Old Lyme, Connecticut

Real Estate Guide, Market Trends & Community Living

Market Quick Stats

County
New London County
Population
7,721
Median Price
$633,750
To Hartford
45 Minutes
Top District
A-Rated Schools

About Old Lyme

Old Lyme sits along the Connecticut River and Long Island Sound in New London County, roughly 45 minutes north of New Haven and 45 minutes south of Hartford. This historic coastal town of 7,721 residents blends small-town charm with significant cultural heritage, waterfront character, and top-rated schools. Old Lyme is the heart of Connecticut's shoreline, known worldwide as home to the Lyme Art Colony, one of America's most important Impressionist art movements.

Founded as a farming and fishing community, Old Lyme transformed in the 1890s when artists including Childe Hassam, Henry Ward Ranger, and Willard Metcalf gathered at the home of Miss Florence Griswold. The Lyme Art Colony became the most active Impressionist art colony in America, earning Old Lyme the title "Home of American Impressionism." Today, the Florence Griswold Museum, Lyme Academy College of Fine Arts, and numerous galleries preserve this artistic legacy and draw visitors and cultural enthusiasts year-round.

Old Lyme real estate serves families seeking excellent schools, retirees valuing cultural amenities and waterfront access, artists drawn to the creative community, and buyers wanting a walkable village feel with Sound access. With 90% single-family homes, strong school performance, and a median household income of $131,899, Old Lyme appeals to professional families relocating from Boston, New York, and other Northeast cities. Whether you want a historic village home in the town center, a riverside estate, or a seasonal beach cottage, Old Lyme delivers an authentic Connecticut shoreline lifestyle.

Housing Market Overview

Current Market Conditions & Trends

The Old Lyme housing market reflects strong demand from buyers seeking coastal Connecticut lifestyle, cultural amenities, and school quality. The median home price stood at $633,750 in July 2025, up 3.7% from the prior year. The market favors sellers with steady demand from relocating professionals, empty nesters, and seasonal buyers.

📊 Median Home Price

The median sale price in Old Lyme is approximately $633,750, reflecting strong waterfront premium and limited inventory. Entry-level homes in town center neighborhoods range from $380,000 to $550,000. Riverfront and Sound-view properties command $650,000 to $1,200,000+. Historic estates and premium waterfront homes exceed $1,500,000. Properties at popular beach communities like Point O' Woods and Hawk's Nest average higher due to summer demand.

📈 Market Trends

Home values increased 8.8% over the past year as coastal Connecticut demand remains strong. Homes in desirable neighborhoods move within 30-60 days. The market favors sellers with strong school reputation, waterfront access, and cultural amenities driving buyer interest. Summer season sees increased activity from seasonal buyers seeking beach communities. Cash buyers remain active for waterfront properties.

🏠 New Construction

New construction in Old Lyme is limited due to tight zoning and historic preservation requirements. Most development occurs through renovations and additions to existing homes. Some new townhomes and single-family residences appear in areas off Route 156 and Route 161. Properties in the 2-5 acre range offer opportunities for new builds. Secondary homes and teardowns present options for builders seeking premium waterfront locations.

💰 Price Per Square Foot

Median price per square foot is approximately $220-$260 depending on location and condition. Riverfront properties command $280-$400+ per square foot. Town center homes range from $180-$240 per square foot. Historic homes attract buyers for character and original details. Waterfront premium reflects Sound access, views, and seasonal rental income potential for owners.

Neighborhoods & Communities

Distinctive Areas Throughout Old Lyme

Old Lyme contains several distinct neighborhoods, each with unique character and appeal. The town spans 27 square miles of shoreline, tidal marsh, inland wetlands, and forested hills. From the walkable village center to seasonal beach communities, Old Lyme offers diverse living options.

🏛️ Village Center / Old Lyme Downtown

Historic Town Core

The village center around Lyme Street features historic homes, galleries, shops, restaurants, and the Florence Griswold Museum. Walking distance to Sound View Beach, schools, and community amenities. Tree-lined streets showcase Colonial Revival architecture, period homes dating to 1700s-1800s, and newer sympathetic designs. Strong sense of community with active town events, farmers markets, and cultural programming. Most walkable neighborhood with village shop access and strong sense of place.

