TRREB Verified Sold MLS® Data

Recently Sold Homes & Past Sale Prices in Dempsey, Milton, ON

Browse verified historical MLS® sales data in Dempsey, Milton. Compare actual closing prices against original asking prices, see days on market, and analyze neighborhood selling trends.

Total Recorded Sales316Verified in Dempsey, Milton
Average Sold Price$812,400All property types
Median Sold Price$957,000Estimated median
Avg Days to Sell14Days on market
Showing page 1 of 7 (316 total sold homes)
Showing 48 sold records per page
Sold property - 2 Bed, 1 Bath Home at 1483 Maple Avenue Milton ON listed at $529,900 (MLS# W13463528)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1483 Maple Avenue, Unit 409, Milton

Jun 18, 2026
Sold in 97 days

Beautifully renovated unit featuring a stunning custom kitchen with premium 36" upper and lower cabi...

MLS#: W13463528
Sold
Sold: Sep 22, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 165 Hampshire Way Milton ON listed at $685,000 (MLS# W13553550)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Freehold

165 Hampshire Way, Unit 153, Milton

Jul 11, 2026
Sold in 71 days

Welcome to this beautifully upgraded sun-filled end-unit freehold townhouse in one of Milton's most ...

MLS#: W13553550
Sold
Sold: Sep 19, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1450 Main Street Milton ON listed at $459,900 (MLS# W13548626)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1450 Main Street, Unit 210, Milton

Jul 10, 2026
Sold in 69 days

Welcome to 1450 Main St E, Milton, a bright and well-maintained condo offering a functional layout a...

MLS#: W13548626
Sold
Sold: Sep 16, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1479 Maple Avenue Milton ON listed at $474,900 (MLS# W13750884)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1479 Maple Avenue, Unit 405, Milton

Sep 7, 2026
Sold in 10 days

Executive premium apartment located in one of the most desirable areas of Milton. A perfect opportun...

MLS#: W13750884
Sold
Sold: Sep 16, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 214 Pettigrew Trail Milton ON listed at $898,888 (MLS# W13671272)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

214 Pettigrew Trail, Milton

Aug 13, 2026
Sold in 30 days

She's got three bedrooms, two secret doors and absolutely no interest in being basic. The living roo...

MLS#: W13671272
Sold
Sold: Sep 11, 2026
Sold price information is available to members only
Sold property - 3 Bed, 4 Bath Home at 95 Waters Boulevard Milton ON listed at $829,000 (MLS# W13638566)
SOLD
Sold Price: Members Only
3bd
4ba
Residential Freehold

95 Waters Boulevard, Milton

Aug 5, 2026
Sold in 35 days

Welcome to this beautifully renovated 3-bedroom, 4-bathroom townhome nestled in one of Milton's most...

MLS#: W13638566
Sold
Sold: Sep 8, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 1245 Newell Street Milton ON listed at $949,007 (MLS# W13707958)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

1245 Newell Street, Milton

Aug 24, 2026
Sold in 16 days

From the moment you arrive, you'll be drawn in by the timeless curb appeal of this beautiful white h...

MLS#: W13707958
Sold
Sold: Sep 8, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1440 Main Street Milton ON listed at $499,900 (MLS# W13593760)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1440 Main Street, Unit 303, Milton

Jul 22, 2026
Sold in 38 days

Welcome to this beautifully maintained 2-bedroom, 1-bathroom condo in The Courtyards on Main, a soug...

MLS#: W13593760
Sold
Sold: Aug 28, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 1190 Fox Crescent Milton ON listed at $999,000 (MLS# W13663716)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

1190 Fox Crescent, Milton

Aug 11, 2026
Sold in 14 days

A Dream Home for Modern Living Steps from All the Essentials! This exquisite approx 2000sqf Detached...

MLS#: W13663716
Sold
Sold: Aug 24, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 1483 Maple Avenue Milton ON listed at $550,000 (MLS# W13659444)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Condo & Other

1483 Maple Avenue, Unit 401, Milton

Aug 10, 2026
Sold in 11 days

Welcome to 401-1483 Maple Ave, a bright top floor condo in Milton's desirable Dempsey neighbourhood ...

