Best Real Estate Agents in Winchendon, MA• Updated

Looking for the best real estate agent in Winchendon, MA? This page ranks the top realtors in Winchendon by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Winchendon, MA or buy a home in Winchendon, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.

Market Pulse
|Real-time Analysis

Market Pulse: Hot 🔥

The Winchendon, MA real estate market is currently a Seller's Market. Homes are retaining 102% of their value (Sale Price to List Price Ratio). With 3 active listings and 10 closed sales this month, inventory remains at 0.3 months of supply. Trends over the last half-year show median values moving up by 13%, while Average Days on Market has increased by 11%. Transaction speed in Winchendon is currently 8 days slower than the broader Worcester benchmark.

Top Listing & Buyer's Agents in Winchendon, MA

Detached Homes

4914MarAprMayJunJulAug
Sales Volume
Sales volume has grown by 55% over the last 6 months, showing a positive trend with currently 8 transactions.
Entry Level Detached Home Market Trends
Median Price
Market Trend
$114K$228K$341KMarAprMayJunJulAugPaul Collette (Buyer): Median Price $315KPCTiffany McDonald (Buyer): Median Price $272KTMJennifer Shugrue (Buyer): Median Price $220KJSLauren Porter (Seller): Median Price $282KLPEdwin Ahearn (Seller): Median Price $245KEAAna Roque (Seller): Median Price $140KARKathleen Walsh (Seller): Median Price $296KKWKenneth Maston (Seller): Median Price $216KKM
The average price in the Entry Level Detached Home segment has softened by 13% over the last 6 months.
Days On Market Avg.
Market Trend
23d42d60dMarAprMayJunJulAugPaul Collette (Buyer): Days On Market Avg. 48dPCTiffany McDonald (Buyer): Days On Market Avg. 45dTMJennifer Shugrue (Buyer): Days On Market Avg. 32dJSLauren Porter (Seller): Days On Market Avg. 35dLPEdwin Ahearn (Seller): Days On Market Avg. 56dEAAna Roque (Seller): Days On Market Avg. 27dARKathleen Walsh (Seller): Days On Market Avg. 34dKWKenneth Maston (Seller): Days On Market Avg. 43dKM
Lower is better
Days on market for Entry Level Detached Home is increasing, with homes now staying on market for 55 days on average.
Sale Price to List Price Ratio
Market Trend
83%119%154%MarAprMayJunJulAugPaul Collette (Buyer): Sale-to-List Ratio 94%PCTiffany McDonald (Buyer): Sale-to-List Ratio 96%TMJennifer Shugrue (Buyer): Sale-to-List Ratio 96%JSLauren Porter (Seller): Sale-to-List Ratio 113%LPEdwin Ahearn (Seller): Sale-to-List Ratio 111%EAAna Roque (Seller): Sale-to-List Ratio 100%ARKathleen Walsh (Seller): Sale-to-List Ratio 100%KWKenneth Maston (Seller): Sale-to-List Ratio 100%KM
Higher is better
Lower is better
Seller leverage in the Entry Level Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 146%.
Entry Level Detached Home Segment
($120K - $320K)
DEALS
18
AVG. DOM
53d
Sale Price to List Price Ratio
100%
LP
Lauren Porter
Top Seller
1-3
30-60 days
113%
EA
Edwin Ahearn
Top Seller
1-3
30-60 days
111%
AR
Ana Roque
Top Seller
1-3
15-30 days
100%
KW
Kathleen Walsh
Top Seller
1-3
30-60 days
100%
KM
Kenneth Maston
Top Seller
1-3
30-60 days
100%
DW
Donna Warfield
Top Buyer
1-3
> 60 days
74%
LA
Luis Ayala
Top Buyer
1-3
> 60 days
87%
PC
Paul Collette
Top Buyer
1-3
30-60 days
94%
TM
Tiffany McDonald
Top Buyer
1-3
30-60 days
96%
JS
Jennifer Shugrue
Top Buyer
1-3
30-60 days
96%
Mid-Market Detached Home Market Trends
Median Price
Market Trend
$327K$456K$585KMarAprMayJunJulAugChad King (Buyer): Median Price $402KCKRobert Matewsky (Buyer): Median Price $360KRMApril Cover (Buyer): Median Price $555KACMaurissa Thibeault (Seller): Median Price $357KMTMichelle Peterson (Seller): Median Price $395KMPMichelle Peterson (Seller): Median Price $485KMPMichelle Peterson (Seller): Median Price $475KMPMichelle Peterson (Seller): Median Price $410KMPAustin Gordon (Seller): Median Price $360KAGLaura Rice (Seller): Median Price $400KLR
The average price in the Mid-Market Detached Home segment has softened by 1% over the last 6 months.
Days On Market Avg.
Market Trend
