home. But that’s far from true.
Why do people say you need 20% down?
Average down payments are well under 20 percent. So why do so many people say 20 percent down is the minimum.
How to choose a mortgage lender as a first time home buyer
One of the biggest mistakes first-time homebuyers make is not shopping around for a mortgage.
What credit score do you need to buy a house for the first time?
Most loan programs require a credit score of 620 or higher to buy a house for the first time. That includes conventional loans, most VA loans, and USDA loans (which require 640+).
What qualifies you as a first-time buyer?
If you’re buying your first-ever home, you’re a “first-time homebuyer” by default.
Do I need a home inspection?
Some loan types, like the FHA and VA mortgage programs, require a home inspection to make sure the home meets requirements for safety and affordability.
What are points? How do I know if I should buy them or not?
A point is simply 1 percent of the loan amount. If you choose to “buy your rate down,” or pay “discount points,” you will get a lower interest rate.
What is Private Mortgage Insurance (PMI)?
Private Mortgage Insurance (PMI) is an insurance policy that makes homeownership possible for homebuyers who don’t want to make a 20 percent down payment.
Making An Offer
Before the offer to purchase is created, you must be at least pre-qualified or, better yet, pre-approved by a lender, unless you are paying cash.
Escrow, Now What?
Once your offer is accepted by the seller it starts the escrow period. You will be asked for a down payment, typically 1% of the purchase price.
Mortgage Calculator
The easiest way to determine your estimated monthly mortgage payment is by talking to a lender. However, the calculator below can also help point you in the right direction.
Mortgage Pre-Approval
Thinking about buying a new home? If you're not paying cash, then you’’ probably need a mortgage.
Personalized Home Search
Complete the form below and we'll create you a custom property search. Anytime when we find properties that match your specific criteria we’ll send you an email.
What Are Closing Costs?
You've found your dream home, the seller has accepted your offer, your loan has been approved and you're eager to move into your new home.
Thinking About Selling? Watch This.
Are you thinking about selling? If so, the video resources below cover many of the common questions that most people have during the home selling journey.
Selling A Property? Here's How To Add Value!
Which items will add value to your home and help with resale when the time comes to sell? The answer is: “The ones that future buyers also want and are willing to pay for.”
Our Marketing Strategy
Let’s take a moment to talk about how we use both traditional and online strategies to promote your home to the largest group of qualified buyers.
Find Out Your Property Value; For FREE!
Would you like to know your home's estimated value? Our free market analysis service provides you with your property's current market value and suggested selling price!
What sales price should you list your home for?
When you hire us to list your property we provide you a Comparative Market Analysis (CMA) which is a compilation of recent sales from your area.
Tips For A Successful Home Showing
Real estate showings give potential buyers the opportunity to see and experience your home in person.
5 Homebuyer Tips
Here are five tips for navigating the home buying process.
3 Financing Tips
If you are planning on buying a home using a home loan then these three tips will help you get prepared for the financing process.
Credit Score Ranges & Factors
A credit score is a number between 300–850 that depicts a consumer's creditworthiness.
Required Mortgage Documents
Every lender requires documents as part of the process of approving a mortgage loan. Here are documents you’re generally required to provide...
How to Improve Your Credit
Credit scores play a big role in determining whether you’ll qualify for a loan and what your loan terms will be.
The Home Inspection Process
After your offer gets accepted, you’ll have an inspection period. This is your opportunity to have a licensed inspector canvas the home looking for common issues prior to moving forward with the home purchase.
The Appraisal Process
Once you are under contract, your lender will send out an appraiser to verify the purchase price is in line with the property’s value. Here are the two most important things to know about the appraisal process.
Homeowners Insurance
A homeowners insurance policy will protect you against certain losses and damage to your new home and is generally required by lenders prior to closing.
How To Buy in a Tight Market
Here are five things tips that can increase your chances of getting your dream house in a competitive housing market.
Thinking About Remodeling? Here’s some tips.
If you’ve made the decision to remodel your home before selling it, you should do some research to find the right contracting company.
Digital Photography
When selling your home, it’s important to upload high-quality images that really show it off to potential buyers.
How to Recognize a Qualified Buyer
When you’re selling your home, it’s exciting to get an offer! But unless your potential buyer has the resources to qualify for a mortgage, you might not really have a sale.
Questions to Ask Yourself When Considering Selling
If you’re thinking about selling your home and moving to a new location but you aren’t entirely sure about the idea, here are some helpful questions to ask when making up your mind.
Tips to Make the Sale Process Faster
If you’re thinking about listing your home on the market, here are some tips to make the sale process faster and easier long term.
Home Showing Checklist