MLS#: W13659444
Sold
Sold: Aug 20, 2026
Sold price information is available to members only
Sold property - 3 Bed, 2 Bath Home at 1050 Main Street Milton ON listed at $579,900 (MLS# W13569618)
SOLD
Sold Price: Members Only
3bd
2ba
Residential Condo & Other

1050 Main Street, Unit 226, Milton

Jul 15, 2026
Sold in 36 days

Welcome to luxury condo living in one of Milton's most sought-after communities! This beautifully ap...

MLS#: W13569618
Sold
Sold: Aug 19, 2026
Sold price information is available to members only
Sold property - 1 Bed, 1 Bath Home at 1360 Main Street Milton ON listed at $399,900 (MLS# W13525460)
SOLD
Sold Price: Members Only
1bd
1ba
Residential Condo & Other

1360 Main Street, Unit 304, Milton

Jul 6, 2026
Sold in 44 days

TOP 5 REASONS TO BUY THIS UNIT! 1. Incredible value for over 600 sq ft. There's lots of room in this...

MLS#: W13525460
Sold
Sold: Aug 18, 2026
Sold price information is available to members only
Sold property - 5 Bed, 4 Bath Home at 40 Dills Crescent Milton ON listed at $899,000 (MLS# W13619304)
SOLD
Sold Price: Members Only
5bd
4ba
Residential Freehold

40 Dills Crescent, Milton

Jul 29, 2026
Sold in 20 days

Tucked into Milton's sought-after Dempsey neighbourhood,this detached two-storey residence offers 4+...

MLS#: W13619304
Sold
Sold: Aug 17, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1370 Main Street Milton ON listed at $515,000 (MLS# W13555576)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1370 Main Street, Unit 205, Milton

Jul 13, 2026
Sold in 32 days

Open concept Hampton model, 893 sq ft, in the Heart of Milton's Dempsey neighborhood. Just steps awa...

MLS#: W13555576
Sold
Sold: Aug 13, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 236 Fitzgerald Crescent Milton ON listed at $798,900 (MLS# W13234686)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

236 Fitzgerald Crescent, Milton

Jun 3, 2026
Sold in 70 days

Welcome home to this beautiful 3 bed freehold townhome! Amazing location, close to amenities and bac...

MLS#: W13234686
Sold
Sold: Aug 11, 2026
Sold price information is available to members only
Sold property - 5 Bed, 4 Bath Home at 1317 Weller Cross Milton ON listed at $1,289,900 (MLS# W13418720)
SOLD
Sold Price: Members Only
5bd
4ba
Residential Freehold

1317 Weller Cross, Milton

Jun 9, 2026
Sold in 60 days

Welcome to 1317 Weller Crossing, Milton Beautiful Home with State-of-the-Art Upgrades This house is...

MLS#: W13418720
Sold
Sold: Aug 7, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 1470 Main Street Milton ON listed at $499,900 (MLS# W13593514)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Condo & Other

1470 Main Street, Unit 411, Milton

Jul 22, 2026
Sold in 14 days

Welcome to penthouse living in one of Milton's most sought-after locations. This bright and beautifu...

MLS#: W13593514
Sold
Sold: Aug 4, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 53 Dills Crescent Milton ON listed at $920,000 (MLS# W13531894)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

53 Dills Crescent, Milton

Jul 7, 2026
Sold in 29 days

Tucked onto a quiet street in one of Milton's most convenient locations, this move-in-ready home off...

MLS#: W13531894
Sold
Sold: Aug 4, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1390 Main Street Milton ON listed at $499,999 (MLS# W13452454)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1390 Main Street, Unit 405, Milton

Jun 16, 2026
Sold in 48 days

Welcome to this beautiful top-floor suite at Bristol on Main, where impressive 12-foot vaulted ceili...

MLS#: W13452454
Sold
Sold: Aug 2, 2026
Sold price information is available to members only
Sold property - 6 Bed, 4 Bath Home at 1017 Woodward Avenue Milton ON listed at $1,280,000 (MLS# W13062088)
SOLD
Sold Price: Members Only
6bd
4ba
Residential Freehold

1017 Woodward Avenue, Milton

Apr 21, 2026
Sold in 103 days

RARE OPPORTUNITY Prime Milton LOCATION is Everything: Minutes to Hwy 401, MILTON GO, MILTON LIBRARY,...