24d78d131dMarAprMayJunJulAugChad King (Buyer): Days On Market Avg. 58dCKRobert Matewsky (Buyer): Days On Market Avg. 59dRMApril Cover (Buyer): Days On Market Avg. 119dACMaurissa Thibeault (Seller): Days On Market Avg. 48dMTMichelle Peterson (Seller): Days On Market Avg. 58dMPMichelle Peterson (Seller): Days On Market Avg. 41dMPMichelle Peterson (Seller): Days On Market Avg. 69dMPMichelle Peterson (Seller): Days On Market Avg. 39dMPAustin Gordon (Seller): Days On Market Avg. 49dAGLaura Rice (Seller): Days On Market Avg. 36dLR
Lower is better
Days on market for Mid-Market Detached Home is increasing, with homes now staying on market for 65 days on average.
Sale Price to List Price Ratio
Market Trend
87%99%111%MarAprMayJunJulAugChad King (Buyer): Sale-to-List Ratio 100%CKRobert Matewsky (Buyer): Sale-to-List Ratio 90%RMApril Cover (Buyer): Sale-to-List Ratio 93%ACMaurissa Thibeault (Seller): Sale-to-List Ratio 102%MTMichelle Peterson (Seller): Sale-to-List Ratio 103%MPMichelle Peterson (Seller): Sale-to-List Ratio 102%MPMichelle Peterson (Seller): Sale-to-List Ratio 98%MPMichelle Peterson (Seller): Sale-to-List Ratio 104%MPAustin Gordon (Seller): Sale-to-List Ratio 103%AGLaura Rice (Seller): Sale-to-List Ratio 108%LR
Higher is better
Lower is better
Negotiation leverage in Mid-Market Detached Home has stabilized over the last 6 months, with sellers receiving 101%.
Mid-Market Detached Home Segment
($330K - $580K)
DEALS
75
AVG. DOM
55d
Sale Price to List Price Ratio
101%
MT
Maurissa Thibeault
Top Seller
1-3
30-60 days
102%
CG
Cory Gracie
Top Seller
1-3
30-60 days
102%
MP
Michelle Peterson
Top Seller
5-8
30-60 days
100%
AG
Austin Gordon
Top Seller
1-3
30-60 days
105%
LR
Laura Rice
Top Seller
1-3
30-60 days
104%
MP
Michelle Peterson
Top Buyer
1-3
30-60 days
101%
CK
Chad King
Top Buyer
1-3
30-60 days
100%
RM
Robert Matewsky
Top Buyer
1-3
30-60 days
90%
QO
Quinn OConnell
Top Buyer
1-3
30-60 days
93%
AC
April Cover
Top Buyer
1-3
> 60 days
93%
High-End Detached Home Market Trends
Median Price
Market Trend
$630K$630K$630KMarAprMayJunJulAug
The High-End Detached Home tier commands a price of $630K.
Days On Market Avg.
Market Trend
64d64d64dMarAprMayJunJulAug
Lower is better
Detached Home homes in the High-End range average 64 days on market.
Sale Price to List Price Ratio
Market Trend
100%100%100%MarAprMayJunJulAug
Higher is better
Lower is better
Sellers of High-End Detached Home assets receive 100% of list price.
High-End Detached Home Segment
($590K - $870K)
DEALS
5
AVG. DOM
63d
Sale Price to List Price Ratio
98%
CG
Cory Gracie
Top Seller
1-3
> 60 days
101%
RM
Robert Matewsky
Top Seller
1-3
30-60 days
97%
DM
Dylan Maclean
Top Seller
1-3
> 60 days
91%
DR
David Restic
Top Buyer
1-3
> 60 days
91%
EC
Evan Collins
Top Buyer
1-3
30-60 days
97%
EP
Erin Peckham
Top Buyer
1-3
> 60 days
101%
Ultra-Luxury Detached Home Market Trends
Median Price
Market Trend
$928K$1M$1.1MMarAprMayJunJulAugJayne Blain (Buyer): Median Price $1.1MJBVicki Christiansen (Buyer): Median Price $950KVCBrenda Albert (Seller): Median Price $950KBAAmy Reisert (Seller): Median Price $1.1MAR
The average price in the Ultra-Luxury Detached Home segment has softened by 14% over the last 2 months.
Days On Market Avg.
Market Trend
33d68d103dMarAprMayJunJulAugJayne Blain (Buyer): Days On Market Avg. 41dJBVicki Christiansen (Buyer): Days On Market Avg. 95dVCBrenda Albert (Seller): Days On Market Avg. 95dBAAmy Reisert (Seller): Days On Market Avg. 41dAR
Lower is better
Days on market for Ultra-Luxury Detached Home is increasing, with homes now staying on market for 95 days on average.
Sale Price to List Price Ratio
Market Trend
90%97%104%MarAprMayJunJulAugJayne Blain (Buyer): Sale-to-List Ratio 92%JBVicki Christiansen (Buyer): Sale-to-List Ratio 103%VCBrenda Albert (Seller): Sale-to-List Ratio 103%BAAmy Reisert (Seller): Sale-to-List Ratio 92%AR
Higher is better
Lower is better
Seller leverage in the Ultra-Luxury Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 103%.
Ultra-Luxury Detached Home Segment
($950K - $1.1M)
DEALS
2
AVG. DOM
68d
Sale Price to List Price Ratio
97%
BA
Brenda Albert
Top Seller
1-3
> 60 days
103%
AR
Amy Reisert
Top Seller
1-3
30-60 days
92%
JB
Jayne Blain
Top Buyer
1-3
30-60 days
92%
VC
Vicki Christiansen
Top Buyer
1-3
> 60 days
103%