If you’re selling your home and are getting ready for a home showing, here are some tips that will increase your chances of success.
How To Add Curb Appeal
Want to add some curb appeal to your home before listing it on the market? Here are some tips that will help!
How To Attract More Buyers
Attracting buyers to your home on the market is an important task in order to have it sell quickly. Here are some tips on how to convince buyers to make an offer on your home!
What to Know About the Appraisal Process
After accepting a contract for the sale of your home, the buyer’s lender will send an appraiser to make sure the purchase price is in line with the property’s value.
How Commission Works.
When sellers look at how much their agents are making on the sale of their home, they often feel like services are overpriced and that they can do the same thing themselves.
You Have A Buyer, Now What?
After you receive an offer on your home, the negotiation and contract process will begin. There are many things to consider in order to keep the deal together!
Finding Buyers On Zillow!
Did you know that Zillow allows anyone to see the total amount of views and saves for any property that is currently on the market?
First Impressions Are Everything!
Congratulations on listing your property! Our team stays up to date with every property on the market, so we know a thing or two about making your home showroom ready.
What Are Property Disclosures?
No matter how great a home may look at first, problems may be hiding under that fresh coat of paint. As a buyer, you should scrutinize the property disclosure!
Is the Buyer Pre-Approved, or Not?
When selling a home, it’s important to understand the different types of loan approvals that you will come across.
A Different Marketing Approach!
When you’re selling a home, it’s important to make sure as many buyers see it as possible.
Is Your Property Worth More?
If you’ve decided to list your home yourself, are you sure the price is accurate and not underpriced?
What is an iBuyer Program?
A common misconception is that the selling process is complex. Unconventional online iBuying programs have grown in popularity as people seek more convenient transactions, like Redfin, Open-door, and Offerpad.
Frustrated With The Selling Process?
Are you frustrated because your property didn’t sell immediately? With the way the real estate market looks right now and the value of your property, it should have sold in an instant!
Did Your Listing Recently Expire?
Did you know that your property in the Multiple Listing Service or MLS has expired? This information is sent out to all of the real estate websites across the nation, and if your listing has expired, then your property really isn’t on the market anymore.
Common Mistakes Most Agents Make!
It’s frustrating when you’ve previously listed your home for sale, and it has stalled on the market for months. Sooner or later, the listing will expire. Don’t let it get you down!
How to Instantly Attract More Buyers!
Have you put much thought into putting your property up for sale again? Your property hasn’t been on MLS for some time, and you might be hesitant to re-list a property over again.
How Is Your Marketing Different?
What’s the secret to effectively marketing your property and attracting more buyers to generate multiple offers? It’s all about working with professionals that understand how to adjust the marketing plan based on your property’s unique features.
Think Before you Re-list Your Property!
What was that missing ingredient from the last time you listed your property? You wanted to see it sold FAST, but obviously, there was another piece to the puzzle.
What’s Your Motivation?
Everybody has a reason for listing their property. Do you remember what yours was? This reason fuels your motivation and drive to keep at it, even if your property doesn’t sell the first time.
Sometimes All You Need Is A Fresh Start!
Sometimes all you need is a fresh start! We have found that 90% of the time, relisting with a new agent is all that is needed to get the property sold. Oftentimes with little or no changes made to pricing, marketing, or property presentation.
You Deserve More Attention
We believe that communication is the number one key to a successful real estate transaction!
Thank you so much for registering on our home search website! Here are some basic tips about navigating the website and how the home search experience works.
Schedule Call
Do you have questions about the home buying or selling journey?
Have you ever thought about a career in real estate? Maybe you are already licensed and looking for your next opportunity.
Do you currently have your home listed for-sale-by-owner? Or maybe you are thinking about listing your home privately.
Did you list your home with a real estate agent and it didn’t result in a successful sale? The good news is that it doesn’t have to be the outcome.
Price Reductions
The best way to get a great deal on a new property is by buying at the best price possible! Below is a list of properties where the sellers have decided to drop their asking price. This usually means that the homeowner is motivated to sell the property and move on.
Just Listed
The best properties usually don’t stay on the market very long. Below is a list of properties that just became available for sale. This is where many active buyers find their dream home!
Market Watch
The real estate market is constantly changing. If you are thinking about selling your home then now is a really good time. Property values have increased over the past few years and pent-up demand is pushing the price even higher!
Cash Offer
Selling your home can be a stressful and time-consuming process. But what if there was a way to sell your home quickly and for cash?