🏖️ Point O' Woods Beach Community

Seasonal Beach Enclave

Established seasonal beach community with private beach access, strong community traditions, and cottage-style homes. Mix of year-round and seasonal residents. Protected neighborhood with controlled access. Many homes feature classic New England beach architecture, wraparound porches, and ocean views. Strong seasonal rental market. Community events, beach clubs, and active social calendar. Popular among families seeking summer retreat lifestyle.

🌲 Riverside & Connecticut River Properties

Waterfront Living

Properties along the Connecticut River offer riverfront views, boat access, and waterfront lifestyle. Mix of modern updates and historic river homes. Many properties feature docks, boat slips, and deepwater access. Scenic location between town center and Sound. Popular with boaters, fishing enthusiasts, and those seeking quiet river living. Some properties offer commercial potential. River community strong on environmental stewardship.

🏡 Hawk's Nest & Soundview Beach Communities

Exclusive Coastal Neighborhoods

Private beach communities featuring direct Sound access, gated entrances, and strong community identity. Hawk's Nest offers scenic location with views toward Long Island. Soundview provides beach amenities and protected community feel. Many homes feature modern construction alongside vintage beach cottages. Strong seasonal activity in summer months. Private beach clubs, community governance, and maintained appearance standards.

🌳 Black Hall & North Old Lyme

Rural & Transitional Areas

North areas toward Lyme border feature larger lots, rural character, and country living. Mix of historic farmhouses, modern estates, and wooded properties. Less developed than village center and beach communities. Excellent for buyers seeking privacy and land. Access to Route 156 and Route 161 for commuting. Properties range from 2-20+ acres. Growing interest from equestrian and agricultural uses.

Property Types

Homes for Every Lifestyle

🏠 Single-Family Homes

Single-family homes comprise 90% of Old Lyme housing stock. Properties range from modest 1,200-square-foot cottages to sprawling 5,000+ square foot estates. Historic Colonial Revival homes, ranch-style homes, and modern contemporary designs all represented. Many feature large lots, mature landscaping, and original character. Recent renovations common in desirable neighborhoods. Waterfront and near-waterfront properties command premium pricing.

🏘️ Historic & Colonial Homes

Old Lyme boasts numerous homes dating to 1700s-1800s featuring original details, wide plank floors, period moldings, and authentic architecture. Historic homes attract buyers valuing character and craftsmanship. Many have been updated with modern systems while maintaining original charm. Historic preservation district guidelines protect architectural integrity. Premium pricing for excellent examples in walkable locations.

🚤 ⛵ Waterfront & Riverside Properties

Waterfront homes along Long Island Sound and Connecticut River command premium prices and feature direct water access, boat docks, and water views. Properties range from modest cottages to million-dollar estates. Many offer rental income potential through seasonal rentals. Waterfront living attracts boaters, fishers, and those seeking scenic lifestyle. Limited inventory drives strong appreciation.

🎨 Artist Spaces & Creative Studios

Given Old Lyme's artistic heritage, several homes feature dedicated artist studios, gallery spaces, and north-facing windows for natural light. Some properties include separate studio buildings, high ceilings, and flexible layouts. Strong market among artists, craftspeople, and creative professionals. Lyme Academy presence attracts faculty and students seeking live-work arrangements.

Schools & Education

A-Rated School District

Old Lyme public schools are highly rated and attract families seeking top educational options. The district emphasizes academic excellence, arts integration, and community values. Schools benefit from strong parent involvement, community support, and commitment to student success.

📚 Old Lyme Elementary School

Elementary school serving grades K-5 with strong academic program, arts integration, and special education services. Comprehensive curriculum emphasizing literacy, mathematics, and science. Active parent involvement and community partnerships. Modern facilities with updated classrooms and media center.

