Jackson Hill Rd, Middlefield, CT Property Records

Middlefield Town property records for 76 addresses on Jackson Hill Rd, Middlefield, CT · Last verified August 2026

Jackson Hill Rd Highlights

Properties 76
Median Sale Price $370,000
Deeds and Mortgages on File 72
Median Price per Sqft $181
Owner Occupied 72%
Median Annual Tax Bill $5,641
Median Year Built 1952
Median Ownership Tenure 9 years

Properties on Jackson Hill Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1 Jackson Hill Rd

4 bd · 1 ba · 1,616 sqft · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2362025 2 Names on Record AssessorUpdated Jul 2026

9 Jackson Hill Rd

3 bd · 1 ba · 1,316 sqft · 0.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,7532025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

15 Jackson Hill Rd

4 bd · 4 ba · 2,898 sqft · 1.53 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Mar 2023 $8,8542025 Amount on Record Oct 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

19 Jackson Hill Rd

3 bd · 2.5 ba · 3,060 sqft · 1.31 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$460,000Feb 2024 $9,6082025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

25 Jackson Hill Rd

4 bd · 2.5 ba · 2,673 sqft · 1.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,900Oct 1994 $8,6632025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

29 Jackson Hill Rd

4 bd · 3 ba · 3,398 sqft · 1.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,900Jun 2020 $10,8532025 Amount on Record Jul 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

39 Jackson Hill Rd

3 bd · 1 ba · 1,757 sqft · 3.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$246,000Oct 2021 $5,1792025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

65 Jackson Hill Rd

3 bd · 4 ba · 2,291 sqft · 3.03 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$496,000Dec 2024 $8,3202025 Amount on Record Dec 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

70 Jackson Hill Rd

6.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1382025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

73 Jackson Hill Rd

3 bd · 1.5 ba · 1,508 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$157,500Dec 1990 $5,6172025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

75 Jackson Hill Rd

4 bd · 3 ba · 1,864 sqft · 1.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,8722025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

80 Jackson Hill Rd

4 bd · 2 ba · 2,020 sqft · 1.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$296,000Aug 2014 $6,8392025 Amount on Record Aug 2004 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

84 Jackson Hill Rd

2 bd · 3 ba · 3,474 sqft · 5.43 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$7,9452025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

89 Jackson Hill Rd

3 bd · 2 ba · 2,985 sqft · 1.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,3112025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

92 Jackson Hill Rd

4 bd · 2 ba · 1,915 sqft · 0.55 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,4622025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

98 Jackson Hill Rd

4 bd · 4 ba · 1,861 sqft · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Aug 2018 $6,7502025 Amount on Record Jul 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

99 Jackson Hill Rd

3 bd · 1 ba · 1,410 sqft · 1.96 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$262,750Jan 2005 $5,1052025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

101 Jackson Hill Rd

1 bd · 1 ba · 700 sqft · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Jan 2015 $4,2352025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

109 Jackson Hill Rd

1 bd · 1 ba · 960 sqft · 0.439 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$178,000Mar 2021 $3,5252025 Amount on Record Jul 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

121 Jackson Hill Rd

2 bd · 1 ba · 1,081 sqft · 6 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9252025 1 Name on Record AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$7452025 1 Name on Record AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$5,3852025 1 Name on Record AssessorUpdated Jul 2026

164 Jackson Hill Rd

2 bd · 2.5 ba · 1,774 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,6132025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

177 Jackson Hill Rd

4 bd · 1 ba · 1,478 sqft · 0.589 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$162,500Dec 2015 $4,6672025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

181 Jackson Hill Rd

2 bd · 1 ba · 1,144 sqft · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Aug 2001 $4,7292025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

183 Jackson Hill Rd

2 bd · 1 ba · 1,335 sqft · 0.41 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,900Jun 2014 $5,0872025 Amount on Record Apr 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

185 Jackson Hill Rd

3 bd · 2.5 ba · 2,360 sqft · 0.73 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$115,900Nov 1995 $7,1972025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$75,000Sep 2020 $2,1842025 1 Name on Record AssessorUpdated Jul 2026

193 Jackson Hill Rd

4 bd · 2 ba · 1,400 sqft · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1762025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

201 Jackson Hill Rd

2 bd · 1 ba · 1,068 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$268,072Jun 2015 $4,5362025 Amount on Record Aug 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

204 Jackson Hill Rd

3 bd · 2 ba · 2,168 sqft · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Dec 2019 $9,3662025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

206 Jackson Hill Rd

3 bd · 2.5 ba · 1,872 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Oct 2020 $8,1322025 Amount on Record Feb 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

208 Jackson Hill Rd

4 bd · 1.5 ba · 1,464 sqft · 1.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,3972025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

211 Jackson Hill Rd

3 bd · 2.5 ba · 2,456 sqft · 1.01 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8,4132025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

215 Jackson Hill Rd

3 bd · 1 ba · 1,532 sqft · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1232025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

218 Jackson Hill Rd

4 bd · 1 ba · 1,130 sqft · 6.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Dec 2018 $4,7712025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