All About Winthrop

Winthrop is a beautiful ocean-side community located on a peninsula in Suffolk County, Massachusetts. This vibrant town is part of Greater Boston and sits at the north entrance of Boston Harbor. With a population of more than 18,400 people, Winthrop offers residents and visitors alike a variety of activities and attractions.

The city's location on the water makes it a popular destination for fishing, swimming, sailing, and simply enjoying the stunning views. Winthrop is also home to a number of businesses, restaurants, shops, and parks. The overall atmosphere in Winthrop is one of small-town charm combined with big-city excitement. Whether you're looking for a place to call home or simply want to enjoy a weekend by the sea, Winthrop is the perfect destination.

The History of Winthrop, MA

Winthrop, MA is actually one of the oldest communities in the United States, having been settled by English colonists in 1630. The town was named for John Winthrop, the second governor of the Massachusetts Bay Colony. The little town made a name for itself in the fishing industry, obviously having easy access to an abundance of stock in the surrounding waters.

Today, many of the town's historic sites remain standing, including Dean Winthrop's House, which was built in 1637 and is now a museum. Visitors to Winthrop can also explore numerous other historic buildings, including the old Town Hall and the scenic parks that have been around since the conception of the town. With its rich history and abundance of things to see and do, Winthrop is a great place to visit for anyone interested in American history.

About Winthrop, MA Real Estate

Thinking of moving to Winthrop, MA? You're not the only one who's got coastal living on their mind! People can't seem to get enough of this charming Boston town and the real estate market can prove that. In June of 2022, the Winthrop real estate market saw growth of about 8.6 percent, showing just how well homes have been moving in this desirable region of Boston. Winthrop is the perfect place if you enjoy a quieter community to avoid the hustle and bustle of big city living.

Condos in Winthrop typically have between one and four bedrooms and one and three bathrooms. Some of them are waterfront properties as well. Condos are an excellent choice for those looking to live a low-maintenance lifestyle. While owning a condo does mean that you have to share some common areas with your neighbors, it also means that you don't have to worry about things like lawn care and exterior maintenance, which is a major selling point for many!

Townhomes and brand new constructions are coming up in the area. Townhomes offer a unique blend of privacy and community that can appeal to a wide range of homebuyers. Unlike apartments or condos, townhomes typically have their own private outdoor space, whether it's a small yard or a rooftop deck. And because townhomes are usually attached to other homes, neighbors are close by if you need them. The newer developments of Winthrop, MA provide the perfect spot to unwind and get the most out of your coastal lifestyle.

Single-family homes often have between three and four bedrooms and two and three bathrooms. Many of these freestanding homes offer ample square footage as well as beautiful gardens to accentuate the front porch. These homes are ideal for a variety of people; from young, growing families to retiring seniors and everyone in between.