Notable Features:Arts program, technology integration, community events, environmental education.

🎓 Old Lyme-Killingworth Middle School

Serving grades 6-8 with strong academics, athletics, and arts programs. Comprehensive curriculum with advanced options for high-achieving students. Modern facilities supporting STEM learning and collaborative projects. Active student government and diverse clubs.

Notable Features:Advanced academics, visual and performing arts, athletics, technology labs.

🏆 Old Lyme High School

Comprehensive high school serving grades 9-12 with strong academics, advanced placement courses, and competitive athletics. College preparatory curriculum with counseling and support services. Modern campus facilities and active arts program. Strong college acceptance record with alumni at top universities.

Notable Features:Advanced Placement courses, college prep focus, strong athletics, arts programs, career pathways.

🎨 Lyme Academy College of Fine Arts

Accredited college offering fine arts education, drawing on Old Lyme's artistic tradition. Strong programs in painting, drawing, sculpture, and design. Faculty comprised of practicing artists and scholars. Close community ties with galleries and creative professionals. Enriches town's cultural environment and attracts creative students.

Notable Features:Accredited arts education, professional faculty, exhibition opportunities, community partnerships.

Property Taxes

Understanding Your Tax Obligation

Property taxes in Old Lyme are set by the town and reflect the quality of schools, municipal services, and infrastructure. Connecticut property taxes are higher than national average, reflecting strong public services and educational systems.

📋 Mill Rate & Tax Calculation

The mill rate for fiscal year 2025-2026 is 16.23, reflecting property value-based assessments. Your annual tax bill is calculated by multiplying your assessed property value by the mill rate and dividing by 1,000.

Tax Ranges:Property taxes vary significantly by home value. Homeowners typically pay between $4,450 at the 25th percentile and $11,100 at the 90th percentile. A $500,000 home would carry approximately $8,115 in annual property taxes. A $650,000 home would pay approximately $10,550 annually.

Cost of Living

Lifestyle & Expenses in Old Lyme

Old Lyme offers an affluent lifestyle with higher costs reflecting waterfront location, excellent schools, and cultural amenities. The median household income of $131,899 supports the area's upscale character. Summer season brings increased costs for seasonal visitors and renters.

💰 Housing Costs

Median home purchase price of $633,750 reflects premium for waterfront access and school quality. Rental market strong with seasonal rentals commanding $1,500-$3,000+ monthly depending on location and season. Investment properties show strong return potential given seasonal demand and limited inventory.

🛒 Living Expenses

Groceries, utilities, and everyday costs run 15-20% above national average. Waterfront living and seasonal tourism drive restaurant and entertainment prices higher in summer. Property maintenance costs higher for waterfront homes requiring dock and seawall maintenance. Healthcare costs consistent with Connecticut regional standards.

Lifestyle & Attractions

Living the Old Lyme Experience

🎨 Florence Griswold Museum

Historic home and museum celebrating America's most active Impressionist art colony. Nationally recognized exhibitions, educational programs, and artist residencies. Gardens featuring artist-painted doors and grounds. Central to Old Lyme's cultural identity and artistic traditions. Year-round programming attracts visitors and enriches community cultural life.

🏖️ Sound View Beach

Public beach along Long Island Sound featuring sandy beaches, recreational facilities, and scenic views. Popular destination for swimming, picnicking, and family outings. Free parking and facilities in season. Boardwalk atmosphere with nearby shops and restaurants. Drawing point for residents and visitors year-round.

🚣 Connecticut River & Boating

Connecticut River provides excellent boating, kayaking, fishing, and water recreation. Public boat launches and marinas throughout town. Scenic tidal marshes and islands offer nature exploration opportunities. Strong maritime heritage with active boating community. Water-based lifestyle attracts adventurers and nature enthusiasts.

🎭 Cultural Events & Galleries

Old Lyme hosts farmers markets, art festivals, live performances, and seasonal events. Numerous galleries featuring local and regional artists. Lyme Academy events and exhibitions draw cultural audiences. Strong creative community with active arts programming. Year-round cultural calendar supports vibrant community life.