MLS#: W13062088
Sold
Sold: Aug 1, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 267 Fitzgerald Crescent Milton ON listed at $949,900 (MLS# W13559248)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

267 Fitzgerald Crescent, Milton

Jul 13, 2026
Sold in 19 days

Welcome to this Highly Upgraded gem. The 267 Fitzgerald Crescent. Stunning Fully Upgraded Home In A ...

MLS#: W13559248
Sold
Sold: Jul 31, 2026
Sold price information is available to members only
Sold property - 4 Bed, 5 Bath Home at 1228 Fox Crescent Milton ON listed at $1,399,000 (MLS# W13438172)
SOLD
Sold Price: Members Only
4bd
5ba
Residential Freehold

1228 Fox Crescent, Milton

Jun 12, 2026
Sold in 47 days

Step into luxury with this stunning, fully detached all-brick residence that has been impeccably mai...

MLS#: W13438172
Sold
Sold: Jul 28, 2026
Sold price information is available to members only
Sold property - 5 Bed, 4 Bath Home at 1297 Roper Drive Milton ON listed at $1,168,000 (MLS# W13545198)
SOLD
Sold Price: Members Only
5bd
4ba
Residential Freehold

1297 Roper Drive, Milton

Jul 9, 2026
Sold in 16 days

Welcome to 1297 Roper Drive, a spacious all-brick and stone family home on a premium pie-shaped lot ...

MLS#: W13545198
Sold
Sold: Jul 24, 2026
Sold price information is available to members only
Sold property - 4 Bed, 3 Bath Home at 1201 Fox Crescent Milton ON listed at $1,299,999 (MLS# W13442240)
SOLD
Sold Price: Members Only
4bd
3ba
Residential Freehold

1201 Fox Crescent, Milton

Jun 13, 2026
Sold in 42 days

Welcome to 1201 Fox Crescent, a beautifully maintained family home that combines comfort, functional...

MLS#: W13442240
Sold
Sold: Jul 24, 2026
Sold price information is available to members only
Sold property - 3 Bed, 4 Bath Home at 1201 Mowat Lane Milton ON listed at $975,000 (MLS# W13456138)
SOLD
Sold Price: Members Only
3bd
4ba
Residential Freehold

1201 Mowat Lane, Milton

Jun 17, 2026
Sold in 35 days

Beautifully renovated 3-bedroom, 3+1 bathroom semi-detached home in Milton's sought-after Dempsey co...

MLS#: W13456138
Sold
Sold: Jul 21, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1450 Main Street Milton ON listed at $489,900 (MLS# W13473066)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1450 Main Street, Unit 412, Milton

Jun 22, 2026
Sold in 29 days

Welcome to this beautifully maintained 1-bedroom plus den condo at 1450 Main Street East in Milton. ...

MLS#: W13473066
Sold
Sold: Jul 20, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1487 Maple Avenue Milton ON listed at $499,000 (MLS# W13420860)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1487 Maple Avenue, Unit 403, Milton

Jun 9, 2026
Sold in 39 days

Located in Milton's desirable Maple Crossing community, this updated 2 bedroom suite with two parkin...

MLS#: W13420860
Sold
Sold: Jul 17, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 165 HAMPSHIRE Way Milton ON listed at $689,911 (MLS# W13463960)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Freehold

165 HAMPSHIRE Way, Unit 128, Milton

Jun 18, 2026
Sold in 28 days

Welcome Home! Step into this bright and beautifully maintained end-unit townhome, offering the perfe...

MLS#: W13463960
Sold
Sold: Jul 15, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 147 Waters Boulevard Milton ON listed at $899,000 (MLS# W13491632)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

147 Waters Boulevard, Milton

Jun 20, 2026
Sold in 26 days

Remarkable Fully Upgraded Home In Most Desirable Location Of Milton. Easy Access To 401, Close To Go...

MLS#: W13491632
Sold
Sold: Jul 15, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 88 Manley Lane Milton ON listed at $799,900 (MLS# W13494316)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

88 Manley Lane, Milton

Jun 26, 2026
Sold in 19 days

This three-bedroom townhouse is a fantastic option for anyone looking for a blend of comfort, conven...