Multi-family homes have between three and six bedrooms and two and four bathrooms. These multi-family dwellings offer up a sense of community that you just can't find with detached homes–no matter how nice your neighbors are. These properties allow residents the chance to socialize, get to know each other better, and become friends as well as neighbors.

There are various property types, styles, and prices that there is something for any budget. With a mixture of historic Victorian and Colonial-style homes as well as newer developments featuring the latest market trends, there won't be any trouble finding the perfect place to call home!

Best Neighborhoods in Winthrop, MA

So you've decided to move to Winthrop but aren't quite sure where to settle down. While the town isn't terribly large, there are still a selection of areas where you can pick to call home. Here's a glimpse at some of the fabulous neighborhoods you'll be able to choose from in this darling, coastal community.

Court Park

Tucked along the Boston Harbor side of town, Court Park is a charming little neighborhood along the coastline. The homes for sale in Court Park range from quaint coastal cottages to traditional, detached single-family homes. If you're looking for a peaceful and scenic place to call home, look no further than Court Park in Winthrop, MA.

Winthrop Beach

Winthrop Beach is the perfect neighborhood for those craving a seaside lifestyle. Located on the Massachusetts Bay side of town, this neighborhood offers a variety of home types. Whether you're looking for cottage-style homes, waterfront bungalows, or multi-family dwellings, Winthrop Beach has a little bit of everything. Plus, you can't beat the views! Right on the beach or tucked back for a beautiful ocean view, this is the perfect place to call home just waiting to make your seaside dreams a reality.

Winthrop Highlands

Those in the market for a new home in the Greater Boston area will definitely want to check out the Winthrop Highlands neighborhood. The homes here are modern and beautiful, with many featuring water views. There are also condo options available for those who don't need a lot of space. While most homes have two or three bedrooms, there are some larger options available as well. No matter what your needs are, you're sure to find a home that suits you in the Winthrop Highlands neighborhood.

Cottage Park

Cottage Park is idyllic as it sounds! Situated along the Boston Harbor on the south side of Winthrop, this densely populated neighborhood is home to stunning water views and picture-perfect waterfront living. The majority of these homes are freestanding single-family dwellings, and the proximity to the water makes this an ideal location for boaters and fishermen.

Winthrop, MA Community Amenities

Have you always craved having the best of both worlds? The peace and quiet of a small town with all the amenities of a big city? Well that's just what Winthrop, MA can offer. This charming seaside community is located just a 20-minute drive from Boston, making it the perfect place to relax yet still be close enough to explore the occasional hustle and bustle of the bigger city.

Winthrop is a town that takes pride in its natural beauty. There are plenty of opportunities to get out and enjoy the great outdoors, whether you're teeing off at the Winthrop Golf Club, taking a leisurely stroll along one of the many walking paths, or picnicking at Coughlin Park. And don't forget to take advantage of the town's most iconic spot–Deer Island. Located at the southern tip of Winthrop, this historic island is renowned for its tranquil waters and beautiful beach. It's the perfect place to relax on a sunny day.

Another popular activity for visitors and locals alike is going on a fishing tour. As the town is located on the North Shore of Massachusetts, it's known for its beautiful scenery and fishing opportunities. There are many charter companies that offer fishing tours in Winthrop, and they cater to all skill levels. Whether you're an experienced angler looking for a challenging catch, or a beginner who just wants to enjoy a day out on the water, there's a tour for you. Fishing tours typically last anywhere from two to four hours, and they include all of the necessary equipment. Most companies also provide bait and tackle, so all you need to do is bring your own food and drinks. If you're looking for an enjoyable way to spend a day in Winthrop, MA, consider boating or fishing.