🌳 Parks & Recreation

Hains Park features Rogers Lake, picnic areas, and recreational facilities. Walking trails throughout town showcase natural beauty and wetlands. Bike-friendly routes connecting neighborhoods and waterfront. Tennis courts, playgrounds, and sports facilities support active community. Environmental stewardship with strong conservation efforts.

Transportation & Commuting

Getting Around & Commuting Out

Old Lyme sits strategically on Connecticut's shoreline with convenient access to I-95, regional highways, and public transportation. Commuting to Hartford, New Haven, and beyond is straightforward for professional families.

🛣️ Interstate 95

I-95 runs north-south through nearby East Lyme with direct access at Exit 70-71. Route 156 provides local connectivity. Twenty minutes to New London, 35 minutes to New Haven, 45 minutes to Hartford. I-95 gateway location attracts commuters to major employment centers throughout Connecticut and beyond.

🚂 Shoreline East Rail

Shoreline East rail service from Old Saybrook (adjacent town) provides commuter rail to New Haven and New York. Service available weekdays with weekend expansion. Approximately 20 minutes to Old Saybrook station. Direct connections to Metro-North and northeast corridor service for New York commuters.

🚌 Public Transit

River Valley Transit (formerly 9 Town Transit) provides local bus service connecting Old Lyme to surrounding towns and regional transit hubs. Service to New London, Middletown, and New Haven. Limited but functional transit option for commuters and residents without personal vehicles.

🏘️ ✈️ Nearby Airports

Tweed New Haven Airport (HVN) is 35 minutes away. Bradley International (BDL) in Hartford is 90 minutes. Direct commercial service to major hubs from both airports. Connecticut regional airports provide access for general aviation and charters.

Employment & Major Employers

Career Opportunities & Regional Employment

Old Lyme functions as a bedroom community for employees working throughout Connecticut and beyond. The region benefits from diverse employment opportunities across healthcare, defense, manufacturing, and professional services.

🏢 Major Regional Employers

General Dynamics Electric Boat(Groton, 15 min) - Major defense contractor and submarine manufacturer employing thousands. Strong pay and benefits.Pfizer, Inc.(New London, 20 min) - Pharmaceutical manufacturer with significant employment.Lawrence & Memorial Hospital(New London, 20 min) - Regional healthcare system.University of Connecticut(Storrs, 40 min) - Major employer with research and academic opportunities.

📊 Employment Trends

Connecticut's economic focus on defense manufacturing, pharmaceuticals, insurance, and healthcare creates stable employment opportunities. Remote work growing post-pandemic, benefiting Old Lyme residents. Professional services sector strong. Financial services and corporate headquarters located in nearby Hartford and New Haven.

Investment Potential

Real Estate Investment Opportunities

Old Lyme real estate offers strong investment returns through appreciation, rental income, and waterfront premium. Limited inventory, strong demand, and cultural appeal drive consistent value growth.

📈 Appreciation Trends

Home values increased 8.8% over past year, reflecting strong demand and limited inventory. Waterfront properties show stronger appreciation than inland homes. School district quality and cultural amenities support sustained value growth. Coastal Connecticut consistently outperforms statewide averages.

🏖️ Seasonal Rental Income

Waterfront and beach community properties generate significant seasonal rental income. Summer season demand from vacation seekers supports $1,500-$3,500+ monthly rentals. Many owners utilize short-term rentals for 3-4 months generating $25,000-$75,000+ annually. Established communities like Point O' Woods have active rental markets.

Buyer's Guide to Old Lyme

Steps to Finding Your Home

🏘️ 1. Determine Your Budget & Get Pre-Approved

Get pre-approved for a mortgage before house hunting. Talk to lenders about loan options, down payment requirements, and closing costs. Our team recommends Novus Home Mortgage at 386-690-5858, federally licensed across all 50 states. Pre-approval strengthens your offer in competitive markets like Old Lyme.