MLS#: W13494316
Sold
Sold: Jul 14, 2026
Sold price information is available to members only
Sold property - 2 Bed, 3 Bath Home at 165 Hampshire Way Milton ON listed at $688,800 (MLS# W13486346)
SOLD
Sold Price: Members Only
2bd
3ba
Residential Freehold

165 Hampshire Way, Unit 106, Milton

Jun 24, 2026
Sold in 20 days

Imagine coming home to this move in ready home in the family friendly Dempsey neighbourhood, just mi...

MLS#: W13486346
Sold
Sold: Jul 13, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 113 Panton Trail Milton ON listed at $799,900 (MLS# W13465872)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

113 Panton Trail, Milton

Jun 19, 2026
Sold in 23 days

This inviting home offers 3 spacious bedrooms and 2.5 bathrooms, providing plenty of room for a grow...

MLS#: W13465872
Sold
Sold: Jul 11, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 212 Ellis Crescent Milton ON listed at $1,100,000 (MLS# W13505242)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

212 Ellis Crescent, Milton

Jun 30, 2026
Sold in 10 days

Located in one of Milton's most desirable neighbourhoods, this beautifully maintained 3-bedroom, 4-b...

MLS#: W13505242
Sold
Sold: Jul 9, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 162 Panton Trail Milton ON listed at $799,000 (MLS# W12692848)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

162 Panton Trail, Milton

Jan 12, 2026
Sold in 178 days

End-unit townhome with large, open-concept floor plan. Living/dining room with hardwood flooring. Ki...

MLS#: W12692848
Sold
Sold: Jul 8, 2026
Sold price information is available to members only
Sold property - 5 Bed, 4 Bath Home at 91 Waters Boulevard Milton ON listed at $930,000 (MLS# W13438080)
SOLD
Sold Price: Members Only
5bd
4ba
Residential Freehold

91 Waters Boulevard, Milton

Jun 12, 2026
Sold in 20 days

This 4 Bed 4 Washroom House Has It All & Is Perfect For First Time Buyers & Investors!!!Huge Corner ...

MLS#: W13438080
Sold
Sold: Jul 1, 2026
Sold price information is available to members only
Sold property - 4 Bed, 3 Bath Home at 1321 Roper Drive Milton ON listed at $1,159,900 (MLS# W13431570)
SOLD
Sold Price: Members Only
4bd
3ba
Residential Freehold

1321 Roper Drive, Milton

Jun 10, 2026
Sold in 22 days

Extremely rare, one of a kind, Double lot comprising of 9,041 Square feet ( .20/Acre) , Detached 4-b...

MLS#: W13431570
Sold
Sold: Jul 1, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 165 Hampshire Way Milton ON listed at $649,800 (MLS# W13143526)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Freehold

165 Hampshire Way, Unit 50, Milton

May 18, 2026
Sold in 39 days

Welcome To #50 - 165 Hampshire Way, Beautiful 3 Storey Freehold Townhouse Conveniently Located In Mi...

MLS#: W13143526
Sold
Sold: Jun 25, 2026
Sold price information is available to members only
Sold property - 3 Bed, 4 Bath Home at 256 Sherwood Road Milton ON listed at $1,079,000 (MLS# W12875564)
SOLD
Sold Price: Members Only
3bd
4ba
Residential Freehold

256 Sherwood Road, Milton

Mar 12, 2026
Sold in 103 days

Lovely 3 bed + 4 bathroom home that's perfect for a family, located directly across from Sinclair Pa...

MLS#: W12875564
Sold
Sold: Jun 22, 2026
Sold price information is available to members only
Sold property - 6 Bed, 4 Bath Home at 93 Dewar Court Milton ON listed at $1,798,000 (MLS# W13009452)
SOLD
Sold Price: Members Only
6bd
4ba
Residential Freehold

93 Dewar Court, Milton

Apr 16, 2026
Sold in 64 days

A rare offering, a large executive home with an inground pool on a very large and private lot (over ...

MLS#: W13009452
Sold
Sold: Jun 18, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 1318 Cartmer Way Milton ON listed at $799,786 (MLS# W13110290)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

1318 Cartmer Way, Milton

May 11, 2026
Sold in 39 days

Beautiful Freehold Townhouse Located In One Of Milton's Desirable Family-Friendly Neighbourhoods! Th...

