Jay Schildge

Jay Schildge Redfin Agent | License ID: MA #9?5?0?2?4?7?5

+1(508) 367-9393

jay.schildge@redfin.com

"I am passionate about real estate and have dedicated nearly 20 years to helping clients buy and sell homes with confidence. Throughout my career, I have successfully sold residential properties, worked in new construction sales, and completed appraisals, giving me a well-rounded understanding of the market. My extensive local knowledge allows me to provide expert guidance, ensuring homeowners make informed decisions
I joined Redfin because I knew it was the perfect fit. Redfin’s combination of best-in-class technology and my local expertise aligned with my commitment to exceptional service. I take pride in making the home-buying and selling process as smooth and stress-free as possible for my clients.  At Redfin, I have found my home, and look forward to helping you find yours!"
15 West Road, Eastham, MA 02642
1/40 40

$2,925,000

Sold on 09/12/2025

Single Family Home

$3,100,000

2 Beds 4 Baths 2,342 SqFt

15 West Road, Eastham, MA 02642

Perched high above the shoreline like a true treasure, this stunning beachfront home offers an unparalleled coastal retr...

Listed by The Eva Scott Group of Gibson Sotheby's International Realty

5.6%
30 Woodlot Drive - Lot 9, Milton, MA 02186
1/30 30

$1,777,785

Sold on 11/17/2020

Single Family Home

$1,685,610

4 Beds 4.5 Baths 4,993 SqFt

30 Woodlot Drive - Lot 9, Milton, MA 02186

This exquisite Chatsworth estate home is set among 23 new construction homes at Milton Woods! The Chatsworth offers all...

Listed by Jay Schildge of Pulte Homes of New England

5.5%
35 Woodlot Drive - Lot 16, Milton, MA 02186
1/32 32

$1,750,875

Sold on 05/31/2021

Single Family Home

$1,608,765

4 Beds 3.5 Baths 5,714 SqFt

35 Woodlot Drive - Lot 16, Milton, MA 02186

New Construction Estate Homes at Milton Woods! Milton Woods is situated on 30 acres, consists of 23 home sites and idea...

Listed by Jay Schildge of Pulte Homes of New England

8.8%
42 Bayberry Rd, Yarmouth, MA 02673
1/42 42

$1,740,000

Sold on 03/27/2026

Single Family Home

$1,749,000

3 Beds 2.5 Baths 3,050 SqFt

42 Bayberry Rd, Yarmouth, MA 02673

Move in before the summer! Embrace the ultimate coastal lifestyle in this custom-built contemporary home offering three...

Listed by Jay Schildge of Redfin Corp.

0.5%
36 Woodlot Drive - Lot 12, Milton, MA 02186
1/26 26

$1,734,530

Sold on 12/28/2020

Single Family Home

$1,654,265

4 Beds 4.5 Baths 5,119 SqFt

36 Woodlot Drive - Lot 12, Milton, MA 02186

Rare New Construction Community adjacent to the recreationally rich Blue Hills Reservation and a short drive or T Ride i...

Listed by Jay Schildge of Pulte Homes of New England

4.9%
26 Woodlot Drive - Lot 07, Milton, MA 02186
1/25 25

$1,661,425

Sold on 11/25/2020

Single Family Home

$1,592,765

4 Beds 4.5 Baths 5,119 SqFt

26 Woodlot Drive - Lot 07, Milton, MA 02186

Beautiful Hardwick home being built for 2020! Less than 10 miles from downtown Boston, Milton Woods features 23 Life Te...

Listed by Jay Schildge of Pulte Homes of New England

4.3%
39 Woodlot Drive - Lot 14, Milton, MA 02186
1/34 34

$1,657,235

Sold on 12/20/2020

Single Family Home

$1,631,695

4 Beds 4.5 Baths 5,119 SqFt

39 Woodlot Drive - Lot 14, Milton, MA 02186

The Hardwick home is a beautiful New England colonial in Milton Woods. Milton Woods is located adjacent to the Blue Hil...