🏘️ 2. Define Your Priorities

Old Lyme offers distinct neighborhoods from village center to beach communities. Decide what matters most: walkability, waterfront access, schools, cultural amenities, or privacy. Research neighborhoods thoroughly before viewing homes. Understanding community dynamics helps you find the right fit.

🏘️ 3. Work with a Local Agent

Hiring a local real estate agent is essential in competitive markets. Agents understand inventory, market timing, neighborhoods, and negotiation strategy. Winslow Homes agents are licensed in Connecticut and familiar with Old Lyme properties, pricing, and the buying process. Contact us at 386-690-5858 or visit /contact-us.

🏘️ 4. Search Active Listings

Browse current listings on our website at /index.php?advanced=1&area_keyword=Old%20Lyme%20Connecticut.%20Filter%20By%20Price%2C%20Beds%2C%20Baths%2C%20And%20Amenities.%20Attend%20Open%20Houses%20To%20Tour%20Neighborhoods.%20Old%20Lyme%20Homes%20Move%20Quickly%20In%20Desirable%20Areas%2C%20So%20Act%20Fast%20When%20You%20Find%20The%20Right%20Property.%3C/P%3E%0A%3C/Div%3E%0A%0A%3CDiv%20Style%3D&types%5B%5D=1&types%5B%5D=2&types%5B%5D=3&types%5B%5D=5&types%5B%5D=6&types%5B%5D=8&types%5B%5D=15&types%5B%5D=18&types%5B%5D=20&types%5B%5D=30&types%5B%5D=31&beds=0&baths=0&min=0&max=100000000&rtype=map&statuses%5B%5D=0"background:white;border:1px solid #e0d8cc;border-radius:8px;padding:24px;margin-bottom:20px;">🏘️ 5. Make an Offer & InspectWhen you find the right home, your agent will help you make a competitive offer. Home inspections are essential, especially for older properties common in Old Lyme. Don't skip the inspection phase, as many historic homes need updates. Waterfront properties may require additional environmental inspections.

🏘️ 6. Close on Your Home

Work with a Connecticut real estate attorney to handle closing documents. Review all paperwork carefully. Schedule a final walk-through before closing. Your lender will conduct final inspections. Coordinate with your moving company and utility companies for move-in day. Congratulations on your new Old Lyme home!

Seller's Guide to Old Lyme

Preparing to Sell Your Home

🏘️ 1. Get a Competitive Market Analysis

Work with a local agent to understand current market conditions. Comparable sales analysis shows what similar homes sold for recently. Old Lyme homes averaging 30-60 days on market in desirable areas. Properties priced right sell faster and for more money. Let our team provide a free analysis at /contact-us or 386-690-5858.

🏘️ 2. Prepare Your Home for Market

Curb appeal matters. Clean landscaping, fresh paint, and updated entryway create strong first impressions. Declutter interior spaces and remove personal items. Deep cleaning increases buyer appeal. Consider minor updates like fresh mulch, repaired fencing, or new shutters. First impressions drive buyer interest and showings.

🏘️ 3. List Strategically

Professional photography showcases your home. Quality marketing reaches qualified buyers across multiple platforms. Open houses and agent showings drive traffic. Highlight unique features like waterfront access, original character, or location. Strategic listing timing maximizes buyer exposure.

🏘️ 4. Evaluate & Negotiate Offers

When offers arrive, your agent will present terms, contingencies, and buyer strength. Evaluate multiple offers considering price, terms, and buyer qualification. Counter-offer strategically to maximize profit. Don't rush into first offer. Competitive markets bring multiple offers quickly.

🏘️ 5. Close & Transfer

Work with a Connecticut attorney to handle closing documents and transfer. Coordinate final inspections and walk-through with buyer. Prepare to vacate on closing day. Transfer utilities and services to new owner. Your agent will guide you through the entire closing process.

