Lester v. Old Republic Title Insurance Company

CourtMassachusetts Appeals Court
DecidedApril 10, 2026
DocketAC 24-P-1027
StatusPublished

This text of Lester v. Old Republic Title Insurance Company (Lester v. Old Republic Title Insurance Company) is published on Counsel Stack Legal Research, covering Massachusetts Appeals Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Lester v. Old Republic Title Insurance Company, (Mass. Ct. App. 2026).

Opinion

NOTICE: All slip opinions and orders are subject to formal revision and are superseded by the advance sheets and bound volumes of the Official Reports. If you find a typographical error or other formal error, please notify the Reporter of Decisions, Supreme Judicial Court, John Adams Courthouse, 1 Pemberton Square, Suite 2500, Boston, MA, 02108-1750; (617) 557- 1030; SJCReporter@sjc.state.ma.us

24-P-1027 Appeals Court

DOUGLAS SCOTT LESTER & another1 vs. OLD REPUBLIC TITLE INSURANCE COMPANY.

No. 24-P-1027.

Bristol. October 9, 2025. – April 10, 2026.

Present: Ditkoff, D'Angelo, & Wood, JJ.

Real Property, Title insurance, Ownership, Boundary, Deed. Insurance, Title insurance, Coverage, Defense of proceedings against insured, Construction of policy. Contract, Insurance, Construction of contract. Way. Practice, Civil, Summary judgment, Consumer protection case, Reconsideration, Amendment. Judgment, Amendment. Consumer Protection Act, Insurance.

Civil action commenced in the Superior Court Department on March 4, 2022.

The case was heard by Jackie Cowin, J., on motions for summary judgment, and motions for reconsideration and to amend the judgment also were considered by her.

John O. Postl for the plaintiffs. Shannon F. Slaughter for the defendant.

1 John Tyler Mandeville. 2

D'ANGELO, J. The plaintiffs purchased a piece of property

in Westport in 2013. They also secured a title insurance policy

(policy) from the defendant Old Republic Title Insurance Company

(Old Republic). The policy described the insured property

primarily based on the description offered in the land's deed.

Six years later, the plaintiffs were sued by neighbors in

connection with a stone wall adjacent to the property, and Old

Republic refused to defend the plaintiffs in that suit. A

Superior Court judge determined that the land under the stone

wall was part of the plaintiff's property pursuant to the

derelict fee statute, G. L. c. 183, § 58 (statute). In the

subsequent lawsuit commenced against Old Republic that gave rise

to this appeal, a different Superior Court judge declared that

the defendant did not wrongfully deny coverage and entered

summary judgment for the defendant on all of the plaintiffs'

claims. The judge then denied postjudgment motions by the

plaintiffs for reconsideration and to amend the judgment. We

affirm.

Background. The plaintiffs purchased a property on

Hillcrest Acres Lane in Westport in 2013. In connection with

this purchase, the plaintiffs secured a title insurance policy

from the defendant. The policy described the land which the

defendant contracted to insure, using language derived from the

property's deed. It stated that the insured land was sited "on 3

the northerly side of Hillcrest Acres Lane, so called, (private

way - min 40 feet wide)." The policy also enumerated specific

covered risks and exclusions.

In 2019, the plaintiffs were sued in Superior Court by the

owners of the adjacent lot, the Dromskys, regarding the

plaintiffs' restoration of a stone wall located south of the

metes and bounds of the land as described in both the deed and

the policy (Dromsky action). The plaintiffs filed a claim with

the defendant under the policy to defend them in the Dromsky

action. The defendant denied representation, claiming that the

land under the stone wall was outside the policy's coverage.

On cross motions for summary judgment in the Dromsky

action, a judge entered judgment for the instant plaintiffs on

the claims regarding the stone wall. The judge held that the

plaintiffs owned in fee simple the land under the stone wall, by

operation of the statute.

The plaintiffs filed this suit on March 4, 2022, seeking

declarations that the policy afforded coverage to the land under

the stone wall, that the defendant violated the policy by

denying representation to the plaintiffs in the Dromsky action,

and that the plaintiffs were entitled to reimbursement of all

legal fees spent in defense thereof. The plaintiffs also

asserted claims for breach of contract, breach of the covenant

of good faith and fair dealing, unjust enrichment, and 4

violations of G. L. c. 176D. On cross motions for summary

judgment, a Superior Court judge denied the plaintiffs' motion

for summary judgment and allowed the defendant's cross motion

for summary judgment. The plaintiffs subsequently filed (1) a

motion for reconsideration, claiming that the judge erred in not

applying the statute to the policy's description of insured

land; and (2) a motion to amend the judgment, claiming that

plaintiffs' counsel had been unaware of 940 Code Mass. Regs.