Multi-Family (2-4 Unit)

11.52MarAprMayJunJulAug
Sales Volume
Sales volume has grown by 45% over the last 6 months, showing a positive trend with currently 1 transactions.
Mid-Market Multi-Family (2-4 Unit) Market Trends
Median Price
Market Trend
$356K$469K$581KMarAprMayJunJulAugLucas Rezende (Buyer): Median Price $440KLRStephanie Pandiscio (Buyer): Median Price $465KSPKarl Seppa (Seller): Median Price $382KKSJesse Gadarowski (Seller): Median Price $487KJGJessica Gadarowski (Seller): Median Price $487KJGAngela Rogers (Seller): Median Price $499KAR
The average price in the Mid-Market Multi-Family (2-4 Unit) segment has softened by 12% over the last 6 months.
Days On Market Avg.
Market Trend
34d74d113dMarAprMayJunJulAugLucas Rezende (Buyer): Days On Market Avg. 43dLRStephanie Pandiscio (Buyer): Days On Market Avg. 104dSPKarl Seppa (Seller): Days On Market Avg. 98dKSJesse Gadarowski (Seller): Days On Market Avg. 52dJGJessica Gadarowski (Seller): Days On Market Avg. 52dJGAngela Rogers (Seller): Days On Market Avg. 43dAR
Lower is better
Days on market for Mid-Market Multi-Family (2-4 Unit) is increasing, with homes now staying on market for 98 days on average.
Sale Price to List Price Ratio
Market Trend
91%104%116%MarAprMayJunJulAugLucas Rezende (Buyer): Sale-to-List Ratio 94%LRStephanie Pandiscio (Buyer): Sale-to-List Ratio 98%SPKarl Seppa (Seller): Sale-to-List Ratio 100%KSJesse Gadarowski (Seller): Sale-to-List Ratio 114%JGJessica Gadarowski (Seller): Sale-to-List Ratio 114%JGAngela Rogers (Seller): Sale-to-List Ratio 100%AR
Higher is better
Lower is better
Seller leverage in the Mid-Market Multi-Family (2-4 Unit) market is strengthening, with the Sale Price to List Price Ratio now at 100%.
Mid-Market Multi-Family (2-4 Unit) Segment
($340K - $560K)
DEALS
17
AVG. DOM
71d
Sale Price to List Price Ratio
99%
KS
Karl Seppa
Top Seller
1-3
> 60 days
100%
JG
Jesse Gadarowski
Top Seller
1-3
30-60 days
114%
JG
Jessica Gadarowski
Top Seller
1-3
30-60 days
114%
AR
Angela Rogers
Top Seller
1-3
30-60 days
100%
TM
Tammy Morrison
Top Seller
1-3
30-60 days
100%
EM
Eric Machuca
Top Buyer
1-3
> 60 days
82%
ER
Evan Russell
Top Buyer
1-3
> 60 days
88%
LR
Lucas Rezende
Top Buyer
1-3
30-60 days
94%
SP
Stephanie Pandiscio
Top Buyer
1-3
> 60 days
98%
MP
Michelle Peterson
Top Buyer
1-3
30-60 days
98%