Mortgage & Financing Options

Making Your Purchase Possible

🏦 Novus Home Mortgage

Winslow Homes partners with Novus Home Mortgage for financing. Federally licensed (NMLS #14211) across all 50 states. Loan officers Ryan Winslow (NMLS #2426605) and Megan Winslow (NMLS #2692933) provide personalized service. Call 386-690-5858 for pre-approval and loan consultation. Novus specializes in Connecticut residential lending with competitive rates and flexible programs.

💳 Loan Programs

Conventional loans with 3-20% down payment options. FHA programs for first-time buyers requiring lower down payments. VA loans for military service members and veterans. USDA programs for rural properties. Jumbo loans for properties exceeding conventional limits. Fixed-rate and adjustable-rate mortgage options.

📲 Apply Online

Apply for your loan at www.winslowloan.com. Fast, secure online application with quick response times. Documents uploaded directly. Real estate agents and buyers work together for smooth closing. Questions? Call 386-690-5858 or email [email protected].

Frequently Asked Questions

Common Questions About Old Lyme

🏘️ What's the best neighborhood in Old Lyme?

Old Lyme has no single "best" neighborhood. Village Center offers walkability and culture. Beach communities like Point O' Woods provide waterfront access. Riverside properties feature boating lifestyle. Families love schools throughout town. Choose based on your priorities.

🏘️ How long do homes take to sell?

Well-priced homes in desirable neighborhoods sell within 30-60 days. Premium waterfront properties move quickly with strong demand. Homes overpriced sit 90+ days. Competitive markets favor quick action. Work with a local agent to price competitively.

🏘️ What's the property tax rate?

The mill rate for 2025-2026 is 16.23. A $500,000 home carries about $8,115 annual property taxes. A $650,000 home pays roughly $10,550 annually. Rates reflect excellent schools and town services.

🏘️ Are Old Lyme schools good?

Old Lyme public schools are highly rated and draw families from across the region. Strong academics, arts integration, and community support. Lyme Academy College of Fine Arts adds cultural enrichment. Schools benefit from active parent involvement and committed educators.

💰 Can I get rental income from waterfront homes?

Yes. Waterfront properties rent for $1,500-$3,500+ monthly in summer season. Many owners generate $25,000-$75,000+ annually over 3-4 months. Point O' Woods and other communities have active rental markets. Work with a property manager to handle renters.

🏘️ What commute times should I expect?

I-95 access makes commuting easy. 20 minutes to New London, 35 minutes to New Haven, 45 minutes to Hartford. Shoreline East rail from Old Saybrook connects to New Haven and New York. Remote work reduces commute concerns for many professionals.

🏘️ Why is Old Lyme so famous?

Old Lyme is famous as home to the Lyme Art Colony, America's most active Impressionist art colony at the turn of the 20th century. Artists like Childe Hassam and Henry Ward Ranger worked here. The Florence Griswold Museum preserves this legacy. The artistic heritage draws creative residents and cultural visitors worldwide.

Relocating to Old Lyme

Everything You Need to Know About Moving

🚚 Moving Logistics

Research moving companies early and get multiple quotes. Schedule movers before your closing date. Arrange utilities transfer to new address. Update address with post office. Register your vehicle in Connecticut. Transfer banking and insurance to Connecticut providers.

🏘️ Community Integration

Introduce yourself to neighbors and join local Facebook groups. Visit town hall to learn about services and regulations. Register kids in new schools. Join church or community organizations. Attend town events and farmers markets. Explore local restaurants and shops.

📋 Connecticut Requirements

Register to vote in Connecticut. Get a Connecticut driver's license within 60 days. Register your vehicle with Connecticut DMV. Update homeowner's insurance. Review property tax obligations and payment schedule. Understand HOA or beach community requirements.

🏥 Local Services

Find healthcare providers and dentists. Locate nearest pharmacy and urgent care. Register with local veterinarian if you have pets. Join recreational facilities or gyms. Research schools, libraries, and community centers. Old Lyme offers excellent public services and amenities.

About Winslow Homes LLC

Winslow Homes LLC is a full-service real estate brokerage licensed in Florida, Massachusetts, Connecticut, and Rhode Island. Ryan and Megan Winslow combine experience with commitment to client success and market expertise.

