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MaineWindham

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Featured Agents in Windham, ME

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PRIME AGENT
Karen Tufts profile picture
Coldwell Banker Team Real Estate

Karen Tufts

Completed Profile
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26years of experience
30sales in the last 12 months
386transactions all-time
Prime Agent Badge
PRIME AGENT
Kimberly Conaway profile picture
Coldwell Banker Team Real Estate

Kimberly Conaway

Completed Profile
View Profile
10years of experience
8sales in the last 12 months
Carol Kilburn profile picture
Roots Realty Inc.

Carol Kilburn

Completed Profile
4 reviews
View Profile
38years of experience
29sales in the last 12 months

Compare 15 top-performing real estate agents in Windham, ME

Waypoint Brokers Collective

Kayla Sterling

Completed Profile
Open 24 hours
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
6 years of experience
20 sales in last 12 months
150 transactions all-time
Serves Windham

About

Helping buyers and sellers in southern Maine and beyond! Kayla is a Portland native and earned her bachelors degree at University of Southern Maine. After spending time living in Nashville, San Francisco and Lake Tahoe, Kayla returned home to spend more time with family. Kayla specializes in residential sales in the Greater Portland and Lakes Region areas. Realizing her desire to help people and ambition for sales, Kayla chose this path knowing it would be personally fulfilling. Previously working in hospitality management, Kayla’s talents lie in leadership, customer service, and sales. Kayla utilizes social media and technology to bring you the most options. When she’s not assisting clients, Kayla enjoys traveling, skiing, spinning and design.

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Achievements

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Top Sales Producer 2025
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Top Producer 2025
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Sells Homes Fast 2025

Top Producer 2022, runner up in 2021 at Coldwell Banker Team Real Estate

Bachelor's Degree, University of Southern Maine

REALTOR®, CLHMS

Business Highlights

Buyer Representative, First Time Buyers, Luxury Properties, Multi-Family Homes
Custom emailed listings
Featured in PropertySpark in 2022 and 2021 as one of the top 50 Maine real estate agents on social media!
Certified Luxury Home Property Specialist

Better Homes And Gardens The Masiello Group

Tim Nolan

18 years of experience
Serves Windham

About

Tim Nolan is a Real Estate Agent in Windham, ME with the brokerage Better Homes And Gardens The Masiello Group. Over the last 18 years we have tracked null MLS listings by Tim.

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Achievements

Top 25 Agent

REALTOR®

Business Highlights

Lot/Land, Buyer Representative, First Time Buyers, New Homes

Lifestyle Properties At Keller Williams Realty

Anne Marie Mc Kenzie

Completed Profile
30 reviews
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
22 years of experience
161 sales in last 12 months
543 transactions all-time
Serves Windham

About

We are a team of dedicated, like-minded agents with over 75 years of combined experience representing buyers, sellers, and relocation clients in Maine. We believe family comes first. Your home is more than four walls and a roof; its the center of your family life and a place of comfort. Transitioning from one home to another can be an emotional experience, often motivated by a major lifestyle change. We change with you. Whether you're upsizing, downsizing, or relocating from out of state, when you work with Lifestyle Properties you're partnering with highly skilled agents backed by the worlds largest real estate company. You'll have access to the best tools and resources available ensuring you have a smooth transition into your next chapter.

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Achievements

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Sells Homes Fast 2025
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Top Negotiator 2025
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Top Listing Broker 2025

Coldwell Banker Diamond & Sterling Society, Top Selling Broker, Platinum Award

Bachelor's Degree, University of So. Maine
Marketing & Communication

GRI

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Custom emailed listings

Landing Real Estate

Lisa Di Biase

Open 24 hours
Usually responds in 15 minutes
23 years of experience
15 sales in last 12 months
Serves Windham

About

A native of Southern California, Lisa brings her West Coast experience and sensibility to Maine. Lisa began assisting her clients with buying and selling luxury, waterfront homes as a real estate agent with a national company. She parlayed her experience in the upscale real estate market to a position as a real estate coach with a nationally recognized real estate training program. Since moving to Maine, Lisa has turned her attention towards co-owning her company, Landing Real Estate. With her multifaceted experience in real estate, Lisa leverages her creativity and knowledge of the national real estate market to provide a unique level of service to Landings clients. Landing Real Estate now has 2 offices located in South Portland and Windham and are able to serve the beautiful state of Maine.

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Achievements

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Top Luxury Buyer's Agent 2025
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Top Luxury Listing Agent 2025
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Top Buyer's Agent 2025

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Broker/Owner of Landing Real Estate with over 23 years of experience.

Maine Real Estate Experts

Stephen Welsh

Open 24 hours
Usually responds in 15 minutes
19 years of experience
Serves Windham

About

I spent years exploring Maine for gemstones and then was brought into the real estate world through my land development activities at the Berry Gem Mine. I have been a listing broker getting large and small jobs done for my clients for two decades! I have had the pleasure of bringing to market larger development properties like Beach Walk on the ocean in Scarborough, Tidewater Estates on the lower Saco River in Biddeford, Stoney Brook Estates Baldwin, Burrill Farm once approved 44 lot in Windham and others. I also have dabbled a little with commercial properties over the years like the oceanfront Pine Point Inn Scarborough, The store on Orrs Island, and The Crystal Lake Inn in Harrison. I of course also list existing homes and land. My experience with title issues, shoreland and subdivision issues enhance my abilities to help my clients.

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Achievements

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Sells Homes Fast 2025

To 8% Sales NAR,Top State

Bachelor's Degree, University of Southern Me

REALTOR®

Stephen Welsh's Video

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Windham Housing Market Report

Market Action Index

We are extensively tracking the housing market in Windham, ME. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
93
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$625K

Per Square Foot

$345

Days on Market

80

Total Listings

37

Median List Price

Sun, Mar 22, 2026

Median List Price
1 Year

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