Mobile/Manufactured Homes

11.52AprMayJun
Sales Volume
Sales volume has decreased by 55% over the last 3 months, showing a downward trend with currently 1 transactions.
Entry Level Mobile/Manufactured Home Market Trends
Median Price
Market Trend
$125K$196K$266KMarAprMayJunJulAugWendy Poudrette (Buyer): Median Price $200KWPTeresa Lupien (Buyer): Median Price $250KTLMary Caley (Buyer): Median Price $141KMCEvan Foley (Seller): Median Price $250KEFTimothy Foley (Seller): Median Price $250KTFCarole Norton (Seller): Median Price $141KCNDarlene Rossi (Seller): Median Price $200KDR
The average price in the Entry Level Mobile/Manufactured Home segment has softened by 8% over the last 3 months.
Days On Market Avg.
Market Trend
5d82d158dMarAprMayJunJulAugWendy Poudrette (Buyer): Days On Market Avg. 140dWPTeresa Lupien (Buyer): Days On Market Avg. 23dTLMary Caley (Buyer): Days On Market Avg. 76dMCEvan Foley (Seller): Days On Market Avg. 23dEFTimothy Foley (Seller): Days On Market Avg. 23dTFCarole Norton (Seller): Days On Market Avg. 76dCNDarlene Rossi (Seller): Days On Market Avg. 140dDR
Lower is better
Days on market for Entry Level Mobile/Manufactured Home is decreasing, with homes now staying on market for 50 days on average.
Sale Price to List Price Ratio
Market Trend
94%99%103%MarAprMayJunJulAugWendy Poudrette (Buyer): Sale-to-List Ratio 95%WPTeresa Lupien (Buyer): Sale-to-List Ratio 100%TLMary Caley (Buyer): Sale-to-List Ratio 102%MCEvan Foley (Seller): Sale-to-List Ratio 100%EFTimothy Foley (Seller): Sale-to-List Ratio 100%TFCarole Norton (Seller): Sale-to-List Ratio 102%CNDarlene Rossi (Seller): Sale-to-List Ratio 95%DR
Higher is better
Lower is better
Seller leverage in the Entry Level Mobile/Manufactured Home market is strengthening, with the Sale Price to List Price Ratio now at 100%.
Entry Level Mobile/Manufactured Home Segment
($140K - $250K)
DEALS
4
AVG. DOM
72d
Sale Price to List Price Ratio
99%
EF
Evan Foley
Top Seller
1-3
15-30 days
100%
TF
Timothy Foley
Top Seller
1-3
15-30 days
100%
CN
Carole Norton
Top Seller
1-3
> 60 days
102%
DR
Darlene Rossi
Top Seller
1-3
> 60 days
95%
WP
Wendy Poudrette
Top Buyer
1-3
> 60 days
95%
TL
Teresa Lupien
Top Buyer
1-3
15-30 days
100%
MC
Mary Caley
Top Buyer
1-3
> 60 days
102%

Winchendon Real Estate Market Trends September 2026

Total Active Listings
3
Recently Listed (7d)
0
market entries
Average List Price
$575K
current avg.

Inventory Breakdown by Segment

Property TypeEntry LevelHigh-EndMid-MarketUltra-LuxuryTotal
Detached Home
1
2
3

Market Insights & FAQ

How is the real estate market in Winchendon, MA performing right now?