MLS#: W13110290
Sold
Sold: Jun 18, 2026
Sold price information is available to members only
Sold property - 3 Bed, 3 Bath Home at 100 Panton Trail Milton ON listed at $825,000 (MLS# W13166896)
SOLD
Sold Price: Members Only
3bd
3ba
Residential Freehold

100 Panton Trail, Milton

May 23, 2026
Sold in 20 days

Welcome to this stunning freehold townhome offering a bright, functional layout in one of Milton's m...

MLS#: W13166896
Sold
Sold: Jun 11, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 1196 Knight Trail Milton ON listed at $1,175,000 (MLS# W13158190)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

1196 Knight Trail, Milton

May 21, 2026
Sold in 20 days

The kind of home families hope will come up in Dempsey. Bright, welcoming, and immaculately maintain...

MLS#: W13158190
Sold
Sold: Jun 9, 2026
Sold price information is available to members only
Sold property - 2 Bed, 2 Bath Home at 1487 Maple Avenue Milton ON listed at $595,000 (MLS# W12927138)
SOLD
Sold Price: Members Only
2bd
2ba
Residential Condo & Other

1487 Maple Avenue, Unit 101, Milton

Mar 26, 2026
Sold in 75 days

**Property is Virtually Staged**. Welcome home to this beautiful, bright, open concept, newly renova...

MLS#: W12927138
Sold
Sold: Jun 8, 2026
Sold price information is available to members only
Sold property - 4 Bed, 3 Bath Home at 1315 Brandon Terrace Milton ON listed at $930,000 (MLS# W12910806)
SOLD
Sold Price: Members Only
4bd
3ba
Residential Freehold

1315 Brandon Terrace, Milton

Mar 23, 2026
Sold in 75 days

Welcome to a beautiful and spacious townhouse located in one of Milton's most desirable family-frien...

MLS#: W12910806
Sold
Sold: Jun 5, 2026
Sold price information is available to members only
Sold property - 5 Bed, 3 Bath Home at 217 Ellis Crescent Milton ON listed at $1,240,000 (MLS# W13112120)
SOLD
Sold Price: Members Only
5bd
3ba
Residential Freehold

217 Ellis Crescent, Milton

May 11, 2026
Sold in 25 days

There's a moment when you step through the two-storey foyer at 217 Ellis Cr, look up to the open-to-...

MLS#: W13112120
Sold
Sold: Jun 4, 2026
Sold price information is available to members only
Sold property - 4 Bed, 4 Bath Home at 175 Manley Lane Milton ON listed at $899,000 (MLS# W13152214)
SOLD
Sold Price: Members Only
4bd
4ba
Residential Freehold

175 Manley Lane, Milton

May 20, 2026
Sold in 15 days

Welcome to 175 Manley Lane in Milton's sought-after Dempsey neighbourhood, where you can leave the c...

MLS#: W13152214
Sold
Sold: Jun 3, 2026
Sold price information is available to members only
Sold property - 3 Bed, 2 Bath Home at 1460 Main Street Milton ON listed at $598,500 (MLS# W13172746)
SOLD
Sold Price: Members Only
3bd
2ba
Residential Condo & Other

1460 Main Street, Unit 404, Milton

May 25, 2026
Sold in 10 days

Top-floor penthouse with rare soaring 10-ft ceilings in one of Milton's most desirable communities. ...

MLS#: W13172746
Sold
Sold: Jun 3, 2026
Sold price information is available to members only
Sold property - 2 Bed, 1 Bath Home at 1460 Main Street Milton ON listed at $545,900 (MLS# W12986126)
SOLD
Sold Price: Members Only
2bd
1ba
Residential Condo & Other

1460 Main Street, Unit 107, Milton

Apr 10, 2026
Sold in 53 days

Welcome to Suite 107 at 1460 Main Street East in Milton's popular Dempsey neighbourhood. This spacio...

MLS#: W12986126
Sold
Sold: Jun 1, 2026
Sold price information is available to members only
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Dempsey, Milton Sold Real Estate FAQs

How often are sold prices updated for Dempsey, Milton?

Our MLS® sold feed updates automatically every day. As soon as a transaction is finalized by real estate boards, closing prices and transaction dates appear on this page.

Why is viewing sold data helpful when buying or selling in Dempsey, Milton?

Asking prices only tell you what a seller hopes to get. Actual MLS® sold prices reveal true market value, neighborhood price-per-square-foot metrics, and whether homes in Dempsey, Milton are selling over or under asking price.