Listed by Jay Schildge of Pulte Homes of New England

1.6%
38 Woodlot Drive - Lot 13, Milton, MA 02186
1/32 32

$1,614,860

Sold on 09/02/2020

Single Family Home

$1,619,625

4 Beds 3.5 Baths 4,946 SqFt

38 Woodlot Drive - Lot 13, Milton, MA 02186

Build Your Estate Home at Milton Woods! Act now to close in the spring/summer of 2020. Milton Woods is situated on 30 ...

Listed by Jay Schildge of Pulte Homes of New England

0.3%
32 Woodlot Drive - Lot 10, Milton, MA 02186
1/32 32

$1,598,550

Sold on 12/31/2020

Single Family Home

$1,579,570

5 Beds 4 Baths 5,714 SqFt

32 Woodlot Drive - Lot 10, Milton, MA 02186

Looking for a new construction Estate Home?! Offering four fabulous floorplans to choose from, Milton Woods is building...

Listed by Jay Schildge of Pulte Homes of New England

1.2%
31 Woodlot Drive - Lot 17, Milton, MA 02186
1/37 37

$1,585,210

Sold on 08/12/2020

Single Family Home

$1,501,075

4 Beds 4.5 Baths 5,141 SqFt

31 Woodlot Drive - Lot 17, Milton, MA 02186

This beautiful Kendall style home is being built for 2020! Milton Woods is a community of 23 new construction estate ho...

Listed by Jay Schildge of Pulte Homes of New England

5.6%
24 Woodlot Drive - Lot 6, Milton, MA 02186
1/26 26

$1,567,552

Sold on 10/20/2020

Single Family Home

$1,561,830

4 Beds 4.5 Baths 5,119 SqFt

24 Woodlot Drive - Lot 6, Milton, MA 02186

This home is to be built for 2020! Milton Woods, situated on 30 acres, is a neighborhood of 23 home sites, ideally loca...

Listed by Jay Schildge of Pulte Homes of New England

0.4%
12 Woodlot Drive - Lot 2, Milton, MA 02186
1/29 29

$1,515,000

Sold on 02/28/2020

Single Family Home

$1,557,860

4 Beds 4.5 Baths 5,119 SqFt

12 Woodlot Drive - Lot 2, Milton, MA 02186

New Construction Estate Homes in Milton! Milton Woods, situated on 30 acres, is a neighborhood of 23 home sites, ideall...

Listed by Jay Schildge of Pulte Homes of New England

2.8%
28 Woodlot Drive - Lot 8, Milton, MA 02186
1/19 19

$1,499,932

Sold on 10/30/2020

Single Family Home

$1,440,000

4 Beds 3.5 Baths 5,119 SqFt

28 Woodlot Drive - Lot 8, Milton, MA 02186

Looking for a new construction home in Milton?! Offering four fabulous floorplans to choose from, Milton Woods is buildi...

Listed by Jay Schildge of Pulte Homes of New England

4.2%
29 Woodlot Drive - Lot 18, Milton, MA 02186
1/29 29

$1,473,160

Sold on 10/27/2020

Single Family Home

$1,380,500

4 Beds 3.5 Baths 4,741 SqFt

29 Woodlot Drive - Lot 18, Milton, MA 02186

New construction community in Milton! Milton Woods offers 23 home sites on approximately .5 acre lots with 4 Life Teste...

Listed by Jay Schildge of Pulte Homes of New England

6.7%
295 Greenland Pond Rd, Brewster, MA 02631
1/31 31

$1,200,000

Sold on 05/27/2026

Single Family Home

$1,150,000

3 Beds 2.5 Baths 3,000 SqFt

295 Greenland Pond Rd, Brewster, MA 02631

Welcome to Beechwood Landing! This charming, move-in ready ranch is perfect as a year round home or Cape Cod retreat. ...