The data indicates a high-intensity environment in Winchendon, MA. Inventory is at 0.3 months, meaning a fast-paced market where inventory is limited. Inventory is critically low, meaning well-priced homes move rapidly often with multiple offers.

What are the current pricing trends for Winchendon, MA real estate?

Currently, $451,000 represents the median entry point in Winchendon, MA. Over the past half-year, home values in Winchendon have moved upward by approximately 13% based on regional transaction data.

Are sellers in Winchendon, MA getting their full asking price?

Sellers hold significant leverage in Winchendon, MA, with a Sale Price to List Price Ratio of 101.9%. On average, properties in Winchendon are transitioning from active to sold status in 68 days.

Who is the best agent to sell my home in Winchendon?

Based on closed transaction data, Maurissa Thibeault ranks at the top of our Winchendon leaderboard — with 3 completed transactions on record earning an algorithm performance score of 53. Agent Algo's rankings are built entirely from real deal outcomes — not reviews or paid placements — so this reflects actual results in the local market.

How does the Winchendon, MA market compare to Worcester trends?

Winchendon, MA maintains a distinct profile within the broader Worcester region. Median home values are currently 20% lower than the regional average, reflecting the unique demand and inventory dynamics of Winchendon.

Who is a top listing agent for Mid-Market Detached Home homes in Winchendon, MA?

If you're selling a Mid-Market Detached Home in Winchendon, MA, the data points to Maurissa Thibeault as a standout choice. Their listings in this segment have consistently closed faster than the local average while achieving above-average sale-to-list ratios — a rare combination that directly benefits sellers on both time and final price.

Who is a top listing agent for Mid-Market Multi-Family (2-4 Unit) homes in Winchendon, MA?

Our transaction-level analysis puts Karl Seppa at the top for Mid-Market Multi-Family (2-4 Unit) listings in Winchendon, MA. Karl Seppa has consistently held closer to asking price than the typical Mid-Market Multi-Family (2-4 Unit) agent in Winchendon, MA. For sellers prioritizing their final number, that's the metric that matters most.

Which agent is best for buying a Mid-Market Detached Home in Winchendon, MA?

If you're hunting for a Mid-Market Detached Home in Winchendon, MA, Michelle Peterson's track record speaks for itself. For buyers competing in the Mid-Market Detached Home market in Winchendon, MA, their track record indicates speed and negotiating strength that outperforms the segment baseline on both counts.

Which agent is best for buying a Entry Level Detached Home in Winchendon, MA?

Among agents actively helping buyers in the Entry Level Detached Home space, Donna Warfield stands out in Winchendon, MA. Their buyer closings in this segment show a sale-to-list ratio that's more favorable than the local average — a signal of effective negotiation that keeps final purchase prices competitive for buyers.

Which agent is best for buying a Mid-Market Multi-Family (2-4 Unit) in Winchendon, MA?

Eric Machuca has a strong showing as a buyer's agent in Winchendon's Mid-Market Multi-Family (2-4 Unit) market. Across their deals in the Mid-Market Multi-Family (2-4 Unit) category, Eric Machuca has consistently achieved better-than-average terms relative to asking price in Winchendon, MA. That kind of negotiating edge compounds over a transaction.

Who is a top listing agent for Entry Level Detached Home homes in Winchendon, MA?

Sellers of Entry Level Detached Home homes in Winchendon, MA have found a reliable partner in Lauren Porter, based on closed deal data. Speed and price retention together are the hardest combination to find in a single agent. Their track record in the Entry Level Detached Home category in Winchendon, MA reflects both.

Which agent is best for buying a High-End Detached Home in Winchendon, MA?

Navigating Winchendon's High-End Detached Home market as a buyer? David Restic is among the most effective agents in this niche. Their buyer closings in this segment show a sale-to-list ratio that's more favorable than the local average — a signal of effective negotiation that keeps final purchase prices competitive for buyers.

Which agent is best for buying a Ultra-Luxury Detached Home in Winchendon, MA?

Jayne Blain has helped buyers close on Ultra-Luxury Detached Home properties in Winchendon, MA — and the data shows it. The data shows a consistent pattern across their deals here: shorter time to close than the segment average, and acquisition terms that tend to land below-average relative to list price. Two things buyers care about most.