🏘️ Brokerage Services

Buyer representation guides clients through property selection, negotiation, and closing. Seller marketing strategies position properties competitively. Investment advisory services assist buyers seeking income-producing properties. Relocation assistance helps families moving to new communities.

📊 Market Expertise

The Winslow Homes team brings specialized knowledge of Old Lyme neighborhoods, property values, market trends, and investment opportunities. Regular market analysis keeps agents informed on current conditions.

📞 Contact Information

Winslow Homes LLC
Email: [email protected]
Phone: 386-690-5858

MLS Disclaimer & Legal Information

All real estate information provided by Winslow Homes LLC is derived from the Multiple Listing Service (MLS) and public sources. Information is deemed accurate but not guaranteed. Buyers should verify all information independently before making purchase decisions.

This website and all information provided does not constitute legal, financial, or tax advice. Buyers should consult qualified professionals including real estate attorneys, tax advisors, and financial planners before making property decisions.

Equal Housing Opportunity: Winslow Homes LLC operates under fair housing principles. Discrimination based on race, color, religion, sex, handicap, familial status, national origin, sexual orientation, or gender identity is prohibited.

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About Your Team at Winslow Homes

Winslow Homes stands apart through its commitment to excellence, cutting-edge marketing strategies, and deep local market knowledge across the states we serve. Our brokerage specializes in a range of real estate services, including: Residential Sales – Helping buyers find their dream homes and sellers achieve top dollar for their properties. Luxury & Coastal Properties – Expertise in high-end, waterfront, and vacation homes in desirable locations.Investment & Income Properties – Assisting investors in identifying profitable opportunities. New Construction & Development – Partnering with builders and developers to bring new projects to market. Relocation Services – Providing a seamless experience for clients moving to or from the areas we serve.

Winslow Homes

Winslow Homes is an independent real estate brokerage licensed in Massachusetts, Florida, Connecticut, and Rhode Island, dedicated to providing expert guidance, innovative marketing, and seamless transactions for buyers, sellers, and investors. With a reputation built on honesty, integrity, trust, and service (H.I.T.S.), Winslow Homes offers personalized, client-centered solutions that make real estate transactions smooth and successful.

At Winslow Homes, we believe in building lasting relationships with our clients, ensuring every transaction is guided by transparency, communication, and expert negotiation.

Winslow Homes was founded by Megan and Ryan Winslow, a husband-and-wife team who transformed their passion for real estate into a thriving brokerage. Their journey began in 2009, when they applied their entrepreneurial mindset, housing market expertise, and dedication to client success to real estate transactions in Central Massachusetts, and eventually Central and Coastal Florida. As a Massachusetts native and son of a real estate broker, Ryan Winslow pursued real estate at the conclusion of his military career, following an Honorable Discharge from the U.S. Army. Together, Megan and Ryan became a dynamic duo in the industry, providing expert representation and growing a loyal client base.

By 2016, they had expanded their reach across Massachusetts, Florida, Rhode Island, and Connecticut, earning recognition as one of the “Best of Central MA” and solidifying their reputation as trusted real estate professionals. Their success led to the creation of Winslow Homes LLC, a brokerage built on client-first service, market expertise, and a commitment to achieving real estate goals at the highest level.

Today, Winslow Homes continues to thrive as a full-service brokerage, offering a modern, results-driven approach while maintaining a personal touch in every transaction. Megan and Ryan reside in New Smyrna Beach, FL, with their three children-Jaikob, Jaelynn, and Julianna-leading a brokerage that reflects their values, experience, and dedication to helping clients succeed in real estate.

Whether you’re buying, selling, or investing, Winslow Homes is your trusted partner in real estate

Our Offices

Winslow Homes is a fully licensed real estate brokerage serving Massachusetts, Florida, Connecticut, and Rhode Island. With extensive market knowledge and a commitment to exceptional service, our team is equipped to help buyers, sellers, and investors navigate real estate transactions across these states. 

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Contact: (386) 690-5858

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