220 Jackson Hill Rd

4 bd · 4 ba · 3,081 sqft · 16.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,7672025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

221 Jackson Hill Rd

1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

230 Jackson Hill Rd

4 bd · 3 ba · 3,081 sqft · 16.3 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2003 $7,6132020 2 Names on Record Owner Occupied AssessorUpdated Jun 2023

245 Jackson Hill Rd

40.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3992025 1 Name on Record AssessorUpdated Jul 2026

259 Jackson Hill Rd

3 bd · 1.5 ba · 1,442 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8562025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

260 Jackson Hill Rd

11.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9872025 1 Name on Record AssessorUpdated Jul 2026

265 Jackson Hill Rd

3 bd · 2.5 ba · 2,475 sqft · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,265Oct 2020 $9,4112025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

266 Jackson Hill Rd

4 bd · 2 ba · 2,419 sqft · 5.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000May 1997 $6,8962025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,3382024 1 Name on Record AssessorUpdated Jul 2026

274 Jackson Hill Rd

5 bd · 3 ba · 4,029 sqft · 2.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Sep 2024 $9,7892025 Amount on Record Dec 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

275 Jackson Hill Rd

4 bd · 3 ba · 2,584 sqft · 19.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Nov 2017 $8,7912025 —Sep 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

277 Jackson Hill Rd

2 bd · 1 ba · 868 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,880Sep 2019 $3,5102025 Amount on Record Sep 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

286 Jackson Hill Rd

3 bd · 2 ba · 1,583 sqft · 1.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,000Jan 2022 $5,9062025 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

300 Jackson Hill Rd

3 bd · 2.5 ba · 1,972 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$49,000Jan 1998 $8,0132025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

302 Jackson Hill Rd

13.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$632025 1 Name on Record AssessorUpdated Jul 2026

316 Jackson Hill Rd

3.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$452025 1 Name on Record AssessorUpdated Jul 2026

320 Jackson Hill Rd

4 bd · 1.5 ba · 2,322 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5442025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

324 Jackson Hill Rd

4 bd · 2 ba · 2,184 sqft · 1.05 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$118,000Apr 1996 $6,9552025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

326 Jackson Hill Rd

5 bd · 2 ba · 2,838 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,000Jun 2014 $5,6412025 Amount on Record Jul 1989 2 Names on Record AssessorUpdated Jul 2026

327 Jackson Hill Rd

3 bd · 1 ba · 1,132 sqft · 127 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2972025 1 Name on Record AssessorUpdated Jul 2026

333 Jackson Hill Rd

2 bd · 1.5 ba · 2,960 sqft · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000Dec 1988 $6,9492025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

343 Jackson Hill Rd

3 bd · 2 ba · 2,575 sqft · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7852025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

350 Jackson Hill Rd

30.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2382025 1 Name on Record AssessorUpdated Jul 2026

353 Jackson Hill Rd

5 bd · 3 ba · 2,445 sqft · 0.739 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jan 2021 $6,8932025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

357 Jackson Hill Rd

4 bd · 2 ba · 1,782 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,5882025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

361 Jackson Hill Rd

3 bd · 1.5 ba · 1,376 sqft · 0.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jan 2025 $5,1822025 Amount on Record Nov 2024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

367 Jackson Hill Rd

3 bd · 1.5 ba · 1,539 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$143,000May 1995 $4,8662025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

369 Jackson Hill Rd

4 bd · 3.5 ba · 2,271 sqft · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000May 2019 $5,9842025 Amount on Record Mar 2018 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

376 Jackson Hill Rd

3 bd · 1 ba · 1,567 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$238,000Jul 2020 $5,0992025 Amount on Record May 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

377 Jackson Hill Rd

3 bd · 2.5 ba · 2,830 sqft · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$144,000Sep 1992 $8,1212025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

382 Jackson Hill Rd

3 bd · 1 ba · 1,285 sqft · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9622025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

385 Jackson Hill Rd

3 bd · 2 ba · 1,337 sqft · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jun 2024 $4,9972025 Amount on Record Jul 2021 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

386 Jackson Hill Rd

2 bd · 2 ba · 1,500 sqft · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$286,250Aug 2004 $5,3192025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

392 Jackson Hill Rd

4 bd · 2 ba · 2,463 sqft · 0.88 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Mar 1990 $6,4612025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

393 Jackson Hill Rd

5.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000May 2000 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

405 Jackson Hill Rd

3 bd · 2 ba · 1,379 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jul 2018 $4,7352025 —Jan 2018 1 Name on Record Assessor + 5 DocumentsUpdated Jul 2026

406 Jackson Hill Rd

3 bd · 2 ba · 8,416 sqft · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

413 Jackson Hill Rd

5 bd · 1.5 ba · 1,985 sqft · 0.989 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2017 $6,4252025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

421 Jackson Hill Rd

5 bd · 2.5 ba · 3,359 sqft · 3.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$157,000Feb 1998 $10,2512025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

Property Records in Nearby Streets