Listed by Jay Schildge of Redfin Corp.

4.3%
31 High Head Road, Dennis, MA 02660
1/32 32

$1,175,000

Sold on 04/27/2026

Single Family Home

$1,089,000

3 Beds 2 Baths 1,882 SqFt

31 High Head Road, Dennis, MA 02660

Tucked away on a quiet side street just above historic Route 6A, this remarkable East Dennis ranch offers a rare blend o...

Listed by Lisa Griffin of Gibson Sotheby's International Realty

7.9%
1 Surrey Ln, Sandwich, MA 02563
1/30 30

$869,000

Sold on 09/10/2025

Single Family Home

$879,000

3 Beds 2 Baths 2,603 SqFt

1 Surrey Ln, Sandwich, MA 02563

A home for all ages and stages in life - with room to grow and option for one floor living. Located in a popular neigh...

Listed by Beverly A. Comeau of Kinlin Grover Compass

1.1%
320 Braggs Ln, Barnstable, MA 02630
1/37 37

$778,500

Sold on 06/12/2026

Single Family Home

$775,000

5 Beds 2.5 Baths 2,280 SqFt

320 Braggs Ln, Barnstable, MA 02630

Move in ready home in popular Barnstable Neighborhood! This expansive 5-bedroom, 2.5 bath home offers exceptional space,...

Listed by Jay Schildge of Redfin Corp.

0.5%
34 Ridgewood Dr, Yarmouth, MA 02675
1/42 42

$730,000

Sold on 12/05/2025

Single Family Home

$750,000

4 Beds 2.5 Baths 2,016 SqFt

34 Ridgewood Dr, Yarmouth, MA 02675

Move-In Ready Renovated Ranch in Yarmouth Port! This beautifully renovated 4-bedroom, 2.5-bath oversized ranch offers ex...

Listed by Jay Schildge of Redfin Corp.

2.7%
2 Taylor Rd, Yarmouth, MA 02664
1/34 34

$725,000

Sold on 05/04/2026

Single Family Home

$750,000

3 Beds 2 Baths 2,736 SqFt

2 Taylor Rd, Yarmouth, MA 02664

Beautiful, move-in ready expanded ranch offering approximately 2700 sq ft of living space. Renovated in 2020, this home ...

Listed by Jay Schildge of Redfin Corp.

3.3%
175 Old Post Rd, Barnstable, MA 02632
1/33 33

$725,000

Sold on 08/28/2026

Single Family Home

$725,000

3 Beds 2 Baths 1,438 SqFt

175 Old Post Rd, Barnstable, MA 02632

Move-in ready 3BR, 2BA ranch offering easy single-level living in desirable Centerville, south of Route 28 and less than...

Listed by Jay Schildge of Redfin Corp.

13 Old Fields Rd, Sandwich, MA 02563
1/42 42

$669,000

Sold on 10/28/2025

Single Family Home

$669,995

3 Beds 2 Baths 1,884 SqFt

13 Old Fields Rd, Sandwich, MA 02563

Beautifully renovated! This renovated Cape Cod home features an updated kitchen with quartz countertops and stainless s...

Listed by Jay Schildge of Redfin Corp.

0.1%
14 Marston, Barnstable, MA 02601
1/30 30

$635,000

Sold on 06/15/2026

Single Family Home

$659,900

3 Beds 2 Baths 1,300 SqFt

14 Marston, Barnstable, MA 02601

Great value for this beautiful complete renovation on this 1300 sq. ft. 3 bedroom, 2 bath Ranch with bonus room located ...

Listed by Rob Sculos of Today Real Estate, Inc.

3.8%
3 Moody Drive, Sandwich, MA 02563
1/35 35

$625,000

Sold on 06/30/2025

Single Family Home

$625,000

3 Beds 2 Baths 1,760 SqFt

3 Moody Drive, Sandwich, MA 02563

Tucked just minutes from the heart of Sandwich Village, this well-loved, rambling single-story home has been cherished b...