§ 3.16 (1993), and alleging that this regulation created

liability for the defendant under G. L. c. 93A. Both motions

were denied.

Discussion. 1. Summary judgment. The plaintiffs

challenge the entry of summary judgment for the defendant,

arguing that the judge erred by holding that the policy did not

insure the land under the stone wall, pursuant both to the plain

terms of the policy and by operation of the statute. We discern

no error.

Summary judgment is appropriate if, "viewing the evidence

in the light most favorable to the nonmoving party, all material

facts have been established and the moving party is entitled to

judgment as a matter of law" (citation omitted). Dorchester

Mut. Ins. Co. v. Miville, 491 Mass. 489, 492 (2023). See

Mass. R. Civ. P. 56 (c), as amended, 436 Mass. 1404 (2002). "If

the moving party establishes the absence of a triable issue, the 5

party opposing the motion must respond and allege specific facts

which would establish the existence of a genuine issue of

material fact in order to defeat a motion for summary judgment"

(citation omitted). Barbetti v. Stempniewicz, 490 Mass. 98, 116

(2022). Our review of a judge's grant of summary judgment is de

novo. Miville, supra.

We also review the judge's interpretation of the terms of

the policy de novo. See Balles v. Babcock Power Inc., 476 Mass.

565, 571 (2017). See also Save-Mor Supermkts., Inc. v. Skelly

Detective Serv., Inc., 359 Mass. 221, 226 (1971) (rules of

contract interpretation apply generally to interpretation of

insurance policy). "When contract language is unambiguous, it

must be construed according to its plain meaning." Balles,

supra at 571-572. And in determining "whether the language at

issue is ambiguous, we look both to the contested language and

to the text of the contract as a whole." Id. at 572.

a. The terms of the policy. i. Description of coverage.

Exhibit A of the policy is a legal description of the insured

property, describing that land as located "on the northerly side

of Hillcrest Acres Lane, so called, (private way - min 40 feet

wide)." Thus, the language detailing the boundaries of the

property to be insured, and agreed to by all contracting

parties, unambiguously frames that coverage as ceasing at the

border of Hillcrest Acres Lane; more specifically, a Hillcrest 6

Acres Lane that is at least forty feet wide. The land under the

stone wall lies beyond the described boundaries of the insured

property.

The plaintiffs invite us to apply the presumption codified

in the statute2 to the terms of the policy, asserting that doing

Free access — add to your briefcase to read the full text and ask questions with AI

Related

Markline Co., Inc. v. Travelers Ins. Co.
424 N.E.2d 464 (Massachusetts Supreme Judicial Court, 1981)
Save-Mor Supermarkets, Inc. v. Skelly Detective Service, Inc.
268 N.E.2d 666 (Massachusetts Supreme Judicial Court, 1971)
Underwood v. Risman
605 N.E.2d 832 (Massachusetts Supreme Judicial Court, 1993)
Murray v. Title Insurance & Trust Co.
250 Cal. App. 2d 248 (California Court of Appeal, 1967)
Balles v. Babcock Power Inc.
70 N.E.3d 905 (Massachusetts Supreme Judicial Court, 2017)
Gould v. Wagner
82 N.E. 10 (Massachusetts Supreme Judicial Court, 1907)
Hakim v. Massachusetts Insurers' Insolvency Fund
424 Mass. 275 (Massachusetts Supreme Judicial Court, 1997)
R.W. Granger & Sons, Inc. v. J & S Insulation, Inc.
435 Mass. 66 (Massachusetts Supreme Judicial Court, 2001)
Rowley v. Massachusetts Electric Co.
438 Mass. 798 (Massachusetts Supreme Judicial Court, 2003)
Finn v. National Union Fire Insurance Co. of Pittsburgh
452 Mass. 690 (Massachusetts Supreme Judicial Court, 2008)
LaFrance v. Travelers Insurance
594 N.E.2d 550 (Massachusetts Appeals Court, 1992)
Basis Technology Corp. v. Amazon.com, Inc.
878 N.E.2d 952 (Massachusetts Appeals Court, 2008)

Cite This Page — Counsel Stack

Bluebook (online)
Lester v. Old Republic Title Insurance Company, Counsel Stack Legal Research, https://law.counselstack.com/opinion/lester-v-old-republic-title-insurance-company-massappct-2026.