Winthrop is also home to many small businesses and organizations that contribute to the town's economy and provide residents with goods and services. There are several places to shop, whether you're looking for a new outfit, groceries, or a special gift. And when it comes to dining out, there are a few different places to choose from including several small cafes, restaurants featuring the freshest seafood, and plenty of other options! One thing's for sure, you won't go hungry living in Winthrop, MA!

So if you're looking for a community that has it all–from scenic parks and golf courses to easy access to all the neighboring cities have to offer–look no further than Winthrop, Massachusetts. Come see why this town is beloved by residents and visitors alike!

The Schools in Winthrop, MA

Winthrop is served by the Winthrop Public School District, which is home to four schools: William P. Gorman Fort Banks Elementary School, Arthur T. Cummings Elementary School, Winthrop Middle School, and Winthrop High School. The district's commitment to excellence is evident in its many academic and extracurricular offerings.

At the elementary level, students benefit from strong reading and math programs. In addition, both Cummings and Gorman offer a variety of enrichment opportunities, including art, music, and physical education. At the middle school, students can participate in band, orchestra, chorus, and theater arts. The middle school also offers a wide range of sports teams. And finally, Winthrop High School, home to almost 620 students, provides a comprehensive education that includes everything from Advanced Placement courses to a wide variety of extracurricular activities.

So whether you're looking for a strong academic program or a wealth of extracurricular opportunities, the Winthrop Public School District has something to offer.

Working in Winthrop, MA

For those who aren't retiring in a gorgeous oceanside cottage, you'll need to make a living in Winthrop. If you're looking for employment in or around Winthrop, MA, you'll be pleased to know that there are plenty of options available. While the town itself is relatively small, Boston is just a quick 20-minute drive away. As such, there are ample opportunities to work in the city. However, if you're looking to stay closer to home, there are still several employers in the area. For instance, medical facilities and educational institutions are some of the top employers in the surrounding area. This includes Harvard University and Northeastern University. Whether you're hoping to work in the area or commute a little further, you won't have to worry about finding work in this little region of Boston.

Living in Winthrop, MA

Massachusetts’ beautiful coastal city is home to stunning water views, lush green spaces, a rich history, and a laid-back atmosphere. There are under 20,000 residents that live in Winthrop among the five different neighborhoods that make up the city. Compared to the national average, home prices are quite high but compared to the state prices, they are reasonable.

Winthrop became a city in 1630, making it one of the oldest in the country. Due to this, it has a rich history and many museums and sites to visit. John Winthrop, a former governor of Massachusetts, inspired the name, and his old home is now a historic site. It’s a well-known place because of this, but it remains that small town in spirit.

Winthrop is the place where everyone knows everyone’s name, and residents are extremely friendly and courteous. You can meet numerous friendly people while exploring the area. If you love the outdoors, you can visit the beaches, parks, and trails. If you love retail therapy, there are plenty of little shops and boutiques to visit that you can’t find elsewhere. For foodies, there are numerous local restaurants to visit.

The state worked with Winthrop to turn Deer Island into an expansive green space with a trail and amazing views of Harbor Island. The park takes up about a third of the island, and a state-of-the-art sewage plant takes up the rest of the island. Deer Island is a great day trip adventure for residents.

For parents, there are many excellent schools for children. Arthur T. Cummings Elementary School and William P. Gorman/Fort Banks Elementary School are available for elementary students. Winthrop Middle School is in the area for middle school students. Winthrop High School is the local school for high schoolers. These schools are all above the national average for quality.
Winthrop is an escape from the fast-paced life of the big city, and people move here because of the relaxed and laid back atmosphere. There’s a variety of properties available for all budgets and tastes. You can find your dream home in Winthrop.

Overall, Winthrop is a great town for those who are looking for a little peace and quiet. The town's small size means that there is a close-knit community feel, and the proximity to Boston means that there are plenty of amenities nearby. The real estate market in Winthrop is also very strong, with prices remaining steady even in times of economic uncertainty. If you're looking for a charming place to call home, Winthrop is definitely worth considering. Get started on the search for your dream coastal home today!