Listed by Tori Harrison Farr of Sotheby's International Realty - Sandwich Brokerage

5 Cherry Lane #Lot 30, Holliston, MA 01746
1/27 27

$612,000

Sold on 12/31/2020

Condo

$639,990

2 Beds 3 Baths 2,248 SqFt

5 Cherry Lane #Lot 30, Holliston, MA 01746

This is the last opportunity to call Brooksmont home! This beautiful, Active Adult (55+), new construction townhome comm...

Listed by Jay Schildge of Pulte Homes of New England

4.4%
7 Cherry Lane - Lot 31 #Lot 31, Holliston, MA 01746
1/25 25

$609,900

Sold on 12/31/2020

Condo

$609,900

2 Beds 3 Baths 2,248 SqFt

7 Cherry Lane - Lot 31 #Lot 31, Holliston, MA 01746

Move in this fall! This new construction Trentino townhome features all the bells and whistles! This popular home feat...

Listed by Jay Schildge of Pulte Homes of New England

4 Cherry Lane #Lot 34-16, Holliston, MA 01746
1/23 23

$495,680

Sold on 02/12/2021

Condo

$491,950

2 Beds 2 Baths 1,510 SqFt

4 Cherry Lane #Lot 34-16, Holliston, MA 01746

Low maintenance living at Brooksmont! Are you tired of house projects at your current home? Would you like to spend mo...

Listed by Jay Schildge of Pulte Homes of New England

0.8%
10 Ellis Dr, Dennis, MA 02639
1/11 11

$475,000

Sold on 10/05/2026

Single Family Home

$529,900

2 Beds 1 Bath 912 SqFt

10 Ellis Dr, Dennis, MA 02639

Quintessential cottage on Old Cape Cod! Make your getaway dreams come true as you step into the simple beach life! The...

Listed by Diana Bradley of Vogt Realty Group, LLC

10.4%
40 Sandwich Rd, Wareham, MA 02571
1/37 37

$397,000

Sold on 05/27/2025

Single Family Home

$415,000

3 Beds 2 Baths 1,062 SqFt

40 Sandwich Rd, Wareham, MA 02571

Charming three-bedroom, two full-bath home just minutes from downtown Wareham and Tobey Hospital! This spacious home fea...

Listed by Jeffrey Monast of Conway - Wareham

4.3%
52 Eaton Lane #52, Brewster, MA 02631
1/29 29

$395,000

Sold on 03/02/2026

Condo

$399,000

2 Beds 2 Baths 935 SqFt

52 Eaton Lane #52, Brewster, MA 02631

Experience all that Ocean Edge has to offer in this turnkey condo that is being sold FULLY FURNISHED - perfect for your ...

Listed by Shepard Long of Advocate Realty Associates, Inc.

1.0%
8 Charles St, Wareham, MA 02571
1/37 37

$360,000

Sold on 12/10/2025

Single Family Home

$369,000

3 Beds 1 Bath 640 SqFt

8 Charles St, Wareham, MA 02571

Stress free living at its best! This seaside home has been completely renovated for easy living. Open floor plan with va...

Listed by Judith Chauvin of Cape Landing Real Estate

2.4%
81 Fletcher Ln #C, Brewster, MA 02631
1/26 26

$335,000

Sold on 05/13/2026

Condo

$335,000

1 Bed 1 Bath 579 SqFt

81 Fletcher Ln #C, Brewster, MA 02631

Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living....

Listed by Leighton Team of Keller Williams Realty

62 Fletcher #N, Brewster, MA 02631
1/27 27

$325,000

Sold on 05/04/2026

Condo

$330,000

1 Bed 1 Bath 589 SqFt

62 Fletcher #N, Brewster, MA 02631

Welcome to The Fletcher Condos within Ocean Edge Resort Community, one of Cape Cod's most desirable resort style living....

Listed by Leighton Team of Keller Williams Realty

1.5%